“So what do you want to try first?” I ask Taylor as we both stand up.
I watch her gaze travel over the toys that are laid out in a line on the bed, her eyes stop for a moment on the big horse cock shaped dildo with a tube sticking out of the bottom of it, a quick look at the leaflet had explained that it was a fake cum system, you fill the syringe with the lube they provide with it and when you wanted you depressed the syringes plunger and the cum like lube would travel through the tube leading through the dildo and out of the head of the dildo just like it was cumming.
“I would like it if you use the paddle on my pussy Sir. If that’s ok with you.” Taylor says a little nervously.
“Hold this.” I order her handing her the leather paddle.
“How flexible are you?” I ask while I move the toys from the bed to the floor.
“I’m very flexible, I can put my legs behind my head Sir.” She answers me proudly.
“Ok, do it then.” I order her after taking the paddle off of her.
I watch in amazement as Taylor contorts her body and places her legs behind her arms and her feet behind her head, I advance on her and use a length of rope to tie her right leg to her right arm and then her left leg to left arm. The position leaves her pussy and asshole exposed and wide open, I admire her perfect pink pussy and lean down to give it a quick lick before I start on the abuse of her gorgeous body.
“The safe word is the same as last time, remember it?” I ask her wanting to make sure she knows her way out of this if she needs it.
“Yeah, it’s shampoo.” She tells me.
“Ok good, we can start now then.” I tell her watching her face break out into a smile.
I lift the paddle and bring it down hard on her pussy, Taylor howls in pain when the thick leather paddle strikes up her slit. The sound of her screams is like music to my ears, I love all of her noises, her moans, sighs and laughs but for some reason I love her screams the most. I bring the paddle down on her pussy again and again watching in pleasure as she screams, struggles against her restraints and her reddening pussy. I give her twenty strike to the pussy and by the end she is begging for me to stop with tears rolling down her cheeks but I wont stop, not until either I’m done or she speaks the safe word and she knows that just like I know her pleas are all part of the experience for her.
“How is that position, is it starting to hurt?” I ask not trying to taunt her but wanting to know how much longer I can leave her in that position.
“My legs are aching Sir but I can stay like this longer if you want me to.” She tells me looking at me through wide wet eyes.
“Ok, there is one last thing I want to do with you in that position.” I tell her.
I walk over to the spot where I placed the toys earlier and swap out the paddle for a cane. I walk back over to Taylor still tied up with her legs behind her head and gently tap the cane along her pussy making her groan softly. With the last soft tap of the cane against her pussy I swing back and bring it cracking against her ass cheeks, she screams and I decide to give her a seconds rest before I continue the caning of her ass.
“Please Sir give me more.” Taylor says, I oblige.
I make the caning last, I make sure to strike both of her ass cheeks with each stroke and then wait for her to stop screaming before striking again. I like this way of abusing her more than the my usual wild rapid strikes, it feels more intimate. I strike her until her ass cheeks are a patchwork of red stripes and when I finally stop striking her I run my hands over her ass feeling the heat from the welts and enjoying the sound of her whimpering.
I move and place the cane back with the rest of the toys before walking back over to Taylor and undo the rope holding her legs and arms together. Taylor awkwardly unfolds herself and I watch her try bring life back to her legs but I can tell that they ache so I sit on the bed, pull her onto my lap and start to massage her legs.
“Is that better?” I ask after a couple of minutes of massaging her legs.
“Yes, thank you Sir.” She says softly, dreamily.
“Wow, you’re really wet.” I say slipping a hand between her legs and running my fingers over the outside of her soaking pussy.
Taylor groans, pleasure and pain mixing together in one beautiful sound, I carry on rubbing her pussy paying special attention to her clit. I cup her chin with my free hand and use it to tilt her head up to face me and when her lidded eyes meet mine I lean forward and kiss her hard trying to convey all the passion and love I feel for her.
“Please can I cum Sir?” She moans with her face pressed up against mine.
“Do you think you’ve earned it?” I ask her.
“I hope so Sir.” She moans louder obviously right on the edge of her orgasm and trying her hardest to hold it back waiting for my permission.
“Ok, cum for me slut.” I tell her after considering it for a moment.
“Oh fuck, thank you Sir.” She growls as the orgasm claims her and she slumps against me shaking.
Her orgasm subsides almost a minute later and I feel her arms slowly encircle me, I wrap my arms around her and pull her body against me, I kiss her forehead then when she looks up at me I kiss her lips and she practically melts against me.
“You know we aren’t done yet.” I tell her, I feel her shiver in anticipation and nod her head, “by the time we’re finished you body is going to be a tapestry of welts and bruises.” I feel her shiver again at my violent promise.
“I’m yours Sir, do what you want to me.” She tells me the perfect picture of submission.
“Ok stand up, I want to play a game.” I tell Taylor who clambers off of me to stand at the foot of the bed with her arms behind her back, her legs spread slightly and her chest pushed out accentuating her smaller breasts.
I retrieve my phone and quickly search for a random number generator, I open the first link, set a few parameters and place my phone on the bed. I change tabs onto the memo app and start drawing up the plan for my game.
I number the toys I can use to abuse her from one to four, one is the cane, two is the flogger, three is the single tail whip and four is the leather paddle. I then jot down her body parts and number those too, one is her breasts, two is her back, three is her ass, four is the back of her thighs, five is the front of her thighs and six is her pussy.
“Ok, first pick a number between one and four.” I tell her.
“Three, Sir.” She tells me confidently.
“Three is the whip.” I tell her picking up the single tail whip and enjoying the fearful look on her face.
“Now pick a number between one and six.” I tell her.
“Three Sir.” Taylor says fearfully.
“Three is your back.” I tell her, “next you have two options. We are going to decide how many lashes you get. We can use the random number generator set from one to thirty or you can choose how many lashes you get but the lowest you can go if you choose is fifteen.” I give her the options and wonder how she will choose.
I watch her seriously consider the options for a while until the point where I’m going to make her decision for her but then she speaks.