My Best Friend Dared Me - Part 3: My Turn to Dare
Added 2025-04-23 12:00:20 +0000 UTCAll characters in this story are 18+
Zack didn’t say a word at first.
He just stared at the screen like I’d sent him something radioactive. His fingers twitched on the phone.
“My turn to dare. I dare you to jerk me off on the couch.”
His eyes flicked to my lap. The outline in my sweats wasn’t exactly subtle anymore. I was already half-hard just watching him try to figure it out.
Then he turned his head, looked at me.
His voice came out low. “You’re serious?”
I raised an eyebrow. “You dared me first.”
He kept looking. I didn’t blink. His throat moved when he swallowed, and for a second, I saw it—the war going on in his head.
Then he shifted. His arm brushed mine.
And I felt it.
The hesitation. The heat. The way his hand hovered like he wasn’t sure whether to laugh or actually do it. But then—it landed. Right over my crotch.
I didn’t even flinch.
Zack’s fingers pressed down, unsure at first, but my dick twitched under the pressure. I was already hard as hell, and he felt it. His eyes shot up to mine—almost like that was what finally made it real.
He pulled his hand back fast. Like he got burned.
But after a beat… he brought it back.
Slower.
This time, his fingers slid under the waistband. Knuckles grazed my skin. My abs tensed. I exhaled.
And then—
My cock was already straining to be free and then he wrapped his fingers around my cock, a low breath left me.
I was already hard as fuck, thick and pulsing, and his hand just froze there. Like he didn’t know what the hell to do next.
“Holy shit,” he muttered. “You’re… huge.”
I smirked. “You’re welcome.”
He started moving. One slow stroke. Then another.
I helped him. Just a little.
Pushed my sweats down with one hand and let it spring out, thick and heavy and fully fucking ready. Zack flinched.
One slow stroke.
Then another.
Fuck.
Zack kept watching my cock like it was doing tricks. Like he couldn’t believe it was actually in his hand. His movements were stiff, unsure—but it didn’t matter. The contact alone had me throbbing.
I exhaled, jaw tight. His hand was awkward, like he didn’t know what pace to go for. But he was trying. And it felt good. So damn good. He bit his lip, eyes flicking up like he was checking to see if I was messing with him.
I just watched him.
Let him do it.
Then he used his other hand too—like he forgot he wasn’t supposed to know how.
One hand pumping, the other cupping me underneath. Careful, almost gentle. It sent a pulse through my spine. My hips rolled up to meet him. I let out a low moan, just to fuck with him.
“Damn, Zack,” I breathed, eyes half-lidded. “You’re doing a good job for someone who is NOT GAY”
His face turned red but his hands didn’t stop. His breathing was picking up too now.
He kept looking down at what he was doing—his own hands stroking my cock like he couldn’t believe it was real.
And maybe it didn’t feel real.
But it was.
Precum slicked his fingers. He adjusted his grip. Got smoother. More confident. Like his body was figuring it out even if his brain hadn’t caught up yet.
I reached for my phone.
He barely noticed—his eyes were locked on my cock, his strokes steady, like this was something he had to finish.
I typed fast with one hand. Hit send.
His phone buzzed in his lap.
He flinched. Looked down. Blinked at the screen.
I smirked. “Go on. Read it.”
He hesitated. Picked it up.
His lips moved, eyes scanning the text.
“I dare you to wrap your lips around it.”
He looked up.
And this time…
Zack didn’t say a word.