I can remember exactly when it first started.
I was seven and my brother was thirteen. We lived in a small house because my Mom was on her own and worked a lot. Two bedrooms, one for her and one for us brothers. We slept in the same bed.
There were a couple of times when we fooled around with our cocks out. Masturbating each other. My brother Mike had a very large cock and he made me jack it a few times until I made him cum. That was when I was five, the first year we fooled around. Now at seven, most people thought I was mature for my age.
But at thirteen, Mike was sort of making his own way and would stay out at night if Mom was working late so I often stayed alone. I got into the habit of either being asleep when Mike returned or pretending to be if he got home late.
He would just crawl into bed and turn the light off.
One night he came home and tucked in behind me. I knew he wanted me to jack him off as I assumed he was getting interested in girls but having no success with them. He moved very close and whispered to see if I was awake, so I kept my eyes closed and pretended sleep. He even took my hand and placed it on his swollen cock but I didn’t feel like it so did nothing. He let it go but I had his precum on my hand. I hoped he would give up with my back to him.
That’s when he moved closer behind me and pressed his cock at my crack. It was hot and seemed heavy. I really thought he would just go to sleep but Mike must have been feeling real sexy that night.
He reached in front of me and undid the knot to my drawstring pajama bottoms. Pulling them down over my rear. I was glad he didn’t touch my dink or he might have known I was awake.
He began rubbing his finger at my asshole and I realized he was putting his precum there, because it was so slippery.
He let his forefinger slip in and pressed it a bit. It was uncomfortable but I thought he would give up if I didn’t respond, if I woke up he’d demand that I jack him off, so I just laid still. He circled his finger around my asshole steadily and it began to feel real nice.
Mike was determined and seemed to rub more juice there until I felt his cockhead against my asshole and thought he would never try to get that thing inside my bum. It was already 6 inches long at thirteen. I was wrong.
Mike pressed his cock against me until I could feel my hole expanding. He just pressured a little at a time, using his finger and his hard cock. Now I had no idea what to do and still just laid there. Mike got up and went into the bathroom and I thought he was whacking off in there and would just go to sleep when he returned. Boy was I ever wrong.
He slid in behind me again. Moved closer. He was warm and his cock was harder than ever. He pressed it close again and this time rubbed something into my asshole that was slippery. I closed my eyes tighter and now was anticipating pain and wondered if I should wake up and try to stop him. But had to admit I was enjoying the feeling in my stomach.
Mike pressed his cock to my ass again and this time ever so slowly worked it into me until I knew his cock-head was inside my asshole. I was getting a little hard-on myself and hoped he wouldn’t know it. I wondered where he had learned to do this?
I laid there in silence and Mike pushed very slowly until he slid more cock into me, but still not even half of it. It was beginning to feel so sexy. He seemed to slow a minute and I could feel his cock actually pulsing inside of me and thought he must be cuming in there. I was unsure what to do. He let out a quiet groan and a sigh, slipped out of me and turned over to sleep. Leaving me wide awake in the darkness with his cum inside me.
We had some sitters and housekeepers off and on and my Mom always fired them if she thought they were taking advantage, so even at seven years old I was alone most evenings. Mike was supposed to stay in but often went out with his friends. She usually got home about 2 am.
Next morning I said nothing and neither did Mike except to ask if I slept well. Odd, but he seemed a little more attentive to me. which was unusual. I couldn’t think of anything to say and didn’t want Mike to know I had been awake when he fucked me. It seemed so strange to say that. My ass felt okay too, not really sore but a little sensitive. He often talked about wanting to fuck girls but the idea seemed very distant to me. But he being thirteen it was natural for him. He had been making me masturbate him for over two years now and when he did me, which was rarely, I came but spurted nothing.
After school that day I even looked at my bum in the mirror to see if it was different but noticed nothing. Mom left for work after making us early dinner. Mike went out right after she left so I was alone again. Just watched TV until my eyes closed and I went to bed.
I lay there thinking and even had a strange new feeling in my stomach. I know now that it was lust. I was almost asleep when I heard Mike coming up the back stairs.
I closed my eyes and snuggled into my pillow. Feigning sleep again. He spent some time in the bathroom before coming to bed. He must have been wondering if he could do the same thing again as it seemed like an hour before he moved behind me and asked if I was awake. This time in a louder voice. I just stayed quiet and breathed as if I was soundly sleeping. He even nudged me a little like he was trying to wake me but I knew he wasn’t really.
After a moment he slipped my pajama bottoms down to my thighs.
