Worst Date Ever

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  • Cespuglio
    Cespuglio Posts: 385 Member
    Ooh I have one!
    It was on this past Valentine's Day. I had been on two previous dates with this guy and suspected he was a cheapskate. Every time we'd dined out we'd gone Dutch. I was teaching a weekly cooking class at the time, and usually had to buy ingredients out of pocket for each class. That particular week my expenses weren't going to be reimbursed until a few days later, so I was short on cash. Also, since the class was at a public school and no refrigeration was available, I usually ended up taking home two or three bags of leftover ingredients. I should mention that we live in two completely different boroughs in NYC and neither of us drives.

    Anticipating his cheapness and not wanting to lug grocery bags around on our date, I'd told him a few days earlier that I couldn't make it due to the afore mentioned reasons. He seemed disappointed that I wouldn't go, then suggested he'd meet me at work and help me with the bags. He then said "What do you take me for, a neanderthal? Did you really think I wouldn't treat you to a glass of wine on Valentine's Day?". I thought this was sweet and that perhaps I'd misjudged him, so I agreed to the plan. He picks me up and helps me as promised, then suggests this wine and cheese bar that was like 4 blocks from his place (I hadn't known that when he suggested it). He then proceeds to pretend to have forgotten where the place was, and suggests cooking me dinner at his place as an excuse to get me to come home with him. I'd only hung out with him twice before for about two hours. Uh... no. I politely refused by saying I had my heart set on wine and cheese as we planned, to which he replies "Yeah. That was just me trying to save money". I let that one slide for some bizarre reason and we get to the bar. I have ONE glass of wine, and we split the cheapest cheese plate which was about $13. I was starving, mind. When the bill comes, he pays for my glass of wine, but looks at me expectantly for the cheese plate. I was incredulous, but remained composed as I didn't want to start a scene on V-Day. I start to pull out my debit card and the waiter explains it's a cash-only establishment. Rather than offer to get the bill, this dude lets me walk out of the establishment and walk two buildings over to the nearest ATM in order for me to fork over the $7.50 for my half of a cheese plate!
  • I was on a date with a guy i met at a friend's house party. The date was going ok and we were on the topic of traveling and we both said we love to travel so i was telling him about the places i have been and where i wanted to go. In the middle of that he asks me if Europe is a country. Yup.HE DID. I was so shocked. Why was i shocked? Because this guy was Caucasian(he told me earlier that night that he has a Scottish background) and he was a 3rd year Engineering student(kept on talking about how Engineering students are the smartest bla bla bla ) yet he did not know basic geography. Needless to say i got so disappointed and never called him back
  • jus_in_bello
    jus_in_bello Posts: 326 Member
    He told me that when presenting as female he uses his sister's name (which happens to also by my name) because it's the best way to get back at his mom for not being more accepting of his sexuality and that he sometimes presents as female. He also kept talking about boobs and how much he loves them and what his favourite kind of porn was. He then proceeded to send me a pornographic short story that he wrote...about us...in which he "dominated" me while presenting as female but he kept using male pronouns when referring to himself in the story and there were a lot of spelling errors and grammatical issues. He sent this to me immediately after the date, it was in my e-mail when I got home, I was in DC and had to metro, bus, and walk, back from the cafe where we met so it was maybe 45 minutes later... I can handle a lot, but a poorly written story in which things happen to me that I wouldn't actually agree to in real life isn't one of them. Which was sad, because he and I had made plans before the date and I was gonna help him get ready for a drag show and then he was absolutely insane in real life and I was so sad.
  • mandachristine
    mandachristine Posts: 58 Member
    Years ago I had a summer job in my town and the guy I had been crushing on finally asked me out. At the end of the night he went in for the kiss. . . and sneezed in my mouth. In. my. mouth.

    Then I have recently ended a long term relationship and have started online dating (not fun, or sucessful), and one of the very first dates I show up to, the guys was missing 4 front teeth. He was literally Cletus the Slackjawed yokel from the Simpsons. Lesson: when online dating, always make sure there is a picture of them open-mouthed smiling.
  • JenniferSpindel
    JenniferSpindel Posts: 56 Member
    OH YAY! I love this story and will go down as the single worst date I've ever been on. I"ll try to keep it as short as possible but... we'll see how that goes.

