[M]y [F]irst successful anal with an ex girlfriend many many moons ago.

First off, this is my first story I’ve posted. I have lurked for a long long time and really enjoyed reading this sub. So I decided it was finally time to contribute. This is my first post but there will be many to follow. Over time I’m hoping to relive all the memorable moments I’ve had.

I was months away from going into the navy. I had recently graduated high school and was dating a girl going to a local college. We had been dating for probably like 6 months at the time. The night we met and first had sex will be for a different time.

Anyway…

We where taking a shower together like we did pretty frequently, we both had our own apartments. I loved showering with her, she had played soccer in high school, she kept up on her body and she had really great tits. Like just oversized for her frame. I guess I should break down our stats…

Her. She was about 5’6”, maybe 140lbs. All tits and thighs. Beautiful blonde hair, and just an overall bangin body.

Me. 6’, 185 lbs, I was a runner up state champion wrestler. About 7.5” above average thickness I guess, uncircumcised. Brown hair and eyes, Italian heritage.

Anyway, we are in the shower and I just loved running my hands all over her body in the shower. I would always make sure I got to soap up her body. I never missed an inch. And of course she loved it, making sure I always had access to where I needed my hands to go. Obviously this lead to shower sex quite often. She loved when I fucked her face in the shower which was incredibly hot, but none of those times really sticks out. It was hot because of her enthusiasm, her skills orally where meh, but she loved it so who was I to stop her? Am I right guys or what?

So we had tried anal sex maybe once or twice, but we had never really tried that hard. Maybe we had tried it with no lube, or I just wanted to get back in her pussy. It never hurt her or anything just we both wanted to quickly get back to fuckin yanno.

I don’t remember why we started to try, but we used some of her conditioner as lube for this try. It was a standing only shower, and she was tucked up like kiddy cornered in the corner of the shower. She was reaching down and spreading her cheeks for me. I reach down and started massaging her virgin hole. It felt so tight and her moans where intoxicating. She arched her back as soon as I made connection with her hole. I rubber the outside for a bit to really drive her crazy. I then snuck my other hand around her hips and parted her lips and spread some of her juices on her pussy. She was so soft. She loved when I put her clit between my pointer and middle finger and rolled it between them. As she really started to get into that, I put the tip of my dick against her hole she arched her back a little more and I began to apply gentle pressure. It took a minute but finally it popped and the head slid in. She took a deep breathe, got on her toes a little and then I began playing with her clit again and she put her feet flat on the floor and eased me in just a little more and let out the sexiest moan I had ever heard. I slowly began working myself in and out until she became comfortable and I started to slowly slide in deeper and deeper. She was taking it so well and was becoming very vocal. The house has thin walls so we couldn’t be loud. I had to cover her mouth with one hand to muffle her moans.

Once I could slide most of the way in and out I made sure to take long and full strokes. That’s how she liked it in her pussy so I figured her ass would love it too.

It felt amazing. She was so tight and was loving every minute of it. Soon enough I was getting close. I couldn’t hold it any longer. She was a goddess to me at this point. My last few strokes where a little more deliberate and then I told her I was cumming. That’s when she did the sexiest thing that any girl has ever done, including the 14 years since.

She reached up with one of her hands and took my hand away from her mouth and said these words…

“Make sure it’s all the way in there!”

I lost it. She said it in that like split second before you really start cumming. The point where you thrust in and stop and wait for it to hit. As soon as those words left her mouth I became like rock hard, I was already hard but oh my god that was sexy. I must have grown another inch or two I got so much harder haha.

So I gave her what she wanted, I push in until she had every bit of me inside her. She pushed back onto me and let out a deep moan and she came hard as I unleashed rope after rope of cum as deep in her ass as I could get. I had never cum that hard in my life. We both became weak at the knees but neither of us wanted to leave the position. But shortly after we had to get out of the shower so we didn’t collapse. We dried off and cuddled in bed for about an hour, completely naked and interwoven with each other.

Truly amazing.

Sadly I left for the navy not too long after this. She cheated on me while I was in boot camp. About a year later when I was home on leave, I went out with some friends and we ended up running into each other on our night out. She was seeing someone but the tension between us was unreal. We ended up going back to her place that night and fucked a few times. She got mad at me after because she hadn’t wanted to cheat on her man. I got slight satisfaction because she cheated on me and I made her cheat on her man. Well I didn’t make her but you know what I mean.

Again this is my first attempt at writing a story here so be gentle, but buckle up because I have quite a few more during my time in the navy and my time in school after that.

Thanks for reading!

Source: reddit.com/r/gonewildstories/comments/f0yltx/my_first_successful_anal_with_an_ex_girlfriend