Diary of Carolyn

DIARY OF CAROLYN

Chapter Eleven

Copyright 1997

Skull Duggery

This is a work of fiction

It was a couple of weeks before my life got back to normal. That is if you call my life normal. It was an average boring Thursday in mid October and I was trying to day dream my way through the last class of the week. Kristen had been bugging me to come over to my house all week, but, I guess with the funeral and all I just hadn't felt like doing much of anything. Maybe it was her bugging or maybe it was just me, but I kept thinking about our last get together and decided maybe I was ready to try something with her again. We talked after class and decided to set something up.

I had had the chance to meet Kristen's parents since the last, and only, time she had been to my house. They were nice folks, but compared to mine they may as well have been prison guards. Over protective doesn't come even close to their attitude with Kristen. Kristen would have to skip school again in order to spend Friday with me so I suggested she try to get her parents to let her sleep over. That way I told her, she wouldn't have to worry about getting back to catch the home bus. Kristen thought it was a wonderful idea and said she'd call me later and let me know. We said our good-bye's and I started the walk home. Kristen called about eight that night. I could tell by her voice that she must have got the OK from her parents. She told me I could expect her about eight in the morning and to hold on to my ass because she had some really wild shit in mind. I said OK and hung up. Kristen is still a little scary sometimes. My dad had gone to some equipment show for his company and wouldn't get back until Sunday, so at least we would have the place to ourselves. I figured I'd get to bed early. There was no telling what sort of "wild shit" Kristen had in mind so I figured I'd get plenty of sleep.

Kristen was right on time the next morning. This time I didn't bother to get dressed and greeted her at the door in the nude. She didn't seem to mind. I believe this to be true only because before Kristen got sat down at the kitchen table she was also nude. I made her some sour mash coffee of which she wasted no time in consuming. Actually I'm a bit surprised the "I believe I'll have a drink" group didn't suck it up after the funeral. Maybe they didn't like sour mash. No, I watched them and if they had found it it would be gone. I made Kristen a second cup and then listened while she told me of all the fun stuff she had thought up for us to do.

She started by telling me she had never been naked outside and from what I had told her of my experiences she wanted to try it. I agreed, but I also reminded her it was October, and in case she hadn't noticed while jogging over here, it was less than ideal nudist weather. She agreed it was pretty chilly outside, but said she didn't care. I wasn't overly enthused about freezing my butt off, but I have to admit, the thought of watching Kristen freeze her ass off was making me real horny. We went about collecting whatever funtime toys we thought we might use and put on just enough clothes to safely get to the woods. Kristen was absolutely buzzing with excitement as we walked across the open field. As for myself, I couldn't wait to see how well this petite little girl did in this chilly weather once she'd taken her clothes off. The trees still had most of their leaves although they had taken on the bright colors of autumn. It was an overcast day, the kind of day that lets you know its not long before winter, but still warms up to fifty degrees or so. Not so bad except when you're nude for a long period of time. I knew what to expect as I had been nude several times in colder weather than this. Once we were under the cover of the woods, we stripped off everything but our shoes. "Are you sure you want to do this?" I asked, noticing she was already shivering. "Hell yes," she replied, "I can stand it as long as you, maybe longer." I was glad she didn't say no because for some reason I was really getting off watching her suffer. I'm not sure why I felt that way, maybe it was her over confident attitude, but I wasn't about to knock it. I was really starting to get into this, and I wanted to see just how much she could take.

I explained where we could go and not get too far from our clothes in case one of us decided to give up. I think if I told her we were going to stay here naked until tomorrow she'd have said OK. Kristen suggested we put on some nipple clamps before starting out and that I could use the same ones as her. Seeing nothing wrong with that, I agreed. Actually I had no choice as since Kristen had said before we left that she had everything we might want already in her back pack. After a few seconds of rummaging around, she produced four steel clamps, and I do mean clamps!

Actually, I believe the correct description was, large battery charger clamps with strong springs and sharp and nasty looking serrated ends. Just looking at those babies made my nipples hurt. I told myself for one sure thing, I intended to see two of those monsters hanging from her breasts before I would on mine. I started to wonder who was going to show who as I also realized I really didn't know how much Kristen could take.

To my surprise, Kristen suggested that we each put the clamps on each others nipples. That part I didn't mind. It was the reason she gave that gave me that funny little feeling in the pit of my stomach. Kristen proceeded to tell me that she had used these particular clamps before, and they hurt her so bad that it was hard for her to bring herself to put them on herself. I then asked why she used them if they were that painful. She just smiled and said "Because I like it when it hurts real bad." Once again I found myself at a loss with her logic.

