The Wager Part 1- 11

The Wager Part 6

Returning the kiss, I decided that I was falling in love.
As we lay there, Mistress came forward and took the two of us in hand.
Leading us to a side room, we were told to crawl into the bed and rest for a bit, that she would return to collect us in about an hour.
Pulling the covers over us, Jill and I began talking about what was happening to the two of us.

"Jill, I have to admit that when Mistress pulled the hood from your head, I almost fell over from the shock of seeing you underneath the hood.
What ever prompted you to turn yourself over to Mistress's control?"

"Tom, when I discovered that you were wearing a chastity cage, I was at a loss for words, if you recall, well, at least for the first few moments.
However, my curiosity quickly got the better of me.
I wanted to understand why a person would relegate control of their lives to another.
As I mulled over these questions, I thought back to the Tom I knew.
The Tom I knew was a bit of a jerk, who would go to the pub trying to pick up a woman with a cocky attitude, and in some ways very misogynistic.
Yet after we talked the other day, I witnessed a different Thomas, someone who was more demure, introspective, and thoughtful.
I wanted to understand how this happened.

So it was that I called the number that you gave me.
That very evening, I called your, now our Mistress, and arranged a meeting with her.
She agreed to meet with me the next morning.
I admit that I was frightened to meet with her, I had no idea what to expect.
Was she some kind of monster who had you under some type of spell, or was she manipulating you via psychological trickery?
What I discovered was an incredibly kind and thoughtful person.
Not only did she answer all my questions with complete honesty.
At the conclusion of our meeting, she asked me to think over what we discussed and, if I was still intrigued, that I should come back later that evening and she would start me on my journey."

While I thought over all that Jill had just told me, Jill moved closer and wrapped her leg over my hip, drawing us closer.
Leaning onward, Jill began delivering a series of soul shaking kisses.
The passion embodied in those kisses drew me inward, a moth to a flame.
During the next few minutes, we bound our souls together in the simple act of sharing those kisses.

As Jill's hand slid downward, cupping my balls and penis with a hand heated to a volcanic level.
If I thought I was spent from my previous orgasm, I was sadly mistaken.
As Jill stroked my penis, I reached between her legs and began to diddle her clit, not enough to make her cum, just enough to cause her to clamp her legs, trapping my hand in place.

Tossing the covers back, Jill slid down the length of my body to take my penis between her lips.
I was now on the receiving end of a BJ that caused my eyes to roll back in my head while my toes curled.
Over and over, Jill took me to the edge and then backing off, driving me crazy.
In the midst of this, Jill reached underneath me and began worming her finger into my bottom.
As she twisted the finger around, I began to see stars as she rocked my world.

Pulling her away from my penis, I lifted her up and resumed kissing those wonderful lips.
Pushing me away, Jill said,

"Tom, I need you to fuck me and fuck me hard.
I don't want soft, I want rough and sweaty sex. Make me scream."

Flipping her over and pulling her up to her knees, I grabbed her by the hair as I drove my penis into her in a single violent thrust.
From the depths of her soul came a moan that began low and grew in intensity until the walls of the room began to quiver from sympathetic vibrations.

"Fuck me, Tom, fuck me harder, I want my pussy to feel sore for days."

Pulling harder on her hair was driving her to the edge.
Pounding her as hard as I could, she began the journey towards her orgasm.
Moments before she climaxed, I spit on her rosebud, followed by driving a finger deep inside her bottom.
The moment I began to swirl it around inside, her body began to shake uncontrollably.
When at last her orgasm overtook her, she emitted a loud moan, followed by a whimper that overshadowed the sound of our fucking.
Followed by Jill collapsing face down upon the mattress.