This story started many years ago as a sixteen-year-old teen without even knowing it. It all started the night I was on a date with Bobby Jennings. Bobby took me parking after our movie date. I didn't stop him as we kissed, and Bobby's hands moved to my tits. It was the first anyone touched my tits besides me, and I must confess I enjoyed it. It didn't take Bobby long to unbutton my shirt and get my tits out of my bra.
Once my tits were free, he kissed and sucked on my nipples. I never knew how good a mouth could feel on my tits. I was engulfed in these new pleasures I was enjoying, which I could only guess was why I didn't stop Bobby as his hand slid under my skirt. He moved my panties to the side and rubbed his fingers up and down my wet pussy. Again, an area that was only familiar to my fingers, but I did love someone else's there.
Bobby slid two fingers into me and finger fucked me. His fingers felt much better than mine, and I found myself hiking my hips into his fingers. Bobby's finger fucked me harder and deeper, which quickly brought me to an orgasm. This was the first orgasm I ever had that I didn't bring upon myself.
Bobby guided my hand to his crotch and placed it on his rock-hard cock over his pants. I was so focused on my pleasure that I didn't realize how turned on Bobby was. I felt obligated to ease Bobby's frustration. Undoing his pants, I reached in and took hold of his cock, stroking it slowly. Bobby closed his eyes and moaned as he enjoyed my hand moving up and down on him.
Out of the blue, Bobby moaned out, "Blow me."
A thought that was never in my mind, but Bobby quickly put that thought there. I never did it before. I knew what to do but had yet to try it. Well, tonight was the night. I lowered my mouth down and took Bobby's cock into my mouth. I remember thinking it was not at all what I expected. I liked the soft silky feeling of it in my mouth.
Not having much experience sucking cock, I slid my mouth up and down on him. I don't think he minded much since he quickly moaned loudly and told me how good it felt. He then let out a loud gasp, and I felt his cock explode in my mouth. I didn't have much time to think about what to do. This may have been a good thing because I soon discovered how much I enjoyed the feeling and taste of a man's cum.
Since that night, I craved sexual adventures, and I feed that desire often. I became a real "party girl." Someone who didn't say no to too much. The naughtier the night was, the more I felt satisfied. People were always attracted to me. Of course, my tall five-foot-eight frame, topped with blonde hair and 38DD tits, didn't hurt the attention I received.
That party-girl attitude did have its issues, however. Because of it, I sabotaged many relationships because of my insatiable desires. That is until I met Tyler.
Tyler and I met at a club. He was a very charming and very handsome man. We hit it off, and well, to be honest, all I cared about was a wild and hot fucking session. Tyler didn't disappoint. Tyler was six-foot-five inches tall with an athletic build. I was delighted the first night when we went to bed, and I unleashed his thick eight-inch cock. I became even more pleased that first night when I found out Tyler could orgasm and remain hard, ready for more.
Our first night together was never-ending orgasms. It got me to want more and agree to more dates. It didn't mean I was monogamous in any way. I would still seek out others to fuck, but Tyler accepted that I was a woman who needed more. Tyler was always ready to support me in my explorations. He agreed to go to a club for swingers when I wanted to try the swinger's scene.
We enjoyed each other's company and the sex we had. We were both happy and content with this relationship. Then it all changed. There was a fire in my apartment complex, and I found myself homeless. With no place to go, Tyler offered for me to move in with him until I found my place.
A few years went by, and I was still staying with Tyler. Honestly, I cannot say I was doing my due diligence to find an apartment. Although, I must confess I didn't mind that having a roommate was cheaper since we split the rent. It helped even more that I had a roommate that would fuck me on the nights I needed him and wouldn't complain or even ask about the nights or weekends I didn't come home because I met someone else. Although I have to admit he did enjoy it when I would tell him about my dates.
In our conversations about these dates, Tyler confessed to me how much he enjoys seeing me with others. He went on to tell me that the more I was a slut, the hotter it was. He told me the few times we went to a sex club. He preferred to watch me with others than to be with someone. He also felt that way when we were in our swinger groups.
