That night Wylie sat on the new seat in our room and had me work his hole with my tongue for an hour while he played Xbox. My jaw was sore. He came one more time down my throat then we went to bed.
Chad had been out of town at his family's lake house for a couple weeks and had just gotten home. Wylie was on the phone with him while I was licking his butthole, so I knew Chad was coming over the next day. I also heard Wylie say Chad's brother Billy was coming over. I thought that could not be good.
Wylie woke up in a great mood. I drank his morning piss then he told me to "clean my cunt". His morning fuckings were always hard and fast. I was on all fours on the floor, and he grabbed my hips and fucked hard.
When he came, he slapped my ass and said, "Clean my cock bitch." I took him in my mouth and licked and sucked him for a while. For some reason I wanted to do a good job.
We showered and had breakfast. Wylie let me have some free time on the Xbox. Midmorning he walked in and said "Little bro, let go to the basement and get ready for Chad and his bro."
We headed to the basement, and I was shocked when Wylie pulled my pants down and took off the cock cage. Usually on days when Rex was not around, he left it on. I was pissed that I got hard just from Wylie touching my cock removing the cage.
We went ahead and started to warm up. After 15 minutes or so Chad and his brother Billy came down the stairs. Wylie must have left the door unlocked for them. Chad has a big grin on his face. I knew he and Wylie had been talking a lot but could not imagine what they had planned. I figured it would not be good for me.
Billy was a blond kid and fuck, even though he is 12 he is a little taller than me. I could tell he had been working out. He was wearing a tank top and gym shorts. He seemed excited to be joining the big boys for a workout.
Wylie walked over to Billy, stuck out his hand and said, "Nice to see you boy. This is Jacob my Little bro. Are you ready to work hard and have some fun?"
Billy shook his hand and said, "I sure am!"
Wylie responded, "Good boy, Little Bro will show you around the gym and take you through a workout round then we will do some wrestling."
I said hi to Billy. Then he and I walked around the gym and I showed him the equipment, the bathroom, hot tub, etc. Once the tour was finished, we started the regular circuit that I followed a few times a week. Billy was excited and pushed himself hard to impress me. We were pretty well matched in strength, but I was able to handle more weight on most equipment. It felt good to see the progress of all my work for sure. It also felt good to have the fucking cage off. I considered running to the bathroom to jack off, but Wylie was watching me, and I can't imagine the punishment if he caught me in there. Plus, I was not allowed to ever close the bathroom door so he would know something was up. I did notice I was grabbing and adjusting my cock and balls a lot. It felt good just to be free.
Wylie and Chad were also lifting weights and I could not help but notice they were laughing often and whispering. I figure they were discussing plans for Billy. Maybe today I would not have to be the lowest bitch in the house.
When we finished our work out, Wylie said, "Okay boys time for some wrestling. Since Chad and I are the real wrestlers here we will go first. We will go three rounds and Little Bro will be the ref. Once we are done then you little boys can go at it." Then both Chad and Wylie stripped off their shirts for the match.
Both of them were strong and fit. I hated that I noticed that. What is happening to me?
I had learned a lot about being a ref from Rex so I was ready. I knew Wylie would expect me to be fair and I was. Wylie and Chad wrestled so hard. The moves were intense. Wylie won the first round, then Chad took the second. The last round was long and intense. They were both sweating so hard. In the end Wylie prevailed and took the match. He is just stronger and seemed to have more reserved at the end then Chad.
It was fun to raise his arm and announce him the winner.
Now it was me and Billy's turn. It was the first match I had ever been in where I had a decent chance to win. I was ready to see how it went. When we weighted earlier Billy weighed only 5 pounds more than me.
Wylie caught his breath after his match and said, "Okay Little bro and Little dude, it is your turn to show us what you got."
I started to move to the mat. I was nervous but excited to try my skills with someone I might have a chance of beating. Billy moved to the mat as well.
Then Wylie said, "So on the wrestling team we have initiations for the new wrestlers. Since you two are not on the team yet Chad and I have decided to be your mentors and prep you for the team. You will go through initiation with us. We will each be in charge of you jointly and this is not up for discussion. For your match today you will both strip down to your underwear. Chad and I have prepared a list of punishments for the loser. As our pledges you will endure a lot of hard things but nothing other members of the team have not gone through.
Since you are getting a private initiation, we will make sure the team does not initiate you again if you make the team. But you will be ours during all training. Like I said, this is not up for discussion. Now strip to your underwear. Also, the loser will be naked for all punishments."
Billy looked in total shock. His face was white. I could tell he was not expecting this. He shouted to no one in particular, "There is no way I am doing any of that. That is messed up. I am going home."
Chad responded, "Dude, I will not let you pussy out on this. You want to be on the wrestling team you better man up."
Wylie added, "Plus all three of us will make sure every kid in school knows you are a whimp and need bullied. Tell them you are afraid to be a man."
Billy had tears in his eyes. He looked at me hoping I would join in the protest. I knew better. So, I just started stripping down to my underwear.
Billy was defeated and he knew it. Wylie, Chad, and Billy all went to a private school called the Norwood Academy. The Norwood "warriors" are supposed to be great athletes and winners. Wylie had told me bullying was intense at the school and I would be going there this year. He said the weak kids had it very rough. I am sure Billy did not want to be one of those kids.
