Chapter 10 Wrestling team
This is another experience my Uncle Tim told me about when he was sent to boarding school at the age of 14. He was 15 when this happened.
When I first started at the school the sports master said I should join the wrestling team and after one year of being in the team I had become one of the top wrestlers in the school team. It was the start of the spring term of my second year at the school and we had just finished our weekly team wrestling practice when the sports master asked us to wait as he had someone who wanted to join the wrestling team.
I was surprised when he brought Charles Wong into the gym wearing just a pair of red trunks. We were all wearing our school wrestling team singlet. Charles was the boy who had seen me give the puberty and sex education lesson at the start of the last term.
"Boys, this is Charles he says he has done some wrestling in his old school and wants to join the team"
The teacher then got Mike who was one of our top wrestles to get up and to try wrestling with Charles. Although Mike was tired from our training session we were all surprised how well Charles did. Every time Mike got him in a hold Charles would find a way out of it. This went on for about 10 minutes before the teacher called a stop.
"Well Charles I am impressed with how you get out of all the holds but I didn't see you getting any good holds on Mike so I would like you to have a couple of practice sessions with Tim next Monday and Wednesday in the training room. Can you both do 4pm which will give you enough time to clean up before you dinner?"
We both answered yes we could do it. Later as everyone was changing I asked the sports master why he wanted me to practice with Charles he said it was because he thought I was a good all round wrestler and Charles could learn a lot from me. I was really surprised and pleased that he thought that about me as I really enjoyed wrestling.
On the Monday afternoon we both arrived at the sports master's room at the same time and he took us to the training room which used to be the schools old boiler room under the gym. There was a door which was usually locked unless it was being used and you went down steps into the room which had mats covering the floor and along the walls it was a bit like a padded cell only bigger. There was only one frosted glass window which covered where the coal used to be dropped into the room for the old boiler. You couldn't see through it but it let some sun light in but you did need to have the lights on or it would be dark in there.
Tim stripped down to his red trucks which against his natural tanned skin made him look good his slim but muscled body made him look a bit like Bruce Lee but younger. I was already wearing my singlet when I arrived. The teacher watched us as we started then said he had a meeting to go to and we should lock the door when we had finished and to take the keys to the caretakers office.
We had a good session and Charles was good at getting out of most of the holds I got him in and he did try getting me in some but he couldn't hold them. As time went on we were both getting hot and sweaty and our movement slowed down, our holds would last longer and the closeness of his body to mine was giving me an erection. When we finally stopped we both sat with our backs to the wall and our legs stretched straight out. He was looking at the bulge in my singlet.
"Can I see it again?" Charles asked
"What"
"You know" he said nodding his head his eyes looking at the bulge in my singlet
I pulled my hard cock and balls out of the side of my singlet
"Yes, it looks even bigger than when I saw it in the puberty lesson", he said and came and sat next to me and putting his hand around my cock he started wanking me. It felt good I didn't say anything and let him do it. It didn't take long before he made my cum which shot out all over the mats on the floor. I was going to wank him but I could see cum ousing through the front of his red trunks.
I got a towel from my sports bag and wiped my cum off the floor and we both left.
On the Wednesday the sports master wasn't in his room but the training room door was open. We went inside and put the light on and started changing. As I was about to get my singlet out of my bag Charles came over to me he was also naked like me.
He had a pair of red trucks in his hand saying he had an extra pair and I could try them if I wanted to. I was going to say I would wear my singlet when he tripped me up and we both landed on the floor he quickly moved round so he could put my cock in his mouth. It felt so good I didn't move. His cock was facing me and was the first time I had really looked at it. It was darker than mine with a bush of black pubes above it. It was sticking straight out and without thinking I moved closer and took it in my mouth.
This was my first experience of 69ing and it didn't take long before he started shooting his sperm in my mouth. The sensation of his cock twitching and jerking in my mouth made me start cumming and Charles managed to swallow all of mine which surprised me as I only tried a bit of his sperm letting the rest fall out of my mouth on the floor.
We stayed in that position for a minute or two just enjoying the feeling when we heard something. Jumping up I was looking for my singlet and Charles threw me the extra red trucks he brought. Pulling them both on we got into a wrestling hold. The sports master must have come down the stairs as the next thing we heard was him saying carry on boys I want to see how the training has been going.
