Chapter 1: Firsttimes
My name is Jennifer. I am twenty years old and now live and work in NYC. Men find my petite, 5'2," but full figured body, 115lb, and 36C chest very appealing. I live with a man who has been my pimp and protector for about six months now. My story is similar to many girls who find themselves in my situation, but I need now to tell it to you, if not for it's erotic appeal then maybe to help me make some sense out of my life.
I suppose it began when I was eighteen and a Senior at Bridgewater High School. My boyfriend Danny Gallo, also a senior, and I were in his basement which was divided into two rooms. One, a workshop and the other room had been fashioned into a little rec room. It really wasn't very lavish, just a room with an old couch and chair, a TV that didn't work and Danny's stereo which was housed on makeshift shelves supported by cinder blocks.
Anyway, Danny and I were in his "rec" room after school listening to music and making out. His parents both work so no one was home and wouldn't be for another two hours. We had often come here over the last month since we started going out. We usually ended up kissing and lately he would feel my breasts through my shirt or dress. This particular day was no different at least at first. We french kissed for awhile and he slowly began to move his hand to my breast. I would be lying if I said I didn't like it because I did. It made me feel very sexy to have him massage me as we kissed.
On that day however he decided to go further and moved his hand up undoing a button on my blouse. I felt his hand slide under the fabric onto the bare skin inches above my breasts and knew where he was going with this but made no move to stop him.
I really liked Danny, he was gorgeous and very popular being a star varsity wrestler on our high school team. I was thrilled when he asked me out and I wanted him to like me so I knew I would let him go further than I had gone before. I had no way of knowing, however, how far it would ultimately go.
At that moment I wanted him to touch me, to fondle my tits if only to know what it was like to have someone else touch them. I was proud of my breasts, they were larger than many girls in school and seemed to catch the eye of many of the boys as I walked down the hall between classes. I liked that they looked at me and found me attractive.
Sensing no resistance from me he continued to undo button after button until my blouse was completely unbuttoned held together only by the fact that it was still tucked in my jeans. He immediately caressed my bra encased flesh as he kissed me passionately. I wrapped my arms around his neck returning his kisses allowing him full access to do what he wished. He squeezed and massaged me through the bra for some time and then became more daring sliding his hand under one of the cups rolling his fingers over my distended nipple which tingled under his touch.
He pushed me back on the couch and moved beside me slipping his arm around me as he kissed me again. I could feel the fingers of his other hand work their way under the bottom of my bra and for a moment I was confused as to what he was doing. Then suddenly he lifted his hand stretching the elastic to its limits and lifted my whole bra up so that it lay on my upper chest leaving my heavy breasts fully exposed. I made no move to cover myself as I lay there somewhat shocked by his sudden move. He immediately grabbed my right breast roughly squeezing it as he brought his lips to my erect nipple.
His lips sucked it as his tongue flicked it inside his warm mouth. I had known that my boobs were sensitive, but I never knew they could feel this good. Within moments of his oral assault I had wrapped my hand around the back of his head pressing him to my swollen nipple. I had never felt anything like it - I never wanted him to stop! He did stop, however, but to my relief he went right to my other breast and sucked the previously neglected nipple into his mouth.
I loved what he was doing to me and bent my head down kissing the top of his head as he continued to suck my tits. He then raised his head up to look at me and I was a goner. He looked so cute, his puppy dog eyes gazing into mine as he reached up and pulled my lips to his. I was so excited, beyond reason at that moment and I could feel the moisture emanating from my pussy soaking my cotton panties.
As we passionately kissed wrapped in each other's arms I suddenly became aware of his erection rubbing against my leg through our jeans. I had never felt a hard cock rubbing against me before and it excited and terrified me all at the same time. As these thoughts flew through my mind he obviously had thoughts of his own because he began to hump my leg more urgently as he grabbed a handful of my fleshy mounds and lowered his head to suck my nipples again. He humped my denim covered thigh for just a few moments before he suddenly tensed up and then lay still with his head nestled between my tits.
At first I didn't know what happened, but when he got up and excused himself I saw the wetness in the crotch of his jeans and realized that he had cum in his pants.
He ran upstairs to the bathroom as I pulled my blouse closed over my naked tits not bothering to button it and just stared at the pipes and wooden beams of the basement ceiling. I felt a little guilty that I had done something wrong, but I also felt giddy and a growing satisfaction that I had turned him on so. I had made him cum!! It was so cool.
