This story is based on people, places and events, mostly from my life. Most of the things in this story, or something very similar, have happened -- or been done -- to me. It's not necessary, but I strongly suggest that you read the previous chapters before you read this one.
I love feedback, comments, and criticism, good and bad; it helps me to improve my writing, and encourages me to continue writing. Also, take a moment and vote, your vote tells me how I'm doing.
Enjoy,
DaniSub
*
Keith rummaged through the briefcase while I tried to get myself under control. The briefcase was to my left and a little behind me; just far enough so that even if I turned my head I couldn't see what was in it. Twisting to try and see what he was doing would make the weights dangling from my nipples sway -- and I certainly didn't want that.
After a couple of minutes, I was sure that he was just waiting for me to calm down from my "almost orgasm", so he could start in on me again. Finally, he stepped away from the briefcase to stand in front of me. This time he had a black leather strap in his hand. It was about a foot and a half long, but only two inches wide and it seemed very soft, like it was well worn.
"Are you sure you don't want to reconsider what you and Tina were talking about yesterday?" he said with that smile on his face. "After all, in the position you're in, it's only a matter of time before you tell me the truth."
I looked at the strap that he was slapping gently into his hand and thought about where he could hit me with it. Certainly, my bare thighs and shaved pussy were available. Even though I knew Keith would never injure me; the thought of how bad the strap hitting my pussy, so open and still wet, would hurt really scared me.
"I already told you the truth;" I whimpered never taking my eyes off of the strap in his hand, "We were talking about the new things I was doing at work."
"No, that's not what you and Tina were talking about." he said calmly. "But, one way or the other, you're going to tell me, in detail, what you and Tina had to say. Now, shall we begin?"
He walked to my right side, and starting at my right knee, slowly laid ten smacks with the strap up the inside of my thigh until he was an inch from exposed pussy. The smacks weren't real hard; with the strap they didn't have to be. They really stung when the strap hit me, but the pain faded quickly leaving an intensifying warmth behind.
I was gasping by the third smack, and begging as he passed mid thigh. I was so afraid he was going to hit my pussy. I wanted desperately wanted to shake my hips, hoping to relieve the pain; but I couldn't move my body below my waist, so with each smack, my upper body jerked and the weights danced merrily off the ends of my tits.
The look on his face told me he was enjoying my torment, and, to be honest, so was I. This had been my fantasy for so long, and while it was painful, it was not unbearable. Keith, true to his word, was making sure I suffered but not beyond what he felt I could bear. And Keith would never put me in any real danger.
He was in front of me again. "I'm having fun; how about you!" he asked.
My nipples were on fire again, the weights bounced and swayed even after I stopped jumping each time he hit my thigh with the strap. The inside of my right thigh was warm and tingling and the warmth radiated up into my defenseless little pussy.
My pussy! Oh, my god, my pussy was so wet I could feel it dripping on the wooden seat of the chair. Keith had to be able to see it; he was standing not two feet from me, that's why he asked if I was having fun. I could feel myself blush from my aching breasts to the top of my head. The only thing that made my humiliation bearable was that Keith was the only one to see it.
"Nothing to say?" he quipped, "Well, let's try to even you out then."
He moved to my left side and started at my knee. My shoulders jerked with the first smack of the leather strap and the pain in my nipples from the bouncing weights went through my belly right to my swollen clit. "Oh, god!" I cried out as the strap worked its way up my tender, naked thigh. "Please sir, you're killing me; my tits are on fire. I can't stand it any more. I'll do anything you want! Please have mercy."
He waited until weights on my breasts stopped bouncing and swaying and I got myself together. "The only thing I want you to do," he said looking right at my reddened thighs and gaping pussy, "Is to tell me what you and Tina were talking about."
