I’m (M50s) imagining my girlfriend (Annie, 50s) wanting a threesome with a pretty trans girl (Sally, 30+) with a nice cock. Sally would be our little bitch for the evening. I would _not_ be into it at first. I’d tell her: I don’t want to see or be in the same room as someone else’s erection. But I’d go along with it because I know it’ll fucking turn her on like it’s the end of the world. And there were things I wanted that she was reluctant about too.
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My girl and Sally made out on our big bed, Sally not taking her panties off at my request. I had no plans to touch Sally, but very soon I was stiff and their teasing was enough for me to join. I only interacted with my sweet girl at first, so Sally played with Annie’s hair and nipples while Annie worked my cock with her mouth. Recognizing my reticence, Annie told Sally to lie back and masturbate while she watched the two of us. So much for Sally keeping her pants on. Annie and I got into a 69 position, with her on top, and with her ass facing Sally so she could see my girl’s asshole and pussy, and watch my tongue on Annie’s greedy little clit. I ignored the sensation of my cock in her mouth as well as I could so I could concentrate on getting Annie closer to her first orgasm. I couldn’t see Sally, but from the sound of the lube, I knew she was two fingers deep in her asshole, and probably stroking her cock.
That’s when I knew I would actually fuck Sally. The back of my neck went hot at the realization. Annie wasn’t all that comfortable with anal, and tonight wouldn’t be the time to try again. But as our fucktoy for the night, Sally would give up her asshole, and I was going to do it, even though she had a dick and balls. Right then I just wanted the incredible sensation of fucking somebody up the ass. Increasingly horny, I battered my pretty girl’s poor little clit with my tongue and she started to grind her labia against my chin stubble. She leaked some pussy juice on my tongue and nose shortly before tensing up. I knew Annie’s body well. She’d be cumming soon. She had abandoned my cock at some point and had been resting on her palms, shamelessly fucking my face, when she groaned in ecstasy and slowed down, lifting her ass so her cunt was just grazing my lips and nose. This girl came like a gorilla uprooting an acre of vegetation. I wished I could see her face, but looking at her sore, wet pussy was pretty hot
As is our custom, she got off me and laid against my chest as I stroked her back and hair and praised her for being a good girl, bringing a friend to turn me on. She looked up at me and grinned. I told her I was going to fuck Sally. She grasped my cock for a second before getting up and going over to Sally. “Looks like we’re going to need some lube over here too,” she said to Sally, whom I still couldn’t see.
Returning with a big glob of lube, Sally laid back down with me, her stiff nipples against my chest, and applied it to my cock. “Does my baby want to fuck Sally up the ass?” She said. “Fuck yes,” I whispered. “You want to bend her over? Doggystyle? You want to, sodomize our little bitch?” I had to stop her from stroking me. “Let’s get our little girl ready for an assfucking,” she said, rising. I got up and turned around. Sally was already on her hands and knees, in the submissive position for the inevitable. She had three fingers up her butthole. Annie knelt beside her and removed them, spreading Sally’s ass and putting a finger in herself. I didn’t want to see balls or semi-hard cock hanging between the legs of the person I was going to fuck, but that asshole was irresistible. I was stiff. She was lubed and stretched. I walked over, knelt behind her, and out my cock up against the dark skin surrounding her slippery hole.
Sally grabbed my cock and started to push it against the wet sphincter that stood between me and an intense, balls-emptying orgasm. “Slow down, I said. Be gentle.” I thought it was funny that a girl who needed half an evening to be ready for anal wasn’t a bit more cautious. “Just put it in” Sally said. Fuck. I was so horny at this point that I slid my cock into her rectum like I had already been fucking her for an hour. I couldn’t believe I was doing this but I was way past the point of turning back. I told Sally to get the lube and as I pulled out she applied more to my cock and Sally’s asshole. I slid back in. Oh fuck. Pulling Annie up by the elbow I told her to whisper to me. I began slowly stroking. Annie and Sally murmured at the same time. “How dirty?” “As filthy as you can,” I grunted.
She asked a series of questions, me murmuring my assent to each. “You like fucking this chick with a cock?” “You like sodomizing her with no foreplay? Just using her?” “I love watching your cock stretch her little hole. Does it feel good?” “You like the tight grip of her ass?” At this I almost growled. “Filthier.” Annie surprised me by getting up and repositioning herself on her back under Sally. It looked like she was lifting her ass to get her pussy closer to Annie’s prick.
Annie picked up the filthy talk. “Fuck, baby, this bitch is rock hard. Fuck her up the shitter. Fucking pound her asshole. Use it for your own pleasure.” This nearly sent me over the edge. The feeling of a big, deep cum was building in my balls. Just like when I’d been edging for a week. “She’s just our fucktoy. Fuck her where she shits from.” Annie whimpered just then; I later found out that Sally had pushed my pretty girl’s hand off her cock. Annie was a horndog by nature but her horniness was off the charts at this point. She was almost ready to cum again before she grabbed her pussy and began fucking herself. Her noised set off a series of moans from Sally as I pushed as deep as I could. I had to cum like an animal fucking a female.
Annie and I had never done this before, but I pulled out and moved over to her side, spurting my first rope of semen on her face. Would she like it? Honestly I didn’t give a fuck. Almost simultaneously it was my turn to be a shocked as Sally also took a risk, gently cupping my balls as I pumped my second spurt on my sweet girl’s face. Sally’s mouth was right there and I pushed past her lips and yanked the rest of my sperm into her mouth. Annie came just about the same time. I collapsed, not wanting to get up and get a towel for Annie, though I knew I should.
___
I’m not interested in roleplay these days, but I’d love to chat with adult women (35+ please) who are interested in the themes I explore here.
You can also check out my [story starters](https://www.reddit.com/r/testertaste/comments/f03z5f/story_starters/) and some [other scenarios](https://www.reddit.com/r/testertaste/comments/f0edxl/roleplay_scenarios/) I’ve posted.
Source: reddit.com/r/eroticliterature/comments/109e4du/m4f_threesome_with_a_girl_cock_m50f50t30