My name is Jake Waller. I'm a the VP of marketing for a company that sells construction materials to large-scale home builders; planned, gated communities, things like that. I'm 50, dark hair/eyes, and I still swim three times per week. My hair is half grey and I look 50, but a hell of a lot better than any of my colleagues or friends the same age.
I had admired Sean from the moment I saw him. He was 26, looked younger, with almost blonde hair and beautiful blue eyes. He wasn't very tall, maybe 5'9". He obviously worked out on a regular basis, and I was thinking about him almost to the point of obsession. He was straight, so there was no chance, but if I could just see him naked I'd have been thrilled.
Working late one night I went into his office to drop a file on his desk when something there caught my eye. I picked it out of his trash, read it, and then started a quick investigation of his desk. It appeared that Sean was setting prices with our competitors -- a major anti-trust violation that could not only land him in jail, but could cost the company millions in fines and treble damages.
I was pissed, but also delighted. My mind was already racing to figure out how I could turn this to my advantage and still save him and the company. The next day was Friday, and in the morning I would tell him I wanted to see him before he left and not to make any plans for the weekend. This was going to be good!
Friday night he knocked on my office door, and I told him to come in and close the door behind him. I indicated that he should take the seat opposite me with his back to the wall of glass that looked out onto the rest of the office. Then I handed him a folder with all the information I had photocopied. Within 20 seconds of opening the folder he started to sweat profusely. We all had been through several required training courses on anti-trust violation, and we both knew he was facing at least one year in a minimum security facility and an end to his career.
He swallowed hard and said, "Jake -- " He was so panicked he couldn't speak. Good. That's how I wanted him.
"What were you thinking?" I asked him sympathetically.
He paled under his tan and started to shake a little. Good, I thought. This was serious, and I was glad he saw that. I said, "You know, Sean, most guys who violate anti-trust laws either do it out of ignorance or greed. I don't think either applies to you, so what's up?"
"Are you going to turn me in?" he said, and the panic was clear in his voice.
"I think you know I don't have any choice, son" I said.
He hung his head low and, staring at his lap, said, "Please, Jake? Isn't there anything we can do? I'll go to jail. I'll lose my house. NO ONE will ever hire me again! I'm only 26 -- " His voice broke, and I was glad to see his face turn bright red. He was good and scared, just as he should be.
He looked at me with desperate eyes and whispered, "Please, Jake -- " but I held up my hand to waive away my secretary who I saw through the glass. She waived good night, and so did I. I looked back to Sean.
I sighed heavily, like I was taking sympathy on him. I already had my plans for him, but I wanted him to think everything was just occurring to me. "You know that we could be fined millions for this _s_h_i_t_?" I said as gravely as I could. It wasn't hard, since what I was saying was true.
"Yes, sir" he said and looked sickly at the floor.
I looked down at my desk and said quietly, "Do you want a way out of this, Sean?"
Hoped leaped into his eyes and he swallowed hard again.
"The whole point of sending you to jail and ruining your career is to deter others from doing what you did, son. It's not to make sure you won't do it again, because nobody is going to hire you after this." He slumped in his chair. I continued, "So, if you want to take your punishment from me -- and I'm talking some pretty serious _s_h_i_t_ -- then no one knows but you and me. And I guarantee you're never going to pull a stunt like this again after I'm done with you."
He looked at me warily and said, "What would I have to do?"
"Anything and everything I tell you to do. Let me be clear on this, Sean. If you agree to this the first thing you're going to do is take a bunch of whacks from my old frat paddle. Then you're going to spend the whole weekend doing my bidding. You're going to clean my house, do my yard, drop and do push ups when I tell you to -- and if you disobey me or displease me in any way out comes the paddle or my belt."
He swallowed hard, and was looking at me like I was insane. "So," I said, "do you want to go to jail and have your career end at the ripe old age of 26, or do you want to take your punishment from me?"
"Do I have a choice?" he asked, now sounding surly instead of frightened.
"This isn't a game, son. Maybe we should just call it off and you can call an attorney -- "
"No! No, please" he said hastily. "I'm sorry, sir. I'll do it. I'll do it, okay?"
"Good" I said.
He grabbed the edges of his chair tightly and whispered, "Nothing _s_e_x_ual, right?"
"What?" I asked, even though I had heard him clearly enough.
"You're not going to make me do _s_e_x_ stuff, are you?" he asked nervously. He was perceptive, I had to give him that.
I reached across the desk and offered him my hand. He shook it, and holding onto it I said, "You're just going to have to trust me, son. You realize that you've put yourself in a position that if I ordered you to suck my dick you wouldn't really have any choice in the matter, don't you? Is that what it would take to get you to straighten up? Should I find a male prostitute so that -- "
"No, sir!" he said quickly. "I'm sorry. I didn't -- I wasn't suggesting -- I'm just nervous is all. I really appreciate the chance you're giving me, sir. I really do."
