This happened to me on my 19th birthday with the woman I lost my virginity to. We both lost virginity to each other in fact, and she was my first real girl friend. We started dating in high school, and she was my first everything.
I was slim, a runner, with pale skin, and long wavy red hair. My girlfriend Kelly was the all American type of blond beauty. She was trim, with green eyes, and the legs and ass of a dancer.
Kelly's parents were heavy drinkers and her house was something of a party house. They were always drunk and didn't mind there teenage daughters and friends drinking and partying at the house. In this environment Kelly grew up a free spirited, eager, and horny.
In fact, I had lucked out, my girlfriend was something of a nympho. All we did was fuck. Even with a young man's libido I sometimes had a hard time keeping up with Kelly. She couldn't keep her hands or lips, off my fat cock. She loved to suck dick and get fucked, and could have multiple orgasms.
She had my buy her a smooth 6 in vibrator early on in our relationship. After I had spent my load she would still be horny, and she'd use her toy to come again and again. Kelly had an exhibitionist streak, and loved riding me in the back of my car, on the beach at night, or even in the bushes at the park. She wanted to try role-play and loved costumes, and giving me strip shows. She loved to preform for me, I'd instruct her on how to expose herself, pose and masturbate for me. Kelly also loved to be spanked, and her pussy would get super wet any time I put her over my knee.
I had always had a fascination with bondage porn, and knowing how eager Kelly was to please me, I asked her I could tie her up. She said I could but only if I let her tie me up as well. From then on ropes, blindfold, and even gags became a part of our play.
Although originally I had been fixated on binding and spanking Kelly, it wasn't long before I found it much more thrilling to be the one tied up. At first, I had to insist that she tie me tightly enough, that I really couldn't get away, but before long she was quite proficient. The knowledge that I was in another persons power, and couldn't get free till they let me was the ultimate thrill.
These kinky experiments brought out a submissive side of me that I had always been too ashamed of to show, and as we grew more comfortable I wanted to push the envelope further and further. Kelly began to be the authority figure in our role-play, and it was more and more often, me that was to strip and preform for her.
I learned to love to masturbate in front of her, and it wasn't long before I was doing so in quiet public places. On my request she started spanking me, and playing with my ass. Beginning with just teasing me and running her fingers up and down my crack, we progressed to a point where Kelly was fingering and spanking me on a regular basis. She still rode and sucked my chubby young penis as much as ever, but more often then not she came on my cock, and I came with her fingers in my ass.
We both always gave each other what we wanted sexually. I gave her what she asked for, and she kept me happy. At one point my favorite game was to strip naked behind her parents garage, in broad day light, and jerk off wile she fingered me and slapped my tender ass.
I fantasized about doing more, about being tied up and fucked for real, and finally when she asked me if I wanted anything special for my birthday I told her. I said I wanted her to tie my hands behind my back for real, rope my feet to the bed, gag me with her dirty panties, and shove her vibrator up my ass. I begged her to bind and fuck me. I told her I wanted her to start slow fingering me with the lube, then slowly work the toy up my ass. I told her after she got me opened up though, to fuck the shit out of me. I told her I wanted it hard.
We had this little talk 2 weeks before my birthday, and as the days slowly passed my anticipation grew. I couldn't stop imagining how I would feel after having that big vibrator all the way up my ass. I'd stroke myself to sleep thinking about the threshold I was about to cross, losing my anal virginity, only to wake up hard in the morning from dreams of being violated. It felt so wrong, but also so right,
The day finally arrived, and I could barely contain my excitement. All through dinner, cake, and the birthday celebrations, I was distracted, knowing what was in store for me later that night. It also didn't help that Kelly kept teasing me, and touching my bottom all that day. Kelly would discreetly grope my butt and wispier nasty thing, like she "hoped it would fit", or "I had a pretty little ass", or "I was gonna be sore tomorrow". By the time we were finally alone in her room, I was shaking with excitement.
As soon as we were by our selves, Kelly ordered me to strip. She sat on the bed, and I stood in front of her my wrists obediently crossed behind my back. After my hands were secured, she had me turn side ways, so she could slap my butt with one hand and teas my chubby young cock with the other. With my wrists bound behind me and a firm grip on my privates, I felt very helpless, as Kelly slapped my butt.
Now that my hands were secured, and I was really committing to getting butt fucked. I was so turned on I was almost crazy. I was ordered to lay on my tummy on the bed, so the young women could secure my feet. My legs were spread wide to each of the bottom bed posts, keeping my ass wide open and helpless.
This was the hottest thing I had ever done. One of my dirtiest fantasy was about to come true. I was really excited and horny, but also plenty scared. It had hurt before when Kelly fingered me hard, and once she had even left me with a tender ass all next day. I worried about how much the vibrator would hurt. Would I be able to take the pain, would I cry? I felt a dropping feeling in my tummy, and my heart was racing, but my fat young cock stood out in front of me like a metal bar.
My hornyness was driving me wild, and now that my hands were bound, I couldn't contain my dirty thoughts. Breathlessly I asked her to fuck me hard, to start slow, but once she got going to fuck me really hard. The last thing I said before being gagged, was "Make me soar for tomorrow... Make it hurt."
Then Kelly showed me a pair of dirty panties she had worked out in, before shoving them in my mouth, and securing the dirty underwear tightly with tape. As soon as I was gagged, I felt a huge wave of regret. This was a mistake! I realized right then that I liked the fantasy of being a helpless little rape victim, and I didn't want to experience the reality. I really didn't want a big dildo up my butt. Of course, it was too late by then for me to save my sweet virgin ass.
I tried to yell, but all that came out was a quiet little moan. I tried to twist my wrists and ankles free but it was no use. The more I struggled the tighter my bonds seemed to become. I was trussed up and like an animal ready for slaughter. We hand't even come up with a safe word, or signal!