Finding romance is hard enough, but finding it with someone you've only just met can be the opposite of happily ever after. From bathroom incidents to cases of mistaken identity, these are the worst blind dates imaginable.
1. Mary’s Not Here, Man
I was totally psyched about meeting this lady called Mary. I made it a point to get to our meeting place 20 minutes before, feeling both thrilled and a bit jittery. Yet, as I sat there, she was nowhere to be seen. It was about 15 minutes after our scheduled meet-up time that someone finally appeared.
Gathering my bravery, I walked up to her and asked, "Excuse me, are you Mary?" To my surprise, she responded with, "Are you [My name]?" I nodded, confirming that yes, I was the one she was asking for. But what came next caught me off guard. She calmly said, "Sorry, I'm not Mary," and nonchalantly walked off. And believe me, that hurt.
2. Somebody’s Watching Me
I once went on a date and the girl I was seeing brought along a female friend. She'd watch us interacting from a little distance, but wouldn't join in the conversation. At the beginning, the girl I was with said her friend liked tagging along on dates, but I was a bit confused as to why.
By the end of our time together, I managed to summon the bravery to ask about her friend. Unexpectedly, the girl told me her friend actually gets a thrill from just observing people on dates. Suddenly, it hit me - the unusual expression her friend wore wasn't just random, it was one of enjoyment.
I've got to admit, I was super unsettled. In fact, I've never been so uncomfortable in my life.
3. It’s Serial
A few years back, I had one blind date experience. My mom set it up with the son of one of her friends, who was an investment banker, thinking he would be a good fit for me. On the night of our date, he rings me up and asks for a lift since his car was out of order.
I didn't mind, so I asked where he was. Turns out, he was at a friend's house, a full hour's drive from me. Not ideal due to the distance, but I was okay with it. I dressed up in a chic black dress and heels, hopeful about the evening.
When I collect him, he appeared a little short statured but with a friendly face and fit body. We head for dinner and indulge in light-hearted chatter over our meals. A few drinks in, we broached the subject of our idols and that’s when the mood rapidly sank.
I was taken aback when he confesses admiring Patrick Bateman from American Psycho, minus the violent tendencies. His wish was to lead a similar lifestyle. At this point, warning bells start sounding in my head. I tried hard to pivot the conversation back to our common university fraternity.
I casually mentioned knowing a few of the frat guys, but he admitted not being a fan of any. Another red flag. When it was time to clear the bill, surprise, he'd forgotten his wallet. I found myself funding our dinner. Just great. I couldn’t wait for the night to end but it plummeted further.
On our way back through an alley, he whispers how attractive he found me and suggested a rendezvous behind a trash heap. And then, he licks my ear! Too much to handle, I called it a night right then.
I handed him some cash for public transport home. Shortly after, I dialed my friends and we hit a bar to drink away the unsettling experience. Needless to say, I felt somewhat apprehensive for a few days, fretting something awful might transpire.
4. Twist Ending
Once, I had a pretty scary blind date experience with this girl. We planned to watch a movie together and during the movie, things were going pretty well. But, the real disaster struck when we were heading out of the theater.
While we were leaving the cinema's parking lot, she surprisingly saw her dad coming out from the same theater. And the woman with him was definitely not her mother.
5. Eating For Two
I met this girl online and after a week's chat, we decided it was time for a face-to-face meet. Dinner was the plan, with potential drinks if things went well. But to my surprise, she looked nothing like her profile photo. She explained, stating she used her sister's pic and name to avoid her ex - who had stalker tendencies.
Sister's name? Right, she fibbed about that too. Weirdly enough, she mentioned in our chat that she was an only child. That set off some alarms. On top of that, she kept going on about things I had no interest in. Also, our dinner situation was a total mess.
We selected a steakhouse, and out of nowhere, she ditched her fork and knife, diving hands-first into her steak. And those potatoes? It straight up killed my hunger. Before I could even get a bite in, I excused myself by saying I wasn't feeling good and asked them to pack up my meal.
Without missing a beat, she wanted my meal and just went at it. If that wasn't chaotic enough, the waiter mistook her for being pregnant. She breezily said she was due in a couple of months. I was stunned.
Doing the gentlemanly thing, I covered the bill and attempted to end the night kindly. But the unexpected moments kept coming. I reached my regular pub, but discovered she'd followed me. She confronted me in the parking area, just as my work buddies were showing up. She believed I'd lied about being unwell since I was headed inside the pub. I was mortified.
Having had enough, I dove into my car and exited the scene. Needless to say, my work friends had a field day teasing me about that night.
6. Paging Dr. Freud
Once, I went out with a guy who just couldn't stop bringing up his mom. He talked about every little thing related to her - her favorite meals, films, even her education and her unique spaghetti recipe. It was as if he knew her inside and out.
At one point, I couldn't resist and teased him that perhaps he ought to be dating his mom, since she appeared to be the epitome of perfection. To my surprise, he appeared to give it some thought! Now, that was just plain weird.
I stared at him as if he'd gone off the deep end, and he got defensive, asserting that any lady lucky enough to emulate even half of his mom's charms should genuinely feel blessed. But the real kicker? Two years later, he ended up tying the knot with his father's high school love! Now, if that isn't an odd turn of events, I don't know what is!
7. Mommy Issues
I once went on a date with this dude who seemed pretty chill. Everything was smooth until I visited his house to meet his mom. She was genuinely kind, just doing her household tasks. While we were getting ready for dinner, he rushed to get an outfit from the laundry room. But wow, when he came back, things took a nose-dive pretty quickly.
He completely lost his cool at his mom because of some jeans she'd mistakenly shrunk in the wash. I'm talking full-blown shouting, his face beet red, the whole nine yards. He was so infuriated that he sat down and angrily ripped his shirt apart. I felt really bad for his mom. I walked over, apologized to her for having to endure that, and promptly made my departure.
As I was stepping out, he ran after me, his ripped shirt still in hand, in tears, begging me not to leave. But I told him flat out: no one should ever be treated like that, especially not their own mom who was simply trying to be helpful. And there was zero chance I would hang around with somebody with that sort of temper.
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8. Stay Hydrated
In my freshman year at college, I ended up on a date at Wendy's, majorly because we were on a tight student budget. This chap had an incredibly monotonous voice, and could talk endlessly about practically anything. There I was, trying to patiently listen to him, when I accidentally choked on some water.
I attempted to clear my throat subtly, not wanting to interrupt his story, but that didn’t quite work out. I wound up into a coughing fit, causing quite a spectacle at our table. I even attempted to hide under the table, hoping that would somehow alleviate my coughing.
It seemed like everyone in the place was looking our way, most likely out of concern. Everyone, except my date, who was so engrossed in his own story that he didn't even notice my predicament. By the time I regained my composure, I’d totally lost the thread of his long, drawn-out story. Once his story closed, I apologized and explained my little water-induced crisis. His response?
“Oh, I was wondering what was going on with you". Not really compassionate, you might agree. As expected, there was no second date in the pipeline.
9. True Blind Date
I stroll into a diner for a blind date and she's there, donned in a niqab. The catch – she's not Muslim. She wanted our conversation to focus on character, no face involved. It was something you'd see in a comedy show. But when we got chatty, her personality didn't really vibe with mine.
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10. Forever Goth
One time, a friend thought it would be great to set me up on a blind date insisting she had found my ideal man. I double-checked with her, making sure he was okay with my quirky-gothic style. She reassured me he was all for goth girls. So we set a time to meet at a restaurant and started the date talking about typical stuff like school, films, and literature. But things took a dramatic turn after that.
As our order arrived, he started to unveil a list of 'things I need to change about myself' if we were to continue dating. Among the 'suggestions' were losing weight, changing my hair color, getting tanned, dressing according to his preference, letting go of my piercings, scraping off the tattoos, and cutting down on gaming.
I was so surprised, I almost expected someone with a camera to pop out of nowhere announcing this was some kind of prank show. Onlookers were clearly intrigued, probably wondering why he was giving such absurd ultimatums. After his rant of what I should change about myself, he asked when I was planning to start this transformation.
As our food was served, I reached a breaking point. I impulsively tipped my pasta onto his lap and stormed out of the restaurant. I found a nearby store and called a friend for a ride back home. As I narrated the entire episode, I broke down, feeling so degraded. My friend, who set up the date, was shocked when she heard the details and couldn't believe his audacity.
That disaster was my first and last blind date. Fast forward to today, I'm still proudly flaunting my goth look and absolutely unwilling to let anyone interfere with my love for video games.
11. Second Impression
So, after our date, this guy started critiquing me in his car, as if he was writing a report card. He even said I ate too gently for his taste, but then strangely praised me, assuming I loved cooking? The oddest bit was that a few hours later, he confesses to browsing all my Facebook posts and reading my blog.
It seems, he found me more interesting than he initially thought, so he canceled his next night's date just to see me again. Talk about warning signs! Needless to say, I didn’t give him a second chance.
12. Wrong Place, Wrong Time
Even though I wasn't on top form, I opted to go on a date with this lady. We planned to catch up at a Belgian bar. Right off the bat, I realized she was a wonderful person - attractive, enjoyable and genuinely interested in me. But as our evening progressed, I started to notice a nagging pain in my belly.
Attempting to handle it subtly, I leaned in to quietly let out some gas. Regrettably, it didn't end as planned and result was a terribly embarrassing incident. The unpleasant odor instantly spread, prompting me to swiftly excuse myself to use the restroom. Tragically, it was beyond restoring at that point.
After tidying up myself as much as possible, I stepped out of the bathroom feeling extremely embarrassed and unclean. I concluded it was best to depart from the bar and head home. Under the cloak of humiliation, I left with tarnished trousers and hopped on the train back. The date was overshadowed by the horror that ensued - I contracted E-coli and resulted in spending the next three weeks recuperating from this unfortunate event.
13. Eating Buddies
So, a workmate of mine kept singing praises about her friend, insisting we would hit it off. Eventually, I gave in and agreed to meet her. Our first rendezvous was at her preferred restaurant. Honestly? She was funny, pretty easy on the eyes, and we had smooth conversations. It was looking hopeful.
