The reading of this story is restricted to 18 year olds or older. If you ignore this, it is against the author's wishes.
I am Robert Westgate. Perhaps you know the name. I was featured in Fortune Magazine as the youngest CEO in the securities field. Yes, I'm not yet thirty. The article featured a picture of me. There I was in swimming shorts, caught diving into my estate swimming pool. I had to admit I looked good in all the pictures. I six feet one, dark curly hair, strong square handsome face with twice a day whiskers. My body is partly the creation of three hours per day, three days a week in the gym. I have a fair amount of black swirling hair on my chest and belly. I don't shave my body nor shape my public hair. I think natural is best. I am an aggressive guy. I wouldn't have gotten this far had I not been. I clawed my way up from a poor family, got a college scholarship for my bachelor's degree and another for my MBA. My first job was with one of the big brokers. I tied the record for sales the first year I was there. Within three years I started my own company.
I am gay.
I have avoided sex, male or female since college.
Why?
If it got around my business would suffer. Brokers have very little tolerance to people who are "different".
I decided that if priests can do it, I can do it too. After all, I have outstanding self-discipline.
Well it worked perfectly. I folded my sexuality into my work. It helped give my drive and concentration and single mindedness. Yes, it worked until Christopher applied for a position.
Let me digress to explain my hiring philosophy. I favor hiring athletes. Why? Because they are hard drivers, brave and aggressive, but I like that tempered with some sensitivity so they are not just beasts. The perfect hire might be a guy who was a college quarterback yet played the violin with concert quality expertise. I think you got the idea.
I had already formed a team of six brokers. They were independent in their compensation and allowed to leave and make outside calls or use the phone. The compensation was outstanding in the industry so everyone wanted to work for me.
I got a call from a professor from Columbia University, where I obtained my MBA. He was my favorite instructor. He told me that he never gets involved in recommending students, but this young man, Christopher Manly was so outstanding and so fit the profile of the type of agent that I sought. I agreed to interview him. The appointment was set for the following Wednesday.
My secretary buzzed that a C. Manly was outside to see me. Truthfully I had forgotten the appointment, but I had a few minutes and asked that he be sent in.
When he walked in the door I was immediately taken with him, so forcefully that I stuttered and behaved strangely. I don't know what he must have thought of me. Now this is strange because the company was filled with ex-jocks. I knew they were hot and attractive, but I never felt that they were candidates for intimacy. This young man was my fantasy of sexual desirability. He was an inch or two shorter than I, but bigger in the shoulders and chest. His small waist was a surprise in one so muscular. When he sat down I could see his strong thighs that pressed out against his trousers. He had bright blue eyes that seemed to crackle and send sparks. The rest of his face was perfection: his long thin nose, arched eyebrows and wavy dark blonde hair. He was especially breathless in seeing his mouth. It was wide and arched to a center that pouted as though he was saying "Who?".
I shook myself and got into CEO gear. I extended my hand. He took mine in his very large one and clasped me warmly. "I'm so glad to meet you Mr. Westgate. Professor Stein constantly refers to your talents in creating a new type of brokerage house."
His voice was deep, buzzy, and intimate. The kind of voice that would whisper in your ear and turn you to jelly.
I held my calls and devoted a half hour to interviewing the lad. I learned he was twenty-four, his sport was volleyball and he received a partial scholarship from that. His father died before he was born. His mother worked for an international relief organization and he had lived in several countries during his growing up period. He spoke three languages. Was he married? No. Prospects of marriage? Dim, he told me, as he had no girl friend.
Now our interviews get real personal. He had regular sex. Different girls on dates. He did not consider himself an expert lover, but he felt that he loved giving pleasure and that made him popular with the various girls he dated. He admitted to feeling uneasy if he didn't have sex for more than two days. His sexual practices were more varied than most of the guys we interviewed. He loved oral sex, both giving and receiving. He experimented with bondage. Drugs? Sometimes pot on weekends. Attitude toward homosexuals? I don't know any personally, but as long as they leave me alone I have no strong opinions.
