I guess my story starts with my discovering my unusual outlook on pain. At eight years old I wasn’t like other kids at all. Where they would start to cry when they got a scratch, I screamed and cried like a newborn child. And while boys in the third grade thought girls had cooties, all I had were girl friends.
All my life I have been smaller than most boys my age. I was four feet two inches tall, almost always the smaller person in my class. My hair was a light brown and I liked it long, and would cry and scream when my parents told me I had to cut it short. But the strangest things about me were my eyes; my right eye was green, my left eye was brown.
I guess I started discovering my sexuality, and about sex in general, started in third grade, when I started a new school in a new town.
“Class, this is Jack. Say ‘Hello’.” Mrs. Combs said, her hands wresting on my shoulders.
“Hello Jack.” The class rang out, their mechanic voice telling me they really didn’t care. I waved shyly before Mrs. Combs sent me to my desk in the back of the class.
I stared at my desk, not daring to look around at the other kids. I just wanted the bell to ring for recess so I could sit around without having to listen to the old lady drone on.
The bell finally rang after what seemed like hours and I was out of the door. As I walked around, looking at the playground, I felt a tap on my shoulder.
“Hey!” The boy smiled, looking at me. “I haven’t seen you around here before.”
“I’m new here.” I told him, my voice a little over a whisper.
“Oh, that’s cool. My name’s Matt, I’m a fifth grader.” He grinned proudly, puffing out his chest.
“Hi Matt, I’m Jack.” I smiled, sticking my hand out. He took it and laughed.
A month had passed since I came to the new school, and Matt and I were inseparable. Well, it would be more accurate to say I wouldn’t leave his side. I hated when recess or lunch ended and we had to go to different classes.
After school ended for Thanksgiving Break, Matt came up to me after school, smiling.
“Hey Jack, do you think you could spend the weekend at my house?” He asked me.
“Umm…I’ll have to ask Mom, but I’m sure she’ll say OK!” I told him, my voice still in the young age high-pitch. I blushed as I realized how much of a girl I must have sounded.
“Radical!” Matt laughed, high-fiving me. I was giddy with excitement; I was going over to my best friend’s house!
I arrived at his house at five o’clock. Mom told me to behave myself and listen to his parents. She gave me a kiss and sped off, leaving me with my Spider-man backpack and sleeping bag.
I knocked on the door before waiting. The door opened and I saw a large man standing there, looking at me.
“Hello…is Matt home?” I asked.
“Oh, you’re Matt’s little friend. Yeah, he’s here.” Matt’s dad told me, beckoning me in. “Shoes off in the house.” He said without turning back. “Leave them outside.”
I took my sneakers off and left them at the door before walking into the house, the cold wood feeling nice against the soles of my feet. I heard a scattering patter as a small Golden Retriever puppy walked up to me.
“Yeller, leave Jack alone!” Matt scolded the puppy, kneeling down and grabbing Yeller’s ears before rubbing his hands around Yeller’s head. The puppy seemed to enjoy it, as he nuzzled up to Matt when Matt stopped. “He’s really hyperactive.” Matt explained to me, grinning.
“Matt, your father and I are going out of town for the week, so your brother and sister are in charge.” Matt’s mom said to him, walking towards the door with a suitcase in hand.
“When will they get home?” Matt asked his mom.
“I don’t know.” She said, walking over. She bent over and kissed him on the forehead. “Bye honey, I love you and have fun!” She waved at him before walking out, not having said a word to me.
“I should have told you that my parents were leaving, but then your mom might not have let you over.” Matt apologized, grabbing my hand. I felt myself warm up but smiled.
“It’s alright, I’m OK with it.” I told him. “So, where do I put my stuff?” I asked him.
“In my room, c’mon, I’ll show you.” Matt said to me, heading to the stairs. “Come on!” He ran up the stairs, I was right behind him.
“Here’s my room.” Matt opened his door and walked in. I giggled at the mess; he had all sorts of toys and Legos splattered across the floor. His bed was a mess of sheets. “Just throw your bag anywhere.”
I put my bag on his bed before sitting down next to it, looking around his room. “What do you want to do?” I asked him, smiling.
“Let’s play ‘Puppy’!” He suggested, grinning.
“What’s that?” I muttered, unfamiliar with the game. Matt held out a black dog collar to me.
“It’s where I’m the master and you be the puppy!” He said excitedly.
“Ok.” I grabbed the collar, not completely excited about the game but not wanting to let Matt down. “How do I put this on?” I giggled nervously, looking at the black leather collar.
“Let me do it.” He grabbed the collar and knelt behind me. I felt it tighten and coughed.
“Too…tight.” I gasped.
“Oh, sorry.” Matt apologized, loosening the collar before fastening it again. “There we go, it’s there.” He grinned.
“So…what now?” I turned to Matt. He smiled devilishly.
“Now you take all your clothes off.” Matt told me, keeping cool. My eyes widened considerably as I gawked at him.
“What?” I squeaked.
“Puppies don’t wear human clothes.” Matt scolded me. “Now take ‘em off.” I shook my head and he growled angrily. “Fine, we don’t have to play games. You can go home if-”
“Alright!” I whimpered, not wanting to leave. I unbuttoned my shirt and raised it over my head before putting it on my bag. I stood up and lowered my shorts before throwing them onto my bag with my shirt.
“Underwear too.” Matt said as I shivered in my white undies. I nodded before they, too, were resting on my bag. “Puppies walk on four legs.” He told me.
I got down on four legs and looked up at Matt, scared. “Matt, I…”
He held a hand up to stop me. “Puppies can’t talk like humans. Now come on puppy, lay down.” He patted his lap.
“Matt…I don’t like this game.” I whined, reaching for my underwear while one hand covered my privates.
