Hard Worker Ch. 05

Story Info
Young horny male exhibtionist showing off.
2.1k words
4.31
28k
1
0

Part 5 of the 11 part series

Updated 09/27/2022
Created 05/15/2010
Share this Story

Font Size

Default Font Size

Font Spacing

Default Font Spacing

Font Face

Default Font Face

Reading Theme

Default Theme (White)
You need to Log In or Sign Up to have your customization saved in your Literotica profile.
PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here
tzael2003
tzael2003
174 Followers

I was contacted by this guy Dave on the net. He asked me if I would work naked and I said yes.

So I met him at his office, strip naked, and worked, for a while. Then of course I had to have some fun and I jacked off in front of him, his name is Dave, by the way.

But, near the climax of my masturbation performance, Dave's boss came into the office. Now Dave's boss just finished talking with him.

"Oh. Is everything okay? You're not fired or anything are you?"

"I think its okay." Dave replies.

"What did you talk about?" I ask.

"You; I told him everything I know about you, how we met and that you needed a job and were willing to work naked and stuff. I hope to see you again soon, bye."

With that, Dave leaves and I'm by myself naked in the office.

"Jean please come into my office." he makes the request sound like a assertion, not threatening just that his voice commands you to obey. I hear, and what else was I going to do, but obey.

"Now, my name is Mr. Thomas," this handsome and commanding black man says, "and I am looking for a discrete and reliable office assistant to work under my personal secretary and office manager. Would you turn around slowly so I can get a good look at you?"

I do so.

"Undo the pony tail."

I do so and my hair falls free. My hair comes down to my shoulders.

"Has anyone ever told you that from behind you could pass as a woman?"

"No, but I know that it's true."

"Do you have a copy of your resume that you can access via the net?"

"Yes."

"Excellent, come here and use my computer and retrieve it."

I walk over to his desk and bend over to use his computer to do as he asks. As I am busy on his machine one of his hands comes to rest on my hip. No, it's not by accident; he deliberately is feeling me up. His strong black fingers roam over my slightly tanned white ass. I spread my legs apart as if I am trying to get a better balance as I work. He takes advantage of my effort and runs his fingers along the valley between my checks.

"Got it," I say and move the screen so he can view it.

He reads my resume all the while feeling up my ass. His fingers tease my ass hole.

"You are very impressive," he says, though I can't tell if he means my ass or my resume.

"Yes I think you will do just fine."

"For what, may I ask?"

"I will get to that, but first I need to ask you a few questions."

"Okay, shoot."

"You enjoy being naked, correct?"

"Yes."

"You enjoy being looked at, correct?'

"Yes."

"You've enjoyed this afternoons little office game, working naked, showing off your body, correct?"

"Yes."

"You heard me at the door didn't you?"

"Yes," I confess.

"But you didn't stop jacking, because you wanted, you desired more of an audience, correct? You crave being seen naked, correct?"

"Yes." I do, I really do.

"You came even harder than you expected because you were naked in some strange office and being watched as you masturbated in front of people, correct?"

"Yes!"

"In your heart of hearts, you wish to do this again, I am also correct?"

"Yes."

"I would be willing to pay you for that very service and more."

"You would pay me to walk around naked?"

"Yes."

"I would pay you to work in this office naked and show yourself off to my clients and as an office perk for my employee's. Your office mates here are either openly gay or bi-sexual, or in the case of Dave, a straight man whose a habitual masturbator."

"Wow, getting paid to work naked, that is so hot. Are you for real?"

"I am always real when money is concerned. Yes, I would pay you to work naked, but there is another aspect of your job, which I want you to agree to before I hire you."

"And what is that?"

"Before I tell my proposition, I will give you some background. You see Victoria; my personal secretary is over worked and has been complaining and wanting a helping hand around the office. But we have a special place with special clientele and office culture, and that is why so far we hadn't found anyone suited to our needs. Until now. I think you may fill that role if you're interested."

He tells me my salary and I whistle at the sum.

"I do have some special requirements though." He says.

"Oh, what are they?"

"As my personal secretary Victoria, escort me on to dinners, conventions and such. I need someone who is skilled technically and I believe the phrase is eye candy. I need another such a person here as well, for clients of a different persuasion. I would pay you a bonus on top of what I already stated, for those other services as well as paying for your new clothing requirements."

"New clothing requirements?"

"Yes. I need someone to be attired as a distraction and entertainment. To be blunt, I want someone whose attire and appearance goes over the top. I want them to be fixated and aroused by your lovely ass and cock. Interested?"

"Yes. Go on."

"To be blunt about it I also need someone who occasionally provides other, and older professional services."

"I'm sorry; I don't get what you mean."

"Well, you have the physical attributes that in the right clothes could make you a very desirable young lady."

"Huh?"

"You enjoy showing off and this would give you ample opportunity to be as provocative as you could ever desire. Have you ever played dress up as a child and fantasized about it later in life?"

"Well," somehow he compels complete and full honesty, so I confess a deep secret. "Yes, I have played dress up. My mom caught me trying on my sister's clothes and make up."

"I thought so. Did you enjoy that?"

Again I am compelled to be truthful, more than I have been even with myself ever before.

"Yes. I did."

"Do you day dream about it? Fantasize about it?"

"Sort of, I guess I have. I often fantasize about hot babes making out with guys. I guess I imagine I'm the babe."

