Working the Holidays (Sissy Santa elf)

The store itself was massive, a stand alone department store in an exclusive part of London, the kind that turned over millions a week and employed dozens of staff in each department. The stockroom seemed equally vast.

Eric was working his way through Row G8 - women's evening-wear. A whole load of dresses waiting to be tagged with their prices before they were displayed in front of house to customers.

Eric was working alone in the stockroom as he finished up the work of his shift. He spotted a woman wearing some sexy lingerie in a nearby store catalogue, and curiously got the better of him.

Curiosity got the better of Eric and he decided to try on some panties like the ones from the store catalogue. Eric had the catalogue page of the sexy model in front of him and kept returning to the picture of that flirtatious blonde in the catalogue, imagining the scent of her tousled hair and the thought of sliding his hands up those stockinged legs.

Eric got carried away and started masturbating to the picture of the model and he was still wearing the panties around his cock. Just after he had finished, Eric realized Kareen had been nearby and he recorded the entire event with his phone camera.

Eric sputters "Kareem I'm sorry... This is the first time I swear. I thought I was alone. I was just..."

Kareem says smugly "Aye, you certainly thought you were. Jacking off on company time eh? What are we going to do about that?"

"Kareem, please I'm sorry. Don't show that to head office. Don't fire me." Eric begged.

Kareem looks down at the shorter Eric "I'll have to see what I can do boy, but I consider it my duty here to deal with such issues. Slacking off and such. Weed out the wheat from the chaff."

Kareem looked over his belly at me, and raised my chin with his thick fingers to look me in the eye.

Kareem says "Complete your shift tomorrow and then see me in my office after." Kareem then lowly turned and left.

Eric's shift the next day passed slowly, as if he was in a daze. The reality of his situation hit Eric in mid-afternoon, and he was dreading seeing Kareem. Eric managed to avoid Kareem until the store closed and the main lights were switched off. Dragging his feet, Eric made his way up to Kareem's security guard office. Eric was let in and entered before closing the door behind himself.

."Thought you might not turn up, boy" Kareem growled.

Kareem was sitting behind his large desk in his impossibly clean office. A parcel was sat on the table in front of him. Eric thought it best to remain silent.

"You should be able to keep your job" Started Kareem.

Eric began to reply "Thank you, I..."

"We'll deal with your punishment off the books" Kareem continued. Kareem climbed to his feet and stepped around to Eric's side of the desk.

"Youngsters like yourselves require a bit of guidance, and I'm here to give you that" said Kareem. "Open the parcel."

A small brown paper wrapped parcel was on the table in front of Eric. He tore at the edges and a matching red lace bra and panty set fell into his lap, along with some long striped thigh-high socks. Kareem is blackmailing Eric.

"Put them on" ordered Kareem.

Eric is bewildered "Kareem, I'm not..."

"Call me Sir" Kareem said firmly.

This conversation is not happening as Eric had expected. Eric backed away, and Kareem smiled an unsettling grin.

"T- this job isn't worth that much to me Sir.... I mean Kareem. I'm not going to dress up for you just to keep it"

Kareem leaned over the desk and twisted the monitor to face Eric. "You've got more to lose than just a job, son." Playing in high-definition was the video of he must have recorded yesterday. Eric was sat on a cardboard box lost in pleasure. Eric's eyes were shut but it was obviously him.

Kareem looked to Eric again "How'd you like your friends and parents to see this, eh lad? Now I'm going to repeat myself: Take off your clothes, fold them neatly and put on the panties. If you don't, this here video is going to end up in your parents inbox and plastered over your friends social media."

Eric hesitated, and realised Kareem had won.

"Fuck you," Eric spat.

Moving with speed that surprised Eric, Kareem moved across the room and pinned Eric to the wall.

"Bad girls get punished" Kareem said calmly.

Hauling Eric over to the chair, Kareem sat down and pulled Eric across his lap, Eric's bare ass pointing at the ceiling. Eric was wriggling and complaining, trying to get free, but Kareem silenced Eric with a hard spank on his, now bare, ass. Eric was stunned.

