Note that all characters and events are purely fictional. Any resemblance to actual events is pure coincidence. This story contains depictions of sexual acts between minors. If such content offends you, please do not read onwards.
Chapter I
This starts off as a true story, but then merges into a fantasy. My name is Scott and I'm eighteen years old. I'm a senior in high school and I'm still a virgin. My best friend, Tony, and I went to separate schools. Tony's not a virgin, far from it, so why is his current girlfriend so much different from the rest? He's in love with her. I'm just lusting after her, but I respect my friend and never even talk about doing something with her. That is until she brought up the subject.
Stacy is one of the cutest girls I have ever seen. She just turned fifteen, 5'5, dirty blonde hair, smooth creamy skin, light blue eyes, a small B cup set of tits that stick out firmly atop her slender body. When I first met her, we got along great. But she was going out with Tony, so anything other than friends was out of the question. Tony had to work most nights since he worked at a hospital with his mom. So he would usually ask me, his best friend, if I'd be willing to drive Stacy around every once in a while. This was more like twice a week, so I came to know her pretty well. Sometimes I'd go to her house to pick her up and she wouldn't be ready so I'd wait for her inside.
It started getting bad (good) when her parents were gone one of the days I was driving her to work. She invited me inside, and said that I could wait in her room while she got ready. All right, I was thinking maybe get her wallet or purse with some make up, ok no big deal. I followed her upstairs and sat on her bed. She then proceeded to strip down to her bra and panties while going through her closet for her work clothes. I'm young, horny and still a virgin, so all I did was stare openly at her body.
Before she put on her pants she caught me starring at her. She dropped the pants and put her hands on her hips and asked if I liked what I saw.
"Hell yeah I do."
"Then why don't you do something about it, Scott, rather than just stare? And don't even say it's because of my age, when I constantly see you stealing glances at the little twelve and thirteen year old girls while I'm at work."
"You're Tony's girlfriend, that's why."
"Then I'll come on to you so you're still innocent."
"But I've never..."
"You're a virgin? Ha! Who would have thought? Wait, you're not gay are you?"
"No! I love girls and nothing but. I love tits and when girls shake their asses."
"Why are you getting so defensive Scott? Could there be something you're hiding?"
"I'm not hiding anything."
"Then why aren't you making a move on me? Don't I turn you on?"
"God yes you turn me on! Just look at you!"
"Yeah, I'm still not believing you. Drop your pants."
"What?"
"Drop your pants, I want to see the raging hard on that you've got for my nearly nude body." I was standing, but didn't move. "Fine I'll drop them for you." With that she advanced towards me catching the button in one swift motion, but she ended up tackling me on her bed trying to get the rest off until she gasped and I froze in shock.
"You're wearing panties. Oh my God. I was right you love the cock! Wait are those mine? They are! You fucking thief! How dare you! You've got a lot of explaining to do, and I want the truth or your little secret is out."
"Ok, ok, look, I'm sorry about borrowing your panties without asking you first. I just didn't know how to bring up the question."
"What, that you have a panty fetish? Are you gay, or just a pervert?"
"Well, we've been good friends for a while now, and I've always been attracted to you, but when it comes to my own sexual pleasures, I just get so confused."
"What do you mean confused?"
"Well, I get turned on by just about anything that isn't exactly normal. I get these feelings sometimes like I'm not in the right body, but sometimes I am, it's hard to explain. Like when I watch a porno of some girl giving a guy head, I usually imagine myself as the girl. But sometimes I'll read sex stories about older guys with really young girls, like early teens, having sex or getting forced into sex, and again I usually pretend I'm the girl, sometimes the guy, but most often the girl. I guess I'm just jealous of girls. I'm so infatuated with their beauty and the things they get to do and the clothes they get to wear, it's not fair sometimes."
"So what you're saying is that you think you should be a girl instead of a guy, but if you can't be a girl then you'd rather have sex with some preteena. What about just being you? Like, just being gay and feminine instead of being some transsexual pedophile?"
"I don't know. I've never done anything wrong, the way everything feels makes everything so confusing so I don't know what to do anymore."
"Well, I was hoping to get laid...by you, but since you want to have a pussy between your legs and a throbbing cock in your mouth, we'll have to find something else. Without any breasts, you'd probably not pass for a girl in public without surgery, but those panties look kind of cute on you and turn me on a little, so I'm going to call in sick at work so we can spend some time together. In the mean time, feel free to roam around my room and pick out things you'd like to wear. We're about the same size so pretty much anything will fit without a problem."
With that, Stacy went down stairs and called her work, I immediately went through her dresser and pulled out some G-strings, boy-shorts and matching bras. Then I went into her closet and grabbed a pair of low rise hip hugger jeans that flared out at the bottom, a pair of short shorts, a couple tank tops and I just had to try it on because it was staring at me so hard, her cheerleading uniform.
She came back in the room, looked at the pile of clothes and smiled. "Put these on first, I bet you'd look honestly sexy in them." She pointed out the black satin G-string with the low-rise jeans and black tank top. Wow, that sting feels weird, but good between my cheeks. And these jeans fit perfectly around my ass and legs, this is amazing. This top didn't look terribly bad since we decided to skip the bra; I guess this was more of a gay look rather than transvestite. The top stopped just above my naval, and the jeans we just high enough to cover my ass crack, but you could see part of the G-string on my hips.
"If I were a gay guy, I'd be all over you baby! So how about you wear this for a while to see how it feels?" I agreed and we headed down stairs to the living room where we sat on the couch to talk some. "So when you're masturbating and you imagine that you're a girl, what exactly happens?"
