Craziest Dating Story! The most painful ride home ever????
I was on a second date with a guy and knew I wasn’t going to continue. We had a really long drive back to the city from...
Craziest Dating Story! An Expensive Date💰💲
My son was at an upscale Manhattan hotel. He noticed that on the other side of the room there was a non Jewish woman examining a Borsalino, trying it...
Craziest Dating Story! The Date Who Looked Out For Me A Little Too Much…😂
I was on a date and we were ordering in a nice restaurant. I asked the waiter for a coke and my date interrupted and said “actually...
Craziest Dating Story! The waiter who mixed up my date for my mom????
I was out with a girl a few years older than me and it was going pretty well. As I was paying the bill I made sure...
Craziest Dating Story! The confused waiter ????????
One time I went on a date and the waiter thought I was getting engaged for some reason, so when it came time for dessert I asked...
Craziest Dating Story! Being asked the big question…by mistake 😮😅
I was out on my 7th date and it seemed to be going well. The waiter came to bring us dessert, and winked at my date. When...
Craziest Dating Story! Tripping when you least expect it ????
I was out with a girl who was wearing a very long skirt and the whole time I was thinking I wonder how she doesn't trip wearing...
Craziest Dating Story! Don’t ever lend your phone to your date!📲😜
Well here is an awkward story for you! I had been recently searching for diamond rings 💍 on google... and forgot to clear my search history. My...
Craziest Dating Story! The Paint Class Gone Wrong🎨🖌
I was on a third date with a guy and we decided to sign up for a painting class. Little did I know that my older sister...
Craziest Dating Story! Bad table manners…????
I went out with a guy who had no table manners! I was so grossed out by how he was eating during the date I couldn't even...
Craziest Dating Story! A very odd conversation 🤔
I went on a date last night and I asked the guy what he was looking for and he started explaining how he needs someone who cooks...
Craziest Dating Story! The Race Car Driver🚗
I was on a date with a really mellow chilled out kinda guy. We got into the car and he started driving like a total maniac! I...
Craziest Dating Story! The most awkward shabbos visit ever‼️
My mother had suggested a girl named Chavi* for me while I was still in yeshiva. She was a family friend of ours and I really couldn't...
Craziest Dating Story! A very odd location for a date ????♀️
It was our second date and in the car on the way to the date - I asked him where we were actually going. He said “oh...
Craziest Dating Story! Red Flag Alert! ⚠️ 🚩
A friend of mine went out with a guy and on the very first date he casually mentioned that he once (accidentally) killed someone. He then proceeded...
Craziest dating story! The crazy driver ????
I went out with a boy who seemed totally normal but his driving was nuts! He must have been going over 100mph on the highway and it...
