Perks of the Job

The following morning, I strolled past the front desk and used the same private elevator as before, but this time I didn’t need to get signed in. I flashed my shiny new employee badge to the security officer nearby and found myself racing upwards to my first day at All Tech. And I’m not going to lie, it felt awesome. I knew today would probably not hold as much “excitement” as yesterday, but nevertheless, I was glad to be doing something instead of moping about my friends living room waiting for a job offer.

Stepping out of the elevator, I made my way towards the rounded desk currently manned by my chaperone for the day. To be honest, I was so nervous yesterday that I hadn’t really paid much attention to anyone, but now that I took a good look at him, Lyle was a damn stud. He was incredibly tall, easily passing 6’, and his close cut, blond hair was styled in a nice crew cut. The bright blue shirt he wore clung to him like a second skin and I got the feeling he enjoyed showing off the rippling, muscled physique he had underneath.

As I approached, he looked up from the computer, giving me another discerning once over as he took me in, much like he did when we met yesterday. “You must be Jesse, I take it? Nice to meet you. My name’s Lyle and Mr. Hill has asked me to give you the run down on things around here,” he said, reaching down and shutting the computer off at the front desk.

“First things first, we’re going to get some coffee. Mr. Hill is in meetings all day and all I’ve gotta do is show you the ropes, so let’s go.” And with that, he led me down the left hallway behind the front desk and deeper onto the company floor. Moments later, we were sitting down in a break room, stirring our mugs as we found ourselves alone for the time being.

“Alright, to start, the job is pretty easy. For the most part, you’re gonna be answering calls, taking messages, and filling up Mr. Hill’s schedule for the week. If he asks you to move something, you call the person and let them know they’ve been bumped or rescheduled. If you end up talking to a total dick, just hang up and try again later,” he said, and glancing at my shocked expression, he chuckled and continued. “If they really need to talk to Mr. Hill, they’ll call back. Believe me, I’ve done it enough times to know.”

“Other than that, he’ll probably ask you to pick up dry cleaning or some take out on the night’s he’s working late. And don’t worry about staying after hours, the overtime is great and he’ll make sure you’re paid well. Although…you seem a bit more interested in the after-hours parts of the job, am I right?”

I felt all the blood drain from my face as I sputtered out, “I…I have no idea what you’re talking about. I’m just excited to have a job.”

He gave a laugh, “Oh yes, you seemed very excited yesterday! I mean, first you came in rearranging your crotch after just getting off the elevator, and then you must have had a really good “interview” based on the sounds I heard coming from the door. You seem like a very naughty boy, Jesse,” he said, a cocky grin etched over his handsome features. I sat there shaking in my seat at the fear of being exposed before Lyle burst out laughing.

“Oh my god, please, relax! I’m just messing with you. What happens in the office, stays in the office. And I’m probably the only one that heard anything, considering I was the one listening at the door. I was just surprised is all, I’ve been barking up that tree for years and got nothing out of the ole’ boss man.”

“Well, maybe you just didn’t have what he was looking for,” I said, surprised by my own boldness. I could tell my reply even broke Lyle, who was still looking at me with that same damn grin.

“Touché. And don’t worry, I have no intentions of learning your secrets and stealing him away. I’m bi and happily with my girlfriend. I’m just glad Mr. Hill’s finally got someone. He hasn’t gotten out much since his wife passed away a few years ago.”

“Oh, I uh, I didn’t know about that…” I replied.

“I’m not surprised. He doesn’t talk about her very often. I’d say it’s been what? Five years maybe? It happened right after I started working here. She got sick out of the blue and things turned bad very quickly.”

I sat there for a few moments in silence, just processing this new information. I knew that Sean’s mom hadn’t been in the picture when he was at school, but he never brought her up when we were chatting. To be honest, it was hard to imagine Mr. Hill married to a woman after all of the things we’d done over the past two days, but regardless, I felt a tinge of guilt even though I knew it was silly to feel that way. It didn’t feel right to know about all of this without him having told me himself.

The rest of my day with Lyle passed in a hurried blur. He showed me around both Mr. Hill’s floor and the floor for the environmental team I’d be working on as well. I had a pretty good idea of what exactly I was supposed to do and felt prepared for the job. Lyle showed me to the small office that I would be using for the time being and there was a small, closed packet with my name on it waiting for me. I packed it away and made my way out the building.

***

I’d finally slumped down on the couch after enjoying some pizza I’d picked up on the way home. Shedding my work clothes, I just kind of sat there in my shirt and underwear in a daze, going over everything I’d learned today. I was a little saddened not to have seen Mr. Hill today, but still, I knew there’d be plenty of face-to-face time soon enough.

