When you think about it, going on a date with someone is the ultimate adventure. If the two of you have never met, you’re essentially sitting down with a total stranger and hoping for a spark (or at least, an interesting conversation) when, in reality, they might be the complete opposite of you and laugh at everything that’s dear to you.
And even if you know each other beforehand, expectations can still get in the way and make the night very awkward. It’s easy to play cool board games in a fun friend group, but an honest one-on-one under dim lights? That’s a whole different world. There are a million reasons why it might go wrong!
So to give you a sense of what might happen if you’re putting yourself out there—and reassure you that in certain scenarios, taking off is perfectly justifiable—we’ve gathered some of the worst first date stories we could find on the internet.
#41
Well...I've had some less than thrilling dates but this may take the cake for me.
I was new to the world of online dating. Him and I messaged quite a bit and texted. We were really hitting it off and told me all about the band he was in. I got really excited and I agreed to meet up with him to go bowling.
He wasn't my type at all but I liked him for who he was. We get in line to pay with a couple of my friends(who he said could come since bowling is typically more fun with a group). He sits down next to me and his initial first action is to want to kiss me. I turn my cheek to him and he doesn't act offended and pulls me in closer. He bowled after me and would constantly smack my butt. It was really warm inside so I went out to get some air.
We go outside and he is smoking(something he never really mentioned) and said how he really liked me and I owed him a kiss. He puts out his cigarette and gets the mints ready. I let him kiss me(shockingly he wasn't a bad kisser) and says "I thought for sure you wouldn't agree to hang out with me." I was really confused and he goes "I thought my crossdressing would make you not want to be around me(Which again was never previously mentioned) and hugs me closer. He whispered in my ear as well "I'll send you some when I get home."
Eventually we stopped talking due to the fact that I was "too weird for him." 🤨.
I was new to the world of online dating. Him and I messaged quite a bit and texted. We were really hitting it off and told me all about the band he was in. I got really excited and I agreed to meet up with him to go bowling.
He wasn't my type at all but I liked him for who he was. We get in line to pay with a couple of my friends(who he said could come since bowling is typically more fun with a group). He sits down next to me and his initial first action is to want to kiss me. I turn my cheek to him and he doesn't act offended and pulls me in closer. He bowled after me and would constantly smack my butt. It was really warm inside so I went out to get some air.
We go outside and he is smoking(something he never really mentioned) and said how he really liked me and I owed him a kiss. He puts out his cigarette and gets the mints ready. I let him kiss me(shockingly he wasn't a bad kisser) and says "I thought for sure you wouldn't agree to hang out with me." I was really confused and he goes "I thought my crossdressing would make you not want to be around me(Which again was never previously mentioned) and hugs me closer. He whispered in my ear as well "I'll send you some when I get home."
Eventually we stopped talking due to the fact that I was "too weird for him." 🤨.
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4points
#42
This was a super casual date (I’m talking no real plan but just meet in the middle of town in the city we lived in)
He suggests a new trendy hip café that is coconut oil based.
I tell him I’m allergic. He tells me he likes the food and drinks anyway. We go to the place and I feel my throat closing up. I walk outside for some fresh air and he takes this as a sign to call is an Uber back to his place. I waited for his Uber to come and hoped on the train back to my apartment.
He suggests a new trendy hip café that is coconut oil based.
I tell him I’m allergic. He tells me he likes the food and drinks anyway. We go to the place and I feel my throat closing up. I walk outside for some fresh air and he takes this as a sign to call is an Uber back to his place. I waited for his Uber to come and hoped on the train back to my apartment.
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2points
#43
Can only think of one:
Met this girl on OkCupid. Invited her bowling, and she showed up with her brother. To add insult to injury, my car broke down and I had to pay £75 for a taxi ride home.
Met this girl on OkCupid. Invited her bowling, and she showed up with her brother. To add insult to injury, my car broke down and I had to pay £75 for a taxi ride home.
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1point




