That night I had a wonderfully erotic dream. I was back at my apartment in New York lying in my bed as a beautiful blonde woman rode my cock up and down over and over. She was talking to me the whole time “yes baby, yes” she kept saying,” oh baby does it feel good”, “yeah that’s it baby”, “time to wake up baby…”
My eyes popped open to see Janet sitting on my bed in one of her silky black robes, stroking my rock hard cock.
“Good you awake baby.”
“Janet what are you….”but she shushed me by putting a finger to my lips.
“Shhh, my turn to talk baby. You made me so proud last night, you showed such strength. It makes me think maybe you were disobeying me by pleasuring yourself without asking first,” my eyes betrayed me, she saw the guilt in them,” oh baby was bad. I bet I was the vision in your mind ever time you came.”
The whole time she talked her hand kept slowly stroking my cock, my breathing was getting deeper and faster with every stroke.
“Yes, you fantasized about me. Your body can runaway but your mind can’t baby, but I have to be sure of that. Mommy has to go out of town on business tomorrow so she won’t have time to break you slowly the way she had been doing. It’s time you found your place little boy. Now let’s get you out of bed.”
She gently led me out of bed by my cock. She led me into my father’s bedroom. At the foot of the bed sat a high-backed, metal chair. She led me towards the chair and taking my hands placed each one on the top of the chair back leaving my body hanging in the ai over the seat.
“Stay still baby,” she breathed into my ear.
I don’t know if I was too turned on or just not awake enough to realize what was happening but before I knew it she had tied my hands to the chair with two black silk scarves.
“Now my little slave, it’s time to show you how Mistress Janet keeps her little slaves inline.”
I wasn’t sure if I could take a whipping that was carried out with any sort of vehemence.
She moved behind me and reached around with one hand and started stroking my cock which had begun to soften a bit with my anxiety over the coming lashing. Suddenly I was surprised with her other hand rubbing the length of the crack of my ass. Her hand stroked my cock slowly, then I felt something cold being rubbed on my asshole by her finger.
“Let’s find out what kind of slave you’ll be baby,” her hot breath in my ear added to the excitement I was already feeling from her wonderful cock massage.
Slowly I felt her finger press into my asshole, in and out, in and out, a little more each time. Then two fingers, in and out, in and out, now three. The pain with each new finger subsided after time replaced by pleasure. My hips began moving, more to meet the thrust of her fingers than to fuck her hand with my cock.
“Oh that’s it baby, looks like you’re gonna be a little slut pretty soon,” her comment only seemed to make the movement of my hips more insistent. Suddenly she removed her fingers from my ass, I felt an emptiness, a want to be filled again.
“Time for my little boy to be broken,” I felt something larger than a finger being pressed into my ass.
“Oh you’re gonna be begging for this soon you little bitch.’
Soon my ass was being stretched until I felt like I would split in two. I cried out in pain, god it hurt. Slowly I was being filled up until I felt her hips press against my ass. My god I thought, she was fucking me. She sat still for a moment, letting me get used to the size of the dildo in my ass. Then slowly she started pumpming my ass with short strokes, then longer ones, and longer ones until she was taking the dildo almost all the way out of my ass before plunging it back in. The moans were almost screams, I hardly even realized they were coming from my mouth.