Hung, Shy Roommate Needed a Girl 

Everyone is 18.

Blake was a bit of an enigma. He was a standard looking guy, not ugly. But he had no pull with the ladies at all. He literally short circuited and got frustrated with himself when there was any female within a ten foot radius.

I helped him talk to girls at parties, but then watched him sad-wank when we were back at the dorm. I never looked directly at his dick, but after a few weeks he didn’t even try to hide it. He’d just whip it out under his blanket and stroke his salami until he was done. His face was normal, and he got a haircut every week. I was never into guys, but in my opinion he was decent looking, and confused why his confidence was so bad.

It all came to a head one night when I brought a girl home. I had done this before several times already, but he was in a mood. I normally wouldn’t care if he stayed in the room while I did my thing with a girl, but the one I had brought home that night asked if I could make him leave. I went in and asked him if he could hang out in the lobby for a few minutes, but the look he gave me made me fear for my life.

“He’s not feeling well,” I told her, “But it should be cool. He’ll just hang in the bed.”

She bit her lip. I could tell she was horny for me. She rolled her eyes, and then she smiled. I was in.

We went back in the room, and Blake was lying in his bed under his blanket, and he was turned to the wall. Soon I was standing next to my bed, banging the sweety I had brought home in missionary position, and I was lost in my own little world, just watching her titties bounce while my cock was enveloped in warmth. She barely concealed her moans.

Then it happened.

I saw her looking around my body, and it hit me that she was looking behind me. It was dark in the room, but not pitch black. I turned to see what she was looking at and I saw it. Blake had whipped out his cock, covered by nothing, and was slowly rubbing himself while watching me bang the hotty. It took my sight a moment to adjust, because I thought my eyes were playing a trick on me. He had the biggest dick I had ever seen on a human. It looked like an extra arm he was polishing between his legs. I smirked, and kept pounding her, letting him watch my ass tense as I got what he wished he had.

“Surprised that thing doesn’t give you more confidence,” I said. He didn’t respond, and even in the dim light I could tell he was blushing.

To my surprise, Blake got up and slowly approached my bed. I looked to the girl to see how she was going to react. She looked hesitant, and a bit lost in the joy of getting fucked by me, but she didn’t protest. Soon Blake was standing next to me, stroking his long shaft in full lengths. It looked even bigger up close, and I could feel the heat coming off his body. Coming off his cock itself. Thinking I was about to participate in my first threeway, I made some room for Blake, gesturing for him to put his hand on her, since apparently she was into it.

But the girl opened her eyes again, looked around for a second, and saw his big dick up close. Her mouth fell open, and the shock of reality was settling on her face. She looked me in the eye, and I knew it was over. She had bitten off more than she could chew. She wordlessly scooted away from me, threw on her dress, and headed out the door in seconds. Just like that, I was alone with Blake, naked and hard, blue balled.

I wasn’t even upset with him. If anything I had been excited that he was going to lose his virginity finally. It would certainly perk him up out of this bad energy he had been bringing into the dorm.

“Guess she got cold feet,” I said.

Blake sat down hard on the edge of his bed, the weight of embarrassment pressing on him from all directions. He couldn’t look at me. He was quiet at first, clearly retreating into his head. I looked up at his face, and his eyes looked swelled up. He was on the brink of crying. This dude, barely eighteen, total virgin, watching me nail girls regularly, had hit his breaking point. If it weren’t for his giant salami hog jutting up in the air, I would’ve thought there was no coming back for him.

“Hey man, who cares? You’ll find the right girl.” I put a hand on his shoulder, and he flinched. It struck me that we were still naked, but it was a human moment, and I didn’t care about being vulnerable right now.

“She almost went for it,” he said softly. “I thought maybe if she saw me there… I don’t know. I saw how your ass, I mean your body,  how it moved while you were with her. I took a wild swing, and... god that's embarrassing.”

“She didn’t freak out,” I offered gently. “She just… wasn’t ready for two guys slobbering on her at once. Most girls aren’t.”

He didn’t laugh. He clenched his jaw, fists balled at his sides. “I’m so tired of this. I’ve never even kissed a girl, man. Not once. I’m eighteen, and I’ve never had a single moment that even came close to tonight. I just… I feel broken.”

I stayed quiet for a moment, then crossed the room. Still naked, still weirdly calm. I sat beside him. “You’re not broken. Everyone moves at their own pace. First times just happen when they’re supposed to. You can’t force them, but you also can’t sit around hoping they’ll magically show up without putting yourself out there.”

He looked at me, eyes shining and his red, shiny lips quivering a bit. “I need practice,” he said, his voice choking up. “I need to know what it’s like to touch someone, be near someone. Even just once.”

I thought he needed another pep talk. Maybe a hug. I waited a moment in silence, not sure what to say yet. He stared at me with a new kind of focus, and when he said, “Your ass would work,” I didn’t fully register it until he was already moving.

