High Heels and a Pretty Smile

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Maria sets out her duties in a journal.
6.8k words
4.76
7.1k
6

Part 1 of the 5 part series

Updated 06/16/2023
Created 02/02/2023
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High Heels and a Pretty Smile

The Journal of a Pleasure Hostess

Introduction

High heels and a pretty smile. That is all I am allowed. More than that. It's a requirement. Heels at all times unless I'm required to remove them during activities.

Okay. A little about me before I get down to describing the important stuff.

My name is Maria. I grew up in a deprived neighbourhood. Poor schooling, parents doing their best but plagued with constant money troubles, and a squabbling family with six older siblings. I'd never had a room to myself. Privacy and space were an unknown quantity.

Life had dealt me a shit hand in most respects. But for every Yin, there is a Yang. For me, that's good genes.

My parents are Venezuelan. I can't say I am really. I was born here in the US and that was how I saw myself. I even had one of those big stars and strips pinned to the bedroom wall behind my bed.

I can't even speak much Spanish. And certainly not any of the other twenty-six recognised tongues they have down there.

What I have inherited from my ancestry are good looks. I have long shiny black hair, brown eyes and deep bronze skin tones.

Everyone says I'm beautiful. Even as a child, I was the pretty one. And as an adult in my mid-twenties I'm at my peak. My body is sculptured. Strong, defined legs with wide hips and a rounded butt. I can do great things with that butt, but I'll tell you more about that later.

I also have small pert titties with lovely deeply coloured nipples centred perfectly in the equally rich areola. They're like little buttons. Even I love playing with them.

I might think of myself as American but it's impossible to escape some aspects of Venezuelan culture. And that's not always a bad thing. I take pride in my appearance. Like most girls my age I spend a lot of time making sure I stay beautiful. I'd even won a local beauty pageant just after leaving school.

I have two tattoos. On my right hip and upper thigh a large flower design with three rose heads in a rich red against green leaves.

Then up along my left collar bone in black ink the words 'Love yourself first'. This a motto I've always tried to live to.

Boys notice me. I am the one they sneaked looks at in the street. The one they swallowed back Tequila for to give them the confidence to approach me in bars.

If I'd been born into a more affluent society I would have had my pick of men. But Florida is an unforgiving place for the poor. My options were limited and my future was likely to be a repeat of my mothers, and her mother's before her.

Of course, I wasn't some blushing innocent virgin when Master found me. I'd had my share of the local talent such as it was. No one I felt the need to profess my love for, but every girl needs a nice clean cock occasionally and took them when they were on offer.

Sharing a bedroom with a younger sister and the boys mostly in similar positions I'd become an expert at fucking in cars, or on them if we drove out of town. It wasn't romantic or comfortable but I had honed my skills by the time Master found me.

He saved me from that life. He saw my qualities. Natural assets I traded for my route out of poverty. He truly appreciated my sweet Latino body and he had the means to make my dreams come true.

That was the trade. My beauty for a future free from following in the nearly inescapable footsteps of my community. And he had the perfect house, the kind you only see in movies, in which to exercise my talents for him.

And so here I am. For one year it's my job to keep the Master happy. That is my only purpose. And I am putting my heart and soul into it.

Routines - Morning Duties

Master always sits at the island in the kitchen for his morning coffee. It's bright and sunny here. Large pivoting glass panels fill the whole of one wall and open out into the gardens facing the sun as it rises into the sky.

This is where my first task of the weekdays takes place.

He likes me to crawl on all fours across the floor and manoeuvre myself between his legs under the overhang. While he drinks his coffee above me I carefully open his gown to expose his cock.

It's one of the best you'll ever see. I measured it once. A full eight and a half inches in length. I can't remember the girth exactly but it's thick.

And better, it's a pretty one. Nice and straight with a silky purple crown. Master is always particular about his hygiene routines, so everything is always fresh and smooth. He waxes regularly and has a body as smooth as my own.

In the mornings there is a mouth-only rule so I keep my hands on his thighs, or sometimes I put them behind my back so his cock in my mouth is our only bodily contact.

It feels great on the tongue when I tease him. That's what Master likes at first. He likes me to lick it. Especially that spot just under the tip.

