Assisting the Boss (Gay Erotica)

HOU_HEADHUNTER

Superior Member
Joined
Jan 22, 2017
Posts
1,811
Media
0
Likes
8,222
Points
233
Location
Houston, Texas, United States of America
Sexuality
No Response
Gender
Male
"Thank you for coming in Jamil. I've looked over your resume. I had my secretary call you in for an interview because I think you might be a good fit for our company."

"Thanks ummm..."

"Charles Cranton. Call me Charles though."

"Thanks Charles. I really appreciate the callback. I've been searching for something suitable for quite some time now and I was really hoping that your company would be interested in hiring me."

Jamil, age 25, was a recent college graduate with a bachelor of science degree in marketing. Fresh out of college he'd opted out of taking a break to enjoy life and wanted to secure employment immediately after graduation. After a painstaking search for the perfect employment, Jamil submitted his credentials to be considered by talent seekers at Infographic Marketing Agency. It was a longshot for someone fresh out of college but a talent seeker would take note of the university from which the applicant graduated and the fact that the applicant had graduated with honors.

Jamil who is uncomfortably seated on the opposite side of Charles Cranton's desk is a ball of nerves as he prepares to answer the interview questions that are about to commence. Charles gives the resume another once over. The beads of sweat that are forming across Jamil's forehead and the perspiration that is causing his palms to get clammy are just a few noticeable signs of his nervousness. Luckily for Jamil, Charles would not see his heart rapidly hammering away inside of his chest. Charles places Jamil's resume on the desk and leans back casually in his rolling chair. "I see you graduated honors from NYU. I'm very impressed." Jamil, unable to conceal his contentment, allows his wide smile do all of the talking. The acknowledgment of that achievement was enough to set Jamil at ease for the remainder of the interview. Jamil was much more relaxed and answered the few questions that Charles would ask him effortlessly.

Jamil was not prepared to be hired on the spot but here it was. An offer was made when Charles reached across the desk to extend his hand for a handshake. "Jamil you are just the kind of young man I've been looking for to work along side me. I think you have the skills and the fresh outlook that I've been looking for. If you stick close by me you will be rewarded nicely for your skills."

Reaching out to shake Charles' hand, Jamil thanks Charles for the offer "Thank you Charles. How soon can I start?"

"Is there any chance that you can start tomorrow? It will be a light day and I will just show you the basics of what your job will entail."

"Yes, I'll be here first thing in the morning."

Jamil had secured the job and now he needed to prepare for his first day at Infographic Marketing Agency. Jamil wanted to impress his new boss who had a fatherly way about him. Jamil who had never really grown up with a father in the home was always impressed by mature older man. Maybe Charles Cranton was going to be that new father figure that Jamil was hoping for. It was probably too soon for Jamil to know for sure. One thing that was for sure was Jamil's secret attraction for the handsome older boss with the debonair good looks of an old Hollywood legend like Gregory Peck. Jamil had often battled with his unwanted desires for older men. There were countless times where Jamil would find himself fantasizing about his male professors and now those desires were following him into his career field. Anybody with a set of functioning eyes would have noticed Charles Cranton's charming good looks and the athletic frame beneath his business attire. What truly captured Jamil's attention was the occasional flash of Charles' pearly whites when he'd look Jamil in the eyes and smile at him. Jamil soon realized that working closely with Charles would prove to be difficult if he could not check his attraction to the older gentleman.

The next day Jamil is awakened by the ear-splitting scream of his alarm clock. Jamil springs upright and smashes his hand down on the snooze button but remembers the reason for the alarm. He get's up out of bed and gets ready for his first day at his new job. With his morning routine out of the way he's now looking through his closet for something to wear that would make him look like he fits the part. He'd paid attention to the attire of some of the guys he'd seen walking through the office at Infographic Marketing Agency. His biggest influence in the matter of dress was Charles Cranton's attire. Jamil found a long sleeve blue oxford shirt and a pair of khaki chinos that he'd sport with a pair of brown loafers. He'd accessorize with a brown belt, a silver wrist watch, and a red and blue plaid neck tie. Standing before the mirror, Jamil was pleased with his appearance and felt he looked the part. He wanted to smell the part also so he spritzed himself with his favorite fragrance, The One by Dolce & Gabbana. Before heading out the door, Jamil scooped up his leather satchel and headed straight for the Subway where he'd already mapped out his route.

