First Time Jerking Off With a Friend 03

Everyone is 18+ and fully consenting.

Chapter 3: Showing Me How He Did It

Nathan arrived at my place fast, like he barely stopped to think before leaving his house. He pushed the door shut behind him and locked it, his heavy breathing the only sound in the room. His eyes swept over me like he was checking if I had changed since earlier. I was wearing a simple gym or sleeping outfit that I always wore around the house.

“We're alone, right?” he asked. His face looked nervous, but I was excited.

“Yeah,” I said. “Three more days actually.”

That seemed to flip a switch in him. He stepped closer and put his hands on my waist, turning my body toward the living room. I felt something shift in me at the same time. I had only started experimenting with him today, and the horniness came on subtly at first. But the moment he touched me like that, it grew stronger, taking me over in a slow steady rush. He didn’t explain anything. He just guided me with a mix of dominance and excitement. I knew my place was doing whatever he wanted me to do, and I let myself sink into that.

“Sit on the couch,” he said.

I did. His hands slid down my sides and hooked into the waistband of my shorts. He tugged lightly first, waiting to see if I’d stop him. I didn’t. My pulse pounded under my ribs.

He pulled my shorts down slowly, dragging the fabric over my hips and thighs. My hard dick sprang up and hovered in the air. When he got them past my ankles, he tugged them off and tossed them on the floor.

His jaw clenched.

Then he reached for his own waistband. He shoved his shorts down in one quick motion and stepped out of them. His dick was hard and thicker than mine, jutting up in the air, and I stared at it openly this time. We both kept our shirts and socks on, which somehow made everything feel even more exposed.

Nathan stepped between my legs and lifted them a little with his hands.

“This is how she was,” he said quietly.

He pushed me gently onto my back, still moving my body like he had rehearsed it. He spread my legs and adjusted my hips with both hands. I felt the air hit my hole and suddenly felt too vulnerable. I started to adjust myself, but he took over my body again quickly. When he lined himself up against my opening, my breath caught, and I froze.

He spit on his dick, and pressed forward just enough for me to feel the pressure.

I winced.

“Does it hurt?” he asked.

“A little,” I admitted. “It’s okay. I want you to do it.”

He paused, swallowed hard, then pulled back. He spit into his hand, stroked himself with the mix of saliva and pre-cum he was producing, and leaned in again. I put my hands on his hips to feel like I had some control over it, but I didn't. This time he pushed slower, using more spit, moving with care but still letting his weight press into me.

The stretch burned, sharp and hot as I felt the penetration begin. My fingers curled into his skin.

“You sure?” he whispered.

“Yeah. Try again... Show me how you fucked her.”

His eyes went wide, and he spit again, coating himself more, and pushed once more, steady.

Nathan watched my face the entire time, eyes locked on mine.

He held himself there, just at the edge of pushing deeper, and the pause made the moment heavier. His chest hovered over mine, his shirt brushing my stomach every time he breathed in. I could feel him shaking a little. Not because he was scared, but because he wanted this so badly that it rattled through him.

He shifted his weight and angled his hips again. The tip pressed against me with more purpose. I felt that sharp stretch return. My body tensed on instinct, but the horniness of the moment didn’t fade.

He leaned closer, his forehead almost touching mine. “If it’s too much, tell me.”

“I won’t,” I said. “Just keep going.”

He exhaled through his nose and pushed a little more. A slow, steady pressure. A deep burn that started to feel numb, then almost pleasurable. My hands tightened on his hips, not to stop him but to hold on. He moved a little at a time, letting my body open around him as my knees pushed closer to my shoulders, and my insides started to feel an internal massage.

The moment I let myself relax, even a fraction, the burn softened. It wasn’t easy, but once I started to feel the pleasure, there was no going back for me.

Nathan’s breath grew louder and his face got closer to mine again. Each time he eased forward, he paused to watch me. He was reading every twitch and every shaky inhale. He spit on himself again, rubbing it over his shaft and along the place where our bodies met, using his thumb to spread the juices with careful pressure.

He pressed again, deeper this time, and the heat inside me bloomed. I moaned without meaning to, my thighs shaking. He grabbed my legs and pulled them higher up his sides, adjusting me so he could sink deeper.

“That’s it,” he whispered. “That’s how she was.”

Hearing him say that while being inside me made my stomach flip. I wrapped my arms around his neck and pulled him down so our bodies pressed together through our shirts.

He began to move in short, testing motions. Not full thrusts, just slow pushes forward and tiny pulls back, letting my body learn the rhythm. Every shift made me gasp. Every gasp made him grunt quietly into my ear.

“You feel… fuck…” he murmured, the sentence falling apart.

His control slipped a little. His hips started to roll, gentle but more certain. The couch creaked softly. His breathing got rougher.

I dug my fingers into his back, overwhelmed, the stretch blending with a pulse of pleasure I hadn’t expected. My body caught onto the rhythm and pushed up to meet him, instinctive and messy.

When he realized I was matching him, something in him snapped. His grip tightened. His hips pressed harder. He kissed down my neck in a line.

“You’re taking it,” he whispered into my skin. “You’re really taking it.”

It hit me that I was the one he really wanted to fuck today. He just had to fuck that neighbor girl to get it out of the way. I nodded as I started to scratch his back, shaking, barely able to breathe. “I told you I wanted it.”

