[TBBT] Ch: 24 [Penny's Private Lessons 2: Oral & Sex] [r18] (Patreon)

AN: No cliff.

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Penny pulled back with a smile.

I took a deep breath, then moved my right hand behind her back and found the clasp of her bra. The hooks came free with a soft click. Penny let the straps slide down her arms and dropped the bra to the floor.

Her breasts were bare now. Full, soft, with pale pink nipples already hard from everything we had been doing.

"Beautiful," I said.

I lowered my face and kissed the top of each breast. The skin was warm and smooth under my lips. I moved lower and flicked my tongue across her right nipple. It hardened further. Penny drew in a sharp breath, and her fingers tightened in my hair.

I closed my lips around the peak and sucked gently, then a little harder, swirling my tongue in slow circles. Her free hand came up to cup the back of my head, holding me there. I switched to the left breast, giving it the same attention, kissing the soft underside first before taking the nipple into my mouth. I used the flat of my tongue to drag across it, then flicked the tip again and again until she made a soft, needy sound.

God, she tastes so good and so soft. 

My hands stayed busy too. One stayed on her ass, kneading the firm curve, while the other cupped the breast I was not currently tasting, thumb brushing back and forth over the wet nipple. Every time I sucked a little harder, she pressed her chest forward into my face, offering more. 

I spent a few minutes there, alternating between soft kisses across her boobs and giving proper attention to both nipples while learning what made her breath hitch and what made her hips shift against me. 

Penny's fingers stroked through my hair the whole time, encouraging every movement. When I finally lifted my head, she was blushing and breathing fast. 

"We should move our session to the bed," she whispered. 

I slid one arm under her knees and the other around her back, lifting her clean off the floor in a bridal carry. Her eyes went wide for a second, and a surprised laugh escaped her.

"Karl!"

I carried her through the open doorway into the bedroom and laid her down carefully on the bed. Then I stood at the edge of the bed and took off my remaining clothes. My cock sprang free.

Penny froze for a moment. Her eyes moved slowly over my chest and stomach, then locked on my throbbing cock. She rubbed her thighs together lightly.

"Now that's impressive," She said with a smirk.

"Thank you," I said as I climbed onto the bed and took her left foot in my hands. I kissed the top of it, then the inside of her ankle, working my way upward in slow, open-mouthed kisses. Her calf, the soft skin behind her knee, higher along her inner thigh. She watched me the whole time, breathing a little faster.

When I reached the waistband of her red panties, I stopped. I leaned in and caught the fabric between my teeth and looked up into her eyes. Penny smiled and lifted her hips, shifting her body so I could drag the panties down. I pulled them off her legs and tossed them aside.

I stopped and looked at her. Her pussy was neat, a little well-trimmed landing strip of blond hair leading down to smooth, flushed lips already shiny with wetness.

"Turn around. I want your butt cheeks," I said.

Penny rolled over onto her tummy without a word. She settled on her elbows and glanced back over her shoulder at me. 

I stared at the perfect round shape of her ass. Soft, bubbly, and firm at the same time. I leaned down and kissed one cheek, then the other. My hands came up and squeezed both globes. I parted them slowly. Between them I could see the tight little pucker of her asshole and, lower, the glistening folds of her wet pussy.

Before she could say anything, I lowered my face between her cheeks and dragged my tongue through her pussy from bottom to top in one long, slow lick.

"Fuck~!" she moaned, the sound muffled against the sheets as her hips jerked back toward my mouth. 

I kept my mouth on her, licking in long, steady strokes through her wet folds. The taste was sweet and clean, better than anything I could have imagined. 

"You taste so good," I murmured against her, then sealed my lips over her clit and sucked gently while my tongue worked in slow circles.

My hands stayed on her ass the whole time, squeezing the soft cheeks and holding them open so I could bury my face deeper. Penny started moaning into the sheets, soft at first, then louder with every pass of my tongue. Her hips rolled back against my mouth in small, needy movements. Juices kept flowing out of her, coating my chin and making everything slicker. From the way she was pushing back and the sounds she made, I knew I was doing it right. She was really enjoying this.

Her thighs began to tremble under my hands.

"Keep eating," she gasped. "I'm close. Don't stop."

I stayed right there, licking and sucking harder, matching the rhythm of her hips. At the last second I flicked the tip of my tongue over her tight little hole.