I was still struggling to wrap my head around the mystery of his past though. It just seemed odd that a man as sexy and successful as him hadn’t found a new woman, or man for that matter, in his life. Thinking back to Lyle and him saying that Mr. Hill had ignored his many advances, I couldn’t help but wonder what had changed the night of Sean’s party. I was mulling it over when I noticed the file I’d found on my desk earlier was sticking out of my bag, still unopened.

I carefully opened it up and found a few sheets of paper. The top one was a hand written note. It said:

Jesse, I apologize for not being available to greet you on your first day, but I have full trust in Lyle that he will get you up to speed on the requirements of your position. At the bottom of this letter, you will find my personal phone number. Please add me to your contacts as Mr. Hill and answer me as soon as you are available to do so if I call or message you. I will try not to burden you with too many requests of demands outside of working hours and when I do ask you to accomplish something during the evening or night, I will make sure to add it to your worked hours. 

 Now, on to more important matters. I have attached a few other things I think would help us going forward. The first few sheets contain information I think you might want to peruse. You seem to be inexperienced, yet very enthusiastic when it comes to some of our activities and I wanted to provide you with some information so you do not feel overwhelmed going forward.

 The second is a list of items that I expect you to buy as soon as possible. I am not sure when we will use them, but I would prefer that you have them at the ready. 

The last is a set of instructions for grooming and general behavior that I ask you to abide by while you work for me. If you find any of these demands to be unfair or make you uncomfortable, please make a note of them and we’ll discuss them the next time we meet.

-Benjamin Hill

 I was incredibly curious about the things he’d presented to me and dove right in. The first few pages outlined expectations for safe and consensual sex when introducing aspects of domination and other kinks. I made a few notes to ask Mr. Hill about later, including the use of a safe word and if our relationship would solely be one of a sexual nature. To be honest, I was hoping he’d want more than just sex, as I thought there was a connection between us, but after learning about him being a widower, I wanted to broach to topic in person rather than over the phone.

Flipping to the next section, I was a bit shocked at the laundry list of items that Mr. Hill had asked me to get. A good half of the items were easy enough to understand, including newer shirts, pants, underwear, shoes, and socks. He even gave brand suggestions and I assumed he just wanted me to look more professional if I was going to be working with him. However, the list included a few more items that were less professional. He listed several bits of gear in leather, including a harness, vest, jockstrap, and a collar. Next to these items, he wrote out instructions on where to buy them and to ask for help from the staff to determine the proper fit.

I couldn’t help but rub my slowly hardening cock through my briefs, imagining the two of us clad in leather, making out in front of his office’s large glass window again. I’d always been drawn to the scent of leather and had frequented the leather bar near campus, but as a poor college student, the best I could hope for was a one-night stand with some random stud. I knew exactly how pricey these items could get and was excited to go shopping for them after work tomorrow.

At this point, I was fully stroking my cock, my shaft peeking through the fly on my briefs as I gave gentle tugs while reading through the rest of the papers. However, I stopped messing with my cock as I read his instructions on the last page. 

Rules and Grooming

 1. You will no longer trim or shave any hair below the neck. I noticed you trimmed the hair around your crotch, likely to make it seem bigger, but that is unimportant when you are with me. I would be interested to see you with facial hair as well, but that decision I leave to you. 

2. I ask that you switch to an odorless antiperspirant. If this becomes a problem, we can address it in the future.

3. I find your haircut to be adorable and ask that you not change it. 

4. When we are alone, I ask that you call me Sir. In the company of others, I would ask that you refer to me as Mr. Hill.

5. This may be the hardest one for you to adapt to, but I ask that you refrain from masturbating when at home. After seeing you squirming yesterday, aching for my touch, I wish for you to be just as eager in the future. If you find the temptation to be too much, please tell me and we will find a way to address this. 

Fuck! He really wanted me to stop jerking off? I mean, hell, my cock was leaking after he said I had a cute haircut and now he expects me to just ignore the throbbing hard on he’d caused. I could just imagine him sitting at home, that cocky grin on his face as strolled through his mansion thinking about the torture he was subjecting me to. Reluctantly, I put my cock back in my briefs and reached for my laptop to start ordering some of the items he’d requested. Every once in a while, I felt myself starting to get excited, but I did my best to ignore it.

After an hour or two of retail therapy, I had a less than warm shower to calm myself and crawled into bed, eager for the next day at work. As I was setting up my alarm for the night, I held a quick internal debate and lost. Scrolling over to my messages, I opened a new chat with Mr. Hill and sent him a simple message. I wanted to show my excitement without coming off as desperate, so I just said, “Goodnight, Sir. See you in the morning.” I held the phone close to my chest, eyes closed, waiting for the ding.

A moment later, I saw the words, “Goodnight, boy. Sleep well.” And with those last words on my mind, I sank into a restful night of sleep despite my hardon on pinned to the mattress beneath me.