The Making of a Slave - 8. I'm a Big Boy Now

There were a few big events that happened during the remainder of the eighth grade year. At school, no news was good news for me. Being associated with Zack gave me subtle privileges. No one really bothered me for the rest of the year and I even got invited to some graduation parties.

At home, I started to jerk off more regularly. What was originally once or twice a week turned into pretty much every night. I did it before bed after changing into my diaper. The diaper slid down past my knees and a tissue on my stomach would catch the cumshot. Many times, I’d be thinking about Zack when I did it. Luckily, I was very good at compartmentalizing the jerk sessions in my mind. When we hung out, I wasn’t thinking about them so there was no awkwardness or uneasy feelings.

There was big news for me on the bed wetting front. Since the first dry night I had, a week after Zack’s exercises ended, I started to have more dry nights. At first it would be one followed by three wets and then another dry. Then I started to have multiple dry nights in a row. I told my mom about the progress and she contacted the doctor. He said I can consider myself cured when I went 30 straight nights without wetting.

It was frustrating at first as I would string together 5 or 6 nights and then wake up with pee which required the count to start over. I thought I had it when I hit 22 in a row but had a wet night. I was really pissed (haha)! After that one slip up - I made the 30. I even wore a diaper for another 30 days just in case. Finally, at the age of 14, I could go to bed in my big boy pajamas and without a diaper. I’ll pause here for applause (haha).

I kept Zack updated on my progress and when I hit the 30 and 60 day goals he was truly happy for me. I was hoping that now I could finally get a sleepover invitation to his house.

Zack’s popularity started to grow and he became friendly with many of the girls in school. He kept me up to date on all the details of his sex conquests. There was Alison who was on the girls swim team. She gave Zack his first hand job. There was Lizzy who was Ian’s girlfriend on and off but liked Zack, and Cara with whom he had a make out session at a party.

One afternoon in early May he sent me a text:

<Zack> Hey, you home? I wanna come over.
<Andrew> Yep, come on over.

When he walked in my house he was grinning ear to ear. We walked into my room and he sat on my bed falling back and said, “I just had sex.”

“You mean like all the way?” I asked.

“I mean like I’m no longer a virgin,” he proudly replied.

“Who was it?” I asked.

“Lizzy.”

“Oh, my God, seriously!?! I asked.

Zack pursed his lips and nodded.

“Ian is going to be pissed,” I said. “Do you think she was having sex with him?”

“Nope,” he quickly replied. “I was definitely her first. She said so plus there was a little blood on the condom.”

“Well, good that you used a condom - wouldn’t want a little Zack running around,” I joked.

“You know me, I did my research,” he replied laughing.

“So how did it happen?” I asked.

“She had talked to me about it at school about a week ago saying how she wanted her first time to be. I thought she was talking about Ian but then she said they had broken up. I thought nothing of it at the time but then, out of the blue, she texted me this afternoon that her parents were out and wanted to know if I could come over to do what we talked about.”

He made quote signs with his fingers when he said “what we talked about”

“See,” he said as he showed me the text.

“Wow,” I replied. “Were you nervous?”

“A little,” he admitted, “but she was really wanting it.”

“Did your dick get hard right away?” I asked.

He snapped his fingers and said, “instantly. She was so horny that it got me going fast. I had wood before I took my pants off.”

“What did it feel like?” I asked.

“Man, it felt nice,” he replied, “like sliding in jelly. She wanted me to do it slowly, so I did. I kept putting it in and taking it out. Putting it in felt better each time. I kept it in longer and pushed - fuck did that feel good!”

“Did you pop her cherry?” I asked.

“I don’t know,” he replied, “ I didn’t feel anything pop but there was definitely blood on the condom. I read that you don’t necessarily feel anything like that.”

“How long did it take?” I asked.

“I don’t know, like maybe five to ten minutes. At first I was going in and all the way out really slow. Then she started to moan and I started to do it faster and not come out all the way. I got to a certain point and I couldn’t stop. I pushed all the way in. I was like balls deep inside her when I came.”

“Wow, that sounds so intense,” I said.

