The time I(m27) fucked a girl(f27) after her date with another dude [mf]

This time I fucked a girl after her date with another guy. So I’d had a crush on Kim for YEARS, shes got a beautiful face and smile, she’s got a modern alternative/witch/pinup girl style and she’s not skinny, but she has wide hips and a nice big ass naturally. Well a few years ago she had breast enhancements and that’s when my crush on her exploded even more. She got these D’s (I know because she tweeted about it) and after that they were always on display. Every selfie, every video, every post they were in full view, and I get it, she paid a lot for them why not show them off, plus I was enjoying every post.

We’d always been friends but she is super shy so we only ever hung out in groups or at parties but never had a date. Well after her surgery I was even more interested and curious where I could steer the relationship. So after a few years of being just friends I started DMing her more on IG and she invited me to a party.

The time I(m26) fucked a cougar(40) I had just met [mf]

This happened summer of 2021. This is pretty long, so I tried to separate the good part down below for the people who don’t like backstory, but I always find backstory hot so I’ve tried to include a good amount here. Also I typed this all out in my notes app so sorry for bad formatting.

I met Daisy through my friend, and she is one of the most beautiful 40 year olds I’ve ever laid my eyes on. She’s 40 years old, but she works out often, so her ass and body have held up amazingly. She’s about 5’6, brunette, slim facial features, dark brown eyes, curvy in all the right places, her boobs were a little more than a handful and for having 2 kids amazingly perky, her ass isn’t the biggest but because she works out it’s firm and tight, her hips were wide and gave her ass an appearance of being bigger than it actually is. Well the city had just lifted some of the Covid restrictions, and allowed bars to open up. I was bored at home and saw some friends had posted they were drinking at a bar. I replied to one of their IG stories “TFTI!” Well a minute later he replies and tells me to “pull up.” So I drive over and we only have a drink when 2 of them decide to leave because they had already been there for a while. My buddy G and I stay because he was down to keep drinking and I had only had a beer so far. Well as we’re sitting there, he scrolls through IG and sees that his cousin, who is about late 30s, early 40s is at another bar with her cougar/milf friends. Turns out he had been fucking one of them on the side.