When I was fourteen years old my cousin and I were big into Dungeons and Dragons. He was fifteen and he had the Advanced Roll Playing Dungeons and Dragons game, and we used to play it whenever we got the chance. One weekend during the summer I stayed over at his house. On Friday night we were playing a game of D&D and he was the Game Master. My player was human and his was an evil human character. I had penetrated his dungeon and was trying to kill him, but with his powers he rendered me paralyzed for a moment and took this chance to take me prisoner.
I had a camp nearby where there was treasure I had stolen from him earlier in a raid and he decided he would torture me to get me to tell him where it was. On a sheet of paper he drew an X and then the stick figure of a naked man fastened to this wooden X.
"Whats this?" I asked him.
"I strip you naked and tie you to this X-post," he told me. "And I start to whip you until you tell me where my treasure is."
"Oh," I replied. "Well, I wont tell you."
"Every lash of the whip will take hit points away from you," he explained. "Up to five points for each one. Well roll the die to see how many. A six is no damage."
"Okay," I said, kind of intrigued by the whole thing.
With a red pen Mark drew a small line on the mans back. He rolled the die and it came up three.
"Three hit points," he said, and noted that on my character paper. My character had been wounded in the battle and I only had about seventy-three hit points left. He drew another red lash and rolled again. "Four hit points."
This went on for about ten lashes on my characters back. I looked at the red lines on the back of the drawing of this man who was supposed to be me and I started to get a funny feeling in the pit of my stomach and noticed my dick was starting to stir. I also thought that Mark seemed to be enjoying himself as well. After the ten lashes and about twenty-some odd hit points taken away from my character, Mark began to draw the red lines across the buttocks.
"Im whipping your ass now," he told me. "Those wont hurt as much as on your back, so well take one point of damage away from each roll, so ones wont count and sixes still wont count."
"Okay," I said as I shoved forward a bit closer to the paper.
When my character was around ten points away from death and the drawing on the paper was lined with red marks all over it I decided to give in and told him where the treasure was hidden. Maybe it was me, but I thought Mark seemed a bit disappointed at ending the whipping already. Anyway, he got his treasure back and I ended up escaping from his dungeon to fight him another day.
Later that night his parents told us they were going out for a few hours and told us to be in bed by midnight. We told them we would, and then we went off to Marks room. He and I changed into our bedclothes. I put on a pair of blue flannel pajama bottoms and a t-shirt and he put on an old pair of red sweat pants and a t-shirt. We messed around playing Nintendo for a bit, and then we started wrestling on his bed.
I could not stop thinking about the whipping scene in our game. I wondered what it would be like to be tied up naked like that and whipped. I didnt want to be whipped really hard so that it hurt, but the thought of being naked and tied up by my cousin got my little _c_o_c_k_ to swelling up again. I got up off the bed and went to Marks dresser where he kept a tin box with his money in it. I shook it at him, and then I ran out of the room with it.
"Brian, where the hell are you going with my money?" he shouted.
I went into the bathroom and hid it under the sink. When I came back to his room he was sitting on the edge of the bed with a funny look on his face.
"What are you doing?" he asked me. "Where did you put my money?"
"You want to know where your treasure is?" I said to him, my voice quivering a little with adolescent excitement. "Then youll have to torture me to find out."
He looked puzzled for a moment, then a light seemed to shine in his eyes and he smiled slyly at me.
"Torture you?" he said.
"Yeah," I replied. "Like in the game."
"Okay," he said as he got to his feet.
He opened his closet door and rummaged around for a bit, then came back to the bed and placed four handkerchiefs and a thin, black dress belt on the bed.
"Ill tie you up with these," he said softly, his voice quaking with excitement like mine. "And whip you with the belt."
"Not too hard," I said.
"No, not too hard."
I looked up at him and asked, "Should I take off my clothes?"
"Well, your character in the game was naked, so I guess you should be too," he said.
"Okay."
"Actually," he said. "Youre my prisoner, so Ill strip you."
