Accidental Anal with [M]y Ex-Girl[F]riend

This is a true story about my ex-girlfriend, who I will call Anya. We were in a relationship for five years. It wasn’t always healthy, but I learned a lot about my own sexuality, my kinks, and trying out new things. If this goes over well, I’ll write more! Feel free to comment.

After a few years together, I moved to another town, and so Anya and I transitioned into a long-term relationship. It was difficult to only see each other every other weekend, but we made the limited time worth it.

During the two weeks before our next meeting, Anya kept calling me and telling me about how she was learning new ways to touch herself. “Last night,” she said, “I imagined you fucking me. I imagined you fucking my mouth, and I started to feel this incredible tingling in my mouth. I started touching myself, and I was so wet. Then I imagined you fucking my vagina, and the tingling moved. I started to get near an orgasm, and I imagined you fucking my ass, and my ass started to tingle, and I swear I orgasmed in my ass.”

Now I was working a new job, so even though these phone calls turned me on, I was usually so tired I only replied with “Oh yeah?” and “Mm, yeah baby.” Pretty monosyllabic.

I was also a little confused by these phone calls. Anya and I had tried anal before. She would tease me with her mouth, swallowing my cock until I grew hard. Then she’d wipe saliva all over her asshole and guide me in. The problem was that I *hate* hurting anyone, and the fear of hurting Anya by fucking her ass would make me soft again. It just didn’t work.

But these phone calls were consistent! Lying in bed, exhausted, I’d listen to Anya. “I’m touching myself right now,” she’d say. “I’m rubbing my clit with one hand. I’m touching my asshole with my other hand. Do you want me to put a finger in my ass?”

I stroked my own cock, which of course was hard, but imagining fucking Anya in her asshole just made me worry about hurting her again. But I went along with it, and when she orgasmed I had to hold the phone away from my ear to avoid hearing loss.

Well the two weeks passed, and I picked Anya up from the train station. She was very excited to see me. I had to pry her off of my face, and in the car she kept running her hands over my knee, my thigh, and my groin.

There was something about Anya and warm, sunny cars. On long drives, our hands would drift, and we would tease each other. We never got much further than over-the-pants (except for one time, which I’ll write about later), but by the time we got home we were usually voracious for each other.

This drive was no different. Anya was driving me crazy, grabbing my cock through my jeans, telling me about how the whole train ride here she’d been fantasizing about me. Of course, I had my own fingers under her skirt against her soaked panties.

We parked and walked through the garage into the kitchen. Anya immediately started to kiss me, deep kisses, her tongue sliding over mine, her hands all over me. She reached down and unzipped my jeans, pulled out my hard cock. Anya got down on her knees and in one movement took my cock deep into her mouth. I held onto her head while she blew me.

Once my cock was wet with her saliva, she started stroking it, running her fingers up the shaft and over the head. She had this way of playing with the head of my cock that drove me crazy.

I unbuttoned my jeans, pulled them down, and took off my shirt. I stripped Anya of her skirt and panties and hoisted her up onto the kitchen counter. She threw off her own shirt, revealing her bra-less breasts, which were small but very round, with huge areolas and very prominent nipples.

Anya raised her legs up to the crooks of my elbows, and I grabbed her hips and thrust myself into her soaking wet vagina. I started fucking her hard, and she grabbed onto my shoulders and bucked against me.

Her ass was slamming into my crotch as I fucked her. The whole kitchen smelled of her, of her wet pussy, of our sex. The neighbors five doors down could probably hear us groaning and shouting.

I started to slow down, trying to make her feel every inch of my cock. As I pulled out, I accidentally pulled too far and the head of my cock popped out of her pussy. With her ass pointed towards me, I felt the head of my cock press against her asshole. Her entire ass was wet with pussy juices, and my cock was soaked as well. I felt my cock starting to slide into her asshole.

I looked at Anya, and she looked right back at me, encouraging me with her big eyes. I pushed myself into her ass. My lubricated cock, and her asshole wet with pussy juices, made it easy. She cried out in pleasure, and I started fucking her asshole. I couldn’t stop staring at her pussy as I did this, it was swollen and red.

Anya’s asshole was tight, and I could feel my hard cock stretching her in every direction. The sight of her asshole gripping my cock drove me crazy.

I was only a few strokes in when I felt my balls tightening. “I’m going to cum,” I said through gritted teeth.

Anya cried out in even more pleasure. “I want you to cum in my ass,” she said back, gasping. “I want you to cum in my ass!”

I yelled out as I pumped load after load of cum deep into her asshole. She ground her ass and pussy against me, joining me in my cries.

After a long, long moment, I pulled my cock from her asshole, and lowered Anya’s shaking legs to the ground.

“I missed you,” she said, leaning her face against my chest.

“Me too, Anya, me too.”

Laughing, and still shaky, we walked, naked and covered in sweat and sex, to the shower.

Source: reddit.com/r/gonewildstories/comments/ncsvb0/accidental_anal_with_my_exgirlfriend