After a few seconds, Billy started to strip as well. Soon we were both on the matt in our underwear ready to wrestle. Billy looked more muscled than I expected. I was worried about the match. Wylie and Chad probably had some intense punishments.
Billy and me fought hard and he was strong. He won the first round, and I was really worried. I was determined to win. The second round I found my rhythm and won easily. During the round I grabbed Billy's boxers when he was pulling away and they ripped off. He was naked. Wylie said to be fair I had to be nude as well.
I didn't complain. I just took off my underwear and gave them to Wylie. Two naked boys trying to overpower each other. It was a tough third round. Both of us wanted to win badly. I looked over a Wylie and could tell he was rock hard. I knew I was in for a damn rough fucking later.
I was finally able to muster enough strength to win the match. I was exhausted but very proud that I won. Wylie was smiling and I knew he was proud also. Billy looked like he was about to cry. He was tired and naked and about to have to face a punishment. I felt sorry for him but was glad it wasn't me.
Wylie slapped me hard on the ass, grabbed my arm and held it up announcing me the winner. He then said, "both of you sit down on the mat. I have some things to explain to you. Chad and I have decided to make you our personal wrestling team pledges until the season practice starts next year. We will personally train you, so you are strong and ready to win. We will also be in charge of your initiation and hazing. It is part of being on the team and you will accept it. Chad and me will equally be in charge of you and you obey both our orders. Also, either of us will punish you if we feel it is needed. You will not have to go through initiation with the other new wrestlers as that will be done by us. This is how it will be and again is not up for any discussion."
He continued, "So we have our first punishment today, Little dude Billy has earned a punishment." Wylie walked over to the counter and picked up two bowls he walked over to Billy. Billy looked terrified. He was shaking. Wylie said, "Each bowl contains numbers 15-60."
Wylie walked over to him and told Billy to pick a slip of paper from each bowl. The first piece he picked was the number 19 and the second was the number 32. Wylie then walked over to the counter and picked up the dreaded wooden paddle. He said, "Now little dude, we have decided to give you a choice. One number is the number of licks your bare butt will get from the paddle and the other is the number of minutes you stand in the corner. So, tell us which number you want to be the number of licks?"
Billy said, "19" and nothing more.
Wylie continued, "Very well, since it is an odd number, I will give you 9 and Chad will give you 10. Chad, would you like to go first or second."
Chad thought a minute and said, "I will go second."
Wylie then said, "okay little dude, get on all fours and with your bare little butt facing me. Warrior men have to be able to handle pain, so these are going to be hard."
Billy got in position. I felt so bad for him because I knew how this was going to go. Wylie's first lick was one of the hardest I have seen him give. Billy screamed and jumped. Chad said, "Back in position bro."
I noticed Chad was filming the whole thing on his phone. FUCK. Wylie gave his 9 licks and Billy was sobbing. Chad looked so excited. I could tell he had never spanked a butt before. His shorts were tented out. The shit was hard.
He got behind Billy and gave him 10 non-stop hard licks. Billy collapsed after and cried in a ball on the floor. Chad and Wylie were giving high fives and laughing. Wylie looked at Billy and said, "Little dude you took that very well. You are a true warrior! Now you will stand in the corner for 32 minutes while Me, Chad and Little bro jump in the hot tub. Wylie positioned Billy, set a timer on his phone and we got in the hot tub.
I sat on one side quietly while Chad and Wylie talked and laughed. I was tired from the match and the hot tub felt amazing. Chad and Wylie kept their shorts on, and I was of course naked. I kept looking over at poor Billy his ass was angry and red.
The time went by pretty fast. When the phone alarm went off Wylie told me to get some ointment from the cabinet. I obeyed then he said, "Okay Billy lay down on the mat and Little bro will rub some cream on your ass to make it feel better."
Billy just obeyed. I walked over and knelt down next to him. Two naked boys and me rubbing ointment all over his ass. Both Wylie and Chad were taking videos and pictures. I can only imagine what it looked like. Billy was too exhausted to care he just let me rub all over his ass.
When I finished, Wylie said, "Okay pledges a good first day. You will be training here three or four days a week and me and Chad think you two can be excellent wrestlers. Little bro take Billy to the shower and make sure he is nice and clean before he leaves so me and Chad can talk."
Billy and I walked to the shower. I didn't know what to do so I just put my arm around his shoulder when we got to the shower. He actually leaned in and hugged me. I said, "Dude you took that so good. I would not have been able to take it."
Billy looked at me and said, "It was tough as shit. I thought I would die. I feel bad that I wanted you to lose so you would have to be punished."
I responded, "I was thinking the same thing dude. So don't worry about it. I think you and me are in this together and we either hate each other or we try to help each other through it. I hope you and me can help each other."
Billy shook his head yes and said, "I would like that"
We got in the shower. It was not a big shower, so we were close. I noticed Wylie had some to the door and was taking pictures of me and Billy in the shower. We finished showering, Billy dressed and Chad and Billy left.
Wylie told me to get on all fours and he just spit on my ass and rammed in. It hurt but he was so horny he shot fast. He slapped my ass then he headed to shower. I was exhausted.