That Time I Saw My Boss Handcuffed, Gagged, and .... (manXman)

5 - Like That Will Ever Happen

<<< Jace Allen. I can't find a gif where Matt Bomer is naked, gagged, and handcuffed on the bed. At least in this one he is naked (sorta) and is on the bed. Put the handcuffs the mouth gag with your imagination. :D

JACE

A splash of ice cold water woke me up. I was hoping to be knocked out for a few more hours or at least until Hannah is done with me.

"Passing out is cheating Jacey! You have to stay up through it all." Smiling slyly while patting a towel to dry my soaked face. I would have appreciated the gesture but with all the things happening in my lower body, it's hard to be polite and say thanks.

Well I couldn't really say thanks at the moment since hey, my mouth is fucking gagged!

I trembled as Hannah decided to tug the little fucker out of me. She didn't even bother to turn the vibrator off that I felt every single tremor and shake coming from it as it left my insides. I couldn't help but wince. My muffled screams filled the room.

Tears form at the sides of my eyes as pain started to build up, without the... distracting vibrations, only pain remained. My butt instinctively clenched to fill up the empty space it once occupied. I sighed knowing that there might be a brief time left before Hannah resumes to pleasur- what the heck? I mean torture my body again.

She dangled a pink capsule shape device over my face, it looks smaller than I thought, less than half of my thumb.

"You're shedding tears with a small vibe like this? I can't wait to see your reactions once I start using the dildos on you." She threw the vibrator away and grabbed a humongous replica of a dick, with the size of my arm. With just a glanced at the monster made my heart race like I ran in a 10k marathon. I almost puked and lost consciousness again by just thinking about the horrors I'll have to endure. I began to squirm and thrash around.

Good lord, no. Please no.

My eyes widened in terror as she rubbed it on my cheeks.

I shook my head and whimper, begging Hannah to reconsider.

"You should like chill babe." Chill? How on earth can I chill bitch? "Don't worry Jacey. I'm not gonna ram this in you just yet." Leaving the monstrosity on my chest, she took the smallest dildo she has waved it around like a wand. It's as thick as the vibrator that was in me earlier but is long as my index finger. I kinda sighed in relief since I think I can handle this

"I have to make sure you enjoy this, yes?" She grinned. "Or at least feel every moment of it from this point forward."

She reached for abdomen, and scooped some of my cum and used it to lubricate the wretched stick while I continued to whine mercy.

Of course she paid me no attention as she was so busy preparing the thing. Hannah tapped my knees motioned me to bend them and spread my legs wider. I resisted by arching my back and stiffening my legs down. She cooed me to submission to no avail. When she lost her patience, she held my balls tightly.

"Well we can do this the hard way Jace."

Not wanting to get my testicles smashed, I relaxed and obeyed her orders with a very heavy heart. I closed my eyes and whined, expecting to be torn open.

Using the damned dildo, she drew small circle on my opening, it tickles that's for sure. The sensation made me tighten my butt hole with each stroke she did and from time to time she tried to press the thing in but it never pushed through. She did this for a few minutes, until I got used to how it feels.