Tasting the…CHERRY Part 1 of 5
I would have never thought I’d be the one to pop my "stepbrother’s" cherry. I was supposed to just show him a good time and make him feel welcome. Instead, his tight, wet virgin ass welcomed my long, thick cock. He let me go balls deep in that ass, and nothing was ever the same again!
HOW IT BEGAN:
“I’m home,” I announced as I came through the front carrying all my luggage.
The house was unusually quiet. I could always count on my dad to have some sports game pulled up on ESPN or some shit. I was met instead with silence. I told him I was coming home. It had been a while since I was last home. College life had taken me away from Texas to UCLA.
I had been gone for three years and was finally moving back home. It was one of those things that just kind of happened. I had half expected my dad to put some type of party together or something. He did none of that, and disappointment quickly set in.
“Where’s Mr. Mac?” My best friend, Derrick, asked as he carried in a box of my things. He always called my dad that. It was an abbreviation of my last name, McMillan.
“No idea. Guess he’s out,” I answered.
“Well, T, let’s get your shit upstairs to your room.”
Derrick and I had been best friends since 6th grade. He was the one who helped me come to terms with my sexuality. It helped that he was also gay, but nevertheless, I’d probably still be in the closet if it weren’t for him.
We were the type of friends who fucked when the horniness was too much, and the guys on Grindr and Jack’d consistently proved they were pieces of shit. There were feelings between us, but not romantic feelings. We were the best of friends with an occasional orgasm.
I picked my luggage up and headed upstairs. My room was the last one at the end of the hall. I opened my bedroom door, and instantly, the room looked vastly different from how I had last left it. My posters were missing from the wall, and my bed had been moved.
“The fuck he do to my room,” I mumbled to myself.
The bathroom door in my room opened, and a rush of steam escaped. Then he walked out. He was of short height with curly black hair. The smoothest creamy vanilla skin. He was dripping wet with a towel around his waist. Water ran down his partially developed abs. A dark trail of hair ran from his belly button and disappeared beneath his towel.
I asked, “Who the fuck are you?”
I startled him because he dropped his phone as he looked up at me. He was wearing thick black glasses, and his face was round with a little mustache above his fat pink lips. He was a cute little nerd.
“I’m Theo. Why are you in my room? Why are you in my house? Wait! Is this like a robbery?”
“Your room? Your house? Man, you better get your ass outta here.”
I dropped my things. I was prepared to stand my ground. He looked at me as if I were insane.
“T you ready?” Derrick asked. “Oh! Well damn. Mr. Mac got you a snack for a welcome present.”
I cut my eyes at him, “This is not my dad’s doing. This imp claims he lives here.”
“Look, dude, I don’t want any problems,” Theo said. “Just call my mom’s boyfriend, Anthony McMillan.”
“Your mom is dating my dad?” I asked the question, but I already knew the answer.
“You’re Tavares,” he asked with a goofy, dopey-eyed smile.
“One and only,” I answered him.
“Oh, sweet. That’s so wild that we met like this. I’m Theo Rajas.”
“Yeah fuck all that,” I dismissed his excitement. “Why are you in my room?”
“It’s my room now. We moved in a week ago.”
“That’s so cute,” Derrick said with a giggle.
“DAD,” I screamed out.
***
“This is bullshit.” My frustration was on full display.
“Language!” My dad cut my rage with a single word. I knew better than to disrespect him.
“Sorry. I just don’t understand why he’s in my room. How is that fair?”
“Well, son, in all fairness, you said you weren’t moving back home. I asked Camila and Theo to move in a few months back and promised him the room.”
“And where am I…your actual son supposed to sleep?”
“You guys can bunk, or you can take my office till I finish building the guest house out back for you,” he said.
I paused and then said, “A guest house? How long can I stay in it?”
“As long as you like, son,” he answered truthfully.
I then asked him, “Rent free?”
“Till you get a job and then rent-controlled,” he answered.
“Come on, Dad. Give me a little breathing room.”
“Fine, two years rent-free, but you have to get along with Theo, and I mean really get along with him. He’s excited to meet you. It’s only been him and his mom. She has a leash around that kid. He doesn’t know how to do anything. He’s very sheltered.”
“You want me to be a glorified babysitter?”
“No. I want you to be a glorified babysitter who lives and eats here for free.”
I quickly thought it over, “Fine. I’ll try to get along with him. How old is this kid?”
“Turns nineteen on Friday. Camila and I are doing something for him next week. I had planned a couple's trip without realizing it was on his birthday.”
“Jeez, Dad! You’re not getting Father of the Year, are you?”
“He’s not my son,” Dad said as he tossed his hands up in the air.