Kristen handed me the clamps and then put her arms around my neck, arching her back to make her breasts accessible to me. Her dark nipples were already at full attention from the chilly fall air and I couldn't resist spending a few minutes on a little tit play. "Ummm, that feels so good." she whispered in my ear as I played with her rock hard and obviously sensitive nipples. I could feel myself getting wet thinking of the pain that would soon blast through them when those sharp serrations bit in. "Are you ready?" I asked as I kissed the top of her shoulder. "I'm ready." she replied as she tightened her grip on me anticipating the pain to come. I kept getting wetter and wetter as I thought how this little girl, knowing how much pain these clamps were going to cause, was holding on to me to get through it. Her bare skin felt cold against my cheek as I moved my head down so I could see what I was doing. Kristen's body tensed even more as she felt me position the first clamp over her left nipple.

I released the clamp, letting the steel teeth dig into her erect nipple. Every muscle in her young body strained to the limit, but Kristen didn't cry out. I then let the other clamp sink it's sharp steel teeth into her right nipple. This time Kristen cried out. I was so turned on by watching her endure what had to be excruciating agony, I think I would have cum right then if not for the fear I was feeling knowing my nipples were next.

Kristen just kept her arms around my neck, quietly sobbing for what must have been ten minutes or so. When the pain had subsided enough, she let go of me and stood back. The look of pain in her tear stained face full well told me what I was now in for. I was beginning to feel real queasy as I saw how severely the clamps mashed her pretty nipples. I got even queasier when she asked if I was ready.

I really wanted to say no. Don't get me wrong, pain does turn me on. It's just that I wasn't totally certain I could stand the amount of pain I knew these monster clamps would cause. Also, there was a ego issue. I was, believe it or not, afraid of being shown up by Kristen. Unfortunately, I was in a catch 22. If I did anything except let her put the clamps on me, the end result would be the same as if I couldn't stand the pain once she had. Hesitantly I replied, "I'm ready."

I put my arms around Kristen's neck the same as she had done with me. I half expected she would play with my nipples as I had done with her, but that was not to be. Kristen wasted no time in applying the first clamp which confirmed my worst fears as I awoke anything that may have been asleep with a loud scream. Before I could even catch my breath from the first attack on my poor left nipple my right one caught fire. I screamed and danced around for what must have been ten minutes before the pain subsided enough for me to get myself back under control. I looked down at my throbbing breasts expecting to see blood squirting from my tortured nipples but there was none. From the pain I was feeling I thought at least my nipples had been cut clean off but they were only severely mashed. Not at all unlike Kristen's.

We hid our clothes under the tree and headed for the old pump house. As we both were pretty cold, Kristen's idea that we jog instead of walk seemed to make sense. At least it did until my nipple clamps started flopping around making each step total agony. I would have slowed to a walk except Kristen's were flopping even more than mine and she just kept jogging. Oh well, if she can stand it, so can I.

We were both out of breath by the time we reached the old pump house. I also knew I was going to have to swallow some of my pride and remove the nipple clamps. My breasts were in so much pain after twenty minutes of jogging that I just couldn't stand it any longer. I was just about to tell Kristen of my dilemma when I noticed she was already removing hers. At seeing this, I wasted no time in removing mine. When I looked a little closer at Kristen's nipples, it was clear why she had taken hers off. There was a small trickle of blood coming from each nipple where the clamps had actually punctured her skin. After seeing that, it was hard for me to imagine how she had been able to get this far. It was still pretty cold as we both got a drink from the old pump and it didn't look like it was going to get any warmer. At least the sun was warm and actually, other than being uncomfortable, I wasn't all that cold. Kristen on the other hand was not doing as well. I started to get that turned on feeling as I watched her shiver. Her goose bumps made her fine body hair stand up and she looked like a little fuzz doll standing naked in the woods. I went and put my arms around her, not so much to warm her up, but to feel her naked body against mine. Damn, she felt good. Unfortunately, Kristen wasn't ready for love making yet.

What she was ready for both shocked and pleased me. She wanted me to torture her for awhile. Although unsure how she wanted me to do this, I readily agreed. I had yet to reveal to her that I was aroused by the idea of inflicting pain on her, but seeing how it was her suggestion, all the better for me.

What she had in mind was simple. The old pump house had a beam protruding from the roof with an old iron hook attached to the end of it. Probably used to hoist water barrels onto wagons in the olden days. I was to tie her wrists together with some soft nylon rope she had brought along and then hoist her up so she could slip the rope over the hook thus leaving her suspended a foot or so above the ground. She then had me get a leather horse whip out of her backpack. Flagellation was something I was less than familiar with. I had once tried whipping myself, but it was sort of like trying to beat yourself up, not very effective. This would be different. I could feel myself already getting wet just thinking about laying it on this defenseless little girl suspended in front of me.

