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Chapter Six - Crackdown
The next few weeks were just plain brutal. Lydia furthered my submission to her at home. She had me naked at all times, other than my chastity belt, and doing one chore after another. One night, just a few days after I had been put in chastity, I overheard her laughing in the bedroom and I put my ear to the door. She was talking with Anna and speaking of me in the most demeaning manner. "Yes, Anna, it's quite wonderful. He's fallen right into line. The chastity is such an effective tool. Oh, and check this out. Carissa took him to the woodshed the other day. Ha ha! I can't believe how much fun I'm having." I could feel my face redden as I listened to my wife have a good laugh at my expense.
Thanks to my big mouth, I managed to build up my time without a release to five weeks! I was devastated. I soon realized that if I ever hoped to cum again, I needed to make Lydia happy. This meant doing whatever she told me to do, which included every household chore and errand imaginable. She constantly peppered me with verbal abuse, which I learned to endure without complaint. The tiniest infractions on my part were met with harsh punishment. One night she told me to get on my hands and knees and scrub the floors in the kitchen. When she caught me rolling my eyes, she added a week of chastity. It was crushing to me. Not to mention she docked my weekly allowance which meant I couldn't drink beers with the fellas on Thursday night. My best pal Stanley asked me what the hell was going on, but I was too ashamed to share it with him. I complained to Lydia about not being able to afford guys night out and she said it was my own fault and promptly added another day of chastity.
When she wasn’t disciplining me or ordering me to do her chores, Lydia ignored me. She said I wasn't ever to approach her room without being summoned. I also wasn't to speak with her unless it was urgent, such as a clarification on a chore she wanted me to do.
As bad as my home life had become, it was nothing compared to the humiliations that were visited upon me at work. Carissa went on a three day business trip the day after she first blistered my ass, so I had a short reprieve. When I arrived at work the day of her return, I noticed she had sent me a meeting request titled "New World Order." I had just lost a key account earlier that day, so it was with a great deal of trepidation that I entered my boss’ office at four o'clock on the button.
Carissa didn't waste any time. "Pants off. In fact, just take it all off, and kneel before me.”
After acknowledging her with a brief "Yes, boss," I did as I was told.
"I spoke to your wife earlier today. She says she had to add weeks of chastity and cut your allowance."
"Yes boss."
"And now I find out you've gone and blown the Wilson account. What do you have to say about that?"
"Well boss, I've been working on them for the past seven we-"
"You know what. I don't even want to hear it. I told you when they hired me I wasn't hear to make friends and I'm results oriented. It's clear I haven't yet humiliated you enough for your own good."
With that, she turned to her phone and hit the speaker button. To my great horror, she dialed my secretary.
"Gina, can you come to my office when you have a chance?"
"Why certainly, Carissa," said Gina with a more pleasant tone than she ever reserved for me."
"Wonderful," said Carissa happily. "Oh and bring Joan along."
"No problem, hon."
Oh no! Now the two secretaries, both of whom I knew didn't particularly like me to begin with, were going to see me in my exposed state! My face began to redden.
Carissa must have noticed. "That's right. It's time for the ladies to see the REAL Charley, the one your wife and I know all about!"
Moments later, the door opened and our two secretaries walked in the door. Gina was a tall Italian woman with shoulder-length dark hair. She was big-boned - kind of an Amazon woman when you get right down to it. She looked like her usual severe self, with a gray skirt suit, though she did wear spiky high heels, which made her look six feet tall. For years, Gina was my secretary. I had wanted to hire a hot little piece of ass but Marsha wouldn't let me do it. Once I had even fired Gina, but it had been overturned by Marsha, who made Gina her own secretary. After that, Gina and I were never on the best of terms.
My new secretary, Joan, who I had no say in hiring, was practically a brown-haired version of Gina in terms of her personality. She was a bit shorter than Gina and had a fat ass. I knew she couldn't stand me, though it was clear she got along famously with Carissa. To her credit, Joan didn't let her fat ass stop her from wearing nice office attire. Today she wore a light green suit that hugged her bulky butt and showed off her giant vaginal cleft. She wore a lot of makeup and expensive jewelry - a big pearl necklace and diamond earrings. She was a divorcee and had taken all of her husband's hard-earned money. I knew for a fact she was a man-hater, as was Gina.
Based on their reactions to seeing me on the floor and naked, I'm fairly certain they had been made aware of my predicament in conversations I wasn't privy to.
"Well, what do we have here?" said a delighted Joan.
"Charlie,” said Gina. "You seem to have forgotten your clothing today."
