Gay sex stories: Mentoring Brandon. Author: RAA049. This is a Gay Story that involves High School minors and siblings. The story is including of Diary, Boy / Boy, Masturbation, Teen Male / Teen Male, Young genres.
Gay sex stories: Mentoring Brandon – Chapter 1: There’s more to life than Football
Author: RAA049
As years go by, there are certain things that become a blur. Our lives take various paths until we settle on the one with which we feel most comfortable – if ever. As I sit here in my 5th decade, I can not help but wonder if my life today would be better or worse. It would be different, for sure, but can we ever look back and make a determination on a momentary shift in direction.
I do digress, however in this, because today I’m thinking about Brandon, my first REAL love in my life. On how, in a matter of a twinkle of an eye, my life changed when I was 17. It all started as my parents decided that an urban school was something I did not need. My dad had gone to a private school in the midst of the cornbelt – IOWA. As a city boy from Chicago, this
was not something that I had desired or wanted. But, at 17, you have NO rights (at least that is what they told me).
As a sophomore in High School, I was a jock — football player and wrestler — that enjoyed the fruits of that distinction. Oh, I wasn’t an Adonis like the swimmer bodies that the girls all swooned over, but I was fairly attractive and had my share of girls that wanted to go out with the jock crowd hanging around. I did my share of dating, but unlike my friends, my desires were in a different direction. At an early age I knew that the male body was something unique and desirable to me. In the 1960’s however, being “queer” was not exactly something that you broadcast. So, to fit in, I did the “respectable” thing and went on dates with the girls.
Between the summer of my sophomore and junior year, my dad decided that I would get a better education at his alma mater. I don’t think it was the education as much as the trouble that he anticipated I could get myself into if I stayed in the city schools. Chicago, after-all, was experiencing many tensions that history can detail if you are so interested. But, alas, I enrolled at Central Boarding School as a junior, football and wrestling recruit, extraordinaire.
Since football started prior to the beginning of the school term, I lost most of my summer with my friends. At 16 (I turned 17 in September), that is a travesty. Especially since it was an all boys camp and I had some VERY good friends for many years. But that is a different story. Upon my arrival I was greeted by the coaching staff and a team that had been together for 2
years. The new guy on the block was not exactly a welcome site, especially since they had been told that I was All-Conference at a big city school. I knew I had a lot to prove, not only on the field, but also as one of the guys.
That evening I met my roommates. David was the starting offensive guard and had arms thicker than I had ever seen. Tom was a defensive lineman. He had jet-black hair and blue eyes and was quite a hunk. However, I was not exactly sure how a homo was going to fit in with this group. So, I decided that my lust needed to be controlled for the time being.
The first day of doubles was hell, as was usually the case, but I enjoyed them. I was a competitor and I wanted to show these Hawkeye’s a thing or two about football. As a linebacker, I was able to do about anything I wanted in the contact department. And that I did. Within two days I was part of the team and accepted by all.
Then it happened! At the beginning of the second week of practice, the freshman and sophomore players arrived. Unlike the city school I was used to, there was a definite dividing line between the teams and players on the teams. An elitist attitude was very evident to me.
As these guys walked by, my eyes caught site of the most gorgeous boy I had ever seen. His flowing blond hair, his deep blue eyes, about my height (5’9″) and the way he walked just began to drive me wild. I could feel what he was doing to me, as my dick became hard quicker than I ever remembered it rising. Thankfully, my cup kept my secret — at least for that moment.
As the day progressed, I couldn’t stop thinking about #64 in the white jersey. I don’t know what it was about him, but he just wouldn’t leave my mind. The afternoon practice was called as an intra-squad practice. The varsity was going to work with the frosh/soph team in position drills.
Linebackers and the defensive line were going to work together to make sure we all understood the system at all levels.
As we made our way to the field, the coach pointed for me to go left and Tom to go right. As I turned there he was. Number 64 was MY protégé for the day. I was to teach him the system. Make sure that he knew what was expected of the linebackers on our team. He was to take in every word from me as if it were gospel.
