My New Service Ch 03

I opened a new service for lesbians (like me) who needed to correct the behavior of unruly sub wives, girlfriends and daughters. So far, the business had gone very well and I had the pleasure of caning several women who needed correction. I would tie them to the punishment bench, a pummel horse really, and take my time punishing their bottoms with one of my canes, relishing the marks that would quickly appear.

The women and girls were always brought in by their wives, mothers and girlfriends, who loved to watch their punishments, so I was never alone with the subs. That changed when a young woman, Sheila, contacted me. I had punished her for her mother, who brought her in when Sheila's behavior had gotten out of control. I had administered 50 strokes of the cane on her luscious bottom, which had left it striped and red.

Sheila explained that she wanted to see me. She didn't tell me over the phone what she wanted, but I agreed to see her that afternoon. Sheila arrived at my house and I let her in. We proceeded down to the basement, where I have a small dungeon set up. There was the punishment bench and a St. Andrew's cross. Various restraints and paddles and canes were displayed on the walls. A trunk held toys of all kinds.

I asked Sheila why she had contacted me and she explained that ever since her punishment by me she couldn't stop thinking about it. She said she would remember her caning and masturbate. She said it was the most intense sexual experience of her life and she wanted me to dominate and punish her more.

I asked her if she had told this to her mother, and she said no. She admitted being in an incestuous relationship with her mother from an early age, but said it was unsatisfying.

"It's weird having sex with my mom. She makes me lick her pussy, but it doesn't turn me on. I do it to please her and so I can continue to live there, but I don't like it," she said.

She admitted that she had never had a real relationship with anyone else, that her mom was really jealous, and also, it was weird approaching other girls to see if something could develop.

"If I confess my desires and it turns out they're not lesbians, then they get weirded out and either won't have anything more to do with me or they tell everyone that I'm gay and make fun of me."

She had no interest in boys, who she considered immature and stupid.

I listened and expressed my sympathy. "That must be really hard," I said.

But, I continued, I wasn't sure what she wanted from me.

"I want to be your slave," she confessed. "Ever since you punished me, I can't help fantasizing about you punishing me and making me do things to you. I want that so bad."

Now, I was the one getting turned on. Sheila is a very pretty young woman. She's 18 and has a pert, tight little body. She is small breasted and has a pretty face and a beautiful rear that sticks out just enough that you notice it.

"Please," she begged. "Will you punish me again? I'll do whatever you ask."

I ordered Sheila to strip. She quickly removed her clothes and stood before me. She had a shaved cunt that had a closed slit with lips that weren't too puffy. I examined her slit and ran my hand over the smooth surface.

"Did you shave this morning before you came over?" I asked.

"Yes, Mistress," she replied.

I told her to turn around, feet apart, lean over and spread her cheeks. She reached behind and spread her perfect ass cheeks, exposing her nasty hole, which was tight and puckered. I ran my finger over her asshole and found a few hairs.

"You didn't shave your asshole correctly," I informed her. "Now I will have to get those extra hairs out of the way. I'll have to punish you for this."

"Yes, Mistress," she replied.

I could tell she was excited by the prospect. I retrieved my tweezers. Sheila had let go of her cheeks and was standing straight.

"I didn't tell you to stand up," I told her harshly. "Bend over and spread those cheeks!"

"I'm sorry, Mistress," Sheila replied.

She resumed her position, bent over, legs apart, reaching back to spread her ass cheeks.

I ran my fingers over her asshole to locate the few stray hairs there, and using the tweezers, began to pluck them out. When I yanked out the first stray hair, Sheila cried out.

"Cunt, I didn't give you permission to cry out!" I yelled at her. "You are not to holler unless I give you permission."

"Yes, Mistress," she said, much distressed. "I'm sorry."

I continued to pluck out the hairs. Sheila winced each time I pulled one out, but she didn't yell out again. As I admired her lovely ass, I began to fantasize how I would assault it.

I retrieved a rather small sized plug and some lube. I squirted some of the lube on her ass and began to work it into the hole with my fingers. Her asshole was smooth and tight.

"Did your mom like to fuck you in the ass?" I asked.

"No, Mistress, she didn't like ass play. She said it was nasty." Sheila replied.

"It is nasty," I told her. "That's what makes it so exciting."

I squirted some lube on the plug and slowly began to work it into her wrinkled hole. The tip entered smoothly, but the bulb met resistance as it started to slide in. I worked the tip in and out to loosen the hole and slowly pushed it deeper.

"Just relax your ass," I told her. "Enjoy the pain."

The plug finally passed the sphincter and plopped into place.

"How does that feel?" I asked Sheila.

"It hurts a little, but it also feels amazing. I can feel it in my pussy, too, all tingly," she said.

"Good," I said. "Every day we'll stretch your asshole a little more. You will learn to enjoy being fucked in the ass. Have you ever been fucked with a strap-on?" I asked.

"No," she confessed.

"Not even in your pussy," I asked.

Sheila blushed and admitted she had never been penetrated. Sex with her mom was all oral and she had never been with a boy.

My head was swimming. I was so excited, realizing that I was going to be the lucky girl to pop Sheila's cherry.

"We'll fix that. You are going to be fucked front and back. Do you want that?"

"Oh yes, Mistress. I want you to fuck me in both my holes," she answered enthusiastically.

"I will, but first you need to be punished for having hair on your asshole. Lie over the bench."

Sheila moved over to the pummel horse and draped herself over it. I retrieved ankle and wrist cuffs and secured them to the bench, immobilizing her. I hate when subs squirm around while being punished.