"Look at his penis! It's locked up!" said Joan.
"Is there even a penis down there? I can hardly tell," said my bitchy ass ex-secretary Gina. I was tempted to grab her by the neck but instead I merely hung my head in shame.
"Ok, confession time," said an equally delighted Carissa. Why don't you explain to these lovely ladies why you're naked and on your knees."
I had to go through every detail, my cheating, my signing of the contract and subsequent chastity and enslavement, the weekly allowance, and of course, the bare bottom spanking. I stuttered like a fool and every so often my sure-handed boss chided me as I forgot crucial details. At the time, it was the most humiliating moment in my life, being laughed at by a couple of annoying bitch secretaries. Of course, since then I've been humiliated far worse.
Once I was done, Carissa brought out the terrible paddle. I went over her lap and she made me count off ten hard spanks. After each one I was ordered to say "One, thank you for spanking my ass, boss...Two, thank you for spanking my ass, boss."
After seven, my voice was catching and by the time she hit me the 10th time, I was crying softly. Then to my surprise, she lay the paddle across my buns.
"I'm sure I'll be spanking you often, but I want to give other women the opportunity. Get your red ass over Gina's lap, NOW!"
Gina laid into me with absolutely no mercy. I mentioned she was a big-boned woman and she did not hold back. I was sobbing and screaming. As I moaned in pain, you'd think Gina might show a tiny bit of sympathy. But no, her first comment was, "This feels really, really good!" Then she started asking me, "Who's my bitch?"
"I am!" was my fearful response as she asked me again and again. Meanwhile the tears streamed down my cheeks. "Don't forget it!" she warned.
Then I was passed over to Joan. Joan pinned me over her thick lap and began spanking away. Since I was already sobbing when she first began, my loud cries filled the room throughout the severe blistering she gave me. And I do mean blistering – an inspection of my ass that evening showed a pair of serious welts – one on each cheek. It didn't seem to matter to them since they were laughing and joking the whole time.
When it was over, I had to crawl in front of each woman and thank them for the lesson in discipline.
"I'm thrilled to put you in your place," said Gina. “I hope I get the opportunity to do it more often."
"You certainly will," said Carissa, much to my chagrin.
"Nothing like crushing an out-of-control male ego," joked Joan.
Carissa then made me stand in front of her. She took my chin in her hands. "Both of these ladies have my authorization to spank you any time they see fit to do so. They are women, which makes them your superiors. Are we clear?"
"Yes boss," I said, continuing to cry and sob openly.
"In fact, I think it's only fitting that you don't wear pants while you're in this office. After all, it's just you and a bunch of female superiors. We need access to your misbehaving ass at all times."
Now I had to be naked from the waist down? This was too much, but I wasn't about to challenge her authority.
“You’ll get used to it,” said my fair-haired boss.
If I thought the initial humiliation was bad, imagine my surprise when a week later Carissa called me into her office around lunch time. We had a female client that I had rushed off the phone earlier that day. Thanks to Carissa's ridiculous quotas, I couldn't allow her to babble on about my lack of service while I had other calls to make. The woman promptly picked up the phone and called Carissa to complain about me.
On this day, Carissa had dressed far more formally than she had when I first met her. She wore a dark skirt suit that hung appropriately just below her knees, fancy stockings that had a line going up the back. Her suit jacket was buttoned on top of a white blouse. She wore open toed heels, and I had to admit they looked utterly spectacular. I could feel my penis begin to twitch and tried to avert my eyes.
"You seem to be a slow learner,” said Carissa.
"Boss, I had to make other calls. There's only so much time in the day."
"What? Are you mouthing off to me?"
"No boss."
She reached out and slapped my face. "It's amazing, despite all the spankings your ego still isn't in check. I see we need to take things up a notch. Take ALL your clothing off. You need to be completely naked for what I'm about to do."
Since her edict from a week ago, I had been walking around the office in a shirt and tie on top with nothing underneath. Now she wanted me in my birthday suit.
Once I was naked she appraised me carefully. "Is your poor little penis straining against the cage? Let me see,” she said, savoring the moment.
“Well, it just could be your lucky day. I need to take off your chastity belt." She removed her keys from her purse. "Stick your pathetic groin out. Don't make me have to reach for that dirty penis."
Suddenly quite excited, I thrust my pelvis out toward the young woman. Was she going to allow me to cum? I could feel the blood rushing to my dick.
It was as though she could read my mind. "Forget it, dork. Do you really think I'm going to let you cum today? That's your wife's call. I'm just freeing up your penis so I can give it and your balls a severe crackdown."
