This story is a work of fiction and contains descriptions of explicit sexual acts of boys and men discovering their sexuality. It contains graphic scenes of sex between consenting underage boy and adult males... If this type of content offends you or you are under the age of 18 do not read it.
Author's Note:
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Copyright 2016 Wolf, All rights reserved.
You may contact me at pomowolf74@yahoo.com if you like. All flames will be ignored.
Boss Turned Me Out
By
Wolf
I was brought up in a very religious family. We went to church every Sunday, and I was taught that it was wrong to cuss, and my parents insisted that I should respect women. They insisted that I should keep myself pure for the right girl, by not having sex with any girl until I was married.
When I reached puberty I discovered the pleasure of self-stimulation, but my mother caught me playing with myself and punished me severely, and lectured me about the sin of masturbation. Her lecture made a lasting impression on me. I never played with myself again. I even felt guilty with I had night emissions in my sleep. How could I hide the stains on my underwear from my mother? I would rinse them out and hide them until they were dry before putting them in the hamper.
That was not particularly hard to keep, because I was too shy to talk to girls growing up. I felt uncomfortable in the presence of girls.
I never thought of myself as particularly good looking. There were always other guys that attracted the girls. I had been a redheaded boy with freckles. I felt self-conscious about my looks. Other guys were bigger and stronger than me. I felt awkward when it came to sports, so I retreated into my private world of art. In school I relished art class, but also took drafting classes.
In college I became a proficient draftsman. When I graduated I sought employment as a draftsman. I was hired by a professional architect.
My boss was a ponderous man. He weighed at least 325 pounds if he weighed an ounce. He had a booming voice, but could be very gracious when dealing with clients. His big head had a square jaw that looked like he needed to shave, even if he had shave minutes before. His brown eyes were piercing under his bushy eyebrows. He had a pronounced receding hair line. He always looked out of place in a business suit, but had to wear one to work with clients.
Looking back on it I realize he hired me because by the time I was an adult my hair had turned blond and my freckles had faded a lot, and he was attracted to me.
Everything was going well. He appreciated my skill at preparing the detailed drawing including perspective drawing of the way the building would look like. More and more he would take me to job sites to get a better perspective of the surrounding of the future building.
As much as I admired him I also was intimidated my him, so I made a point to never argue with him.
One day he told me to pack a bag for a week's stay on the west coast t look at the sight of a home he was commissioned to build for a wealthy customer on a bluff overlooking the Pacific Ocean. I was excited to see the Pacific Ocean for the first time. It promised to be as much a vacation as a working field trip.
This was the first flight for me. He had made arrangements in advance for a rental Cadillac to be waiting for us. It was a two hour drive up the coast to the small beach community we had a luxurious hotel room to stay in. The client met us and drove us up the coat to the location of his future residence. Somehow he had managed to procure coastal property from the State and wanted an estate befitting his political and financial status. We discussed what he had in mind, like he wanted a clear view of the ocean from the family room and master bedroom. He wanted a seven car garage, and a lift down to the beach.
When they were talking I had a sketch pad and was making drawings building his dream home into the landscape. The goal was to make the palatial home fit into the landscape so well that it would hardly be noticeable from the coastal highway. We spent the whole day talking to him. We had lunch at a nice restaurant in the local community. Eventually the gentleman made is exit leaving my boss and I to wonder around the town soaking in the flavor of the community. I was making sketches because a lot of the buildings had a California Spanish influence and we wanted to include some of the look.
We had dinner at the hotel and consumed a lot of wine with our meal. Before returning to our room he bought a bottle of Pinch Scotch that cost almost 50 dollars in a felt bag. When we were in our room we took off our jackets and ties. He removed his shoes before getting a couple of plastic cups from the wet bar, and he told me if I had to have ice I could take the bucket and go fill it down the hall. I took the bucket and trotted down the hall to the ice machine and filled it. When I got back to our room he had stripped down to his silk boxer shorts.
I was accustom to his ponderous body, but had never realized just how hairy he was. His back was covered with a thick mat of dark hair. His flabby man tits were equally covered with hair. I assumed the only reason his belly didn't have hair on it was friction of clothes. Hs thighs were hairy too. The fly of his underwear gaped open enough as he sat in the lounge chair in our room, so I could see a thick patch of dark hair almost hiding a thick head of his cock. He was drinking his Scotch straight.
I put a couple of ice cubes in my cup and he poured a generous amount of Scotch into my cup. I was not much of a drinker and had only been drunk a couple of time in my life. That first sip of the Scotch burned my throat going down. The smell was pungent, but the second sip went down easily. It didn't take long before my cheeks tingled.
