[MF] how an accident became a blessing

After a little while of me and my ex dating we obviously found out about what gets us going and what doesn’t in the bedroom. One of the things on her list of no no’s was anal. As I stated in my last post with another ex, I’m an ass man so needless to say I was wounded by this haha. I tried to talk her into it but she was not interested, so i decide to respect that. I never questioned her about it again and basically in my head i set it in stone that it was never gonna happen.
One particular afternoon we had a free day and we both decided to have a date night, nothing special, just go out to have a meal and a few drinks then head home and do what we were doing all morning and afternoon, watch tv. Everything went great we got home and we kissed once we took our coats and shoes off. Her kiss wanted much more and I could tell by the way she kissed me. It was a really soft but well pressed kiss which lasted longer than a normal kiss should, so I did the same thing. Within a minute we were taking our clothes off, she was undoing my trousers and put her hand on my cock and started stroking me. I on the other hand was kissing her neck and down on to her boobs.
We headed for the living room and I moved her towards the arm off the chair, grabbed her hair, scrunched it up and made her bend over the arm with her ass nicely presented and told her sternly to part her legs, she did so with this amazing smile. I scrunched her hair tighter which made her moan and middle and ring finger on her pussy rubbing up and down slowly. She was incredibly wet. I didn’t put my fingers in like she thought i would and instead went straight for it. In one smooth thrusting motion my cock was inside her which made her gasp and moan but not loudly…more in surprise and relief, she wanted to skip the foreplay as much as i did.
After a few minutes of pounding her on the arm of the chair I had her lay on the sofa on her front. I love this position. I can kneel and fuck her, grabbing as much ass as i want or i can also lay myself on top of her and wrap my whole arm around her neck and maybe nibble on her ear which she loves or moan into her ear which she also loves, win win for me.
I chose the second way, body on top and arm around her neck. This is where the accident came in. I was on top but my cock wasn’t inside her, I was grinding it between her ass cheeks. As I took my cock in my hand ready to guide it into her pussy I misjudged ort maybe it was the alcohol but i guided it straight in her ass. She yelped and tensed up but wasn’t in too much pain. I realised she couldn’t move to push me out because my weight was on her, she had nowhere to go.
I didn’t want to move out of fear of hurting her so i said i was gonna pull out slowly. Now this is what she said which is probably the most incredible thing I’ve heard just because of the shock of realising what she said. “no don’t, just fuck me slowly”. Yep. The surprise on my face must of been a picture because she moved her head which was still locked in my arm, looked at me and laughed a little at my surprise. She put her head back which i took as the signal to do what I have wanted for so long and slowly fucked her ass. She winced at the pain while simultaneously moaning in pleasure. We stayed in this position fucking. She managed to loosen up after a few minutes and she told me to go faster.
I was getting close after what felt like an eternity and she could tell. My grunts were getting louder and my grip around her neck got tighter. Barely able to make a breath she choked out “cum in me ” and i did. I loosened my arm and took it from her neck. I was still on her with my cock in her ass twitching, to which she cheekily started tensing her ass and smiling and laughing at me while i moaned from how tender and sensitive my cock felt. We had a chuckle, i asked her “what the fuck just happened” she replied “my ass fuck just happened. We talked and lay there for a while and she said it was the most intense orgasm she has ever had. Same goes for me. Nothing since then has made me feel that good. The blessing was she was wanting anal from that night on.
As always my dm’s are open for conversations and questions. Thank you for reading.

Source: reddit.com/r/gonewildstories/comments/o81gy4/mf_how_an_accident_became_a_blessing

2 comments

  1. This is super hot! Hopefully from then on you’ve been able to incorporate more warm up though ? I love anal, but just the thought of just going straight to getting my ass fucked w/o a finger or a toy first makes me wince in sympathetic pain.

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