My heart sank. "That's right," she continued. " By the time I'm done, you'll be begging me to lock it back up."
She unlocked my belt and stood up from her chair. "Spread your legs," she said.
She put her hands on my shoulders. I could smell her scent and my suddenly free penis instantly sprang to life. She looked down at me and began laughing. "That's why Lydia had no choice but to control your penis.”
I looked at her. She was the picture of femininity.. Her scent was overpowering. She just smelled like sweet pussy. There was no other way to describe it. For the first time, it occurred to me that I was dealing with a woman here. Carissa had a woman’s body and a woman’s confidence. It was her youthful face that had caused me to underestimate her. Now I realized how devoted I was to her. There was something just so right about being taken control of, outsmarted, and dominated, by such a sexy young woman. My cock began throbbing as I began to get over-excited by my state.
“Look at you!” she laughed openly. “You love it. Tell me how badly you want me to bust your nuts for you.”
“Please, boss,” I practically slobbered. “Bust my nuts.”
She took my face between her hands and gave me an intent stare. ”Ok, since you obviously need to be humiliated so badly. I think it’s high time I kick a little sense into you."
I knew what she was about to do to me but I was powerless to stop it. She stepped forward and drove her knee up into my exposed groin. The last thing I recall prior to the devastating pain was the look of sheer determination in her face as she caught my dangling testicles with her hard little knee. I can only guess she caught them perfectly because I felt a wicked impact drive me up almost off my feet as my balls compressed sickeningly from the power of her pointy knee. I hadn't come in five weeks and my balls were absolutely full. How they didn't rupture I'll never know. I crumbled to the floor in total agony.
Before I could even recover my breath I heard her standing over me. "Thank me for busting your balls,” she said.
“Thank you, miss, er, boss.”
“That was just the beginning," she said. "On your knees."
She sat back down on her big chair - the chair that should have been mine. "Crawl over in front of me," she ordered. "Don't make me have to lunge to do what needs to be done."
I crawled over to her. She looked so beautiful and - I hate to say it - in command as she sat back in her chair. I focused on the outlines of her shapely pussy through her tight little skirt. Now that my dick was free, despite the pain, I suddenly wanted her so badly. But I knew better than to say anything. It didn't matter - my dick was doing all the talking.
"Look at that little dick," she laughed. "Give it an inch and it takes three!"
"I'm not going to lie to you," she said. "I really enjoy busting balls, even more than I enjoy spanking. Except, I'm not just going to bruise your balls. I'm going to kick your penis for you, until it goes limp. Now, spread 'em."
With that, she began kicking me in the balls again and again. Every so often, she would kick me right in the underside of my dick, which caused it to waggle up and down. The sound of her kicks was sickening. She kicked hard, but she seemed to know exactly what my limits were. Every few kicks I had no choice but to crumble to the ground and cover up. Her response? "GET UP!"
After five minutes, she was really getting into it. I noticed she had begun groaning with apparent pleasure as she delivered each kick. I was also groaning, but my groans were not happy ones. I fell to my knees. In the past two minutes, my balls had grown pretty swollen and I was unable to stand more than one or two kicks at a time. Carissa pinched my ear painfully. I looked up and saw her beautiful pussy only a few inches from me. I swear I could smell it. She ranged back and began kicking my swollen sack rapid fire with her right foot. I watched in awe as her hips flexed - I swear I could see her vagina flex as she delivered 10 to 15 hard kicks in a span of maybe five seconds. I looked down as my balls and dick were battered repeatedly. Each time her foot crashed into my groin, my balls and dick went flopping around from the impact. I tried to fall so I could avoid the assault, but she held me in place by my ear as she racked me again and again. I heard her groans of ecstasy. It sounded as though she was having an orgasm. Finally, after one particularly devastating kick, she released my ear and I splattered all over the carpet, a total piece of wreckage. I looked down and my limp penis was almost engulfed by my swollen sack. Thanks to her violation, my “package” was considerably redder than the surrounding skin.
But she wasn't finished.
"Inspection time," she said. "Time for up-close examination of that penis and those balls. I want you face up across my lap, NOW. C’mon, you should love this part."
Normally I would, but my groin was so sore. Nonetheless, I felt myself began to tingle in anticipation of the attention I might get from her.
She sat down with feminine grace in her chair and pointed to her knees in an unspoken command. I submitted myself face up across her lap, totally exposed. I looked down at my package. It was bad. My balls were swollen beyond belief. Thanks to Miss Carissa, my scrotum had become a big angry looking crimson and purple ball. You could no longer see each nut since the entire package had been so racked by my female boss. Carissa noticed and commented on it.