And then…there was me. Stopped dead in my tracks, eye to eye with this gorgeous boy. I was tongue tied and mumbling I can’t remember what. All I know is that my heart was pounding and my blood was rushing to VERY specific parts of my body. Being in shorts, with NO equipment on, this time, I had no cup to hide my secret.
I introduced myself. “Hi, I’m Bob.” “Brandon, here,” was his reply.
Brandon! What a beautiful name I thought. I don’t know why, but that name always intrigued me and here I was meeting a Brandon.
As the day went on, I showed him various moves and techniques that the coaches were describing. He shadowed all the moves and I have to say was very good at it. For the next two hours we had the opportunity to talk. He told me he was from a small town in southern Illinois, the oldest of 4 boys in the family, and was here at CBS because his grandfather had attended when he was in High School. He was also a wrestler, which of course I was, but about 3 weight classes lighter. We blocked and tugged on each other for a long time and I have to say, it was the best light practice I had ever had.
After practice, we all went our separate ways. Varsity to the field house and frosh/soph to the main gym locker room. Tom and I showered and dressed and headed back to our room. As we got to our door, Tom, again, had lost his key. So I put down all my gear and was fumbling for mine in my gym bag as who walks by, but Brandon. The dorm father was showing him to his room, which happened to be right next to mine. We exchanged hellos and glances. I saw something in his eyes, but at the time, had NO idea what it meant.
For the next 6 weeks, Brandon and I saw a lot of each other in the hallway and on the field, but that is about all. I took every opportunity I could to be with him, but because of different classes and practice schedules, that didn’t provide for much time.
As the football season was coming to an end, the wrestling coach called an organizational meeting for all varsity wrestlers. Since I was there for sports (which was the only real enjoyment I had had so far at CBS), and had been an all-conference champion at home, I obviously attended. He indicated that it was time for us to work in the weight room and get ready for the
start of the season. I loved the weight room. It was a great place to let off some pent up energy and see some hot guys OUT of the bulky football gear.
As was tradition, he explained, underclassman and upperclassman were to work as pairs in the weight room for safety. He indicated that he had talked with all the freshman and sophomore wrestlers previously to determine their skills and workout needs. He formed the “teams” that would work together and told us that on the following Monday, we were to begin our training.
As the meeting ended, with very little accomplished, we all checked the board to find out who we were to work with. And there it was…. Bob and Brandon! In black and white, he and I were listed next to each other. I was to be his mentor again. To work with him one on one. My excitement was again protruding. But, why me? He and I were at least 3 weight classes apart.
So, of course, I went to ask the coach.
On the way to his office, I had to pass the shower in the locker room. I made my way up the narrow row between benches and lockers, I could hear the showers running. As I passed the gang shower stall, my eyes looked right. There was Brandon, with his back toward me with a head full of shampoo. I stopped in my tracks gazing at this not so abnormal site. But, for some
reason it was mesmerizing to me. As I stood there staring, he turned around, in full view. I could see every inch of his body which is something I only dreamed about. I obviously scanned down to his male love tool which was only half-hard, but my own was reacting quite rapidly. He was so beautiful — so captivating – I couldn’t believe this was happening.
By this time, he had rinsed his hair and was wiping his eyes dry. He caught me out of his watery eyes and waved. He said hi and motioned me to come closer into the drying room.
As I walked toward him, he grabbed his towel. I was a bit disappointed, but didn’t show him this fact. He put out his hand so I could shake it.
Hey Bob. Glad I saw you. I hear you and I are going to work out together.
Yep, I saw that. Think that is groovy, I stammered (remember, this was the 60’s). “What weight class are you, Brandon?” I questioned.
Hundred twenty-eight. You?
Hundred fifty-five. Quite a difference there.
Oh, I can handle anything you got, don’t worry, he quipped. I saw a gleam in his eye. My mind of course was hoping he would handle the one thing that I wanted so very much to share with him.
