Pussy Boy: Chapter Two

Inspired by an unexpected hook-up with his straight buddy Tim, Sean hatches the beginnings of a plan to woo his crush, Ben. Little does he know the newbie already has designs for both of them.

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Days went by before I could build up the courage to head back to the gym. It all felt high-stakes: seeing Ben again, confronting my fears head-on.

I’d had an idea—to have Tim help in my quest to seduce Ben and overcome my fear of pussy.

But how would I arrange all of this, exactly?

I wasn’t quite sure.

But I had an inkling. If somehow I could get all of us together, maybe, just maybe, I could steer things my way. Plant the seed, so to speak.

Tim swung by and picked me up in his truck, my breath fogging up in the passenger’s seat.

“You ready for this?” he asked.

“You know it,” I replied. “For real now. Back on our bullshit.”

As we drove the few miles, it was as if nothing had transpired between us.

We’d hung out a few times since that fated night as we always had—playing video games at my place, a casual dinner at the Chinese place we liked off Route 7.

I evinced none of the very real feelings that had awakened within me—my newfound attraction to him, that side of him that made me hard just to think about. It had been easy to ignore that he was so hot when I’d never been confronted with his sexual side—let alone his massive dick—head-on.

But after that night, I couldn’t unsee it.

When he’d finally started face-fucking me—I mean, really giving it to me—I had seen that intensity that existed within him. It was intoxicating. It was inspiring.

I’d do anything to see that again.

But, baby steps, I reminded myself. Baby steps.

So I did my best to act normally, and I thought I was doing a pretty good job. He even seemed to be pretty good at pretending like it was all just a moment in time, in the past.

So I was surprised when Tim broke the ice as we drove.

“I’ve been thinking about Tuesday.”

My ears perked up. “Yeah?”

“I don’t want things to be weird between us.”

“Don’t worry about it,” I started. “Even for a minute.”

“I just…” He paused. “I liked it. A lot.”