u/Say_it243

▲ 8 r/TheRealSexConfessions+1 crossposts

Fucked my best friend’s widow

So my best friend died in a motorcycle wreck several years back and his widow and i were in the same group of mutual grinds so we stayed relatively close after his passing. One weekend we were at a family event a year or so after his passing and her and a group of friends wanted to go to the bar afterwards and i was invited to go, not thinking much of it other than some time out of the house that i definitely needed i agreed and went with everyone. It was relatively uneventful i drank a couple beers, shot a few games of pool and when we were all leaving i helped a drunk friend to the car. On the ride home with my friends widow in the front passenger seat and me in the back seat behind her she began snapchatting me i didn’t think much of it as it was just me, her and our DD awake in the car everyone else was just about passed out drunk. Well while she was snapchatting me she just came out and directly asked me if i was willing to fuck her, she was supposed to meet a guy at the bar and he had apparently stood her up or something. I was definitely taken aback by it (she was definitely a good looking woman but i’d have never imagined her ever asking me that question) and I asked if that was meant to be sent to someone else she confirmed she meant it for me and said she was horny and wanted some dick. I told her i had planned on going home after the bar but if she wanted i could crash at her place after we got dropped off so we got back there unloaded one of our drunk friends and got them settled in her room and my friends window told me i was staying in her spare bedroom to play it off like i just needed to crash for the night and once the other friends were asleep she text me asking if i still wanted to fuck her and i agreed and she snuck into the room with a condom for me, she was in just a t shirt and her panties (super hot to me) and she laid in the bed next to me and said she was too shy to make the first move so i scooted in behind her and began slowly feeling her body and kissing her neck, she rolled to her back and i began to pull her shirt off and kiss her, then kissing my way down her body i reached her panties and began kissing them she started pulling my shirt off as i pulled her panties off and then i put the condom on and began kissing my way back up her petite body and kissing her breasts she let out a little sigh and grabbed my dick and slid it into her we began slowly grinding and kissing more until she wanted to get on top she pushed me back then got onto her knees and shoved me onto my back where she straddled me and started riding me i can still remember the way her silhouette looked in the moonlight through the window she had a petite body with small breasts and a tight little butt that she wanted me to hold onto and suck her nipples. Neither one of us managed to finish mostly from a combination of drinking all day and being up all night at the bar but sometimes i still think about it. It never happened again even though i think she wanted it to and neither of us ever told anyone. I married now with my own family and we don’t talk anymore but sometimes i still think about the way her moonlit silhouette looked riding on top of me

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u/Say_it243 — 21 days ago