Would love to start as soon as we can. You doing anything tonight? I know the weight room is open.
That sounds good. You know that I asked to work with you don’t you? he questioned.
No, I didn’t, I answered wondering why he had done that. “Why me?”
He continued to dry his crotch which was exciting me to no end. “Well, I heard about your all-conference championship and that you are a stud with the upper body moves,” he stated with another one of those gleams in his eye. I was confused wondering if he was talking about on the mat or in bed (and was hoping it was the latter).
Thanks. I love to throw guys around, I said with a smile. He returned a grin of his own as we both laughed. “I’ll go check with coach to see if we can get in there tonight. I would only be us, you know,” I said.
Oh, yes, I do, he replied. “Think that we can get a head start on the weights and get to know each other.”
Great! I would like that. After all, you room next to me and we haven’t really gotten to know each other cause of practices and all. Wanna go to dinner before or after the weight room, I asked.
Well, after I think. Might just be dessert for me anyway, tonight, he snickered.
My mind was reeling. Was he coming on to me or just being cute? I didn’t know, but what I did know is that I REALLY liked this guy, not only personally, but sexually as well.
I left Brandon as he got dressed and went to see the coach for the weight-room key. He was quite impressed that we both wanted to get started. And, it can’t hurt to butter up a new coach now, can it!
You know, Bob, Brandon was a sophomore champion here last year as a freshman.
Jeez, no I didn’t, I replied with surprise. “That’s good, maybe the two of us can do that on varsity this year.”
Oh, I think that is very possible. That is why, when Brandon asked to work with you, I was happy. The two of you make a good pair. And, he is very anxious to get to know you better. He has talked to me a lot about your season last year and took a lot of interest in your style.
This intrigued me. Here is a guy that I had only seen a couple of times on the football field and going to and from his room taking an interest in me? Was it totally JOCK oriented or was it more? Was he interested in more than a few wrestling moves? I know the answer that I would have desired be the case in those questions, but would Brandon?
Leaving the coaches office, I went to the locker room to change. I passed Brandon who already had dressed in his workout clothes and was putting on his sneakers.
Hey, Bob. Hold on, he blurted out. He jumped up and came toward me. We walked next to each other talking as we moved toward my locker room.
In here, I said as I moved toward my locker. “It’ll only take me a minute and we can get to the weight-room. Got the key right here,” as I held up the key that the coach had handed me.
Cool. Mind if I just wait here? Brandon asked.
Sure, come on in the locker room and we can talk, I answered.
As I opened my lock, Brandon sat on the end of the bench and we began to talk about the football season. Neither team, varsity of the frosh/soph had been doing very well. We both hoped that our wrestling season would be more successful.
As we talked, I began to undress. I had a pressing problem that would be very evident to Brandon as I continued to take off my clothes. As I took off my pants, I turned toward the locker. Brandon just kept talking, fortunately.
When I finished getting my workout clothes on, we made our way to the weight room. I was in the mood for a good work out since my blood was rushing and I was very excited and needed to relax and release some of the energy that was building in me. We both began to warm up by doing some stretching exercises.
We sat on the exercise mat across from each other and began to stretch. From where I sat, my view was beautiful. We talked and with every word I knew that I really liked this boy across from me. My former experiences were purely sexual with guys back home. This was more. Oh, I was excited (as was he from what I could see) and wanted to, more than anything else, have
Brandon as a very close friend. Yes, I wanted it to be physical, but was afraid that would push him away from even being a friend.
We began working out with the weights. Talking and laughing, Being alone made it much more comfortable for both of us. We could say what we want and we could joke around. We both knew the importance of working together.
Spotting each other was very important, even though the weights weren’t that heavy, something could happen. We had both been doing this long enough to know that.
