I [M] matched with my ex’s best friend [F] on a dating app
I've been single for a few years now after I broke up with the most serious girlfriend I ever had, we'll call her Jenn. She's a great person, but we were young and I didn't know what I fully wanted out of life yet, so I left and moved across the country for the last little while. Cut to today I've moved back to where we're originally from, shes in a new relationship and I'm genuinely happy for her.
Being that I'm single, I fired up the dating apps and started swiping. I've never really had a ton of success on these apps but with covid, it's been the only way to meet new people. About a week ago as I was swiping through, I saw a familiar face, my exes best friend, let's call her Emily. I'd always found Emily incredibly attractive and I'd be lying if I said I hadn't fantasized about her countless times, but being the childhood best friend of my ex, I thought those fantasies would remain just that. I decided I have nothing to lose and swiped right on her and I went about my day, the next morning I woke up, checked my phone and saw I had a new match and sure enough it was Emily.
For this specific app, the women have to message first before the conversation can begin and the conversation went as follows
Emily: Well this is awkward 😂
Me: lol well I didn't think you'd actually swipe right on me, considering my history
Emily: well considering I'm Jenns best friend, I didn't think you'd actually swipe right on me either...
Me: I mean I always thought you were hot lol Do you think Jenn would be mad that we matched on here?
Emily: obviously! She'd be fucking pissed
Me: secrets can be fun 😏
Emily: I always knew you were a piece of shit lol
Me: I'd agree with you if I tried this while I was still with her, but it's been years, she's moved on and the way I see it we're two single adults, we can do what we want
Emily: and who said that's what I want?
Me: So you never thought I was cute when I was with Jenn?
Emily: I mean she's my best friend, of course we're going to have similar tastes, but she'd kill me for even talking to you, let alone hanging out with you.