After he told me that, I told him of my nights with others and told him in great detail what we did. Tyler always got so turned-on hearing of it all. It was freeing to have someone to share my exploits with. He knew I had a craving for black men, but the night I told him, I flirted with a black man and wound up being with him and his two buddies because he didn't want to leave without them. Tyler was hard for a week and would tell me he wished he could see that.
Looking slightly confused, I asked him if he wanted to watch that. He told me it would be so hot to watch me being a slut with others and not just hear about it. "So, you want to be a cuckold, then?"
Tyler quickly answered, "Oh, fuck yes, that would be so awesome."
We talked for a while about that type of relationship. When I pointed out how I felt a cuckold needed to be bisexual, I was shocked when Tyler told me he had been with a guy. I wanted to hear more about this, so I pressed him for details. He told me how he and his best friend (whom I know very well through my relationship with Tyler). He told me how he and his friend Tommy would read erotic stories, which interested them, so they experimented. He told me how he and Tommy would read these stories and caress each other's cocks. Both were so inexperienced that they were craving sexual pleasures. So, one story they read about blow jobs led to Tommy proposing they could take each other in their mouths to know how it was.
He told me how Tommy took his dick in his mouth and sucked him off. Tyler couldn't believe how good it felt. Tommy sucked his cock but didn't take him to climax. Instead, he just got to feel how fantastic someone's mouth felt on his cock. Tyler then returned the savor to Tommy. He told me he was just as turned on to have a dick in his mouth as he was to have his in someone's mouth. Tyler, like Tommy, didn't bring Tommy to climax but told me he went home and jerked off thinking about the pleasure he was enjoying.
He went on to tell me how he and Tommy would meet regularly to enjoy each other. He would always be thinking of Tommy's cock. He told me Tommy was big, bigger than he was. I wondered how much bigger he could be since Tyler was big. Tyler told me they would suck each other's cocks but then go home and jerk off.
That all changed one day while Tommy was sucking Tyler's cock. Tyler told me he was so turned on and didn't want Tommy to stop sucking, and before he knew it, he was coming. Unfortunately, he didn't have time to warn Tommy and caught him by surprise. Although Tommy took some of it, most dribbled out of his mouth onto Tyler's cock and stomach. Tommy quickly returned and licked up all of Tyler's cum off him.
Tommy was rock hard, and Tyler took his place between Tommy's legs. He wrapped his lips around Tommy's dick and started sucking him. Tyler told me he knew at that point that he had to take Tommy to orgasm today as well. So, he sucked him until Tommy cried out. Tyler didn't stop. He continued to suck and took Tommy's load into his mouth. He kept him in his mouth until Tommy went limp. That is when Tyler swallowed Tommy's load.
Both of them agreed that it was so hot being sucked until they came, and they both liked the thick creamy cum as well. So, they both decided that from then on, they would suck each other until they came.
They continued to meet daily to suck each other's cocks. This lasted another month before Tommy got his first girlfriend, ending their sexual experimentation. But Tyler told me that before they finished it, they read a story about two men and how they fucked each other's asses. That day Tyler got the Vaseline out of the medicine cabinet, and they both lost their anal virginity.
We already discussed that if Tyler were going to be my cuckold, he would have to follow all my instructions without question. In addition, he would have to be submissive to me. He agreed to that and pledged his submission.
After hearing about Tommy and Tyler fucking each other's asses, I couldn't let it go. I ordered Tyler onto all fours. He was unaware of what I was doing, but I donned my strap-on and moved behind Tyler. I reached around, taking hold of his dick which was quite hard. I slapped him as I pressed my well-greased strap-on into Tyler. I took Tyler's ass that night as I reached around and stroked his cock showing him what duties a cuckold would be expected to do. I fucked him until he came.
That night we changed many things in our lives. I regularly head out to clubs, stores, or gyms to meet men. After every fuck session, I would return home and have Tyler lick my well fucked pussy as I described in detail what we did. Tyler would get so excited from our talk that we would finish off with either me sucking his cock or taking his cock.