The next smack was harder and Eric let out a squeak. By the fifth, Eric was crying out.

Kareem let out a belly laugh. "Go ahead, squeal all you want."

Kareem dealt Eric five more firm spanks, until Eric had tears in his eyes. Finally, his hand rested on Eric's pink ass cheek, and cupped it, his pudgy brown fingers dangerously close to Eric's puckered pink hole. Eric's eyes grew wide. "So you gonna give me any more lip, or have you had enough?"

Eric pleads "I'm sorry Sir, please let me go."

Kareem released Eric. Kareem then pointed to the women's clothes on the floor, and Eric reluctantly stepped out of his trousers, and removed his shirt. Kareem swept the hat from Eric's head and released Eric's longish blonde hair. Eric was standing naked before Kareem, and Eric felt very vulnerable.

Eric picked up the lace panties.

"Garter belt first" ordered Kareem. Eric put it on before sliding the long red and white striped socks up his legs and clipped them to the belt. They had small bows and a little bell on the back of each thigh. On went the panties and bra, which must have been an A-cup.

Eric turned to face Kareem. Kareem was smirking, and Eric could see the outline of a big cock pressing against Kareem's black jeans. Kareem was getting off on this.

"And the little cherry on top if this perfect slut sundae:" Kareem held out a pair of green stilettos, velvet green gloves with white fur trim, and a little elf Christmas hat. The hat was held on with clips in Eric's shoulder length hair. The shoes had a 5 inch heel and Eric tottered-about just putting them on. Kareem strode over and Eric skittered backwards, collapsing into a chair. Kareem reached into his pocket and pulled out too small padlocks, which locked the straps of the stilettos around Eric's ankles.

"Just so ya don't get any ideas about running away now." Kareem said.

Kareem straightened up and looked lecherously at me.

Kareem said "You make a much better girl than you ever did a boy. Want to see?"

Kareem offered his hand to help me stand. Eric hesitated, and then took it. Kareem threw open the office door and half carried Eric through it.

"Wait! I can't go out like this!" Eric protested.

"Don't worry, the store has been empty for hours." Kareem said.

Kareem stopped at the first full length mirror they came to, and gently pushed Eric in front of it. Eric had been expecting to see a reflection of a man crudely dressed in drag; a gawky man in women's underwear. Instead, Eric was confronted by a long limbed girl dressed seductively in striped thigh-high socks and expensive lingerie. Eric's hair was messy and ruffled and framed an androgynous face, with plump lips and a slight turned up pixie nose; features Eric had never noticed before. He straightened up, feeling pleasantly surprised. Turning, Eric checked out his own ass. A red thong separated his pert, full ass cheeks. "Damn I looked good! All that cycling must have shaped my hips and legs. I looked like... Fuck!?" It dawned on Eric. Kareem had dressed Eric to look like the girl in the store's catalogue. Eric ran his hands over his own body, and could feel himself getting turned on. The slight bulge in the front of his panties started to grow...

Kareem began taking photos of Eric. "More leverage if I need it" he grunted. "So. You like the look of yourself huh?"

Eric frowned with concern, but turned back to the mirror, and nodded. He was lost for words. Walking over to the shelves, Kareem picked out a lipstick and mascara and moved Eric closer to the mirror. With surprising dexterity and skill he applied the makeup to Eric's face. Eric watched himself transition from androgynous, to Christmas bimbo. Moving behind Eric, Kareem tied Eric's hair into pigtails, like a schoolgirl might wear, and tied little red ribbons into the ends.

"Lots of guys come in here with their girlfriends and wives." Kareem said. "Picking out clothes for them to wear, things they think look sexy on their girl. Some of them are like you. Some of them would rather be shopping for themselves. They want to be the girl, you understand."

Eric immediately tries to defend himself "That's not me... Sir. That's not me. I'm swear I'm not gay."

"Gay or straight has nought to do with it. Look at you. You were made to wear those clothes. That's why you were rubbing your tiny dicklet to that picture of the catalogue girl. You wanted to be her. You want guys to want to fuck you."

Eric shakes his head in disagreement.