Teacher's Pet

We managed to get in a couple more laps before the end of the practice. I wanted to head back to the frat house almost immediately, forgetting about my surprise prank I’d pulled before practice. The first one came was a scream as they thought someone had let in tiny crabs to pinch at their balls. Seconds later and everyone was feeling the nip of those dry popping candies explode against their wet skin.

Fingers were pointed at me minutes too late. I was dressed and heading out of the door.

I had a date with a finger, some lube, and my hole.

“Hey! Just heard about the prank you pulled in the locker room,” a frat brother said, chuckling as I entered the house. “You better not do that to me.”

“Don’t worry, if I do it to one of you, I’ll make sure to do it to you all,” I said, winking at him. It was true. I wouldn’t pick on anyone in particular. Everyone was fair game, except for Jordan, he was a mess since his parents had said he wasn’t allowed his trust fund until he got things back on track at the fraternity. It also meant; I wasn’t allowed to pull any pranks inside the house anymore.

In my room, I locked my door with the homemade door stop.

I’d been thinking about this all morning. I wanted to play. I wanted to practice. I wanted to prepare myself for the eventual de-virginising that the professor was about to do to me. I knew it was coming, I’d begged for as much.

In front of my bedroom mirror, I stood naked. Bending over in front of it, I looked at my hole. It was still hair free and soft to the touch. Stroking a finger across my hole, it puckered and tingled. I knew I’d need a lot of lube to get a single finger inside, and only the tip for now. I needed to prepare myself.

As I grabbed lube and listened to an informational video on the prostate and anal sex, I sat in front of the mirror, this time with a pillow under my lower back to I had a view of my hole. I’d seen holes before, but mine was probably the best.

I knew the basics of giving dick inside an ass, but taking dick in mine, that was something I’d need to get a little braver about.

Accidentally squirting a little more lube than I ought to, I placed it all on my hole. It went everywhere, across both cheeks, up my balls and thighs. I was almost ready for some oil wrestling with how slick my body had become. It did, however, have its perk. My finger was easy to go inside.

‘You can feel the prostate. Hook your finger slightly. Don’t press, just feel around and discover your hole. If this is your first time, be patient with yourself, it’ll become much easier to play around inside soon,’ the voice of the video spoke in my head.

My cock twitched as my finger passed what felt like a small button inside me. Allowing my finger to linger over it for a moment, I gave it another gentle press, this time, my cock twitched harder. There was something happening in my body. A fuzzy static feeling, like drinking sparkling water that was almost flat. It was weird, but I was ready to keep playing.