The ride from Jamil's small apartment to the towering glass building that was going to be his place of employment, was one filled with variety of emotions. Excitement, nervousness, and uncertainty were just a few. The cacophony of noises that united in the subway did nothing to distract Jamil from those emotions. Jamil said to himself as he stepped off of the train "Get a grip Jamil. You've got this. All you have to do is follow Charles' instructions and be attentive."

Jamil steps off of the elevator and heads in the direction of the glass double doors to his new career. Once inside he greets the receptionist who asks him for his name. "Nice to meet you Jamil. Welcome to Infographics. Mr. Cranton has already filled me in and has directed me to send you straight to his office. You will be assisting him today." After a brief handshake with the receptionist, Jamil walks to the familiar office where he'd been interviewed. Jamil knocks on the door several times before taking a look through the small rectangular window only to notice that Charles is in the middle of a phone call. Charles notices Jamil at the door and motions for him to come in. Jamil awkwardly stands in front of Charles' desk and waits for his phone call to end so that he can get his directions for the day. Not wanting to make his new assistant wait, Charles cuts the phone call short, "That sounds like a good idea. Let's discuss it later though. I'll call you back in a few."

"Good morning Jamil. I hope you slept well. We have a lot to do but don't you fret. It's nothing complicated. You will basically shadow me and do some of the minor tasks that consume a lot of my time." The say was filled with Charles showing Jamil the ropes and how to check the files, operate the computer system, and of course other menial tasks such as organizing and running errands. "Here is the coffee machine. I want you to always make sure the coffee is prepared prepared when you arrive because I like to start my day with at least one cup." Jamil took mental notes of everything and felt he would enjoy his job assisting Charles. The day was complete and Jamil went home assured that he would fit in nicely at Infographic Marketing Agency.

Several weeks had gone by without a hitch and Jamil was making friends throughout the office. Charles was more than happy with his new assistant and let him know every chance he got. "Jamil, you are doing a great job. You keep it up. I have great plans for you in this company." For the several weeks that Jamil had worked along side Charles, he'd been able to hide his adoration for his boss, or so he thought. Jamil hadn't been aware that his eyes lingered a little too long on other parts of his boss' anatomy. Specifically his boss' crotch. Jamil wouldn't know this until Charles would eventually hint at it. "Hey Jamil, I need to stay a little longer today. Would you mind staying over to help me out?" Jamil would more than likely be tired come 5 o'clock but there was no way he was going to pass up the opportunity to be left alone with his attractive boss. "Sure. I don't mind at all." Jamil impatiently waited for the 3 hours to pass before it would be 5 o'clock. Perhaps Charles was thinking the same thing because he made the decision to send everyone home early for the day.

"Jamil you hang tight. I'm going to go out there and tell everyone they can go home a little early today. Oh and make yourself comfortable. Loosen that tie and relax a little." With that Charles had stepped out of the office and was going around telling the last remaining office workers that they could wrap up and go home early. Within a couple of minutes the office was clear and Charles was back in the office. He locked the door behind him and took off his neck tie and unbuttoned the top three buttons to his collared shirt.

"Jamil I'm really impressed with your work ethic, young man. You remind me of my son. I hope you don't mind me saying that."

"I don't mind at all. It's funny you say that because I do admire you like a father figure, If I'm being completely honest." Charles, upon hearing this, flashed his arresting smile in my direction. He was silent for a moment but I could tell that he was preparing to say something. He carefully selected his words before proceeding to talk.

"I'm glad you feel that way. Jamil I feel I can trust you and I want you to know that I intend to do everything I promise to help you move up in this company. I want to ask you something but I'm skeptical as to how I should ask or even if I should ask." He looked at me intently to see my reaction. I guess he was looking for any signs of discomfort which there were none.

"Charles, I respect you. You can ask me whatever is on your mind. I promise I won't be upset by anything you ask of me."

"That's good to know Jamil. I can trust that anything we discuss will remain between us?" I gestured in the affirmative "Jamil how far are you willing to go so that you can advance here at Infographics?"