Next, while making plans for a second meet-up via text, she suggested the same eatery. I was like, "How about we mix it up with ice skating or a trip to the museum?" She agreed, but on one condition: we eat first. A bit strange, but okay. But when I offered to pick her up, her reply took me by surprise: "My boyfriend wouldn’t like that". Wait, boyfriend?
I rang her up, and things only got stranger. She was okay with our meals together but put a stop to any "romantic" plans. When I questioned why she hadn’t filled me in about her boyfriend, she dismissed it as a non-issue. Then came the bombshell: she mainly enjoyed our "dates" because her boyfriend wasn’t into dining out.
I put a stop to it at once, but she still asked, "Are we still on for dinner though?" Fast forward a month, after no communication, she resurfaced on my phone, suggesting another meal.
14. Ladies’ Man
I was hanging out with a guy I liked and, while we were driving, he got a speeding ticket. He blamed my talking for "distracting" him. Although I was annoyed, I agreed to pay the ticket. But as if that wasn't enough, he picked Hooters of all places for dinner and suggested I should pay since he would take care of the nightclub charges. At the club, all he could talk about was his past romances.
It was clear that a second date was off the table.
15. Method Actor?
I found myself on what seemed to be a straightforward pizza date with this guy. Out of nowhere, he suddenly sports a clown nose and carries on eating. I'm thinking, "What's going on?" and his reply is, "Just trying out my new add-on". As if that wasn't strange enough, he starts belting out some crazy scat tunes, channelling his deep-seated jazz star.
I was at that place for hours, caught up in this bizarre pizzeria performance. Plus, I had to give him a lift to the station because he'd journeyed quite some way for our date. When we eventually got to the station, instead of getting out, he just sat there, reflecting.
Just as I thought he was leaning in for a kiss, he threw me for another loop: he rubs his face on mine, gives my cheek an odd lick, and then dashes off. This definitely takes the cake when it comes to my strange date stories - it's the weirdest by far.
16. Parallel Lives
A couple of months ago, I started chatting with a girl on OkCupid. Our conversations were going well, so we decided to meet in person. I was currently saving money for a move abroad, so I suggested we meet at this reasonably priced Thai restaurant I knew of, which also had really inexpensive drinks.
I offered to pick her up, but she preferred to drive herself - I was perfectly okay with that. On the night of our date, I was running a little late when I got a call from her. She was having a hard time finding the restaurant. Despite having the address and my instructions, she was unable to locate the place and ended up calling me multiple times over the course of almost an hour.
By the time of her final call, I'd been waiting at the restaurant for a good chunk of time, slowly sipping my drink. She then revealed that she was unable to parallel park - a skill pretty crucial in city life. She asked if I could come out and park her car for her. Despite feeling slightly uncomfortable, I told the hostess I'd be back shortly and headed out.
When she finally arrived, I couldn't help but notice that her online photos had been quite... flattering in comparison. Just as I was getting into her car, I let her know that driving her automatic car felt a bit strange to me, as I was comfortable with a manual.
Looking for a parking spot, I eventually found one. But as I was slowing down, I reflexively went for the clutch but hit the brake instead. Because she hadn't put on her seatbelt, she ended up lunging forward and hit her head on the dashboard. Luckily, she wasn't hurt, but it made for a very awkward dinner. We never kept in contact after that night.
17. This Was A Test, And You Failed
So, get this, on a blind date, the guy actually gave me an IQ test right then and there. You won't believe his reaction when he saw my pretty good score. He said he couldn't date me because I was "too smart" and that I'd likely make his life difficult. Seriously? By the end of the night, I was glad to be saying goodbye - likely even more so than him!
18. Real Men Get Lost
So, let me tell you a story about a date that never happened. A buddy introduced me to this guy on the internet who lived an hour away. The plan was for him to come to the city, have lunch with me, then we'd spend some time at the bird sanctuary. And, if all went well, we could consider hanging out at my place afterward.
I didn't really know him well, but I was up for seeing where it could lead, especially since it had been some time since I had a breather from my busy work and study life. We decided he would pick me up around noon. But when it hit 12:30, he rang me up, confessed he was lost but swore he was nearby.
This led to six frustrating hours of him calling each hour, getting increasingly rattled. I kept offering to help him navigate, but he would say he could handle it. Meanwhile, I managed to make and eat my lunch, watch a movie, and even finished reading a book, all while listening to his constant gripes.
When he suggested stopping for directions at around 7 pm, that was my limit. I told him, "No way. This isn't happening. You should head back". He tried to argue, but I stood my ground. When he began to throw a tantrum, I simply hung up.
19. The Ol’ Switcheroo
I had just come back from college and decided to pop into my local bar for a drink. I couldn't help but notice there was an unfamiliar face behind the bar - a seriously attractive bartender. She sported a trendy short haircut, intriguing tattoos, and wore a shirt of a band I was a fan of. I thought, "What's the harm?", and started up a conversation.
We hit it off immediately. This wasn't just barman-to-patron small talk; it felt real. As the evening went on, she casually enquired about whether I was seeing anyone. When I told her I was single, she quickly jotted something down and handed me a slip of paper, explaining, "This is my apartment number and directions. We're having a party on Wednesday. You should come."
I checked out the paper and sure enough, there was her apartment number along with the directions to it. Naturally, I thought she might be interested in me. But boy, was I in for a surprise. Wednesday arrived, and I made sure to look my best. After I arrived, she gave me a warm welcome and quickly introduced me to a guy named Jeff, her housemate.
After a quick intro, she suddenly vanished from sight. Feeling a little awkward, I kept talking to Jeff. Then, out of the blue, he said, "You know this is a date, right?" Turns out, the whole party thing was a setup. She had been trying to matchmake her roommate and me. Talk about a plot twist.
20. In The Pocket
Ever fancied a game of pool during a blind date? Imagine this: all is going great, then your date decides to surprise you right as you're lining up your shot. Sadly, during this playful moment, your head knocks into her nose, causing it to fracture. Certainly not the perfect scenario.
21. He’s Not All That
When I was 15, I lived for a year in Germany. I was a timid, geeky teen who didn't easily mingle. To help, a fellow student set me up with a boy from a different school. I wasn't usually an avid dater, but I thought why not shake things up a bit? Perhaps we'd have a connection.
When the day arrived, I asked him what he'd like to do. We lived in a small town—far from the bustling city and too quiet for thrilling teenage activities. He proposed a walk, and I agreed.
As we strolled, grabbing coffee and chatting, it hit me that we weren't a match. He wasn't bad, just not smart enough for my liking. When I asked about his passions, he talked about becoming a pipefitter, primarily because his father wanted him to, not because he loved the idea.
Intrigued, I asked if he enjoyed globetrotting. He said not really, but he did share an anecdote about accidentally scooting into the Netherlands, a mere 45 km from his hometown. Suddenly, he began complaining about women behind the wheel. (Seriously?)
Back at school, my matchmaker friend wanted to hear everything. I assured her he was a nice guy, we just didn't click, and thanked her for her effort. Just then, my snooty host sister, who hadn't been kind to me since day one, started laughing hysterically with her. Apparently, setting us up was a prank and they had even placed bets on whether I would go on a second date.
Upon learning about their cruel joke, I was furious and gave them a piece of my mind.
22. Cheap Date
He treated me to dinner and a movie one night. We ended up grabbing food at Burger King, where I ordered chicken strips and fries—a meal that cost less than $4 at that time. The movie we saw was Schindler's List, which he chose. But the night took an unexpected twist when he admitted he was skeptical about whether the Holocaust even happened.
If that wasn't strange enough, when it was time to part ways, he complained about me not "reciprocating" because he had covered my meal. I took off before we could catch Apollo 13, as I had no desire to listen to his opinions on the moon landing, or haggle over my value for the cost of a fast-food dinner.
During college, I struggled with low self-esteem, but even that wasn't my lowest point.
23. Three’s Company
I had been out with this girl a few times, maybe four or five. But, this was my first time collecting her from her house. When it was time to drop her back, I saw a car I didn't recognize in her driveway. Intrigued, I mentioned I didn't realize she lived with someone and asked when I might get to meet this person.
She casually responded, "Oh, that's not a roommate's car. It belongs to my husband."
24. For Your Eyes Only
I had a date with an otherwise great guy. We dined at this posh eatery where both the food and ambiance were top-notch. However, the night took an awkward turn when he decided to whip out his phone post-main course and started showing me graphic self-portraits.
This included various poses, lighting techniques, and even some dramatic filters. I'd hitched a ride with him to the place, so I had to share the journey back with him too. Trust me, it took all my willpower to not dramatically exit the moving car.
25. The Talking Cure
I had just started dating this guy, and we were on our way to Circuit City to grab some computer gear he needed. During the ride, an overly repetitive techno tune blared on the radio and I noted how it seemed to play constantly. He actually enjoyed it and cranked up the volume a smidge.
In a light-hearted mood, I teased, "I suppose I won't get to chat with you until this song ends!" and gave a cheery grin, simply relishing the moment. Unfortunately, this didn't land as well as I'd hoped. We pulled into the parking lot where I noticed a shift in his demeanor. Instead of casually strolling together, he quickened his pace, noticeably avoiding me.
Brushing it off, I caught up with him, planting a quick kiss on his cheek. However, he continued to seem aloof. When I inquired what was wrong, he downplayed it. As we combed through the aisles, he suddenly disappeared. He was just gone. And at 7 PM, the store was buzzing with clientele. I assumed he'd wandered off to a different section, but after 15 minutes of searching, he was nowhere in sight.
By 8 PM, he hadn't reappeared. I tried dialing his number, but was sent directly to voicemail. His car was still parked outside, yet he wasn't inside it. Running around the vast shopping center looking for him was not my idea of fun. It was 8:45 PM, the store was closing, the parking lot almost deserted, and my worry had turned into genuine concern.
Then, to my relief, as I stepped outside, I spotted him. Casually lounging in his car. I rushed over, on the verge of tears, demanding to know where he had been. With unsettling calmness, he responded, "I wanted you to experience how it feels to be cut off from communication".
