This is my story as I remember it! A few details have been left out, but this is basically what happened
Ever since I had my first period, I began thinking about sex in new and different ways. To make it simple, I was curious and wondered what it was like to have sex with a guy. By the time I was seventeen, I had blossomed physically and my new hormones took me in unexpected directions too. It's just that I didn't quite know how to deal with my newly formed assets. I was unsure of myself and a little naive. Naive, that is, until I came home from one of our football games. Apparently, I wasn't expected home because my mom and one of her boyfriends were downstairs in the family room.
It didn't take much imagination to know what was going on downstairs. I mean both of them were pretty vocal, so the sounds of sexual pleasure was unmistakable.
It really wasn't unusual for Mom to be entertaining a guy in our house. She was sexy, pretty and had a really ample set of boobs. I think I take after her in that regard. Anyway, Mom never tried to hide the fact that she liked sex. It wasn't that she talked a lot about it, but I had the impression she was screwing lots of guys. She never tried to keep that a secret.
My plan was to go downstairs and watch, staying out of sight of course, a voyeur. Okay, I'll admit it. I had seen couples fuck on porn websites, but I had never seen real people having sex. So, my curiosity got the best of me and wanted to be closer to the action. It didn't work out that way.
After taking off my coat, the sounds from downstairs had stopped and I heard Mom say, "Natalie, is that you?"
"Yes, Mom. I'm home a little early."
A few minutes later she came upstairs with a stranger close behind. I had never seen the guy before. It wasn't surprising for Mom to be entertaining someone new. She was quite liberal about her choices, and there were many.
As for me, I now had an elevated interest in sex and didn't intend to start college next year as a virgin. The problem was that I had no boyfriend and wasn't even dating.
I began to take stock of my better qualities. I had a couple of things going for me. An important one was that I had developed a respectable, if not a sizeable set of boobs, but was afraid to let them show. I just needed more confidence and wear clothes that showed a little more of me. Another positive was that I finally made the cheerleading squad giving me the chance to be with the popular kids.
There were some things I needed to work on, like my personality. I had been a little shy, kind of a shrinking violet type during my first years in high school. At sixteen, it was natural for a girl to lack self-confidence while acquiring a curvy physique. Now that I was older and physically mature, I needed to become more assertive and more available to guys. I was a fun girl on the inside, but it didn't show on the outside. Some things like my visibility I could control. My new hormones were going to be a little harder to keep in check.
After I said hello to my mom and the stranger, they disappeared in Mom's bedroom, and I ran upstairs to mine. I needed to get some satisfaction of my own after hearing what had been going on in the family room. I masturbated like crazy and must have gotten myself off a half dozen times. Oh, that's another thing. I like pleasuring myself. I've been doing it for about a year. My orgasms cum pretty fast, and are frequent once I get started. I absolutely love the feeling it gives me. The problem is I have to do it myself.
Let me explain that I'm an only child. I guess you could say I'm a love child because my mom had me in high school as a result of an unexpected pregnancy. It's pretty well accepted that most high school pregnancies are "unexpected," so when I turned sixteen, my mom started me on birth control pills. She wasn't against me having sex. She was only against being a grandmother at her age of thirty-four.
Teachers really don't like their cheerleaders to show off their tits, so the uniforms are conservative and didn't show my best assets. Because the uniforms weren't doing me any favors, I decided to push the envelope a little and wear a thong under the short cheerleader skirt. It could be a little chilly at football games, but it was worth a try. I decided to risk it at the next game.
There was no way to tell who noticed. At the post game party, a few guys came up to me and said, "Great cheerleading tonight, Natalie," and they laughed. They were idiots, and I didn't care that they were making fun of me. At least, that's what it seemed to be or maybe I had an attitude problem. However, there was just a chance the guys were taking notice, and that was my objective.
The next week I decided to dress more seductively at school. I wore a loose tank top so when I leaned down, my better features would fall into full view. The first day I wore it, I would see the other girls whispering about me. It wasn't the girls' attention I was after, so it didn't matter.
Later that same week I wore a shear bra, the kind where my nipples would show through a tight crop top. My mom noticed and said it was inappropriate for school. Then she smiled and said, "Go for it girl!" laughing her way back to her bedroom where another new boyfriend was waiting.
I wasn't sent home from school that day, but was given a strong warning from one of the female teachers. I was okay with it because during the weekend the text messages began. They weren't from my girlfriends.
Many were raunchy and one was obscene. Two boys sent voice messages. I only knew one of the boys. It was Greg, my lab partner, so I returned his message. I told him I'd meet him after school on Monday in the library. We talked for a few minutes, then he asked me out. I played a hard to get, and said I was busy that week. Of course it wasn't true, but I was looking for a better deal. Greg was nothing special, kind of a geek, so he became my backup.