I always take my time, judging my performance by how hot he gets and by the strength of his jerking cock. When I think he's struggling to contain himself I'll switch to licking the underside of his shaft, down to his balls.

I never forget the balls. When he's hard they pull up tight. Not so easy to suck, but pushing them about with my lips and tongue makes him squirm.

Master rarely says much in the mornings but his low groans and sharp gasps are a good indication that he is pleased with my performance.

I usually only put his crown between my lips at first. That's great to continue my tongue magic, swirling it in circles around his head. Or in patterns to vary things.

When I run my lips down his shaft it reaches all the way to the back of my throat. This was hard in the early days and I know I gagged far too often. But practice makes perfect as they say. And Master certainly likes this a lot.

Finishing is usually achieved by fast movements of my lips over his crown. I bob my head from the neck so that it slides over my tongue until he tenses. Master usually gives an excited gasp and I feel the throb of his cock just before he cums.

It's always creamy and fills my mouth. Master likes me to continue sucking him as his cock softens while I keep his seed swirling around him. I swallow when I finally stop, always making sure to wipe any escaped drips back between my lips.

I always remember to thank him before going to the bathroom. Master has a second coffee while I prepare his shower. Turning the water on I check it's exactly the right temperature. Then I tie my hair back and step in to wait for him.

It's my task to lather him, using my body as well as my hands to rub the soap all over. I pay special attention to his cock with it being my task to ensure he gets erect again.

When he's ready I turn and bend over, supporting myself against the door frame or the tiled backsplash so he can fuck me from behind. Master is always enthusiastic and pumps my pussy vigorously while the shower water falls over us like raindrops.

If I've done my work well in the kitchen he will last quite a while, making me cum several times. I'm always happy if he pleases himself by holding me up against him with his hands on my titties. Sometimes he will push me against the shower door, making them slide over the wet glass.

It's usually quite hard to stay standing towards his finish. My knees are always trembling by the time he empties the last drops of juice residing in his ball bag into my pussy.

My final duty before I dry him off is to suck his cock again, making sure it's perfectly clean.

Master dresses when the morning ritual is complete and I see him to the door in just my heels.

In The Diner

Poppy shook her head. She crossed her shapely legs and sat back not noticing her white waitress dress riding up her thigh.

"Why am I reading this smut?"

"Just something to keep you entertained between customers."

Mr mega-rich was watching her. A smile just playing on the edges of his mouth. He was as relaxed as he was handsome. He wasn't the usual kind of guy who came into the diner or even the town. That's what had attracted Poppy to strike up a conversation.

That and there had been no one else after George had finished up and wandered off to sit on his porch.

Poppy laughed.

"Customers. You should have brought War and Peace. It's hardly ever busy here."

She poured her mysterious customer another coffee from the big jug. It was heavy but she'd had years of practice lifting it.

"So what are you? An erotic fiction writer?

Are you famous? Should I be getting your autograph?"

Her face positively beamed.

"I didn't write it."

"Who did?"

"Why don't you read the rest of it."

Poppy smirked. She didn't mind a bit of smut even if it was a little weird having a customer present to her while she was supposed to be working. Not that she was busy. The regulars had been in for bacon and eggs and moved on.

Only this dude was still around now. That wasn't a bad thing. He was easy on the eye. A cut above anyone else that came into the old diner.

A part of her hoped he'd stick around. He looked fucking gorgeous. Better than the stream of truck drivers that passed through. Less and less these days.

And between his hunky body and smutty journal, Poppy was already assessing her chances of getting him to go out back with her. He'd be a prize in her life.

It wasn't as though she was busy. There'd be time. The worst that could happen was the boss rolling up. Not likely but possible. Cyrus had caught her before but didn't really care. So long as she served customers and rang up the till he didn't fuss about how else she used the place. If he'd been a younger man he might have wanted some himself. In his seventies, he was past all that and Poppy occasionally flirted with the safe knowledge it kept him happy without running the risk of being expected to deliver on it.

Cyrus had walked in once and seen her tits while she was riding a guy. He'd just apologised and turned round.

