She dumped me in high school but years later I fucked her in the ass. [FM]

Shelia was a petite brunette with an infectious laugh. She was too cool to even be cool in high school. She was into bands others hadn’t heard about, and wore clothes others didn’t understand. I was smitten with her from the moment I met her (as were lots of other boys). We dated, briefly. Never fucked, but had some fun.

Then, after maybe a month of dating, she dumped me. When I pressed her for an answer she said it was because I was boring.

Man, that hurt, but it also inspired me. Eventually figured myself out, came into my own, moved to NYC and started making something of myself.

Flash forward to the late 2000s, Facebook is taking off, and Shelia and I reconnect. I’m finishing grad school, she’s working retail in my hometown. We chat back and forth occasionally and then one time she says she’s coming to town to see friends. I suggested we get together for a drink.

We meet at a place near my apartment. She walks in looking basically the same. A bit more of an ass, but still with a girlish look. We haven’t seen each other in years and years, but we hug and sit down for a drink. One drink turns into two, then three.

You know where this is going. At some point I have jokingly mention how she told me I was boring and she says “I did? I don’t remember that, I was such an idiot back then”

“Well, you were kind of right” I respond.

Drinks keep flowing, but we’re both adults now and we decide to call it a night before it gets too sloppy. We head out and I bring her in for another hug. She tilts her head up and kisses me.

We start going at it, right there in front of the bar, and I’m trying to read the situation until she says “you live near here, right?”

Yes I do.

So we head over to my place and the clothes come off immediately. She was bigger than I remembered, large-ish tits, with incredibly long, hard nipples, and her ass seemed bigger outside her jeans. She wasn’t fat, by any means, but she definitely had more curves than the average girl I date.

We’re making out and I can’t keep my hands off her ass. I’m definitely an ass man, but normally the asses I like are small. Shelia’s ass was meaty and thick. Grabbing and lightly spanking it brought out something really animalistic in me.

At one point I remember her breaking the kiss and saying “you like my Dominican ass?” And I said “ I didn’t even know you were Dominican”.

“Yes” she said as she looked me in the eyes, dropped to her knees, and deep throated my dick.

Shelia’s cock sucking skills were unparalleled. It was clear that in the years since high school, she’d been busy. You don’t learn to do those things – to take a cock all the way to the base, to stoke it while licking the balls, unless someone has told you to.

Eventually, after more foreplay, she said “I want this cock inside me”. I was happy to oblige.

I put a condom on and she mounted me, riding me cowgirl style. I went back to grabbing and slapping her ass and then, I let my hands wander between her asscheeks and graze her asshole. This elicited a moan, so I got bolder pressing lightly against her asshole, not going into her, just applying a little pressure.

Another moan.

I took my hand away and brought it up to her mouth. She sucked my fingers greedily into her mouth. She knew where I was going to put them, and she wanted them lubed up.

Dripping with her saliva, I brought my hand back to her ass and slid a finger past her sphincter and into her asshole.

More moans.

We fucked like this, with my finger in her ass. I could tell she was getting close, and as I felt her orgasm building, I slid a second finger into her, and she came, hard, moaning and mutter into my shoulder.

I held her as she recovered, my cock was out of her and she was stroking it. I was hard as a rock.

“You haven’t come yet, she said.

“No” I replied

“You wanna keep fucking me?” she asked

“Yes” I responded.

“You wanna fuck my ass?” she asked

“Yes” I responded, reaching for the lube in my dresser.

She lined my cock, and her ass and got back on top of me. She positioned my cock at her ass and slowly lowered herself down on me.

I know this probably makes me a bad person, but there’s this look some girls have when they’re doing anal that’s a mixture of physical discomfort and a willingness to please that I find super fucking erotic. Shelia had that look as she took my cock in her ass.

I’ve fucked a bunch of girls in the ass, but in my experience, rarely do you get to really fuck. Generally it’s too painful for the girl.

Not this time. Shelia had turned into a real freak since high school. First she rode me, and then I flipped her over and fucked her, hard, from behind, smacking her ass and watching it jiggle with every thrust. It was raw, animalistic, and fun.

I held out as long as I could, enjoying the moment of my cock in the ass of my high school crush, but eventually I let loose cumming deep in her ass.

I rolled off of her and she went to the bathroom. Then I did. Then she said “I should probably tell my friends I’m not coming home”

We ended up spending much of her weekend in NYC together, fucking. She left town that Sunday and we promised to stay in touch, but we didn’t. I see from Facebook that she’s married now, we like pictures of each other’s kids, but I haven’t seen her in person since that weekend.

Source: reddit.com/r/gonewildstories/comments/an5b2l/she_dumped_me_in_high_school_but_years_later_i