My boss suggested that we sit on the bed to watch some movies on the tube. So he took two pillows and propped himself up against the headboard. He told me to make myself comfortable, so I took all of my clothes off except for my tidy whites, before propping up the other two pillows against the headboard and joining him. He used the remote to turn on the TV and flip through the channels. I was getting a bit tipsy.
He said why not watch a little porn. He disabled the parental control and selected a movie.
I had never seen a pornographic movie before. Right from the start there were two sexy blondes with very large breasts kissing. Eventually they got around to sucking each other's breasts and pussies. It shocked me, but it also titillated me too. My penis started tenting up my underwear all on its own.
My boss noticed my boner before he placed his cup down and reached over and placed his hand on my boner. It me so much that I was motionless for a moment. He wrapped his arm around my shoulders and placed his hand on the back of my head and kissed me on the mouth. I couldn't believe it when he forced his tongue into my mouth. I surrendered to his well.
He pulled the front of my underwear down to expose my penis and balls. The he bent over and took my cock into his mouth and sucked on my cock. I knew that I had been taught that such things were wrong, but it felt good. I simply rested my hand on the back of his head. He bobbed his head up and down until I actually squirted cum into his mouth. When he lifted his head he kissed me again, and I tasted and felt the slimy texture of my own cum in his mouth.
He sat up and lifted his butt up as he pulled the snaps of his shorts before pulling them down and kicked them free of his thick feet. Then he settled down on the bed and I couldn't take my eyes off his crotch. He had large balls that looked almost as large as a softball, that there wedged between thick thighs and almost swallowed his cock. He pulled his cock out and I saw just how thick it was. I swear it was as thick as a can of V-8 juice and about the same length. His foreskin was thick and only covered half of the purple head. When he peeled back the foreskin I saw his total head.
Then he used his other hand to pull my head down to his lap. I felt the silky smooth flesh of the head of his cock before opened my mouth and tasting my first cock. It was all new and very erotic, smelling his sweaty flesh and the flesh of his meaty cock. It didn't take long before my boss to have an orgasm and squirt cum into my mouth. He held my head down until I swallowed his cum. It bothered me until I figured out that I didn't mind the taste.
He allowed me to roll back onto my back and I observed that the TV was still on and it was another porn movie playing. We continued to watch the action for a while. At some point my boss rolled over to face me and he started playing with my cock again.
He eventually rolled me over onto my side and pulled the back of my underwear down in back and started rubbing his finger up and down the crack of my ass. He even smelled his finger after toying with my asshole.
It felt strangely exciting to have him play with my asshole. Then his strong thick fingered hand rolled me over onto my belly and he straddled my legs and I felt his full weight on me as he wedged his cock between the cheeks of my ass. When the head of his cock pressed against the puckered hole, he whispered in my ear, "Honey ...Relax or this is going to hurt a lot more than it needs too. "
At that moment I felt a stabbing pain in my asshole that caused me to plead for him to pull it out. But he used his full weight to drive his thick cock deep into my ass. Tears were streaming down my cheeks and I was moaning with pain. When he started actually fucking my ass the pain was decreased when he pulled back and stabbed me again when his weight drove his cock deep into my ass again. There came a point when I felt something happen. I learned later that his cock was rubbing against my prostrate and that caused me to experience an orgasm that caused me to squirt cum on the bed spread, but my ass was still throbbing with every thrust.
When he squirted his cum deep into my ass he eventually rolled off of me and picked up his cup again and took another sip of his Scotch. I lay there feeling my ass throbbing until I finally drifted off to sleep.
In the morning my asshole was still throbbing and it was hard walking into the shower. It felt like my ass was bleeding or something. When I got dressed I even stuffed a wad of toilet paper up my ass, the longer I walked the better my ass felt.
After breakfast we met with the client again, and we showed him some sketches of some concepts. Some pleased him and some he rejected. it became obvious he preferred an Italian villa style, but he was also fascinated with the Moorish influence on Spanish style. That let me know that he would like to it if we incorporated the stark black and white arches in the design along with the delicate lattice screens protected windows from the sum on the eastern front of the structure.
I suggested that we check with a geologist to make sure that the bluff's bedding plains were dipping into the east rather that dipping into the ocean. We were aware that the home built in Palos Verdes, Portuguese Bend failed because the bedding plains were dipping towards the ocean, so when the toe was cut the hillside flowed down slope. We did some research that day with the zoning commission to insure we were not going to have any trouble with them. We wanted all of the documentation to insure we were on solid ground.
