When I first found out about sex, I loved it. I adored it. I love what sex has been doing to me. If it wasn’t that people are frequently judgmental about these matters, I’m sure they would agree.
It’s human nature to be judgmental about other people’s lives. Mark Twain wrote, “Nothing so needs reforming as other people’s habits.” But human nature doesn’t stop there. Among the most powerful is the desire to procreate: that is, to have sex. That urge has led me in many directions, including what some might consider taboo. I care about people, but really don’t care about labels and what other people think. I care mostly about living a full and satisfying sex life no matter what the etiquette police say.
Let me back up a moment. My first boyfriend and I were virgins when we had our first sexual experience as sophomores in high school. Bobby had just got his driver’s license and I’d recently turned sixteen. We parked in an alley where I gave him my first blowjob. My girlfriends had talked about it, so I had a pretty good idea what to do. Of course, I couldn’t deep throat, but he seemed to be happy with my first attempt.
For me, it was a real rush knowing I could make a boy cum. It got me so turned on when I held his hard cock and actually made him ejaculate. I was so proud of myself. The only surprise was that I didn’t know what to expect. Bobby gave me a full load. It was like he was pissing cum in my mouth. I wanted to be a good girl and take it all down, but there was so much of his milky fluid, it overflowed down my chin.
What I really wanted to know was how all of that cum would feel inside me. I had to wait awhile for that because Bobby’s inexperience gave him a mind numbing lack of self-confidence. Later, I would have to show him the ropes, so to speak.
With his cum still on my lips, I pulled down my panties and took his hand, showing him how to pleasure me between my legs. Once his hand caressed my pussy, he soon had two fingers inside, finger-fucking me. Perhaps exploring my inner sanctum was something that came naturally to him. It gave me a great deal of pleasure. I moaned uncontrollably as my juices flowed down my crack onto the car seat. I realized at that point that it was the start of something new and wonderfully exciting in a girl’s life.
Bobby and I were on the same page when it came to our desires. I wanted more than finger-fucking and, of course, he wanted to know how it felt to fuck a girl. But we didn’t have intercourse until the following month. The long delay was partially caused by his embarrassment to buy condoms. Eventually, Bobby had his older brother, Ricky buy them. The deal was that if his brother did him this favor, Ricky could fuck me. I didn’t learn about this arrangement until later.
Our first coupling happened after school when everyone else was at a pep rally. We left the rally early and drove to our private alley, three blocks from school. Bobby was so horny and nervous, he had trouble undoing his belt buckle. I did it for him. He pulled down his pants and his already hard cock sprung out like a springboard. I rolled the condom on his dick, and could hardly believe the size of his erection. Okay, I’d had it in my mouth, but that was in the dark. This was daytime, and I had no idea how long and thick it was. His size scared me for a minute. Would it fit? Would it hurt?
Neither of us had time or the need for foreplay. I was wet just looking at his cock. I wore a short skirt and a thong that day, so clothing was not much of an obstacle. With my tiny skirt around my waist, Bobby nervously fumbled trying to get my bra off. After tugging on my thong, pulling it down over my ankles, his face turned red, perspiration pouring off his forehead. After several failed attempts to get his cock in, I finally helped him find my girly hole. It was so slippery, Bobby pushed in with ease. Once he was inside me, all doubts and anxieties vanished. I only felt lust and pleasure.
He didn’t last long, not even long enough for me to have a mini-orgasm. Also, I didn’t feel his warm cum flowing inside me. These were minor disappointments. My first time was a life-altering experience, and I knew then that sex would be a central focus in my life. I loved sex.
We enjoyed several more fuck dates before the school year was over. I kept begging Bobby to cum inside of me, but he refused. He would always say, “Next time.” There was never a next time with Bobby. Bobby’s brother, Ricky,was a different story.
Here is how it all worked out. Bobby and I had a date to go to a party on a July night during our summer vacation. He called and said he was really really sick and couldn’t go. His brother Ricky was going to the party so Bobby suggested he pick me up. I agreed and that’s how Ricky and I ended up together at a typical high school party. With no parents around, there was plenty of drinking and stuff. I knew some of the girls were in the bedroom with their boyfriends, but I never imagined I would be one of them.
Ricky wasn’t shy about his intentions. He just grabbed my hand and said, “Let’s go upstairs.”
I knew what he wanted, and the truth is I wanted it, too. I just said, “Why not?”
Ricky was more experienced and even bigger than his younger brother. He said he wanted to do a little taste test on my pussy, so we did some oral play. Ricky was the first to suck my clit, and, of course, I loved it. Then he plunged into me.
By that summer, I knew how to relax and bring myself toward multiple orgasms. It was helped by Ricky telling me how sexy I was, and how he loved my wet pussy. And he could last a lot longer than his younger brother. When he finally exploded inside me, there was no doubt he had the same massive loads like Bobby. It was a wonderful family trait, and was the first time I learned about the joy of feeling creamy jizz coating the walls of my vagina. I now enjoyed the full experience of having orgasms followed by a boy’s cock pulsing semen into my love tunnel.