    Some backstory. In middle school I met this guy who ended up dating a friend of mine for however long middle school kids "date."
    Fast forward about 4 or 5 years, and I'm shopping with my best friend when I see this guy that I recognize. Yes, i made first contact. Mistake number 1

    Mistake number 2 was telling him we were going to the shoe store afterwards.

    And then giving him my phone number cause he showed up at the shoe store and followed us around for a bit. Would that be mistake number 3? Probably..

    So, a couple days later I get a phone call from him. He asks me out on a date and I say sure. W hy not? I've already been given a lecture from my friend about how he seemed a little creepy, but nonetheless I'm thinking "what the hell, why not?"

    Mistake 4.

    The day comes and I've got a growing pit of anxiety in my stomach. Not the "i'm so nervous about this first date!" anxiety, but the "oh my god what am I doing there's something weird about this situation" anxiety. His house was a off a small road that was right off the highway, and I missed the turn and had to turn around..... and missed it again. That should have been my clue, and the one mistake I should have learned from the entire night.

    I finally make the turn, and even though I was not late by ANY means, I see him walking along the side of the road... he told me he lived 3 miles in... and I'd only been driving half a mile so far. Which means he walked 2.5 miles to get to where I was.... O.O

    Bells started going off when he gets in the car and said "I didn't think you were coming!" Uh, ok. O.o

    So now I'm already a little weirded out, but I'm committed at this point to finishing the entire date. We go to a little seafood place on the beach, very nice place, and proceed to have dinner. All is going great until he says "Want to see something?"

    Mistake 5 was saying sure. (or are we on 6? I've lost count now)

    He pulls up his shirt and has some sort of tube running from his stomach to another part of his body with some sort of sludge in it... I have NO idea what it was and I don't remember exactly WHAT his condition was.... and not that I was a judgemental person but really? At the dinner table!?
    I promptly asked the waiter for a box. I lost my appetite.

    Post dinner beach walk. Romantic right? Oye.

    Park the car, get out, he walks a little bit ahead of me to get to the trail that leads to the beach... i get a ways away from the car and realize I forgot to lock it. Turn around, walk back, lock it... turn back to see him RUNNING TO ME!

    "I thought you were going to leave me!"

    Holy crap... seriously? I'm WAY freaked out now.

    But my mom taught me manners.. I keep going to the beach with him where he tries to engage me in some sort of politial, philosophical, religious, sexual talk.... three of these things he told me at dinner he "never talks about on a first date"

    After god-only-knows how much time, I tell him I need to start heading home.

    I drive him to his house, he asks if I want to come in, and I say "no thank you." He asks me on a second date, and I finally tell him that I really didn't think it was going to work out. He proceeded to stay in my car for another 30 minutes and try to explain to him why I didn't want to go on a second date with him. Most of that time was just him looking out the window waiting for me to talk...

    Ackward, much?

    Finally at one point he's looking out the window and I change my clock forward by 10 or 15 minutes. I wait a second then tell him that I really do have to go cause my mom was expecting me home by a certain time.

    "Well," he says to me, "I just dont' think we can really be friends."

    Thank god.

    He gets out.

    I drive home. Takes me about 20 mintues to get there.
    I walk in the door to hear, "Hey Jen, someone called for you!"
    "Oh yeah? Who?"
    "Someone named <insert guy who I just went on the date with's name>"

    Whafu...? Seriously. Dude called me 5 minutes after I left to tell me that he in fact want to be friends and see me again, as friends.

    Needless to say, I never called him... and I never saw him again.


    Worst. Date. Ever.
  • hausofnichele
    hausofnichele Posts: 531 Member
    This thread rocks.
  • spozzybear
    spozzybear Posts: 216 Member
    Wow thought there would be more bad date stories out there than that!

    Thanks to everyone on here for sharing their stories though! :wink:

    so let's hear your story !!

    Mine is not nearly as full-on as some of these. It happened when I was 18, so a loooooong time ago.
    My best friend had decided that one of her male friends was the perfect guy for me, so she set up a "date". The idea was that we would both go around to his house for a visit, then, if I liked him, she would fake a call from a friend at the pub in the next suburb and would leave to go and collect this friend, leaving me and this guy alone for an hour or so. All went to plan and she left us alone.
    As soon as she left, he turned into a different person and immediatley suggested we move to his bedroom. When I told him to take a flying leap, he announced it was fine, as he would be getting some off my supposed best friend when she got back anyway. Apparently they had been sleeping together for months!
    Very awkward situation!
  • First date (many moons ago before I married a great fella who is not depicted in this story) with this "cowboy"...