26. My Condolences
I told this guy about my mom's upcoming operation, but don't worry, it's not a life-risking surgery. His reaction was the most absurd thing I've ever heard: "Considering your background, losing a family member could actually be good for you. It can develop your personality. Such situations can often shape people like you."
So, was he implying that my mother should pass away? I wrapped up the conversation soon after he said that.
27. Eager Beaver
My brother-in-law decided to play matchmaker by introducing me to his best friend. Initially, I appreciated his chivalrous gestures like opening car doors and building entrances for me. However, he went overboard. Once we reached the cinema, he raced ahead, shut my car door, and then reopened it, all while vehemently shouting "NO NO!"
He also managed to create a scene at the ticket counter when I wanted to foot my own bill. I always insist on going halves on first dates to avoid any sort of tension, but he disregarded this and rather forcefully paid for both of our tickets. I'm not going to lie, that irked me.
Post movie, he proposed stopping by Dunkin' Donuts for coffee and sweets. I excused myself, saying I needed to head home. On our way back, he brought up the idea of me accompanying him to church on Sunday to meet his family. Honestly, it was rather unsettling for a first date.
28. Leave Them Wanting More
I connected with a guy on a dating site and after chatting for a bit, we agreed to meet for drinks. In hindsight, there were a few red flags I overlooked. He posed as an educated, honest lawyer who was seemingly quite handsome, but as I later discovered, the photo he used was highly deceptive.
Once we met in person, he barely resembled his profile picture. Yet, this was just the tip of the iceberg. He was evasive about his workplace and surname, stating his job demanded he keep his contact information private. Oddly enough, he didn't just glance at one photo I wanted him to see, instead, he scrolled through every single one on my phone.
Feeling a bit weirded out, I quickly finished the priciest drink available and hightailed it out of there as fast as I could.
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29. We Were On A Break
After being single for roughly nine months, I figured I'd give chatrooms a go to potentially connect with someone local. I began chatting with this lady who seemed great through texting: same age, friendly demeanour, brown hair, green eyes, and even said she'd done some modelling work. She decided not to share a photo, citing privacy concerns, which I later realised was a warning sign.
We arranged to meet for dinner in the city center, and when I saw her, I was a bit taken aback. She was shorter and not quite as model-like as she'd mentioned, but she was amiable, so we sat to eat. Throughout the meal, she seemed preoccupied and was frequently looking around. When I inquired if she was alright, she admitted, "Well, I'm a bit worried my boyfriend might see us here". Hold on, what?
Observing my stunned reaction, she quickly elaborated, "Oh, we've been together for a while, but it's felt finished for months. I just haven't found the time to end things". At that point, I seriously thought about making a polite exit. But I opted to take the high road. We finished our meal, and I escorted her to her train.
After that incident, she tried contacting me a few times, but I decided not to respond. I think she got the hint.
30. Sibling Rivalry
While on a date with this girl, we casually wandered around town. Oddly enough, multiple guys she knew would stop her on the street, breaking our walk to say hello and have quick chats. She always introduced them to me as one of her brothers, which was quite weird.
Shockingly, she ended up saying she had more than 15 brothers, and amazingly, we bumped into all of them that very day. Even now, I'm left scratching my head about who these guys really are and why she felt the need to make up stories about their connection.
31. Nerve-Wracking
I once had a date with a guy I met online. The plan was simple: have some coffee, take a walk around the city, and maybe see a movie if things were going well. We met at a coffee shop and I couldn't help but noticing how red and sweaty he was.
Trying to keep it casual, he suggested we go for our walk. It was quite a cold winter day in Chicago; somewhere between 15-20 degrees, but I thought, "Why not?" I assumed he was just a little nervous, and a nice walk might help him calm down. But during our walk, his ease seemed to fluctuate a lot. Still, everyone gets a bit nervous sometimes.
Sticking to the plan, we decided to see a movie after. I thought it could be a great chance for him to relax in a low-key environment. While we were in line for the movie, he suddenly turned to me, blurted out "I can't go through with this... I just can't, I'm sorry," and then ran off!
Later, he sent me an email. He commented that I was even lovelier in person than he had guessed and so nice, it made him feel overwhelmed. I wasn't sure how that was supposed to comfort me, but well, there it was.
32. Don’t Call Me
So, my roommate's girlfriend, let's call her "Karen," introduced me to one of her friends. We'll call her "Lisa." I'd seen Lisa before, so I knew there was some physical attraction, but we hadn't spoken yet. We decided to meet at a restaurant, but when I got there, she was totally engrossed in her phone.
I thought maybe it was something important, but she kept yabbering about seemingly random things, even as we found our table. She never apologized once she finally ended the call. Yet, almost instantly, her phone rang again, dragging her back into another seemingly meaningless conversation.
We ordered drinks, and even then, Lisa was still on the phone. I sat there silently, feeling incredibly uncomfortable. By the time our drinks came, I was already halfway done with mine and had turned the waitress away a few times since Lisa was STILL engaged on her call. This inspired me to do something a bit naughty.
Having heard her non-stop chatter for what seemed like an eternity, I discreetly stood up, left a $20 bill on the table, and slipped away without a word. On my way out, I saw Lisa's surprised face, and noticed other customers whispering, having clearly witnessed the entire ordeal.
When I got home, Lisa was already talking to Karen, who was at our place. Suddenly, I wondered - had Lisa been talking to Karen during our "date?"
Karen was furious. She immediately started accusing me of being unfair to Lisa. I just said, "I didn't want to interrupt such a vital conversation," then turned and headed to my room. As I walked off, I spotted a familiar stunned expression on Karen's face, very much like Lisa's back at the restaurant.
33. Like Mother, Like Daughter
I went on a date with this girl. As we were getting to know each other, she chose to show me some unique photos. First, she showed me some selfies, specifically of her torso, then, oddly enough, she showed me similar photos of her mom. Her decision to do this totally caught me off guard, and got more bizarre when she asked for my opinion on which one I preferred.
Frankly, it was hard to grasp why she had these photos, or why my opinion on them seemed to matter so much to her. As you can imagine, I didn't pursue a second date to delve deeper into this strange turn of events.
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34. Most Unladylike
One time, I decided to go on a blind date. She seemed nice based on her online profile: she was single, had no kids, and could put together a sentence that actually made sense. I dressed up and picked her up at 7 on the dot. She seemed friendly enough, so we hit the movies. What stuck with me wasn't the film, but her behavior during it.
All through the movie, she was almost shouting her remarks, propped her feet on another viewer's seat, and even tossed popcorn at neighbouring movie watchers. It was pretty humiliating to be with someone acting like that. Holding out hope, I thought I'd give it another try and took her to Cheddars, where she could converse freely.
We were just beginning to engage in a decent conversation when things went off the rails again. As our drinks arrived, she complained about getting a Coke instead of a Pepsi. Then, to my complete shock, she dumped her full drink on the waiter and demanded a refund for the meal that I was treating her to. By this point, I'd had enough.
Post meal, I gently told her outdoors that while she seemed like a okay person, I didn't think we'd be going on another date. She totally lost it, throwing rocks and even attempting to grab my car keys. Needless to say, I never saw her again and would prefer it remains that way.
35. Shut The Front Door
As I reach to open the door, he stops me and insists on doing it himself. At first, I think maybe he just tripped, and I casually laugh it off, joking about how tough it must be for guys to always act like knights in shining armor. I say how life's easier for me since I need to follow fewer rules. But then, he grins cheekily and says, "Well, there’s this assumption that ladies should provide specific 'favors' to men." No way, no how.
36. You Dog, You
So, I met this girl on Facebook and we planned to meet up at a coffee shop. It's funny because I don't even like coffee, but it seems to be the go-to place for a date. Anyway, let's continue. We talked for a while, she had coffee, everything was smooth. After hanging out comfortably for about two hours, she offered me a lift home and mentioned she had something to share. Get ready for this.
She started to talk about how she'd be the perfect girlfriend and how excited she is to meet my parents, be perfectly behaved and all. But then she dropped a bombshell: she wants me sitting in a cage at the foot of her bed two nights a week. She even took out her phone, showed me photos and detailed what she wanted from me. She kept insisting I'd fit perfectly into this arrangement she had in mind.
I had to hold back on reacting dramatically. Instead, I thanked her for her candidness and tried to explain - while I appreciate her honesty, this isn't my kind of thing. I mentioned there are specific websites for people who are into this, but it's certainly not my cup of tea.
37. Mystery Date
So, even though I've never experienced one, my friend Steve unintentionally landed himself into a blind date. We used to be coworkers at a store, and there was this pretty, quiet, tall girl we both knew.
Fast forward four years. After being away, Steve came back and was jobless. One day, he recognizes the same girl at our old job, but can't recall her name. He sends me a picture, and although she looks familiar, I can't remember her name either.
The idea was for me, my girlfriend, another friend, and Steve to watch Toy Story 3. In a spur of the moment decision, Steve wanted to invite the girl from the store. He phoned the store, discovered her name was Tara from a manager, and somehow convinced her to come to the movie.
Steve was thrilled as he hadn't dated in a long time. On hearing this, out of curiosity, my girlfriend and I visited the store to see her - but she was not there. Was she on a break or did he ask a different girl?
Then comes the movie, and a nervous Steve is unsure how to go about buying the tickets. As I guide him, I see a girl from the store, but not Tara. Uh-oh. I quietly let Steve know about the confusion. The most amusing part?
The girl, who also didn't recognize Steve, was standing right next to him, discussing with a friend about the unexpected date invitation she received. Both were unaware that they were standing side by side. Eventually, Steve introduced himself, bought her ticket, and despite the mix-up before their date, they hit it off.
Surprisingly, they started dating and it has been a month since then.
38. Plugged In
The date itself was fun. We truly clicked and had a lot in common. But the end of the date let me down. As we said goodbye, she asked for my Facebook handle. I honestly told her I don't have Facebook, and she seemed stunned.
Despite our wonderful initial date, she flat out rejected when I asked her out a few days later. She said, "I can't trust someone without a Facebook account". I'm glad I escaped such an illogical attitude so early in the game.