I hired him. I left his training to my top producer, Greg O'Brien.
I got a report after a month from Greg. "He doesn't need me anymore. He's a go-getter. And he'll make lots of money for himself and us. And......he's a really nice guy. We played squash together. He's a phenomenal athlete, but very modest. You did good boss."
Naturally I saw Christopher, name called Chris by everyone, as I walked past his little office or on my way in our out. He smiled pleasantly at me, just the proper way for an employee to an employer. He became in a short time a very popular guy. The women loved him. He always asked with a "please" and always thanked them. No flirting, but the guy was so hot, it wasn't necessary.
After he had worked for us for three months, I sat at my desk and I decided that life was too short. I was getting frequent hard ons over this guy. I had to have him. How? First of all he obviously was not gay. Secondly, as his boss I had to be careful of sexual harassment actions against me, not to mention my reputation. I considered all sorts of possibilities, some laughable: Drugs? chloroform? Hire thuds to kidnap him? Get him drunk? Hire a hypnotist? None of these was safe or practical, besides I didn't want to harm him. He was a valuable employee. I not only began to like him, but I felt protective, like an older brother.
I told the story to an old classmate of mine. He was gay. We never "did" it together but he was a confidant. When I described the situation, he said, "Why not just ask him?"
It seemed logical and sane. Naturally there were risks, but I they were worth it. I asked Chris to step into my office. I told him how pleased I was with his progress. He beamed and blushed with his perfectly shaped white teeth. (Oh how can I stand being in the same room with this boy without grabbing him?) I invited him to come to my estate for the weekend. "This is not a business meeting, just some good food and swimming and may you would like to use my gym set up."
He was very pleased.
Now I had occasional office parties at the house and grounds, but rarely had I had a single employee over. Chris arrived at the appointed time, 10:00AM the following Saturday. Wow, he looked good enough to eat, and I will, if I die trying. He was wearing a white polo shirt and khaki shorts. He looked younger than he did in his usual dress clothes. I enjoyed his strong legs decorated with blond hair on shins and thighs, and the knit shirt showed off his chest development nicely. He stood by his old Chevy looking lost. I came out of the side garage door and greeted him. "Come on along. I made a late breakfast for us."
Chris is a good eater, a sign of his robustness. I liked to see him shovel in pancakes slurp coffee. It was also a sign that he felt at ease. We talked business for a brief time. "Hey man, I bet I interfered with your usual Saturday morning sex romp."
"No-o-o, actually may present and now ex is not in the picture. I guess I'm back as a handy-dandy self-satisfier. You know what I mean."
"Tell me about it. I've been a monk for a long time, maybe five years now."
"Whew, how do you stand it? If I don't get off with a good fuck, I'm hurting."
"Well, I can't hardly stand it, but I do. I've enmeshed myself in work. As you can see, it has paid off."
"It sure has, but now you ought to relax and cut loose. You still a young guy, maybe a few years older than me. I could pass you a few sure thing numbers."
"Thanks, that's nice. Now let's see how the few years you got going for you help you beat me in a free style race."
Chris's eyes lit up. I could see that he loved a challenge.
We went into the cabana near the pool. He had brought a pair of sedate tartan swim shorts. "Hey kiddo, you can't race in those, they will slow you down. I got a selection of Speedos on the rear wall. You can pick between really brief ones like a male model or racing types."
I was undressing as we talked. I stopped when I was nude and walked across to the suits hanging there. I chose a yellow string bikini, may ass cheeks were shown to great advantage. Chris looked me over, his hands on his hips, "Nice, you were that on the beach and you will be arrested.........or..........."
I finished it for him: raped?"
He was perfectly comfortable shucking his clothes and standing naked at the rear picking a suit. He picked a copy of the US Olympic suit, with the flag on the front. Yeah, I hope to raise that flag.
He sprinted to the pool and then stood and whistled. "Hey, this is competition size."
