"I have told you everything, please take off these clips and untie me. I hurt awfully."
"I am busy here! You have been a really naughty girl a little pain may help you remember what can happen when you steal."
That was ridiculous, even without the pain I would remember this experience the rest of my life. Saying naughty girl made him sound just like my father before he gave me a spanking which did not hurt too bad and did not cause unending worsening pain like the clips. I decided to bargain with him.
"Yes I have been naughty. Why don't you take off the clips and give me a spanking instead. I won't forget that."
That got his attention. "Alright I will make you a deal. Five spanks in place of each clip." I looked down to count twelve clips which seemed like more to add up to sixty spanks.
I had never had that many but it seemed better than continuing the present pain including the ache in my legs from having them pulled apart. I said, "Okay, I agree to that."
"You agree! That is a laugh. I could whip you if I wanted as long as I wanted I am giving you a great deal. You should thank me."
Oh God. That seemed to be the ultimate humiliation but I was committed now. "Thank you. Please give me sixty spanks and let me go."
He came over to me and made a big production of removing them. I found that when the blood returned they stung even more. He took off the clips from my right nipple then said, "This will help get the circulation back."
He began to rub then pull on my nipple then kneaded my breast before he went on to the other one, He spent a lot of time on my pussy. It did make them feel good again but I was ashamed that I was enjoying this strange man massaging all my private parts. "Thank you, That feels better now."
He grinned at me and said, "You are welcome. Let's get you into position."
He went behind me and unlocked the cuffs. It was a fantastic relief to have my hands loose so I could cross one arm over my breasts and put my other hand over my pussy to hide them for the first time in several minutes so I did not feel so naked while he coiled up the rope and put it and the cuffs back in his drawer. He came back and I expected him to untie my ankles but he just held my waist so I could keep my balance and told me to bend over and put my hands on the floor. My knees locked to cause a greater stretch to my inner thighs and I looked between my breasts to see that my pussy would be pooched out behind my legs fully visible and vulnerable. I was relieved when he put his legs beside my head because he would not be able to see it and said, "Now we will get that nice big ass massaged."
He took off his belt and laid it over my back so I could see the end hanging between my legs and asked if I was ready. I just nodded my head and braced myself for what I expected would be terrible pain.
I was astonished to find that it did not hurt that much. There was just a sharp sting followed by tingling. It was not nearly as bad as the bruising pain from my Dad's callused hand. He hit over my back to leave a stinging sensation from the top of the left side of my cheek down to mid-thigh. Unlike the teeth of the alligator clips the pain did not get worse it even seemed to get less as my excitement rose. He kept whipping me very slowly moving to my left covering every inch of my left cheek and thigh until I could see the end of his belt beginning to hit my inner thigh. This was more sensitive but the small increase in pain was compensated by rising excitement caused by the helplessness of having my ankles tied, my nakedness and the nearly constant stimulation of his belt.
My body began to tremor in excitement as I avidly watched the belt inch closer and closer to my pussy. He was barely an inch from the lips when he switched over to my right cheek to again work toward the crack of my butt. Incredibly I felt frustrated that he had not hit my pussy because I was breathlessly braced for that sensation.
Again I watched tremoring and panting from the sensations that now seemed to go to my clitoris as the belt again began it's incredibly slow movement toward the middle. Just as it hit just missing my lips I felt this great need to feel it's sting on my pussy and as the next lash descended I moved my butt to my right. I moved too far! The belt hit right on the open crack of my pussy making a new sound of "Splat!" rather than the "Slap" it had made before and I jumped and yelped at this much greater pain which quickly lessened as I moved left for the belt to hit the center of my cheek. I realized that I was very close to orgasm. From that point on he just brought the belt down in the same spot and let me move my ass to have it hit another place. I would inch over till it hit one side or the other of my lips to see them quiver as tingles drove into me then retreat to recover while it hit my butt till I could work up the courage to have it hit my pussy again. Finally I got so excited juices began to drip from my pussy and I just moved very slightly to let it come down on one lip, then the other, then down the center to let me see the tip hit on or just above my clit. I began to moan and yip as orgasm after orgasm sent shockwaves throughout my body.
Just as I thought I might lose all control he stopped. I sank to my knees and rubbed my bitten nipples on the rough nap of the rug as shock waves from my orgasms began to subside. In a few moments I began to breathe almost normally and said plaintively, "Is it over?"
"Yeah, It's over. Just in time too. If your orgasms had gotten any stronger I think you would have freaked out."
I was ashamed he knew I was so perverted I would cum from a spanking. I didn't know what to say so I just straightened up and turned my face to avoid looking at him while he untied my ankles.
As soon as I was loose I dived for my clothes but he stopped me by saying sharply, "Leave them alone! I'll let you know when you can dress!"
He pulled me over in front of his desk then went behind it to resume typing. I could not believe that he could be so unaffected by the experience. I stood there still breathing erratically and trembling while holding one arm across my breasts and the other hand over my pussy now squeezed between my clenched legs.
He looked up from the typewriter to tell me to put my hands by my sides and to open my legs. It was too late to be modest so I did as he said while he grinned at my humiliation.
Finally he finished typing and pushed over a box of tissue saying, "Here you should clean yourself up before putting on your clothes."
That was total humiliation to wipe off the juices on my pussy and thighs that proved how perverted I was to become soaked by my excitement while he watched and grinned at me.
After he made me pull the lips around and open to show I was completely dry he let me dress. I was so nervous I had trouble buttoning my blouse.
When I was dressed I felt a little more under control and asked him if I could leave. He handed me the paper he had typed and told me read and sign it.
It was my confession with a list of things I had taken and their total value. I hadn't realized It would add up to so much! It was almost fifteen hundred dollars. It was true except for the total since I had added false items to avoid more clips and you could argue with the last paragraph that said I was signing the confession with no coercion. I signed it then he signed it and stamped it with a Notary Public seal. It looked very legal.
I thought it was all over and asked if I could leave. I was shocked to hear him say, "Are you kidding! Missy you just confessed to grand theft. You are looking at ten to twenty years in jail.