39. The Worst Of A Bad Time
So here's how it went down: it was supposed to be just dinner and a movie. My friend thought we'd hit it off, and with the smooth banter we had over texts and calls, I had high hopes. But then he shows up an hour late. Part of me wanted to scrap the whole thing right there, but I decided to give him some benefit of doubt. That, as it turns out, was a mistake.
As we're on our way to see the movie, he casually mentions he's already had dinner. Meanwhile, I’m starving. I get some chocolate bars from a nearby shop to hold me over. Suddenly, he's offering me unsolicited advice that eating chocolate might make me put on weight. Just for the info, I'm fairly thin. And really, who does that?
In the cinema, as we’re getting ready for the film to start, he can't stop yammering about staying slim. I remained poised. When the movie ended, the conversation changed to film editing. But as I’m asking a question, he cuts me off with, "Wow, you're smart too! I'm totally falling for you!" He ignores my question, though, and proceeds to flood me with a sea of random, excessive compliments.
Fast forward to the end of this disastrous date: he's dropping me off, and I’m mentally racing to get inside. I'm a little too polite to be outright rude, but let's be real, this guy is a blend of self-absorbed, rude, and just clueless when it comes to conversation. And then, the icing on the cake: he starts boasting about his weapon collection and suggests I take a look in his trunk.
That was my cue. I cited an early class and beat a quick retreat. No surprises here, we never spoke after that.
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40. Keep It Classy
I'd been chatting with this girl online for a while and we finally agreed to meet in person. She'd already postponed our meeting twice, and I'd resolved that if she did it a third time, I'd let her go. But, ironically, during our third try, I was caught in a massive traffic jam. Mortified, I messaged her, saying I'd be running about 15 minutes late.
Her reply was, "Oh, that was today? My mistake!" She asked me to wait for another 15 minutes so she could get ready and said she'd give me a call. That additional 15 minutes turned into 45. As a punctual person, this was frustrating. But, she was quite attractive, so I tried to ignore it and rolled with it.
Her directions were a bit confusing, but I eventually found her house. She looked fantastic, which made me forget about her earlier aloofness. Entering her home, I was greeted by a strong smell of marijuana. I don't mind people using it, but an entire house reeking of it is too much. It did explain her forgetfulness, though.
She then suggested we relax and play some Guitar Hero. I agreed, we talked, got comfortable, and sparks started flying. Everything was going well until I tried to take things further. She stopped me, exclaiming, "Hold on! I'm a preacher’s daughter!" This seemed strange since she hadn't been reserved previously.
Despite her mixed signals, I decided to call it a night. I laughed it off, bid her goodbye, and left. Some things just aren't worth the trouble.
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41. A Strong Push Out Of The Closet
Once, I went on a date with a woman I met at karaoke night. We decided to grab tea, but I was a little lost on what the proper "date" tea was. I picked chamomile to ease my nerves. She was pretty talkative - discussed her cats, a mean coworker, and even her preferred toothpaste. I was just going along with it until she revealed a shocker.
She told me she had a tattoo over her rear end, an arrow pointing downward that said "EXIT ONLY". I just looked at her, questioned what motivated such a decision, and it pushed me a little further on my own personal journey. Two years later, I identified as gay.
42. I Can See Clearly Now
Our date began quite well. We were enjoying a cute little kissing moment when suddenly she licked the contact lens right out of my eye. Startled, I said, "Hey, you just licked my eye!" I assumed it was an accidental move but then she retorted, "Lighten up". A puzzled me, gently requested her to return my contact lens.
What surprised me more was when she clarified that this was actually an arousing act for her. After that, it goes without saying, I made a decision to not continue any further dates with her.
43. Double Standard
A close friend and her spouse figured it'd be a good idea to match me up for a double date. The guy was easy on the eyes and quite entertaining at first. We rendezvoused at a local pub and he spent the entire duration mocking me and citing the Bible each time I took a sip of my beverage. Believe me, after enduring this for two hours, I was just praying for the night to conclude. But the hullabaloo was far from over.
When we reached my house, he boldly informed our friends to return for him in the morning. Stunned, I questioned his intentions. His response was, "You'll let me spend the night, won't you?" I found it ironic that he had a problem with me having a drink yet was perfectly comfortable with the proposition of us passing the night together on our first meet-up. He also mentioned that he was a Baptist.
I was so infuriated that for a moment, I experienced blinding rage. I can't remember if I physically pushed him back into my friend's vehicle or sternly asked him to depart, but I ensured his exit. Later, I learnt he was genuinely taken aback that I didn't perceive our date as a triumph.
44. The Garbage Bag
My dad's buddy hooked him up with a blind date. As he went to meet her, he spotted a rather odd bag by her side. Instead of a typical handbag or purse for a date, she had a trash bag filled with items. He shrugged it off, and they hopped in his car to begin their journey. However, during the ride, he spotted something in the bag that made his skin crawl.
It was a pair of baby dolls, covered in what appeared to be blood. He asked her about them, and she merely replied, "They're my children." Instantly, my dad got a sense that something wasn't right with her. He pulled over at a nearby gas station, asking her to join him inside. As soon as she was inside, he quickly left and sped away, abandoning her with her two bloody dolls at the station.
Later, when he talked with the friend who had set up the date, his friend nonchalantly dropped, "Oh right, I forgot to tell you. She's had a couple of abortions over the past two years. She carries those dolls around and calls them her kids. I didn't think it was a big deal."
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45. TGI Forget About It
One day, as I was hanging out with a couple of friends, we got a call from another mate. He invited us to join him and his girlfriend for dinner at TGIFridays. We told him that, since we were cash-strapped college students who didn't particularly enjoy that restaurant, it wouldn't work. We counter-offered by inviting them to our place, claiming that one of us was pretty good with cooking.
Half an hour later, we received another call. This time, it was his girlfriend seeming kind of disappointed about our rejection of their TGIFridays plan. We reiterated it was from being on a budget and suggested we could make a meal for them and their friends at our place. Apparently, she had intended to pair us up with three of her friends.
She kept trying to persuade us, assuring, "It'll be fun!" We responded, "We have food at home and we'd be happy to have your friends over, but TGIFridays isn't our place". She, a bit patronizingly, proposed to cover our costs. We pointed out there were three of us.
After some more negotiation and slight pestering from our friend, we agreed with reluctance, only if he promises to hang out with us the next Friday night. Later that evening, we met at TGIFridays and were introduced to three girls from his girlfriend’s church group.
Honestly, it was quite monotonous. The girls were courteous but somewhat too orthodox and a bit domineering for our liking. Obviously, neither side was really vibing. To lift spirits, we discretely pulled out our hidden flasks. Funnily enough, America's Funniest Home Videos was on the TV, which seemed a lot more amusing after few drinks.
Eventually, we were asked by the restaurant staff to leave. As expected, there wasn't a second hangout plan.
46. Magic Man
I connected with this guy on OkCupid following a rough split. For a couple of weeks, we exchanged messages and he appeared to be fairly interesting. With his cello playing and evident intelligence, he intrigued me. Our meetup at Starbucks started well, but then he began to mimic the Joker, which had me seeking an escape plan.
He saw I wasn't drinking my coffee and asked about it. I told him it was still too hot. Then, things took a turn for the strange. He boldly declared that he was mastering the elements, specifically fire, and that he'd been adjusting our surrounding temperature. Intrigued by how bizarre his story was, I let him elaborate more on it.
He told me this self-proclaimed "power" of his was first noticed when his car windows got steamy. I had to hold back my laughter at the absurdity. Eventually, I managed to indicate that I had a good time, but needed to leave for work.
47. A Rollercoaster Of Emotions
Not too long ago, after my lengthy relationship ended, my boss's sister had this idea to play matchmaker with her coworker. After a brief introduction to "Susan", she handed me her number. I rang Susan, who turned out to be full of life and fun. We planned to grab coffee together and she was in.
She suggested we meet at her parents' house before heading for coffee. However, she began texting me with terms of endearment like "honey" and "sweetie" a few days before our date. I just shrugged it off, thinking she's just a warm person.
When we met, I was taken aback. Susan was blonde, tanned, and fit as a fiddle. Compared to my average looks, I considered myself pretty fortunate. She wanted her car to be our ride, which was alright with me.
Once on the road, Susan switched gears, saying "Let's ditch coffee and hit some drinks!" I'm not much of a drinker, but I thought, why not? Before I knew it, we were at a sporty brewery-bar. While I opted for mocktails, Susan decided on shots.
We actually hit it off on various points. We traded stories about health hurdles, hers being ovarian cancer. We found common grounds in film and other hobbies. Things were cruising, until her third drink when she casually mentioned her ex was there in the bar.
It felt quite intense when she opened up about feeling exploited in her past relationships and her mental health trials. Our conversation felt more like a therapy session. Suddenly her phone chimed - it was an ex, a Marine about to be deployed, wanting to see her. I felt a bit squeamish but reminded myself that I needed her ride.
Enter marine boy, muscular and obviously still hung up on Susan. He hinted at my military potential rather critically. Susan almost dropped a bomb about me having cystic fibrosis, but I deflected it with a war allergy joke. Things spiraled after that.
She introduced me to more exes, even flirted with one in front of me. My attempts to leave were shut down by her insistence to drive. After some harrowing driving and her shouting at imaginary cops, we made it back to her place. But the chaos wasn't over.
She asked for a lift back to the bar, threatening to drive tipsy if I didn't. Just before leaving, she relieved herself on the sidewalk, offering me a free view which I politely declined. During the drive, she poured out her emotions. Things got grim when she hinted at extreme actions if I didn't reciprocate feelings.
Wanting to end the night, I dropped her at the bar only to be coerced into a kiss. Before leaving, she guilt-tripped me about ruining things, doubting I'd call again. I just nodded and drove off.
The next day, I unravelled this saga at work. During this, my boss's sister called to share that Susan hadn't reported for work. Suddenly, everyone was eyeing me suspiciously. Luckily, Susan turned up later, blaming her absence on a family crisis. When I thought I was off the hook, voicemails started pouring in wondering why I wasn't responding. After a month of this, she finally gave up and let me be.
