He almost put it in the wrong hole [MF]

I should preface this story saying that my relationship in the story was a kinky one. We were into ddlg, discipline, overall dom/sub type things. The story won’t all be hot sex, but I think it’s a pretty interesting/entertaining story :)

One day, my then boyfriend and I got into an argument. When we sat down to talk it through, I was upset and crying. He pulled me into his arms on the couch and calmed me down a bit. He held me until I was mostly done crying. Then he told me to stand up. I was kinda confused because I could tell he was starting something sexual/kinky and was surprised he would with the fact that we just had an actual argument (though over something small and silly) and I was legitimately upset. I obeyed, however, and he quickly told me to remove my clothes. Next, he laid me over his lap, and I could already feel his boner through his jeans. I had heard some guys get turned on by crying, but I didn’t know that about him.

He says something about my attitude that day, that I need a spanking. I like spankings, but he always starts quite hard so I usually beg him to stop early on. He goes in for the first smack, and it stings. I try to keep a brave face. He moves on, alternating cheeks. By the fourth (I know, that’s nothing), my emotions and the pain pour out. I am SOBBING. He stops, pulls me close, and says “I love you so much, you know that?” I calm down again, and he tells me to check out my butt in the bathroom mirror. It’s pretty red for such a short spanking.

We move things to the bedroom. At this point, I’m completely naked with a red, stinging ass and he’s fully clothed. He bends me over the bed, unbuckles his belt, and rubs his dick over my pussy. He teases me for a minute before I say “please.”

“Please put it in.”

“Put it in where?”

“Please put it in my pussy.”

He enters me, and it feels good. I’m exhausted from crying, though, so I’m mostly just a whimpering mess while he fucks me into the mattress. At some point, he slips out. He doesn’t put it back in right away but rubs it along my slit/ass. I turn my head and say “put it in daddy.” All of a sudden I feel him start pressing into my ass. My eyes go wide because I’ve never done anal ever. We’ve talked about it, but we’d also talked about building up to it. He barely gets it anywhere when it starts to hurt. I’m still really sensitive so I start crying again so he pulls out, comforts me a little, and puts it back in the right hole this time lol he fucks me until he cums inside me.

The whole experience was such a mess but in a good way. One I’ll never forget, that’s for sure

Source: reddit.com/r/gonewildstories/comments/751msy/he_almost_put_it_in_the_wrong_hole_mf