"Good" I said. "Why don't you get your keys and follow me home."
He did just that, and I had him park his car in the empty spot in my garage next to my own car. We walked into the house and into the kitchen and he said, "So, what do we do?"
"You strip down to your underwear, and I'll be right back" I said.
He looked nervous, but started undoing his tie. When I came back in the room with my old fraternity paddle he was wearing a t-shirt, his jockeys, and a pair of dark socks.
"Everything but the Jockeys, son" I said.
He pulled off his socks, and then pulled his shirt up over his head and off. He laughed nervously and looked very awkward standing there in my kitchen in just his briefs. "There's a guest bedroom at the top of the stairs" I said. "Put your clothes up there and come back down here. You have one minute."
He grabbed his things and raced down the hall and up the stairs. He was back in almost exactly a minute, breathing lightly. He was gorgeous! He stood a good six inches shorter than me, and looked much more boylike dressed as he was.
"You ready to taste the paddle?" I asked.
"Not really" he said, and smiled.
"Come over here and grab your ankles, kid."
He did so, and I gently tapped the paddle on his backside. Without any warning I smacked it once across his butt with a loud SPLAT! and he leaped up and whirled around to face me, his hand rubbing his butt, his eyes furious.
"That hurts!" he yelled.
"Of course it hurts. Now get back down there" I said.
"Jake -- " he started, but I said, "NOW."
He stood there frozen, and I said, "Sean, there's no other way to do this. You are going to regret ever dreaming of breaking those regulations, and you're going to remember this weekend for the rest of your life. Now the more you disobey me, the more of this you're going to get" I said, waiving the paddle a little.
I held out my hand and said, "shake it" which he did, pulling back a little from my grip. I held onto his hand and said, "You're going to cry in front of me, Sean. You're probably going to ball your head off. You're going to sit when I tell you to sit, stand when I tell you to stand, you're going to ask my permission for every little thing you do and if you don't -- the paddle. Got it?"
He started to shake again, and I said, "It's going to take some getting used to, but you'll do it. It means you're going to have to trust me like you've probably never trusted anyone else." I squeezed his hand tightly and then let it go. "And you can you know" I said.
"What?" he asked quietly.
"Trust me."
"Don't really have a choice, do I?" he said, wiping at his nose with the back of his hand.
"No, you really don't" I said.
He turned around then and bent over and grabbed his ankles. WHACK! WHACK! WHACK! WHACK! WHACK! WHACK! I gave him six hard ones and he cried out, "Oh!" after each one.
"Stand up, son" I said. He stood up and turned to face me, and his eyes were moist with tears. "You know that we could be fined treble damages -- THREE TIMES the amounts in question?"
"Yes, sir" he said.
"Well, that's going to be part of your punishment. Treble damages in reverse."
"How?" he asked nervously.
"You're 26?" I asked.
"Yeah" he said.
"Divide that by three -- what is that? Eight and a half?"
"Yeah" he said.
"All right, then" I said. "Until Monday morning you're eight and a half, not 26."
"Yeah? he said, smiling.
"Yeah" I said. "Give me your underwear and put your hands on top of your head." That wiped the smile off his face. He did as he was told, and stood there looking at me panic stricken.
I grabbed his armpit hair and he drew a quick involuntary breath. "Did you have this when you were eight and a half?" I asked him.
"No, sir" he said.
I reached down and gently grabbed his balls and dick with my right hand. "Ah!" he gasped, and his arms shook as he struggled to keep them on top of his head. "Bet this didn't look quite the same either, did it, son?"
"Oh, God" he said. "No. Don't -- you're not gonna -- "
I let go of his crotch and said, "Eight and a half, kid." I pulled his arms off the top of his head and he let them hang limply at his sides. I grabbed his shoulder, turned him toward the door and smacked his butt. "Get up to the top of the stairs and wait for me" I said, and he bolted out of the room.
I got a tall glass of ice water and adjusted my hard on in my pants. Taking my time, I walked down the hall and up the stairs. Sean was waiting at the top as I instructed, half hard. "Let's go" I said, and nodded my head for him to follow me.
I led him into the master bath, and told him to get in the shower. He did so, and washed as I instructed him to. His dick grew even more, and his face flushed with embarrassment. "Is this really necessary, Jake?" he said.
"You call me Mr. Waller for the rest of the weekend, Sean."
"Sure" he said. "Sorry."
"And you answer 'yes, sir' or 'no, sir' when I speak to you, is that clear?"