Poppy made a play of getting herself more comfortable on the seat. She stretched herself upright, realising the movement had inadvertently pushed her tits out to catch his attention.

"Okay. Back to the smut.

Chapter two." She smirked.

"Or is it three?

Ooh. I'm losing count."

Routines - Weekday Evenings

Master works at the office most days so I have to make my own entertainment until he comes home. I do have the freedom of the house and can go outside into the gardens or swim in the pool. It's just when the pool boy comes I'm restricted to inside. Only Master is permitted to lay eyes on my body.

I'm still required to abide by the dress code of only heels as Master might wish to watch me over his WiFi link from the office during his free time. Occasionally he will call and ask me to entertain him. I masturbate where he can see through a camera.

Generally, this will be me laid back in a chair with my legs open so that he has a good view. But sometimes I try to vary things by humping a pillow in the bedroom, the corner of the bed, or even the arm of a chair in the living area.

I always take my time, caressing myself. I like to stroke my thighs, especially the inside lines up towards my pussy. And as I've already mentioned, I do love to play with my titties. Soft trailing fingers that trace out their curve. Fingers squeezing my firm mounds before gently twisting my hard little nipples. Only Masters hands on them are better.

He has sound as well as vision so Master hears every little gasp and moan I make as I absorb myself in arousal.

High definition lets him see my feminine juices as they leak from my pretty little slit. I spread the silky fluids all over my pussy so that it glistens in the rich sunlight for him.

As I finger myself I keep my legs stretched out wide, or lift them into the air and reach under to touch myself.

If I hump for him I make sure I work my hips. That way he sees my pussy from behind at the end of each stroke.

However I do it, I finish by collecting up my fluids and licking my fingers clean of them. Always with a smile.

I suppose late afternoon is the most conventional time in my duties. This is when I prepare dinner ready for when he gets home. I know he watches me even then so I'm careful to face the camera.

Once I played with some fruit, using it as a sex toy as I laid over his island. I enjoyed myself but it was so disappointing to find out later that he had missed my little show.

After dinner, I make myself available for Master and ensure he is suitably prepared to enjoy my holes fully.

I help undress him and rub my body against his. My lips kiss him all over, starting with his delicious mouth and slowly working my way down towards his cock. My hands are always there first, expertly squeezing and tugging at his ball bag.

Master groans a lot when I play with his balls and his cock is so hard when I suck it.

This is different to breakfast times. Then he only has limited time and I must empty him before he has to leave for work. In the evenings I'm expected to take my time. To keep him at the height of his enjoyment while not making him cum until he is ready.

To encourage me, Master will play with my titties and finger my pussy. He likes me to be oozing my wetness. For my hole to be sodden and well lubricated so that his big fat cock just slides in.

When he's ready I try to find the best position so that he enjoys it as much as possible.

It might be that I lay over the sofa arm, my face flat to the seat cushion and my pussy lifted for him to fuck. Master will hold me in place, a powerful hand on the small of my back or my neck while he thrusts into me. I hear his pleasure in his breaths and moans and I generally cum for him several times before he ultimately relieves himself.

Sometimes I kneel on the seat with my arms and head over the backrest. Master fucks me from behind while pulling my head up by my hair. He wraps it so tightly around his fingers that I have to arch my back. This just pushes me further onto his cock.

Sometimes it isn't just my pussy he fucks. He does have a choice when I'm in this position. I like it because my titties hang free and jiggle wildly as I'm pounded. And I can only imagine what my ass ripples look like to him as he fills me or jizzes over my cheeks.

A favourite when Master is tired is for me to squat on a kitchen chair. I put my feet on the seat, hold the backrest, and let my ass hang out so that he can stand motionless with his cock in my pussy from behind. I then take it upon myself to do all the work, lifting my butt up and down so that I slide the full length of his shaft without him moving at all.

Master can be relieved easily by this method without having to overexert himself.

If Master lays on the rug in the living area it's a sign he wants me to squat fuck him. He loves it when I ride his cock and slam my ass down on him. It must be the best view in the world looking at my butt bouncing up and down while he listens to the slapping of my flesh against his. It's also a great thigh workout.