"I thought so; you have the movements and grace of a predatory woman. You seem to know instinctively how to use your body like you were a woman."

"Thanks, I guess."

"Therefore your attire would vary. On most occasions when there is only your co-workers in the office you would work naked, as I already explained. But when the occasional client visits the office, I would need you to dress for another role. I want you to role-play the provocative and desirable female. Does this interest you?"

"Huh? I'm not sure I understand what you just said." Did he really say he wants me to dress like a woman? Wow! My cock responds to that idea by getting hard.

"I can tell by your member's rigidity that you did understand me, but I will repeat myself, I do not do this often. I want you to come to work and to accompany me as the need arises dressed be as a member of the oldest profession of all. I wish you to be attired as an expensive call girl."

"Wow. That is something I didn't see coming."

"Yet, by your erection you are now sporting, I believe you are very interested in my complete offer, am I correct?"

"Ahhh...now I get it, that's what you meant by new attire. You would buy me the clothes to role-play this call girl for you."

"You are perceptive. Interested?"

I just stand there with my cock getting even harder at the thought of all this. He reaches over and gently runs his fingers along the edge of my prick.

"I would pay you a fine fee to wear nothing at all at work and to wear woman's clothes as the need arises. You would come to work each day attired as a woman and then strip naked to work in the office. I would of course pay completely for this new wardrobe, and for hair stylists, pedicures, manicures, cosmetics all the things professional needs to perform this other role."

"You said you were always serious about money, correct?" I ask.

"True."

"I need work and this is like a dream job."

"Excellent, we will begin tonight. I will have Victoria come by. She will help transform you so that you can come to the office Monday at 9:00 properly attired."

He writes me out a check and shows it to me.

"This is your first bonus pay, if you are truly willing to perform all that I need and ask."

"I will."

"Then I will I call and have Victoria come to the office. Before she arrives I wish you to perform a task suited to your call girl role."

"What might that be?"

"Do you agree to take the job? To do all that is asked of you?"

"Yes."

"Now, answer this question honestly. Have you ever sucked a man's cock before?"

Wow. But again, his voice compels me to be honest.

"No." I stumble with excitement over the word.

"Well, I may need to have a professional teach you, or maybe not. I am thinking you will be a natural."

He calls Victoria, and begins to explain what he requires her to do. He asks me my shoes size and my measurements. I give them to him. He responds, I thoughts so. I am told that Victoria will arrive in forty-five minutes. After he hangs up the phone, he then focuses his attention on me.

"Get on my desk with your ass facing the main door."

I do so.

"Excellent now I will stand to make this easier for you." He removes his jacket and places it carefully on the back of his leather chair. "Now, unzip my pants."

I do so.

He is wearing black silk briefs and I can see his large hard on curled under the fabric.

"Pull down my underwear and take my cock in your mouth. I wish to see test your natural instincts."

"You're asking me to give you a blow job, that's part of my job, is that it?"

"You are correct. Are you willing to take the check and begin your employment? After this you are a permanent employee."

"Yes."

"Then begin."

I reach out to fondle his black member under the soft smooth fabric. Then I slip it out of the fabric to release it. He has nice cut cock and at must be 7 inches in its current erect state.

I am excited and nervous. I fantasized about this but never did it. I take my first lick of his cock, just touching the tip of my tongue to the tip of his cock. Feels good, no real flavor yet, his cock has a musky smell. I lick his shaft like a cat lapping milk; now tasting the saltiness of his skin. I lap at his cock head like this for a few minutes and then take the circumcised head into my mouth and begin to suck on it. I can feel him pulse with pleasure as I suck. My tongue flicks his cock in my mouth and I get a groan of appreciation from my new boss. He moans. I move my mouth up and down his thick hard shaft.

My tongue feels a vein in his cock pulse from the pleasure I am giving. I taste a little salty pre-cum. As my mouth works on his dick I fondle his balls, squeezing them as if I'm trying to coax the cum out of them and up into his dick. He then grabs my hair and pulls me closer to him, forcing me to swallow even more deeply his cock. Then he starts shoving his hips back and forth, so that he is fucking my face.

His strong hands grip me and I couldn't stop him if I wanted to, but I don't. He starts to moan and I can tell he is turned on and going to cum soon. He lets out a loud fuck and then begins to shoot his load into my mouth. I gag on his cum and it starts flooding out of my mouth, he pulls back and out at the sound of my gagging. His thick black cock just continues to gush out a thick flood of hot thick creamy cum on my face.

"Not bad for a first time. Practice makes perfect, and you will get plenty of practice from now on." he says.

tzael2003
tzael2003
174 Followers
Please rate this story
The author would appreciate your feedback.
  • COMMENTS
Anonymous
Our Comments Policy is available in the Lit FAQ
Post as:
Anonymous
Share this Story

READ MORE OF THIS SERIES

Similar Stories

Becoming Mommy Ch. 01 I was just going to meet my girlfriend's family.in Transgender & Crossdressers
Booth Babe Pt. 01 CD is discovered, then helps out a friend at a conference.in Transgender & Crossdressers
Lost Suitcase Adventure Lost bag & friend's clothes fit better than her husband's.in Transgender & Crossdressers
My Time as a Wife Steve lets his "Sarah" side date a TV/CD admirer.in Transgender & Crossdressers
Red for Mommy Pt. 01: Coming Home Fred's mother helps her son figure some things out.in Transgender & Crossdressers
More Stories