I rode a dildo for Frank

Everyone in this story is 18+

Today was Friday, and that meant another trip to Frank’s place. After the date gone wrong - and a bit of self-discovery - I was excited to see what he had in store.

After letting me inside, Frank had me strip in the kitchen. I was no stranger to being naked in front of him at this point. It was far less humiliating now compared to the first few times.

“Spread your legs a bit,” he ordered. “Arms out to the sides.”

He had me hold the position as he inspected every inch of my body. He circled me, occasionally leaning in and brushing his hand across my skin. After a minute, he stepped back and smiled. “Excellent work, Andrew. Completely smooth, as expected.”

“Thanks, Frank,” I replied. I couldn’t help but smile back.

He rubbed his chin, as if considering something. “I’m pleased to see you followed my instructions. If you hadn’t… well, that’s a story for another time. Come!” He walked off towards the living room, not waiting to see if I was following.

What could he have meant by that? Oh well. I’d have to think about that later. I quickly followed, chasing after Frank.

When I entered the living room, I saw that the carpet in front of the couch had been rolled up and set off to the side. In its place, fixed to the hardwood floor, was a dildo.

“What’s this?” I asked.

“Your assignment for today,” he replied.

“My…” I looked to Frank, then the dildo, then back at Frank.

“Go on,” he said, gesturing toward the dildo. He walked past me, sat on the couch, and placed his arms behind his head. Then he smiled, waiting for me to proceed.

I approached the dildo, anxious but eager to impress Frank. How to begin?

He left a bottle of lube on the floor next to the dildo. I gingerly squatted down like a frog beside it, my dick bouncing as I did. I’d never used lube before. I opened the cap and squeezed some on my finger, then put the bottle back on the floor. I glanced back at Frank, who nodded encouragingly, then I reached behind and gently pressed my finger to my hole.

I gasped lightly. It slipped in so easily! This was way better than the spit I had used to finger myself yesterday. I slid my finger in and out a few times, enjoying the sensation, before moving on to the real task.

The dildo.

It wasn’t extraordinarily large. It’s just that the only thing that’s ever been inside my ass was a finger. Staring down this dick, it was far bigger than I’d taken before.

I grabbed the lube, cap still removed, and squirted a bunch into my hand. I had no idea how much was necessary, but I figured too much would be far preferable to not enough. I grabbed the fake dick and lathered it up, stroking it like I would stroke a real one. After a few motions, the whole thing was covered in the slick, wet liquid.

“Atta boy, Andrew. Now go ahead and lower yourself onto it for me.” Frank watched on from his seat on the couch, still fully clothed. Somehow that was more embarrassing. It felt less like I was serving him, and more like this was a show.

I swallowed, still in my squatting position, then moved so my ass was just above the tip. Here goes nothing.

“Oh!” I moaned with surprise. The head felt way bigger than it looked. It slipped right in, but I could feel it stretching me out, opening my hole far wider than I was used to.

“Good boy,” Frank said. He lowered one hand and began rubbing his crotch through the outside of his pants.

Not wanting to disappoint, I pushed further despite my hole’s protests. Unfortunately, I only got about halfway down before I had to come up again. I gasped as the dildo left me.

Touching a finger to my hole again, it was already far looser than before. I just needed to ease into it. That was all. I stroked the dildo to redistribute the lube, then tried again.

“Ah! Fuck, oh fuck…” I moaned. Every inch was a battle. A battle I intended to win. The dick slid inside me, stretching me wide, pushing my limits. I locked eyes with Frank, then forced my ass to the ground. “Fuck!”

“Good boy,” he said. There was a huge smile on his face. I think I actually impressed him!

My asscheeks were literally touching the ground. I was sitting on the floor with a dick in my ass, butt-naked in front of the old man. And I was fucking horny.