    Shows up at my door with the biggest hat known to man...practically had to come in sideways to fit the door frame (OK a little exaggeration never hurt). I introduce him to my roommate, say goodbye to my roommate, and we jumped in his car...Car is falling apart...not a big deal except his head lights were rigged lawn lights that every time we hit a pot hole they'd turn off...also I had a jump rope for a seat belt, yeah very weird. (I normally don't care about a guys bank account, I just didn't feel "safe").

    He asks, where'd you want to go for dinner? I said, "surprise me"...he turned into Checkers ( a fast food chain drive-thru)...so okay, I loved the fries there but for a first date?

    Conversation during dinner started with "Let me tell you about a time when I swindled some money off of such_n_such"..."also I lied about my ex-wife in court and took her for all she's worth"... "lied about hurricane damage to the government to get more money" blink blink...two hours later...still in his piece of shi7 car he breathes and says "enough about me, tell me what part of the globe is 'porta rica' exactly?"

    I feigned an asthma attack and asked to be taken home. He lost one of his lawn lights on the way back to my house...
  • s_wicked
    s_wicked Posts: 28 Member
    BAD DATE 1
    I was going on a first date with a guy that's been hitting on me for a year. We agreed to meet for lunch. We had this planned for a week. First, he was late. Then, he got in the "to go" line. When I asked what he was doing, he said that he would buy me lunch and get his to go. he wanted to go bowling.

    BAD DATE 2
    First he calls and says someone borrowed his vehicle. Wants to know if I will drive. Ok, what the hell. What I should have said was goodbye. We get to Fridays and halfway through the meal, he tells me that he can't pay for it. He said hes not working because child support takes most of his check. I had to ask! How many kids? six!!!! Why for the love of teddy bears did he ask me out? When I took him home, he asked me when we were going out again!?! I said never. He then asked me for a kiss. I drove off,
  • spozzybear
    spozzybear Posts: 216 Member
    Ooh I have one!
    It was on this past Valentine's Day. I had been on two previous dates with this guy and suspected he was a cheapskate. Every time we'd dined out we'd gone Dutch. I was teaching a weekly cooking class at the time, and usually had to buy ingredients out of pocket for each class. That particular week my expenses weren't going to be reimbursed until a few days later, so I was short on cash. Also, since the class was at a public school and no refrigeration was available, I usually ended up taking home two or three bags of leftover ingredients. I should mention that we live in two completely different boroughs in NYC and neither of us drives.

    Anticipating his cheapness and not wanting to lug grocery bags around on our date, I'd told him a few days earlier that I couldn't make it due to the afore mentioned reasons. He seemed disappointed that I wouldn't go, then suggested he'd meet me at work and help me with the bags. He then said "What do you take me for, a neanderthal? Did you really think I wouldn't treat you to a glass of wine on Valentine's Day?". I thought this was sweet and that perhaps I'd misjudged him, so I agreed to the plan. He picks me up and helps me as promised, then suggests this wine and cheese bar that was like 4 blocks from his place (I hadn't known that when he suggested it). He then proceeds to pretend to have forgotten where the place was, and suggests cooking me dinner at his place as an excuse to get me to come home with him. I'd only hung out with him twice before for about two hours. Uh... no. I politely refused by saying I had my heart set on wine and cheese as we planned, to which he replies "Yeah. That was just me trying to save money". I let that one slide for some bizarre reason and we get to the bar. I have ONE glass of wine, and we split the cheapest cheese plate which was about $13. I was starving, mind. When the bill comes, he pays for my glass of wine, but looks at me expectantly for the cheese plate. I was incredulous, but remained composed as I didn't want to start a scene on V-Day. I start to pull out my debit card and the waiter explains it's a cash-only establishment. Rather than offer to get the bill, this dude lets me walk out of the establishment and walk two buildings over to the nearest ATM in order for me to fork over the $7.50 for my half of a cheese plate!