My boss treated me to a lavish dinner before we returned to our room. He had not mentioned what had happened last night all day. But in our room he immediately stripped off all of his clothes and sat in the chair as he simply told me to take my clothes off.
I felt powerless to resist his command and stripped slowly in front of him. When I was totally naked I faced him and he reached out and took hold of my lip cock, and it quickly responded when he started jacking me off. When it was a stiff as a skillet handle he pulled me to him and turned me around and felt the bunds of my butt before he sat me on his lap.
He kissed me with tongue while feeling my chest and jacking me off until I actually squirted cum all over his hand and my lap. Then he pulled my head down and stuffed one of his man tits into my mouth. it was so strange to fell the hairs under my tongue. I sucked on both of his tits like a baby. While I was doing that he managed to slip a hand under my butt and stick a finger up my ass, and used the other hand to jack me off with my own cum drying off and becoming sticky.
He eventually pushed me off his lap and spread his thick thighs and pulled my head down to his cock. I took his balls in my hand and felt them gently while taking his thick cock into my mouth. I virtually used my mouth to face fuck him until he squirted his load of cum into my mouth. I struggled to swallow every drop. He even used his tongue to get a taste of his own cum. Then he stood up and led me to the bathroom. We bathed together and he took grate care making sure my asshole was clean. He dried me carefully and took me back to bed.
This evening he bent me over the edge of the bed and rubbed his big paw like hands and told her what a smooth sweet ass I had. Before I knew it he knelt behind me and was holding my dick like a handle with my scrotum draped over his wrist as he smelled my asshole. Then he started licking my asshole, blowing his warm breath at my hole and even sticking his tongue into my asshole. He milked me until I squirted cum on the bed spread.
I felt relaxed as my boss squatted over my butt and inserted his cock into my asshole. He was dripping sweat all over my back while he was fucking me. When he did cum and he pulled his cock out of my ass I felt liquid drip from my asshole. For all I knew it might have been blood but when I moved back enough to look under my body I saw his white cum dripping on the carpet.
We went to bed naked and sometime during the night my boss woke up and my back was facing him, so he didn't even bother waking me up as he guided his cock between the cheeks of my ass. When the head of his cock pressed against my asshole it woke me up. That woke me up and it took me a moment to recognize where I was and what was happening.
When I understood what was going on I pressed my butt back into his lap to drive his cock home. All he had to do was rock his hips back and forth to fuck me. While he was fucking me he reached around my hip to take hold of my cock and jack me off again.
In the morning I felt guilty and embarrassed that the housekeeping staff would be cleaning up the bed and carpet, and knowing that my boss had been fucking me. On the other hand my boss was unconcerned that the sheets were cum stained. We checked out had a meal and returned the car to the rental agency. They took us back to the airport to catch the flight home.
I knew that my place from that time on. We saw to the building of that estate and many more. When we were in the office and he would get horny he would ae me into his office. If he chose to sit in his red leather wing backed chair I knew he wanted a blowjob, and would kneel between his thick legs and take out his cock and suck him off.
He had a table in the office made of thick glass. if he led me to that table I knew he wanted fuck me, because he liked to get the table top messy with sweat and cum all over the top. With cum smeared all over the glass we would lick it up after he fucked me.
During a cold winters day when I got to work he told me that we were going to Florida to remodel a nightclub. We discussed the plans he was thinking about on the flight down to Miami. When we exited the terminal we were hit with the heat. Hell it was in the middle of January and it was 84 degrees and the humidity must have been just a high. We checked out a car and drove to a nice hotel on the beach.
As soon as he made a call to our prospective client we dropped our luggage and drove to the location of the nightclub to meet the client. The moment I saw the client I was confused because I wasn't sure if the client was a man or a woman.
I thought she could have been a very sexy showgirl. Standing at the entrance was a raven haired Hispanic beauty. The face was heavily made up with long eyelashes and ripe kissable lips. She was wearing a white bolero blouse with puffy sleeves that was almost transparent. There was no hiding the nicely shaped breasts under the loose blouse. The slacks were black satin so tight they looked like they were sprayed on, and she was wearing stiletto high heeled pumps. As we approached her I almost shit because there was a thick bulge lying right in the crease of the joint of the left leg.