Brandon lay down on the bench to do his presses. I stood above and handed him the 80-pound bar weight. He began to lift as I stood over him looking at the beautiful specimen of a boy beneath me. My eyes moved to the now very large bulge in his pants. I got a smile on my face. He looked so sexy in this position. I wanted to do more than spot him, but thought better of the
idea. His ten “reps” were done and now it was my turn.
He got up from the bench and his hard cock under his shorts was very obvious. I know I was staring, but had hoped he didn’t notice. As we passed by the bench, he smiled at me and said, “My turn to watch….spot, I mean, now!”
I lay on the bench and Brandon handed me the weights. I began my lift as he stood over me. I knew I was in the same “state” as he was lying on this bench. An 80-pound bar in my hand with my legs spread over the bench and my hard cock protruding from my shorts. However, I wasn’t embarrassed for some reason. I actually hoped that he noticed as I did.
As I finished my repetitions and began to bring the bar back to the standards, Brandon stopped the bar before I could put it down. Our eyes met. I was looking deep into those gorgeous blue eyes, as they were looking deep into mine. He smiled, grabbed the bar and put it down. As I
started to scoot up, he put his hand on my chest and walked around to the right of the bench. Keeping his hand tight enough on my chest to keep me prone, he leaned down, still looking deeply into my eyes and gave me the sweetest, longest, most sensual kiss I had ever had.
My mind rushed. Was this happening or was I dreaming? Was my “Adonis” actually kissing me? Was my breath OK? Should I stop this? Will this continue? Is my dick really that hard? Is his dick really that hard? Does he really like me? Do I have a chance for him? Is he really a queer? Does he really like me? Is this really happening? What should I do? It is amazing how many things can go through your head in a split second.
All I really knew was that Brandon was kissing me. My arms rose from my sides as I put them around him. I returned the kiss as passionately as I was receiving his. I began to get up from the bench and this time he let me. We were still in a deep embracing kiss, not stopping, even as we moved so that I could face him.
His arms were now moving from holding me down on the bench to embrace me and pull me close as I stood up. Our bodies grew close together. The heat exploded between us as our chests and cocks pressed close together.
Brandon! I exclaimed. “I have dreamt about holding you since the first day I saw you on the field in August.”
What took you so long then? he said. “Do you really think I asked for you to partner with me because of your skills on the mat?” he quipped in a sarcastic tone.
I don’t know, but holding you like this is the most amazing experience I have had in a long time. You have been the only guy in this whole school that has interested me, I whispered.
We kissed again, but this time, our hands moved from an embrace to each other’s groin. I could feel, for the first time, what I had longed for since I first saw him walking toward me on the football field. He was as hard as I was and we fondled each other as we kissed.
I only wish we could lock the door, he said with a half-hearted laugh. He was breathing so hard — as was I — that we weren’t really aware of anything around us. At that moment, we both knew we wanted more, but also realized this was not the time nor the place.
Oh, I hear that, Brandon. But both Dave and Tom are studying in the room and we can’t go there.
Well, since I have no roommate this week, we could go back to my room, he said with a very LARGE smile on his face.
What?
Didn’t you know that Keith left school? he asked. “His father was having some problems with his health and he went back home till next semester.”
I was dumfounded. “That means you have your own room till January?” I questioned with a very obvious excitement in my voice.
Yep, it sure does! Why don’t we lock up and get our things and head back there, he said.
So, we gathered up our gear and headed toward the locker room. As I turned off the weight-room lights and turned to exit and lock the door, I grabbed Brandon one more time. I put my arms around him and pulled him toward me. Our mouths met, with our tongues exploring the far reaches of each other. I knew, from the moment I saw him that fateful day of our first practice, that if I ever was close to this boy, I could never keep my hands off of him. Now, I was and I was totally correct. All I could do was hold him and roam his entire body with both of my hands.
