I have been lurking for a while I really enjoy some of the stories here and so thought I should try contributing. Hope you like it and would appreciate some feedback !
My boyfriend (E) and I were in his family last Christmas, in a big house with very thin walls and many of his relatives. It was the first time I joined him for the celebrations and the first time in this place. It was great, a lot of time to just relax and have fun. E and I were staying in a nice house separated from the main house but still with his father and sister in adjacent bedrooms.
E and I always spend time in bed to relax, chill and discuss before actually going to sleep. Over several days, the sexual tension probably started rising as I always get hornier and not swamped in work as I was generally at the time…
Fast forward to the last day of the trip, most of his relatives had left and the adjacent bedrooms were empty. We had a nice slow day walking around the seaside. After dinner we when to bed early, probably chilling on Reddit or other things and chatting.
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I think I crossed a post (on who knows what subreddit) of someone sharing his experience with pegging and we naturally started discussing it. E has a long history of exploring the possibility of his annal pleasure which I love and I try to support as much as possible. The problem was (at the time and still sometimes is) my arousal can be very volatile and the lack of stimulation for me when playing with his lovely arse was usually a turn-off and kind of stopped us from having a lot of fun with it.
Thus the possibility of pegging seemed interesting. We started researching and ended up on this amazing review of this strap-on-me toy where the author describes her experience even just playing alone with this toy… We both were very enthusiastic about this new world of possibilities and naturally got very turned on…
We started kissing, slowly at first, as I caressed his neck, shoulder, and chest. Very lightly, sensing him shiver at the touch. His hand started caressing my breasts through my shirt, passing its fingers over my already hard nipples. I started moving my hips from arousal, kissing him a little harder, and pushing my hand on his neck. I already knew I was way more aroused than I typically am and that this would be a night I would remember.
Sensing how turned on I was getting, he suddenly stopped caressing my breasts to just fully grab them, pushing with his thumb on my nipples. It felt divine… I got on top of him and took off my shirt to reveal my breasts as he enjoyed the view. I rubbed my crotch against his through our underwear as I kept moving my hips. I kissed his neck, lightly biting it, licking and slowly moved towards his ear. He stopped me and went to kiss my ear instead, I shivered with pleasure. “I am so looking forward to the day I can try pegging you…” I said, “Not as much as I do.” He answered playfully.
He took his hand down. Started caressing my already very wet pussy. He asked if he could go down on me but I refuse. I wanted a finger. He obliged and I started moaning. Soon I couldn’t hold I wanted him inside me !
“Fuck ! We don’t have any condoms!”
I had just gone off hormonal contraception (which helped a lot with the sex drive I think) and we had no plan on getting me pregnant any time soon… With the family setting, we didn’t really think we would need it… We went looking for a bit, searching if we really didn’t have some in a hidden pocket or even a cupboard of the house. But no.
We were disappointed, but still way too aroused to have any chance of sleeping. So we resumed making out. I slid my hand in his boxer, he was so hard. I loved sensing his warm and tense cock in my hand, I started stroking it, slowly then increasing the speed. He moaned. I love to hear him moan gently. I wanted to make come. We took our underwear off and he slid his hand down again and inserted his finger in me. This felt amazing but still, I couldn’t get distracted from my main task! I could sense him getting close and hold the strong pace despite my hand getting sore. I sank my finger into his chest as he climaxed with the most beautiful, slightly tensed, orgasmic face.
We rested for a bit, letting us enjoy the moment. Soon, he asked what we could do for me… I asked him to go down on me. He was more than happy to. He caressed my belly as he went down and started at my pussy for a bit. Then came his tongue, warm, sliding from my lips to my clit. He inserted a finger. I moaned again and again as he circled around and kissed my clit while still fucking me with his fingers. It felt so good. I was so frustrated with not being able to have his dick inside me… I arched my back of pleasure and asked if he could try adding another finger (he has big hands). I was pulsing with pleasure feeling myself very close to being done. Despite feeling a bit self-conscious (no reason but I did), I asked him for something I had been wanting for a while:
-“Could you finger fuck me from behind ?”
-“Of course!”.
I turned over and leaned, with my dripping pussy begging to be finger fucked. He did. Hard. I was panting and sweating at how good it felt, moving my hips to let him know not to stop. Those minutes are engraved in my brain, it was so hot and I was getting so much pleasure, getting sore… I don’t really orgasm in a clear way by this type of stimulation but I turned to look back at him as my moaned climaxed and I stopped moving my hips… He looked very aroused but understood I was done.
We laid down a bit exhausted and so contempt, discussed a bit how good it felt, and promptly fell asleep.
We did end up trying pegging after six months which is also a lot of fun, but I am incredibly grateful for this night which showed me how constraints (no condoms) can result in long foreplay and amazing sex even without traditional penetration!
Source: reddit.com/r/gonewildstories/comments/w3hkb6/that_great_time_at_christmas_with_my_boyfriend_fm