I [M] had sex after a year and it ended up with my ass getting [F]ucked

So it’s been more than a year since I last had sex (because of covid) but now finally, since I got vaccinated, I decided to look for someone to fuck and I managed to find this cute girl on a dating app and we started flirting and getting to know each other. She was 5’5, brunette with green eyes, a bit chubby but with a nice pair of tits and a round ass, and she was very kind and sweet.

Eventually we decided to meet for dinner and she invited me at her place. I go there, we order some food and we start drinking some wine that I brought as a gift. After dinner we decided to put on a movie and we opened a new bottle of wine while we got cozy on her couch. I was very turned on by her and she would often look at my crotch despite me trying to hide my boner and not be too obvious. Not even 10 minutes into the movie we start talking about our sex lives and our kinks while we get closer and I feel her put a hand on my thigh – I do the same and start moving it slowly up and down. We’re clearly both horny af so she leans towards me and we start making out aggressively, since both of us hadn’t had much intimate human contact in the past months.

We quickly strip off our clothes and she stops kissing me for a second, looking at my hard throbbing cock; she looks at me and says “I want it” before locking her lips with mine and grabbing it with one of her hands. She starts stroking me hard and fast and she slowly starts making her way down with her mouth, kissing my neck first, then my chest and all the way down until she’s on her knees in front of the couch while my legs are spread so she can fit in between them and suck me. I don’t know if it was because I haven’t had a bj in so long but it was one of the best bjs in my whole life and it felt so fucking good! The way she’d hungrily suck my dick and stroke it with one hand made me moan really loud and I could see her enjoying that.

At this point though, she did something that I didn’t expect and stopped sucking me, grabbed her underwear and shove it in my mouth – “now stay quiet sweetheart” she whispered in my ear before disappearing from the room for a minute and coming back wearing a strap-on. The sight of that thing got me a little scared but she quickly tried to make me feel comfortable and relaxed. She started stroking my dick again, this time slowly, while we would caress my thighs and give me sweet kisses. As she was doing that she told me that she wanted to fuck me in the ass but she would be very gentle and make sure I would enjoy it as much as her. All the wine I drank and the fact that I hadn’t had sex in a long time made me accept her offer without thinking too much and she proceeded to lube my ass. She started rubbing the tip of her strap on my hole and then she slowly started pushing it in.

Surprisingly my ass didn’t put too much resistance and she managed to fit half of it the first time. I started breathing heavily as she pulled out and started pushing it in again. After something that to me felt like an hour, my ass could take it all and she started increasing the pace. It was painful but I was also enjoying it and as she started going faster I started to moan loud. She proceeded to remove the panties from my mouth so she could hear me better and she grabbed my dick with both her hands and started jerking me off, while still fucking me hard. This drove me crazy, it was a mix of intense pain and intense pleasure and before I new it I started cumming. My mind was fuzzy, I was drunk and inebriated by all the wine we drank, but it felt amazing. She pulled out of me and started licking all the cum from my chest and stomach, while looking me in my eyes. She got closer and kissed me while her lips were still covered in my cum and then said “now I want you inside me. It seems like you can still keep going for another round” looking at my dick still half erected with a wide grin on her face.

I asked her to suck me so I could get hard again and she did so, while she started rubbing her pussy that was soaking after fucking me for such a long time. When I was fully hard again I grabbed her by her throat and pushed her on the floor, ready to fuck her brains out. Her pussy was so sexy and she was dripping wet so my dick fit in smoothly and I started fucking her hard. She was tight and it felt amazing but I wanted more, so I helped her get up and bent her over the couch and started pushing my cock in her ass – she loved it! Her moans got much louder and she started begging me to cum inside her, which I ended up doing about 4 minutes later.

After that we went to shower and clean ourselves and once we were all dressed up again we cuddled for a bit before I went back to my place. We’re keeping in touch, she send me lots of dirty messages and some nudes here and there, and we will definitely meet and fuck again. I wasn’t much into the idea of getting my ass fucked with a strapon but now I want it again and I can’t wait to see her again.

Source: reddit.com/r/gonewildstories/comments/nalm93/i_m_had_sex_after_a_year_and_it_ended_up_with_my

35 comments

  1. Oh hell no. I’d be like get the fuck out of here with that shit.

  2. I love it when they stuff their panties in my mouth! Nice story!

  3. Im not really a pegging guy but your story was pretty good

  4. High five!

    Also, anal isn’t supposed to hurt at all. Next time, try a different position and get the angle right. Then it’s all pleasure.

  5. Hot story. Can’t say I would have turned her down either. I like the way That her kinky mind works. If you to ever decide to try a threesome drop me a line

  6. Congrats. Anal is surprisingly addictive especially if you do it right lol

  7. Hot AF story! ? Pegging can be a wonderful and delightful experience, in the right context and mindset. Lucky dude!

  8. This is an outstanding story, seems like you two had a lot of fun

  9. Great story apart from “a bit chubby but..”. Why not a bit chubby AND?

  10. As much as I LOVE the idea of a suprise pegging, I think that’s something that should be discussed first. Though it sounds like she teases it first and didn’t just shove it in.

    But yes. Super hot story. I liked it a lot. 10/10 do wish I could have that happen to me.

  11. I love pegging! But she should have worked you up to it so it didnt hurt at all.

  12. In the future I would insist on a strap on that hadn’t been inside of anyone else.

  13. Make sure she eats your ass first next time, its unreal.

  14. Fuck ya man. If more dudes were as comfortable with themselves as you are, we would have way more pegging and more great sex in the world. Hopefully you get lots of that good stuff!

  15. Damn! Awesome! Sounds like what I want! Mmm probably shouldn’t have read this at work .. ????

  16. I look forward to pegging a dude one day. Already got one in mind

  17. Love your story but kind of far fetched that a girl would pull out a strapon on the first date…especially a younger girl .
    Maybe seasoned girl would..
    Anyways I always given everyone the benefit of the doubt..love strapon sex too.
    Enjoy!

  18. You are such a lucky man! Did you fuck her while she was still wearing it?

  19. I’ve never been into pegging, but this sounds amazing

  20. This is beautiful! ?? I miss getting fucked in the ass so much more now! ?

  21. Getting pegged is pretty incredible. And can def say the chubby girls know how to fuck.

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