Craziest Dating Story! The most cringe convo EVER🤦🏻♂️
I was on a date a while back and we ran out of conversation about ten minutes in. With absolutely nothing to talk about, we discussed how...
Craziest Dating Story! The Epic Red Wine Spill🍷😅
I was on a date and ordered a glass of red wine. Everything was going great until I took a sip and then I had red wine...
Craziest Dating Story! The Unexpected Music😆🎶
This story is so funny I just had to send it in to SimchaSpot!😂 I went out on a very first date and in the car the...
Craziest Dating Story! You Never Know Who Your Related To…🤪
I have a #craziestdatingstory and I really need to share it with SimchaSpot!🤗 I went out on a date last week with an amazing guy.
We started playing...
Craziest Dating Story! Hashem’s Messages come in all forms 🤩
I read the #craziestdatingstory where the girl got the horrible fortune at the Chinese restaurant. Well you are not going to believe what happened to me also...
Craziest Dating Story! A Fortune Cookie gone wrong😜
I was at a Chinese restaurant on a date and we finished the meal and received the cute fortune cookies with our dessert. I opened mine up...
Craziest Dating Story! Facebook gone wrong
I was looking into a guy once and I just got Facebook for the first time so I had no idea how to use it. Instead of...
Craziest Dating Story! Yichus is not always a good thing! 🙉
My rebbetzin sent me on a date with this amazing guy, we totally clicked. On our second date we were talking yichus, turns out we were 2nd...
Craziest Dating Story! The date who brought his own tea to starbucks ☕
It was our second date, and we went to Starbucks to just get to know each other better. I went first to order and then turned to...
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! 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! Kids Have No Filter! 🤣🤪
I was about to be picked up on a first date. I had asked all my little siblings to please behave and be nice. My little sister...
Craziest Dating Story! Hashem Runs The World 🌎 ♥
I am a reform Jew and I accidentally matched (on a Jewish dating site) with a modern Orthodox man. We could not stop talking. I flew across...
Craziest Dating Story! My neighbors met my date before me😱‼️
I grew up on a block out of town that was very much like a development in that everyone knew everything about everyone else's lives. Most people...
Craziest Dating Story! Imagine your date arrives…when you least expect it!
Here is my crazy dating story!!
I got a suggestion from a friend and after l looked into him and he looked into me, we decided that we...
Craziest Dating Story! BEST STORY EVER‼️🤣
WAIT UNTIL YOU HEAR THIS! My brother arrived by the girls house in Flatbush for the first date but couldn't parallel park since he was from out...
Craziest Dating Store! Chasing My Date’s Hat Down The Street!🤣
My date came to pick me up and on the way up to the house his hat flew away right as I opened the door! Before we...
Craziest Dating Story! TRAPPED in an abandoned mall 😱
I was on a date and out of lack of places to go after the restaurant closed, we ended up walking around a mall. Somehow we missed...
Craziest Dating Story! Wearing crocks on a date 😆
I'm never quite sure what to wear on a date, so I always play it safe and wear a suit and hat. I assume girls have it...
Craziest Dating Story! Meeting Bubby on my date👵
I bumped into my Bubby on my date. At first it was kind of cute...she introduced herself to the guy I was out with and I liked...
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