Jason showed up the next night exactly 10 minutes early. This time he didn’t sit in his car but came straight to the door and rung the bell. I guess he was more eager than nervous this time.

I smiled and welcome him inside, letting my eyes scan his body as he passed me. He was wearing a buttoned up, collared shirt that hung a little loose from his petite frame. But his jeans were tight enough for me to admire his cute little ass.

“Head into the kitchen,” I said. “I’ve poured you a glass of wine.”

“Thank you, Sir”

We stood in the kitchen for a bit making small talk. I sipped at my whisky, but Jason downed his wine quickly. Maybe he was still nervous after all.

“You must be thirsty,” I said with a wry smile.

“Uh … yeah … I mean, ‘Yes, Sir.’” His cheeks turned a bright pink. It was fucking adorable.

I couldn’t help but laugh. “It’s ok,” I said lightly. “Pour yourself another drink.”

“Oh … uh … Could I maybe have a glass of water?”

He was so shy and nervous. It made me want to jump him right then and there. “Have another glass of wine first,” I said. “then you can have some water.”

He turned to the counter and started pouring his drink. As he poured I stepped in behind him and wrapped my arms around his waist. I pulled him tight against me. I ran my hands up over his chest and pressed my lips against the top of his head.

“Mmm,” I murmured.

He held himself completely still, the bottle of wine still in one hand. He was so god damn adorably awkward.

I slid one hand down the front of his pants. “Did you enjoy last night? Did you enjoy me touching you?”

I felt his dick growing beneath my hand when he murmured, “Yes, Sir. “

I leaned down so my lips were pressed against his ear. “Is that why you came back tonight?” I slowly ran my finger tips up and down his shaft, through his jeans. “Because you liked the way I stroked your cock?”

His voice was soft, so meek and hesitant. “Yes, Professor.”

His cock was certainly not soft. I could almost feel the aching through his entire body. I’m sure he could feel how hard I was too, pressed against his ass.

I put my hands on his waist and turned him to face me. He was so small, I lifted him easily and sat him on the counter. I looked him in the eye as I unzipped his pants.

I can’t even explain the thrill that ran through me when he lifted his ass off the counter so I could tug his pants down. His dick sprung free of his boxer briefs and I immediately wrapped my hand around it. He trembled as I slid my thumb over the head of his cock.

“Do you like the way I make you feel, Jason?”

“Y -yes … Sir”

“How much?”

“So … so much.” His eyes were closed, his head leaned back as I continued to tease his dick.

“Good,” I said. “I’ve got a lot to teach you. I’m going to show you just how good your body can feel.”

He started to say something, but the words turned into a moan as I leaned down and took his dick in my mouth. I swirled my tongue over his tip and pushed my head down, taking more of him in my mouth.

Jason wasn’t especially big and I easily took his entire cock. I pulled my head back up and let my tongue slide up the underside of his shaft.

He was young and inexperienced so I figured he wouldn’t last very long. And I wasn’t ready for him to cum yet. So I paid close attention to his body language as I slowly worked my mouth over his dick. I teased him, moving excruciatingly slow until his body began to tense and I knew he was close to cumming.

I pulled my mouth from his cock and rested my hands on his thighs. His eyes opened and he looked at me, eyes full of question and embarrassment … and need.

“Take off your shirt,” I said.

With shaky hands he unbuttoned his shirt and threw it on the counter. His body was so slender and lithe. I took a step back to give him some space and said “Your pants too.”

He hopped off the counter, kicked off his socks and shoes, and dropped his pants and underwear to the floor.

I unbuckled my belt, unzipped my pants, and pulled out my cock. “Have you ever touched a man’s dick before, Jason?”

My dick was throbbing, bouncing up and down with each heart beat.

“No … No Sir.”

“Do you want to?”

He just nodded dumbly. I took hold of his wrist and guided his hand to my dick. His fingers wrapped around my cock and as if by instinct he started stroking me.

“Good boy,” I said.

I watched his face as he slid his soft hand over my cock. He didn’t look up at me at all, his eyes fixed on what he was doing.

“Do you want to suck my cock, Jason?”

Again he nodded silently.

“Ask me,” I instructed.

This time he did look up at me. His face turned so red I could actually feel the heat radiating from his cheeks. But he did well, he looked me in the eyes as he said, “Can I … Can I suck your dick … Sir.”

“Mmm, good boy. Get on your knees.”

He obeyed, getting down on his knees in front of me. I took a half step forward and as my dick came close to his face he opened his mouth. He was hesitant at first and gingerly wrapped his lips around my tip. I put my hands in either side of his head, letting my fingers slide through his hair.

“Just relax,” I said. “I’ll do the work this time.”

I felt him force his body to relax. I held his head still and slid my dick into his mouth. I moved slowly at first, gently sliding my cock in his mouth.

“Mmm,” I murmured. “This feels so good. You’re doing such a good job, Jason.”

Gradually I increased my pace. I didn’t slam my cock down his throat or fuck his face like I wanted to. He wasn’t ready for that yet. I just kept a steady pace , gently thrusting, enjoying the feel of his mouth.

“Look at me,” I instructed.

He obeyed, looking up to maintain eye contact as I continued to work my cock in and out of his mouth. “That’s a good boy,” I murmured.

I continued enjoying his mouth for several minutes before pulling my dick from his mouth. “Stand up,” I said.