    OMFG I hope you gave him an earful after all that!
  • s_wicked
    s_wicked Posts: 28 Member



    As soon as she left, he turned into a different person and immediately suggested we move to his bedroom. When I told him to take a flying leap, he announced it was fine, as he would be getting some off my supposed best friend when she got back anyway. Apparently they had been sleeping together for months!
    Very awkward situation!


    Major WOW!!!
  • 1Kristine1
    1Kristine1 Posts: 697 Member
    Rather than offer to get the bill, this dude lets me walk out of the establishment and walk two buildings over to the nearest ATM in order for me to fork over the $7.50 for my half of a cheese plate!
    Ohhhhhh wow.
  • spozzybear
    spozzybear Posts: 216 Member
    BAD DATE 1
    I was going on a first date with a guy that's been hitting on me for a year. We agreed to meet for lunch. We had this planned for a week. First, he was late. Then, he got in the "to go" line. When I asked what he was doing, he said that he would buy me lunch and get his to go. he wanted to go bowling.

    BAD DATE 2
    First he calls and says someone borrowed his vehicle. Wants to know if I will drive. Ok, what the hell. What I should have said was goodbye. We get to Fridays and halfway through the meal, he tells me that he can't pay for it. He said hes not working because child support takes most of his check. I had to ask! How many kids? six!!!! Why for the love of teddy bears did he ask me out? When I took him home, he asked me when we were going out again!?! I said never. He then asked me for a kiss. I drove off,

    I am seriously hoping these 2 dates weren't with the same guy LOL
  • HotMummyMission
    HotMummyMission Posts: 1,723 Member
    Omg I cnt believe them story's hahah why do men seem to get in moods when they don't get there way I t he bedroom department!!
  • about 2 years ago I met a guy through a dating site. First he got lost coming to pick me up about 2 hours late. When he finally arrived he took me to a restaurant because I hadn't eaten yet. He asked me to order something for him and said he had something in the car for me. I waited and waited he never came back he left me there it was 11 pm. I eat and had to call a taxi to come and get me. I had a better time talking to the taxi driver. Never heard from him again.

    Oh my goodness!!! That's AWFUL!!!!
  • spozzybear
    spozzybear Posts: 216 Member
    OH YAY! I love this story and will go down as the single worst date I've ever been on. I"ll try to keep it as short as possible but... we'll see how that goes.

    Some backstory. In middle school I met this guy who ended up dating a friend of mine for however long middle school kids "date."
    Fast forward about 4 or 5 years, and I'm shopping with my best friend when I see this guy that I recognize. Yes, i made first contact. Mistake number 1

    Mistake number 2 was telling him we were going to the shoe store afterwards.

    And then giving him my phone number cause he showed up at the shoe store and followed us around for a bit. Would that be mistake number 3? Probably..

    So, a couple days later I get a phone call from him. He asks me out on a date and I say sure. W hy not? I've already been given a lecture from my friend about how he seemed a little creepy, but nonetheless I'm thinking "what the hell, why not?"

    Mistake 4.

    The day comes and I've got a growing pit of anxiety in my stomach. Not the "i'm so nervous about this first date!" anxiety, but the "oh my god what am I doing there's something weird about this situation" anxiety. His house was a off a small road that was right off the highway, and I missed the turn and had to turn around..... and missed it again. That should have been my clue, and the one mistake I should have learned from the entire night.

    I finally make the turn, and even though I was not late by ANY means, I see him walking along the side of the road... he told me he lived 3 miles in... and I'd only been driving half a mile so far. Which means he walked 2.5 miles to get to where I was.... O.O

    Bells started going off when he gets in the car and said "I didn't think you were coming!" Uh, ok. O.o

    So now I'm already a little weirded out, but I'm committed at this point to finishing the entire date. We go to a little seafood place on the beach, very nice place, and proceed to have dinner. All is going great until he says "Want to see something?"

    Mistake 5 was saying sure. (or are we on 6? I've lost count now)

    He pulls up his shirt and has some sort of tube running from his stomach to another part of his body with some sort of sludge in it... I have NO idea what it was and I don't remember exactly WHAT his condition was.... and not that I was a judgemental person but really? At the dinner table!?
    I promptly asked the waiter for a box. I lost my appetite.

    Post dinner beach walk. Romantic right? Oye.