He watched for the rest of the session making comments to Charles about how to get me in a hold and I must admit Charles was doing a lot better than on our first session.
"OK guys, times up. I am impressed with how quick you are learning Charles"
As I stood up the sports master looked at me and said
"So Tim what's it feel like to wear trunks instead of the singlet"
"Its ok sir, feels a bit freer to move as I don't have to keep adjusting the singlet"
"Where did you get it from?"
"It belongs to Charles"
Charles said his parents' buy them for him and thought I might like to try wrestling in shorts.
"Ok guys you go and shower and both of you bring your red trunks to the team practice on Friday"
On the Friday I changed into my singlet like the rest of the boys on the team but when I got to the gym the sports master asked why I wasn't wearing the red shorts Charles had given me. I said they were in my sports bag he told me to go and change into them. When I got back all the other boys were cheering and laughing at me.
The sports master then had us start our practice and he paired me up with Mike the team captain. I was doing well against him and got him in a hold and was trying to get him to submit when we were told to stop. When I stood up I saw the Headmaster and another man had been watching us wrestle.
The Headmaster called me over to where he was standing.
"Tim this is Mr Lyle he is one of the school governors and also his company sponsors our wrestling kit".
I put my hand out to shake Mr Lyle hand and said how nice it was to meet him.
"It's nice to meet you Tim the Head master is thinking of changing the team uniform from the singlet, to red trunks and has asked my opinion. Can I feel the fabric of the trunks you are wearing."
"Yes sir" I replied and Mr Lyle came and stood next to me putting his hands each side of my hips and feeling the fabric.
"It has a nice feel to the fabric", he moved his hands to the front of the trunks and feeling where my balls were he said "The trunks also seem to hold his balls in place well" as he spoke I was surprised at how he started squeezing my balls. I could feel myself blushing. He asked me to turn round then started feeling my bum squeezing rubbing it as he told the Headmaster how impressed he was with the material. He asked me to turn around again and put his hand on the front of the trunks right over my cock.
"Tim do you feel the trunks give your equipment enough support" as he asked me the question his hand squeezed my cock.
"em yes I think so sir" I was getting nervous about the questions he was asking me
I think he could feel my cock getting bigger as he squeezed it more
"Tim are you worried that your penis might slip out of the top or the bottom of your shorts" he was slowly pushing my hardening cock down toward the leg opening on my shorts
"No sir not normally sir" I stammered looking around to see if anyone else was looking
He took his hand off the front of my shorts
"Let me see how tight the leg opening is on them" He then put his hand on the inside of my thigh where my shorts finished and slid his hand inside his fingers wrapping around my now hard cock.
I could feel my face going red. I thought he was going to pull my cock out but he just squeezed it. He took his hand out my trunks and moving it down my thigh said "Tim you have very smooth legs do you shave them"
"No sir"
He turned to the head master, "I am impressed with the trunks and I agree with you about the trunks it shows off our teams good physic better than the singlet and we should use them as the new wrestling team uniform. Where do you think the school crest should go on them".
The headmaster came and stood next to him and the both looked at the front of my trunks. I knew they could see the outline of my hard cock as it stretched the fabric.
"I think on the waistband at the front" the headmaster said
Mr Lyle put his thumb in the waist band of my trucks his fingers resting on my stomach. "Yes I think it will fit quite well here" he said rubbing his fingers against my bare skin as he spoke.
"Do you think we should have the school name written on the back" he asked the headmaster, who told me to turn around.
"Yes I think that is a good idea" I heard the headmaster say as I felt Mr Lyles hand move across my bum.
By the time they had finished checking on the red trunks the rest of the team had finished practicing and gone to change. I was just walking into the changing room when Mr Lyle came in behind me. "Tim it will good if I can take your trunks with me so we can make them the same size".
He stood watching as I took them off and as he looked at me naked body said he would see me again when they had the new school wrestling team trunks ready.
