High School Pimp
- 3 years ago
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High School Pimp free porn video
In high school, I picked up the nickname of Ram because I would ram every cunt/pussy I could. Being a three-sports-superstar made me very popular with the girls, and to be honest, with some of the female teachers as well. My good looks, athletic build, and reputation of having a huge cut cock helped also. Most of the guys were in awe of me and very envious.
During my senior year, I got in serious trouble when I was caught taking money from a college alumnus trying to recruit me to an out of state University. The issue was brought to the attention of my school Principal. Mr. Evans confronted me privately and I was told that the whole thing could be handled quietly and kept out of the public domain, if I would only cooperate.
Seems there were more than just the guys that were jealous of my ways with the girls and female teachers. The Principal and some male faculty were eager to give me my comeuppance, so to say. I was threatened with exposure, which would surely lead to me not getting any college athletic scholarship offers. Not only that, I would be barred from any further athletic activities in high school.
“What do you mean, if only I cooperate?” I asked.
“You, my boy, have to pimp out your girlfriend and one of the female teachers to me and some of the faculty,” Mr. Evans said.
I was completely stunned and could not immediately respond, but finally blurted out, “you've got to be fucking kidding!”
“No kidding, no joke and there is one other condition,” Mr. Evans said.
What more could there be? I wondered.
“And what would that be?” I finally asked.
“Coach Braun and I both not only want to fuck your girlfriend Betsy and Miss Emerson, we both want to fuck you,” Mr. Evans replied.
“Hey, wait a minute, fucking Betsy and Miss Emerson is one thing, but no way are you guys going to fuck me,” I responded.
“Okay, Mr. Hotshot, those are my terms. I guess I will have to call a press conference to announce that Middleburg High School’s star athlete Roy Blane is being barred from further participation in athletics.
“Now wait a minute Mr. Evans, I’m sure we can work something out. What if I get Miss Emerson to let you fuck her in the ass?” I asked.
“My boy, I want Miss Emerson’s pussy. It is your ass I want, and that is final. Oh yes, one more thing, Miss Emerson and Betsy will have ample opportunity to watch me and Coach Braun fucking you,” Mr. Evans said.
“I need time to think this over,” I said.
“You have the weekend. Come see me promptly at 9 AM Monday morning,” Mr. Evans replied.
Feigning not feeling well, I never left my bedroom the whole weekend. My thoughts and dread were driving me almost insane. I hardly slept. Despite the obvious reasons, there was another thing wearing heavy on me, it was my mom. I was her entire life since the accidental death of my father when I was a mere three years old. Dad had left a life insurance policy that took care of our normal needs, but no way would it cover college. I needed that college athletic scholarship. Also, the scandal would devastate her, as I was perfect in her eyes.
Mom wanted me to stay home from school on Monday, as I looked awful, but I convinced her I had an important test that I could not miss. A worried-looking mother sent me off to school.
After homeroom, I reported to Mr. Evan’s office. Little did I know that Coach Braun would be there.
“Come in, Roy. I have given my secretary the morning off, so we will have complete privacy, have you made your decision?” Mr. Evans asked.
I was reluctant to answer with Coach Braun sitting there.
“Oh, so you understand Coach Braun is totally onboard with the terms, I have outlined to you. We have both wanted to fuck Betsy and Miss Emerson for some time, but were restrained by possible consequences. Now you have afforded us an out. We can’t thank you enough. Besides, the added bonus of fucking Middleburg High’s star athlete is far better than we could have hoped for,” Mr. Evans said.
“Coach, do you really want to fuck me?” I asked.
“Roy, I would have fucked you long before now, if I thought I could have gotten away with it,” the coach responded.
“I guess I have no choice,” I responded.
I trembled for the first time, realizing two men were going to fuck me. I had never ever considered such a thing.
“Time for a showing of good faith. Get undressed, Roy,” said Mr. Evans.
I was almost in tears as I removed my clothes. Mr. Evans and Coach Braun were simultaneously undressing. When fully nude, I looked up and the first thing I saw was Mr. Evans' hard cock. It stood straight out and looked to be about six inches and uncut. Looking over at the coach, I was stunned to see a huge cut cock. I thought I had a big cock but the coach was even bigger, perhaps nine-plus inches.