    Park the car, get out, he walks a little bit ahead of me to get to the trail that leads to the beach... i get a ways away from the car and realize I forgot to lock it. Turn around, walk back, lock it... turn back to see him RUNNING TO ME!

    "I thought you were going to leave me!"

    Holy crap... seriously? I'm WAY freaked out now.

    But my mom taught me manners.. I keep going to the beach with him where he tries to engage me in some sort of politial, philosophical, religious, sexual talk.... three of these things he told me at dinner he "never talks about on a first date"

    After god-only-knows how much time, I tell him I need to start heading home.

    I drive him to his house, he asks if I want to come in, and I say "no thank you." He asks me on a second date, and I finally tell him that I really didn't think it was going to work out. He proceeded to stay in my car for another 30 minutes and try to explain to him why I didn't want to go on a second date with him. Most of that time was just him looking out the window waiting for me to talk...

    Ackward, much?

    Finally at one point he's looking out the window and I change my clock forward by 10 or 15 minutes. I wait a second then tell him that I really do have to go cause my mom was expecting me home by a certain time.

    "Well," he says to me, "I just dont' think we can really be friends."

    Thank god.

    He gets out.

    I drive home. Takes me about 20 mintues to get there.
    I walk in the door to hear, "Hey Jen, someone called for you!"
    "Oh yeah? Who?"
    "Someone named <insert guy who I just went on the date with's name>"

    Whafu...? Seriously. Dude called me 5 minutes after I left to tell me that he in fact want to be friends and see me again, as friends.

    Needless to say, I never called him... and I never saw him again.


    Worst. Date. Ever.

    This is definitely a contender for Worst Date Ever - wowsers!
  • chubbygirl253
    chubbygirl253 Posts: 1,309 Member
    I met a guy online and we agreed to meet for coffee. When I got there I went inside to wait, and texted him to let him know I was there. Then a little old lady and her husband who were fixing their cups of coffee near the counter where I was standing started talking to me. She complimented my blouse. My date came in and saw my polite chit chat with the old couple. He got upset and started accusing me of bringing someone on our date. I didn't understand what he was talking about and he asked if I knew the old couple and did I bring them with me because I didn't trust him. Um, ya. I always travel with a pair of ninety year old bodyguards. Doesn't everyone? The old people left and he stood near the door like he was checking to see if they really left or were waiting for me in the car or something. If it hadn't been a safe public place I woulda been ouutta there then. But I stayed and we talked a while. He was condescending at times, like he felt superior to me. He criticized my long work hours, he lectured me about various things. He was an @$s. When I felt a reasonable amount of time had gone by I told him I had an early shift in the morning and I had to go. He walked me to my car and went in for the kiss. I turned my head and he got a mouth full of hair. I thought that would've given the message I just wasn't feeling it but he asked me for a second date. I politely declined. But he was pissed. He left after a few parting words and for the next week he sent me degrading and threatening emails and texts. I had to block him it was getting so outta control. Glad I never let him know where I live! If that guy couldn't help being controlling on a first date I would hate to see him later down the road.
  • frogz21
    frogz21 Posts: 314
    All of your stories made me go :laugh: :noway:

    I have gone on several awkward dates. One of them was with a guy who looked nothing like he did in photos and our whole date consisted of silence. I later told him I didn't like what I saw..Kind of harsh, but I hate to lie.
  • JosephVitte
    JosephVitte Posts: 2,039
    All of your stories made me go :laugh: :noway:

    I have gone on several awkward dates. One of them was with a guy who looked nothing like he did in photos and our whole date consisted of silence. I later told him I didn't like what I saw..Kind of harsh, but I hate to lie.


    Sounds like a blind date. I thought I was brave, but not that brave, or dumb, or desperate:embarassed:
  • frogz21
    frogz21 Posts: 314
    All of your stories made me go :laugh: :noway:

    I have gone on several awkward dates. One of them was with a guy who looked nothing like he did in photos and our whole date consisted of silence. I later told him I didn't like what I saw..Kind of harsh, but I hate to lie.


    Sounds like a blind date. I thought I was brave, but not that brave, or dumb, or desperate:embarassed:

    No it wasn't a blind date. We met through FB and got along well via messaging, but he was totally different in person which was a put off.