"You trying to chicken out?"
His answer was to take a sweet, neat surface dive into the pool and swim with a graceful crawl stroke. "Now that I see your crawl, maybe we should limit the race to back stroke. I won medals in that."
Chris laughed. "I did too."
We raced each other several times. Chris usually won, but I pulled a win on one.
We caught our breath and sat on the lounge chairs. The sun was beaming, as it was noon. I reached into the cooler and offer him a beer, and took one for myself.
We sat together and sucked up about three beers apiece. We both felt warm and comfortably, not drunk, but lightly buzzed.
I decided this was the moment. "Chris, I haven't had sex for so long because the kind of sex I prefer would not fit into this profession."
He took that in. "Kinky huh?"
"No gay."
"Whew, I didn't expect that. You're such a macho guy."
I laughed, "You say that because you have all kinds of stereotypes. I am straight in every way except in bed."
"I hope you didn't invite me here thinking I might like a little........."
"I would never do anything to risk our relationship, or something you were opposed. However, I will admit that I find you extremely attractive and I wish it were possible."
Chris was quiet a long time. "I have thought what would I do if someone offered me a lot of money to have sex with him. I long ago decided that even a real lot would compromise my ethics and morals. And that is beside the fact that I am definitely not turned on by guys."
"Are you repulsed by the idea of sex with men?"
"No, it's what I said, "I'm not turned on by guys.""
I drink a little more beer. "I bet there is something that might make you change your mind. Speaking abstractly. What about a brand new Corvette?"
"Now you're talking. No I am only kidding. Even that, as bad as want it, won't do the trick. Or make me the trick. But, just speaking in the abstract, and I don't want you to think that I am making a deal here, but if you were to offer me the position of assistant to the head broker/manager."
"Ha, you drive a hard bargain. Let me think a minute."
"Wait Robert, you must realize that I was just kidding. It's the beer talking. Forget I ever said that. I apologize."
"Chris, it's true I want you, but I also realize that you are a great employee, you're talented and will bring in lots of profits for the company. What I'm saying it that pushing you up fast may not hurt the firm. And.........it will sure benefit me. But remember, this will be the only one time."
"You're serious? How can I can I refuse. I can buy six Corvettes." He got up. "How do we do this."
"Don't look like you're at the dentist for a tooth pulling. I have enough confidence to think that this will not be an unpleasant experience. Follow me upstairs to the bedroom, friend."
We walked together. I could see his right hand was shaking. Once in the room he sat on the edge of the bed. "Should I take off the bathing suit?"
"Yeah, that would be a start. I'm getting naked too. That's the way we do these things."
He laughed. That was a good sign. I came over and pushed his shoulder and he fell on his back on the bed, his hands across his cock. Ye gods, he looked fabulous. His belly was so nice, so smooth, so toned. And his big thighs ballooned out as he lay on them. He didn't have these large pecs, but his were tight and the nipple was positioned toward the bottom from his muscular development. His skin was pink white and the corolla of his tits was pale, almost invisible, but the tits were nice and pink.
I sat next to him. As my hip touched his, he flinched. "Chris, you can quit anytime you wish and I won't hold it against you."
"No get to it."
I touched his breasts. That was a surprise to him. I bet with all his experience, no one has ever stimulated them. He relaxed back onto the pillow and closed his eyes. I began softly rubbing them, them flicking my finger across them. Each intensity of action produced a favorable reaction. Then I used my nail and flicked harder. He let out a masculine grunt. Good sign. I might as well go for the bigger show. I licked his tits, back and forth and then sucked them gently. He said "uh" a few times. Somewhat noncommittal I thought, but at least not negative.
He cleared his throat. "I sort of thought the deal was that you were going to jerk my off or suck me. I hadn't expected this other stuff."
"I think you liked it, didn't you?" I stroked his beautiful check as I asked.
"Well yes, a bit, but......"
"Why don't you just relax and let the boss handle this." I passed a finger over his adorable mouth as I said this. He also kissed my finger out of reflex.