I ran my hands over her white, unblemished ass. I spread her cheeks and removed the plug from her ass.

"We're going to start with the bully paddle to put some color in those cheeks, then we'll add some stripes with the cane," I told Sheila. "If you need to cry, that's okay, but don't try to get me to change what I'm doing, like asking me to stop or not to hit as hard. Do you understand?"

"Yes, Mistress. Please punish me," said Sheila.

I began smacking her butt with the paddle, gently at first, then getting progressively harder. Sheila began crying out as the swats got harder. Her ass turned a beautiful red color and black and blue bruises began to appear.

My excitement grew as I continued to rain blows on her captive ass. My pussy tingled and I knew it was very wet.

I stopped to give Sheila time to catch her breath and for the intense pain to subside into a more tolerable pain. I put the paddle away and selected a long cane from the wall. I stood in front of Sheila and sliced the air with hard swings. The sound of the cane slashing the air sang out. Sheila looked up with dread, but she knew better than to ask me to be gentle. I am not gentle. I am cruel and the more pain I inflict, the more excited I become. Kisses and hugs come later; now was the time for pain and humiliation.

I began striking Sheila's bottom with hard strokes of the cane. Little white lines appeared on her red ass, which quickly turned to raised welts. I was really in a rhythm now. I moved to the other side so that the striping would be even on each cheek. I continued the assault on her butt and Sheila was now crying in earnest, with snot and drool running freely from her face.

I stopped to admire my handywork. I ran my hand over her bruised bottom, feeling the raised welts. Her bottom looked like a battleground. I knew it would be at least a week before she'd be able to sit comfortably.

I hung the cane back up on the wall and opened my trunk of toys and selected a smallish strap-on. I took off my pants and stepped into the strap-on in just my thong, which was soaked from my wet cunt. I removed my blouse and let my tits hang free.

I came back to the bench where Sheila was lying, vulnerable and humiliated. She had stopped crying uncontrollably and was now just gulping a few last sobs. I ran my finger down her slit. It was soaking wet; not surprising since every woman I ever caned got excited and wet from the experience.

"I'm going to give you a treat now, slave," I told Sheila. "I'm going to fuck your pussy and take your virginity. Are you ready for that?"

"Yes, Mistress," she said. "Please fuck me in the pussy."

I rubbed my cock up against her slit, moistening it. I slowly introduced it into her pussy, just toying with the entrance barely sliding it in and out. When it seemed that she was getting used to the feeling, I rammed it forward. It met resistance at first, but then broke through. Sheila cried out in alarm. I was all the way in, up to the hilt. I paused, waiting for her pain to subside. After a few minutes, I began to thrust in and out.

Sheila sucked in air, but didn't protest or cry out again. I continued fucking her for a while, and then pulled out.

"You are now fully a sub slut," I told her. "Each time, I will fuck you in the cunt and ass with bigger cocks until you are good and stretched out. How does that sound?"

"Thank you, Mistress. That sounds fantastic. I want you to stretch me out so my pussy and ass can take big cocks," she replied.

I presented my cock to Sheila's face and told her to clean it. It was wet from her pre-cum but also bloody from her deflowering. Sheila sucked the cock without hesitation.

I stepped out of the strap-on and put it back in the trunk. I unclipped Sheila from the bench and told her to stand up. I sat down in my chair and had her stand before me. I made a thorough exam of both her cunt and her ass. Both looked well used and beautiful.

I had her sit on my lap, which she gingerly did. I stroked her face and her breasts. We began kissing and I let her stick her tongue in my mouth. I had discarded my wet thong and my shaved pussy was bare and available. I asked Sheila if she would like to lick my pussy.

"Oh yes, Mistress! I would love that!" she said enthusiastically.

I had Sheila kneel between my parted legs and I moved to the edge of the chair to give her open access to my pussy.

"I want to see if you can lick me properly. If you make a mistake, you'll be punished some more, so do it right. I will let you play with your own pussy while you lick me as long as it doesn't distract you from pleasuring me. Don't cum unless I give you permission, though," I explained.

Sheila may have been inexperienced in being fucked in her ass and cunt, but she was experienced in eating pussy. She ran her tongue up and down my crack and pushed it as deep inside as it would go. She manipulated my clit between her thumb and forefinger and pushed it up, away from its sheath. She flicked her tongue expertly back and forth over my clit.

I could see between her legs that Sheila was pleasuring her own clit while she attended to me. I was already very aroused by the punishment I had meted out, and it didn't take long for me to reach the edge. I grabbed Sheila's head and smothered her against my pussy. I came in waves, thrusting against Sheila's face.

Finally, after what seemed like an eternity, my spasms subsided and I flopped back in the chair and released Sheila's head.

"Okay, Sheila. You can cum now," I told her.

Sheila didn't take long to apply all her efforts to her bruised cunt, rubbing her clit for all she was worth. After a few minutes she exploded in a massive orgasm, writhing and squirming and hollering.

"Oh my god, Mistress! That's the best orgasm I've ever had," Sheila gushed.

"You're my slave now, and you must ask my permission whenever you want to play with your pussy. I can't prohibit you from licking your mom, but you are not to cum under any circumstance unless I give you permission. The punishment you just received was nothing compared to what will happen if I catch you cumming without permission. Do you understand?" I asked her.

"Yes, Mistress," Sheila said. "You've made me so happy. I will follow every order you give and will gladly accept punishment whenever you want."

I told Sheila she could get dressed. We shared a deep kiss and hug before she left. I was pleased with the way the day had gone.