I could hear him undoing a lid and now I guess it was the vaseline jar that was always in the bathroom. He gently rubbed some on my hole again and pressed his cock against it. Being very stealthy. His cock was so warm and hard. He moved his cock head forth and back until he made my hole more receptive and then pushed it slowly in. I was glad he was only doing it so gently so I could remain asleep but awake.
This was so strange. My brother had a large cock and I knew I must have a tiny asshole, but he was able to slide it inside me again, this time a little more easily. I could feel my own heart pounding now as he actually began stroking it in and out of me, holding his hands on my hips. I was just like a girl being fucked! And that idea seemed exciting. Now it was feeling very nice as he even lifted one of my legs upward a little and continued fucking me. This time he pressed more cock into me and groaned aloud when he came.
Somehow I was now thrilled at him having an orgasm from fucking me. That showed he really liked it. He drifted off to sleep with out even pulling my pajamas up again.
He had no reaction about it in the morning. And I pretended I knew nothing. Although he did remark that he made noise last night and didn’t even wake me. I made no comment. I think he was fishing to see if I was really so sound asleep that I could be fucked without waking up!
Over the next few months, my brother fucked me almost every night. One night he did it and I fell asleep right after, but I woke sometime during the night to feel him pushing it in there again! We never talked about it at all. I often jacked off after school in the bathroom now, recalling the previous evening. I wondered whether it was okay for me to begin enjoying it like I was. Mike was out most nights if Mom worked and told me he had met some older guys and was having fun with them.
But he was full of sex and it was usually the same routine, Mike would come in late, I would lie there pretending sleep until he started to fuck me. And things were changing slightly. Once he started fucking me I would respond by pushing back into him, allowing his cock to penetrate me deeply. I was enjoying it so much. When I first pushed back he stopped and waited, and said in a low voice, Terry? But I just kept quietly breathing until he resumed. After a few more times, I was able to respond to his thrusts without him even thinking I was awake! It even became so pleasurable to me that once his cock was there at my entrance, I would tremble a little at the foreplay until he put it in, jerking with my own little fuck back motions. I could tell that my movements excited him after he decided that I was doing it totally oblivious to him fucking me! I had become his secret little fucking boy!
Once Mike turned me toward him a little, so I was almost lying on my back. He knelt over me and moved upward until his cock was now at my mouth. Now I wasn’t sure at all what would happen if he put it in there. He tried did but it was too hard to push in stealthily like fucking so gave it up after rubbing it over my mouth a few times. However I did get the taste of his precum on my lips and that seemed strangely exciting too. I hoped he might find a way to try it again.
One night when I heard Mike coming up the stairs I thought I heard more footsteps. Mike was very quiet in the kitchen. I lay waiting in bed, turned away from the door. Mike came into the bedroom a couple of times to be sure I was sleeping soundly. I could sense the light change when he stood in the doorway. But now I thought I heard whispering in the kitchen.
It occurred to me that my brother might have brought a girl home to play with. But he finally slipped between the covers behind me and started playing with my asshole. Rubbing some new lotion into it that had a pleasant smell.
I sensed something was different but only stayed in my usual position with my asshole so available and now anticipating a sexy fuck.
Mike pressured his cock into me. I relaxed as he stroked slowly and gently. He went on for a few minutes but didn’t come. Slipped it out of me and went out of the bedroom. After a few seconds he slipped in behind me and felt for my bum. Moved closer and used his finger to guide his cock into me again.
It felt different right away and I wondered for a moment until I understood, that it was not Mike behind me, but someone else. I felt the cock going inside me and was helpless to react. As the guy started fucking me I realised I wasn’t going to react any other way than to enjoy the fuck like always.
And somehow, the stranger behind me was so sexy I shuddered and trembled with each stroking. He held strong warm hands on my hips. I heard him whisper, "Jeezuz."
Now the doorway darkened and Mike whispered, “See Jack? I told you.”
Jack kept sliding into me and holding there. He whispered back, “Gawd, Mike, this is fantastic! He wont wake up?”
“No, I fucked him three times one night.”
“Jeeze, I’m going to cum.”
I could feel Jack quicken and even felt his cock harden inside me, until he shivered and groaned aloud. I felt the pulsing as he came inside me.
Jack pulled away and Mike slid into bed right away, sliding his cock into the slippery hole just used. He fucked me quicker than usual and was then gone.
I heard more whispering in the kitchen and was now listening carefully as Jack thanked Mike for sharing his boy-fuck. He said there were a lot more guys who would love the chance to fuck someone so young. Was this the start of my sexual career? I was totally excited that I could have made two guys come, and judging from Jack’s voice, he was a man not a teen like Mike. I wondered how many men would really like fucking me?
Whatever was going to happen, I had to wake up sometime and let it.