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You all know the story. Guy wants to see his wife get fucked by his friend, wife is apprehensive, eventually gives in, decides she loves it and things go off the rails.
My situation was a lot more drawn out. First of all, I’m not sure I’m exactly a cuckold. I don’t get turned on by the idea of myself being humiliated. What I’m specifically getting off on is her succumbing to sexual desire, letting herself lose in the fight against her urges, and the more taboo the better. In that way, yeah. I might as well be a cuckold. In practice it’s the same, but I suppose it didn’t have to be. Maybe things could have been different. If she had been hiding some fetish that she didn’t feel comfortable indulging in, if she had some kink that I could have urged her to lose herself in, then yeah, I’d be there. But instead I’m here, and my woman is unfortunately one of the many booktok girls who reads erotic literature of some modest woman getting spit roasted and double stuffed by everything from basic vampires and fae to minotaurs and dragons. So not only was she into threesomes, and love affairs, she’s also a size queen. So yeah, here I am, a cuck.
It didn’t hurt that my best friend had a thing for her. When the three of us lived together they’d flirt constantly. Thanks to my, “please push any boundary possible” kink, I found myself semi-seriously telling them to “get a room” or asking, “Am I intruding?” Eventually the joking stopped, and in individual private conversations, I told each of them I’d be fine with something happening. They kept checking and double checking, never being sure themselves if they wanted to go through with it. They kept getting closer to it as the years went by. Yes, YEARS.
I remember one day we went out to celebrate a birthday, just the three of us. She wore a flowing dress that highlighted her assets, and implied she might not be wearing anything underneath. She’s a taller woman, and thick in the best way. The dress draped over the top of her apple ass, the thin material painting the picture of what was underneath, her beautiful long legs under the dress, each step making her ass jiggle and the dress swish. She was flirting with him hard core. Kept asking if he was going to give her a “gift” when we all went home from dinner. When we did finally make it home, she said, “I’m tired… Anyone want to join me in bed?” She walked into the bedroom and flopped forward onto her front, her legs spread and pointed towards the door, her dress flipped partially up, BARELY hiding whether or not she was wearing underwear. Fully presenting herself to whoever walked in. Here’s where I made the mistake, I told my friend, “After you.” With an exaggerated bow and flourish, like a butler showing someone into a mansion. He argued that I should go first. We went back and forth, neither of us actually doing anything. After a few minutes she comes back from the bedroom, having changed into her pajamas. “I got tired of waiting.”
There were a lot of near misses like that. Moments that I thought it was going to, but for whatever reason it didn’t. But then it did. On one of these days, sexual tension was high, and when we put on a movie, instead of laying on the couch with me, she laid with him. They had a blanket covering them, and after a while I realized… They were exceedingly quiet. I looked over. They were both looking at the TV, but she was blushing, her breathing was fast and shallow. For whatever reason, the way they decided to do it was as if they were trying to get away with it.
I let them think I hadn’t noticed for a bit, but after quite a while there was almost no change. I wasn’t exactly sure what was happening under the blanket, but I didn’t want this to be another near miss. “Alright, fuck it.” They froze. I stood up, walked over to where they were laying, and pulled the blanket back. One of his hands was under her shirt, squeezing a breast, the other was tucked into her underwear, just barely teasing her pussy. “Yeah I figured. But we don’t need these!” I grabbed her underwear and assertively wiggled them down her hips and off her feet. She light-heartedly tried to stop me, and when they were off, she became shy, and tucked her head into his chest to hide herself, the embarrassment of being naked in front of the both of us ironically making her nestle even further into his embrace. I didn’t interrupt, with the underwear gone his light teasing turned into full on fingering.
I don’t remember every single thing that happened there. Eventually they both relaxed, we were able to talk openly. I remember when he finally entered her he was still wearing his underwear and I gave him shit for it. She went back and forth between the two of us, and at one point she was sucking my dick while he fingered her, then when he started fucking her again she became lost in the sensation, and unable to concentrate on both at once just pressed her face against my hard dick as he fucked her into my lap.
At some point she laid some ground rules, no kissing, and no cumming inside her. I laughed, and asked why he was fine to fuck her mouth but not kiss her, and she said it was too intimate. That kissing was just for us. That didn’t last long. Soon he was pounding into her as their tongues swam and danced in each other’s mouths, her moans muffled by the hot passionate French kissing. Even more, the other rule didn’t last long either. The sex went on for over an hour, and eventually she was asking him why he hadn’t climaxed yet, begging him to cum on her. While pounding into her hard, between panting breaths he explained, ‘You keep saying cum ON you and all I want to do is cum in you. I’m just afraid… I’m just trying to be a Gentleman…”
She pulled her mouth away from his neck where she’d been biting and sucking to shout, “Oh fuck that!”
“Fine, then I’m just going to cum inside you, I don’t care anymore.” And continued to slam into her, even more aggressively. I was shocked. He was going to what? I considered saying something, but stopped when I listened to her. In response to him saying he was going to cum inside her, she began to moan and scream even louder. I just sat and watched as they increased in intensity until…
She wrapped her legs around his waist, crossed her feet, placed one heel on top of the other, locking her legs. Her arms clutched his back in a hug, but her hands dug her nails into his back leaving long red marks. Their screaming and panting were both muffled as one of her hands grabbed the back of his head and pulled him in to kiss her. His hips bucked, and he became stiff, pushing the full length of his cock inside her. It was too dark to see but I know from later experiences that his balls were likely spasming as cum flowed into her.
They laid there for a while, chuckled, kissed again, began to cuddle earnestly.
“Hun, I think I’m going to sleep out here on the couch if that’s ok? I want to spend some more time with him.”
“Sure thing Hun.” I went to bed, my balls empty and my head spinning.
I later found out that a few hours later she felt his cock hard against her ass, and realized he still wasn’t asleep either. “Want to go again?”
“I don’t know if it would be ok. Should we wake him and ask?”
“You’re hard, I’m wet. Just fuck me already.”
They didn’t stop that night. It became common for us to have threesomes, and then common for the two of them to have sex on their own. We already had kids on our own, and eventually there was even talks that one day the two of them might also have a kid together. It wasn’t even a maybe, it was a thing they decided they were going to do, once the other kids were old enough. They didn’t want to many toddlers at once. Honestly crazy that the only thing that stopped that from happening was a conversation about car seats and the logistics of a minivan. Had the situation been different, she would’ve said yes, and let him pump a baby into her. Eventually the situation ended however. We tried to have a polyamorous/throuple situation, but it didn’t quite work out. Still, some of the best sex and kinkiest time of my life.

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