48. Sore Loser
When I was in my late 20s, teaching SAT prep, a guy questioned my own SAT score. Once he discovered I'd scored higher, he spent our whole dinner attempting to outdo me academically. Had I taken advanced classes in high school? Sure did. Did I take Calculus? Yes indeed. Who went to a more prestigious university? That was me.
He talked up his coding courses, highlighting how tough they were. But he didn't realize that I'd ventured into coding myself. The topic just kept coming back full circle. Typically, I'm not one to brag about my accomplishments, but that night, I held firm with confidence. As you might guess, I wasn't exactly excited to join him at his place afterward.
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49. Simply Irresistible
First date: We had a fun drive in the countryside, peeked inside an abandoned building, enjoyed some beach time, and just generally had a great time.
Second date: I arrived at a college jazz concert and there she was, holding hands with some dude. Feeling perplexed, I sat several rows back. But, she kept shooting me mischievous grins.
Third date: We explored the city, goofed off in a couple of stores, kissed at a red light, and unintentionally caused a minor traffic delay.
Fourth date: I arrived to pick her up and she was deep in conversation with another gentleman. Suddenly, a car rolled up, she jumped in, and they quickly drove away. Left alone with her earlier conversation partner who began to sob. Turns out he was dealing with some heavy stuff. We ended up talking for hours, grabbed some burgers, and unexpectedly, the evening turned out to be pretty decent.
Fifth date: Nope, figured I'd just kick back and relax at home instead.
50. Take A Hint
A few years ago, I sympathetically went on some dates with a guy. He seemed fine at first, but honestly, there wasn't a spark for me. Being new to dating, I kinda led him on by agreeing to meet for occasional dinners and coffee dates.
I knew we weren't serious material, unless some crazy twist of fate happened. One day, we hung out with my best friend, her boyfriend, and a gay friend visiting from Austria. It just so happened that he and I were the only straight ones.
Shocking me, he started making really inappropriate comments about being gay, and my friends could hear. I was not having any of it, so I took him aside and told him off. He had no defense for his behavior.
Stunned, I told him we would talk about this later. About a week later, I was ready to cut ties with him, but my 22nd birthday got in the way.
We met up at a coffee shop, and before I could get a word in, he excitedly mentioned a birthday present. I was hesitant, fearing it would be awkward, but also curious. His "gift" surprised me: he wanted to take me home for the night.
He said, "Don't worry, I didn't spend anything on you. I was just gonna give you a night you wouldn't forget". I was so shocked, I told him straight up that this wasn't working out and we were over. I thought that would be the end, but he called a few days after my birthday.
Intrigued, I answered. To my surprise, he confessed to a fling with a male co-worker and somehow thought it was my fault. Suddenly, his earlier comments started making sense. And he had a strange request: could he borrow my camera to impress another woman with pictures of cats?
I'd almost forgotten this wild story until he sent an unexpected New Year's email years later, making up wild theories for why we never got serious: 1) I'm secretly gay, 2) I have an addiction problem, and 3) I've had traumatic experiences since childhood. All completely false. My response to his out-of-the-blue email? Absolutely not!
It feels like I dodged not just a bullet, but a cannonball with him.
51. An Eerie Transformation
While dating this girl, I discovered a hidden, intense aspect about her. One evening, after watching a movie in her dorm, she went into a panic while looking at her mirror. She roughly told me "She doesn't want you here," and ushered me out. Bewildered, I stood outside texting her, trying to understand what just happened.
On my journey home, her text messages unnerved me, suggesting she could harm herself. Against her request for me to stay away, I hurried back. I was adamant about offering help, so she allowed me back in. Her room was shrouded in darkness. I found her on the floor, captivated by a mirror. The way she gazed at me was chilling, and it lingered for what seemed like an eternity. Summoning my courage, I confronted her about it.
All at once, there was a stark shift in her behavior. It was clear something within her had flipped. She unpacked her struggles dealing with her "other self". After a while, she seemed to "flip" again, collapsing. I stayed next to her, but she was different when she woke up. After several trying hours, she finally regained her stability.
Prompted by this distressing experience, I persuaded her to get professional assistance.
52. The Devil Is A Gamer
Here's the scoop: I'd recently started a gaming center and was working around the clock for four months straight. My friend thought it would be a good idea to introduce me to a pal of his wife. We decided to meet at a quaint spot in town. Despite being preoccupied with work, I was mindful not to bring up business matters.
We got into a casual chat about personal interests and enthusiast activities. I tactfully avoided mentioning my love for games and the fact that I was running a gaming operation. However, the conversation eventually veered towards dislikes, and she expressed her strong views against video games.
She had an elaborate take on video games being the root cause of societal problems, and pointed fingers at those who promote them. I simply sat there, trying my best to suppress my laughter, which she unfortunately interpreted as consent. After she vented, she asked me what I did for a living. With a slight pause, I playfully replied, "Apparently, I'm the villain leading our youth off the straight and narrow".
She didn't catch the playful tone, took off, and evidently didn't get the joke.
53. Video Games Are Expensive, Babe
I made the old blunder of dating someone from work. We went out to Dave and Buster's. Over our meal, he revealed some... peculiar life goals. He didn't want a relationship longer than three months. He yearned to be a professional gamer. He hoped to one day become a competitive eater. And his ultimate dream? Ditching work to play paintball non-stop.
Bear in mind, he was 23 and even I, at the age of 20, could see these weren't the most grown-up ambitions. As if that wasn't enough, at the cinema, he asked me to pay for our tickets because he'd blown all his money on our $25 arcade dinner.
54. Too Much Information
I was casually dating this girl for a bit and one evening at her place, we started swapping personal tales. She launched into family stories and brought up her bipolar mother, insinuating she might have the same condition. But the conversation took a more intense turn after that.
She opened up about her relationship struggles and became highly emotional, eventually breaking down. As I attempted to console her, she suddenly snapped at me, accusing me of intending to abandon her like everyone else. In a matter of minutes, she was both shouting and crying, asking me to leave and throwing insults my way.
All of this happened in less than 20 minutes.
She got in touch a week later, proposing another date. Under usual circumstances, I'd want to be there for someone, but I realized this situation was more than I could handle.
55. Full Disclosure
So, my folks thought it would be smart to hook me up with their buddy's kid. I wasn't exactly thrilled, but the fact she attended the same university as me offered a sliver of hope that this wasn't a brief summer fling. They gave me a peek at some old snaps and had great things to say about her. I figured, why not?
When I swung by her family's home to pick her up, she looked even better in reality than in those dated photos. Dinner was fab and we totally clicked. She came across as super sincere and showed a major passion for the environment, basically my type.
Feeling pretty assured, I tried to play it smooth and slide my arm around her as we made our way to the flicks. But she quickly recoiled and dropped a stunner: "Listen, you're cool, but I'm gay. This date? It was to keep my parents from nagging me". Then, suddenly, watching The Chronicles of Narnia felt like the longest two hours of my life.
56. So Much Nope
A couple of years ago, my friend thought it would be cool to match me with a USC freshman majoring in political science. From his description, the guy seemed brainy, so I thought, "why not?" We decided to meet at The Greeter's Restaurant in Laguna Beach. It's a charming little joint not known for its aesthetics, but they certainly whip up tasty, filling meals.
The evening started off alright. He was quite handsome and our conversation flowed easily around shared interests like music and travel. However, things quickly went downhill when he voiced his negative opinions on gay marriage, abortions and, oddly enough, IVF babies. Here's the twist - I'm an IVF baby. My mom faced countless obstacles to get pregnant with me and only managed to achieve it through IVF.
Ignoring my better judgment, I asked him to elaborate on his views regarding IVF. He launched into a harsh tirade, stating that IVF babies are nothing more than social trophies and that the process deprives them of a real connection with their parents, even affecting their personality development. They were tough words to hear.
By the end of this, I just wanted the night to be over. He drove me home and, as I was readying myself to bid him goodbye, he lunged for a kiss with his tongue already out. I turned my head, only to receive a slimy lick on my cheek. Gross. To top it off, he assumed he'd be invited inside. When I declined, he retorted, "I paid for our meal!"
Craving a quiet drink after such an intense night, I gave him $10 and promptly shut the door behind me.
57. Long-Distance Lover
Once upon a time, I set up a profile on Plenty of Fish and got to chatting with a guy. Our chats didn't last long, and we eventually lost touch. Then, a couple of months later, I was at a bar with a different guy, and lo and behold, there comes Mr Plentyoffish out of the blue. He approached us, said hi, and then spent the rest of the evening sulking and glaring at me from across the room.
As soon as I stepped outside, I looked at my phone and was met with a blitz of hostile messages. He had sent a barrage of heated texts, loaded with harsh words. I found his reaction excessive, especially given that we'd never met in person before.
He seemed sure that we'd formed a bond and accused me of being cold-hearted for not recognizing it. We had a bit of a heated exchange until he finally said sorry when I ran into him again. After such a distasteful episode, he certainly ruined any chances he had with me.
58. Just A Couple Drinks
So, I had a meet-up with a girl I'd been chatting with online. We arranged to meet at a local bar where she was having happy hour drinks with her work buddies. When I walked in, it was obvious her online photos were a tad outdated. It wasn't what I was expecting, but there was a silver lining - one of her workmates was pretty attractive, so I thought, "Might as well stick around."
The situation escalated when my date started knocking back drinks like the world was ending. In less than 60 minutes, she kicked up a pretty big fuss and not in a charming way. We caught plenty of sideways glances, so I tried to exit stage left gracefully, saying I was going to head off. But my date wasn't about to let me go, yelling and throwing insults my way.
I found myself thinking, "How did I get into this mess?" and made a swift exit. But the melodrama wasn't confined to the bar. She chased after me, creating quite a spectacle. Later, she messaged me, boasting about leaving with another guy from the bar. The whole affair was crazy. I decided to take a timeout from OkCupid after that escapade.
59. I Think It Went Bad
One night while working as a waitress, an old coworker strolled in with her boyfriend. We caught up and she invited me to join them, hinting that her boyfriend's brother might be just my type. I was only 21 and they were all in their mid to late 20s, but I've always had an attraction to older guys.