He signed and sank back on the bed. I lifted his hands away from his cock. It was basically soft, but slightly full. It lay against one hip, the foreskin slightly retracted and exposing a very pink shiny head. I will check it to see if any pre cum shows later. That will be a definite sign.
He was surprised again as I did not dive for the prize, instead I softly caressed his belly. He murmured when I did that. I decided he was a sucker for babying. Back and forth, soft and arithmetically I continued for a long time. He was faintly purring though I bet he didn't realize it. What a sweetheart. I tested him. I lifted my hand and waited. He opened his eyes. "Something wrong?"
"No I just wasn't sure you liked that. Did you?" I had to get a commitment from him before proceeding.
"Yeah, it was okay."
"Should I continue?"
"If you want to."
"No, do you want me to?"
He said this impatiently. "Yes, I want you to. I also think we shouldn't talk so much. It breaks my mood.?
I laughed to myself. He wants action.
This time I circled his cute inny navel. Then I leaned down and licked in and out of the hole. He really liked this because his cock began to rise. I could see more of the pink head. I think he had a long head there inside still to show. I loved long heads.
At last I reached below his balls and stoked the crease there. That was a surprise for him. I think he was afraid I was going for ass hole. But the good feelings overtook him and he relaxed again, this time with he pretty mouth slightly open. This meant that his breathing was deepening. I checked his balls. Nice and big, the sack droopy and warm. I lifted the sack gently and petted each side. A flush was forming on his pale cheeks and on his upper chest. A lot of blood was rushing around my friend. While I was tickling the underside of his balls (a sure turn on for most) his hardening cock bumped my hand. He said, "Sorry," softly. Okay, he was really getting into it. He knew he was getting aroused. To knowledge is power.
I picked up his cock. He took in a sharp breath. I just held it and let it harden in my cupped hand. He was breathing harder. I could see now that there was sheen of moisture near his piss slit. Another great sign of participation, and that produced a slight odor. I wonder if he smelled himself. That could really turn on a guy. I put my thumb over the head and swiped it once. He stiffened. I think it scared him because it felt so good. I did it several times until I think it was more stimulation than he could stand at this moment. I put my fist around the shaft, my curled index finger up close to the join of his foreskin and moved up and down very gently, taking his foreskin with each stroke. He gasped. This was more like the real stuff to him. I could see that he was slightly, unknowingly lifted his lips to get me to move faster and harder. This boy wants his cum when he wants it. I have a feeling that he wasn't the great lover in spite of all his conquests. He's too much into getting off. He had told me that he likes oral, both giving and receiving and that probably explains why his tongue has just licked his lips. I began a more conventional pressure and stroke. He liked that, he moaned. He tried to suppress his further moans, but they burst forth. I think he decided to throw control to the winds and just enjoy the wank from his boss.
I leaned down and took the head of his penis in my mouth and licked the slit. He got a little bossy at that, he grabbed my head and tried to push it down and at the same down pushed his hips up. I lifted up as he pushed so that he gained nothing. This was my show. I'll run it myself.
"Robert, are you planning to give me a blow job? If so, please do it. I'm really hard up and wanting. But if you don't want to, just jerk me. Let me lick you hand for moisture and go to work."
"Chris. I'll give you to best blow job you have ever had." He moaned at my words. "But I just want one little favor from you."
"No ass, not mine and not yours, or the deal is off."
"No nothing like that. I just want you to take your hand and give a few friendly strokes on my cock. Look it's sticking up and leaking. It needs attention too."
"Robert. You are trying to make me into a gay boy and I just haven't the heart for it. But if I do it once of twice will you get me off and drink my cum?"
Where did that come from? He must have been projecting that I would do that. Of course, I will but.........To my surprise I felt his warm hand touch my cock. He curled his fingers around it and gave a couple of shakes.
"How did that feel to you Chris? Was it horrible to do it?"
"No it was okay.
"Just do it five times with feeling and then I'll go to work on you."
