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In July of last year I (23M) finally confessed to my girlfriend, Mei (21F), of four years my ongoing cuckold fetish. I had tried to avoid the subject for as long as I could, figuring that the kink would pass just as others had. However after over a year of having those kinds of fantasies I decided that it would be best to get it off of my chest, part of me hoping that she’d shoot it down and that maybe rejection would help me move on.
That’s not what ended up happening however, as she told me she’d take some time to process and get back to me when she wasn’t horny. Less than a week later she told me she’d be fine trying a MMF threesome, although she wasn’t comfortable with cucking currently and would need more time thinking, but sensing my hesitation she told me we could start with bigger toys and see how it went from there.
From July to October it was just toys used in the bedroom, we never included anyone else in our talks. Until Halloween came around and we went to the Halloween party of a mutual friend. Mei wasn’t dressed as anything overly sexy, I went as Fishstick and her as Skull Trooper from Fortnite. Kinda cringe I know but that kind of irony has always been our sense of humor.
However despite the lack of sex appeal with the costume, Mei still is an attractive woman. A short Asian woman who’s bodysuit is hugging her tightly is gonna draw attention no matter where she’s at. She got hit on by multiple men, shooting all of them down until a tall darker skinned man came up to talk to her.
Now this next part was told by her so I didn’t confirm it with my own eyes, but she says that they got to chatting, and he was making her giggle so when he asked for her number she ended up giving it to him.
Mei then met back up with me, and after another hour or so of hanging we headed back home. Just the thought of her giving her number to another man turned me on so much, it made the sex some of the best we’d had in months. The man’s name was Matt, he was some kind of Polynesian descent I think, although I still haven’t put my finger on it.
After talking over our boundaries with eachother, over the next couple of days the two of them got to talking, and she was clear about things from the start excluding my cuckold fetish. She made sure to tell him she had a boyfriend, and that we were interested in a threesome which turned me on extra to think about. Matt was fine with it, he was interested in the thought of a threesome too, and during November I finally got the chance to formally meet him.
Matt was a very charming fellow, I could see why Mei gave him her number, and we discussed it. It turned me on again since we were actually in public talking about where this was gonna go next. We agreed on a couple dates with the three of us first, where he treated the both of us to dinner. I don’t exactly know what he does for work, but he makes plenty.
Come the end of December we were finally ready to have the threesome we’d been planning for a couple months. The date was set for January 2nd, and come then Mei picked out a very attractive and cute outfit. It was an ivory colored blouse with a maroon knee length skirt. We went out for dinner and then came back to our apartment, all three of us.
My heart was beating faster than it ever had before, I couldn’t believe what was about to happen. Mei and I kissed while Matt grinded on her butt before she turned around and give him a deep kiss on the lips too, making me get even harder than I already was. It stung a bit when I saw her unzip his pants first, before quickly giving him a kiss on the tip and putting him in her mouth. Even at my hardest he was bigger than me, and my excitement grew as I watched him slowly pump into her face which quickly sped up. Still no attention on my cock, but at this point I had pulled out mine myself and started rubbing it, which Matt must have noticed as he sped up. He pounded on her face for what must’ve been 20 minutes before she finally pulled off of him, but before she turned to me she got off the bed and removed her clothes while Matt grabbed a condom from the bedside. When Mei finally got back on the bed she finally had her mouth open towards my cock, but with her hind end raised in front of Matt’s cock. He teased her entrance distracting her from sucking me, and that’s where I got nervous and ended the whole thing.
I used our safeword and brought the whole thing to a halt, the two of them respected it and stopped too, although they were a tad disappointed about the waste of a condom. We spoke about boundaries again but by the time we were done Matt was turned off and was ready to go home. He left, and it was just Mei and I in the house again. That night I was hard as hell, but she was very quiet. Matt has not responded to her despite it being nearly three weeks, and the fact is that I still feel the urge to contact him again.
I don’t know if I should push it farther like that again, it made me really nervous but was also really hot. I’m just afraid that I won’t be able to stop it again, since I noticed how much Mei loved his cock. I would like to contact him again, but I’m worried about what he may demand. However at the same time I don’t wanna throw away the two month old bond with someone we’ve been “working” with.
TLDR; My gf and I planned a threesome with a guy we both get along with, but I got nervous and backed out last minute. It turns me on so I don’t know if I want it to happen, as it still gives me some anxiety.