When I started typing this I didn’t expect it to be a multiple part story, but turns out it is. Stay tuned for part 2.

When my fiancé and I first started dating, I quit hooking up with men cold turkey. I always swore to myself I would never cheat on her. But that all changed the night before our wedding.

We live about 45 minutes away from the venue, and my fiancé went to stay in a hotel the night before the wedding so we wouldn’t see each other the day of the wedding. A few of her bridesmaids went to the hotel with her, and I couple of my buddies and I went out for a few drinks in my town around 6pm. After a few hours and a handful of drinks, we were all getting ready to go. I was feeling pretty buzzed and extremely horny. I downloaded Grindr at the bar and did my best to hide the app from my friends. I logged into my account that I promised myself was only for flirting with and teasing men, and started browsing. There was an account only a couple hundred feet away from me. There was a picture of a boat, and not much else in the bio. I messaged them anyway.

My group decided to call it a night and we loaded up into the car and drove home. It was only a few minutes drive from the bars to my house, where my buddies dropped me off and went on their way. It wasn’t long before I was back on Grindr looking for someone, or a few someone’s, to chat with. The profile I had messaged at the bar messaged me back asking for pics. I sent him my album which had a few ass pics, including one in a purple lace jockstrap that he really liked. He sent me back a couple cock pictures and damn was I impressed. To my luck, he was an older man which is my weakness. He had a nice cut cock, probably 6 or 7 inches judging by the pictures, and a nice set of balls covered in a little bit of gray hair, which drives me absolutely wild.

I quickly got into my hiding spot and grabbed my little collection of toys I keep hidden from the fiancé. My stash includes a few different butt plug sizes, a couple dildos in different sizes, beads, lube, and a douche. I hopped in the shower and started cleaning myself out with the full intention to just flirt with this man and use my toys on myself until I blew a huge load all over my bed.

I continued talking to this older man on Grindr, and got a little more information out of him. He was in his early 60s, and in town staying at an Airbnb on a fishing trip with a few of his friends. I live very close to a lake in a small touristy town so this was nothing new. He asked me what my plans were for the rest of the night and I sent him a picture of a few of my toys lined up. He asked me if I wanted the real thing instead and I told him it had been a few years since I had the real thing. We kept messaging back and forth for a little bit while I stretched myself out with my toys and played with myself making sure not to cum yet. At this point I still had no plans of meeting up with him or anyone else.

After a while he told me I should come meet him out and the bar to hangout when I was finished doing what I was doing. I was super unsure and nervous but something really started taking over me.

I asked if any of his friends were gay and he said no. I asked him if they knew he was gay and he said “yes they know, and they don’t mind if I have a little extra fun when we hangout.” He offered to send an Uber my way to pick me up. I was starting to get really turned on at this point and thought to myself “well hanging out with them isn’t gonna do any harm” so I told him I would come. I put all my toys away, slipped on the little purple lace jockstrap I knew he liked from my previous pictures, got dressed and headed out the door when I saw the Uber pull up. Nervously I hopped in and felt my cock twitch when I shut the door and the car took off. I told him I was on my way.

When I got to the bar I saw him standing out front waiting for me. He reached out to shake my hand and I let out a shy “hi” as he opened the door for me. I walked in with him right behind me and immediately heard a group of men start laughing, followed by one of them saying “well looks like Chris found himself a little toy after all.” I blushed and felt his hand touch my back right above my ass and he said “don’t worry about them, they’re just goofing off” and he laughed to himself.

We hung out at the bar for a couple of hours, and the whole time this guy was making me feel like his little toy. He ignored me for the most part except to turn to me every now and then and ask how I was doing. He would sneak in little squeezes of my ass and asked me what I was wearing underneath my shorts. I told him I had on my jockstrap and he smiled and said “that’s what I thought” and grabbed my ass hard before turning back and talking to his friends. I don’t know what it was but I was so turned on by the way he treated me. I wanted more.

When closing time hit, he asked me if I wanted to go back to their Airbnb with him. Right then and there I knew that I was going to be cheating on my fiancé with this man. I didn’t know how far I would take it, but I knew I was going home with him. I said yes and he whispered in my ear “maybe we can finally have some alone time.” I was so horny for this man. I just looked up at him and said “I hope we get some alone time” loud enough for his friends to hear. They ordered an Uber and we all climbed inside. After about 5 minutes we arrived at their place, and I followed him inside. He opened the door for me, and slapped my ass as I walked past him. I heard his friends laugh and one of them say “Jesus guys at least wait until you get to your room.” He laughed too and said “I mean it’s not like it matters, you guys are gonna hear us all night anyway.” They all laughed together and Chris put his hand on my shoulder, turned me toward the hall way, and said “second room on the left” and gave me a little push.

I walked to the room and turned around thinking he would be following me, but he wasn’t. I went in the room and laid on the bed waiting for him to come in, but he still didn’t. I heard him talking with his friends and laughing for a few minutes. Finally he came to the room and stepped inside. “Why are you still dressed?” I said “sorry” and started taking off my shirt. He smiled and stepped inside the room, and closed the door behind him.

To be continued…