I took it upon myself to suggest tying her legs together so that she wouldn't accidentally kick me in the head or something. Kristen agreed and added that I should find a stick or something to keep her legs spread apart. This I did. There were plenty of sticks to choose from. I chose one about three feet long.

Having securely tied her ankles to the ends of the stick, I stepped back to survey my handiwork. Magnificent! Her skin was stretched taught over her petite frame showing every straining muscle. I just had to tease her a little before I started her torture. I made her shudder as I ran my fingers over her cold skin. She was helpless hanging there. I could do whatever I wanted. I slowly moved my attention to her hair covered vagina. To my surprise she was also very wet as I slipped my left middle finger deep inside her. Kristen didn't appear to mind. I moved my finger in and out while gently rubbing her clit with my thumb. At the same time I started doing the same to myself. As I stroked and rubbed Kristen, I stroked and rubbed myself. I went a little faster. My plan was to bring Kristen to the brink of orgasm and then stop. Judging by the fact that she had her eyes glued to my bush watching me jerk myself off, I figured she must be getting close. I went a little faster. I kept it up until her juices began dripping off my hand and I felt the first pre-orgasmic spasms tighten her vaginal muscles around my finger. Then, without any warning, I stopped jerking her and sat on the ground where she could watch me continue jerking myself into orgasm.

"Oh, you fucking bitch!" she screamed as I watched her thigh muscles strain against the stick trying in vain to give herself enough stimulation to achieve a climax. The more she fought, the more excited I became. Every muscle in her body bulged as she tried to pull herself into any position that would allow her to close her legs enough to get that last bit of stimulation she so desperately needed. Watching her straining to the limit of her strength was more than I could take. "Damn you, you fucking cunt, I'll get you for this!" was the last thing I heard her scream as I exploded into orgasmic ecstasy.

Kristen was still bitching up a storm when I returned to the land of the living. Amazingly enough, even though it was only about fifty degrees, we had both worked up a sweat. Actually I felt wonderful. There was only one thing bothering me, and I was about to fix that. I started looking through Kristen's backpack until I found just what I was looking for. It was a funny thing, Kristen quit her screaming and bitching as soon as she saw me pull the roll of duct tape from her backpack. No matter, I used it anyway. I felt myself getting dangerously into this role. I was in total control of the entire situation, and loved it. Kristen was totally helpless hanging from that iron hook. She couldn't free herself or even make an intelligible sound with the duct tape stuck across her mouth. I was in complete control of her immediate future and didn't even feel guilty about it. After all, she told me to hang her up there. Well, didn't she.

It took several tries before I got the hang of Kristen's horse whip. Actually, I didn't practice on her, I just let her watch as I honed my skill on a nearby sapling. Gawd, I was feeling so wicked. Satisfied I now had the feel of the whip, I proceeded to my victim. I must have had a vile look about me because Kristen actually looked a might worried as I cracked the whip close to her feet. She was trying to tell me something but I just couldn't make it out through the duct tape. No matter, I was sure it couldn't be important. I cracked the whip again, this time making contact midway up her thigh.

"Dance you whore!" I thought, fancying myself as some sort of high executioner type. I also figured I better not get to carried away, after all, I might be on the receiving end of this whip someday. "Fuck it." I thought, "high executioners live for the moment." as I let the whip find another spot to liven the nerves on my victim's naked flesh.

Again and again the leather whip left red welts on Kristen's tender skin. My aim was improving with every stroke. I would lay a few across her ribcage, then a few more across her tender thighs, finally, a few across her midsection. Kristen danced and jerked with every painful lash. I laid about ten across her back, and ten more across her tiny butt for good measure. She kept shaking her head back and forth trying to say something through the tape. The way she was acting, I got the feeling something was wrong.

Realizing how carried away I had gotten, I put down the whip and removed the tape from her mouth. "Jesus fuckin Christ! What are you trying to do to me?" she sounded like she was half out of her mind as she spoke. "First you play with me until I almost cum, then you stop. Now you whip me until I'm ready to cum again but you won't let me. Why?" I didn't know what to say. What did she mean?

Kristen answered my thought before I could speak. "Whip my pussy, damit. Quit whipping my body and just whip my pussy so I can cum!" My feeling went from one of guilt to one of anger for feeling guilty.

So be it. If you want your pussy whipped, you'll get your pussy whipped.

The high executioner never fails.