"I told you what we were talking about." I cried. Astonishingly, despite the pain in my nipples and the tingling warmth in my thighs, I loved having to endure his tortures. Keith was making it even better than my fantasies. I had to endure his punishments and his calm steady voice made my predicament seem real. To end my torment and humiliation, I had to tell Keith how bad Tina wanted him to fuck her, and I couldn't give up my friend. Could I?
"Wrong answer." he said with a glint in his eye. He walked around to my right side and let the strap hang from his hand against my wet, little pussy. "Guess where the next ten strokes are going to go."
"Oh, my god. Oh no. Please sir, not my pussy. I won't be able to stand it." I cried trying to keep still to save my burning nipples.
"Last chance;" he said, "Once I start, you get all ten before you get a chance to tell me what I want to know."
"Okay, okay." I whimpered, "I'll tell you." The strap was resting against my swollen clit sending little shocks down my warmed thighs. I decided to take a chance. "We were talking about the trip to the cabin and the things you and Phil made us do. I said I was new to this, so I didn't know if taking the two of us up there was unusual."
Keith paused for a few seconds; then he moved the strap away from my dripping pussy. He leaned down, kissed me softly and brushed my hair from my face. "See, that wasn't so hard." he said in the same calm monotone. "That's a much better story than talking about new things at work. Unfortunately... it's also not true."
The first thing that went through my mind was how did he know it wasn't true? That thought was immediately followed by the sound of a wet "slap" and the stinging pain from my poor pussy. I screamed, and strained against the belts and ropes that held me in the chair; surprisingly, more from the shock than the pain.
Oh, it hurt... terribly; but Keith wasn't hitting me as hard as he hit the tender insides of my thighs. It was more of a short, sharp sting; not the deep ache like when he spanked me. He was also spending more time staring at my pussy between smacks; admiring the effect his punishment was having my shaved, helpless mound. The humiliation of being spread open for his enjoyment and examination only added to the excitement I was feeling from his spanking my pussy.
For whatever reason, I was straining against my bonds, my body stiff, not jerking with each stroke like I had when he punished the insides of my thighs. The weights hanging from my breasts were swaying a little but not bouncing and pulling on my burning nipples. A minor blessing, considering what was happening between my legs.
By the fourth stroke, I was sure I would lose my mind. "No more. No more, please sir." I whimpered. But the punishment continued and the warmth from my throbbing pussy was spreading through me.
By the seventh stoke, I was begging, "Please sir, I'll tell you what you want to know. I'll do anything; just please make it stop." He just smiled at me as he flicked the strap against my dripping pussy and watched my face, where he could easily see the effect of the pain and humiliation he was inflicting on me.
By the tenth stroke, I was dizzy; I couldn't believe my poor little pussy was being abused this way. More unexpected, was the almost electric excitement just beneath the pain. I felt sharp pain in my nipples and I screamed, but even that seemed to get me more excited.
The whipping had stopped and the stinging between my legs quickly disappeared, but the warmth continued to radiate through me from my pussy down to my toes and up to my sore nipples. I sank against the back of the chair as my body retreated from the straps that held me in place for my punishment and my head cleared.
My breasts still ached, but the fire in my nipples had stopped. I looked down and the clamps, with their little springs and weights, were gone. Keith had removed them while I was in the throes of my pussy whipping. I feared the clamps being removed; they seemed to hurt more coming off than they did when they were fastened to my proud little nipples. He managed to take care of me; even while he made me suffer.
Keith was kneeling in front of me, so he could look into my eyes. I couldn't believe how badly I wanted him to take me. Leave me tied to the chair and just push his big cock into me. There was no longer any doubt in my mind; I was a masochist and Keith knew exactly how to get the most out of my fetish.
"Do you have something to tell me?" he said. "It seemed that while you were being entertained by the strap, that you had something you wanted to say to me." We were still playing the game.
Entertained? He was hitting my pussy with a leather strap. He may have been entertained; I was going insane with pain and humiliation... and sexual exhilaration. My pussy, while still tingling and warm from the strap, was so wet I could still feel it dripping down the crack of my ass.