“Yet,” I corrected him. “ I’m assuming you plan on marrying this chick. You did move them into our home.”
My dad laughed and replied, “We’re life partners right now. Theo is just my girlfriend’s son.”
I playfully said, “Sounds gay!”
He chuckled, “Only you wear the alphabets around here.”
***
I tried my best to get along with the kid. He was just incredibly annoying as fuck. He literally knew nothing but video games, anime, and Rob Wave. I found myself constantly complaining to Derrick about him.
“You act like you’re that much older than him. You’re twenty-two, and he’s about to turn nineteen,” Derrick pointed out as we lay next to one another, looking for a hookup.
“Maybe, but I’m more worldly. I know shit. He’s been sheltered his entire life.”
“If he were living in my house, I’d be clapping those young ass cheeks.”
I cut my eyes over at him, “What’s wrong with you, man?”
“He’s cute. Don’t act like you didn’t notice. That little nerd could get this d,” he said as he grabbed his dick through his shorts.
“Yeah, well, you have shit taste,” I said with a bit of annoyance in my voice.
He firmly stated, “I fuck you.”
“Bout the only good thing you’ve ever done.”
“You’re so mean, Tavares,” he said with a goofy laugh. “You need to get laid. I would do it, but I have a match. Just try and give the kid a chance.”
I blew hot air. He was right. I was being mean, and I needed to do better. My dad and Camila were leaving on Thursday, and the nerd’s birthday was the following day. I figured I’d give him a party to celebrate his big day.
***
The house was packed and full of people I hadn’t seen in forever. I was having a good time. There was this guy I had been eye fucking for most of the night. I had even seen Theo talking to some girl.
I made sure I kept my eyes on him. Every so often, I walked past them, and the girl had him smiling. She must have been saying some wild shit to him. The guy I had been eye fucking pulled me onto the dance floor. As we started to dance, I lost track of things. His body felt good pressed up against mine.
He spun me around, and that’s when I saw the girl pulling Theo by his hand. She led him down the hall towards the den. Something took over me. I suddenly felt extremely protective of him and wanted to make sure he was okay.
“I’ll be back,” I said as I pulled away from the guy.
“Don’t keep me waiting long,” he said.
I smiled and stepped away. I went to go and find Theo. I made my way towards the den. They had only been out of my sight for a few minutes. By the time I got to the door, the girl had come out of the room. She looked like she was frustrated or something. I went in to go check on Theo. I closed the door and locked it behind me.
Theo was sitting on the sofa. His face was flushed. He sensed me in the room. He looked up, and our eyes met. I could see some hurt and disappointment in them. It made me feel bad for him.
“Are you good?” I asked him.
“Why do you care,’ he asked.
“Truthfully, I don’t know. I guess I haven’t been the most welcoming. I saw you with a girl.”
“Yeah, and I got nervous. I choked. I don’t know what to do. I was just happy she talked to me; I didn’t even know what I liked. I thought it would click, but I got scared, and I started to worry if I was big enough and if I’d last long enough. Things I could never talk to my mom about.”
“Every guy goes through that. You have to have confidence and believe in yourself. You’re a hot guy with a decent body, and I’m sure you have a decent dick.”
“You’re just saying that,” he said as he looked down.
I walked over and sat down next to him. He glanced over at me and then back down at his feet. I don’t know why I felt so bad for the guy. I wanted him to feel something other than the defeat he was currently feeling. He needed to have more confidence in himself.
“You’re a man, and I know you have everything a man has. Let me see it.”
He looked up and asked, “What?”
“I’ll go first. I’ll show you mine, and then you show me yours. We’re both just two guys giving each other confidence,” I said.
I pulled my hard cock out right there on the sofa next to him. His eyes widened in shock at my actions. I wrapped my hand around my swollen member and began to stroke it gently. He squirmed uncomfortably next to me. I looked into his dark eyes that were hidden behind his glasses. The wheels were turning. He was equal parts horny and excited.
I bit my lip and said, “Pull your dick out.”
“What,” he asked as he looked around the dark room.
“Pull your cock out. Let me see how much of a man you’ve become, Theo.”
He slowly unbuttoned his pants. His blue boxer briefs came into view. I could see the wet spot that had formed. He was still horny and worked up. I motioned with my head, and he pulled his pants and underwear down. That young 19-year-old uncut Latin virgin cock sprang free.
His uncut cock was gorgeous. It was thick as fuck and leaking all over. Whereas skin complexion was a creamy vanilla, his cock was two shades darker. His balls looked full and ready to burst at any moment. He had a dark bush of pubes that gave off a musky scent.
“Stroke it,” I commanded him in a soft voice.