Even though I'd never been on a blind date before, I thought, "Why not?" and decided to meet them at a local spot. Surprisingly, I hit it off with the brother. We discovered that we had lived in the same cities at different points in our lives before moving to our current location. The evening was going well and the drinks were flowing.
To show off, I tried to keep pace with them, matching them shot for shot. That turned out to be a mistake I'd regret pretty soon. The next thing I knew, I was in the restroom throwing up while my ex-coworker was trying to comfort me, in between admiring herself in the mirror.
The next morning, I woke up on their couch with a banging headache. Feeling mortified by my behavior the night before, I quickly made my getaway in my own car (it turns out my date had kindly driven me back to their place in my car and let me sleep it off on their couch).
Confused, I drove around their labyrinth-like neighborhood for what seemed like forever before I managed to find my way home. Even though the evening had been a bit of a disaster, in a surprising twist, the brother called me the next day to check in and even asked me out on a second date.
60. Teenage Heartthrob
When I was 16, a friend set me up on a date. We decided to catch a movie at the local shopping center and during the film, he awkwardly tried to sneak in a kiss. Later, while sitting in the food court, he asked me for my genuine thoughts about him. I responded with a casual "you seem like a nice guy" without giving it much consideration.
Then, uninvited, he proceeded to divulge his impressions of me—he found me appealing, but suggested I would be more attractive if I lost some weight. After this odd exchange, he disappeared briefly and returned with a surprise present—a rather unsettling puppet.
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61. Getting Unlucky
It wasn't really a completely blind date as I had seen photos before, but during my first date with this person I met online, I had a pretty awkward incident.
Just as I was about to pay for our meal, I mistakenly pulled out some birth control from my pocket. To my embarrassment, they dropped right on the floor between us. It was clear that I had rushed to stuff them in my pocket right before our date, giving off an impression that I was anticipating something. I felt totally mortified and spent the rest of the night feeling like a fool.
I thought I had totally blown my chances then. But surprisingly, we ended up dating for almost a year and looking back, it’s actually quite hilarious. I can't deny that it felt anything but funny in that moment, though.
62. Surprise!
My roommate's girlfriend decided it would be a good idea to pair me up with her own roommate. So there we were, on a double-date, wandering over to a local Mexican restaurant. On our walk, we saw her freshly-minted ex driving by. She had assumed this was a casual group dinner, not a date. That's why she talked about her ex throughout the entire meal.
When I paid the bill, that's when it finally dawned on her that this was indeed a date. Given her reactions and my recent brush with a not-so-awesome relationship, my initial thought was to shy away. But fast-forward eight-and-a-half years, and our sweet three-year-old is here beside us, excitedly playing with her toy trains. It's interesting how life turns out.
63. Two Thumbs Down
When I was about 21, I set a date with this college girl who was pretty and smart. To my astonishment, she included her 17-year-old brother in our plans, who was sporting a faint mustache. Decked out in a muscle tee, he was acting like a pretend tough-guy.
We were off to the cinema, and out of all places, he chose to sit square in the middle of us. It felt like I was on a hidden-camera prank show. Adding salt to the wound? Our film choice was The Flintstones. All in all, it turned out as a total flop of a night.
64. Exploring Her Options
This didn't happen to me directly, but a friend of mine used to hold these Friday get-togethers at his house. One week, he invited this goth woman he'd been talking to online, hoping they could relate better face to face. However, every time he looked away, she was there, getting comfortable with some other guy.
When I left that night, I heard she didn't just kiss one, but two other guys at the party.
65. What’s The Number For Godzilla?
Take us back to the late '80s, pre-internet, when chat lines ruled. My friend Ed was hooked on them but didn't have a car.
One day he comes to me with this idea, "How about driving me to South Philly? I've been speaking with this girl who has a friend. Double date!" Intrigued, I agreed. The first hint of something odd was Ed needing to park in a specific spot and call her from a payphone. Classic "size-up-the-scene" move.
As he's doing this, a mischievous 12-year-old kid comes by, asks if we're here to meet Sally, then suggests we get out of there, implying Sally might not be...ideal. As we start doubting the kid, two stunning girls dressed in iconic '80s style denim approach – one's Sally's younger sister. We start thinking, "How bad could Sally be?"
We find out when our car begins to shake. To our surprise, we turn to find two heavy-set women, far removed from the classic '80s look we just saw, tapping on our window with exciting evening plans. I glance at Ed, lost for words, only for them to walk away to tell their mothers about going out.
Getting over the shock, I hit the gas and left, with the cheeky kid laughing at us. The night wrapped up with playing pool and hanging out. Back at Ed's, his roommate, grinning, asks if we knew a Sally. She called, livid, thinking she reached Ed. His roommate, recognizing a chance for a joke, went along with it.
Surprisingly, another chat line girl I drove Ed to meet was stunning. They ended up moving in together and dated for quite some time.
66. Pics First
In high school, a buddy of mine decided to play cupid and hooked me up with one of his friends who needed a date for homecoming. See, his taste in potential companions differed from mine, but I thought, "Why not take a chance?" I had zero info about her until the night of the dance. Sadly, I wasn't attracted to either her appearance or personality.
We did the usual stuff: had dinner and hit the dance floor. But, the whole event felt strange to me. Now, we have a rule: if one of us is playing matchmaker for the other, we must provide a picture and some personality details in advance.
67. Do The Louis
I was introduced to a couple by a friend and we all got together one night. I hit it off pretty well with the wife and we started texting quite a bit afterwards, just like new friends would do. One day, she mentioned her buddy Gary and proposed we go out. I had just come out of a rough relationship, so I thought, why not give it a shot?
She used the phrase "football player build" to describe Gary, but I'm not into sports so I didn't probe any further. When we met downtown for coffee, it was clear he was a big guy. I told myself to not jump to conclusions and gave it a go. The date was fairly average, we participated in casual chit-chat.
Post-coffee, he walked me home and proposed we prolong the evening by watching Futurama. I welcomed him to my apartment. That's when a curveball was thrown my way. Out of the blue, Gary began venting about his ex and the turmoil she stirred in his life. It became evident they might still be together, and he was just "window-shopping".
I was done at this point and opened the door for him to leave. I excused myself to the bathroom with plans to feign sickness upon return. However, when I came back, I was greeted with an alarming sight - Gary, half undressed on my couch. I was taken aback and confronted him.
His response was out of line and he even attempted to coax me into his disturbing act. In a state of shock, I asked him to leave immediately. He awkwardly picked up his hand from the couch (ew, sweatpants) and exited. After that, silence from both him and the woman who had introduced us.
68. Shaken Or Crushed?
I drove for a full six hours to meet up with a guy I'd been messaging online. He came across as a good guy. We enjoyed a movie, which was fairly ordinary. But, the surprise came later when we returned to his car and he bizarrely requested that I strike him in his personal region.
69. The Evil Twin
So, my friend mentions a co-worker, Andrea, who's a whiz at gaming. Using his old-school rotary, we call her up and organize a LAN party for the next day. I turn up at her home, hauling my Apple computer packed with games like StarCraft and Quake.
I have a habit of arriving way too early. Just as I'm about to knock, the door opens, revealing a rushed-looking Andrea. We do introductions, have a small chat, and then head to my car to unload my stuff. She jumps into the passenger seat quickly. Surprised, I ask her what's the rush.
She shoots back, "I’m really hungry. Let’s get something to eat". I remind her about the others coming soon, but she dismisses it, mentioning her sister is home. She directs me to a local Chinese restaurant. It's a swanky place and starts feeling like an unplanned date. She's quite captivating, and I happen to like Chinese cuisine, so I roll with it.
Once we've made ourselves comfortable and ordered, my phone rings. It’s the same friend from before. Polite, I step to the bathroom to take the call. He inquires my whereabouts. I relay the spontaneous dinner scenario with Andrea. I mention it feels like a date, and before I can finish, he interjects, "Stay right there; we're coming," and disconnects.
A bit annoyed yet taken aback, I return to find our starters served, but Andrea's gone. What's worse, my coat and wallet have disappeared. I query the staff about her, step out into the chilly air, and find my car's vanished. Panicking, I dial 9-1-1. But before the call goes through, the cops roll up. They know me and inquire about Andrea.
In shock, I recount the happenings and describe my car. Just then, my friend pulls in with a girl, claiming her to be Andrea. She confesses that I'd actually met her twin, Adriana.
The truth was, Andrea played a prank on Adriana with a bogus pregnancy test, which infuriated Adriana. To get even, she incinerated Andrea's car and plotted her escape. My early arrival was a gift for her getaway.
Afterward, back at Andrea's, we play some games (she's as skilled as promised). Later, the cops tell us they've located my car and taken Adriana into custody. They ask if I want to press charges. With no harm done and no wish to involve my parents, I decline. Adriana's dad was a judge, and she got off lightly.
Needless to say, after that crazy incident, I kept my distance from the twins.
70. All She Does Is Whine
So, I met this girl online, and we've had a couple of chats over a few weeks. One evening, completely out of the blue, she suggests coming over to my place with some drinks. Thinking she was laid-back, I said yes. She arrives shortly after, already substantially through a bottle she'd brought along. Before we know it, the first bottle's gone and we're starting on a second.
Suddenly, I realize, she's out like a light in my bed. Occasionally, she wakes up and attempts to plant a kiss on me. At some point, she has a... "mishap" in my bed. So here she is, asleep for a long stretch of time, while I'm just sitting there playing some PlayStation.
71. No Match
When I was around 12 or 13, an older friend invited me to go with him to a store, and I was game for it. On our journey, he mentioned he was meeting up with a girl and wondered if I could hang out with her sister. It was only then that I found out her sister had a major disability and was a wheelchair user.
Unexpectedly, the girl didn't take a liking to me and began to say some unpleasant things in my direction.
72. Pulling A Possum
During my time in school in New Jersey, there was a clear unevenness between the number of guys and girls, which certainly made socializing quite an experience. Out of some level of necessity, I decided to try out online dating. Within a few weeks, I started talking with a woman who seemed quite promising and, after a fair amount of light-hearted conversation, we decided to meet in person.