Blake pressed me forward off the bed until I was standing, and then he stepped behind me. I froze for a second, unsure if he was bluffing, or joking or straight up spiraling. But then I felt him. His hands landied gently on my waist, hesitant but firm. A wave of adrenaline kicked in, followed by curiosity I didn’t expect to feel. He was finally exploring a real person, it just happened to be me. I let the weirdness play out, sort of curious what would happen. I could tell this was something terrifying for him, and I didn’t feel the need to stop it.

“What are you doing?” I asked quietly, not angry, just surprised.

“I don’t know,” he said. “Just… let me figure it out.”

Then I felt him press his face into my ass. Not aggressively. Not even sexually yet. Just searching for something. He clearly had never done this with anyone, guy or girl. Like, he wasn't ready for the sensation of it. But, then again, neither was I. I had certainly eaten my fair share of pussy in the weeks since I started college, but never imagined the weird tingles of someone else' face in my ass. His breath was hot and his body trembled, like he couldn’t believe what he was doing. He exhaled slowly, then leaned closer, his lips brushing my skin again.

My whole body stiffened at his touch. His tongue darted forward tentatively, tasting me, then more assured. I gasped involuntarily, surprised by how sensitive I was, how much I didn’t hate it. My knees gave slightly, and I leaned forward, resting my body on the bed for balance.

He stayed there, breathing me in, tongue moving in wide circles, sort of mechanically. And something shifted. This wasn’t about dominance or sex. This was Blake letting go of his fear. And I think a part of me was letting go of my own as well.

I didn’t speak. I didn’t want to break the strange, tender rhythm we had stumbled into. I just closed my eyes, letting the moment happen.

When I reached back toward him, unsure if I was comforting him or wanting more, he gently brushed my hand away. This wasn’t about me guiding him. He needed to do this on his own terms.

At some point, it started to feel really good. Like, weirdly good. My body softened, almost melting into the mattress as I let out a low, involuntary moan. My hips rocked forward, brushing my erection against the sheets. Every movement of his tongue sent a pulse up my body, and I couldn’t help the soft sounds coming out of me. I wasn’t just humoring him anymore. This felt amazing.

I could feel a shift in him too. As I moaned, he slowed down, like he was listening. He adjusted his movements, exploring differently, less robotic now. More intentional. And there was something in the way he breathed, the way his hands gripped my hips. He understood something new. The act of giving someone else pleasure, of being in sync with another body, it was clicking for him in real time.

I was about to turn around, say something, maybe thank him, maybe tease him, but then I felt him stand. The warmth of his body pressed firmly against mine, and I realized he was positioning himself. His huge girth, already hard and pulsing, brushed along the curve of my back, then lower.

I was nervous. But I wanted more of what he was giving me. I leaned back into him.

There was a pause, like he was checking in with my body, with his own courage.

And then I felt it.

Pressure, stretching, burning discomfort. I gritted my teeth. This wasn’t like anything I’d done before. It hurt at first. My whole body tensed.

But as he inched in slowly, the pain started to fade. Discomfort gave way to numbness, then to a strange sense of fullness. He was gentle. Before I knew it, he was fully inside me.

We were having a very different night than I had planned.

He began to move, slowly, rocking in and out with shallow, cautious thrusts. Each one sent a flicker of tension through my core, then a pleasant little tingle that radiated outward. I braced myself against the mattress, trying to breathe through it.

We didn’t say another word as he used my body for practice. But our bodies talked. I pressed back against him, giving permission without needing to spell it out. I could feel him getting braver, and smoother, and more in control. And suddenly he reached his peak. He moaned low, almost growling, sort of whimpering at the same time, like he'd never felt that way before. He buried himself one last time and stayed there. I literally felt him pulse inside me, a bizarre, surreal sensation.

When he pulled out, I felt the evidence of what had just happened dripping down my legs. I stayed bent over for a minute, catching my breath, honestly a bit dazed, while he stayed there standing. I could tell he was staring at me, at my hole leaking his fluids. He was probably wondering what the fuck he had just done, and why. My cock was pressed against the bed, still aching and hard, leaking. I turned around to face him, and before I knew it, I felt his hand reach down and grab my shaft. It was the most amazing sensation, after being stimulated in my ass. He finished me off in just a few rough strokes. I groaned, spilling onto the floor in a hot, pile of goo.

He looked down, smirked, and casually nudged the puddle with his foot, stirring it around with his big toe.

After a moment, he sat beside me again. There was something lighter in his face. A quiet pride. Something had shifted. He had moved past some precipice he had been fearing, even if it was with me instead of a girl.

“Thanks for the practice,” he said.

“Anytime,” I said with a long exhale.

He looked back at me, raising an eyebrow.