"I promised you I’d bust your balls for you," she giggled. Then she casually reached down and slapped my balls three times in succession. They were light slaps, but enough to cause me significant pain. I convulsed like a rag doll in her lap. “Oh, relax,” she said. “I’m not finished yet.” She gave me a fourth slap, this one a bit harder.
I convulsed instinctually, but before I could wriggle out of her lap, she grabbed a flap of nut skin and pinched it between her thumb and index finger. I was going nowhere. I groaned in pain. She threw her head back and laughed. "This isn't going well for you, is it?"
"No, boss," I grunted.
"Those balls look appropriately disciplined. But it looks like your penis needs additional lessons." She took her other hand and grabbed my dick in her slender fingers. A feeling of pleasure overcame me. It had been a long time since I had felt the pleasure of a female's touch on the most sensitive part of my body. My chest began tingling and my cock instantly expanded in her hand.
“Look at you. Reduced to a throbbing pervert!” She squeezed my cock, rather gently, then slackened her grip, then squeezed again. I could feel the waves come over me as she continued. "So easy to manipulate,” she said, stroking me gently as I relaxed temporarily in her lap. “It's only going to get worse for you, you know. I would have fired you a long time ago, but I needed a male clown to be able to take my frustrations out on. Marsha and I talked about this. She wanted to keep me happy and I said, 'let me have a nice male ass-clown to tinker with.' She was skeptical but ultimately I convinced her it would be good for the company."
She pivoted the chair toward her desk while continuing to hold me by my throbbing penis. She released my poor balls with the other hand and grabbed a ruler from her desk.
"Time for a good hard penis spanking," she said. I looked at her face and could see it was slightly flushed. It occurred to me she was getting off on this.
"This is going to hurt, but I don’t care."
With that, she bent my hard penis down between my legs, and exposed my purple head. Then she began rapping the sensitive head with the ruler. I was afraid it would burst! It was incredibly painful but she gripped me tight. I grunted and squealed with pain as the ruler stung my penis head again and again.
"I'm not going to stop with your penis punishment until you go flaccid," she said.
And she didn't. It took a long time because I was so turned on by the feeling of her thumb and forefinger as they combined to force the lower portion of my shaft downward and away from my penis’ natural inclination to throb against my belly. Again the symphony of noises - the rapping on my penis head, the female grunts of joy and the male groans of agony filled her office. I threw my head back in tortured angst. My mind went almost blank as it focused entirely on the stings on my once proud organ. I was completely dominated and I knew it. I don’t know how long she kept me there, but at some point she stopped cracking down on me. I looked down and was horrified to see my cock red and sore, but also limp.
"Get off my lap!" she said, shoving me onto the floor. Her order wasn’t necessary, since the shove she gave me was more than enough to knock me off her lap. I crumpled up into a ball as I felt my penis continue to burn from her punishment.
"Now we're getting somewhere," she said. "But there’s one more crucial step. You still need a proper ass kicking, and I'm just the girl to give it to you. Get on all fours and face the door."
I wearily crawled into position. She stood in front of me and stuck her foot under my chin until I was looking up at her. "Ok, I've punished your cock and balls, but don’t think I’ve forgotten about your asshole. And that tender spot between your balls and ass? Don't think I'm going to ignore that either."
With that, she walked behind me. "Spread your legs!" she ordered. "Hands on the floor, ass high in the air! "C'mon, I want you up on your tippie toes. Higher! That's it." I felt a hard thud as her foot slammed into the area between my balls and asshole. It wasn't a sharp pain like the ones I had been experiencing thus far, but it still hurt. Then she did it again. And again. And again. For the next five minutes, she quite literally kicked my ass. There is no other way to describe what took place. Every so often her kick went too low and caught my balls. This caused me to bounce up into the air and collapse in a heap. She just ordered me back into position. It was vicious. "Nothing like kicking some dumb male ass!" she said gleefully. "Uhh! Take that, lackey. UHH! And that! UHH!" Finally, with one vicious kick, she nailed my already devastated balls from behind. I heard the sickening clapping sound as my balls were flattened against my body by her foot, and I fell onto my stomach. I saw stars. I think I lost consciousness for a moment.