The next day, a guy who towered over me said, "Hey sexy, didn't you get my message?"
I pretended not to be interested but asked, "Who are you?" Of course I knew who he was but not his name. He was the star player on our basketball team.
He said, "The name is James and hoops is my game!"
"Really, I said mocking him. "You mean running around in your underwear." I said sarcastically.
He said, "Yeah nympho, it's called basketball."
I guess I was the dimwit because I didn't catch the "nympho" reference. Anyway, he grabbed me forcefully and leaned me against the lockers. "My buddies are having a party and we're goin'. I'll pick you up at seven. Okay?"
It didn't think that 'no' would be the right answer. I was scared but excited so I said,"Okay," and gave him my address.
I wore a revealing half cup bra and my tank top showing plenty of cleavage. I was doing everything but begging the guy to fuck me.
The party didn't turn out like I wanted. I didn't know most of the girls, and the guys kept making rude remarks. I wasn't used to sexual innuendos. I felt isolated and lost. On the way home, he tried to rip off my bra and grab my tits. He was rough and really vulgar. He called me a cunt and other terrible names. James said I was a tease. I never wanted to see him again.
Later I learned, vulgar and sexual innuendos came with the territory. I eventually got used to it.
I wasn't going to give up on my new adventures, so I checked in with my backup, Greg. He was delighted to take me out after the next football game.
Greg wasn't at all what I had expected. We went for a pizza after the game then parked. I still wore my uniform with the thong, so that made it easy for him to do a little research. The research was between my thighs. Of course, before reaching my snatch, he was feeling me up. I guess I helped him a little by removing my bra. It felt good having his warm hands on my tits, and his fingers rubbing my pussy.
Well, I thought this was it. This was the night I was no longer going to be a virgin. It almost turned out that way.
Greg put my hand on his crotch. I unzipped his pants and pulled out a very firm thick cock. It wasn't long, but it wasn't dwarf length either. I just held it and gave him a hand job until he got really really hard.
To me, it was totally amazing at how super hard a guy can get. So while I massaged Greg's cock, he continued to massage my pussy. Like I said, I cum easily, so I was really wet the whole time. All at once Greg gave a grunt and his cock exploded. It was a spontaneous eruption for which I wasn't prepared. And he kept erupting. Cum shots went straight up into the air and kept exploding over and over again like fireworks on the Fourth of July. He was making a real mess of his clothes and the smell, well it was a smell I can't describe. It was pungent, kind of like bleach or maybe fish. All I know is it got all over my hand, so I wiped the gooey stuff on his car seat. I didn't want it on my clothes, that's for sure.
That was the end of Greg that night. He was drained and took me home soon after.
The weeks rolled by quickly my senior year. After the night with Greg, I started dating more regularly. Most dates involved parking and some kind of light sex, but not the real thing, not what I was after.
My girlfriend, Gail, had invited a few of her friends and some guys over for an after game party while her parents were out of town. Most of our teen parties were like that with no adults to "supervise" us. I knew everyone except for one guy by the name of Eldrick. He was new in the neighborhood, and Gail decided we should get to know him. He was a good lookin' guy and kind of a show off but then, I wasn't exactly the one to talk.
The party with Eldrick was different for a couple of reasons. First, he was the first black guy I kissed. I was accustomed to seeing my mom bring black guys home, so it was no big deal to be with a guy of color.
The other thing was that the party got out of hand pretty quickly. It wasn't exactly like the Tom Cruise film, "Risky Business," but there was plenty of drinking, mostly beer, and some sex that I only heard about later.
Anyway, I was downstairs in the rec room watching a football game with a few of the guys. They were kind of drunk and rowdy, but I didn't think twice about the fact I was the only girl. I had just finished my second beer, so I was a little relaxed laughing at some of the dumb things the guys were doing. That's when I met Eldrick.
Eldrick pulled me out of the chair and put his arms around me pretending to dance. "Come on girl, dance for us," he said. Well, maybe I was a little more "relaxed" than I thought because that's what I did. I started dancing and decided to put on a show for the guys who had instantly turned away from the TV. Hey, what girl wouldn't want to be the center of attention of three or four football players? They were the popular kids, and I wanted to be part of that group.
The thing is, I was wearing a light tank top that floated just above my navel and a revealing bra. The boys obviously noticed my nipples protruding through the tank top. Each of my movements made my boobs jiggle making the boys whistle and shout their encouragement. If it was heard upstairs, everyone had to assume it was guys watching the game.
Someone put on a Michael Jackson CD, so I continued to dance and show-off. They yelled, "Take it off, bitch. Let's see what ya got."
I didn't take anything off, only pulled up my tank top for a quick peak, then laughed as if I was having fun. I was really laughing in embarrassment. It was obvious the boys were getting a little more aggressive than I liked, so I grabbed another beer and tried to hide on the sofa.
