I'm Gabrielle, an attractive twenty-one-year-old with long brown hair and light gray eyes. Everyone called me Gabby. I worked as a waitress at a classy restaurant while attending college, and I spent all my time studying or working. Everyone thought I was a sweet, innocent girl, too pure to be sinful. Some even thought I was a lesbian for turning down men as often as I did. The truth is that I am neither gay nor a virgin. A week before leaving for college, I did something so shameful that I became celibate.
*****
3 years ago
I stayed the night with my best friend, Chloe, the week before we left for college. We were accepted to different schools, but we swore we would keep in touch. We were as close as sisters and shared everything. I told her about the time I recently went swimming with Tommy Perkinson and let him play with my breasts while we made out. Nothing with any of the guys I dated went any further than that, and I was saving myself for marriage.
Chloe was much more adventurous than I was when making out with a guy. She let a few of them slide their hands into her pants. Sometimes Chloe would jerk them off in their cars, and other times she would use her mouth. She thought it was a cheat code for virgin girls. She could have fun with the boys as much as she wanted while keeping her virginity intact.
She went on to describe what it felt like around her lips, the sensation of cum being shot into her mouth and how salty it tasted. The way she described it made me want to try it, or at least to see what a penis looks like. I had only ever seen the bulge in my date's pants while making out with them.
Chloe was lying beside me in bed, but my troubled mind kept me from falling asleep. The future was scary, and for the first time I was going to be on my own. I wore a baby-blue two-piece PJ set to bed, but had nothing underneath. The silk felt good against my skin, giving me the sensation that I was naked.
Needing something to drink, I slipped out of the warm, inviting bed and tiptoed to the kitchen. It was late; everyone else was asleep, and I didn't want to disturb them. The house hummed with silence, and every sound I made seemed to echo. I moved as quietly as I could to the cupboard, grabbed the handle, and opened it. I nearly jumped out of my skin when I heard a voice behind me.
A strong, familiar masculine voice said, "I see you can't sleep either."
Turning around in fright, I saw Chloe's father, Frank, standing there wearing only white-and-blue striped PJ bottoms. He was in his early forties, with black hair and a few white streaks at the roots. Frank wasn't just handsome; he was the kind of handsome that could make impressionable young girls swoon. He was kryptonite to good girls like me, and I was powerless to resist his charm.
He kept in shape; the light hair on his muscular chest only heightened his attractiveness, stirring a strange sensation in my belly.
"You scared me, Mr. Greystone! No, I couldn't sleep and thought some water would help," I said, way too sweetly, before biting my lip.
I could feel butterflies flapping in my stomach as my body grew warmer. It was the kind of heat that made you want to unbutton a few buttons on your shirt. I knew it was wrong to be attracted to him, and there were too many reasons to count. He wasn't just old enough to be my father; he was also married and, most importantly, my best friend's father.
Unable to help myself, I glanced down at his crotch and saw a large bulge. It was bigger than any of the guys I had ever made out with, reaching halfway down his leg. Even though I couldn't see it, I could tell it was at least eight or nine inches long. I could see now why Mrs. Greystone always had a smile on her face.
"What did I say? Call me Frank. Mr. Greystone makes me sound old," Frank said with a mischievous grin.
My face turned red from embarrassment and arousal. I said in a low, sexy voice, biting my bottom lip again, with innocent flirtation, "Okay, Frank. I am about to get some water. Do you want some?"
"Sure."
Turning around, I hid my face and felt it flush with forbidden desire. I reached for a glass and stopped mid-reach as he pressed his body against me. I could feel his bulge, and my body moved on its own, as if calling out to be fucked. I pushed my ass against his hard cock. I felt it stir, unintentionally making sexual advances toward him, and I didn't know how to get out of this embarrassing situation.
"On second thought, I have something better we can do to help us sleep," Frank said as he flipped me around.
I didn't resist as he started unbuttoning my top. Things were getting out of control fast, and God help me, I didn't want him to stop. With each button he undid, my excitement grew, and I thought I would burst into flames. He slowly pushed my top open, savoring the moment as my breasts came into view. They were a little bigger than those of girls my age, with hard, thick, dark-pink nipples.
I could feel my heart pounding against my chest, so hard I thought it would burst out as he pulled the string on my PJ bottoms. When it was loosened, he pulled it back and glanced down at my now-exposed bush. This was a line I never let any of the guys I dated cross. He was pushing past all my boundaries and knocking down the good-girl walls I had put up.
He slipped his hand in as he kissed me; it was a strange sensation to be kissed and fingered simultaneously. I moaned while kissing back and let out an orgasmic cry as I came. It was the first time someone else made me come, and somehow it felt better than when I did it myself. He grabbed my hand and led me to the other end of the house, to his office.
There was no need to paint me a picture of where his intentions lay toward me. I knew he wanted to fuck me, and I was going to let him. It was almost like a dream, being pulled through the living room with my breasts exposed. In this part of the house, no one would hear me scream with pleasure as I had sex for the first time.
What he was about to do was a serious betrayal of trust. Not that he was forcing me to do something I didn't want to do. Some boundaries should never be crossed, such as a therapist's involvement with a patient. He didn't seem to care about betraying his wife's and daughter's trust by sleeping with me. I wanted him too much to care either.
His office had a desk in the corner, bookshelves full of books, a couch by the window, and a rug on the floor. He pulled me into an embrace, kissing me deeply and passionately. We broke our kiss for a moment; he slid my top over my shoulders and onto the floor at my feet. Frank kissed me again, this time harder and with more force. His hands slid to my ass, squeezing it and making me moan with pleasure.