I lay down, letting my cock stick up in the air pulsing with my heartbeat. I kept my eyes closed so that he wouldn't think that I was examining him. I heard him take a deep breath and then I felt a tentative single finger touch the head of my circumcised cock. Naturally it jumped in excitement. He touched it again and again it jumped. "It's a nice one," he said, "Although I have only my own to compare."
I couldn't help tease him. "Come on Chris. I'm sure you took a peek at the guys in the gym locker room."
"True, but not sexually, you know like you would check out a guy's arm muscle."
"Sure," I said sarcastically.
"Will, five times you say. I better get on with it so you can do your work on me."
He curled his fingers around and gave a hard stroke, from root to head. Not very sexy, but manly he must have thought. This time he did it again, slow and softer. I moaned loudly. "I must have done it right," he said.
"Again please," I groaned. He began wanking me. I was amazed. He stroked at least ten times. "I'm getting pretty close. You want me to spew?"
"No, that would mean I gave you a hand job."
"Okay, you did good. I'll let you off the hook for the moment."
I took his cock back in my mouth and this time a suckled it and moved my mouth up and down vigorously. He was now crooning with pleasure. Finding him totally diverted by my sucking I reached a finger around his glorious buns and stroked his anis. He let out of howl. "You fucker. You're playing me like a violin."
"But you love it."
"It ain't bad."
This time I allowed his cock to enter my throat. I'm sure he never felt anything like that before. "Oh shit, this is too good. I don't know how long I can hold on."
I did two things at once that sent him to his own private cum heaven: I swallowed with his cock in my throat, over and over again, and I took my cheeky index finger and changed from stroking his puckered ring to entering. He put his hand on my shoulder and kneaded it, this pinched it then began slapping it as his cum overtook him. I never saw anyone get such a bang out of coming. He was almost in pain, shaking and drooling, choking and crying out. His quantity of cum was prodigious. I kept swallowing until I had to take my mouth away. His sweet junior executive spooge rolled down my chin and his cock still dribbled a little.
He lay there a pretty long time, taking deep breaths, swallowing and shaking his head to clear it. "That was a mind blower. I never in my whole life felt such a strong orgasm, and the sensations you produced the whole time were so good, intoxicating. I have to be careful not to get hooked on this man sex."
I put my arm around his shoulder and drew him to me. He came over, he head falling naturally on my chest. "I loved making you happy."
He purred. "It was good. But now I worry about you. You were left high and dry. Is there something I can do for you?"
He said this without enthusiasm.
"I can see that you would recoil at oral sex, but I notice something interesting. Did you know that you are very anal centered? When I stimulated you, it had a profound effect. Would you like to investigate this?" As I said it, I reached a hand down and stroked his athletic, tight ass. He wiggled his bottom unconsciously and grunted a few times. I knew he loved it. He had discovered something about himself he never knew.
"That's making me hard again. You are a devil, but I think I love you like a brother. You are taking me on a journey into strange places. I never knew I'd be so compliant, but relaxing and going with it seems comfortable to me. With woman I had to lead, to be intrepid. I think it wore me out."
This was perfect. He was regressing to being a boy again and letting Daddy show him new stuff. I reached into the night table and took out two things: a bottle of poppers and a tube of very slippery lube. At first he looked with alarm at these objects. "Hey, I am getting nervous here."
I surprised him by leaning over and placing my lips against his. By habit he kissed back. Then he pulled back from the shock, and then kissed back warmly. He kept kissing and tonguing me until my head was spinning. I moved in front of him and separated his legs. I pushed myself between the legs and lifted them so that they rested on my hipbones. His eyes looked wild and scared. As I lubed my cock and talked softly to him, reassuring him that I would never hurt him that he was in for a great experience. At the same time I rubbed lub on his pink ass lips that opened and shut in passion. He was wanting it badly, even though his brain hadn't absorbed it. As he felt his ass being put into position he began to almost sob in fear. I uncapped the poppers, held one of his nostrils and ordered him to sniff deeply. He obeyed like a good boy. I could see the change in his eyes, they clouded over, and he began hyperventilating. "Okay Bobby, do it carefully. I'm ready."