A few weeks later I was called to the Headmasters office and he introduced me to a young man named Stuart. He told me Stuart worked for Mr Lyle, and that Stuart was going to drive me to the Lyle underwear factory so I could try out the new wrestling trunks and also help them with some promotion. Before I left the Headmaster reminded me about keeping up the school reputation and to always do as I am told.
The car Stuart was driving was very big and he told me it belonged to Mr Lyle and besides driving he was also a photographer and today he was going to do a photo shoot for a new collection of underwear. He said they do 4 new underwear catalogues every year which get sent out to lots of subscribers. I really liked Stuart as he treated as a grown up and not a school boy.
When we got to the factory he told me to wait in the car as he just needed to collect something. He came back with a box and said we were going to do the photo shoot in Mr Lyle house. We drove for another twenty minutes and then drove up a long drive way to a very large house. He took me through the hall way to a big room with lots of lights and cameras and said it was the photo studio. He gave me a pair of the new school wrestling trunks and told me put them on while he went to let Mr Lyle know I had arrived.
I took my school uniform off and pulled on the trunks and they felt really comfortable. Stuart came back in with Mr Lyle who came straight over to me and asked how they felt. I told him they felt good. He stood back a bit
"Yes they look good on you, Stuart is going to do a photo shoot with you as we have made a new underwear collection using your measures and we can use the photos in our new catalogue".
He told me he would see me later and left. Stuart then got me to stand in different positions and started taking lots of photographs. When he was happy he had enough he would give me a different pair to try on. Most of them were normal underpants but some of them were small, he told me they were called tanga briefs. He also got me to wear a jock strap which had no covering on my bum just a strap round my waist and covering for my cock. With all the adjustments Stuart had been making to the garments and touching me I had started to get a bit of an erection, and after he had taken some photos of me in the jock strap my cock started to push out of the side. He kept taking photos until my cock had pushed right out.
"OK Tim you have done well, we only have one more pair to try on. I will let you take a break" He gave me a drink and got me a chair to sit on while he prepared the camera for the last shoot.
My erection had gone down a bit when he gave me the last pair which were made of a white silky fabric. When I pulled them on I realised they were see through. Stuart started taking photos again getting me to turn sideways and then with my back to him. In a lot of the photos he would get me to hold my arms up as he said it tightened up my waist making the photos look good. When I turned to face him again he came and moved my penis so it was spread across the front of the underwear and you could see my balls and everything. For the last few photos he asked me to pull my foreskin back and push it back in the underpants. By the time he finished I had got another erection.
Stuart then got me to put the school wrestling trunks back on and we were going to take some photos for a school promotional magazine. We went to the large hallway which was now covered with wrestling mats. Mr Lyle was there with a boy who looked a bit older than me wearing wrestling singlet.
When Mr Lyle saw me he asked how the photo shoot had gone
"It was very good sir and I have learnt a lot about photography from Stuart"
"That is good news he I am looking forward to seeing the photographs. Now this afternoon we are going to be taking some more photographs to go in the school promotional magazine". "Tim this is Jonathan who often comes to help with photo shoots and other work he is a good friend of Stuarts and will be joining you in this afternoon's session".
Jonathan said hi. He looked like he could have been one of our real wrestling team boys as he looked strong.
"OK guys I will be taking photographs of you wrestling and I want it to look natural so just wrestle for real but sometimes I may stop you to tell you what to do are you both ok with that"
We both got into a wrestling hold and I realised Jonathan was strong but I knew more about wrestling so managed to get him in a few holds. We were both getting very sweaty and after about thirty minutes Stuart said we should stop so Jonathan could change into a pair of red shorts like mine. I thought he would change in another room but he just took his singlet off and stood facing me naked while Stuart handed him the shorts. I could see his cock was half hard and sticking out a bit so he had to make sure he pushed it all into his shorts.
Mr Lyle then said he had to meet someone one and said I was doing very well and to carry on. In the next session I could feel Jonathon trying harder to beat me and the holds we were getting on each other were tighter. In one hold I could feel his hard cock pressing against my bum. By the time Stuart told us to stop we were dripping sweat and both of us had got erections. Stuart made us stand next to each other to take some more photos then got us to put our arms round each others shoulders. I was hoping he wasn't going to use this photo in the school magazine as the shape of my cock was clear to see
"That was great guys you can both go and get a shower now then after Jonathan you can bring Tim with you into the bar room".