On the way home, Ricky admitted that his brother wasn’t sick, and he told me about their arrangement. I was really pissed at first. The good news was I dropped Bobby, and became Ricky’s fuck doll for the rest of the summer. He taught me a few things about how to have good sex. Ricky was particularly great at oral sex and by the end of the summer, I was really good at deep throat.
Ricky went off to college in the fall, so I hooked up with lots of different guys during my junior and senior years in high school. My scarlet reputation became somewhat infamous at school with some girls telling lies and rumors about me. Others were secretly jealous.
It wasn’t until college that I found a stable of dependable guys willing to make me happy. It was the basketball team. They knew I was a slut, and always available to take one for the team. The most enjoyable times were introducing new players to the team ‘mascot.’ Well, ‘mascot’ is how the coach referred to me. Oh yes, the coach also enjoyed the pleasures of my company.
So I graduated with a degree in education, a literature major and a teaching certificate to teach high school juniors and seniors. During my first year teaching, I began an affair with the married football coach. Cal and I first hooked up after the staff’s Christmas party. We shamelessly flirted with each other over wine and hors-d’oeuvres, then he took me to his minivan for a two hour fuck. He showed off his athleticism and did me with powerful thrusts harder than any of the guys in college. It was just what I needed; just the way I like it.
After that night, our affair continued until spring when the school principal, Joel, came into the picture. Joel had a full head of silvery hair and looked much younger than his sixty-plus years. He and I went out of town on a weekend seminar and hooked up in the motel iwhere we were staying.
We got to know each other pretty well during several hot nights. He was the first and only man that I have ever fucked that could have been my grandfather. He was amazing! Joel introduced me to anal which seemed to be his favorite form of recreation. He also introduced me to one more thing. I was introduced to DP.
Shortly after school let out in late May, Joel and I met at our usual place and time. It was always on a Friday night when his wife went out to play euchre with the girls. The place was always a discreet motel on an out of the way country road. Having an illicit affair excited me. I enjoyed the thrill and adventure of meeting him. Having sex with an older man whose wife hadn’t a clue turned me into a smoldering hot nympho. Needless to say, Joel shared my enthusiasm.
But this time it would be different. Once inside the room, Joel said he had arranged something we should try that he knew I’d love. He had invited coach Cal to join us. So it was, after a knock came on the door of room 152, in quick time, we were all undressed. I was the recipient of two handsome hard cocks in my mouth and pussy until Cal suggested we “plug” both my ass and cunt. The vote was two to one and, with a little encouragement, it became unanimous.
I can’t say it was the best fuck I ever had, but it was far from the worst.
The two gentlemen treated me to dinner that night, and we never talked about school. They suggested going to a swingers club or having a sperm party. I wasn’t sure what they met by a sperm party. Later I learned it was to be a gang bang with me as the center of attraction. However, those enticing ideas would have to be tabled until the school year was over. They were something to anticipate for the future.
Cal and Joel continued to be my stablemates for the summer, but football practice began in August. I didn’t see Cal for most of that fall season. Joel was always ready to sneak around with me, so I wasn’t left unattended. Then there was Milton in my junior level Lit class during the fall semester.
Milton intrigued me with his love stores and semi-erotic poetry that were just short of pornography. There is a fine line between freedom of expression and porn. I was not the best person to be the judge, so I let him continue in that genre. He was studious, wearing think rimmed glasses and a thin lipped mouth. Milton was your basic nerd. He was always hanging around after class, asking all sorts academic questions at first, then personal questions.
I was uncomfortable with him around, but put up with it out of curiosity. Eventually he suggested a tutoring session after school. He was one of the few students who didn’t need to be tutored. I went along with it to see what he really wanted. I was not surprised at what he had in mind.
We sat together at my desk. Before long, he had his hand up my skirt asking me if I liked his poems. He asked if they turned me on. He wondered if I liked sex.
“Milton,” I scolded, “this is not appropriate.”
“Miss, I think you might change your mind when you feel this,” and he put my hand in his crotch. Through the fabric of his pants, I could tell he was as hard as nails.
“Look, Milton, you are really a great kid, but we can’t be doing this.” He didn’t seem to hear because he soon had his hand inside my panties.
“Miss, you don’t fool me. You are so wet. I know fucking your student turns you on. Unlock my cock and take a look.”
I didn’t say anything but reflex action had my legs further apart as he massaged my clit.
“Here, take a look, Miss.” He unzipped his pants and out sprang a massive dick that I couldn’t ignore.
“We can’t do it here, Milton. We’ll go to the staff bathroom.”
The school was empty except for a janitor cleaning the gym. On the next floor, we checked to see that we were alone. Inside the bathroom, he quickly had his pants down around his ankles and pulled down my panties.
“Suck my dick, teach. Show me how you can deep throat.”
I couldn’t resist his firm gorgeous meat. I was on my knees, and had him all the way down in an instant. He whimpered like a puppy, growled like a pit bull, then bent me over the dressing table. I lost all sense of reason and let him screw me. Milton penetrated my soaking cunt as easily as poking through cookie dough. The boy had stamina and stroked me with wondrous thrusts for at least a quarter of an hour.
