Worst First Date Contest

I've never tried online dating.  But I finally became frustrated with the trials of meeting someone in a bar or the grocery store.  So I decided to try my hand at this new cyber experience.  I met this guy shortly after via a website whose name I won't disclose.  Let's call him "John".  He seemed wonderful from his messages.  Smart, funny, and entertaining.  We decided to go out to eat. Directly after dinner, John asks me where I think our relationship is going.  Taken aback by the sudden "relationship" word, I calmly inform him that it takes me a few dates before I am ready to fully commit to someone.  With those words, John instantly switched from being a "nice" boy I  met online to a TERRIBLE first date experience.  He began yelling at me and crying and asking why we couldn't  be together since we were so "perfect for one another".  He told me how he had tried to commit suicide in the past and continually called me a lying bitch and whore.  When I attempted to leave, he stood in front of the door of my car, trying to physically block me from leaving.  After FINALLY leaving this awful scene, John decided to call me multiple times that night, texting that I "at least owed him the decency of a conversation".  Needless to say, I haven't had a conversation with him since.

I once was hanging out with friends in Central Park , playing football and having a picnic. We had been there for a while, when I noticed a couple with a dog staring over at us. The girl was tall and blonde, so I was instantly drawn over to their gaze. They guy was clearly the better looking of the two, so I assumed he had to be gay. No straight men are that perfect. I decided to walk over and see what this girl's situation was. Turns out she was new to the city and, as i predicted, was hanging out with her gay model friend. I asked for her number to meet up later that night and she agreed. That evening when I was out with my friends, I decided to text her and see what she was up to. Luckily she was right down the block at a Subway Sandwich shop. She ditched the extremely attractive male friend and met me at the club. We danced (and by this I mean I danced, and she tried to recreate some youtube choreography from a Britney Spears video) and it was pretty fun. I decided to ask her back to my place and she agreed. We spent the whole nice together. She was a talker so I had to put something in her mouth to shut her up. The next morning she grabbed her rhinestone studded 'peace sign' bag and her giant payless shoes and ran off into the hustle and bustle. I never heard from her again...

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So there was this guy, "Keith", who had an unnatural crush on me for years. He was the nerdy but really, really nice type. He would bother me all the time about going out, and I would always find a clever way out of it. Eventually my friends convinced me to just go out with him once so he would FINALLY leave me alone, and it would be the first and last time. So, I agreed to go out to dinner with "Keith" one night, and to my surprise I wasn't just meeting him there, but his whole family. He had told his family it was the big night he would finally introduce them to his long-term girlfriend! He introduced me as his girlfriend to his equally nerdy parents who seemed overwhelmingly proud of him. They asked me questions all night about how we met and all the great times we have had together. I didn't have the guts to tell them the truth, so I played along to Keith's terrible game. As soon as the check came I excused myself, and blatently ignored the sloppy good-bye kiss Keith tried to give me. It was the most painful evening of my life and I have been to a Matthew McConaughey movie.

I had never met anyone online before but I was having the worst time meeting people so I ended up finding an online site where you can meet people in your area.  We ended up setting up a date together and decided to meet at a nice little candle lit restaurant.  I got all dressed up in a beautiful dress with heels which ended up being way to over dressed for him because when he showed up he was wearing what looked like to be an outdated suit that he probably purchased at the goodwill.  So that was awkward but little did I know it was about to get even more awkward when the waiter took our order!  Before I could put in my order he said "just water and bread for now".  "Okay I was thinking in my mind - the bread is free and the water so is this guy  broke or what?"  But the question in my head would soon be answered when after the waiter walked away he told me he just had to pay his bills and that it tapped out his bank account.  So there I was no wallet because he said he would take care of it, and sitting there embarassed  with the guy in the old suit and sitting at the table with bread and water.  I ended up just leaving and needless to say that was the last time I ever talked to him again or met anyone online!    

Thankfully I have not had too many Bad First Dates.  The worst that I would have had was a Blind Date.  We met at a local resteraunt... Can you say total awkwardness.  He was NOTHING like I expected...and we had 0 in common - unlike what everyone expected... Oh, yeah... we can be friends....uuuummmmm... sure... just let me put you on the do not answer list first!

Back in my single days, a friend of mine set me up with a guy named James. He seemed like a cool catch. We both liked the same kind of music and we were both the creative types. For our first date, we decided to go out to a club. I'm not really a clubber, but I thought that it would be a non-threatening environment. To start the night, I had to pick him up. He didn't have a car or a driver's license. No big deal. I can handle that. When I made it to his apartment, he answered the door. This is where things got weird. He was really "dressed" up for the evening. He was ready to leave in a hologram dress and knee-high red vinyl boots. Yep, he was dressed like a girl - but he was a guy! I had no idea that he was into cross-dressing. I'm a cool person, so I went ahead and went out with him - BUT a second date never happened. Too strange for me.

I had a crush on this boy who I thought just about ruled the world. He was so good looking and I was just the opposite. With red hair and ears which my mom would say rivaled Dumbo, I never ever thought he would notice me. He asked me if I would like to go to a movie and of course I said yes. I think that I probably didn't sleep for days just waiting for that night to come. It did and he picked me up. He had the sweetest smile and I was so proud to be his date. He bought me popcorn and soda and sat close to me. I really thought I was in heaven. He took me home and before we got out of the car, he took out a calculator and after putting in some numbers he showed me the final figures. He told me that this is what I owed him for the date. I just looked at him and then he said "hey, you don't think I am going to pay for this mercy date do you?". He broke my heart. I didn't cry in front of him though as I waited until I got inside. It took me a long time to get over that date but I finally did. It was the worst date of my life and even today I still am embarrassed at how stupid I was .  

I was 17 at the time and had just had a very messy break up. A lady I worked with said she had the perfect guy to set me up with. He was a cop 25 years old and really good looking. I figured why not and agreed to the blnd date. This was my first (and last) blind date, so I wasnt sure what to expect. He set the date to start at 8pm (which even at 17 I thought was odd) Well this guy shows up to pick me up and he is good looking and is driving a nice sports car. We introduce ourselves and get into his car. We decided to go play pool. All the way to the pool hall he bragged about all his money and his sports car....which I could care less about either. We show up at the pool hall and get a table and start to play. Conversation was really awkward, but it was progressing. About 15 minutes into playing this girl and guy show up, they know the guy and are like hey how crazy we bump into you  here....lets all play. Ok well obviously he asked his friends to come and take pressure off the date. So we all play pool....the guy spends his time talking to his friends and completely ignoring me. I was so pissed I was about to leave, but then the guy turns to me and says well are you ready to go? WHAT??? It was 9pm. I was like ok....maybe he wants to get alone. So I said sure lets go. We load back into his car and he silently drives me home. I reached home at 9:30pm even at 17 that is lame. I go to get out of his car and he actually looks at me and says "I'll call you"....I said oh no thats ok, but thanks and got out. I then went in the house and called my friend and went out for the evening with some friends.

I liked both pages.

Let's just say he picked me up late so we missed having dinner before the movie. When we finally got to the restaurant he ordered for me without asking what I wanted and then made a remark about my job (I was an HR Manager at the time) by saying he didn't think someone who looked like me would have any career ambitions. I could go on and on about this chauvanist.

Then there was this one guy who I found out during our first date that he was engaged to get married the very next month and that his finance was 7 months pregnant!

Seriously! I'm not making any of this up! ROFL!