I put my finger in and felt for his hot button. He let out a loud "O-o-o-o-h. That's so good."
"It'll be better with my cock doing to petting of your bump inside." I have him another hit of poppers, he was sailing away as I pushed the head of my cock inside. He still was out of it, but his ass wanted more. He reached behind me and pushed my ass toward him, making my cock sink deep inside him. I left it there. The poppers were wearing off. His lip was trembling and sweat was almost jumping out of his body. His face was drenched and his front was slippery as I moved forward. I bottomed inside him, my pubs against his. I stayed that way, and then I moved my body in a slight circular motion. He began to moan. I withdrew a little then sunk back, my cock making a strong prolonged pass over his prostate. He moaned over and over, his eyes rolling up in his head.
"Are you ready for the main event?"
"Yeah, fuck me hard. I'm your boy."
Although Robert was pleased that Chris had changed so much since the few hours that he arrived, he was also a tiny bit smug that he had been the agent of conversion. Robert wondered how, he who had been out of the game for so long, could have been the agent of converting, or at least unleashing the potential in Chris. In any case, here was the supreme test. He put the blunt end of his cut cock at Chris crinkled opening. The pink hole pulled tight. Uh uh. Then he remembered what has opened him up back in college. He bent way over and put his tongue on the opening. Chris let out a loud "ah and uh uh, yeah." That was the magic move. The hole relaxed and his cock went in partway. "Stop!" Chris shouted, "Give me a minute to get used to this submarine entering my sea gate."
Robert stayed 'steady as she goes' until Chris said in a small choked voice, "Okay Boss, give it to me like I deserve it."
Ah, something new he learned now: Chris may want to be punished. In spite of his manly competitive athletic stance, he was a bottom, a sub at heart. Very interesting. Robert decided to push the envelope further; he slapped Chris on the dimple of his ass cheeks. Chris said "Ouch," but then cooed a bit in pleasure. But also as he slapped the boy, Robert's cock slid in almost to the root. "Ooh," Chris said, "You feel big, I hope you're not going deeper. I already have a zeppelin in there."
"Okay sweet friend. I guess I better pull out."
"No, no you shit head. Push all the way in. I might as well do the whole deal."
Robert pushed. His pubes met the soft blonde pubs of the panting boy under him. He began to think of his own pleasure. He had been hard for a long time. Now it was his moment. He began pulling out, preparing to push in. He had to laugh as Chris ass followed his withdrawal. "Just be patient, I'll be back in and then out and then in."
"Yes, fast and hard."
Now he fucked for real, he panted and thrust, he sweated and grunted. Meanwhile Chris was crying out his pleasure, crooning like a cheap whore. Robert was getting double pleasure. This was it, he gave his thrusts all he had and suddenly his body froze in a delicious paralysis. He began to spew great ropes of hot cum into the younger man's receptive ass. Dimly in his orgasm he could hear Chris saying, "Oh shit, I'm coming again, just from your thrust inside my body."
When the two separated, falling apart like two exhausted runners, Robert said, "You are a great sex partner. I loved every minute with you."
"What can I say? This is all new to me and beyond any expectation of sexual pleasure. You are a master. Can I call you master?"
"Yes, but not at the office."
They both laughed.
Chris sat up. "Robert, I want to relieve you of the offer to make me assistant manager. Let me earn it. This day was more treasure than power and money. Let me kiss you. This is the only time and place we can do this. At this office we must assume our boss/employee roles as before.
They kissed so long that Robert began to think that Chris wanted more sex as his stiff cock was pressing against Robert's stomach. "You hinting?"
"No, I had enough for today, but I can't convince my cock of that."
"How about a swim?" Robert asked.
"Yeah!"
They sprang up, put on their suits and ran downstairs like teenagers.