“Oh yea, it was.”

“What happened after? Like was it awkward?” I asked.

“A little,” he replied. “ I slid my dick out and stayed on top of her supporting myself with my arms for a few minutes just lightly kissing her. She had her arms around my back. I asked her if she liked it and she said yes - and then she thanked me. I got dressed and left not too long after that.”

“What did you do with the condom?” I asked.

“She told me to just leave it there and she’d get rid of it,” he replied.

“Wow, nice,” I replied.

“Yea, but she didn’t wipe off my dick,” he said laughing.

I guess you had to do that,” I said laughing along.

“I just pulled on my underwear,” he replied as he shrugged. Sitting up on the bed he pulled at the crotch of his shorts and said, “My dick is all sticky now, why, you want to clean it for me?

I laughed and said, “Uh, no thanks.” Then I got up, walked over to him and put my hands out to offer a hug. He got up and we embraced. He squeezed tight and held it for a few seconds and that felt great. “Congratulations,” I said, “I am really happy for you.”

I really was happy for him. I liked seeing him feeling proud like that and I liked that he shared his accomplishment with me. Not to mention, he gave me more thought material for my own masturbation sessions. After that, I came a lot of times to the thought of Zack fucking Lizzy. The sex happened a handful more times with them, pretty much the same way - a booty call text from her. It never developed into a relationship and they were never “officially” going out. The fact that they had sex did get back to Ian and that cemented his dislike for Zack.

After the school year, I started to work for my father’s company on a part time schedule. It meant Zack and I spent less time together. The summer was going along normally despite my job. When we hung out, it was mostly at my house by my pool but we’d also go to the park. I had not been back to the town pool since the swirly but Zack had gone a few times with Patrick and other friends on days I was working.

Towards the middle end of the summer, Patrick was hit by a car on his way home from the park. Zack was with him at the time and called for emergency assistance. Patrick ended up with a broken left leg which, for several weeks, required a cast and the use of crutches. He also badly sprained both of his wrists which had some bandaging. During the initial weeks of his recovery, Zack would visit Patrick each day.

About 2 weeks after the accident on one of my days off from work, I called Zack on the phone to invite him over to hang out in my backyard and my pool.

“Hey Zack, what’s up.” I said as he answered the phone.

“Nothing much,” he replied. “Are you off today?”

“Yea, you wanna come over and go in the pool? It’s going to be hot today.”

“Yea, sure,” he replied. “Mind if I ask Patrick to come? The doctor said he can resume some activities today but his mom asked if I can stay with him while she goes back to work.”

“Sure, no problem,” I replied. “I’ll see you in a little while.”

I thought it odd that he suggested inviting Patrick. I knew they were good friends but he pretty much kept his friendship with Patrick separate from his friendship with me. I didn’t really know him well but thought he was an OK guy. They both arrived in under an hour and went directly to my backyard. Patrick was dressed in what looked like swimming trunks and a t-shirt and walked in using crutches. Zack was carrying a duffle bag.

His cast started above the knee and ended mid foot before his toes. It was made of fiberglass and white in color. Zack helped him to one of the lounge chairs, put the duffle bag on the floor and handed me the crutches as Patrick sat down. “Here, hold these.”

Patrick said, “Nice pool.”

“Can you go in with the cast and the bandaging?” I asked as I put the crutches down on the floor next to the table.

“Yes,” he replied, “The wrist bandage is waterproof. I have a cast cover for my leg but I'm supposed to try and keep my leg out of the water as much as possible.”

Zack piped in, “you want to get some drinks and snacks and we can hang out here for a while?”

I asked Patrick what he wanted, already knowing that Zack liked iced tea and went in to get drinks and snacks. We sat around and talked for a while, mostly about Patrick’s ordeal. At a certain point Zack turned to Patrick and said, “It’s hot, do you want to try going in the pool?“

Patrick shrugged and said, “OK.”

Zack got up, pulled the cast cover out of the duffle bag and started helping Patrick put it on. It was a new cover which he took out of the wrapping and was struggling to figure out how it went on so I got up to help.