He sighed and wrapped his hand around his stiff pole. He began to stroke himself. He worked his dick nervously but effectively. His balls bounced as he moved his hand up and down his shaft. He began to breathe and moan heavily. I leaned over and let a drop of spit fall from my mouth.
He looked at me with panic in his eyes. I nodded my head and started to stroke his cock again. His hips began to rise and fall as he fucked his fist. I reached over and ran my hand along his inner thigh. His body showed signs of goosebumps. He liked being touched by me.
“Oh shit,” he moaned. “I’m gonna cum.”
I reached over and snatched his hand off his dick. He groaned in frustration. His dick wagged back and forth like an excited tail. I wrapped my hand around his member and eased my hand up and down his pole. He let out a whimper.
“Stroke mine, Theo.”
He obeyed me. He wrapped his young, soft hand around my long, thick, chocolate cock and began to stroke me. I sped up my movements around his cock, and he followed behind my actions. I teased the head of his dick, and he did the same to me.
“It feels so good. I didn’t know it could feel so good,” he confessed to me.
“There’s so much more I can teach you if you want,” I told him. “I can make you more of a man tonight than you’ve ever been. You’re gonna be more confident and ready for pussy than you’ve ever been. You want me to teach you?”
He nodded his head, “Teach me, Tavares.”
I opened my hand and slapped his hard cock against it. It made a loud effect that made me tingle. His dick continued to spew precum. I stroked him a little faster. He bit his lips and tried to silence his moans; I was determined to make him moan. I wanted to hear that cherry moan.
I moved down to my knees and spread his legs. He had a look of total submission on his face. I knew he was going to let me do anything and everything to him. His brownish hole came into view. He had a naturally hairless, tight hole. It was beautiful, clean, and untapped. I was the first person to ever see his pleasure-inducing virgin pussy. I inhaled the scent of his ass. It smelled like I was going to fuck it and fuck it good.
“I’m going to stimulate your G-spot. You need to be able to control how fast you cum and how long you last. If we introduce you to sensory overload now, you’ll last longer the first time you’re in some pussy.”
“Okay,” he breathed. “I trust you.”
I reached out and placed my hands on his cheeks. They felt like water balloons in my hands. I ran my finger across his hole. His body shivered, and his dick twitched. I wet my middle finger and then pressed the digit against his pucker. I pushed, and my finger slid inside his ass. He let out a loud moan. My finger slid in up to the knuckle. His insides felt like fire, and his walls clamped down around my finger. I twisted it around, and he tossed his head back.
“Fuck! Oh my God,” he cried.
“This little pussy is so tight,” I told him as I began to move my finger in and out of his hole.
His leg shook a little, and more precum flowed from his cock. I took hold of his firm erection and stroked it. He closed his eyes and let out moan after moan. The muscles in his ass squeezed my finger. I couldn’t help myself. I added a second finger, and his body briefly tensed up.
I began to piston my fingers in and out of his tight, hot hole. He tossed his head from side to side as I worked his anus. I pressed against his prostate gland, and his dick spat out so much clear liquid fluid. The sight was intoxicating. He spread his legs wider, giving me better access to his hole.
I pointed his cock toward my mouth and closed my lips around the head. He let out the sexiest moan ever. I took more of his dick down my throat. His taste was pure heavenly. I went to work sucking his perfect dick as I continued to finger his hole. His dick throbbed over and over in my mouth. Each time I pressed against his prostate, his cock released more fluids down my throat.
I could feel his walls expand each time I touched his magic button. The fire in his ass made me want more and more out of him. He was turning me on without trying. His pussy was begging to be fucked without knowing it. I deep-throated his cock, and he let out a cry that was like music to my fucking ears.
My tongue ran across his balls. I pulled off his cock and climbed up his body. I planted my lips against his and kissed him. He kissed me back. He was nervous at first, but as we kept going, I began to rotate my hips, and my cock rubbed against his. I pushed my tongue in his mouth, and he swallowed it. I ran my fingers through his dark curls. I rolled off him and onto my back.
“Suck my dick, Theo.”
He bent down and took my cock into his mouth. That shy, nervousness was gone. He was enjoying the show and all that we were doing. His mouth felt like it had been just for my dick. His fat lips slid up and down my pole like a warm glove. He took me deeper. I placed my hand on the back of his head, and he coughed and gagged, but I wouldn’t let him go. He needed to get used to my shit being in his mouth.
His body fought to break free and breathe. I kept him where I wanted him for a few seconds longer. He finally came up for air, coughing and gasping. He had tears in his eyes. It was sexy as fuck, and I was ready to do more. The night had just begun, and I was going to teach him the art of man-on-man fucking. I couldn’t just settle for tasting his sweet cherry. I also needed to pop his cherry.
TO BE CONTINUED
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