When he finally exploded, I had enjoyed several orgasms with a powerful climax just as he erupted deep in my fuck tunnel. It spilled down my thighs as soon as he pulled out. Before I could regain my senses, he had zipped himself up and left the room. For such a young boy, he was good, very good. And yes, size matters.
I knew if he said anything or put this on a social media site, I was toast. He was a smart kid. He never squealed. Anyway, who would believe Milton could fuck his teacher. The next time I saw him was in class the next morning sitting in the front row as nerdy, studious and serious as ever.
The school and the community were excited all fall. The football team was undefeated by November and entering the state playoffs. Each win produced another round of school spirit assemblies. The cheerleaders cheered and the students roared. The near impossible happened. Our school won the state football title and coach Cal was the hero. He promised the team a huge celebration party before winter break.
Cal asked me if I would like to attend. It was held in the banquet room of a large hotel a week before break. The boys were all dressed in suits and ties. A few brought a girlfriend and a few players were with a parent. Those that got the memo came alone. There were several speeches during dinner, then a DJ entertained after the tables were cleared.
The boys had planned ahead, hiding flasks of booze inside their jackets. At first, the celebration was a typical teenage party, but it was obvious that alcohol was taking it’s toll. A few boys got sick and several were loud and obnoxious. Coach Cal invited me upstairs around eleven. I was not surprised that he had reserved a room for us. What surprised me was he was not the one taking me upstairs. The star quarterback led the way. I didn’t know his name and still don’t.
“Coach Cal said you had a surprise for me if we won the state championship.”
“Oh he did, did he?”
“Yes, and I think he meant you.”
“Well, let’s see about that,” I said but didn’t walk away.
In the room, the boy was a little nervous, and I felt like I was back in high school. This could be fun, I thought.
The young QB gently undressed me until all that was left were my purple heels. He suggested I keep them on like the pros.
“What do you mean, like the pros?” I asked.
“Ya know, like the porn stars.”
“So you think I’m a porn star?”
“You look like one. You have great tits and a shaved pussy just like them.”
“I see. How about you. Do you look like a porn stud?”
“I think so.” He pulled off his pants, leaving on his jacket and tie. “Give me a blow job and get me really hard. You’ll see,” he demanded.
I was quick to oblige. He started calling the plays.
“Stand up and swing those big fucking tits of yours,” he yelled.
I gave him a little show.
“Lay down, he grumbled, I want to do a sixty-nine.”
I’m not sure he knew what a sixty-nine was, but he soon got the picture. My pussy was in his face and his dick was down my throat.
“I need some ass, lady. I’m gonna fuck you, and fuck you like you’ve never had it.”
I understood that was an adolescent talking trash. It didn’t bother me at all. In fact, his macho behavior somehow appealed to me, so I laid on the bed and spread my legs. He was hard and thick, but had no trouble penetrating my slippery hole. He banged away with youthful exuberance, until I could feel the familiar pulsing of his erect penis shooting load after load inside me. The kid came like a horse with a steady stream of thick hot semen. I enjoyed each and every burst as it gushed into me.
I was flushed when he pulled out and then I noticed two more team members watching in the doorway. One pulled down his pants and jumped in. While the second boy was pounding into me, four more boys joined the audience and before long, there were eight more waiting to be serviced.
At one point I had five cocks staring me in the face with one in my mouth and one in my cunt. Some of them came in my fuck hole; some in my mouth; and one emptied himself doing anal. I was decorated with creamy cum from head to toe. It is a wonder that all those millions of sperm didn’t pick me up and carry me away. Now I understood the concept of a sperm party.
The kids had their smart phones snapping away. A few took videos. I knew where the pictures were headed. The Internet would be flooded with the teacher whore who banged the football team. I knew where I was headed, but losing my job was a small price to pay for one night of an incredible gang bang party with enthusiastic junior and senior high school boys.
The scandal was all over the news. None of students were named. Coach Cal was still a hero and went on to win two more state championships. My name was splashed all over the news as the teacher who sponsored a sex party. I became the Monica Lewinsky of the community. There is no word if Cal’s teams celebrated with another sperm party.
I have since relocated and found a new teaching position thanks to an incredible recommendation from Joel who wrote, “It is a great loss to have such a dedicated, creative, and cooperative teacher leaving the system.”
Shortly after the fall workshops began at my new school, the Superintendent, Brad, hit on me. At first, I was flattered, then thought about how I had lost my first job. He persisted and finally told me the truth. He said, “Holly, I read on the Internet about a teacher involved in sex parties at a school near where you worked. I hoped it was you. That’s the primary reason I hired you.” He added, “Keep in mind our community is much more liberal and our staff is more discreet than where you came from. Now don’t let me down. Good teachers are hard to find.”
But he didn’t mean “hard to find” for classroom duties. It was meant as a subtle remark in order to keep my job. It was an offer I couldn’t refuse.
