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.