It was then I realized the difference between having an older lover and the teen boys I had dated. The boys like Tommy were too rough and rushed things, making it hard to feel good. Frank showed me that experience matters more in lovemaking than youth. He knew just how to touch me and was a damn good kisser.
He pushed me to my knees; I watched as he pulled down his PJs and saw his cock flop out. It was one of the most beautiful things I had ever seen. The shaft was about eight inches long and as thick as a large, juicy cucumber. The head added another inch, with pre-cum oozing from it. His balls hung hairless and smooth.
Holding the shaft, he guided it to my face and rubbed its head across my lips, making them wet with his pre-cum. I opened my mouth, allowing him to slide it in and taste my first cock. The meaty texture was more than I could have ever anticipated. I swallowed it a few inches at a time before taking more in. It never occurred to me how enjoyable the act could be. I now fully understood why Chloe's eyes lit up when she talked about it herself.
I could feel the head hitting the back of my throat before it went down. Curious how much I could take without gagging, I pushed myself further. Four inches, then another two, and I kept going until my nose pressed against his pubic hair. Surprised and amazed by my achievement, I bobbed my head faster until he exploded in my mouth.
Having semen shoot into my mouth was unlike anything I had ever experienced before, and it made me very aroused. The first two went down my throat without tasting them, but the third filled my mouth. It wasn't unpleasant and had a salty taste, as Chloe said.
Frank looked down at me with a smile. "You are a true gift, Gabby. Some girls take years to get it right, but you were born with that gift. You are a natural-born cocksucker," Frank said with a smug grin.
Being crudely praised for this should have upset me, but I felt proud instead. He told me, essentially, that my purpose in life was to be on my knees and that I was born to suck cock. Instead of being upset, I felt a strong urge to do it again. What I was feeling confused me, especially why I wasn't pushing him away. If he told me I was a dirty little whore, my legs would still part for him.
I lay on my back, feeling the rug beneath me as he whispered in my ear, "You deserve your own reward for that alone."
He took his time kissing down my chest, squeezing one breast as he sucked on the other. I let out a long moan as he nibbled my nipple, lightly biting it before giving it a gentle tug. With a strong pull, he yanked my PJ bottoms off and tossed them in the corner. They were the last piece of restriction between him and my virginity.
I wasn't prepared for the pleasure it would bring, or even that it existed. I knew about blowjobs, but not this. Frank was once again proving he was better than the boys at my school. I thought it felt good when he fingered me in the kitchen. This was light-years better, and he had me screaming with ecstasy. If we were still in the kitchen, I would have woken the whole house with my moans.
If there had been any part of me that would've fought back against him taking my virginity, it was gone now. He climbed on top of me, pressing his cock against my virgin womb. I heard him say before he thrust his cock inside me, "Damn, you're tight."
Closing my eyes, I let out a painful grunt, and a series of them followed as he slowly fucked me. He took his time, trying to be sensitive to the fact that it was my first time. After a few minutes, it became more pleasurable than painful, and my moans blended with my grunts.
When he heard me moaning rather than grunting in pain, he started thrusting his hips faster. My cries of pleasure grew louder and louder until I came for the third time that night. It was also the most powerful of all my orgasms, leaving me seeing white orbs that nearly blinded me.
He was grunting in my ear, saying some degrading things that somehow aroused me. "Your pussy is so nice and tight. Mmm. I'm going to loosen it up for all the college boys you're going to fuck. Mmm…ahh… Fuucckk!"
He soon came too, shooting a load of his seeds deep inside me, and kept thrusting his hips until he stopped. I could feel his hot breath on my neck as my body adjusted after my orgasm. It would've frightened me that he came inside me if I didn't know he had a vasectomy years ago. I was at no risk of getting pregnant with him, which made it a lot easier for me to let things go as far as they did.
I thought this night was perfect until I turned my head and saw the door cracked open. I saw my best friend Chloe staring back at me in shock, her eyes wide with horror. She closed the door, tears in her eyes, and we were never the same again. I lost everything meaningful in my life that night to a meaningless affair.
We never talked again; it was our last secret, and I was never the same after that. I swore off men and entered a life of celibacy as penance for my crime. It was at least what I deserved for hurting my friend as I did. Every time I see an attractive guy, I see Chloe's face staring back at me.
Frank was the first and last person I ever slept with. I felt things for others, but guilt kept me from acting on them. After a year, it got easier to be alone, and throwing myself into my schoolwork helped. My brother moved up here after graduating from high school, but not for college. He was a wild card, playing fast and loose with life.
James was my little brother, and I loved him more than life. I would do anything for him, but one night he put me in a difficult predicament. I worked at a classy restaurant; a job I got because of him. He knew the owner and put in a good word for me. The uniform was a bit too sexy for my taste, but I needed a job and something to take my mind off things.
I had to wear a white blouse, a short black skirt, and stockings with a garter belt that rode up when I sat. The garter belt strap was visible when I sat, and I wanted to avoid that because it drew men's attention. I caught one of the busboys trying to look up my skirt while I was on break.
It was an hour into my shift when trouble walked through the door. I knew by the look on the woman's face that nothing good would come of it. She had a resting bitch face, like a dog ready to bite at the first excuse. Besides that, the woman was an attractive blonde in her early forties. Her hair was in a business bun, and she wore an outfit that left no doubt she had money.
She wore a blue silk blouse with a few buttons undone and a gold necklace that hung low, drawing attention to the exposed part of her breasts. The black dress pants she wore highlighted her ass perfectly. The woman had an athletic build, which I didn't doubt came from her home gym. This woman wasn't the type to share anything, especially when she could buy it herself. I was hoping she wouldn't pick one of my tables, but sadly I wasn't that lucky.
