As I stood there waiting in the old, smelly basement office of the restaurant after my shift, Richard the restaurant manager typed on his laptop keyboard from behind the old wooden desk, silently fulfilling my request for my much-needed paycheck. The air in the office was chilly and stale, and I crossed my arms and shivered a bit as I put away thoughts of us being all alone this late at night. Richard had been casually flirting with me since I started the job a few weeks earlier, and I had been able completely ignored him, but that night something happened. Something that I couldn’t ignore. Something that would change everything.
With my freshman year of college about to begin, I knew I would need to get started early If I wanted to find a part-time job for the semester. After a few days of walking around the whole campus and filling out applications to several of the bars and restaurants around the area, I was eventually hired on the spot at a gorgeous Historic steak house that stood alone on a quiet city block slightly off the beaten path.
That afternoon when I walked into the front door of the dark restaurant I had been trekking up and down the busy streets of the city all morning long, and my face was a mess. My white polo shirt and khaki pants were dripping with perspiration, and it took a minute to wipe the sweat from my forehead and adjust my eyes, when I saw him.
He had a pleasant smile and looked around 40 or so, with a medium bearish dad bod tucked under his clean black dress shirt. He wore an expensive watch and several silver rings, and his face was clean shaven, showing off a decent tan. He had a crop top of blond hair on his head, and a big thick silver earing in his left ear. When he looked me over with his piercing blue eyes, I felt myself blush a bit, and wondered if he had even noticed with all the sweat beading off my cheeks. “Hi, I’m Richard” he said, and I told him my name as I took his big hand and shook it. Being only 18 and standing about 5’10’’ I weigh only 120 lbs wet, and at that moment I felt small standing there in front of him for the first time. “When can you start?” he said after I ask if they were hiring. “As soon as possible” I answered excitedly.
I was immediately ushered into the restaurant and introduced to the bartender Al. Al was a much older handsome black gentlemen, and he showed me around and gave me a brief rundown of the place. It was a fine dining establishment that had been there for nearly a century, and after a few questions I was thrilled to see that he was already writing my name on the schedule.
That weekend I showed up and started working with another host named Danielle. I learned the table numbers and how to take reservations, and seat the guest, and after the first few nights I started to get the hang of it. It wasn’t long before I was drinking at the big mahogany bar with the older staff members after the restaurant had closed.
One night, when almost everyone had gone home, I ask Al, after having quite a few drinks at the bar, when we were supposed to get our Pay-checks. “Ask Richard, I think he’s downstairs in his office” he answered, and pointed me towards the back corner of the restaurant. I got up off the barstool and stumbled through the dark dining room to brightly lit narrow wooden staircase that led down to an old hallway.
When I called out Richard’s name, I was walking down the stairs, and I felt a little unsure. With the history of the place I thought I might see a full apparition appear, but it what was more likely is that I was just tipsy from all of the after-hours wine that I had been drinking.
I heard Richard call back from a room that was down a few feet from the bottom of the steps, and I anxiously walked down the hallway into the old office. When I walked into the dark dingy office I saw him behind the desk, and he briefly glanced up from his computer and knowingly gave a smile. “What can I do you for?” he said, making an old wore out joke that he’d made the first time we met, and I thought to myself if only he knew.
“I was hoping I could get my check?” I said with puppy dog eyes, and he waved his hand up in the air still staring at the computer screen and said “Sure, no problem, just give me a minute”
As I stood there in the small room with my arms crossed waiting for him, I started noticing all the old boxes stacked around the room, and the mess of papers strewn about the desk. There were two green upholstered leather chairs in front of the desk, but I elected to stand, hoping that I would only be there for a few minutes.
When I heard the printer start off to my right, a sigh of relief came over me. “There that should do” he said, standing up and carefully stepping over to the printer to pick up the freshly printed check from the tray.
He walked around the maze of boxes, and sat on the edge of his desk in front of me with the check still in his hand. He smile at me and crossed his arms, and said to me in a managerial tone “I think I want you to pick up a lunch shift or two this week and train on the floor waiting tables” Feeling a little self-conscious when I saw how he was looking at me, I looked down at the floor and replied “I’ll be starting school here pretty soon, so I don’t know if I’ll have the time” I uncrossed my arms and started to fidget awkwardly with my hands as I looked up and made eye contact. “That’s right you’re starting as a freshman this year. You must be excited” he said still holding the check to his side with his arms crossed, looking me up and down, obviously a bit under the influence. “Definitely” I answered awkwardly.
Uncrossing his arms and placing them to his sides to brace himself on the edge of the desk, he widened his legs to show me his large manly crotch and shifted his butt back a bit more to sit fully on the desk “I was Just hoping I could see more of you” he said and reached over to rub his crotch while he looked at me with like I was a sweet piece of meat.
“Oh, I’ll still be here for the weekend shifts” I said, smiling at him knowingly, and feeling a stir in my pants. “You know you can always come to me if you ever need anything” he said, and I smiled and looked around at the open door then back at him “Richard what are you doing?” I said in a breathless whisper as I saw him undo his black dress belt, unzip his fly pull out his nice big dick right there in front of me. “Oh my god!” I said when I saw at least 7’’ of very thick cock hanging out of his pants as he waved it at me. “Richard!” I said teasingly “What are you going to do with that!?” I slowly walked right up to it, staring at it in amazement. Unable to control myself I took it in my hand and looked at him guiltily “It’s so big!” I said feeling it grow in my hand, my stomach full of butterflies as I stroked it, and shivered, overcome with lust thinking about what we were doing.
I crouched down in between his legs and looked up at him for approval ‘That’s it” he moaned as I got it rock hard while I sucked on it, barely fitting it into my mouth. “Oh my god!” he said when I got going, taking it deep into my throat while holding it at the base and working his underwear down so I could have more in my mouth. I choked on it a few times, drooling and spitting back onto it and then stroked on it while I caught my breath “Richard, it’s so fucking big!” I said and then continued to choke it down as I thought of how hot it must be for him to have an 18 year old college freshman twink sucking his cock like a crazed porn star, and how hot it was for me to be sucking my boss’s big fat dick, in his office. I’d secretly fantasized about this very moment many times at my various jobs. Getting forced to stay late and then forced to suck the boss’s cock I thought was every young mans dream.
I continued to slobber all over it, going up and down on with my sweat little whore mouth until I felt him start to tense up and squeeze my head, and then put his hands back on the desk to brace himself and let me take over. “Oh, my fucking God!” he said as I felt him explode into my eager throat. I managed to swallow it all as he released, sucking the whole dick up from the base to the head, and stroking it as it filled up my mouth and began to run down my chin.
When I was sure he was completely finished, I got up and wiped my mouth with my hand and smiled at him as he got off the desk and tucked his massive dick away and then zipped up his pants “Damn you are amazing” he said looking a me in a daze “Thanks” I said blushing “now can I have my check?” I held out my hand and he reached over to the desk and took the check and before he gave it to me, he said, “Don’t you dare say a word about this to anyone” and I smiled “Don’t worry Richard I won’t tell” I said taking the check with a smile and walking out the door.
Since that one crazy night in the office with Richard the manager, I’ve started going to school full time. I have only been able to work weekends, but when I think about what happened that night It makes me extremely horny. I just hope that he is thinking about me as much as I am thinking about him. Maybe next time I’ll get to be on the desk, or over the desk. It’s hard to know for sure with my new college schedule.