"I'll do whatever it takes. I like the company and I enjoy being your assistant most importantly. What do you suggest I do to advance here?"

Charles was no longer dancing around his intentions. "Jamil I see how you look at me in the office. It is not a look that men give to other men. I always notice you looking at me below the waist with a dazed expression which tells me you see something there that is of interest. Am I correct?

I had been busted. I couldn't deny it and I wouldn't. I wanted Charles to know how I felt. "Yes sir. That is correct. I apologize if it makes you uncomfortable. I promise I won't do it anymore."

"Don't apologize Jamil. I want to reward you with what you've been staring at so closely." As Charles was saying this, his hands dropped to his waist and he began to undo his belt first followed by him unbuttoning his trousers. I concentrated on the movement of his hands when he stopped and let his hands fall at either side of his body. He stood there with his pants opened at the fly where I could see his white boxers peeking through the slit of his tucked in shirt. "Jamil this can be added to your list of duties as my personal assistant if you do it well." Charles winked at me and gestured with the movement of his head that I was to take my place at his feet and give him a blowjob. I nervously looked around as if there were other people in the office before making my way over to Charles who was leaning against his desk.

A wave of warmth washed over me so I removed my shirt, tossing it to the floor before proceeding in Charles' direction. Charles followed my lead and also removed his shirt. With his pants down to his ankles, I began sucking my boss' hard throbbing 8 inch cock for at least 5 minutes when something had come over me. Charles moaned from the blowjob and was probably satisfied with the prospect of ejaculating in my mouth but I had something else in mind. I paused briefly before asking "Can you please fuck me?"

He lifted me up by my shoulders without saying a single word, only the smile on his face conveying his answer. Charles had stepped completely out of the remaining clothes that were down at his ankles. "Jamil take those pants off and bend over my desk." I'd never been fucked before but I trusted Charles to take his time and open me up with ease. I did as my boss instructed and leaned across his desk with my legs spread wide enough to place my virgin ass pussy just below his crotch. I'd seen enough pornos to mimic the many scenes I'd masturbated to.

"Jamil you don't know how happy you just made me. I want you to relax and let me make us both feel good." Charles hocked a thick loogie into his large palm and began to stroke his throbbing member gently, being sure to coat his cock in his own natural lubricant. Resting across his desk I could hear the wet squishy sounds of his hand gliding back and forth and was imaging my boss' cock was already inside me. It wouldn't be long before he was. Before I knew it Charles was grabbing hold of my hips and lining the tip of his cock up with my stubborn asshole that was refusing to be penetrated. A few pokes here and there and the tip was inside. My body shuddered at the intrusion but Charles held it there. Charles whispered "Relax. I'll go very slow." The tension in my body melted away and Charles slid in a little further. He did this in increments until his shaft was fully engulfed within my rigid rectum. "You are doing good Jamil. I'm going to slowly slide back and forth. It may be a little uncomfortable but I promise it won't be for long." He gently thrust himself back and forth and sure enough the pain subsided. Once Charles felt my body relax he moved in and out faster until he was going at a pace that was more pleasurable for him. Charles' hands explored my body as he pounded away at my hole. He'd would grab hold of my ass cheeks and squeezed them at times and at other times he'd reach around to stroke my hard cock, never missing a beat in his rhythm. Our moans of pleasure were sung in unison for a good 20 minutes or so. Charles let me know that he was close to climaxing. "I think I'm about to cum soon. Do you want it?" I didn't hesitate and said, "Give it to me." With that confirmation Charles frenetically smashed his pelvis into my bouncing bottom. The loud sloshing sounds of Charles' penis going in and out had a musicality all it's own. Through heavy breathing and loud moaning, it would be only a matter of seconds until Charles would be hunched over my arched back and letting his seed rocket through my rectum. I would feel the pressure of my boss pressing and holding himself firmly against my ass as he was unloading his warm load inside of me. Finally the deed was complete.

Charles released himself from Jamil's flooded rectum and thanked him. "Jamil I hope you enjoyed this as much as I have."

"I sure did boss. Hopefully we can work after hours more often."
 

