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What's the worst date you ever had? What was the best?


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Answered by 391 users


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all is good


The worst date I ever had was with a local chief of police's son, who was just so arrogant and annoying, I ended the date by excusing myself to the bathroom, and left him eating dinner by himself.

Best date was actually the first date I had with my current partner. He made me feel comfortable, and at the end of the night gave me a mixed cd he had made for himself, just because I liked it. Small gesture but it meant a lot more to me than he realized.


Worst date was with a guy who would literally not shut up about himself - and didn't even wait outside to meet me but got a table beforehand - leaving me wondering why he was so late. Best date was with my current boyfriend, where shopping at the mall turned into a 6 hour dinner. It ended up being 12 hours long and perfect.


When I was on a date with a girl that I knew I wasn't wanting to be in a relationship with anymore and having to pretend I was enjoying being with her. My first one with my (now) wife and she had a boyfriend. The whole keep it secret thing was very, very exciting!


worst date was with a guy, who took me to dunkin and made me pay for my coffee and bored me with his student loan stories. Best date was wtih a guy who i really liked took me for movie, dinner and then walked around timesquare and chilled on the stairs, had coffee:D


Worst: a friend of a friend that was completely incompatible with me. Best: had sex on the first date, but she turned out to be crazy. Still, the sex on the first date kind of makes it the best first date.


Worst: when date of only few weeks invited several of my siblings and their partners &announced in the middle of the evening that I would never cut my hair again because he liked long hair. Ha, I'm a bald girl these days. Best: oyster buffet for first anniversary.


A very bland date with a very beautiful woman and i was the bland one. No reply for a second date. Best date was the first new years spent with my current lady.


The worst date I ever had was when me and my boy Lorenzo went on a double blind date with some older chicks. They ate good, and we paid for it. I knew they were using us, but I went along with it to show support for my friend. I didn't like the other chick I was on the date with. The funny thing is on the way back home, the back window flew off the care. All I know, I was watching the news to make sure no one had an accident,
and on top of that, I had to pay my dad $100 to get the window fixed because It was his car. LOL...
Male, 41-50 years, Married, TN, US | Sep 13, 2011

the best date I had ever been on was with my wife. We were so in tuned to each other. The date was so simple. The chemistry was so awesome! I felt like I had known her my entire life. We have stayed together ever since.
Male, 41-50 years, Married, TN, US | Sep 13, 2011

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Meet a woman online. She invited me to drive about 100 miles to her. On the drive she told me that she wasn't divorced but seperated for 8 years. As I was pulling up the driveway pregnant like 7 months. I was just shocked she said she was going to tell me that later. I said I need to go.. She asked me to come in for a tea with her. As I have tea her dog bites me a few times. I tell her and she tells me he doesn't bite people very often.I ran as fast as my legs allowed. She text me 'chicken'.


Everyone before Stephen. When we went to the lake together.


Worst date, blind first date, guy miss-represented his height (shorter than he said) and I found out that night that I developed an allergy to shellfish. Had to take a benadryl and passed out. Maybe that was a blessing. Best date, birthday date in 1998 to SF to see Phantom of the Opera... but hoping this one is surpassed at some point in my future.


Worst would be at The Royal Dump :( The best would be the zoo.


Worst- anything with my ex. Just. No. Best- probably when she and I spent a whole weekend together, went to all our favorite restaurants together and just watched movies and cuddled the whole time.



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