Sleeping Fun

Brothers start out fooling around and share a secret.

I can remember exactly when it first started even though I am now much older.
My brother Mike was a newly minted teenager, full of life and adventurous. I was so much younger and sort of looked up to him. We lived in a small house because my Mom was on her own and worked nights a lot. Two bedrooms, one for her and one for us brothers. We slept in the same bed.
We had some sitters and housekeepers off and on but my Mom always fired them if she thought they were taking advantage, so even at such a young age I was alone most evenings. Mike was supposed to stay in with me but often went out with his friends who were already chasing girls. Mom usually got home about 2 am, long after we were asleep. I thought if I told her Mike left me alone so much it might be worse for me so told her nothing. I usually saw Mom when I went home for lunch and again after school before she went to work. She was doing the best she could and didn’t have much life herself.

There were times when Mike and me fooled around with our cocks out. That started when he was eleven, the first year we fooled around. Masturbating each other. Mike had a very large cock and he made me jack it often at night until I made him cum. It only took a few strokes with my hand. I kind of liked when it got harder after a while and he was already able to emit some goo. He was mature for his age and most people thought I was too, even though I was six years younger than him.

And at thirteen, Mike was kind of mature and sort of making his own way and would stay out at night with his friends talking to girls. I got into the habit of either being asleep when Mike returned or pretending to be if he got home late. He would usually just crawl into bed and turn the light off, but other times he would be horny and want to make me masturbate him. If I pretended to sleep he would just whack himself off and make the bed jiggle and I never responded.
Mike could be mean when he wanted to be, and beat me up sometimes, but he was afraid I would tell Mom he went out each night so didn’t do that anymore.

I always just had my back turned to him so he couldn’t see if I was awake or not. One night he came home and tucked in behind me. I knew he wanted me to jack him off as I assumed he was excited from chasing girls but having no success with them. He moved very close and whispered to see if I was awake, so I kept my eyes tightly closed and pretended sleep. He even took my hand and placed around 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. It was sort of slippery like olive oil. I hoped he would give up with my back to him.
That’s when he moved closer behind me and pressed his cock between my legs at my bum crack over my pajamas. His cock was warm and seemed heavy. I really thought he would just go to sleep but Mike must have been feeling real sexy that night.

He pushed his cock harder under my rear and whispered my name a little louder. It felt a little odd but after a while he reached in front of me and undid the knot to my drawstring pajama bottoms. Pulling them down very slowly to expose my bare bum. It felt a little funny being part naked. Now it seemed now like he wanted me to stay sleeping. I was glad he didn’t touch my dink or he might have known I was awake. It was kind of a weird fluttery feeling in my stomach.
Now Mike moved his hard cock between my bare legs, letting it press under there, moved it forth and back for a bit and then pushed into my crack. It felt warm against my skin.
And he began rubbing his finger at my bumhole and I realized he was putting his precum there, because it was so slippery.
He let his forefinger slip into me and pushed it in a bit. It was uncomfortable at first but I thought he would give up if I didn’t respond, if I woke up he’d demand that I make him cum off, so I just laid still. He circled his finger around my moist asshole steadily until it began to feel real nice and he started to push it in and out too.

Mike was determined and seemed to rub more of his juice there until he moved upward and I felt his wet cockhead against my hole and thought he would never try to get that big thing inside my bum. It was already 6 inches long at thirteen. I was wrong.
He pressed his cock slowly against me moving it up and down over my now slippery hole until I could feel my ass expanding. Now he was being gentle because he was afraid I might stir and he’d have to stop. He just pressured a little at a time, using his finger and his warm hard cock. His movements were slow and careful. When I first felt it go in it sort of hurt and felt good at the same time but I didn’t know what to do, and now didn’t want him to stop either. He even held his hands on my hips so I wouldn’t slide away and pulled apart my bum cheeks with his thumbs. Now I had no idea how to respond and still just laid there quietly. He pressed his cock at my hole and pushed but it wouldn’t go much inside me. I think his cock had expanded.
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 close. He was very warm and his cock was now harder than ever. He pressed the knob 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.