I should preface this by saying my fiancee has previously said she's okay with me waking her up to sex and that when she doesn't want it, even when she's sleeping, she usually shrugs me off and I stop.
Last night my fiancee and I were in bed. She was asleep and I was in that weird state of groggy tiredness where you can't quite sleep but you're barely awake.
At some point she rolls over, puts her hand on my cheek and gives me a deep, slow kiss. She rolls back over and dozes off while my mind is suddenly very awake. I roll onto my side and reach a hand over to place on her hip and gently start stroking the area. Slowly, i slide my hand to her ass and start stroking and gently squeezing it. It fits perfectly into my hand and just feels so sexy.
She's leaning on her front slightly with her legs parted and I start to run my hand up and down her ass, letting my thumb trace from the top of her ass cheeks down the center and lightly grazing over her pussy. She slowly starts to stir at this, sighing and squirming a little.
I slide my hand under her pyjama bottoms and repeat what I was doing, this time letting my thumb fully graze over her asshole and pussy. As I touch her asshole she lets out another sigh. We've been experimenting with anal lately, and it's a massive turn on for me. We've been taking things very slow with it and so anything related to anal makes me go wild.
"Does that feel nice?" I whisper. I want to test the waters with that I'm doing, but I also feel it's time to know if she's awake or if I should stop.
"Uhuh" she whispers back, nodding her head once.
I feel my cock get harder just at that one sweet whisper. I move my hand back to her asshole, circling it slowly with one finger. She starts to moan more at this, so I slide my hand down and stroke her pussy to get my fingers wet before pressing again on her ass. I wet two fingers and slowly press them against her asshole. Gently, they slide in. Only to the first knuckle, but we've never used two fingers before and it's sexy as hell. I start to move my fingers in a circle, teasing her. She starts to moan louder and louder. As I keep going she starts to arch her back a bit.
"Cum for me baby" I whisper. "You need to touch my pussy first" she whispers back. I slide my other hand under and around her, fingers still inside her ass. I press my hand to her clit and she lets out a loud moan. Slowly I circle her clit while I finger her ass and she moans louder and louder. I can tell she's close now so I stop rubbing her clit and just press my hand on it, moving my fingers in her ass until finally she cums, moaning louder than she ever has before. I slide down her body and begin kissing her ass cheeks before she simply whimpers "I can't", knowing I was about to try something but feeling too sensitive. So I move back next to her and start kissing her back and squeezing her breasts, when I realize she's still sighing deeply and arching her back.
"Are you still cumming?" I ask, amazed and turned on beyond belief. "A little bit, yeah" she gasps. I continue playing with her nipples until she rolls over and begs me to fuck her. I grab a condom, slide it on and enter her. After about 3 strokes, she moans like she's coming again. Between her having so many orgasms (way more than is normal), her continual orgasm and the fact that she came almost entirely from ass play, I could barely hold on. It wasn't long before I was cumming deep inside her.
I'm not sure I've ever been so turned on in my life as I was that night. Seeing her react so sexily to anal play was incredible, and I hope this kind of thing continues to be part of our sex life!
Source: reddit.com/r/gonewildstories/comments/3xe2iv/late_night_ass_play_mf
Bravo sir!