"Yes, sir" he said, rinsing off. I handed him a new disposable razor and made him shave the hair off his legs while I watched. He had very little hair under his arms, and really not that much around his crotch. I made him rinse and step out of the tub, and then I got my electric sheers and he involuntarily stepped backward as I turned it on. The buzzing echoed loudly in the bathroom.
"Mr. Waller" he whined, "do we have to do this?"
I hooked my finger in a 'come here' gesture and, resigned, he stepped over to me. I made quick work of shaving his underarms and his pubes, and he looked away, mortified, when I lathered him up and finished him off. He gasped when I held his dick, and it started to grow more than half hard but not quite fully erect, which also embarrassed him.
"Almost done" I said.
Looking down at himself he said, "There's nothing left."
I grabbed his arm and led him to the tub. I made him get down on his hands and knees, and then bend over so that his arms were in the tub, but his butt was sticking out facing me. "Oh, God" he said, as he realized where I was going to shave him. His ass was so beautiful. He was muscular everywhere, defined everywhere. He had that beautiful 'blonde skin,' and I had a raging hard on.
When I had finished shaving him and gently tapped his puckered little hole and he said, "Don't'!" and jerked forward involuntarily.
"Settle down" I said calmly.
He looked back at me over his shoulder and said, "Please don't do that" and his eyes were so beautiful and pleading, it melted my heart.
"Face forward" I said, and he turned his head around. I smacked his butt hard with my hand, leaving a faint and brief imprint of my hand there. He grunted and I said, "Let's hear you count."
SMACK!
"One."
SMACK!
"Two."
SMACK!
"Three!"
SMACK!
"Four!"
SMACK!
"FIVE!"
SMACK!
"SIX!!!" he yelled. This boy couldn't take much. I rubbed my hand up and down his but, and briefly caressed his crack and reached under and gently grabbed his balls. He gasped, but made himself stay still.
"Brings a whole new meaning to 'got you by the balls' doesn't it, son?" I asked him.
He just hung his head without saying anything. I patted his butt and said, "Get up" and he did.
He was looking at the floor, and I said, "Look at me, Sean" which he did, defiantly.
"That's not the right attitude, son" I said.
"This is so _f_u_c_k_ing humiliating" he said. "Are you happy? Is this what you wanted?"
"Come here, kid" I said, dragging him by his ear out to my bedroom. He didn't resist. I sat down in a chair and drew him across my lap.
"Oh, Christ" he said, as he landed over my lap. I began to spank him then, bare handed, just as if he were a little boy. His cheeks quickly got pink, then red. He was silent at first, but started saying "OW!" after every smack. I didn't stop until he was pleading for me to stop.
"Get up" I said, and he did so, holding his butt cheeks with both hands.
"Got get your belt and bring it to me" I said.
He looked like he was about to argue, thought better of it, and turned and walked out of the room. He came back with his belt, and swallowed nervously when he handed it to me.
"I think I've had enough, sir" he said.
"That's just it, Sean. You don't get to decide what's enough" I said. "I do."
He licked his lips and said, "I'm sorry I copped an attitude in the bathroom. This is just so _f_u_c_k_ing humiliating -- " he rushed forward and put both his hands on my right arm as I started to double up the belt. With a shaky voice he said, "I know I deserve to be punished, okay? I know that, sir. I really do. But isn't this too much?"
He looked pitiful, but something about it made me even harder. "One weekend of servitude versus a whole year of jail and no more career, Sean? Does that sound like too much?"
He looked down and closed his eyes. I reached up with one finger and lifted his chin. He opened his eyes and stared into mine. "I expect you to be obedient and contrite this entire weekend, son. You got that? I don't ever want you to think for a minute that you don't have to do something I tell you to. You're being punished, and I want you to tell me that you're going to be obedient."
He nodded his head quickly and said, "I'll be obedient."
"And contrite" I said.
"Yes, sir" he said.
"Come here" I said, and I put my foot up on the chair I had been sitting on and pulled him over my knee, standing. I brought the belt down across his butt and upper legs ten times, in quick succession. He cried out after each smack, and then I told him, "Stand up straight."
He reached back and rubbed his butt cheeks, trembling. His face was wet with tears.
"What are you going to be this weekend, Sean?"
"Obedient and contrite" he whispered.
"Louder" I said.
"Obedient and contrite!" he yelled, and the tears flowed down his face. His dick had shrunk to nothing, and I turned him around and rubbed his shoulders. His body visibly stiffened at first, then relaxed, then relaxed some more.
I patted his side and said, "Go take another shower and wash your hair this time."
He got in the shower and as he began to bathe himself he got more than half hard, then fully erect as he started bathing his crotch. He tried to turn away from me, but I said, "Let's see what you got there, son."