Eldrick sat next to me and said, "You are terrific and really sexy."
That made me happy. Being called sexy was exactly what I wanted to hear. Then he moved closer, and I got kind of nervous. "What's your name?" he asked.
I told him my name. He moved closer so I was wedged between the arm rest and his body. I should have run upstairs at that point, but I didn't. He put his arm around my shoulders and moved in for a kiss. He kissed me and I kissed him back. We didn't stop.
Eldrick's hands where soon under my top feeling me up. My tits just popped out when he yanked down my bra. Feeling his large hands playing with my nipples put me into orbit. I didn't even notice that the guys in the room were watching us. Maybe I really didn't care.
His next move was to pull down his zipper. It was stuck. God only knows why I helped him get it undone. He was in such a rush he had trouble getting his cock out. I helped him with that too by unbuckling his pants. Finally his large black erection appeared and begged to be touched. I thought that if I touched him down there, that would be the end of it. It wasn't. Eldrick pulled my head down between his legs. He wanted a blowjob.
I had seen lots of blowjobs on the Internet websites, so I had a pretty good idea what to do. I did as Lauren Bacall said in the movies, "You just put your lips together and blow."
It isn't like sucking on a cold sweet lollypop. It's more like a banana only warmer and firmer. Eldrick showed me the motion he wanted by moving my head in rhythm with his hips. I heard it said, "It ain't the meat, it's the motion." He finished by depositing a nice load down my throat.
The taste wasn't as bad as the smell. It's salty and creamy, but I was okay with it. I thought it went well for my first time. Later, blowjobs on dates became the rule rather than the exception. I have to say that after awhile, I got really good at it.
So that should have been the end of my generosity that night in the rec room. Eldrick had gotten off with my help but not the other three lads. After I finished with Eldrick, I looked up and saw three hard one eyed dicks staring at me. The other three had their pants down rubbing their cocks waiting for my mouth. They weren't about to take no for an answer. The look in each of their eyes said they meant business; the look was of hunger, desire, and lust.
One of them said, "We need you to help us build team morale here."
Another said, "Hey, bitch, you need to take one for the team." He obviously meant three, not one.
The first guy came quickly. In fact, so quickly that I hadn't had a chance to have him pull out before he blasted cum down my throat. The second guy's appendage was bent, like that of a pronounced curve of a saber sword. He lasted longer. The good thing was although he wanted deep throat, he wasn't so big that it was a problem. Now I had swallowed three loads and prepared for a fourth. That's not what the last guy had in mind. He was so hard his cock stood upward at a forty-five degree angle and twitched like a dog's tail. After fucking my mouth for what seemed like hours, he grabbed his cock, creaming my face, repeatedly firing his cock juice straight between my eyes. Jesus, how that stung!
Thankfully, there was a bathroom near the rec room where I could clean up. I washed my face, put myself together, said goodbye to Gail, and walked home.
Who knows why I did it? Maybe I was a little too impulsive, or it was vanity to prove to myself that I could satisfy guys. Maybe it was my need to be popular. No matter, it was in the past.
Halloween presented a new opportunity. Our school was sponsoring a Halloween costume dance. I had the perfect costume for the occasion. I dressed as a French maid. My god, it made me look so sexy. My date was with Eldrick.
The French maid outfit was pure exhibitionism. Anyway, we had been at the dance for a half hour when we were asked to leave for wearing an inappropriate costume.
Here's the thing, we had been warned about clown costumes that year and told they were inappropriate and discouraged. "Discouraged" meant, they were not allowed. Last year sombreros and ponchos were banned because they would be considered "discriminatory behavior." The year before, pirate costumes were "discouraged" because they denigrated the handicapped. No one said that French maid costumes were not allowed. So where did I break the rules?
After being thrown out of the dance, Eldrick and I made out on his parents' living room couch. He had his hands all over me and his lips on my tits. The costume made it easy to get what he wanted. I had gotten accustomed to a boy sucking my tits and playing with my pussy. It was all exciting, but it didn't go beyond that. Some of the guys were too shy or not confident enough to take it to the next level. There were others that I didn't want to be my first and those who would be so horny they would cum before diving into my slippery slit.
Eldrick would have been fine and the location was perfect. Taking my virginity on a living room sofa would be so much better than like a whore in the back seat of a car. Only, Eldrick was more interested in getting another blowjob. He told me how the tip of his penis was the most sensitive part and how to lick it in circles while stroking his balls. He seemed to love my hands lightly touching his large firm sack of nuts.