He groaned, the sound deep and guttural, and pushed a little deeper into me. My body opened more around him, the familiar burn fading even more quickly into a pleasant tingle.

He kept moving, deeper each time, careful but desperate.

“Nathan…” I whispered.

He lifted his head, eyes glossy and wild. “Yeah?”

“You can cum inside me.”

His whole body tightened at the words. He adjusted his knees, braced himself, and began to move with real intent, still slow, still controlled, but focused on actually getting somewhere.

He started going balls deep. Each time he pressed in fully, his stomach pushed into mine and our shirts slid against each other. The weight of him, the heat of him, the way his hips clapped loudly against the back of my thighs and ass made everything feel sharper. I felt every inch of it, the stretch turning into a full-body throb. It was like it still hurt, but in a good way. My breath stuttered each time he bottomed out, but instead of pulling away, I lifted my hips up to meet him, inviting more. The shock of how deep he went mixed with a wave of pleasure that rolled up my spine and made my legs shake. I wanted him to know I could take it, that he didn’t have to hold back, that he could use me exactly how he used her. And the moment I pushed up into him, he let out a new sound from his throat.

He slid his thumb against my lips first, testing if I’d open for him. I parted them without thinking, and he pushed it inside, feeling my tongue. I wrapped my lips around it and sucked while I watched his eyes, letting my tongue slosh around in circles around it. The taste of his skin mixed with the sweat from his hand and it made the whole dynamic even hotter. The deeper he pushed it, the harder I sucked, wanting him to feel how badly I wanted this. I liked giving him that control, and I liked how he watched my mouth.

I grabbed his ass with both hands, fingers digging in hard enough to pull him closer. His skin was hot under my palms, the muscles in his cheeks tightening each time he thrust. I used my grip to guide him, pulling him deeper into me and holding him there for a second before letting him move again. The moment I touched him like that, he let out a sharp breath and pushed into me harder.

Suddenly, he wrapped his hand around my dick and tugged with this messy, desperate rhythm that matched the way his hips slammed into me. The second his grip tightened, my whole body jerked. My breath cut off, my stomach clenched, and heat rushed through me so fast I couldn’t hold anything back. I came hard, spurting across his hand and my own stomach and shirt in thick pulses, the orgasm ripping out of me the moment he touched me like that. I distinctly recall the orgasm hitting so hard especially with the big dick stretching my ass open.

He pumped harder, losing the last bits of control he had, his hips jerking in rough, unsteady bursts. I felt the moment he went over the edge, his whole body tightening as he pushed deep and released in a hot rush. It filled me in quick, pulsing waves, and I could feel some of it spill back out around him as more of mine slid out onto his fingers. The mix of sensations kept me tingling, my body still twitching from my own orgasm while his shuddered through him until he fell onto me, barely holding himself up on his elbows on either side of me, breathing hard into my face.

He pulled out slowly, both of us gasping from the sudden change in pressure. I felt the mess of jizz drip down my cheeks and onto the couch as I dropped my legs down, my body still twitching a little from the aftershocks. He rolled over beside me, chest heaving, sweat sticking his shirt to his skin. For a second we just stared at each other, wide‑eyed, like we couldn’t believe what we had just done.

Then it hit us at the same time, this ridiculous wave of disbelief and adrenaline, and we started laughing. First a breathy laugh, then a real one, then full-on hysterical. Our whole bodies were shaking and my abs burned. His shoulders bounced against the couch with every cackle. It wasn’t nervous laughter or shame or anything like that. It was pure relief and just the surreal feeling of having done something crazy with a friend.

I wiped my face with the back of my hand and still couldn’t stop laughing. He pressed his forehead to my shoulder, trying to catch his breath, still giggling like an idiot. It felt stupid and intimate and perfect.

"What the fuck did we do?" I said, still catching my breath, still trying to make sense of the chaos.

He let out a tired laugh. “I don’t even know,” he said, but the way he looked at me told me he knew exactly what we did. We both did.

I felt the heat of him still clinging to my body, felt the sting and the ache inside my body of how he had used me.

He reached over and brushed my arm with the back of his fingers, barely a touch. His eyes flicked away, like he hadn’t meant to do it. 

“It was… a lot,” I said.

He nodded slowly, like he understood the part I wasn’t saying. “Yeah.”

We started watching TV again, and within a few minutes we both had our shorts back on. We didn't really talk about what we did that night. We stayed on the same couch, and eventually fell asleep. When I opened my eyes and saw him sleeping, I grabbed a blanket and threw it over both of us, lying down so we were next to each other. It felt right in the moment. As soon as the blanket settled over us, he moved. It was subtle at first, just a shift of his thigh against the back of mine. Then he slid closer and threw his arm around me, pulling me in tight, his chest pressing into my spine, his warm breath hitting the back of my neck.

We continued to experiment after that, slowly learning about each other in unplanned experiences over the next couple years. The next time, he asked me to try fucking him, since he owed me one.

My favorite thing became letting him stuff me while we watched porn together. We usually kept our shirts on, which is something I still like doing. Somehow it makes it naughtier. Sometimes he’d pull me into his lap while the video played, his hands gripping my waist, using me like a fleshlight as his breath hit my neck. He always like to fuck me and jerk me off in rhythm with the actors onscreen.

We went to different colleges eventually, drifting into our own routines, our own lives. But I still think about him a lot. Not just the sex, but the way we were just regular buddies until we got super horny and experimental, and the way he continued to grab my body in his sleep.