He stood, looking up at me. His eyes wide with anticipation and desperation for my approval. I brought my hand up to his face, caressing his cheek, grazing his lips with my thumb.

“You’re doing so well,” I said, and I could see the relief and pleasure in his face. “I want to teach you more. Do you think you’re ready for that?” He gulped, but nodded bravely. “Do you trust me, Jason?”

He glanced down for just a second, but quickly looked back up to me. “I trust you, Professor.”

“Good boy,” I said. I started unbuttoning my shirt. I could tell he didn’t know where to look as I undressed, but I didn’t say a word. It was like exposure therapy. I let him feel his awkwardness. He needed it, needed to embrace it. He needed to crash headlong through his self conscious emotions so he could come out the other side completely open and vulnerable with me.

I tossed my clothes to the side and said, “Turn around.” He turned and faced the cabinet. “Now bend over. Rest your elbows on the counter.” He bent and his cute little ass brushed against my cock as he did.

I rubbed his back with one hand, speaking soft words of encouragement, while I pulled open a drawer beside him. I pulled out a bottle of lube and flicked open then cap. I poured a generous amount into my hand and set the bottle to the side. I rubbed my hands together, spreading the lotion over both hands, before running my hands over his body.

I rubbed his back, his hips, his thighs. I ran one hand up the inside of his legs and caressed his balls. Then I slid my hands back to his ass.

“You have such a cute ass,” I said.

“Thank… thank you, Sir” he breathed.

I grabbed the bottle of lube and poured some directly on his ass. I spread the lube all over his cheeks. He shuddered when my fingers brushed over his hole.

“Relax,” I said. “Trust me and just relax.”

Slowly, gently, I pushed a finger inside him. He squirmed just a little and I could tell he was trying so hard to not make a noise.

“You’re doing good, Jason” I encouraged.

Slowly I started working my finger in and out of his ass. I could feel ever twitch and tremor in his body. Slowly I felt him relax, felt him sink into the sensations.

After a minute I stopped and picked up the bottle of lube again. I poured about her generous amount into my hand. This time I started spreading the lube over my throbbing cock.

“What do you think is going to happen now?” I asked.

“I … uh … you’re … I think you’re going to fuck my ass,” he said softly.

“That’s right,” I said. “Just relax. You’re going to love it. Trust me.”

“Yes sir.”

I held my dick with one hand and his hip with the other. I guided my cock to his ass and slid the tip up and down his crack. Slowly, ever so slowly, I pushed my dick against his hole.

“Relax,” I said gently.

I continued to push until my tip entered his ass. He made a little gasping, moaning sound when I first entered him. It took every ounce of self control I had to not just shove myself inside him completely right then.

“Breath,” I said.

I pushed an inch inside him. Then a second. And a third. Slowly. Every few seconds I pulled back just a little before pushing forward a little bit more. It took a couple minutes for me to enter him completely, but once I was buried inside her I paused.

I held myself still, letting her get used to the feeling. I ran my hands up her back and down her arms. I leaned over her body and pushed my fingers in-between hers. My hands were on top of hers, our fingers interlocked, as I began to softly thrust inside her.

I ground my cock deep inside her before slowly pulling back and pushing back inside. “You’re doing so good,” I encouraged.

I went so slow at first. Excruciatingly slow. But after a minute I started increasing my pace. I still thrust into her gently, but gradually my pace increased into actually fucking her.

“Mmm, good boy,” I murmured. “Take it for me. Take this cock like a good boy. Give me that ass.”

I lost myself in the feeling of her. I so desperately wanted to pound the innocence out of her I had trouble keeping my composure. She moaned as our bodies crashed together in a wet, slapping sound.

“Take it,” I growled. “Take it for me.”

“Yessss,” she hissed.

I reached around her body and wrapped my fingers around her cock. I let her cock slide between my fingers in rhythm to my thirst.

“Cum for me,” I said. “I want you to cum with my dick in your ass.” She moaned and I thrust into her harder. “Fuck you feel good. I’m going to cum in this ass.”

I lost track of all reason. Lost sight of my goals. I wanted to bury myself so deep inside her she’d never be the same. I was lost in the moment and completely forgot my plan to stay gentle with her.

I thrust into her hard. Again and again. Each brutal thrust shoved her cock through my fingers.

My timing was nearly perfect. The need built inside me, over powered me. I thrust inside her, exploding, pumping her ass full of my cum.

“Fuuck,” I groaned. “Fuck, that’s a good girl. Take it like a good girl for me.”

She cried out. Overwhelmed with the sensations, hearing my words as she felt me cumming inside her.

Her entire body began to shake violently. She let out these high pitched, gasping, moans. I felt her cock throbbing in my hand as she came.

I came down from the peak a moment before she did. I kept myself buried in her ass and gently stroked her cock until her body started to relax and I felt her going limp in my hand.

I held her there for a moment longer before I slowly pulled my dick from her ass.

He collapsed on the counter, breathing heavily. I stood behind him, running my hands up and down his back.

“You did so good,” I said. “You took my dick like you were born for it. I’m proud of you.”

“Thank you, Sir,” he said wearily.

I smiled and gave him a little smack on the ass. “Get up,” I said. “And get dressed. We can chill for a bit before you go home. We won’t worry about studying tonight. I have a feeling you’re going to do extremely well on the exam next week.”

I paused for a moment, wanting to ensure the words would sink in, then said, “But I’m really looking forward to many more lessons with you. I have so much more to teach you.”