It was that night that I learned what it was like to deep throat a really big cock. I had taken guys all the way down before, but they weren't big like Eldrick. At first, it was just letting him push to the back part of my throat, but he still had a couple of inches left. Of course, I gagged when he pushed past my tonsils. I recovered for an instant then he penetrated me further. I gagged and coughed again. Tears rolled down my cheeks but that wasn't going to stop him. On the third try, he took the back of my head and impaled my throat all the way. I was paralyzed and couldn't breathe. Finally, after several more tries, I learned to calm my gag reflex. Eldrick continued to fuck my throat over and over again going deep every time, but without me gagging or tears.
He finished with a surge of creamy fluid that overflowed from my lips. The only thing was that some of it got on my French maid costume and that was going to hard to explain at home. Well, maybe not. My mom was an understanding type when it came to sex.
Eldrick told me I was the best, and he had never known a girl able to take him all the way down. I guess that might be considered a compliment. For me, it became a point of pride.
Following our first basketball game, I was busted for wearing the thong under my cheerleading skirt. I was thrown off the squad which was embarrassing but to be honest, it wasn't something I missed. I needed to concentrate on my studies if I planned to attend college next year. My interest in boys became more intense and time consuming too. I was now dating a couple of nights a week.
Thanksgiving was a non-event. Most of my friends were either with family or were out of town. That was not the case with my mom. She was hosting friends, men friends of course. One guy was particularly memorable. His name was Anthony. He spoke English with a wonderful Italian accent. Anthony was from Italy and had been in the United States for a little over a year. He thought nothing about walking around the house wearing only bikini briefs. He said things are different in Italy and that was obvious. The prominent bulge between his legs was a walking advertisement for his virility. My mom had a sixth sense about a man's vitals.
I think Anthony wanted to fuck me. When Mom wasn't in the room, he would get real close, give me a hug, then say nice things about my body. One time he came up to me from behind and wrapped his hands around my breasts. He got a handful and said, "Bella, bella." Anthony would have been perfect for my first time, but we had no chance. Mom was off work for the holidays, and he was only at our house for two nights.
The other guy mom had that week was a jerk. I stayed as far away from him as possible. Luckily, the only time I saw them was at dinner time.
After Thanksgiving, I fantasized about having someone in my bed like my mom. To keep me from going crazy, I used the handle of my hairbrush for some pleasurable relief. I could only imagine that it wasn't a brush, but a hard cock pumping my pussy.
Leading up to the winter break was a busy time. Mom had me decorating the house for Christmas on the first few days of winter break. She said she had to work overtime during the holidays. It also gave me a lot time to myself.
For entertainment, I would masturbate watching porn videos on the Internet or look at the DVD Mom had hidden in the family room. One of the "models" in the video looked a lot like my mom at a younger age. I always wondered if she did porn back then. Maybe she's still doing it, and kept it a secret. After all, Mom certainly liked her men.
One guy from my class, I think his name was Josh, came over to our house on an afternoon during winter break. Mom was at work, of course. We were doing the Netflix and chill thing. We watched a video together assisted by some heavy petting that developed into something more. He had a stub of a cock, so he wasn't going to be my first. Sure, Josh got hard and gave me a good shot of cum to swallow, but we weren't going to go all the way. By that time, making a boy cum had become an obsession.. There was something very compelling, if not rewarding, in knowing that I had the control to gratify a boy in that way.
Despite Josh's inadequate anatomy, he was able to satisfy me in a way that was completely new. I was nearly naked except for my panties when almost without warning, Josh pulled them down and spread my legs. He had his tongue on my clit and two fingers in my pussy in an instant. He ate me out for a good half hour. The boy really knew a girl's anatomy and how to satisfy her. I probably came three or four times with his head between my thighs. He said I was the tastiest girl he had ever had.
From then on, if I was going to give head to a guy, he was going to do the same for me. "Tit for tat," you might say but in a good way.
So I was having light sex with lots of different guys, but never scored. Either it wasn't the right guy or the right place. Perhaps I was too choosy, but I wanted it to be memorable. There's only one first time. You know how they say, "The first time never comes twice." That explains why I was technically still a virgin.
The new Natalie was now one of the most popular girls, at least with the boys. Rumors started to circulate around school that I was a slut. Some of my girlfriends no longer talked to me. I really wondered if they were jealous, or because I gave their boyfriends blowjobs at Gail's party. The thing was, while my friends were fucking those guys, I still hadn't screwed anyone. It just seemed so ironic and hypocritical.
That all changed after New Years. January began with a huge winter storm. They called it a hundred year blizzard. It arrived on a Thursday night. Friday, schools were closed and many businesses didn't open until noon, if at all. My mom was out of town with some guy for a four day weekend. I was all alone and stuck inside.
Alone, that is, until the doorbell rang. I wasn't exactly dressed for company. I was still in my after shower robe with my hair all wet and tangled. I looked like a girl in a slasher movie.
At the door was Joe Flynn, Gail Flynn's father. Gail was my next door neighbor, and my best friend since the third grade. They had moved from London to the United States a decade ago.