"Oh, fuckkkkkk~" Penny came hard. Her whole body locked up and a long, broken moan tore out of her as her pussy clenched and more juices flooded my mouth. I pushed two fingers into her immediately, curling them against her front wall and fucking her through the orgasm while she shook and pulsed around them.

Only when the worst of the trembling stopped did I pull back, wiping my mouth with the back of my hand.

Penny looked over her shoulder at me, cheeks flushed and eyes half-lidded. She was still breathing hard.

"That was… damn," she said, voice soft and satisfied. "The way you moved your tongue… clockwise, then the other way… I loved that. You're good with your mouth."

"Just wanted to impress the beautiful lady with a juicy and tasty pussy," I said, still tasting her on my lips. 

Penny smiled, the same dangerous little curve of her mouth from earlier.

"Flattery will get you everywhere, honey. Now, are you ready for the final surprise?"

I nodded.

She rolled onto her back and spread her legs open for me, knees falling apart. The soft pink of her pussy was wet and swollen from her orgasm. We're going to do it tonight. I still can't believe that I'm gonna have my first with my crush.

"I'm gonna take your virginity. Come closer..." Penny said directly.

I moved between her thighs on my knees. My cock stood straight, the head brushing against the inside of her leg. She reached down and wrapped her fingers around me, giving a slow stroke from base to tip. 

"Shit!" I closed my eyes for a moment as she jerked me off. I kept telling myself not to burst out like a loser. I'm the master of my body. I can hold it... all I need is a little focus. But..

Penny stopped. I opened my eyes.

"You're going to be inside me," she said quietly. "I'll show you how. Just listen and do what I tell you."

I swallowed. "Don't we need a condom?"

Penny's eyebrows lifted. She started stroking me again, thumb brushing over the sensitive head. I almost came.

"Honey, you want your first time with a rubber?" She asked.

The question hung there. I stared down at her, at the way her body was open and waiting, at the wetness still shining on her folds.

"No," I said. "I don't."

"Good." She guided the tip of my cock to her entrance and rubbed it slowly up and down between her pussy lips. "Feel that? That's where you're going. Nice and slow at first. Push when I tell you."

She kept her hand wrapped around the base of me, lining everything up carefully. Her other hand rested on my hip.

"Okay. Lean forward a little. Put your hands beside my shoulders. Now... push in. Just the tip."

I did as she said. The head of my cock pressed against her, then slipped inside. Heat and tightness closed around me immediately. I froze, breathing hard.

Penny's eyes fluttered. "That's it. God, you're thick. Keep going."

I pushed deeper, feeling every inch of her stretch around me. She was so wet it made the slide easier, but the grip of her walls was almost overwhelming. Halfway in, I had to stop again, forehead dropping toward hers.

"You're doing perfectly," she whispered. "Keep going until you're all the way in. I want to feel every bit of you."

I pushed the rest of the way in, slow and steady, until my hips met hers and every inch of me was buried inside her. The heat and tightness wrapped around my cock completely. I stayed still, breathing hard against her neck, trying not to move too soon. 

Right now, I'm in heaven. 

Penny’s hands slid up my back. “There you go,” she murmured. “All the way. Does my pussy feel good?”

I nodded. “Yeah. You feel… incredible.”

She turned her head and kissed the side of my jaw. “You’re not going to last long the first time. That’s okay. Just stay still a second and let yourself get used to it.”

I did. My cock throbbed inside her. Every small shift of her body made her walls squeeze around me. After a few breaths, she rolled her hips in a tiny circle.

“Okay. Now pull out halfway… then push back in. Nice and slow. Let me feel you.”

I followed her instructions. The drag of her wet and hot pussy muscles along my cock almost made my arms give out. When I pushed back in, she let out a soft, satisfied sound and her legs came up around my waist.

“That’s it. Just like that. Keep that rhythm. You don’t have to go hard yet.”

I moved in and out of her the way she wanted, slow and deep. Every time I sank back in, her pussy gripped me tighter. My forehead stayed pressed to hers so I could watch her face. Her eyes were half-closed, lips parted, soft little moans escaping every time I filled her again. 

She's so beautiful. 

“You’re doing so good,” Penny whispered. “Keep looking at me. I want to see your face when you feel it.”

I kept the same steady pace, but the pressure was building fast in my lower stomach. My thrusts grew a little less controlled. Penny’s hands slid down to my ass and pulled me in harder on the next stroke. But with my enhanced focus, I could control myself. Wait! Dang, to think my super focus will come in handy during sex... 