“Too bad!” He yelled angrily. “I want to play this game. Now lay down on my lap.”
I guess I was too dependent on him, I was too scared that I wouldn’t be able to make any other friends. But whatever the reason, I went through with his requests.
I put my head down on his lap, closing my eyes. As much as I disliked it, his lap was comfy. Matt soon started running his hand through my hair.
“Good boy…you feel so nice.” He smiled, running his hand down my back and stopping at my butt. “You’re such a good boy Jack…so soft…”
“Matt, stop.” I whimpered, knocking his hand away. “That’s gross.”
“Be quiet puppy.” Matt scowled, resuming his feel. I felt warm where he was touching me; I kind of liked it. “Oh…puppy likes that.” Matt whispered, reaching around and grabbing my penis.
“Matt, that’s my wiener…don’t…” I whimpered. My parents always told me I was the only person who was allowed to touch that.
“It’s called a ‘cock’ Jack.” Matt taught me, continuing feeling. His hand moved around and cupped my balls. “These are your balls…what do you call them?” He questioned me.
“I…don’t know.” I panted.
“Oh, that’s a shame.” Matt said. I felt something poking me in the side of my head.
“What’s that?” I asked, reaching under my head and grabbing the stiff object with my hand. Matt grinned and reached down to unzip his shorts. I stared at his four inch cock, which compared to my 2 inch was huge. “Why is there hair on it?” I looked at Matt.
“When you turn ten your body starts to change. Your cock grows bigger and you get hair down there.” He put his hand on it and moved it up and down. I was confused at why he was doing that, and why he was moaning.
“What’s wrong?” I asked him.
“It feels really good.” Matt answered, tilting his head back. I looked at his cock, intrigued. “Why don’t you kiss it?”
“Umm…can I?” I looked at him pleadingly. He nodded, making me smile. I leaned forward and kissed the head, making Matt moan happily.
“Suck on it please.” He begged. I didn’t understand what that meant. So, I took his cock and put it in my mouth. It was warm and throbbed in my mouth. As I got used to the texture, I started sucking on it like a lollipop.
“No, not like that.” Mat groaned, putting a hand on my forehead. I slid it out of my mouth and looked at him. “You move your head up and down.” He explained.
“Oh…” I mused. I took his cock in my mouth again, realizing that I really enjoyed the feel of it, and started moving my head up and down. My teeth started grating against his skin.
“OW!” Matt yelped, grabbing my hair and pulling me off. I cried with pain as tugged. “Don’t let your teeth touch it, that hurts!” He whined, throwing my head.
“I’m sorry! I’m sorry!” I cried, tears welling up in my eyes. “I didn’t know!”
“It’s alright.” Matt whispered after seeing how sad I was getting. He moved over and hugged me. I buried my head in his chest, smiling. “Want to try something else?” He asked me, his voice little over a dare. I looked up at him and nodded. “Alright, turn around and get on all fours.”
I nodded and turned about before lowering myself on his bed, resting on my elbows and knees.
“Lift your butt up a little more.” He instructed. I lifted my rear more. I bit my lip nervously as I waited. “You’ll like this.” Matt teased me, rubbing his finger around my butt.
“Matt, what are you doing?” I stuttered, turning around to look at him. He merely winked at me before shoving his finger in my butt. I screamed as he forced his finger up me. I felt like my butt was on fire.
“Stop screaming!” Matt yelled, withdrawing his finger. I lowered myself down into a whimper. “Jeez, it doesn’t hurt that bad…” He muttered, shaking his head. He jammed his finger in my butt again, and I struggled to keep my mouth closed. Suddenly, Matt put another finger near my butt and forced it in. Tears flew from my eyes as I fought to keep from screaming.
“Matt…it hurts!” I whimpered, my body shaking. Matt withdrew his fingers and I sighed before plopping down on the bed.
“Get up.” Matt commanded me, grabbing my hips and yanking me up. I resumed my hands and knees position again. “I’m going to shove my dick in your butt, so just relax.”
I gulped nervously but took a deep breath before waiting. I felt Matt’s cock at my rear and he poked about, I gasped nervously. And then he pushed into me.
I wanted to scream as loud as I could as he burrowed himself in me. My rear felt like fire had been lit to my hole, igniting pain like I had never known before. Finally a scream tore past my lips and fled through the house.
“Relax!” Matt hissed angrily, rubbing a hand on my back. When my screams started to die down into soft cries and moans, Matt sped up his rubbing before reaching under and grabbing me gently before he started moving his hand up and down.
“Matt…it…hurts…stop!” I cried, my tears streaming down my face.
“Ssshhhh…it gets better.” Matt told me, stroking me softly. “Alright, here we go.”
Matt pulled back before thrusting forward, sending another wave of agony through my body. I bit my lip so hard that the metallic taste of blood filled my mouth. Something began trickling down my leg, but Matt kept humping away, giving slight moans of pleasure as he thrust into my bleeding rear.
“Matt…stop…I…can’t…take…it!” I cried in between thrusts. Matt didn’t even seem to hear me and continued his pumps, speeding up a little even.
“MATT!” I screamed as Matt stiffened with a grunt. Moaning heavily, Matt slid out of me and fell to the bed next to me. I fell down next to him, tears falling down my face.
“Man…that was good Jack.” Matt smiled, wrapping an arm around my waist and pulling me close. I shivered at his touch, slightly repulse yet feeling strangely close to him. “Oh crud, you’re bleeding!” He yelped, sitting up.
“Yeah…” I nodded, realizing I was bleeding when I had felt something slither down my leg. I looked down to see heavy stains of blood on my legs and dripping on the sheets.
“Matt, what did you do?!” Someone screeched angrily. We both turned to see a teenage girl standing in the doorway, staring at us disbelievingly.