The client met my boss with a hug and a kiss. My boss introduced me to her as his apprentice, and the client's name Pilar. She made a big fuss over how much she just loved innocent looking blonds. She even hugged me and kissed me on the mouth. While she was hugging me I felt the soft breasts pressing against my body. Then she led us into her nightclub.
It smelled of stale cigarette smoke and alcohol and it looked a little run down, and it looked something right out of the eighties. She was very animated with exaggerated hand jesters as she showed us around and made suggestions about what she would like, and added that she would like the place to smell like oranges or something tropical like flowers.
I ventured to suggest that we could add filters to the air-conditioning system that would add fragrance to the registers. She was thrilled by my suggestion and saddled up next to me and wrapped her arm around my waist and gripped my ass with a strong hand.
She spoke up, "Can I show your apprentice my office while to do your thing?"
My boss said, "By all means he is a trained sub."
Pilar giggled as she led me to her upstairs office. Once we were in her office she offered me a cocktail and quickly made a sweet drink for me. She wanted to hug and kiss me. I was happy to make out with her, but wondered about the bulge in her slacks. She skillfully unbuttoned my shirt and unbuckled my belt and unzipped my pants. She had my dick out and in her mouth quickly. Her lush satiny black hair covered my lap while she sucked my cock.
I reached under her body and squeezed her tits. When I came in her mouth she was thrilled and swallowed all of my cum. Then she sat next to me and kissed me with tongue so that I got the benefit of tasting my own cum. I started undressing her and I was truly impressed with her breasts. They were perfectly shaped. When I commented on them she said, "They should be, I paid enough for them honey!"
When I wanted to take off her slacks she stood up and turned her back to me as she unzipped the back of her tight fitting slacks and pulled then down along with her purple lace panties. She skillfully worked them over her heels before standing up. She has a beautiful brown ass. She slowly turned around with both hands covering her crotch. Her breasts were compressed between her arms.
I waited with baited breath to see what she was hiding behind her hands.
She slowly removed on hand and I saw the dark curly pubic hairs peeking out from behind her right arm. Her right hand was cupping something. When she removed her hand a baggy scrotum fell out of her hand and an impressive cock that must have been 10 inches long.
I had suspected that she was sporting a cock, but had not suspected that it was so impressive. She stepped forward and shoved it right in my face. I welcomed it into my open mouth. I almost gagged when the chocolate brown head touched the back of my throat. But I was able to deep throat her cock. She was thrilled that I was able to bury my nose in her pubic hair. She had no indentation of cumming in my mouth though.
She said, "Pardon me Honey, but I have to interrupt you because I have to get a taste of that sweet ass of yours."
She pulled me to my feet and pulled my pants down. She wanted to see me totally naked and removed all of my clothes. She was acting like a young girl with a new doll to play with. She was running her hands all over my body and that was making me spring a boner that stood straight out in front of my body like an accusing finger. She had gotten lipstick all over my cock and now she was getting lipstick all over my balls. While she was mouthing my scrotum she was fingering my asshole. My cock was responding by slapping her on her forehead. I even got some pre-cum on her hair.
That was her cue to stop before I actually had an orgasm. She had a large leather padded foot stool in her office that was there for the use of fucking doggie style. She had me lie across the foot stool, so that she could tongue my asshole before she mounted me and fucked me with that marvelous tool. I learned that my ass could accept his long tool. It was marvelous being fucked by her and I managed to squirt cum on her foot stool before she squirted her cumin my ass.
We were relaxing when my boss came in. He smiled and said that we looked happy enough. He showed Pilar some sketches he was proud off. Pilar was thrilled with the concept and gave her approval. To seal the deal she presented her ass to my boss. She also requested that I be on site during the construction. My boss agreed to let me live with her during the construction.
It was an adventure for me to spend the winter in Miami on the beach with a beautiful transsexual bitch. I was sucking tits, cock and being sucked and fucked daily. It was a relief to get home and back to work. I had even put on weight during the stay with Pilar.
When my boss grew tired of my ass he went looking for another young man to seduce. I wasn't happy without a cock to suck or a cock in my ass, so I was drawn to big hairy father figures to breed me. Being a handsome blond with smoothest skin without body hair drew my kind of men like bees to honey.
I was happiest when I had a stiff cock in my mouth at the same time there was another cock in my ass. As I grew older and more mature I became the one looking for sweet young men to seduce. I was wealthy enough by that time to be able to take young men as apprentices and teach then the pleasure of suck cocks and the pain and joy of being fucked.
If you enjoyed the story and have a story you want me to write about your introduction to the world of male sexuality, please send your outline to pomowolf74@yahoo.com