He turned to face me, and I opened the door that was farthest away from the shower head. "I don't know why..." he said.
I grabbed his dick, making him grunt, and when I stroked it a couple of times he briefly closed his eyes and then opened them again. His arms were shaking violently as I did this, and I let go and we just stood there looking at each other.
"You're going to find it's a lot more sensitive without hair" I said.
"It is" he said.
"Did you get boners when you were eight?" I asked him.
He grimaced and said, "No."
"Then get rid of it" I told him.
"Get rid -- " he started, then blushed when he caught my meaning.
"Grab some soap and get to it" I said.
He did as he was told, and looked at me as he started stroking it and said, "That's gonna burn when I have to pee."
"Yeah" I said. "Probably."
He must have resigned himself to obeying me, because he closed his eyes and started yanking his dick furiously. In just a minute he shot a big load that splattered up his chest and onto the wall of my shower. He opened his eyes and looked at me, and for the first time that night I saw true subservience in his beautiful baby blues.
He cleaned up, got out and dried off. "I have to piss" he said, stepping over to the toilet.
I grabbed his arm and said, "You ask permission for everything this weekend, Sean. I mean everything. You're already getting another spanking for turning off the shower, getting a towel, drying off, and getting out of the tub without asking permission."
His whole body slouched when I told him that, but he didn't argue.
"Can I take a piss, please?" he said.
"No" I said and turned to walk out of the room.
"Mr. Waller?" he said, grabbing my arm. "Please? I really need to go bad, sir." He was so cute. His body was so beautiful, and with no hair he looked like a little boy. I couldn't resist him.
"All right" I said, and he walked over to the toilet and lifted the lid. When the first drops started to come out he started to yell.
"Arghh! Arghhhh!!!!" he hopped back and forth from one foot to the other, holding his dick and squinting his eyes shut. Must have gotten soap in it, I thought.
"Arghh! Oh, God!" he said, still peeing and squinting his eyes tightly shut. I walked up behind him and grabbed his biceps tightly. I gently pulled him toward me, and he willing leaned back against me. "Oh, God! That hurts! _s_h_i_t_!" he yelled, and finally his whole body relaxed and he leaned his head back against my chest.
"We're going to give you another spanking and then you're going to bed" I said.
"It's only -- yes sir" he said, realizing that the longer he was awake the more I'd put him through. I took him back to my room, pulled him over my lap and gently spanked his butt. It was more to humiliate him and treat him like a little boy than to punish him. When I let him get up his face was bright red, but there were no tears.
"Bed" I said, pointing to my door. He walked down the hall to the guest bedroom, and I followed him in.
"If you need to get up to use the bathroom in the middle of the night, you come and ask me first, Sean. You don't get out of bed in the morning until you've asked me. You got that?"
"Yes, sir" he said, and climbed between the sheets. I pulled the covers up to this chin, ruffled his hair, and walked out and turned out the lights. I left his door open so that I could check on him later.
Then I went back to my own room, closed the door, stripped naked and jacked off to the memories of the preceding couple of hours. This weekend was going to be so hot! I took a shower, then pulled on some pajama bottoms. I turned off my light and crept quietly down the hall, a belt in hand.
Sure enough, I heard sounds coming from the guest room. I didn't think he'd be able to resist jacking off in his new hairless state.
I flipped on the lights, and he squinted his eyes shut and said, "I'm sorry! I'm sorry!" as I reached over and grabbed his arm. His eyes adjusted quickly as I yanked him out of the bed, his dick bobbing up and down.
"Did you ask permission to jack off?" I asked.
"No, sir!" he said, clearly afraid of the strap in my hand.
"Face the bed" I said, and he did so. His body was so hot! His wide shoulders made a "V" shape down to what had to be a 28" waist. His butt and legs were muscular. I smacked the belt across his butt and as he yelped I said, "You're going to beat off and cum in your hand, you got that?"
"Yes, sir!" he said, and started to wank furiously.
I kept spanking him with the belt, sometimes gently, sometimes, hard, until he groaned and shot another load into his hand.
"Turn around and show me" I said, and he did. His dick was still stiff and dripping, and he held up his cum filled hand meekly. I scooped some onto my finger and he only leaned back a little as I pushed that finger up to his lips.
He gulped and two tears ran down his face, and I pushed my finger into his mouth and ran my finger over his tongue. He started to gag, and I quickly withdrew my finger and said "Swallow that." He swallowed convulsively and more tears started to flow.
"Beginning to see the error of your ways, son?" I asked him. He just hung his head low and nodded yes.
It was going to be a good, long weekend...
NOTE: As always, I need suggestions...orangecatholic@yahoo. com