Jonathan told me to follow him to the shower room. We started taking our red shorts off and he turned to me and said all his friends call him Jon.
"Hi Jon nice to meet you, how old are you?
"17 how old are you"
"15"
"wow you look older especially your cock"
I laughed as he looked at my hard cock sticking straight up. I asked him how often he did photo shoots and how he knew Stuart
"Don't tell anyone but Stuart is my brother and he gets me work here a lot, how much are they paying you for today"
"em nothing this is for the school they are giving us a new wrestling team outfit"
"You should ask Stuart for some money they sell their under ware catalogues for a lot of money, come on get in the shower they will be waiting for us"
I was hoping to touch him but he seemed in a big hurry. When we finished he told me to wrap the towel round my waist and follow him, to a room with big double doors he knocked and Mr Lyle opened it.
"Come in boys"
In the corner of the room was a bar with lots of drinks where Stuart was standing. There were several nice leather arm chairs facing the bar with 2 guys sitting in them. He took us over the bar and got us to sit on high stools which faced towards the room and the arm chairs.
I was feeling a bit strange with just a towel round my waist and the 3 men and Stuart all wearing suits. At least Jon was dressed like me so I didn't feel too bad. Stuart gave us both a coke to drink and Mr Lyle introduced us to his guests.
One of the men asked me where I went to school and when I told him he told his friend that was the school were they believe in growing the body and the mind. The man asked me if it was true that in my school we often get measured to check our body development. I told him it was. He turned to his friend and said let's make a bet on whose body is most developed, which one do you want. His friend looked at me and Jon and that was when I realised that they were sitting level with our legs and maybe could see up the towel. I could feel my face getting red. I couldn't cross my legs in case the towel opened and fell off.
"I will bet on Jonathan and you can have to school boy and pulled out a 50 pound note, and put it on the coffee table between their chairs. The other man did the same and Mr Lyle asked Stuart to start measuring. First he got Jonathan to stand on a scales which he brought from behind the bar then got him to stand straight and measured his height then he measured his neck chest and waist. He then did the same with me and said after the first five measures Stuart said the score is 5 to Jonathan nil to Tim.
I was feeling really bad that someone could lose so much money for betting on me. Then Stuart measured our biceps and forearms and I won both but lost when he measured our wrists 6 -- 2 to Johnathon. Then it was thighs and calves which I won but his ankles were bigger 7- 4 to Jonathon.
Stuart then told us to drop our towels I looked at Jon and he just opened his towel and let it fall to the floor like me he already had an erection so I did the same Stuart then measured our balls, and our cock length and width and I won all three 7 -- 7.
Stuart then told them the final measure is semen and if they wanted it based on volume or distance it shoots out. They agreed it should be distance and Stuart got us to stand by a table with our legs touching the edge and told us to masturbate I looked round to see Jon already doing it he was really into it I started doing the same. Although this whole thing was really embarrassing I really wanted to win for the guy who bet on me. It took a while with the four guys looking at us and then I heard Jon let out a moan and his sperm shoot half way across the table watching his sperm shoot out made me cum and my first jet shot over the other end of the table and the next 4 landing on the edge. I remember thinking I won and lifted my arm in the air and the man who bet on my came and held my hand up saying yes my school boy won then patted me on the bum.
I was feeling quite light headed and was wondering what would happen next when Mr Lyle told Stuart it was getting late and he should drive me back to the school. I followed Stuart to the studio and got dressed back into my school uniform. Just as we were about to leave Mr Lyle came out and shook my hand and said how impressed he had been with my work ethic and would let the headmaster know how impressed he was with me. He also told me not to tell anyone about his friends bet and that Stuart would give me something for my time.
After Mr Lyle had gone I asked Stuart where Jon was and was he coming in the car with us. He told me Jon was still talking with others and would ride his bike back to the village where he lives. I suddenly felt very bad I hadn't said goodbye to him. I told Stuart who said it was fine and was sure I would see Jon again.
Uncle Tim has told me some more of the experiences he had in school
and I will write about them in the next Chapter. Let me know if you have any
questions for him
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