I quickly focused and tried to imagine something else. It worked. It was really easy to imagine something with my photographic memory. But I'm sure Penny noticed my uneven and rushed movements.

“There. Just like that. You’re close, aren’t you?” She asked.

"Close?" I said, raising an eyebrow. "You're my first, Penny. And I'll be damned if I cum before making you cum. Starting this moment, I'll take control."

"Oooh, confident aren't ya?" Penny wrapped her arms around my neck. "To think, my cute student grew up so fast."

I began to fuck her hard and faster than before. 

"Mhm~ If you can hold back till I cum, I'll let you cum in my mouth," She whispered against my lips before kissing me.

I kissed her back hard while my hips kept driving into her. The wet sound of our bodies meeting filled the bedroom. Penny’s legs locked tighter around my waist and her nails dug into my shoulders every time I bottomed out.

I focused on the rhythm and was going hard enough that the bed started to creak. Her pussy clenched around me in short pulses that made my vision blur for a second, but I forced the pressure down and kept going.

“Oh god, Karl,” she moaned against my mouth. “Right there. Don’t stop.”

I angled my hips a little higher so the head of my cock dragged across the spot that made her gasp the loudest. Her eyes flew open and stayed locked on mine. The playful look from earlier was gone. Now she just looked hungry.

I slid one hand between us and found her clit with my thumb. I rubbed tight little circles in time with my thrusts. Penny’s head tipped back against the pillow and a long, shaky moan spilled out of her.

“That’s it,” I said, voice rough. “Cum for me.”

Her walls fluttered hard. She grabbed the back of my neck and pulled my face down so our foreheads touched. Her breath came in short, broken pants right against my lips.

“I’m… I’m gonna…”

I kept the same pace, thumb still working her clit, cock filling her completely on every stroke. Her whole body went tight under me.

"...cummmm~" A loud moan tore out of her throat as she came. Her pussy squeezed me in strong, rhythmic waves, soaking my cock and the sheets beneath us. I held still deep inside her and felt every pulse while she shook and clung to me.

After she stopped trembling, I began to move again, riding her through the aftershocks. Penny’s eyes fluttered open. She looked dazed and satisfied. But I'm not done. I need more of her. 

“You actually held it,” she whispered, almost laughing. “Wow! Are you sure this is your first time?”

"Yes. And you've no idea how hard it is for me to hold back. I nearly came like six times now," I said.

She pushed gently at my chest. I pulled out carefully. My cock was shiny with her juices and so hard it ached. Penny sat up, still breathing hard, and guided me to lie back against the pillows. She crawled between my legs, hair falling over one shoulder, and wrapped her fingers around the base of my cock.

“My turn to keep a promise,” she said.

She leaned down and took the head into her mouth.

"Holy shit!" I couldn't help but moan.

Her mouth was warm and wet. I groaned and my hips jerked up on instinct. Penny hummed in approval and sank lower, taking more of my cock until her lips met her fist. She started bobbing her head in a steady rhythm, tongue swirling under the head on every upstroke.

One of her hands stayed wrapped around the base, twisting lightly. The other rested on my thigh, fingers squeezing whenever I made a sound she liked. I watched her, the way her lips stretched around me, the wet shine on my shaft every time she pulled back.

The pressure built fast again. I warned her with a tight voice.

“Penny… I’m close.”

She only hummed and took me deeper. Her free hand moved lower and cupped my balls, rolling them gently. That was all it took. My hips jerked and I came hard, pulsing thick ropes straight into her mouth.

"Mhm!" Penny stayed right there, swallowing around me, milking every drop until I finally stopped twitching.

She pulled off with a loud pop, licked her lips, and gave the head one last soft kiss before crawling up my body. She settled against my side, one leg thrown over mine, and rested her head on my chest.

“That was really good for a first time,” she murmured, voice a little hoarse. “You lasted longer than I expected and you taste kinda sweet.”

I wrapped an arm around her and pulled her closer. My heart was still pounding, but the frantic edge was gone. I pressed a kiss into her hair.

“You’re a good teacher.”

Penny smiled against my skin. “And you’re a fast learner. Next time we can try a few more things.”

I looked down at her. “Next time?”

She tilted her head up and met my eyes, the same teasing spark from the restaurant back in place.

“Yeah. Assuming you don’t screw this up between now and then.”

I laughed quietly and held her tighter. 

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