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So I wouldn’t say I do it often but on occasion, hookers are my guilty pleasure. I’ve had some good experiences, some bad ones but the best one was also the best sex I’ve had in my life.
This story takes place a few years ago. At the time I was 22 and in college. I had had one experience paying for a blowjob but it was not something I look back at fondly. I decided to try again and was looking through Craigslist personals back when it was still a thing.
I started talking to a girl named Kat. We messaged a bit and traded numbers. She was around my age and somewhat new to this. She was a super chill woman and before we even met we would text casually. Meeting people online (especially for sex) can obviously be sketchy and dangerous but she seemed legit.
She sent some nudes and damn. She was pretty, a little on the chubbier side and had massive tits. She had a really slutty, bimbo look about her that really turned me on. We had a few sexting sessions and decided to meet up one evening just for a car quicky.
We find a spot and park our cars. We hop into her back seat, making some small talk but I’m tripping over words. She was wearing a small leather jacket and an extremely tight leopard print top. This thing could barely hold her tits which were spilling out wherever they could. She pulls them out and moves my hand to them. She had pale nipples that hardened as I played with and pinched them. She hops on my lap and I bury my face in them.
By this point my dick is hard and she feels it. She moves off me, undoes my pants and pulls out my cock. Not trying to boast, but she compliments my size and starts to slowly rub it. She moves her head down, licks it a bit, then lowers her head onto it.
Within 30 seconds I’m in an other world. She makes it sloppy, spitting on it and smearing her bright red lipstick all over my cock. Every time she would speed up, she’d suddenly shove it all the way down her throat, holding a few seconds before coming up gasping for air.
I probably would have busted in a minute if she wasn’t purposefully edging me. She kept complimenting my dick which started making me act more bold. I hold her head and start thrusting into her mouth as she deepthroats me. She’d start licking my balls while doing this. I felt like I was in a porno or something.
After maybe around 10 minutes I can’t hold it anymore. I tell her I’m getting close and she continues like she didn’t hear me. She keeps bobbing away on my cock and I start to cum. I had the most intense orgasm I’ve ever had. I felt it in every part of my body. I couldn’t see it but I swear I shot the biggest load of my life.
But she wasn’t stopping! I honestly couldn’t tell if I came again or if it just lasted for that long. For like another 20 seconds she kept sucking as cum dripped from her mouth. After one last deepthroat she lifted her head and swallowed.
I could only get a few words out and I can’t even remember what I said. She smiled and went back down to clean my cock with her mouth. We talked for a few minutes and I told her I wanted to see her again. She said she’d love to and I got back into my car.
I got pretty busy over the next few weeks and couldn’t see her until about a month later. The second time I saw her was the greatest sexual experience of my life. I fucked all three of her holes for two hours. I might write about that one too if anyone is interested.
Edit: Oh wow didn’t expect this response. Next update about my second visit is up.
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