08:00
Cherry blinked at herself in the mirror. She was tired, and she was hungry. Her stomach rumbled. She sighed, took a sharp breath, and slid the thin plastic tube inside her arsehole. Squeezing the bulb in her hand, it filled her with lukewarm water.
Placing the douche down on the counter top, she leaned forward over the unit to look closer into the mirror as she shook her ass around. It felt like something was in her eye. An eyelash had come loose perhaps. It was just a wayward strand of her crimson red hair. No problem then.
She walked to the toilet, sat and noisily shat out all of the water. Her 17:30 appointment was a semi-regular. The session with him almost always involved hard anal, so that meant no breakfast, no food the night before and no coffee all day. Oh, and an enema for good measure. It was all worth it for the wad of cash that came was the assfucking, though.
Finishing up in the bathroom, Cherry strode nude into the kitchen, taking a glass of water from the sink and heading to the bedroom. She rolled some sheer black stockings on to her bare, milky thighs and attached them to a black garter belt. A few moments of indecision came, staring into the wardrobe, before she picked out some lethal heels, and a set of menacing leather boots. Those would be for her 15:00 appointment.
She stood in front of the full length mirror, awkwardly bending to put on the heels. Standing once again upright and proud, she studied herself in the mirror for any imperfections. She saw none. Throwing a silk dressing gown around her bare torso, she grabbed a cigarette and clacked across the laminate wooden floor to the balcony.
Staring out across the city from the 17th floor apartment, she watched as the metropolis bustled into life. The sun was pretty much up now and there was an omnipresent hum to the city's traffic. A police siren pierced the air as Cherry sucked the last drags of smoke from the cigarette and threw it over the edge.
*
09:00
She answered the door with the silk slip wrapped around her.
"Hey, honey!" She beamed, "How are you?"
Reggie padded into the apartment, rubbing his hands together.
"Oh, you know," he sighed, "better now that I'm here!"
He was a small man, with a slight build and greying hair, well into his fifties. He made no effort to conceal the wedding ring on his finger. He always wore a dark green raincoat and his face was soft and unassuming. He was the type of guy you'd walk past in the street without even noticing.
"Have you missed me, baby?" She teased, turning to lead him through the apartment and into the bedroom. She made the effort to exaggerate her swagger, making her fat bum move in hypnotic motion as she walked.
Reggie only nodded. His mind was focussed on her arse poking out beneath the silk slip.
In the bedroom, Reggie placed a brown envelope on the heavy wooden dresser and methodically began to undress himself. Cherry had come to know him as a simple man of very little words. He came, he shagged, he left. A good weekly earner.
The bed was a king, starched white and covered with a purple silk sheet. Cherry fucking loved silk. The way it felt against her skin made her feel a million bucks, even if she was being plowed by the ugliest, fattest builder in Britain.
Reggie stood before her nude, save for his socks. His stubby 4 inch cock was already erect, something she respected in a man of such silver years. Reggie, for all his plainness, still had that fire.
She removed the slip and it fell to the floor. He stood there, gazing at her bare body in the suspenders, garter and heels.
"I'm still thinking a small C, but I don't know which to try today," he said, coming towards her and taking her milky tits in both his hands. Her skin was deathly pale, in contrast to her tattoos and dyed red hair, and her nipples were fat and pink.
This was a game that they had been playing for some weeks now. Reggie had - during a previous drop of the silk - made a calculated guess at her bra size, but had been wrong. Every week since he had taken another guess, but he had still been incorrect. He wasn't very good at this, but he was narrowing down the answer.
"Close, baby," she purred, kissing him on the neck, "remember, when you get it right I'll let you cum all over my tits as a reward."
She dropped to a squat before him, making sure to catch a tit on the head of his cock as she did.
She took him in her mouth. His diminutive size made it a breeze for her to deepthroat him, and Reggie was always pampered with the full pornstar treatment; throated to the hilt, tongue on the balls, rough face fucking even at times, with all the spit and noises and moans that came with it.
"Urghhllchh! Urghllchh! Urughllchh!" went her throat as she impaled her face on his shaft over and over. She tried to look up, to give him a fake pained expression of struggle - the "I'm taking this cock just for you, Daddy" look - but Reggie's eyes were closed.
There were times when he finished in her mouth, but today, the thrust of his hips matched the pace of her mouth and she knew he wanted to fuck.
She detached her mouth from his dick. Even at 4 inches it stood veiny, flushed and proud at the face excavation it had been subject too.
"You want to fuck me, baby?" She asked.
Reggie barely nodded.
She stood up, opened the top drawer of the wooden dresser and pulled out one of a hundred condoms that lived in there. Tearing off the wrapper with her teeth, she rolled the sheath down his length, letting it attach at the base with a hollow smack.
She lay on the edge of the bed, opening her legs wide and bringing her knees up towards her head. She had already lubed herself up a few minutes before his arrival, and her pink pussy glistened with artificial wetness. This was it, the illusion bared.
Reggie's thumb found her pierced clit as the head of his cock probed at her entrance. The other hand placed flat on her thigh, he began to sink effortlessly inside her. She would have been lying if she said she didn't feel pleasure from her work, but it would have taken a great deal of effort to cum from fucking Reggie.
Nevertheless, the gentle friction back and forth on her clit was pleasant enough, and he was all the way inside her now, as far as his little cock could go. He rocked back and forth, in and out, and his breath quickened.
Cherry moaned softly, whispering sweet nothings to the old man and biting her lower lip hard so that the piercings stuck out at weird angles. She tried her best to maintain eye contact, she felt this hurried guys along naturally, but his eyes were all over her.
The sticky sounds quickened as he threw his cock into her wet hole. His body crashed against hers and she opened her legs wider, hooking her arms around the back of her knees and pulling herself wide open for him. She was folded up like a pretzel, but he was not big enough to do any damage to her cervix. The guy could go to town on her if he could manage it.
"Cum in me, baby," she begged, "oh honey, please give me that cum! That's right, fuck me good. Fuck me deep!"
She laid it on thick, and it worked. The man entered some sort of spasm, grunting as his pace became jagged and then slowed. And that was it. The first one of the day sorted.
Cherry left plenty of time between clients and preferred a quality over quantity approach to prostitution. She charged accordingly. She often enjoyed smalltalk in the moments after sex, maybe even a cigarette, but Reggie had pulled off the condom and thrown it into a bin by the bed in seconds. He began to get dressed in silence.
"I'll give you a text about next week," he said, buttoning his shirt.
"I'll be thinking about you, baby," she managed, before he scooped up his coat and zoomed out of the room.
*
11:00
With Reggie finished up in about 15 minutes, Cherry had time to treat herself to an orange and apple smoothie, read a magazine, check Facebook and Adultwork, and clean herself up for the next appointment.
11am came, and there was no sign of her client. He was a first timer, with her at least, who addressed himself in texts as Simon. She figured he was a no show, which was a fucking disappointment - her next client wasn't due until 3pm. For fuck sake.
The frustration was short lived, however. Her phone beeped at 11:02.
"I'm so sorry, but I can't find the apartment, can you help me?"
Cherry read the text aloud, before laughing.
"Fucking idiot," she said to herself.
She replied: "it is safe to ring you?"
He rang her in response. He had a thick accent, and it took a few times repeating the instructions for her to get it across. He didn't sound like he was from around these parts.
Eventually, at 11:16, the knock came at the door. He'd booked an hour, of which he would have usually lost fifteen minutes of, but Cherry was in no rush.
Opening the door, her jaw hit the floor.