Campisi

Superior Member
Joined
Feb 25, 2019
Posts
217
Media
353
Likes
7,273
Points
288
Age
48
Location
Darwin (Northern Territory, Australia)
Sexuality
50% Straight, 50% Gay
Gender
Male
"Thank you for coming in Jamil. I've looked over your resume. I had my secretary call you in for an interview because I think you might be a good fit for our company."

"Thanks ummm..."

"Charles Cranton. Call me Charles though."

"Thanks Charles. I really appreciate the callback. I've been searching for something suitable for quite some time now and I was really hoping that your company would be interested in hiring me."

Jamil, age 25, was a recent college graduate with a bachelor of science degree in marketing. Fresh out of college he'd opted out of taking a break to enjoy life and wanted to secure employment immediately after graduation. After a painstaking search for the perfect employment, Jamil submitted his credentials to be considered by talent seekers at Infographic Marketing Agency. It was a longshot for someone fresh out of college but a talent seeker would take note of the university from which the applicant graduated and the fact that the applicant had graduated with honors.

Jamil who is uncomfortably seated on the opposite side of Charles Cranton's desk is a ball of nerves as he prepares to answer the interview questions that are about to commence. Charles gives the resume another once over. The beads of sweat that are forming across Jamil's forehead and the perspiration that is causing his palms to get clammy are just a few noticeable signs of his nervousness. Luckily for Jamil, Charles would not see his heart rapidly hammering away inside of his chest. Charles places Jamil's resume on the desk and leans back casually in his rolling chair. "I see you graduated honors from NYU. I'm very impressed." Jamil, unable to conceal his contentment, allows his wide smile do all of the talking. The acknowledgment of that achievement was enough to set Jamil at ease for the remainder of the interview. Jamil was much more relaxed and answered the few questions that Charles would ask him effortlessly.

Jamil was not prepared to be hired on the spot but here it was. An offer was made when Charles reached across the desk to extend his hand for a handshake. "Jamil you are just the kind of young man I've been looking for to work along side me. I think you have the skills and the fresh outlook that I've been looking for. If you stick close by me you will be rewarded nicely for your skills."

Reaching out to shake Charles' hand, Jamil thanks Charles for the offer "Thank you Charles. How soon can I start?"

"Is there any chance that you can start tomorrow? It will be a light day and I will just show you the basics of what your job will entail."

"Yes, I'll be here first thing in the morning."

Jamil had secured the job and now he needed to prepare for his first day at Infographic Marketing Agency. Jamil wanted to impress his new boss who had a fatherly way about him. Jamil who had never really grown up with a father in the home was always impressed by mature older man. Maybe Charles Cranton was going to be that new father figure that Jamil was hoping for. It was probably too soon for Jamil to know for sure. One thing that was for sure was Jamil's secret attraction for the handsome older boss with the debonair good looks of an old Hollywood legend like Gregory Peck. Jamil had often battled with his unwanted desires for older men. There were countless times where Jamil would find himself fantasizing about his male professors and now those desires were following him into his career field. Anybody with a set of functioning eyes would have noticed Charles Cranton's charming good looks and the athletic frame beneath his business attire. What truly captured Jamil's attention was the occasional flash of Charles' pearly whites when he'd look Jamil in the eyes and smile at him. Jamil soon realized that working closely with Charles would prove to be difficult if he could not check his attraction to the older gentleman.

The next day Jamil is awakened by the ear-splitting scream of his alarm clock. Jamil springs upright and smashes his hand down on the snooze button but remembers the reason for the alarm. He get's up out of bed and gets ready for his first day at his new job. With his morning routine out of the way he's now looking through his closet for something to wear that would make him look like he fits the part. He'd paid attention to the attire of some of the guys he'd seen walking through the office at Infographic Marketing Agency. His biggest influence in the matter of dress was Charles Cranton's attire. Jamil found a long sleeve blue oxford shirt and a pair of khaki chinos that he'd sport with a pair of brown loafers. He'd accessorize with a brown belt, a silver wrist watch, and a red and blue plaid neck tie. Standing before the mirror, Jamil was pleased with his appearance and felt he looked the part. He wanted to smell the part also so he spritzed himself with his favorite fragrance, The One by Dolce & Gabbana. Before heading out the door, Jamil scooped up his leather satchel and headed straight for the Subway where he'd already mapped out his route.

