A unexpected turn of events

Every summer we go to the village. I have a friend there who is 1 year younger than me, but our houses are next to each other and we are often together. We've been talking about sex, dicks, and whores for several years. One evening last summer, we had just arrived, I decided to look for him. I jumped over the fence and was right in the yard of their house. I went towards the house when I heard a cry from a shed where there is something like a workshop.

I approached and looked out the window. My friend Bobby was lying on his stomach, bare bottom and black thongs pulled down below his knees. I didn't recognize him at first because he had a blond wig on his head. There was probably a bra under the torn woman's blouse. He was crying softly. I called him and he was startled. He ran to the window and told me not to tell anyone. He wanted me to promise and he was very scared, so I agreed. He hid in the shed and I went home.

The other day we got together as a company and he tried not to look at me or talk to me. In the evening, he started to go home, but I caught up with him and asked him to tell me what was going on. He was very worried, but finally asked me to keep it a secret, he told me that for two years his uncle has been making him dress up as a girl and banging him from behind. Later I hid in the hedge between the houses where I could see the shed. Soon I saw Bobby walk in with his uncle. I jumped over and quietly approached the window. Bobby was sprawled out on a table and his uncle was standing behind him, pounding his ass. Bobby was rolling his ass and moaning. I noticed he was wearing a short skirt pulled up at his waist.

I got very excited and couldn't sleep for a long time that night. The next day I was alone with him again and began to ask him if it hurt, etc. He cowered and would not speak. I told him I went and saw them. I told him if he wanted I could bring my grandfather and he could beat up his uncle or call the police and Bobby got really scared. He made me promise not to do anything or he would kill himself. He looked serious, but when I asked him why he didn't explain. I was constantly masturbating back then. I was thinking about class whores, a cool teacher, and porn. After that day, I imagined Bobby several times. Mostly how he bent over and was fucking him from behind. After a week I saw them again. uncle was lying on a mattress and bobby was on top of him and was swinging on his cock. He managed to see me but didn't do anything. He was looking into my eyes as he fucked and moaned. I couldn't tell if it was from pain or pleasure.

After that, when it was just the two of us talking about sex, it wasn't the same. One time I started talking to him like a girl and grabbed his ass. I told him he was a little whore and leaning over him I whispered that I wanted to fuck him. He moved my hand away and said nothing. But I had already thought about it. Soon I was taking advantage of every minute to grope him and whisper to him how I was going to fuck him. After a few days, he nodded and told me to come to the shed later. His uncle was out of town. I don't think I'm gay. It's just that Bobbi really looked like a girl in a blonde wig, and I really wanted to fuck something real. I had kissed a girl but she didn’t let me fuck her.

I went to the shed and Bobby was waiting for me. She was wearing high heels with a very short and very tight miniskirt. She also wore stockings with garters that extended under her clothes. I saw up close that he had lipstick on. I grabbed his ass around the waist and started to massage him. Our mouths were very close and I kissed him on the lips. He turned around and started rubbing my cock. I was really nervous, but I wasn't quite sure what to do. Suddenly the thought that Bobby was a boy came out of nowhere, but at that moment, he picked up the miniskirt and leaned forward. At the sight of his tight little ass with thongs cut into it, I forgot everything else and frantically started to unbutton my pants. Bobby started rolling his ass and telling me how much he wanted me to put it in him. I had soon touched my cock to his anus and was pressing lightly. Bobby spat on one hand and held it back. He moistened his hole and came on me himself. It was an amazing feeling. I was super good with a cock in his little ass. I started to move back and forth, carefully, but with his movements, he made me speed up. He started making sounds that I was already sure were of pleasure. It started to light up in front of my eyes and I ended up not realizing it was from a camera flash. But then I heard his uncle's voice.

-Well done boy, is this your first time?

I jumped like scalded, his uncle was near us and he was smiling. I saw him smile just before another flash of lightning blinded me. I thought I was going to die of terror, but he immediately started talking.

- You don't want yours to see the pictures, do you? That can be arranged.

I thought about running away but remembered that I had locked the door behind me. Bobby looked very relaxed. He walked over to the old man who was still looking at me smiling and started rubbing his body while he caressed his face. He told me that I messed up terribly. And I have to listen to him if I don't want everyone to know. Bobby unzipped his pants and pulled out his huge cock. He brought it closer and grabbed it, all over it.

-Well, will you be obedient, the uncle asked me.

 It was clear to me what would happen if I said no. Okay, then come here. You like to watch anyway. I moved closer and he put his hand in my hair. Bobby was giving him an absolutely professional blowjob and looking me up and down. This can remain our secret forever, but you will have to do as I say.

-Do you understand? - he asked.

He caressed me so gently that I calmed down a little. He pulled his cock out of Bobby's mouth and told me:

-Do like her.

I knelt down and tried to grab him. With Bobby's help, I was soon able to get it halfway. The man grabbed my head and did the rest. I almost threw up but held back and he started moving my head back and forth. After a while, he told me to lean over the table. My pants were still off and trailing on the ground around my ankles. He spits on my anus and inserted two fingers inside. Bobby walked over to the other side and started kissing me on the mouth. He was sticking his tongue in. The fingers in my ass hurt a lot, but there was also some other sensation. The man told me not to tighten and slowly penetrated me with his cock. I wanted to scream but Bobby wouldn't take his tongue out of my mouth. Then suddenly it became more pleasant. I'll never forget how empty I felt inside of me. They let me go.

The next day, my mother, who had come in the morning, called me into the garden. Bobby's uncle was standing on one of the lawn chairs. Apparently, they had been talking for a long time. She asked me if I wanted to go to the beach with Bobby and his uncle for 10 days. They went just the two of them, like every year, and she had a lot of work and probably wouldn't be able to take me this summer. But there was a spare bed in the house that the uncle had rented and he didn't mind taking me with them. I looked at my uncle. He looked at me calmly and smiled. I knew what would happen if I refused, but I also felt a strange desire to accept.