I was aware from our online chats that she was a mother to three kids, which I took into consideration. But with my brief stay in New Jersey and the rather dry dating scene in my town, I thought, "Why not?"
We decided to meet at a bar in her home town. She was easy to recognize: a pretty face, curves, and overall someone I found attractive. The evening was filled with drinks, games, and engaging conversations about her past relationships. After a while, we considered finding somewhere else to go. She suggested heading to an apartment, which I assumed was hers.
On our journey, she grabbed a pack of Michelob Ultra from the bar's fridge, which struck me as a common thing to do in Bloomington, New Jersey. Once we got there, we kicked back with the drinks. As the conversation began to slow down, I plucked up the courage to say, "Wanna do it?" It wasn't my smoothest line, but it worked.
As we started to settle into the bedroom, the sound of the front door opening caught us off guard. She urgently whispered to me to pretend to be asleep. The next thing I knew, the bedroom light was switched on, and I heard shocked gasps. Risking a peek, I spotted an astonished couple: a woman and a very large man.
The atmosphere was tense, and in my head, I thought I was in big trouble. But, to my surprise, the man shoved the woman. She was furiously angry, forcing him to quickly apologize before they both left.
In my nervously charged state, I threw my clothes on and made a speedy exit. I later learned that the apartment belonged to her sister who lived there with her fairly intimidating boyfriend. That night is still indelibly etched in my memory as the most heart-stopping and unforgettable blind date I've ever had.
73. Kissing In 3D
So, this bold guy, in our first hour together, says, "Pardon me, but I really want to kiss you now". I replied, suggesting we should talk more before getting so intimate. Later, he excitedly decided to take me to a 3D Imax movie about bugs. (Recall when 3D was all the rage for edutainment?)
The film was fascinating, but halfway through, he leans toward me with those bulky 3D glasses... yes, trying to steal a kiss with those on.
74. Well, That Stinks
I began chatting with this girl online who caught my attention right away. She was petite, blonde and appeared to be around 23. I was a year older. We exchanged some playful photos, and she seemed quite carefree in her expressions. When we finally met in person, she was as stunning as her pictures suggested, but there were some warning signs.
She dropped couple-like hints almost as soon as we began to talk. Valentine's Day came up in our conversation like it was a given that we’d be spending it together. Interestingly, she was studying for her PhD in biology at a top-rated school. She was very transparent about her history, mentioning she had once been romantically involved with several colleagues from her lab.
This didn't bother me at all. What did? Her breath. She had a serious halitosis problem. We ended the night at her place where she brought out a few cheeky accessories like handcuffs. But her breath issue was tough to overlook. As things escalated, I found myself unable to proceed. I had to choose between blaming my reluctance on simple anxiety or addressing the breath problem.
I ended up saying I was still getting over my past relationship and that something didn't feel quite right. Regrettably, this upset her. She was visibly distressed, teary, and asked me to leave.
75. Dinner And A Show
I had a bit of a drive, around 40 minutes, to meet this woman for a date because she didn't have a car. But she had been really sweet, so it seemed worth the effort. The date began nicely, but around ten minutes in, her ex-boyfriend walked into the bar and joined our table, which was a surprise.
Suddenly, I found myself in the middle of their heated argument that lasted a solid 40 minutes. All I was trying to do was enjoy my meal and the unexpected extra entertainment. Later, it turned out she had cheated on him. For the rest of the night, I chatted with the ex-boyfriend who ended up being a pretty cool guy.
76. Sacrifice Of The Night
Once upon a time, I dated a girl who was trying to make it in the modeling world. I was genuinely excited for our date.
She asked me to come over for dinner and a movie at her house. But the movie didn't go on for long. She paused it and out of the blue, shared that she could feel the colors of my aura. Barely 45 minutes into knowing each other, there she was, confidently stating that our auras connected and it was our destiny to get hitched.
Keep in mind, I was just 24 then, and sure, she was pretty, so I stayed. Later, giving me a tour of her room, I noticed a table filled with candles and unusual items. Inquisitive as ever, I asked her about it. Turns out she claimed to be a witch with the power to cast spells. Yep, things were about to get stranger.
Next, she started talking about how she's still a virgin and has considerations about making sacrifices. This was too over the top for me. As soon as she was out of sight, I briskly exited through her back door, jumped over the fence, rushed to my car, and drove away as fast as I could. I was extremely glad she didn't know my address.
77. Red Flags Galore
When I was in college, I ended up on a date with this nice girl. Funny enough, she was head over heels for her neighbor and was seriously considering becoming a Catholic priest. As you can probably guess, we didn't exactly have a second date.
78. Ex Marks The End
Back in college, I ventured into online dating and set up a blind date. We'd chat now and then, getting a feel for each other. She told me she was new to the area and staying with a longtime family friend, so I thought it'd be a cool idea to meet at a hookah bar nearby.
I scooped her up at 8:00 pm from a pretty respectable townhouse. She was waiting outside, maybe savoring the evening ambiance. She looked like her pictures: tall, slender, blonde, with a few pieces of body jewelry. Wasn't fully my type, but she looked cute. The ride to the bar was chill; we bonded over shared music interests.
The bar seemed fancier since my last visit, now blasting a DJ-set. We chose the more serene outdoor patio. We got some drinks and a hookah rolling, then the conversation took an unexpected turn. Discussing work, she spilled that she was a full-time mom to two.
Shock alert! No earlier hint, plus she looked so young! Having kids around isn't really my thing at the moment. She then proceeded to unpack some drama from her past relationship with her children's father. My date distress signals were going nuts. And if that wasn't enough, she alluded to some future physical connection, though not just yet.
I was eagerly brainstorming a getaway plan. A light bulb idea: drop by The Twins', a couple of exciting friends who lived not too far. It had been a minute since I saw The Twins, and I wasn't aware they had a new roommate. Arriving there, one of The Twins started showing her off.
The house tour wrapped up in the basement, where, much to both of our surprise, one of her past flames was crashing. In a flash, she was in his arms, pouring out how much she's missed him. My friend looked as shocked as I felt, while I just chuckled softly, murmured, "He's her problem now," and breathed a sigh of escape relief.
79. Respect The Elders, Lady
I was casually walking in the park with this young teenager. We noticed an old man having a tough time pushing his bike up a steep hill. She suddenly exclaimed, "Look, that poor guy can't manage that slope!" At that point, I understood she wasn't the kind of company I desired.
80. The Oedipal Deal
Turns out, I found myself on a double date with this guy, his mom, and her date she met on OkCupid. He casually mentioned that he and his mom are like a package deal. Boy, was I embarrassed. No surprises here, we didn't have a second date.
81. The Man In The White Suit
I once went on a blind date with a woman who mentioned she had shed 100 pounds. But when I met her, it appeared she hadn't lost any weight, particularly around her hips. Yet, I didn't want to be harsh; I'm not exactly svelte myself. We hit up her go-to nightspot, shared some dances, and enjoyed a few drinks.
Shortly into the evening, I couldn't help but notice a guy in a snazzy white suit throwing me suspicious glances. Her friends kept saying things like, "It's so great that you guys met," "You both deserve to be happy," and "You're definitely an upgrade from her ex-boyfriend." Intrigued, I asked one of her buddies to point out this ex. No surprises there, it was Mr. Flashy White Suit himself.
I soon realized she was using me to provoke a response from him. So, I leaned in, looked her straight in the eye, and said, "I've got to run, nature's calling." I promptly left and never turned back.
82. The Last Dance
This guy was completely absorbed in Dance Dance Revolution for what seemed like ages, and I was just left idling. I decided to amuse myself with a few arcade games and when I came back, he was still at it, dancing his heart out. But the evening got even stranger after that.
On the way home, he started talking about how many kids we should have and even suggested some names for "our future kids". Then, without any warning, he leaned in for a kiss. Total cause for alarm.
83. Stranger Than Fiction
I once went out with an incredibly beautiful girl, not realizing at the time that she was dealing with bipolar disorder and wasn't taking her medication. She was adamant about driving us, and her vehicle was our mode of transport. We had a decent dinner, but at the movie, I noticed her becoming increasingly agitated.
Abruptly, she stood up and left. At first, I thought she was just going to the bathroom, but something felt wrong, so I decided to follow her. I found her outside in a bit of a panic, searching for her car. She was distressed, believing that myself, other moviegoers, and even the characters in the film were making fun of her.
Fortunately, I was able to calm her down, and during the drive home, she opened up about her bipolar disorder, her decision to stop her medication, and her history of self-harm. And, a surprising fact - the car was not hers. Even after sharing all of this, she kept getting in touch, wanting to go on another date. But I made the decision that it wasn't the right situation for me.
84. Take Me Home Tonight
I've always had difficulty with my self-esteem and tend to find myself dating guys who aren't the right fit for me. One time, I connected with this guy online, and during our date, he suggested I stay the night with him. I was totally upfront that I wasn't interested in becoming physically involved so quickly. Then, he proposed, "How about we go to the restroom and just share a kiss?" I was shocked he'd even suggest that. Nowadays, it's a recurring gag amongst my friends.
85. ID Crisis
A coworker of mine asked if I could hang out with his daughter, and in an act of goodwill, I said yes, despite not knowing much about her. All he told me was that she recently moved back from her mom's and was feeling a little lonely. Having plans to watch a movie with some friends, I figured inviting her would minimize any awkwardness.
After sorting out the details with her father, I arrived to pick her up. When she opened the door, I noticed her makeup was a bit unusual. As we chatted, it became evident she had cognitive challenges. I wished her dad had given me some context to prevent any surprises.
Upon meeting my friends at the theater, their reactions indicated their sympathy for the unforeseen circumstances. While buying tickets, we found out the movie was rated R and she didn't have her ID. As we considered our options, her brother showed up unexpectedly. After some small talk, he mentioned needing a ride, so I decided to drive them back.
Along the way, they decided to brighten up the situation by getting high. All in all, it wasn't the most shining moment of my life.
