Perverts 'R' Us
This Butt's For You
By Valleyal ( m/m, bi, anal, 1st )
Way back when I was growing up we used to always have to go to my grandparents for the holidays. The grandparents and parents would always get the downstairs bedrooms, while the boy and girl grandkids would always get one of the two rooms in the attic. During summer visits, it would be unbearably hot while you would freeze during Thanksgiving or Christmas visits.
One of my first cousins was Jeff. Although we were only 8 months apart in age, he was everything I wasn't. He was tall, blonde, and athletic, while I was short, skinny, and very much a nerd. We were two of the youngest of 13 grandkids as only another cousin, Meagan, was younger.
The Thanksgiving just after I turned 14, we ended up being the only two grandsons to occupy our side of the attic. Two pallets had been spread out. Each breath we took you could see the mist as the temperature was near freezing in the attic. Jeff stripped down to just his boxers and got under his cover of several quilts. I changed into pajamas, which I had on over a T-shirt, but no briefs.
I noticed that my pallet didn't have any quilts or blankets, just a thin sheet to sleep under. Crawling under it, I lay down to sleep. It wasn't very warm and my teeth began to chatter. The noise probably kept Jeff awake until I heard him suggest that perhaps it would be warmer for both if we shared the same pallet. Freezing my butt off, I gladly accepted.
Jeff scooted over and made room for me. I crawled in front of him and we snuggled closer so both would remain under the covers. It was definitely warmer, but in a way awkward, snuggled up close to another boy. We were lying spoon fashion, with my back to him. What was especially awkward was that Jeff had grown an erection, and it was poking uncomfortably against one of my butt cheeks. I too, very embarrassingly, had gotten an erection. Not being an expert on other boys, I could still tell that his was much larger than mine.
I guess I squirmed around a few times, trying to get comfortable. Jeff then took hold of my hips and planted his erection right square in the middle of my butt crack. All he said was "is this more comfortable?" as he maneuvered my butt cheeks, opening them up. I just sort of gasped and nodded a yes. Jeff kept grinding against me and within a minute or so he was shooting sperm into my pajama-clad butt. Finally when he caught his breath he whispered in my ear that I was a "good pussy boy".
All during this I had remained speechless and a little in shock. Even though I had never really done anything with a girl, I didn't think of myself as gay or a fag. Then I felt Jeff tugging down my pajama bottoms. I thought maybe now might be the time to speak up. Tentatively I said, "maybe we shouldn't be doing this."
Jeff kept right on pulling my pajama bottoms down, but he picked up on the word maybe, the word I had just said. He picked up on that maybe was neither a "yes" nor a "no". He laid me back spoon fashion in his arms and reinserted his dick into my now bare butt crack. His mouth was just above my ear. I could hear him asking if this was more comfortable as he maneuvered his dick deeper and deeper into my butt crack pushing against my butthole. He eased it into me and whispered in my ear if it hurt any.
Still in shock that I was going to be fucked anyway, I was still speechless. He pushed in deeper and I moaned that it hurt some. He kissed me again on the ear and whispered "did this feel better?" as he had pulled out some. I nodded a yes. Still holding me tightly, he next whispered that he was going to push it in all the way and for me to just nod if it hurt too much.
The next thing I know he just rammed it all the way in and I was in the most intensive pain I have ever felt in my life. Still holding me tight he kept alternating kissing me on my ear and asking if it was hurting any less. Finally I nodded that the pain had gone down some. Next I heard him asking did I want him to take it out or leave it in. I whispered "out" and Jeff pulled out, but then rammed it right back in me. I grunted and moaned as his dick seemed to be tearing out all the insides of my butt. When he next asked if in or out, I quickly whispered "in". Jeff giggled and whispered He would grant my wish and he would be in my butt all night.
He next whispered that I was going to be his "pussy boy" all night long. It was then that I decided enough was enough and began to protest. Before I realized what was happening, he had one of my balls in his hand squeezing tightly. This was way more painful than before. Still squeezing my testicle, he then asked if I was his pussy boy. I nodded a yes but he wanted me to say it also. I had to say stuff like "fuck me, Jeff" and "I am your pussy boy" before he released me. Jeff then said he would try to be gentle, so long as I didn't protest any more.
This time Jeff rolled me over onto my tummy as he put a pillow under me to raise my butt. Then he proceeded to tear my butt up. He came three more times inside me this way and two more times inside me when I was on my hands and knees and we did it doggie style.
That morning I woke up and he was fucking me for a sixth time. As he ejaculated, he absent-mindedly muttered that my boy-pussy was tighter and better than any of his girlfriends. My face buried in the pillow, I smiled without him realizing it.