We got into the locker room and headed toward my locker. As this was still football season, our lockers were far apart, but that would change when wrestling started for real. I quickly grabbed my clothes, not wanting to waste time changing here and wait till we got back to the dorm. This time, however, Brandon didn’t wait at the end of the aisle. He came and sat right next to me as I gather my clothes. As I turned from the locker to head out of the area, he again, stopped me. He was sitting and I was standing, so you can only imagine the view he had. I was so hard and sticking out that I actually hit him in the face. His looked behind him and then back to me,
cupped my balls and cock in my jock with his hands and gave me a kiss through the supporter material. I was in heaven and didn’t move.
His hands wrapped around my ass and pulled me close. His tongue was very talented as he slid it between the fabric and licked my balls. He then took my cock out of the pocket of the jock and let it free. It slapped him on his cheek and he looked up at me and smiled. He took his tongue and licked up the shaft to the underside of the head of my cock.
Ummmmmmmmm, I heard him mutter. “Just as I figured. Very sweet and very hard,” he said laughing. He continued to flick his tongue over the ‘spot of ecstasy ‘ and drove me wild. I was so close to cumming in such a short time because of the excitement he was causing.
Just as quickly as he started, Brandon stopped. He got up off the bench and headed toward his locker room. There I was, my cock standing straight out from my shorts, and he was leaving? What a tease he was.
I followed him to his locker and planned on returning the favor. He had a bit of a head start on me as I was slowed down not wanting to walk through a locker room with my cock leading the way. By the time I got there, he had all his things and was heading for the exit. I hurried and caught up with him.
Where are you guys going? we both heard from the office area. There was my football coach reviewing films from the previous game.
Hey coach, I yelled. “Just were in the weight room with Brandon here. Going back to the dorm.”
Tell Tom I need to see him, the coach insisted.
Just what I wanted to do. Now I had to actually stop by my room. How was I going to explain that I wasn’t staying? How was I going to explain that I was going to Brandon’s room for the evening? We didn’t have the same classes or anything. I’d worry about that when I got there.
Our dorm was about a 10-minute walk from the Field House. We were both very quiet for the first few minutes until Brandon began to ask a series of questions.
Are you homosexual? Brandon started.
Yes, I believe so. I dated girls back home, but only because I had to, I responded.
Have you been with a lot of guys, I mean have sex with a lot of guys?
I knew I had to answer that honestly, but I did hesitate. “Yes, Bran, I have. You?”
No. Never actually, he said. I thought to myself that he was very good at what he did having not had sex with anyone else.
Then why me? I asked.
I really don’t know, Bob, he said pensively. “All I know is that when I saw you laying on the bench earlier, I had to do what I did. I HAD to kiss you. I wanted you to kiss me.”
And, I’m so glad you did. As I said, I have wanted to do that for 3 months.
As we turned the corner, we could see our dorm. We headed up the steps and then to the second floor where our rooms were.
Do you want to come into the room, Brandon asked.
More than anything. I thought that is what we said in the weight room, I said with a very curious tone to my statement.
Oh, yes, we did and I do want to. Didn’t know if you still wanted to, is all.
Very much, I said, “but I have to tell Tom that the coach wants him. Don’t know how to explain me leaving right away.”
Bob, you go get Tom and in about 5 minutes I’ll come to get you and ask you to help me with something or another. Besides, I need to clean my room, he said as he laughed that OH so sexy laugh I loved.
OK!
After I told Tom that the coach wanted him, I put my stuff away. Through all of this, I kept thinking and questioning myself as to what had happened and where it was going. I had never felt the way I did about Brandon with any other guy. And the funniest thing is that we had not yet had sex.
And still, I had this feeling. What was it? As I thought about it, I figured it was lust. But the more I realized that if we didn’t have sex, I’d still feel this way. I got even more confused.
Soon, we would see. Soon Brandon would knock on the door and we would then go to his room and see what would happen. I was excited, but calm. A weird feeling I had. David stared at me with a strange look, shook his head, and returned to reading.
Fifteen minutes went by and no Brandon. I couldn’t understand what was keeping him. Well, whatever it was, I would be ready when he came for me.
A knock on the door – FINALLY!
NEXT: My dream comes true! Brandon – Chapter 2
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