I’m 25 and engaged to a woman, Jen (also 25). We’ve been dating for 4 years and engaged for 4 months we met in college and lasted since. We are pretty sexually active and always looking for ways to enhance our bedroom activities.

I have a bit of a secret that no one knows (so why not tell Reddit lmao). I am a very closeted bisexual and have had sex with a few different men and have always bottomed in those situations. The only reason I’m this closeted is because I could never date a guy, only women, but every now and again I love getting drilled by a guy but then the feeling goes away for a bit. So I never felt like I had to tell anyone about it. Including my fiancé.

So one night we were talking about new things to try and all that fun stuff and she brought up cuckold. Not totally against it but I can’t really see myself in that situation, but my rule is I’ll try anything once. Amidst my pondering, she interrupted and said that she wanted to be the cuck and watch me get fucked by another guy. It was shocking to hear those words come out of her mouth, but it made my dick twitch as I flashed back to getting prone boned and choked in missionary. I had to play it kind of cool and hesitate for a second. I needed to get a better understanding of what she wanted to see. She said that she wanted to see me to suck his dick and take it up the ass and let him cum in my ass. This may be somewhat revenge, as I recently came in her ass which she HATES. But accidents happen and totally my bad. Twist my arm, I’ll take this “punishment”.

So I eventually agree and we went on Grindr and made a profile for me. The bio emphasized I would be bottoming and submissive and that by here would be a small audience. A few blanks, bots and weirdos stroll through. After a while a profile with a big hunky guy in construction gear and slightly dirty and not gonna lie that turned me on. He started a chat and gave us his stats. He was 27, 6’5 and 250 and 8inch member. He was thick and pretty muscular. He was openly gay and masculine. He proved he was clean as did I and we mutually agreed and set up a date to meet at a bar and see where it goes.

The night came, my fiancé and I got seats at a bar near our apartment and got a drink and a shot. He came in about a half hour later and came over to us. Holy shit I thought this was gonna be a cat fish but goddam he was real and the pictures did him justice. We hug and sit and chat and I and just staring at this guy while my fiancé is doing all the talking. I was excited deep down but I had to remain nervous on the outside, and I was actually because he had a pretty big dick and it has been a few years since my last penetration. We get a few drinks in and the vibes are great we’re chatting and feeling each other. We give each other the look and get the tab and walk back to our apartment.

The fiancé sat in a chair in the corner of our bedroom and had her wand set next to her along with a glass of wine. Me and the hunk, we’ll call Matt, sat on the bed and awkwardly sat there staring at each other until Jen told us to get it going. We kissed for a little bit which was kinda of nice. He was a bit aggressive which got me going. Biting my lip, battling my tongue and hands on my ass. We get our shirts off and he is beautiful. He lays back and pulls his cock down and I kissed it then took it all in my mouth. Wasn’t my first time and kinda didn’t hold back. I was feeling it. Looked up at Jen and she was loving every second of it. she was rubbing her clit and sipping her wine and locking eyes with me while I gagged on his big cock.

He gets me up and puts me on my back. I’m staring at the ceiling and feel his tongue poke my hole. I was not expecting that but getting my ass eaten is my absolute favorite. It’s my kryptonite and makes me moan like Jen. This was never discussed but Jen knows this about me so I’m assuming she slipped it in to him. Finally he lubes up and slowly presses into my hole. His cock was 8 inches and decently girthy. After a few long and slow strokes he started to pick up the pace. I told him to choke me and he didn’t hesitate and immediately put his strong hand on my throat, lightly squeezing. I look over and Jen and she is massaging her clit with the vibrator and taking it all in. She is having way too much fun with this. He fucked me good for a solid 5 minutes then was ready to cum. Jen screamed for him to breed me and he did. He shot rope after rope deep into my hole. It felt amazing I forgot how much I love being creampied. He pulled out and Jen got on her knees and sucked his cock clean. I was in shock, that turned me on so much. I mention that I haven’t cum yet. And Jen lets me fuck her and fill her pussy up.

This was a fantasy but happy to chat with the horny people if anyone wants lol. Thanks for reading :)