86. The Ideal Woman
One time, on a first date, this guy looks at me and comments, "I think you're amazing, I'm just concerned you might gain weight and I'll lose my attraction." Keep in mind, at the time, I was only 110 lbs. And guess what? I was even eating a salad when he said it.
87. Doo-Doo Dude
Here's the story: my sister's friend went on a Tinder date, and they decided to have dinner together. They got along really well and he offered her an invite to his place afterward. She really liked him, so she happily agreed. But then, things took an unexpected turn. While they were getting close, she felt a sudden, intense discomfort in her stomach.
Racing to the bathroom, she had a severe bout of diarrhea that unfortunately spread onto her. It was an absolute disaster. Understandably embarrassed, she had to explain the situation to the guy. To her surprise, he was very sympathetic, telling her to shower and offered his clothes to wear.
He even pledged to clean up the mess and take care of her soiled clothes. It seemed like everything was under control, right? Wrong. Stepping out from the bathroom, she faced a terrifying scene. The man was wearing her dirty clothes and was using the waste to cover himself.
In complete shock and revulsion, she snatched up a towel and fled the house, simultaneously contacting the police. As it turned out, the man had an odd fascination with that particular matter. Worse yet, he had purposely spiked her drink during dinner to provoke her unfortunate incident.
88. Pop Quiz
You know what's quite funny? My roommate told me about a friend of his who had an unusual way of figuring out if he clicked with women on the first date. You see, he'd ask them to name three brands of printers. Not to test their smarts, but to gauge their reactions.
Now, if they instantly rattled off three brands, he'd think they were a bit too nerdy for his liking. If they straight up admitted they didn't know any, he found it to indicate they didn't really have a playful side. But if they could list three brands, albeit with some thought, he believed they could be just right.
Odd approach, huh? As you might guess, his peculiar strategy didn't land him many follow-up dates.
89. Don’t Lean On Me
I had a major issue with my shoulders for a long time. I once went out with three different ladies, and each date ended with a visit to the hospital because my shoulder would just pop out. Can you believe I dislocated my shoulder just holding the door for one of my dates at a restaurant? She ended up dropping me at the emergency room and leaving without a word. Talk about cutting a date short!
There was another time when I was trying to place my arm around a girl, but my shoulder popped out and I ended up yelping in pain. The whole theater froze, a woman screamed, the movie was paused and the lights were turned on. It was quite an event! Still, against all odds, I dated this girl for another month.
The most baffling incident was when my shoulder popped out as I was shifting gears while driving. I had to park and dial for an ambulance since my date didn't know how to drive stick shift. Not surprisingly, she never wanted to date me again. Can't really blame her though.
But it wasn't just during dates. My shoulders used to dislocate quite often in the past. For instance, once I was just pointing at a whiteboard in a work meeting and my left shoulder just gave way. Another time, I even managed to dislocate my right shoulder (which is the more problematic one) simply by sneezing.
Thankfully, it's been over a year since my last major shoulder dislocation. But before that, they would happen every month or two. They were troublesome times indeed!
90. Up In Smoke
I met my blind date at a rehabilitation center. We chose to have a laid-back picnic at the park where we munched on sandwiches she'd made herself. She seemed rather jittery and spent most of the time lighting up cigarettes. I noticed that she remained uneasy, so I suggested heading back home. However, she opted for a quick detour to the shop.
Unexpectedly, she came out with a fresh pack of cigarettes. Eventually, I drove her back to her place.
91. Two’s A Crowd
I once went on a date with a guy I matched with on OkCupid. We bonded over a shared love of hockey, and decided to watch a game at a bar before having dinner. Although the sports bar he picked was quite crowded, we went with it so we could watch the game. I was a few minutes early and got the last seat at the bar, while he had to stand behind me.
He got there a bit late, ordered a drink only for himself and completely forgot I was standing just behind him. Finally, after a quarter of an hour in that awkward position, I suggested we head to a quieter restaurant for dinner and the game.
Agreeing with my plan, he offered to drive us there. I hesitated, but decided to get into his car, although in hindsight, it wasn't the wisest decision! His car was a total dump, littered with cans of energy drinks, barely giving me any space for my feet.
It baffled me why he would offer to take us in a car which was in a complete state of disarray. It would have been preferable to have traveled separately. We finally got to our dinner destination, where he insisted on us sitting at a small table by a big window at the front of the restaurant. But over the next 42 minutes, he stepped outside seven times to smoke, all while maintaining an intense gaze at me through the window. It was honestly just a bit too much.
92. I Know What I Want
Once, a girl asked me about the traits I look for in a partner. Surprisingly, she wasn't thrilled by my general reply. In return, she took out a comprehensive list, a full eight pages long. She started going through the criteria and checking them off one by one. Sadly, it turned out, I didn't score too high on her list.
93. May I Introduce…
Once, I found myself in a pretty unusual situation. There I was, on a date, and the girl decided to bring her boyfriend. Apparently, our mutual pals who had paired us up weren't exactly fans of her current beau. Regardless, she decided to give the date with me a shot. Interestingly enough, she didn't seem peeved by her boyfriend tagging along, deciding to have him come with us.
94. Mission…Succeeded?
Several years back, my friends Jon, Tim and I decided to spend time with these girls that Jon had met a few days earlier. We planned to meet at a sports bar, have some food and watch the game. On the way, out of nowhere, Tim suggested, "Act like I'm deaf, alright?"
Jon and I looked at each other, shrugged, and thought, "Let's play along." So that evening, Tim perfectly played the part of a person who can't hear. When the game was over, Jon proposed we all go to the girls' apartment to watch a movie. Noticing that Jon was really hitting it off with one of the girls, and Tim was making a good impression on the other, I decided to step aside.
At the girls' place, as the movie started, Tim, now speaking in his 'deaf' voice, called to Jon, "JON! Put on the subtitles! I need subtitles!" Jon immediately turned them on. Then, Jon and his girl retreated to her room, leaving Tim alone with his girl. They chatted by writing notes to each other. She admired how well he seemed to be coping with his 'deafness'.
Going along with it, Tim pointed to his ears and then to his heart, trying to show that his heart filled in for his inability to hear. She found it touching. Later, as they were leaving, Tim mentioned how cold the evening had become and proposed they run to her place. She agreed, and before she knew it, Tim was off and running. She called out to him to slow down but forgot that he was, for the evening at least, 'deaf'.
95. Right Sentiment, Wrong Time
The moment she began to talk, she said, "I just wanted you to know, I really can't stand the idea of patriarchy". No casual chit-chat or hellos, she just cut right to the chase.
96. Outed!
I sat at the theater for a full two hours, anxiously waiting for her to show up. Surprisingly, she turned up, and from the look of it, she'd had a few. We ended up sitting through an absolutely terrible movie, just because it was the next one playing. After the movie, she thought it'd be a good idea to go to a bar.
But here's the twist: it was a gay bar. She oddly seemed to think that I might be gay. To lighten up the mood and make the evening less awkward, I playfully bantered with the really friendly gay bartender.
97. Every Man’s Dream
One time, my buddy had a surprising experience when he went on a date via Match. The woman he went out with had a quite a few drinks. On their way back to his car, planning to drive her home, she suddenly asked him to stay put. He was puzzled but thought she might need to make a call or find a bathroom.
To his shock, she veered off into an alley and, lifting her skirt, relieved herself right there, splashing on her clothes and the alley wall. Afterwards, she even asked him if he found her act appealing. It's not a surprise that they never had a second date, and my buddy had to give his car seat a good scrubbing with Mr Clean.
98. Stay Curious
Here's a story about a date I once had. She asked me, "What's your favorite book?" I answered, "It's hard to pick, but as a kid, I really loved Jurassic Park". And she just said, "Ugh, Jurassic Park". I questioned her, "Do you mean the book or the movie? Because everyone enjoys Jurassic Park!"
She surprised me next by declaring, "I don't believe in dinosaurs". I responded, "What about fossils?!" She casually mentioned that she didn't want to dive deep, but she thought fossils were misleading. At that point, I chose to cut the chat and simply appreciate the rest of the night. But later, she floored me again by stating, "I don't believe in outer space".
My brain was baffled.
99. The Worst Kind Of Deja Vu
Around a year back, I wrapped up a quick, less-than-ideal romance. I'm truly driven by my work and that's where most of my energy is spent. So when I seemed less social, some good pals of mine assumed I was feeling low because of the split.
Actually, I was flooded with a large grant proposal—definitely not a piece of cake. The romance was just a brief, informal affair, and I had even begun to introduce her to my larger circle of friends when we decided to end it.
So, my well-meaning friends, hoping to put a smile on my face, arranged a surprise blind date. They tricked me into going to a sushi restaurant and then suddenly left, letting me realize the whole scheme. It left me slightly irritated but I chose to let it slide. But imagine my astonishment when I walked in and encountered my recent ex there, equally taken aback as me.
100. Taking The Term "Blind Date" A Little Too Far
I arranged a blind date and got there early to text him where I was. I spotted him looking my way, quickly ending his phone call, and making a beeline for his car. Initially, I couldn't quite accept what I'd just seen. I tried giving him a call, thinking maybe there was some misunderstanding, but he didn't answer. From that point on, all my calls and texts were ignored. Yeah, that one hurt.
101. First And Last Date
I remember my first date with an amazing and gorgeous woman I met online. We'd been chatting for weeks and we really clicked.
The date was magical. There was this undeniable chemistry, we shared many interests, and our evening was filled with laughs and profound discussions. After a great dinner, we decided to extend our night at a stylish bar.
Eventually, we stumbled upon the subject of being single parents who both happen to have daughters of similar ages, something we had briefly mentioned during our online convos. She shared a picture of her daughter and I did the same. Then, the unexpected happened.
She recognized my daughter and even knew her name, which I hadn’t shared earlier. It turns out, our kids were friends despite living fairly far from each other. What's more, she somehow knew my ex through a mutual friend.
Considering the difficult relationship I had with my ex back then, what started out as an ideal date quickly became complex. We agreed it would be best if we didn't catch up again.
Sources: 1, 2, 3, 4.
