Standing over my little freshman whore while he sucked my throbbing cock on this beautiful May morning, I found my mind drifting back to my own freshman year. Starting high school is exciting and a little scary for all of us. I was coming from really small elementary and junior high schools to a 1,300 person all boys catholic school that was an athletic and academic power in our city, and the entire state. Testosterone dripped from the walls. The combination of athletes, academic overachievers, artists, singers and musicians made for a combustible environment. Glee club boys were known as songbirds, and while no one was openly gay, it was always obvious a few guys in each grade were queer. My little freshman was a songbird. Back to my freshman year.
It was a few weeks into school when I was injured in football practice and sent to the training room. There was a senior already in there, his name wasn’t Mark, but that’s what we will call him. He is in local politics now and won’t like this much! On that day he was kind, and he talked to me about my shoulder and really made me feel better about being hurt. A few hours later I would be jacking him off in the front seat of his car.
He was late walking out of practice, the same as me and when he saw me walking toward the public bus stop, he pulled up in a newer model Mustang, swung the passenger door open and said “Jump in freshman “. I was almost honored to catch a ride. He immediately gave me a beer from a cooler in the back seat and ask where I lived. Once we pulled up to my house, we talked football for a minute, then he ask me, “ do you know that all the popular freshman take care
of a few of us seniors” I was confused, he sensed that and continued. “ If you want to come to our parties and fuck with the junior and senior football whores from St. Mary’s , then you take care of the seniors in school and whenever else you can” I finally replied , “ take care of what? ” I hadn’t noticed his cock was already out and so hard. It was long and fat, with a slight tilt left, but it was big and beautiful. Before I could react he had put his hand on mine and guided it toward his dick. I grabbed it without hesitation and began to jerk him off. My older cousins had trained me well. We didn’t speak, I just slowly jerked him while the music played over half shorted out speakers. I was scared and excited, my own peter was hard as fuck. I listened to him whisper, “ your cool freshman, you are going to fit right in” while I jerked him faster and faster, his fat, veiny cock swelling every 2 seconds. “Make me cum freshman, I’m cumming ugggh I’m cumming” I had never seen so much sperm. It was shooting all over him, me, and his steering wheel. He grabbed the back of my neck in a way that no one ever had and pushed my face down close to his cock, but he didn’t force it in my mouth. “Look how good you did” he said in his deep, confident voice. Then he let go of my neck and said “ Be ready for school. I’ll pick you up at 7, your cool now, no more bus for you freshman”.
I walked from the car dazed, excited, scared , and very, very horny.
I didn’t sleep at all that night. Jacked off twice and was ready for my ride at 7. A few minutes after he pulled up and there were two others in the car, a guy and a girl. The other guy I knew was Mark’s meathead friend Big Scotty. The girl I didn’t know. “We have to drop my sister off at St. Mary’s around the corner, she is a freshman too.” I got in the back seat and was immediately struck by how fucking hot Mark’s sister was. Big tits, fat ass and thighs and big blue eyes that were accented by her blonde hair. “ Freshman, tell my sister your name” “I’m Anthony, Anthony Ceaser, I went to St. Martin’s before this year, where did you go”? I was never shy around girls. I was tall and big, and my sisters had always built my ego and told me how to sweet talk girls. “ We all went to Holy Cross, all of us” she said with Pride. Before I could respond we were at her school.
As soon as she was out of the car, Big Scotty jumped in the back and he already had his hard dick out and was pulling my hands toward his cock and balls. “ You know what to do”. I looked at Mark in the rear view mirror and he nodded to me to continue. Scotty was a big guy, but his cock was only about 4 inches tops, but man was it hard. He came after about 5 strokes, handed me an old tee shirt and never said a word, but Mark mouthed to me “ good job” in the mirror. The rest of the day went as usual, but the ride home that evening, well, it was wild.
Source: reddit.com/r/Erotica/comments/ln02we/anthony_ceaser_at_the_all_boys_school_freshman_to