“I have first dibs, bend over that chair,” said Mr. Evans pointing to the overstuffed office chair.
Reluctantly, I did, as requested. Then I felt something moist being squirted on my asshole followed by a probing finger. I felt minor pain but nothing major. Then a larger probe, which I assumed was Mr. Evans' hard cock. The lube coated cock was slowly inserted until the entire head was in. When the cock made-contact with my prostate a warm feeling overcome me. Then a final push and I had Mr. Evans' entire cock in my bum.
Mr. Evans let out a low moan as he began fucking me. I was surprised by how good the prostate massage felt. As my prostate got massaged, I began leaking cum from my cock, which was now as hard as a rock.
Mr. Evans was soon slam fucking me. Then I felt a cock rubbing across my face. Looking up I saw the massive cock of Coach Braun in my face.
“Suck it, Roy,” he said.
I started to say no way, but when I opened my mouth to speak, his cock entered my mouth. “Watch the fucking teeth,” Coach said.
Coach began fucking in and out of my mouth, going deeper each thrust. Little did I know that I was getting, what is called, split roasted. Holy crap, now I’m a cocksucker, I thought.
“Holy fuck I’m cumming,” yelled Mr. Evans as he blasted the walls my bowels with his hot thick cum.
This was shortly followed with Coach blowing his load in my mouth causing me to gag. Cum was dribbling out of the corners of my mouth and some out my nose causing a burning sensation. “Swallow, Roy,” Coach said. I did, as instructed and swallowed as fast as I could.
I had just been ass fucked and face fucked. Unbelievable!
“Roy after you recover a bit, I need you to suck me hard again, so I can fuck you,” Coach said.
After a short respite, Coach said, “time to go to work Roy,” as he presented his semi-hard cock to my mouth. Resigned to my fate, I opened my mouth and accepted his cock. As he slowly worked his cock, I could feel it growing. I also felt my cock growing.
Soon his cock was hard and he ordered me to bend over the office chair. As he slid his big cock into a cum lubricated ass, my own cock was so hard it hurt. When he hit the prostate, once again a warm feeling overcame me. As he picked up the pace, the feeling of my prostate being massaged was awesome and felt so good.
In no time, he was balls to the wall fucking me. As he fucked me, I could feel an orgasm building within me. Cum was leaking from my cock in large amounts. The coach was grunting and I was moaning. It was like I was in another universe.
When the Coach nutted deep in me, I orgasmed and screamed, “oh my god!”
As I came back to reality, I saw Mr. Evans sitting on his desk slowly stroking his cock.
I could not believe I took the Coach’s big cock without it splitting me into. But I was also amazed that the taste of cum was not bad at all. In fact, I actually liked it. For the first time, I think I could understand why guys suck cock.
“Before you clean up and go to class, I want you to know that the Coach and I expect you to bring Betsy and Miss Emerson to the Coach’s apartment this Saturday evening at 8 PM. Do not be late,” said Mr. Evans.
That week I told Betsy about my dilemma, leaving out the part of Mr. Evans and Coach fucking me. She understood my need to have her and Miss Emerson fuck both Mr. Evans and Coach.
“Do you think Miss Emerson will agree?” asked Betsy.
“I don’t know. I was hoping you could help me in convincing her. I know she has an inkling for you,” I said.
“Are you serious?” She asked.
“Yes, she has admitted to me that she is bisexual and you were high on her list of future conquests, and if I told her you were available, she might go for it. If that does not work, I will tell her I’m not fucking her anymore,” I said. Betsy agreed to let Miss Emerson have her, if needed.
Betsy and I went to Miss Emerson’s small apartment where I pleaded my case. Miss Emerson initially seemed reluctant to fucking Mr. Evans and the Coach, but when I told her that she could have Betsy, her attitude changed quickly.
Over the next hour, I sat and stroked my cock as the voluptuous Miss Emerson made love to my hot and sexy girlfriend. Watching Miss Emerson seduce Betsy was the hottest thing I have ever seen. Betsy always loved me going down on her, but Miss Emerson was a professional cunt lapper compared to me. She had Betsy flopping on the bed and screaming as orgasm after orgasm rolled over her. Nothing could be hotter, I thought, until I saw Betsy eat her first pussy. I couldn’t hold it, I shot cum so hard, it hit me in the face.
