Page 4 of Loosened Up for My Bud

I pause, adjusting to the weirdness.

After a few moments, I press deeper. Slowly, I slide the rest of my finger in, all the way up to the last knuckle. The muscles spasm around the intrusion, and a weird shiver runs down my spine.

I wiggle the digit, trying to acclimate. It doesn’t feel great. But it’s not terrible, either. And hey, I’ve got a whole finger inside me. That’s something. Maybe the plug won’t be so bad.

I pull out, then press two fingers against my entrance. It takes some maneuvering and an awkward angle, but after a few tries, the tips of both fingers slide in. I breathe through the initial discomfort, then press deeper, scissoring them slightly to stretch the muscle. I’m doing it. I’m prepping my own ass. God, what is my life?

The bastard who dreamed up this nightmare is still on the other side of the door.

“You’re overthinking it,” he says.

“I’ve got two fingers up my ass, Stone. Can you please shut up?”

A loud laugh booms from our dorm room. “Attaboy! See? I knew you had it in you!”

In me.Yeah. That’s exactly the problem.

After another minute of what feels like the most intimate moment I’ve ever been with myself, I decide I’m as ready as I’ll ever be. I grab the plug. It’s heavier than it looks, and it feels alien in my palm, like some weird artifact from a planet of perverts.

I coat the plug in a generous amount of lube, making it glisten under the harsh bathroom light. Then, taking another deep breath, I align the tip with my prepped hole. Okay. Here goes nothing.

I push.

A sharp sting, and my whole body tenses up. The plug pops right back out.

“Goddammit,” I mutter.

“Having trouble in there, champ?”

“I swear to God, Stone, if you say one more word, I’m coming out there and I’m gonna shove this thing so far up your?—”

“Alright, alright! Silence. I get it. Just pretend like it’s some smoking hot chick who wants to play with your ass, man.”

That’s… actually not the worst advice. But for the life of me, I can’t think of a single girl I’ve ever been with who would want to do this. And even if I could, the image of her wanting to shove a purple silicone object inside me is a bit of a mood-killer.

I try a different tactic. I think about the chair. The blue one. With the speakers and the massage function. I imagine myself sinking into it after a long day of practice, my back musclesunknotting under the gentle vibrations. I imagine my clean, fresh-smelling laundry folded neatly in a basket beside me. No more digging through a pile of dirty socks to find a clean pair.

I press the plug against my hole again, a little harder this time, and breathe out, trying to consciously relax the muscles. There’s a resistance, then a pop—a wet, squelching pop. The plug breaches me, and my muscles clamp down around the bulb.

My cock stirs, and I frown.What the hell?That’s… odd. I give my dick a stern look as if to say, “You are not part of this.” But the deeper the plug sinks, the harder my traitorous cock gets. By the time the toy bottoms out and the flared base settles snugly against my ass cheeks, I have a full-blown erection.

The fuck?

I stare down at the rigid pole, dumbfounded.

There is a foreign object in my rectum, and my cock decides now is the time to party? It’s probably confused, poor thing. A wire got crossed somewhere between my ass and my brain. A biological reaction to stimulation, that’s all.

I try to ignore it as I shift my stance. The sensation is… weird. A fullness, a pressure deep inside me. Not painful. Just… present. Very, very present. I have to admit, it’s not as bad as I thought it would be. The initial sting is gone, replaced by a dull, persistent ache that’s not entirely unpleasant. It’s kind of like the day after a hard workout, when your muscles are sore but in a good way. Satisfyingly sore.

The thought is immediately followed by a wave of self-disgust.

Jay, get a grip. There is nothing satisfying about this.

I try a few experimental movements in the small tub. A squat. The plug shifts, and I gasp. A lunge. Another shift, another sound I can’t hold back. A high knee. The plug presses deep against something inside me, and I have to grip the showercurtain to stay upright. That’s… that’s not supposed to feel good. It’s like it’s hitting some kind of button inside me.

My big ol’ cock is now leaking against my thigh as if it’s been waiting for this moment its whole life.

“Everything okay in there, buddy?” Stone calls, ever so helpful.