Disclaimer: This story is fictional and fantastical, and in no way reflects the actual behavior of the persons named therein. The sexual orientation and activity of factual persons is to be in no way reflected by those in this fictitious account, written for entertainment only.
MY EVENING WITH BILLY GILMAN
It was late one Friday night. Billy had just finished his last concert of the week and walked sleepily into the dressing room. I was sitting by the back window smoking a cigarette. The night air felt so good on my face.
"Hi, Chris."
"Hey, man.
I had been one of Billy's personal assistants now for two months. I really enjoyed it. It was fun hanging around at the concerts and meeting famous people. Besides all that, I just adored Billy's voice. I truly liked being around him too. When it came right down to it, I didn't care if he was well known or not. I just enjoyed his company. Some people might have considered it strange for a 20-year-old to want to hang out with a 12-year-old kid, but I didn't mind. His talent was matched only by his wit and charm.
"How did it go? Sounds like you drove them crazy."
"Yeah, I guess so." Billy was so tired.
"Man you really need to relax. Take some time off," I said as Billy began to undress.
I will freely admit that I had begun to feel more than a friendly attraction for Billy since this tour had started. It was nothing that I was eager to throw at him. I didn't want to scare the poor little guy to death, and certainly didn't want to ruin our friendship. The bond was growing, though, and I couldn't deny it. I watched as he threw his shirt to the floor, revealing his smooth young torso. He looked so clean and innocent; like a small Greek statue. How beautiful he was.
"Are you tight," I asked.
"Yes, tonight especially." Billy lay down on the table in the middle of the room and looked up. "Could you, please. I really need it tonight."
I slowly pulled the last drag out of my cigarette and threw it into the parking lot two stories below. Billy smiled as I got up and walked toward him.
"Thanks Jim. You are so good at this."
"No problem, man."
There he was. His cute little body taut and exhausted. Wearing nothing but gym shorts he stretched himself out and sighed. His back was warm and soft. It felt so good to press my fingers into his young muscles, especially since I knew I was helping him relax. A soft moan escaped from his throat as my hands kneaded his shoulders. He was so rigid. I felt sorry for him. I knew his schedule had been a bit grueling for one his age. I wanted to please him as much as possible.
"How's that," I asked.
"Wow, that's so good. Where did you learn to do that?"
"My Mom was a massage therapist."
"I wish you could do this every night," he said, much to my delight.
"I wish I could too." It was as sincere a statement as I had ever made.
"I really like it when you do my lower back, " he said with a slight yawn.
My hands moved gradually down his smooth skin and began to work on his lower spinal area. Messaging ever deeper, I wanted to make him feel completely at ease. A small vial of oil was on the shelf near the table. I put a few drops on Billy's back and rubbed it deeply into his tightness.
"Jim," he asked nervously. "Have you ever massaged somebody's...umm...."
"You mean somebody's rump?"
"Yeah. Would that be weird?"
"No that's not weird. Professional's do it all the time. Raise up just a bit." Billy raised his middle off of the table, and I eased his shorts down onto his thighs. He was so beautiful. His tiny bottom was tight, firm and youthfully muscular. I wasted no time and placed my strong hands on his smooth mounds. He loved it immediately. My motions became deeper and more intense as Billy's sighs lengthened. I was in enraptured. His cute little buns felt incredible. What an incredible little form!
Billy froze. " Jim, this is weird."
"What's the matter?", I asked.
"I think I'm getting hard." His little voice trembled. He was so adorably nervous. He continued, "Man, this is must seem creepy to you, but, I'm not embarrassed. Do you think I'm strange?"
"Don't worry about it Bill. If this makes you feel good then I'm happy to be doing it. It makes me feel good too."
"Really?" He turned his face upward. "Do you like touching me?"
"I've always like it. I don't want you to be frightened by this, but I even like looking at you."
A smile crept across his darling face. "I like it too," he said softly.
My hands cupped his bottom and slid down between his small thighs. I moved them just low enough to give his scrotum a small caress. Billy inhaled sharply.
"Oh gosh," he gasped. "Why does that feel so good?"