Not knowing Patrick that well, It felt a bit awkward but I took the cover as Zack read the instructions. It looked like a really big and long rubber sock with three flaps at the top. Zack talked me through the process of putting it on.

“OK,” he said, “start at the bottom and slide it up his leg and bring it above the cast over the knee. Then tuck the first flap inside the cast around the leg.”

I did as Zack said but it felt weird touching Patrick so high up on his leg. He didn’t seem phased by it.

“OK,” continued Zack, “now fold the third flap down and out of the way and tighten the second flap around the leg.”

The flap was rubber on the inside and had a Velcro strap on it so I was able to tighten it close to his skin. I did the same with the third flap higher up on his leg. I figured out there were two ways to prevent water from seeping in. I moved very slowly. The cast went high above his knee and with the rubber flaps the cover reached the top of his thighs. I had to actually pull his shorts up a bit to get the flap secured. It felt even weirder being that close to his dick.

“Thanks for the help,” said Patrick.

“It’s OK”, replied Zack as he smiled.

“Yea, no problem.” I added

We stayed in the pool for about an hour. Patrick stayed mostly on a floating lounge so he could keep his leg out of the water. Zack was tending to Patrick, and he had me helping. We held the float helping him get in and out of it. After we got out of the pool, Zack and I helped take the cover off.

After I carefully removed the cover, Patrick said, “I need to rinse it off and dry it.”

Zack got up to take the cover but I said, “I’ll do it.”

Zack said, “OK good, while you do that I’ll check the cast to make sure it’s dry.” As I went inside to wash out the cover I saw Zack running his hand up and down Patrick’s cast and heard him say, “wow, it's all dry, that thing works good!” I also noticed they looked at each other in a strange way. I didn’t think anything of it at the time.

I brought out some more tea and they stayed for a little while longer. Zack had me help get Patrick out of the chair and we walked out front and waited for them to be picked up by Zack’s mom.

That next weekend, I got a call from Zack saying he was at Patrick’s house and asked me to come over for a little while. When I got there, Patrick’s mom answered the door with Zack beside her. She greeted me and said to have fun. Zack said, “Come on, we’re downstairs.”

I followed him through a door and went down a flight of steps. It was a fully finished basement. There was a kitchen area and a separate outside entrance on the other side of the house. On the left was a den area with couches and a TV and a separate room before the outside entrance on the left side. There was a bathroom to the left but behind the stairs.

Patrick was sitting on a couch with his leg up on the cushions and playing a video game. He was barefoot, wearing only gym shorts and a tee. Zack sat right next to him near his leg. We exchanged greetings but Patrick stayed focused on the game. He moved the controls with his hand and at the same time stretched out his foot. He moved it to a point where it was now in contact with Zack’s leg. Zack was holding a controller in one hand and he placed his left hand on Patrick’s cast. You could see Zack was looking directly at the cast.

“Oh, damn!” Shouted Patrick, as he lost his turn at the game. Zack picked up the controller and started playing his turn. After a few minutes he put it down, looked directly at Patrick and said, “Now that Andrew is here, let me go help you with that thing.”

Patrick looked at Zack, smiled and said, “OK.” With that he moved his leg off the couch and reached for his crutches.

“Hey Andrew, can you help him with that?” Asked Zack.

I picked up the crutches from the floor and held out my hand to help pull himself up off the couch. Once up, I handed him the crutches and he and Zack started walking to the room. Zack opened the door to let Patrick though then he walked back over to me and, in a low tone, said, “keep a look out for his parents or brother. The second you hear anyone possibly coming down - run over and knock on the door twice.”

I wasn’t really sure what was going on and asked, “why, what’s going on?”

“Don’t worry, please just do it, OK?”

“OK, sure,” I replied.

He reiterated, “remember, don’t wait for them to get down, knock the second you hear them.”

“OK,” I replied.

With that he walked into the room with Patrick and closed the door. I sat on the couch at a point where I could see the basement door at the top of the stairs. After about 15 minutes, I walked over to the room to see what was going on. I was about to knock when I heard them laughing from through the door. I thought again and decided to just follow Zack’s instructions and walked back to the couch.

