My High School Crush

I was a cheerleader in high school and I had the biggest crush on our basketball coach. He was a very good looking, middle-aged man. It seems I’ve always had a thing for older guys! 

Anyway, I was in his PE class the first semester of my senior year. Before that I had only really admired him from afar. At games I did my best to make sure he noticed me. When he did he always smiled and was very nice. I spent many of my underclassman nights fantasizing about Coach.

Being in his class allowed me to take it to another level. His class was “Advanced PE” and being a coach he spent most of the time sitting at a table in the gym watching basketball videos on his computer. I started to sit with him at the table. Everyday we spent most of the class period talking--mostly about life and my future. He was so easy to talk to. The more time we spent at that table the more my desire for him grew.

I started to flirt with him to gauge his response. I tried to make eye contact. I started to “accidentally” brush my leg against his under the table. I also began to wear short skirts to class. I loved game days because my cheerleading outfit was very revealing. After a while I began to notice that when my bare leg touched his he actually pressed his leg against mine and held it there. 

I knew he started to take an interest in me and I also knew he would never cross the line. And I knew I would never do anything that could ruin his career. We both were just having fun. He once told me that I made his day so much better and he looked forward to seeing me. I often imagined him thinking of me when he and his wife were intimate. 

Yes, he was married but that seemed to almost increase my lust for him. I would ask random questions about his wife to gauge how committed he was. I remember talking to him about a guy I was seeing at the time. He asked if I was serious with him. I said, “I think so, but I don’t want to get tied down.” Thank God I’ve always been a free spirit. He said something to the effect that even if you are in a relationship with someone you really like it doesn't mean that you have to quit living. He hinted that he and his wife have always continued to live, “if you know what I mean,” and he believes that life is not meant to be constricting but to live freely. 

I remember that really hitting home. It felt as if he was saying exactly what I felt then and continue to feel today. When the first semester ended I was no longer in his class. However, I made it a point to go and visit him during my lunch period. We continued our talks and I continued my lusting for him. 

One day, I wore an extremely tight, white camisole or cami that revealed my cleavage perfectly. I also wore a jacket to cover myself because I knew that if certain female teachers saw me they would write me up for a dress code violation and make me change. But I had a plan. I knew Coach always ate lunch in his office alone. I also knew he kept several t-shirts in there for people who forgot their clothes to dress out for class. 

As I made my way to his office I removed my jacket. My tits were practically bursting out and you could see my nipples protruding through the thin fabric. I knocked on his door feeling sexy as fuck! “Come in.” 

I opened the door and I saw Coach’s face light up. “Hey Jade! What is going on?”

“One of the teachers said my top is too revealing and said I had to change or I would be written up. Do you happen to have a t-shirt I could borrow?”

He got up from his desk where he was eating. “Sure, let’s check the closet. Who got you?”

“Mrs. Oliver.”

“Not surprised. She’s always uptight. I think you look great!” 

He opened the closet and got on a stool to reach a box of shirts on the top shelf. As he did this I moved very close to him and leaned forward which gave him a full view of my tits when he looked down. And look down he did. He stared right at my chest. As he stood on the stool his crotch was right at my eye level. I snuck several glances at his thin gray shorts. I saw his cock move and when he got down from the stool we started to look through the box for a shirt. As we looked for a shirt I could see the outline of the head of his cock through his shorts.

We shifted through the shirts and found one my size. He handed it to me, “Here this should work.” It was one of his basketball camp t-shirts. “You can keep it. My gift to you.”

“Thank you so much!.” We were still in the back closet and were out of sight from anyone. I started to remove my cami. He watched me start and said, “I’ll step out and let you change. Probably best I do that.” 

“Ah Coach are you embarrassed? 

“Not at all, but I better not be caught in here with a sexy topless girl.”

“You think I’m sexy?

“Damn right! Sexy as fuck and I love your free spirit attitude but you are a student so I can not be in here with you topless nor can I do anything other than talk with you.”

“I get it. It’s just nice to know you think I’m sexy. Remember when you said I make your day better. Well, you do the same to me. I love seeing you every day. Who knows what can happen when I’m no longer a student?"

“You’re right. Who knows? But for now let me step out and let you change.”

He stepped out but left the closet door open. I slowly removed my cami and took my time putting on the t-shirt. He was standing with his back toward me but as I was putting on my shirt he turned around and looked right at me and smiled. Damn this was a great day!

“All set? You’d better get back to class.”

“You’re right. I appreciate the shirt and I am so grateful for you!”

He came toward me and gave me a big hug. When he did I could feel his firm cock pressing against time. Believe me I have masturbated to the feeling of Coach’s cock when we embraced many times over the years.

After my planned t-shirt incident our relationship grew even stronger. When I saw him at games I would smile and flirt. I often slid my legs open revealing my cheer panties when he was seated across from me. He made for an amazing senior year. But we never crossed the line. I heard Kylie Rocket once say that one of her biggest fantasies was that of a teacher-student relationship but she never got to capitalize on it in high school, even though there’s little doubt she could have if she’d been just a little more sinister. But she respected the teacher too much. That’s exactly how I felt then and continue to feel today.

As graduation approached I told Coach I wanted to get a picture with him after the ceremony. With my family and other relatives around I saw Coach coming toward me in the middle of the football field where graduation took place. I quickly gave my phone to a friend and Coach and I took a picture together that is one of my all-time favorites. 

After the picture I hugged him and whispered in his ear. “I’m no longer a student!”

He looked me straight in the eyes and with the biggest smile said, “No you’re not are you!”

Not long after graduation I moved away and that was the last time I saw Coach until I returned home for a visit several years later. And trust me I will tell you all about that amazing experience in a later post. 

When you live life freely it is a wild ride. Too often we don’t allow ourselves to have fun with things right in front of us because we are afraid of what others would think or what is “accepted” by society. When people shy away from their desires, life becomes a bore. We are not given desires to repress. Life is meant to be fun and I am grateful for my time with Coach and as you will see in a future post those times continue to bring pleasurable experiences into my life today. 

--Jade The Thriving Hedonist