I’ve (F28) been with my boyfriend Billy (M26) for six months. He’s pretty awesome in a lot of ways. He works out, and is beautifully built. He has a bit of a six-pack and fine strong arms. He’s fun to talk to, hang out with, go on road trips with. On the other hand he’s insecure. He’s always afraid I’ll break up with him, and he’s miserable when I fuck other guys (or girls even), which I do now and then. He’s desperate for any sexual attention I give him, which makes me feel like withholding affection. When I do choose to fuck him, I’ve gotten to the point where I always punish him, cause pain and humiliation. But he just wants more. I’ve become his torturer basically.
Anyway last weekend we went to a party at my ex’s house and I pulled something so mean and skanky that even I feel embarrassed. My ex, Dave, and his current girlfriend (Julie) were throwing the party. Dave broke up with me 2 years ago because I was slutting around too much for him (but he did invite me back for a threesome with Julie LOL). We’ve stayed friends and I’m even better friends with Julie. Since the threesome, Julie and I haven’t hooked up, but we talk about sex a lot. We were all in the kitchen talking and drinking. There was one other guy in the kitchen, Matt, who I happened to have a fling with almost 10 years ago when we were in college.
The guys were talking sports, and Julie and I were getting bored. I was standing behind Billy and started playfully rubbing his butt through his jeans. Julie grinned at me, and asked me if Billy and I do butt-play together. I said I like to peg him. This caused an immediate pause in the conversation, and Billy turned bright red in the face. I laughed an said *don’t feel bad, you like it don’t you?* Everyone laughed, except Billy. The conversation shifted to sex, and what sex acts people enjoyed. Matt admitted he was “a little bisexual”. Dave, with a smile, asked how the pegging was going, and he might let Julie do that to him.
While we were talking sex, I slipped my hand inside Billy’s pants and start rubbing his ass and crack, which is making him squirm and look a little frightened. I try to reassure him, but I’m a little drunk, and I call him *Bunny*, which I call him whenever I want to fuck him, and tell him I’m going to give him the fuck of a lifetime. He looks alarmed by now, but I whisper to him “Remember what we talked about?” This was a mean blow I admit. I was making a reference to the fact that we had a conversation about the fact that he was always too chicken to have threesomes, which is my favorite way to fuck. I threatened to dump him if he didn’t man up for group sex with me. When I called him Bunny his eyes got very big and he said *here*? But I just laughed and told him to relax and we’d show them how its done. Billy was torn between badly wanting me to use him sadistically, and the shame of being exposed in my friends’ kitchen.
Then I unbuttoned Billy’s jeans and began to massage his cock. I wanted, in my half drunk state, to show my friends how perfect his cock was. When it got hard, they did all agree that he had a fine dick, and that seemed to reassure Billy and let him relax. I pulled his pants down, and then took them off completely, and told him to lay his chest on the kitchen table and close his eyes, and that everything would be lovely.
I whispered to Julie *can you fetch my bag?* Because I’d been planning on staying at Billy’s, I had my dildo, harness and lube in the bag already. When Julie brought my handbag, I pulled out the lube. I told Billy to reach back and spread his ass cheeks for me, which he did. I said *good Bunny*. Then I started spreading lube on his little bunghole, and poking my little finger in. With each poke, Billy let out a whimper. He was bent over the table with his eyes closed, holding his ass spread. For Billy, initial anal penetration is always painful, not matter how much lube I use, but soon he likes it, and he usually comes if I come.
After warming Billy up, I put on my harness and strap on, right on top of my jeans, and lubed it up. I had no intention of getting naked: it turned me on to be clothed while fucking Billy in front of my friends. When I started to gently insert the head of the dildo into Billy’s anus he was crying softly, but not telling me to stop. This is when I noticed my friends: Julie had Dave’s cock out and was giving him a hand job. Matt had his own dick out and was masturbating. Matt was standing close to the table and his hard cock was close to Billy’s head, which was a big turn on for me.
Things continued this way for a while, and my dildo kept going deeper and deeper into Billy. By the time all 7 inches were sunk in his rectum, Billy had collapsed into a limp puddle on the table, emitting the softest of whimpers, and oblivious to everything except being fucked slowly and deeply by the woman he was so desperate for. The dildo was pressing on my clit through my jeans, and the whole scene was making me so hot that I knew I would orgasm.
At this point I told Matt he could touch his penis to Billy’s face, which he did, leaving small streaks of pre-cum on Billy’s cheeks and lips. I said *Bunny open your mouth.* As always, Billy obeyed. Matt played with Billy’s mouth with the head of his cock, letting Billy lick the tip and kiss it, before starting to slide into his mouth and fuck poor Billy’s face. Billy had never had a cock before and couldn’t take more than two inches, but he was game and rose to the challenge. I was very proud of him.
I was intensely turned on by seeing Billy spitroasted. I started fucking him harder, sliding the dildo almost all of the way out, and back in again. I think we all started to orgasm at the same time: Julie made Dave spurt cum on the table, Matt pulled out and laid fat white ropes over Billy’s face and hair, and I had my own orgasm while pounding Billy’s ass. Billy, who always comes when I do, started spurting all over the kitchen floor.
For a few minutes, we all just waited, limp and exhausted. I suspect we were all wondering what in the hell just happened? Then I pulled Billy upright, so he was standing, with the dildo still embedded in his ass. Matt asked if he could suck Billy for a little bit (he probably wanted to swallow the last of Billy’s semen that was still in the urethra), which he did.
Later, Billy and I went back to his place. I told him what an amazing party fuck toy he had been (not exactly in those words), and that I would not leave him, and that he could fuck me any way he wanted.
Source: reddit.com/r/Erotica/comments/vcb66m/pegged_my_bf_at_a_party_femdom_pegging
Hot!!! 🥵