Miss Emerson was well sated and agreed to go with me and Betsy to see Mr. Evans and Coach on Saturday night.
We arrived right on time and were ushered into Coach’s apartment and were shocked to find Mr. Jenkins another member of the faculty there along with Mr. Evans and the Coach.
All three of us were surprised by Mr. Jenkins being there, but Miss Emerson had a wry smile on her face. Little did any of us know, but Miss Emerson had been having a bisexual affair with Mr. Jenkin’s wife Alberta and had secretly wanted to bed Mr. Jenkins for some time.
Mr. Evans said, “We all know why we are here and I have a little orgy planned for the evening. All activities will occur in the same room. We will start with me fucking Betsy, Mr. Jenkins fucking Miss Emerson and the Coach fucking Roy.”
An audible gasp was heard, as Betsy and Miss Emerson were stunned to hear the Coach was going to fuck me. Both were speechless. I was mortified.
“I suggest we all get naked,” Mr. Evans said.
Once all were naked, cocks were getting hard as the guys viewed the lovely and sexy girls. The girls were very impressed by the men’s cocks, especially the Coach.
“I think Betsy should suck my cock rock hard, Miss Emerson do the same for Mr. Jenkins, and of course, Roy suck the Coach,” said Mr. Evans.
Damn, I’m going to get fucked by the smallest cock, thought Betsy. Little did she know the best was saved for last.
God, how I have wanted to fuck this little minx, thought Mr. Evans.
Holy crap, Roy is going to suck the coach and get fucked by him, Miss Emerson thought.
Ever since my wife admitted she was having an affair with Miss Emerson, I have wanted to fuck this slut, thought Mr. Jenkins.
I’m going to fuck the hell out of Roy and then I’m going to fuck his hot little girlfriend, Coach thought.
Mr. Evan, Mr. Jenkins and the Coach lined up. Betsy dropped to her knees in front of Mr. Evans, Miss Emerson in front of Mr. Jenkins and Roy in front of Coach. Almost simultaneously they began sucking the cock presented to them. Three men began moaning in unison.
As each cock reach full hardness, the couples would pick a spot in the room to fuck. Soon three fucking couples were moaning, groaning and grunting, like a bunch of beasts in the wild.
Betsy was surprised how good Mr. Evans was fucking her. Mr. Evans was marveling at how tight and hot Betsy’s pussy was.
Holy fuck, I have got to get Mr. Jenkins in bed with his wife, the insatiable Miss Emerson thought.
Gawd, she is a better fuck than I dreamed, Mr. Jenkins thought.
Damn, I love fucking Roy’s tight ass, thought the Coach.
Oh my god, I love it, thought Roy.
The most vocal of all was Roy, and as the Coach plowed his ass, he got the attention of the others. They were collectively amazed to see Roy shoot a long rope of cum across the room hitting Miss Emerson in the face, as Coach was coating he bowels with a huge load of cum.
Orgasms were coming fast and furious for the others with a chorus of screams and moans.
Mr. Evans filled Betsy tight pussy with a load of cum and Mr. Jenkins followed suit by filling miss Emerson’s pussy.
While the others relaxed and watched, Betsy and Miss Emerson put on a show as they went into a sixty-nine and ate the cum from each other's pussy.
That action had some deflated cocks on the rise again. Before the night was over, Coach had fucked Betsy to the best orgasm of her young life, Mr. Evans had fucked Miss Emerson, and Roy had sucked off Mr. Jenkins.
Roy had been shutout of getting any pussy, but he did not go away unhappy. After all, the Ram had gotten rammed, and he found out, that yes indeed, he liked sucking cock and swallowing cum.
Over the next year, the orgies continued with additional Faculty being added to the mix.
When it came to pussy, Roy decided he liked cock better.
Roy did receive a football scholarship from a large out of state University. During Spring practice, Roy received a career-ending injury. He lost his scholarship and dropped out of school.
He now works as a gay male prostitute.
Lesley
- 10.01.2022
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