I can do anal in this position as well. He doesn't last long because my little hole is so tight. I have to admit it makes me squeal and I think that just adds to his enjoyment.

He might sit in a chair some evenings. Doing it this way I usually face him. Then he gets to see my titties bouncing right in front of his eyes. I don't think there's a man alive who doesn't like to see bouncing titties.

Sometimes we go outside. It's very sensuous to fuck in the open air. To be pressed into the grass in a prone-bone position, or bent over against a palm tree as the sun goes down.

In the pool, we play suck or drown. Master sits on the side at the deep end while I'm in the water with my hands cuffed behind my back. Only my mouth around his cock and some hard paddling keeps my head above water.

Of course, it is only playing and he'd never actually let me drown. But the thought that he might makes me work extra hard to please him.

I always sleep with Master. That way I'm available if he should wake in the night with any needs. It isn't often as usually by then his ball bag is well and truly empty. But as you might have gathered he does have great stamina and sometimes I'm required to ease a hard cock so he can go back to sleep.

I either fuck it by pushing my butt into him, or I turn so I can suck it. Whichever Master prefers.

When the alarm sounds I'm always first up and go to put the beans into the coffee machine. Then I ready myself for breakfast time duties as I've already described.

Who Is The Master

Poppy couldn't help but squirm. Reading it was making her blush. She'd read plenty of dirty books in her time and she wasn't averse to trawling the internet for porn. This wasn't even that detailed compared to some of the stuff she'd seen or read. But somehow, in this environment, with a stranger watching her every reaction, it was as hot as fuck.

"This is real isn't it."

She met his eyes square on. Looking for some hint that she might be right.

"You're the Master."

He smiled.

"Can I get another coffee?"

Poppy felt more comfortable doing what she knew. Serving coffee.

"Yes, Master." She joked.

"That's your fourth. You should watch out for caffeine addiction."

She glanced outside. The yard was as deserted as always in the day. A few labourers might come in the early afternoon but that was a while off yet. And the truckers were more evening customers. It seemed she'd get to finish his book undisturbed.

Poppy took her seat again and watched him sip back another mouthful, noticing his lips on the edge of the mug. Sensuous lips. She couldn't help but wonder what they'd be like against hers. Or better still, on her pussy.

"I'm not sure coffee's your only addiction though."

He smiled.

"So is it?" She pressed.

"Is it real?"

He nodded.

"Yes. It's real."

Poppy gave a gasp.

"Fuck.

Why would a girl do something like that? It's degrading."

Degrading. But hot at the same time.

"Is it. Why?"

"I dunno. Just is."

"Not if Maria enjoys it.

You like sex don't you."

"Everyone likes sex."

Poppy looked away for a moment laughing nervously. She could feel her cheeks reddening.

"But that's... it's degrading." She said again.

"Don't you ever just want to give yourself completely? Just to exist for the sex. To experience nothing but ecstasy. That primitive urge taking precedence over everything else?

No worrying about what time to open the diner or whether your boss is going to close up shop because takings are poor?"

"Well yeah but...

Look around. This town is a dive. There are not a lot of options. And the men are all jerks."

"So no potential husbands to give you a nice house and take your worries away?"

"Like I said. Look around."

"It was much the same for Maria. She was a rose in a bed of weeds when I found her. An immigrant family. Nine of them live in a shack. Grandma head of the household. Her life was destined to be a repeat of her mother's. Marriage to someone equally poor and kids to keep her in a lifetime of scrubbing floors.

Does that sound much different to you?"

It didn't.

"I only have a brother. He's a jerk as well. He runs the shop down the road fixing up old trucks."

"And is home a palace?"

"No, it's not.

It's a trailer.

I keep it nice but it isn't a fancy house."

She wondered if she should invite him back there. She could shut up shop for a couple of hours. No one would notice. She didn't usually take guys to her home.

There was a little rest area in the back. That was her usual place. Or after work in the dark outside by the dumpster bin. She wasn't always proud.

Master leaned forward and broke into her thoughts.

"So imagine how Maria's life changed when she completed a year in service and left a million dollars richer."

Poppy gasped again.

"You paid her a million dollars?"

12