The ride from Jamil's small apartment to the towering glass building that was going to be his place of employment, was one filled with variety of emotions. Excitement, nervousness, and uncertainty were just a few. The cacophony of noises that united in the subway did nothing to distract Jamil from those emotions. Jamil said to himself as he stepped off of the train "Get a grip Jamil. You've got this. All you have to do is follow Charles' instructions and be attentive."

Jamil steps off of the elevator and heads in the direction of the glass double doors to his new career. Once inside he greets the receptionist who asks him for his name. "Nice to meet you Jamil. Welcome to Infographics. Mr. Cranton has already filled me in and has directed me to send you straight to his office. You will be assisting him today." After a brief handshake with the receptionist, Jamil walks to the familiar office where he'd been interviewed. Jamil knocks on the door several times before taking a look through the small rectangular window only to notice that Charles is in the middle of a phone call. Charles notices Jamil at the door and motions for him to come in. Jamil awkwardly stands in front of Charles' desk and waits for his phone call to end so that he can get his directions for the day. Not wanting to make his new assistant wait, Charles cuts the phone call short, "That sounds like a good idea. Let's discuss it later though. I'll call you back in a few."

"Good morning Jamil. I hope you slept well. We have a lot to do but don't you fret. It's nothing complicated. You will basically shadow me and do some of the minor tasks that consume a lot of my time." The say was filled with Charles showing Jamil the ropes and how to check the files, operate the computer system, and of course other menial tasks such as organizing and running errands. "Here is the coffee machine. I want you to always make sure the coffee is prepared prepared when you arrive because I like to start my day with at least one cup." Jamil took mental notes of everything and felt he would enjoy his job assisting Charles. The day was complete and Jamil went home assured that he would fit in nicely at Infographic Marketing Agency.

Several weeks had gone by without a hitch and Jamil was making friends throughout the office. Charles was more than happy with his new assistant and let him know every chance he got. "Jamil, you are doing a great job. You keep it up. I have great plans for you in this company." For the several weeks that Jamil had worked along side Charles, he'd been able to hide his adoration for his boss, or so he thought. Jamil hadn't been aware that his eyes lingered a little too long on other parts of his boss' anatomy. Specifically his boss' crotch. Jamil wouldn't know this until Charles would eventually hint at it. "Hey Jamil, I need to stay a little longer today. Would you mind staying over to help me out?" Jamil would more than likely be tired come 5 o'clock but there was no way he was going to pass up the opportunity to be left alone with his attractive boss. "Sure. I don't mind at all." Jamil impatiently waited for the 3 hours to pass before it would be 5 o'clock. Perhaps Charles was thinking the same thing because he made the decision to send everyone home early for the day.

"Jamil you hang tight. I'm going to go out there and tell everyone they can go home a little early today. Oh and make yourself comfortable. Loosen that tie and relax a little." With that Charles had stepped out of the office and was going around telling the last remaining office workers that they could wrap up and go home early. Within a couple of minutes the office was clear and Charles was back in the office. He locked the door behind him and took off his neck tie and unbuttoned the top three buttons to his collared shirt.

"Jamil I'm really impressed with your work ethic, young man. You remind me of my son. I hope you don't mind me saying that."

"I don't mind at all. It's funny you say that because I do admire you like a father figure, If I'm being completely honest." Charles, upon hearing this, flashed his arresting smile in my direction. He was silent for a moment but I could tell that he was preparing to say something. He carefully selected his words before proceeding to talk.

"I'm glad you feel that way. Jamil I feel I can trust you and I want you to know that I intend to do everything I promise to help you move up in this company. I want to ask you something but I'm skeptical as to how I should ask or even if I should ask." He looked at me intently to see my reaction. I guess he was looking for any signs of discomfort which there were none.

"Charles, I respect you. You can ask me whatever is on your mind. I promise I won't be upset by anything you ask of me."

"That's good to know Jamil. I can trust that anything we discuss will remain between us?" I gestured in the affirmative "Jamil how far are you willing to go so that you can advance here at Infographics?"