"Okay."
Mark was panting with excitement as he pulled my shirt up over my head and right off. I could see the lump in his sweats from his excitement. I had a lump in my own pajama bottoms and I was a little self-conscious about him seeing my erection, but with the boner that I could see he had going on I knew I didnt have to worry much about that. What I was worried about was I had seen him changing once and I knew he had quite a bit of dark hair around his dick, where I only had a few tufts of golden hairs around mine, and I felt like a small boy compared to him.
It was too late to turn back now. Mark was kneeling down in front of me now and I could see his hands were shaking slightly as they moved toward the buttons of my pajama bottoms. He unsnapped the first one, then the second one. My pajama bottoms fell down and they hung up around my erection. I could hear Marks labored breathing as he pulled them away from my boner and they fell around my ankles. His eyes were glued to my throbbing dick, which all five inches were pointing straight up at the ceiling. I stepped out of my pajama bottoms and now I was completely naked.
We went to the bed and I lay facedown on it. Mark took the handkerchiefs and first fastened my wrists to the headboard, so that they were stretched out in a V. Next he made me spread my legs and tied to my ankles to the footboard. I was stretched out in an X just like my character on the paper he had drawn. I watched as Mark picked up the belt and slapped it into the palm of his hand.
"Are you going to tell me where the treasure is, boy?" he asked me.
"No," I said defiantly.
I waited, then I felt the thin leather belt snap lightly across both cheeks of my bare ass. A shock shook my whole body. It was not a hard blow at all, no harder than someone slapping your leg as a joke, but it thrilled me. I was actually tied up naked and being whipped by someone.
Another snap of the cheap leather belt across my ass, with about as much force as the first one. I flinched my butt a bit and I waited for the next one with anticipation. Mark brought the belt down between my legs and it actually flicked the back of my balls lightly. My _c_o_c_k_ hardened more than I think it had ever been before in my life and it pressed against the bed. Mark landed a blow in the middle of my back and I felt an electric shock go up my spine. He snapped a few more across my shoulders and back, then went back to my ass again.
"Are you ready to tell me where my treasure is yet, boy?" he asked me in his quaky voice.
"No," I said.
"Fine. Im going to have to start whipping you harder now then. Okay?"
Harder? I thought. My dick lurched in delight. Yes, I really did want it harder.
"Whip me as hard you want," I said as I looked forward at the headboard. "I wont tell you."
"Alright."
WHAP! I winced when the belt cracked across my ass cheeks with enough force to make an impressive sound in the room. I felt a tingling sensation in my ass that seemed to travel down into my balls and my aching _c_o_c_k_.
WHAP! Another good one landed high on my left buttock, and was followed a few seconds later by one on the right. I groaned with the mix of pain and _s_e_x_ual excitement I was feeling.
Mark was laying on some fairly hard strokes of the belt, but despite the pain I was feeling in my ass cheeks I loved it. I felt a kind of gratitude to Mark for the way he was whipping me. I knew he wasnt whipping me as hard as he could, but he was laying the belt on hard enough so that each lash stung pretty good and made some very impressive sounds in the room.
I closed my eyes as Mark whipped me, imagining I was a slave being whipped by his master, or a cabin boy on a ship tied to the bunk and flogged by an officer. Each lash made my body twist and turn on the bed, causing my _c_o_c_k_ to rub on the bedding.
I dont know how many he gave me, but soon I felt my orgasm coming on. I tried to stop it, but there was no way I could do that and I groaned as my _c_o_c_k_ exploded, spraying the blanket with my hot cum. Mark didnt know that I had had an orgasm and he kept on whipping me. Now that I had shot my load the whipping was not all that exciting to me any more and I asked him to stop. He did and untied me. When I got up he smiled when he saw the stain on his blanket and the string of cum pearling from my softening dick.
"I guess you did like it," he said as he took an old sock out of his closet and started to clean it up. "Is that something youd want to do again, Brian?"
"Oh yeah," I replied.
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