Another 15 minutes went by and I was getting a bit annoyed but I just sat there. It wasn’t until another 10 minutes had passed that the door opened and they both came out. Patrick sat back on the couch in the same spot as before and they went on playing the game as if nothing had happened. This was a 2 player game and while playing Zack asked, “Hey Andrew, there are iced teas in the fridge if you want one and you can bring us one each.”

I walked into the kitchen and opened the fridge, grabbed three iced teas and brought them back. “Thanks,” said Patrick. “You want the next game?”

“Na, it’s cool,” I replied, “I don’t mind watching.'' After about another 20 minutes of playing Patrick said, “I have to pee.”

“I’ll give you a hand,” said Zack.

I got up and helped too. I bent down and picked up the crutches, extended my hand to help Patrick up and then handed him the crutches. We all walked over to the bathroom and I opened the door for him. It was a small bathroom with a stall shower sink and toilet. He walked in, braced his hand on the sink and handed the crutches to Zack. I closed the door and we waited outside until he finished. I heard the flush, then waited a few more seconds then knocked on the door and asked, “are you done?”

“Yep,” he replied. I opened the door and Zack handed him the crutches.

After about another 5 minutes, Patrick’s mom came down and told Patrick the family was going out to the store and asked if he wanted anything to eat brought back. While Patrick was giving his order, Zack pulled me aside and whispered, “thanks for doing this. You can go if you want once they leave.”

Patrick’s mom asked if we wanted anything brought back, Zack ordered a meal but I said, “No, thank you, Mrs. M, I have to get going.”

I waited for her to leave and I headed towards the stairs to leave and said, “See you guys later.”

I walked home trying to piece together Zack’s friendship with Patrick. Why did Zack ask me to come over and stand watch? What was he helping Patrick with inside that room and why did it take so long? What were they doing? Zack had only talked to me about things he did with girls, but does he now like Patrick too?

The next day Zack called me wanting to come over to go in the pool and I said OK. As we hung out by the pool he sensed my unease and asked, “is everything OK?”

“I don’t know,” I replied. “Why did you call me to come over, yesterday? What were you and Patrick doing in that room?”

He replied, “I can’t tell you what we were doing, it’s between me and him for now - but I needed you to come over so you could be a lookout. We’re friends, I’ve done stuff for you and you’ve done stuff for me before. I didn’t think it would be a problem.”

“It wasn’t but what are you not telling me?” I asked. “Do you like him, I mean really like him?”

“We’re really good friends,” he replied without hesitation. “Just like me and you. I don’t tell him stuff between me and you.”

“OK, fair enough,” I said. I thought to myself that he and I never went into a closed room together with a lookout - but whatever. I’m not sure if I was feeling some jealousy but boldly I asked, “Do you like guys?”

“Wow, that's a loaded question,” he replied.

“Have you ever done anything with a guy before?” I asked.

Instead of answering, he asked, “Have you?”

“No,” I replied quickly, then added, “but I haven’t done anything with a girl either.”

He chuckled and said, “Yea, that’s true. Would you ever do anything with a guy?”

I shrugged and said, “I dunno, I guess it depends on what it is and who it is. If you already haven’t, then would you?”

He replied, “I’d definitely let a guy jerk me off or suck my dick. I don’t know if I’d do it back for him though - definitely not suck his dick.” Then he grinned, grabbed his dick and joked, “Why do you want to do it for me now? It’s here when you want it.”

“You wish,” I replied as we both laughed.

“OK enough talk about dicks,” he said. “Let’s go swimming.”

We spent the next few hours in the pool and lounging. After he left I spent some time reflecting on my feelings for Zack. I never thought for a minute he could be interested in guys but he did seem to really go out of his way to help Patrick. Was he just being a good friend or was he interested in him? If he was, then why wasn’t he interested in me in the same way? I laid back in bed and started imagining Zack with Lizzy. I remembered what he said about taking his dick in and out and then pushing balls deep. I came to the thought of him cumming inside her.