One of my list items was a “hat trick of holes” where I wanted to cum in each of her three holes within a week. This was the week, and culminated last night.
The first one was her ass. That came to be cause she got her period sunday evening and I jokingly said that meant she was getting fucked in the ass tonight then. She replied with an ok. And she was serious about it. That night when we got to bed, she started giving me head, working my cock very nicely. A little while later I ask if she’s ready to get fucked in the ass. She mumbles an ok with her mouthful. She pulls off my cock and lays down on her stomach. I get on top of her, pull her thong to the side, lube up my cock, and start to work the tip in. I get it in, and she’s not very comfortable, I’m guessing cause she hadn’t been warmed up properly yet so her ass wasn’t fully ready. I get about half in and she’s telling me no, and wants to stop cause it’s not working for her. I tell her no. I sort of reposition myself up higher, and attempt again. She again says no, it’s not working. I say it’s working for me, and I force my cock all the way in. That got a “fuck you” right quick, but I tell her “you’re going to take my cock in your ass good and hard, slut”. I start fucking her asshole, not hard but steady and a little forceful. She’s not protesting as much anymore. I keep fucking for a bit, Now she’s moaning with pleasure. I take that as a sign to pick up the pace. So I start laying into her asshole, pounding her hard. She starts to climax, only the second time I’ve ever seen her have an anal orgasm, and begs me to cum with her. I put my full weight on her and drive my cock into her deep and unload Inside of her.
We both enjoy creampies very much for obvious reasons, but at the risk of getting pregnant we’ve usually stuck with day 3 or 4 of her period as we’ve never had an unplanned pregnancy doing it on those days. Day 3, Tuesday, and we started to fool around and things progressed nicely, we have pretty normal sex, nothing out of the ordinary. When she’s ready to cum, I tell her to hold off a sec and let me fuck her hard till I’m ready and we can cum at the same time. I lay into her with all I got, tell her I’m close, she starts cumming all over my cock and I fill her pussy with my cum. I collapse on top of her, catch my breath, go to pull out and she stops me and says “I can feel your cock pulsing still, keep it inside of me a minute” While my cock is softening and cum is dripping out of her, she starts to play with her clit, tells me to keep that cock in there, and brings herself to second orgasm. I just watched and enjoyed the sight.
Now the hard one was going to be cumming in her mouth, as she really dislikes the taste of cum. Friday night, I told her that my cum was going in her mouth whether she wanted it or not, but it was up to her if I force it in or she willingly takes the load. I show her a couple of gifs from the cumsluts sub, one of a girl being throatfucked and the guy unloading inside of her mouth while she’s gagging, kind of an “unwanted cumshot” scenario. The other was a girl who drops to her knees, opens her mouth nice and wide, sticks her tongue out, and the guy takes aim and paints her face and mouth and tongue nice and white. She chooses option two. We have sex and when it comes time for me to cum, she gets on her knees, leans back a little and props herself up with her arms, I stand up on the bed, start stroking my cock, she says “give this cumslut your hot cum”, opens her mouth, sticks her tongue out, and I erupt! I tried my best to aim for her mouth. First rope went across a cheek, second rope went right into her mouth, she spit it out into her tits, third rope goes right into her mouth, spits it out again, fourth and fifth ropes went across the chin and then the tits. I tried to stick my cock back in her mouth when I was done, but she was having none of that lol
All we have left on our lists now is the threesomes, her watching me with another woman, and our CNC scenario. This might be our last post for a bit as those last ones are just in the planning stage. Thanks again for all the great messages we’ve received.
Source: reddit.com/r/gonewildstories/comments/aano93/mf_married_couple_becoming_trysexuals_pt_4