I was so excited to be pleasing him. So thrilled to be introducing him to this kind of sensation.
"Billy," I asked, "have you ever wanted another guy to touch you. Have you ever wanted someone to touch your...you know?"
"You mean my cock?" I didn't know he knew the word. "At least that's what some of my friends call it."
I smiled at him and squeezed his little bottom. "Yeah," I laughed, "your cock."
Billy looked embarrassed. "I've sometimes imagined you touching it, like when you were massaging me." As he said this, he inadvertently turned over on his side to look at me. I couldn't believe I was staring at his fully naked 12-year-old form. His tight little chest and abdomen were so perfect. My heart raced when I saw his gorgeous penis. Of course it was comparatively small because of his age, but it was so beautifully shaped. Billy had not been dishonest. He was hard. Hard as an axe handle.
I slid his shorts further down and off his legs. Billy smiled and lay back on the table. "Are you sure you want me to?" I asked.
"Yeah, I'm sure.
I placed my hands gently on his delicate chest. I made small circles around his pecks and teased his young nipples with my fingers. "Oh wow," he smiled "that feels good too." At his urging I continued to play with his nipples for a bit and slowly moved down to his abs. Nearer I came until my fingers finally brushed across the small head of his shaft. Billy raised his hips in reaction. His smiled and closed his eyes tightly.
I slowly slid my fingers along the sensitive underside of his young penis. I continued to do this until I saw him getting even harder. I stopped for a moment.
"Are you OK?"
"Oh yeah," his breathing was heavy, "keep going. I don't know exactly what it is, but I feel like I'm going to explode inside, but, I mean, it feels good!"
"Billy, have you ever had an orgasm?" He looked puzzled. "Have any of your friends ever talked about coming?"
"I think so. Is that what this is? I like it." His little body was so tight and rigid with pleasure.
"Billy," I said a bit nervously, "there's something else I could do that would feel really good. It might seem pretty weird to you at first. Would you like me to show you?"
"Yeah. Please." He looked at me longingly as my face lowered cautiously. As my mouth neared his midsection I could tell he was uneasy.
"Oh, my gosh," he breathed. "Are you gonna...you mean...oh..." My lips drew the throbbing head into my mouth. With my tongue fully involved, I closed his granite-like shaft in a warm wet embrace. I thought that he would come completely off the table. In an involuntary reaction, his hips and legs thrust upward burying his small penis deeper into my welcoming mouth.
Billy was going out of his mind, and I knew this wouldn't last very long, no matter how gentle I tried to be. I could feel his hardness beginning to throb even more. He was on the edge. His hands flailed about to grab the edges of the table. He got a good grip and began moving into my mouth rhythmically. I reached under his hips and gripped his tiny bottom, which was now flexing wildly. Oh, his little cheeks felt so good in my hands. He was so tight. I was so excited, and I really wanted to push him into orbit. I was so excited that his first real orgasm was going to be in my mouth.
I began to move up and down on his now diamond hard penis. I wrapped my tongue around the underside and embraced it as I slowed down slightly. Oh he tasted so good. I knew it wouldn't be long. This was it. Pressing the tip of my tongue against the head and sliding it all the way down his shaft, I took him all the way in. At the same time, I slid my hands out from under his heaving bottom and moved them up to his chest. I thought he would cry when I gave his small pink nipples a gentle squeeze. I then gave his penis one long, warm, tight, immaculate sucking massage with my hungry lips. That did it. I could feel him loosing control. He began to thrust uncontrollably into my eager mouth. He was bucking like a young pony. Finally he became as stiff as a board; his whole body shuddered violently.
"Oh no...oh no...ahh...ohh Chris I can't...aaaahhhhhhh."
I felt Billy's young penis stiffen and arch in my mouth. I though I would come myself. He was just into puberty so there wasn't much in the way of ejaculation. Just a little. He was so unbelievably hard and throbbing. As he shot his last of three tiny loads into my hot mouth, he cried out again. It felt so good to take him; to draw his first real orgasm out of that beautifully hard penis.
He heaved for a moment more and then went limp. I held him in my arms for a long time. He was soon asleep, and I silently hoped that this time would not be the last.