I looked up and Carissa was walking over to the door. She opened it wide. Oh no! The secretaries were out there. And I could see they had company that had joined them for lunch. Gina's friend Sue was there. She was the receptionist at a place down the hallway. I think she was around 40, and a good looking petite married bitch. And Amy was there! Oh no! Joan's sister in law who she often dined with us was a knockout little red head who I had hit on unsuccessfully in the past. I could see them all there chatting.
"Girls, there's something I think you need to see," said Carissa. "I was just in the process of kicking this ass clown out of my office."
She walked back behind me. "I'm going to kick you out now. Crawl forward a foot or so with each kick. But keep those legs SPREAD."
This was going to be horrible. I was finished.
Thump! Thump! Thump! Thump! Thump! Carissa literally kicked my ass out the door. As I reached the edge of her office, I now saw all four women standing outside pointing and laughing at the spectacle moving toward them.
"Now, get that ass high in the air. Up on those tippie toes!" ordered Carissa.
With that, I felt one final thump from behind, only this one crashed into my dangling package. The pain was so intense that I reacted as though I'd been hit with a cattle prod. Again, I saw stars. I tumbled onto the floor, defeated worse than I'd ever been defeated before. And what did I hear? Female laughter and lots of it.
I looked up and there was Carissa standing triumphantly above me with a big smile, hands on her hips. "Apologize to these ladies for interrupting their lunch!" she ordered.
I was made to crawl to each of them and apologize profusely for making such an ugly spectacle of myself.
"Ladies," said Carissa. "I am so sorry he pulled this crap. I think he needs one final punishment. Do you have any suggestions?"
It was Gina, not surprisingly, who spoke. "Well Carissa, I think we'd all feel better about things if you gave him a good hard bare-assed spanking for being such a bad boy!"
The other ladies laughed.
"Yeah, I would LOVE to see that," said Amy.
With that, Carissa brought out the big paddle and ordered me back over her lap, this time face down. She pinned my arm behind my back, not that she really needed to. I was already completely under her control by now. You won't be surprised to hear that she did not hold back. My ass soon turned an even darker color than my cock and balls. I kicked my legs for a while before breaking down in tears of great shame.
Once she was satisfied, I had to again go and apologize to each woman for making such a complete ass of myself. They laughed and made vicious jokes at my expense. Gina couldn't resist grabbing my ear and giving me a few hard open-palmed slaps on my burning ass. My futile efforts to evade her hand caused Amy to exclaim, "Look at the way his penis is bouncing around!"
"Would you like to give him a few good slaps, Amy?" asked Gina, holding me by the ear.
"Sure!" Amy said. She walked behind me and slapped me five or six times causing me to break down again in a fresh round of sobs. I think the other women were a bit surprised at the young lady’s brazen confidence. "Wow," laughed Amy. "This is, like, perfect frustration relief."
"I'll call you the next time he's bad and you can take him over your lap," said Carissa.
"Really?"
"It'll be my pleasure," said Carissa. "Now get over here, you bad boy."
I cried on over to Carissa, who locked my limp penis back in my belt and ordered me to go sit in my office and think about what I had done to deserve such treatment.
I cried all by myself as I heard the excited female chatter on the other side of the door. Both Amy and Sue had all kinds of questions. Amy told them about how I had hit on her in the past, and that I was obviously an egotistical, chauvinist pig. She said it was hilarious to see me “punked in such humiliating fashion.” Carissa told them every single sordid detail of what she’d done to me. Her stories elicited more joyous female laughter. I just lay on my stomach and groaned as I felt a combination of stinging and throbbing pain in my cock, balls, ass and anus.
Ten minutes later, Carissa poked her head in. "Come back out here for a minute, ass clown," she ordered.
Once I was outside, Carissa asked me, "Are we going to have any more misbehavior out of you?"
"No boss," I said.
"Then get down on the floor and promise these women you'll try to be a better, more obedient ass clown.
I went to each lady, and each one had a remark for me, like "I hope so," and "You'd better or your ass will be sorry." Meanwhile Carissa picked up the phone and filled in my wife on the details of the day. She handed me the phone and my wife's happy voice was on the other line.
"Well, Charley it sounds like you've had a most busy day."
"Yes ma'am.”
"You should know based on your lousy performance at work, I've decided to add another two weeks of chastity."
Oh no! I had expected to have the opportunity to come in a mere three days!
"Yes ma'am," I said, and felt the tears loosen again.
"Your allowance will be $20 a week for the next two weeks."
"Yes ma'am," I said, now crying for like the fifth time that day.
"Oh lighten up, you fool. At least you'll have no choice but to go on a diet. Now, I have to go. I have an appointment at the spa. Work hard, OR ELSE."
"Yes ma'am."
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