When I heard the toilet flush upstairs I suddenly felt uneasy about being in my semi exposed state and quickly replaced my boobs in the cups of my bra and buttoned my blouse. When he returned he sat down beside me and kissed me and then we just hung out cuddling and listening to music for a while until he fell asleep. Realizing it was getting late I slipped out of his house leaving him sleeping on the couch and hurried home. As I entered the house my mother called me to help her in the kitchen. My Mom was busy making dinner. It seemed like that was all she ever did, make meals and clean house when she wasn't drinking. I guess that was all she really knew how to do.
When I was ten my dad died. She seemed so lost and overwhelmed by the bills and everything and began to drink heavily. After a few months she started to bring home men who would stay overnight. She finally solved her financial problems by marrying my stepfather only a year after my father's death. He worked at the same plant where my real father had worked. He was an ok guy I guess, but I never felt very comfortable with him. He drank a lot too and when he was drunk he would make comments about my body which transformed dramatically between the ages of 13 and 16. I was very self conscious about my big tits and having him leer at me and tease me about them was very embarrassing.
Anyway, after dinner I called my best friend Erika and told her, in sworn secrecy of course, what had happened between Danny and I in his basement that afternoon. We shared everything and I couldn't keep this from her. It was exciting and fun explaining how he had cum in his pants as Erika giggled and howled on the other end of the phone.
A few days later Danny called me and asked me to come to his house again. I had a pretty good idea what we would be doing and wanted to look really good for him. Rather than wearing a shirt and jeans I wore sundress that buttoned down the front which was rather form fitting showing off my ample breasts and ass. All day in school I fantasized about how he would hump my bare leg to another orgasm. I couldn't get it out of my head even as we walked to his house.
When we got to his house we got some Cokes and went down to "our" couch in the basement. When we got there Danny began browsing through the CDs as I removed my sandals and sat down with my legs curled up waiting for him to make a selection.
Once he had found one to his liking he came and sat down beside me putting his arm around me. The first song wasn't over before he began kissing me caressing the side of my face and neck. Soon we were laying in each others arms kissing as his hands roamed over my boobs down to the bare skin of my knees and lower thighs just below the hem of my dress. The feel of his hand on my leg excited me at first, but then it began creeping up my thigh under my sundress. Alarmed, I reached down and caught his wrist and gripped it tightly so that he would get the idea that that was far enough. He immediately pulled his hand away and brought it up to the top button of my dress and began undoing it. Still anxious I started to grab his wrist again, but then thought better of it resigning myself to allow him to play with my tits.
He proceeded to unbutton three buttons which gave him plenty of access to my breasts. When he pushed the material aside he stared at my large mounds concealed by my prettiest support bra. As he gazed at them I suddenly became inspired, I wanted him to see me so I reached for the clasp on the front of the bra and undid it as I gave him my sexiest little smirk. I opened the bra pulling it apart as my fleshy tits spilled out and settled towards the side of my chest. He smiled and then hungrily engulfed one of my nipples in his mouth nibbling and sucking them for all he was worth.
I loved it when he sucked my nipples and cradled his head as he nursed and slobbered over them for a few minutes. My nipple grew erect and sensitive as he sucked them making me so excited I unconsciously began to press my pussy against his leg. While still sucking my swollen nipples he began to unbutton more buttons without me knowing it. Suddenly I felt his hand on my bare tummy and realized my dress was now open to just above my panties. As I was about to object his lips covered mine muffling my cries to stop. I relented for the moment and returned his passionate kiss and then his hand was suddenly on my panty covered sex. Overwhelmed, I began to struggle, but he held me tightly in his forceful kiss and ran his finger into my moist slit through the panties.
I tore my lips from his "NO, I don't like that," I protested. "Yes you do, you're drenched," he smirked as I realized that my juices were now flowing through my panties wetting his finger as it pressed them into my vaginal crease. "Relax," he said softly giving me a little peck on the lips. "I'll make you feel good," he assured me. I smiled weakly unsure what he meant by that.
Realizing that my defenses were waning he kissed me tenderly and slid his hand under the waistband of my panties. His finger slid into my moist slit easily and began to rub me in a circular motion. Though I couldn't believe I was letting him do this the sensations in my pussy began to overwhelm me.
Instinctively I spread my legs so that his fingers would be free to work their magic. Keeping his thumb rubbing over my clit he pushed his finger into my juicy hole to the first knuckle. I had never felt anything like it before and never wanted it to stop. I sucked on his tongue and moaned as the tingling sensations mounted between my legs.
He pushed his finger deeper into me and began to work it in and out piston like as his thumb plaid havoc on my swollen clit. The tingling soon intensified and I began to buck against his hand uncontrollably until suddenly my pussy convulsed in waves. As they subsided I relaxed and just lay there overwhelmed by what I assumed was my first orgasm.
He smiled down at me knowingly and then stood up unbuckling his pants as he did. Seeing this roused me from my afterglow instantly and I sat up.
