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I had a threesome experience with my wife and friend recently and it was the first time I legitimately felt cuckolded. In the moment, I absolutely hated it but for some reason a couple weeks later I keep thinking about it and getting hard. So I feel like I need to tell the story somewhere
My wife and I have been having threesomes with both another man and another woman from time to time for a little over a year now. We both decided on thirds that we both agreed were safe and that we could trust. We have no limits on what is allowed during our play with them and very rarely discuss doing anything specific ahead of time. They are very “vibe” driven situations and have always been a ton of fun regardless of which third we invite into our bed. We are both straight (flexible) and jealously has never been an issue in this arrangements. We have both legitimately enjoyed watching the other have sex with our respective thirds while we take a breather but always jump back in and participate
One night recently my wife and I were just starting to fool around and she mentioned she was feeling like “extra” that night. So after a quick discussion I texted our male third. He is a long time friend of mine and at this point knows what a text from us at that hour implies. He was over in minutes and immediately heads to the bedroom where I was already going down on my wife. He immediately stripped down and gets up next to my wife’s face and she starts sucking his already hard cock. This friend is not overweight at all but is not what you’d call fit where I am very fit looking. He fucks well but is usually very passive in bed. His cock is decent size with a slight downward curve but still a little smaller than mine. That night however he was much more aroused than I had seen him before because his cock looked huge and where he usually would lay back and let my wife blow him, he was (still gently) fucking her mouth. No problem there, the wife was really into it. She pulled his cock out of her mouth and looks up at him slightly laughing and said “Damn you’re huge tonight!”.
That comment alone gave me the first hint of insecurity of the night as I looked down at my only half hard cock. We had been doing threesomes with him for over a year at this point and I had never once felt insecure for a second. I didn’t let it get to me and moved to trade spots with him. He didn’t miss a beat and immediately got between my wife’s legs and started fucking her missionary. She was nice and wet already from me eating her so he had no trouble getting his unusually large erection in her and she responded immediately. She was moaning and gasping as he fucked her. I got into position by her face and she didn’t seem to notice at all. I laid my cock on her cheek and she responded by sucking it for a few seconds then grabbing it and squeezing it as she came from him fucking her. He didn’t relent at all, he kept pumping and she just went along for the ride half squeezing my cock. I pulled back and let them have a minute. Eventually she told him she wanted to ride him. And they moved into that position as I watched feeling like an absolute third wheel. I decided I was going to take some control of the situation. My wife loves anal and absolutely goes crazy for being DPed. So as she’s riding him I position behind her and ask her if she wants me in her ass. She replied “yes” immediately. Her ass was wet and soaked from her pussy to the point where I didn’t even need additional lube. I spit on it anyway and started working my cock in. Usually she needs a second to let her ass adjust when I first get inside but she was so wrapped up in it she was bucking and grinding. Normally I have very good control and can go all night but after plunging in her ass and feeling the way she was moving i knew immediately I was not going to last long. She orgasmed for the 4 or 5th time and I came with her. She felt it and enjoyed it for a minute but then seemed somewhat disappointed that I had finished already.
I pulled out and went to clean my cock off already feeling ashamed that I didn’t last long. I wanted to rally back and figure shove aside this funk I was feeling but things got a bit worse when I went back to the bedroom. My friend had my wife on her side and he was laying on his side behind her holding one of her legs in the air absolutely drilling her. He looked enormous. My cock felt and looked so small at that moment, that’s all I could think about. The look on my wife’s face was one of total surrender to him. She was laying there literally gripping the sheets, eyes squeezed shut, moaning. She gasped “oh fuck I’m gonna cum again” and convulsed as she did. I felt like I may as well not have even been there. She laid her head back on his shoulder and turned and kissed him as she kept cumming. My friends cock slipped out as she came, he tried to push it back in but couldn’t get the angle right and his hands were busy with her leg and her tits. She has her arm around his neck as she lay on his shoulder and looked over at me and said “little help babe?”. I had done this for them before on other nights and had no problem with it, she thought it was hot but it was the last thing I wanted to do right then. Begrudgingly, I grabbed his still throbbing cock….it felt much bigger than the one I had just been cleaning up in the bathroom….and angled it into my wife’s insanely wet pussy. I wanted to call a stop to the whole thing but knew I’d probably regret it later if I did, so I just sat and watched and felt small. Eventually he blew an absolutely massive load in her cunt.
He left and she and I went to bed. I was angry….angry at her for making me feel left out and angry at him for not reading the room and most of all angry at myself for being so insufficient. I told myself I wasn’t going to touch her for weeks to see if she’d notice me then. About an hour later though, my cock betrayed those plans and I woke her up for round 2. Plunging into her still cum filled pussy. She was happy to oblige
So there it is ….I don’t know why thinking back on that night makes me hard now but it does. I’ve given her great sex since then (and our female friend too) and we have even had him over twice since then and things were normal. But that one night where I was simply off my game and he was bringing his A game totally flipped the script on me