"I'll do whatever it takes. I like the company and I enjoy being your assistant most importantly. What do you suggest I do to advance here?"

Charles was no longer dancing around his intentions. "Jamil I see how you look at me in the office. It is not a look that men give to other men. I always notice you looking at me below the waist with a dazed expression which tells me you see something there that is of interest. Am I correct?

I had been busted. I couldn't deny it and I wouldn't. I wanted Charles to know how I felt. "Yes sir. That is correct. I apologize if it makes you uncomfortable. I promise I won't do it anymore."

"Don't apologize Jamil. I want to reward you with what you've been staring at so closely." As Charles was saying this, his hands dropped to his waist and he began to undo his belt first followed by him unbuttoning his trousers. I concentrated on the movement of his hands when he stopped and let his hands fall at either side of his body. He stood there with his pants opened at the fly where I could see his white boxers peeking through the slit of his tucked in shirt. "Jamil this can be added to your list of duties as my personal assistant if you do it well." Charles winked at me and gestured with the movement of his head that I was to take my place at his feet and give him a blowjob. I nervously looked around as if there were other people in the office before making my way over to Charles who was leaning against his desk.

A wave of warmth washed over me so I removed my shirt, tossing it to the floor before proceeding in Charles' direction. Charles followed my lead and also removed his shirt. With his pants down to his ankles, I began sucking my boss' hard throbbing 8 inch cock for at least 5 minutes when something had come over me. Charles moaned from the blowjob and was probably satisfied with the prospect of ejaculating in my mouth but I had something else in mind. I paused briefly before asking "Can you please fuck me?"

He lifted me up by my shoulders without saying a single word, only the smile on his face conveying his answer. Charles had stepped completely out of the remaining clothes that were down at his ankles. "Jamil take those pants off and bend over my desk." I'd never been fucked before but I trusted Charles to take his time and open me up with ease. I did as my boss instructed and leaned across his desk with my legs spread wide enough to place my virgin ass pussy just below his crotch. I'd seen enough pornos to mimic the many scenes I'd masturbated to.

"Jamil you don't know how happy you just made me. I want you to relax and let me make us both feel good." Charles hocked a thick loogie into his large palm and began to stroke his throbbing member gently, being sure to coat his cock in his own natural lubricant. Resting across his desk I could hear the wet squishy sounds of his hand gliding back and forth and was imaging my boss' cock was already inside me. It wouldn't be long before he was. Before I knew it Charles was grabbing hold of my hips and lining the tip of his cock up with my stubborn asshole that was refusing to be penetrated. A few pokes here and there and the tip was inside. My body shuddered at the intrusion but Charles held it there. Charles whispered "Relax. I'll go very slow." The tension in my body melted away and Charles slid in a little further. He did this in increments until his shaft was fully engulfed within my rigid rectum. "You are doing good Jamil. I'm going to slowly slide back and forth. It may be a little uncomfortable but I promise it won't be for long." He gently thrust himself back and forth and sure enough the pain subsided. Once Charles felt my body relax he moved in and out faster until he was going at a pace that was more pleasurable for him. Charles' hands explored my body as he pounded away at my hole. He'd would grab hold of my ass cheeks and squeezed them at times and at other times he'd reach around to stroke my hard cock, never missing a beat in his rhythm. Our moans of pleasure were sung in unison for a good 20 minutes or so. Charles let me know that he was close to climaxing. "I think I'm about to cum soon. Do you want it?" I didn't hesitate and said, "Give it to me." With that confirmation Charles frenetically smashed his pelvis into my bouncing bottom. The loud sloshing sounds of Charles' penis going in and out had a musicality all it's own. Through heavy breathing and loud moaning, it would be only a matter of seconds until Charles would be hunched over my arched back and letting his seed rocket through my rectum. I would feel the pressure of my boss pressing and holding himself firmly against my ass as he was unloading his warm load inside of me. Finally the deed was complete.

Charles released himself from Jamil's flooded rectum and thanked him. "Jamil I hope you enjoyed this as much as I have."

"I sure did boss. Hopefully we can work after hours more often."
Fuckkkkkkkkkkkkkkkkkk yeah Hot as !