Cuckolded by my Girlfriend
This is a work of fiction, and based solely in my imagination. If you enjoy cuckolding then you will enjoy this story. If you don't, then I would ask that you please move along and stop right here.
My name is Mark. I am a young 29-year-old male just starting out on my own. I have a beautiful girlfriend named Stacy who is 26 years old. We met after college, and both have successful careers so far. She is living with one of her childhood friends named Samantha, while I am living in a modest three-bedroom townhouse I purchased before meeting her. We are planning on moving in together once her lease is up. Life would seem to be going well for us, but I do have one problem. I have an increasing desire for my girlfriend to make me into her cuckold. Maybe it's my internet porn addiction, or just not being satisfied with the sex we happily have frequently. Either way I have an increased desire to watch her with another man or even men. We both come from conservative families. Neither of our families would approve of such a lifestyle. However, it has been eating away at me for months now.
The other day I finally built up the courage to sit Stacy down, and tell her how I felt. I honestly thought she would yell at me, and then leave me. However, that's not what happened. She was interested. She thought it would be fun to explore sexually. It could be something we did together. Me watching, and her getting to be sexually satisfied. My own live porno.
I am not really big down there. Measuring only about six and a half inches. Not small by any means, but nothing huge like what her friends had talked about. She had heard her friends brag endlessly about these big black guys they had hooked up with. Like any young woman she was interested, and when I said I would enjoy bringing someone into our lives to have sex with her. Well, she knew this was her chance to test the waters without losing me.
Nothing happened for a while. We talked about what kind of guys she was into. She told me she preferred someone much older, and black. But that wasn't a deal breaker. The most important thing was she wanted someone experienced and mature.
We planned a vacation down in Florida. At one of those pricy resorts. Just a couple of days to get away, and have fun together. We didn't see anyone she was interested in getting close with for a couple of days. Which really bummed us both out. As we laid out by the pool about halfway through our trip. I told her I was going to go get us some drinks. As I stood at the bar, I saw a middle-aged black gentleman walk by her. He was good looking. Well built, but not overly muscular. Hair just starting to show some grey. Very distinguishing looking. Maybe fifteen years older than us. Just as he was about to pass her, he stopped and started talking to her. He sat down on my lounge chair, and they started talking.
She didn't look in distress. She gave me a quick smile from across the pool, and then went right back to talking with him. They talked for a while, and seemed to be having some friendly banter back and forth. What I would find out later is she was telling him all about my desire to be cuckolded. He was here with extended family, and would try to make some time to meet us back at our room later that night.
The rest of the day was a blur. Stacy spent some time preparing herself for when he would come by. She was excited and a bit nervous. She wanted to look her best for him. He texted shortly after we returned from dinner that he was free for the evening.
He came up to our room, and Stacy met him at the door dressed only in the bikini she had been wearing earlier that day. He gave her a big hug taking the opportunity to feel her up all over in the process. They entered the room, and I finally got the chance to say hello. He seemed like a good guy. Here for a couple of days.
He and Stacy kept flirting back and forth. Touching, and kissing. They sat together on the bed, while I sat in the office chair towards the corner. His hands resting on her hip and her thigh as we talked getting to know each other further.
His name was Damien. He understood what we were interested in, and agreed that while we didn't live anywhere near each other back home, this vacation fling would be enjoyable. With pleasantries over with, he undid the tie that was holding her bikini top up around her neck. As it slowly fell to her waist revealing her breasts, he took charge and laid her down dipping his head to suckle each breast.
She really enjoyed his lips and tongue feasting on her nipples as his hands explored her body. Fully removing the bikini top, and venturing further south to her bottoms. As he pulled at the strings. The only thing keeping what was left of her clothes on. I knew this was the beginning of sharing my girlfriend with other men.
She lifted her bottom up so he could fully remove her skimpy clothing. Exposing her pussy for him to see for the first time. He expertly dove into her womanhood feasting on her as I sat and watched my girlfriend get enjoyed by another man.
She shakingly played with his shirt buttons exposing his chest while he kicked off his shoes. Climbing on top of her petite body he feasted on her naked flesh exploring ever inch. She, meanwhile fumbled with his pants and belt to release his cock. Finally, she pulled it out. Releasing it from its prison.
Standing at full attention at eight inches. He was longer and thicker than me. She was going to enjoy being filled by him that is for sure. With both of them now naked they both began fondling and touching each other. Kissing each other all over, and exploring each other.
I sat as an observer. Enjoying what I had set in motion. It was really hot to see her touching and fondling another man. One who was bigger than me in all areas.
Now they were whispering to each other. Stacy telling him, "Not yet." He then got up and found his pants. Reaching into the pocket and pulling out a condom. He opened the packet and handed her the condom. She gently rolled it over his cock. Covering him for his next venture. Her soft, wet, lush pussy.
Now protected he nestled his cock at the opening of her pussy. Gently, and slowly he proceeded to slide into her. She gave out an audible moan, and an intake of air as he slowly stretched her to meet his girth and size. Inch by inch he took what had been my exclusive right. Filling her, and claiming her womanly body as his.
As he began a steady rhythm of thrusts, entering and retreating from her, she wrapped her arms and legs around him. All I could see of her body was her arms and legs. Her head peeking out from under him. They were thoroughly enjoying each other, and paid no attention to me sitting along in the corner.
As I sat there with my pants around my ankles. Madly jerking myself to pleasure. It was evident Stacy was achieving an orgasm. Cumming hard on his cock while he continued his thrusting into her. "Harder, fuck me harder." She continued to yell, as she grunted and moaned in pleasure. Then she held there, mouth open as she shook from pleasure., fully enjoying her orgasm.
