Hello GWS! Long time lurker, first time poster. It has been wonderful reading the hot, dirty stories here over the years. I figure its high time I share some stories of my own and contribute to the community.
I have been seeing a girl as fwb for a few months, lets call her L. Ever since the first time we met, L took a big liking to me and made it her mission to please me sexually and keep me happy. Of course, am glad to be taking up her offer. L is not very sexually experianced, but open minded to experiment. While not a masochist by any means, she definetly has a bratty side, and she enjoys the dance of resisting only to give in after sufficient pressure, insistance, and me being demanding or forceful. L always glows and gets ultra affectionate after being well used.
This story happened when we met for the first time after a 3 week break. Meeting was difficult during the preceeding weeks, as she was stuck in her family summer house and our only option was to have a public go in that village. We had tried this and gotten caught by couple strangers leading to a notorious walk of shame (story for another time), and she was reluctant to try again so soon. At one point during the wait, I expressed to her how horny I was and she replied with “masturbate, god help you”. This comment rubbed me the wrong way, and I told her she will pay for that.
Come the day we are able to meet, she was on her period. That is no reason to delay as I could have her mouth or ass. We had done anal several times, with some fingering prep and saliva but no lube. This time, we planned to bring lube. I picked her up and made a stop to get it, during which I made her an offer. If she gets the lube herself – asking the shopkeeper explicitly for a brand of lube that is safe to orally ingest, and basically making it obvious what kind of slutty activities she was up to – I’d consider it a sufficient punishment. Note that we live in a relatively conservative country, and the shop was in an area where she knew many people. It was a big ask to do such a thing, and accordingly she declined. I got the lube myself and we headed to my place.
As soon as we get there I set the lube nearby. We start making out, stripping each others, doing some foreplay. I grab her ass cheeks hard and spread them while kissing her neck, biting her boobs etc. I pushed her shoulders down and she took the cue, getting on her knees and teasing me with her mouth. She took me about half way and bobbed her head, and after a while licked and sucked my balls. L often needed a little push to get nasty, and she always ties her hair in a ponytail to make it easier for me to give her that push. Being as horny as I was and not in the mood for teasing, I grabbed her pony tail and pushed her head against my cock and held it until she started gagging. Pulling out, my dick was coated in slippery spit.
This is where my dark side reared its ugly head. Suddenly and quickly I pulled her up and threw her on the bed, lifted her legs so far back her knees are by her face, and shoved my dick balls deep in her tight unready asshole in one fell swoop. No prep or fingering, no saliva other than the little already on my dick, and certainly no use of the lube we had just bought. She winced in pain and said ‘it hurtsss’, and her facial expression didn’t hide this fact. I said nothing and stared her in the eye. She asked me to pull out, but I did not, and maintained my poker face. After a few seconds, I could feel her tight asshole give way and loosen around my cock, and I knew the roughest part of the physical shock had passed. Yet she pleaded me to stop, not demanding, not struggling, just pleading. While the physical pain had diminished, she was still in shock.
I told her to look me in the eye and she did. I asked her if her asshole relaxed a bit now and she nodded yes. I give it a few slow thursts, she was still in pain and a little distress. I reminded her of the comment she gave me earlier ‘masturbate, god help you’. I told her I am going to masturbate using your asshole, god help you. I told her to tell me, ‘masturbate using my asshole, god help me’. And she did. I demanded she repeat this phrase over and over again. And she did. I started fucking her ass hard, while she chanted that line like a mantra with our eyes locked in a gaze. I did not last long before bottoming out and emptying my swollen balls in her ass.
Few seconds after pulling out, she turns away from me and started to cry. It then dawned on me that I might have gone too far. I apologized to her and tried my best to console her. L expressed that her hurt wasnt the physical part, rather that I was so vengeful over something silly like that comment, and that I had kept my ire inside me the last couple weeks. She said she meant nothing by the comment. I said that there was no ire or ill will, and that I was being playful in accordance to our usual dynamic, and I apologized if I had taken it far or crossed a limit this time.
It was less than 10 minutes before she was cuddling and kissing me affectionetly, and after a small break she ended up blowing another load out of me, that I shot on her face and hair as she licked and slurped my balls.
Some might say this was rape, since she told me to stop and we had no safe word. I disagree, since such a dynamic was not new to us. It so happens that L likes things sponeneously, and is not a fan of detailed negotiation and out of bedroom communication about sex. Still, I blame myself for not insisting more to probe her limits outside of bed, it is a lesson well learned.
I saw L the following day, and tried to make it up to her by taking her on a nice date to the beach. But L was as eager as ever to get back home, and this time she asked of her own accord if I wanted to fuck her ass. “Of course” was my reply. She followed with “Get the lube”…
Source: reddit.com/r/gonewildstories/comments/it5vwc/mf_giving_my_fwb_surprise_painal_punishment
sounds rapey as fuck