Just a short one this time as my memories surrounding this experience are limited.
I was with Bella (my girlfriend from a couple of other stories on here) and we had been out together and got back to her place, went to bed together and had some amazing, mindblowing sex (like usual), and we passed out spooning for a while.
Some time after falling asleep I wake up and my arms are around Bella with her nestled in to my body, both of us naked and her ass right over my crotch. I hold her just a tiny little bit tighter and kiss the right side of her neck very gently to see if she was awake too, as I thought from her breathing that she was awake. She lets out one of those sexy deep sighs that isn’t quite a moan but I know exactly what it means and I feel my cock starting to swell.
As I kiss her neck and shoulder my hands find her breasts and tease her nipples with my fingertips and caress her breasts and she starts to moan. By this point my cock was fully hard and leaning against the small of her back and she presses her ass against me, grinding back, and then reaches her hand down and wraps her fingers around my throbbing cock and shuffles her body position slightly and guides the head of my cock to her entrance and pushed back against me, slowly slipping the head of my cock inside her again.
As we slowly press towards each other she lets out another moan as my cock slips little by little bit deeper inside her with each slow, measured thrust, both of us moving with the same rhythm until my cock is all the way inside her again.
Laying as we were on our left sides and her legs closed in front of me, she felt really nice and tight around my cock and I was being gentle because we hadn’t had our usual time in foreplay as we had not long woken up. This felt amazing and she was breathing harder and moaning as I could feel another orgasm beginning to build up inside me (I think maybe my third of the night) and we start to build up the pace in thrusting as she backs against me with each thrust.
I know I’m close and as I said in the other post, we were tested clean and she was on the pill so we didn’t use condoms and I came inside her almost every time. So I keep building the orgasm inside myself, feeling it getting closer, knowing that I’m not going to last long as the tightness around my cock was more than usual in this position, and I let out a grunting moan as I let go and squirted my cum deep inside her with pulse after pulse, my heart pounding and my heart rate pulsing strongly through my brain.
As Bella turns her head round towards me to kiss me she lets out a moaning breath and says you’re the first one to ever cum inside there…
And that’s when the penny dropped… I hadn’t realised that the reason it felt different wasn’t the position that her legs were in, it was because she had guided me into her ass without telling me.
Fuck, the chemistry and sex was always amazing with her.
More to follow if you guys and gals want?
Source: reddit.com/r/gonewildstories/comments/djby7f/mf_unexpected_anal
Previous stories here
https://www.reddit.com/r/gonewildstories/comments/diwrst/my_frisky_public_sex_in_a_car_park/
https://www.reddit.com/r/gonewildstories/comments/dieptz/my_first_experience_of_a_squirt/
https://www.reddit.com/r/gonewildstories/comments/dhs1c8/my_outdoor_hot_tub_fun/
Aww that’s so cute