I couldn't get the description of Tyler and Tommy sucking each other's cocks. It didn't help that Tommy was divorced a year ago and has been spending much time at our place. I couldn't get the image of Tommy having a big cock. Every time I looked at him, I wondered.
Tommy was a beautiful man. He stood six-foot-two with blonde hair, blue eyes, and a goatee. After his divorce, he never had a problem finding a bedmate. Although I always thought Tommy was good-looking. I never thought of him as a sexual partner. That was not until Tyler told me about him. Whenever Tommy came over, I thought of him taking me in many different ways. I also thought of how Tyler wanted to watch me with other men. This could be a way. How could a guy who used to get his dick sucked by Tyler not want him to watch him fuck his woman?
I didn't mention this obsession to Tyler, but I knew he would be happy and surprised if it happened. My focus was becoming too much, and I knew I had to react. Friday night, Tommy was over for a barbeque. It was a warm night, so Tommy, Tyler, and I sat around the pool drinking after we ate.
We were drinking quite heavily that night. We were all feeling tipsy, and Tyler had to head to bed as he couldn't stay awake anymore. That left Tommy and I alone on the patio. I felt this was my moment. I decided to open up to Tommy and tell him everything I knew. He didn't deny it when I told him what Tyler told me. Instead, he was open to telling me all about it from his perspective. He also told me Tyler was not his only time with another man. He told me that he had three more incidents with other men over the years.
I went on to tell him how it turned me on hearing it all. When I told Tommy that, his demeanor changed. He became more flirting and suggestive with his comments. I admit I felt good that Tommy was feeling me out and hitting on me.
I came clean with Tommy and explained my and Tyler's relationship and how I have been fucking others on Tyler's encouragement. Tommy hung on to every word I told him as I explained my plan. Once I was done explaining, Tommy stared at me, not saying a word.
He finally looked at me and said, "Let me get this right. You want me to fuck you in front of Tyler?"
I told him, "Yes, but I would hope there would be more than me getting fucked."
"Like what," he asked.
"I would hope that Tyler could make you feel good like he did years ago, and if you so wanted, you to make Tyler feel good as well."
"What would your role be," he asked.
"What would you like it to be?"
Tommy went on to tell me that he was not looking for a good girl. He wants a slut. One who does what he wants and can follow the directions or commands he sets on her. I assured him I follow the rules well and have never shied away from authority.
Tommy informed me that he is open to seeing where this goes, but it must be on his terms. I agreed and asked him what his terms were. He went on to tell me how Tyler would know nothing about it until he decided. I agreed to his terms, and he quickly gave me his first command, ordering me to "Get naked."
I stood in front of him as I slowly disrobed. He stared at me as I stood in front of him then he told me to turn. I felt a slap on my ass as Tommy mumbled, "What a nice tight ass."
As he caressed it, he asked me if I was ever fucked in my ass. He seemed excited when I told him I had been. He then told me how he liked my smooth cunt, and I am to keep it smooth at all times. He then told me I was not to have hair below my eyebrows.
Tommy threw a cushion from one of the chairs in front of him and told me to kneel in front of him. He leaned up to me and cupped my tits as he caressed them. I have always loved your tits, he told me. A soft moan escaped my throat as I felt Tommy's hands on my tits.
Tommy sat back in his chair and told me how he wanted to see the oral skills my newfound slut might have. My hands moved to Tommy's waist as I undid his pants. He hiked his ass off the chair as I pulled his pants and boxers off him. My eyes widened, and a big smile came across my face. Tyler was correct. Tommy had a big thick cock
With it lying on his lower torso, I licked his balls. Tommy moaned as my tongue lapped around his balls. Next, I took his balls into my mouth and sucked them, using my tongue to flicker over them as they were in my mouth. Again, Tommy moaned and encouraged me to continue. I couldn't take my eyes off Tommy's dick. Being a size queen, I couldn't wait to have him. It is not that I didn't have a big cock like his, but I have never had one on a white man.