I was 22. Homeless. Circumstances led me to meeting a man. He told me, “Get in the car.”
“W-what?” I remembered asking.
On the drive back to his home he had asked me, how good was I? I said I just worship the other person like they were my God. He told me to show him. So I did. Halfway back to his place my roadhead had drained his balls down my throat and he almost missed an exit and swerved through three lanes of traffic. That night he offered me a job.
I am now Mr. Ray’s personal assistant. I do basic work on the top floor of his company’s office building. And I keep his cock and his balls drained.
It’s 11am. I’ve been here for two hours now inputting dates and other information into my work computer from stacks of paper that Mr. Ray’s secretary Zia dropped off. It’s a real job… I’ve never held down a real job for long… I looked out the window over downtown and sighed. It’s like a dream. I don’t understand why.
Then a knock came from the door and Mr. Ray walked in. “Valentine. Keeping busy I hope?”
“Yes sir– uh, um… Thank you again for all of this. I still–” but he held his hand up and shut the door behind him.
“Val, I need to say, you did a good job this morning with your mouth.” He said and walked over to the window, “Stand up, Val.” He said casually and I stood up. He turned to me and took my shoulder and guided me to bend over my desk. “I see you understand your place quite well.” He said while lifting up my skirt slowly with one finger and eyeing how I had no underwear on. I raised my hips to accommodate his height. His belt clicked open. The sound of his zipper came next. He grabbed me by my waist with one hand. I was feeling flush…I was already getting wet. He pulled me in by the waist as he pushed against me with his own. In one motion he buried himself into the back pit of my stomach as my hands fell on my desk to stop myself falling forward from his push. His other hand grabbed my butt. Then he pulled his hips back and thrust forward without restraint burying himself in me over and over. I spread my legs and tried to stop each thrust from shaking my desk. I arched my back and held my ass up for him to have. His hand left my waist and gripped my hair and he pulled my head back as he went harder, each thrust sending a wet slap of his pelvis getting kissed by my wet lips, he was making out roughly with the deepest part of my pussy with his big swollen tip and before long flooded me with hot sticky warmth while pressed balls deep into me. Feeling him throb inside of me filled me with even more warmth.
He stayed in me for a minute still holding my head up by my hair while swaying his hips gently enjoying each fold of my inner body wrapped around him as his desire waned from relief.
“Ahh… What do you say?” He asked with a relaxed tone.
“Thank you, sir. Please enjoy me to your heart’s content whenever you desire.” I said staring forward at my door while pinned between my desk and his cock. His cum giving the pit of my stomach a warm glowing sensation. He patted my butt and let go of my hair. “Now go get lunch. The usual.” He said as he pulled out of me and stepped away to fix up his zipper and belt. Cum slipped down my leg as I stood up slowly and fixed my hair and skirt.
“Yes sir, thank you again, for everything.”
Source: reddit.com/r/sexystories/comments/mdgpjc/personal_assistant
The circumstances that led to our meeting included me bouncing on the greasy dick of one of Mr. Ray’s employee’s son’s. He was one of a dozen guys who I used to get passed around between to suck, fuck, worship, by my consent, actually I pushed for that situation to begin with all so I could have a place to eat a hot meal and have a warm bed to sleep in. Plus I got to have a warm body to cuddle. Most of them lived alone, worked several jobs, and played games in their free time, and I would give them goodnight and good morning kisses. This one however lived at home and was unemployed. His father was rarely home and when he was he didn’t really care to see me… I was a dirty greasy homeless girl banging his son for a bed to sleep in.
Unbeknownst to his son whose cock I was viciously bouncing on and humping, this night his father’s boss, Mr. Ray would be visiting. Coming home to the sound of sex was, probably, very unwelcome…I was after all riding him so hard you could hear it downstairs.
He assured Mr. Ray he’d fix the situation. He barged in without warning and yelled at me. As I got dressed I tried to explain myself. Mr. Ray probably heard it all… The father told me to whore myself elsewhere and kicked me out.
It was on the curb of the sidewalk in front of that house that Mr. Ray’s car was parked, and I sat next to it. This was where I met Mr. Ray. Where he said I was a pitiable shameful thing. Then told me to get into his car.
This was how Mr. Ray learned what it felt like to have my lips kissing his pelvis as his cock blew all the cum in his balls against the back of my throat.
That night was also how Mr. Ray discovered I was an obedient desperate slut willing to kiss every inch of his lower body with great fervent desire to please and appease. He offered me a job. Gave me a ride to a store, picked out my work cloths and gave me the night to think on it as well as my own room and bed to sleep in.
In the morning my acceptance blow job, a very sloppy messy series of pelvic kisses, was how he knew I accepted his offer. I swallowed his massive load in three big gulps and nursed his cock on my tongue until he pulled me off of him and told me to get dressed.
My first day my orientation was given in his office, under his desk, where he told me what my job was while making me perform part of it. I spent an hour slurping up and down his cock, kissing his tip, sucking on his balls, before being pulled up onto his desk, having my panties pulled aside and fucked on my back until he unloaded that hours worth of build up balls deep against the back of my pussy. I spent most of my first day learning the actual work duties of my job from his secretary Zia, while my pussy was full of his cum and my underwear smeared in it as well.
By the final hour of work he had also gotten to sample my chest and ass but not to completion. That came back at his home after work, where I nuzzled his cock between my cleavage and bounced his cock between my breasts squeezing them against it until he covered my face and neck in a sloppy large stringy series of cum, and even then I nursed it tightly squashed in my cleavage.
After taking me out to a fancy dinner he then joined me later that night in the shower where he got balls deep up my ass as I was pinned between the shower wall and his cock literally meeting the bottom of my stomach where he departed his final load of the day.
All of this on just my first day. By the end of my first week he had all but trained me in precisely how to tend to his cock.
Mr. Ray requested my standard services the most, that being a morning, afternoon, and evening blow job. They’d always start with gentle kisses to the tip of his big yummy head. I’d suck down as I pulled away making a pop as his tip left my lips. Then the deep kisses wrapping my lips over his head came next, feeling the ridges of his swollen head slide under my lips is the most gratifying sensation. Then I’d suck further down the bright skin of his glands, wetting the top of his cock. I’d slide my tongue around his entire head wrapping under the sensitive rim of it and lick up over the most sensitive top most part of his cock just under his hole before gliding my wet lips up and down his entire shaft to stroke it, on the left side, the right side, the top and bottom, and from the bottom I’d move to worship his balls with gentle sucking, gliding long licking strokes of my tongue, and go from the bottom of his sack over middle and top of it between his balls and from there at the bottom of his shaft lick all the way up to the top. Then I’d go deep, guiding my lips over his cock down against my tongue into the back of my mouth and pushing his head down into the back of my throat until my lips met his pelvis. These pelvic kisses had him balls deep in my mouth and with a combination of slurping, licking, sucking, popping, and kissing, he’d be at my mercy in a way… I could control the stimulation, I would edge him for a half hour each time I’d go down on him switching to his balls when he’d swell up as if about to cum. There’d be times where he would grab my hair and keep me balls deep pressed against his pelvis as I slid my tongue all over the bottom and sides of his shaft, and when he did finally cum from my endless devotion to stroking his full cock with my lips, tongue, and throat, I’d always end with a pelvic kiss to feel his throbbing against my lips. Then I’d hold him there in my mouth not leaving of my own accord, I wanted him to know that this was where his cock belonged. Every time he’d have to pull my head back to get my lips from being suctioned to his pelvis I’d push forward and give his tip one last good bye kiss.