"Usually I'm a young girl, about thirteen, and I get hit on by the whole varsity football team when I walk by them. Then the next thing I know, they're all grabbing at me, pulling off my clothes and start touching me everywhere, putting their dicks in my mouth, ass, pussy and then cumming all over my face. But like I said it's not always like that. Sometimes I'm actually me with a couple young girls just having my way."
"If you could, would you have sex with a younger girl? Say, she was willing and you wouldn't get in trouble for it?"
"Oh hell yeah, that'd be freakin' awesome!"
"You know my sister's a very sexy girl for her age, maybe she'd be into you."
"Nah, she probably wouldn't want me. Besides, I've never even seen her."
"She lives with my dad across town, she's eleven years old but you'd swear she was at least thirteen if not fourteen, and she's still a virgin."
"Really?"
"Yeah, do you want to meet her?"
"Love too, when the time is right."
"Grab your keys and put this on, it's getting a little chilly." She tossed me a black leather jacket that was hanging up on the cost rack. I didn't think anything of it and just put it on since I didn't bring mine. We headed out to my car and started driving; we stopped along the way to pick up some cigarettes. I went into the gas station and grabbed myself a drink that was on the bottom inside one of the refrigerators. When I bent over to pick it up, another customer in the store was behind me and smacked my ass. I jumped and turned around to see this huge football player type guy grinning at me.
"What the fuck are you doing?"
"Don't tell me you didn't like it." At that point I became very self-conscious of what I was wearing, and realized that I didn't change and the jacket Stacy tossed me was one of hers that tapered at the waist giving me a very girlish figure. "Look, with the way you're dressed, I know you want the cock, so I'm willing to help you out by letting you suck on mine. Now we can either do this the easy way or the hard way, it's your choice."
"I'm sorry, there's been some sort of mistake I--"
"Alright, I guess it'll be the hard way." He grabbed my arm and pulled me into the bathroom and locked the door behind him. He threw me up against the wall, undid his pants and pulled out his cock. "Suck. I better not feel any teeth or I'll take them out for you." I was terrified and yet some how turned on. I didn't want him to hurt me so I obeyed his demand.
I dropped to my knees and looked at his growing dick. This thing had to be about eight inches, but all I had to do was give him head. I grabbed the base of his dick and put the head in my mouth and began swirling my tongue around it. He grabbed the back of my head and thrust his cock until it hit the back of my throat. He pulled it out to my lips and pushed in again and again. I took over and started doing this on my own until he stopped me.
"You know, when you bent over, I could have sworn you were a girl by the shape of your ass. I want to take another look at it, but with your pants around your ankles this time." I stood up, turned around and dropped my pants. "The thong as well." I pulled the g-string down hesitantly, but did as I was told. "Now bend over and grab the toilet. Yeah, you got a girls' ass alright, so since you dress like a girl and have an ass like a girl, you're gonna get treated like one."
With that, he put a hand on my lower back and spread my cheeks with the other one. I wanted this unwanted sex encounter to be as pleasurable as possible to prevent any unnecessary injuries because I may be resisting. So I spit all over two of my fingers and reached around to help lube up my ass for him. I then grabbed his dick and lined it up with my ass hole.
"Look, I'll do anything you want, just don't hurt me."
"You're damn right you'll do anything I want whore."
With that, he ignored my plea for mercy and slammed his cock all the way in my ass. All that came out of my mouth was a small yelp. I didn't want people barging in here to see me like this. I bit my lip from the burning sensation in my ass from losing my virginity to this brut of a man.
"Damn you're tight, let me guess, this is your first time with a real man? Good, now when I start pumping my manhood in your ass, I want you to jerk yourself and tell me how much of a slut you are and how you live for my cock."
He started thrusting fast wasting no time to get himself off, so I grabbed my dick and started stroking it while telling him how I'm his bitch and need to be treated like one. This went on for about five minutes until he was about to cum. He pulled out quickly with a plopping sound.
"Turn around whore, I want you to taste your first load of cum."
I flipped over just in time to get the first shot of sperm just below my nose on my upper lip, then quickly grabbed his dick and put it in my mouth to be filled with his juice. I stroked his dick and massaged his balls while sucking the cum out of his cock. I had a few tears rolling down my cheeks from the pain and humility of my treatment.
"God, that was the best I've had in a while. Now get dressed and just pretend this whole thing didn't happen or you'll regret it." I pulled up my underwear and pants and was just about to wipe my face off when he stopped me. "No no, you can wipe the tears away, but leave the cum until you're out of my sight. And give me your number, I have a friend that would be very interested to meet you."
I wiped my face clean of tears, gave him my number and told him it was to my cell so only I would be answering it. He said thanks, kissed my cheek, smacked my ass and told me to be on my way. I walked out of the bathroom hoping no customers were in the store until I remembered I needed cigarettes. I stopped at the counter and asked for a pack, the cashier was a college age girl, pretty cute I might add, she looked at me and smiled.
"Don't worry about paying for them. You look pretty exhausted but satisfied from the cum still on your lips. If you come back tomorrow after eleven, I'll help you clean that up." She licked her lips and smiled.
"I'll think about it, thanks." I left and quickly went to my car and hopped in.
"What took you so long?" Stacy had a little sound of concern in her voice. I looked at her but didn't say anything. "Looks like you got a story to tell me, babe." She grabbed the back of my head and licked the cum off my lips only to kiss me deeply afterwards. "I hope he wasn't too rough for your first time." I still didn't say anything realizing that she set the whole thing up. I started the car and we headed on our way.
Comments are gladly welcomed madecho2002@yahoo.com