She stopped outside the door and read the number. She pulled the paper out of her bag. Yes the numbers matched.
Pulling out a compact she inspected her make up. She smeared on a new thick layer of the blood red lipstick and pouted at the image looking back at her. Thick make up, heavy eyeliner and mascara made her look more like a mannequin than a live person.
She checked the seams of her stockings to make sure they were straight. This dude was sure as hell kinky. This outfit was straight out of some kind of 50's librarian's hell. Long tight black skirt, with buttons running all the way up the back. Black heavy tight jacket over a nearly transparent white silk blouse. No bra, no panties, shaved pussy lips but he required she have pubes up above. She was glad she didn't go in for the clean shaved look.
And these shoes, they were positively freaking Victorian. Heavy lace up with five inch heels. She pulled out the heavy square black framed glasses and put them on. Her hair was in a tight bun on top of her head.
She knew she was going in for a serious rough ride but he was paying through the nose, money up front with a big bonus promised at the end if he liked her. One night with him meant the rest of the week off if she wanted.
She knocked on the door. A mans voice called for her to enter. "You are late. I called for a steno hours ago." He remained seated behind a huge black wooden desk. She looked him over. Not bad as far as Johns go. He looked clean and he wasn't fat or drunk.
His voice was soft and had a threatening tone. "I do not tolerate lateness. Come here."
She felt a wave of nervousness. Her friend had set her up with this guy. Said he like to role play some pretty kinky stuff, there may be some rough stuff and toys but she had vouched that he was clean and wouldn't beat her up. He had sent the outfit and said she could keep it. Not that she had any use for ugly black suits.
"Sir, I was right on time."
"Get your ass over here now!" His voice cracked like a whip.
She walked over to stand next to him. When she came around the edge of the huge black desk she could see he was sitting in a wheel chair. Jesus this guy was some kind of cripple. She wondered if he could get it up.
"Lean over the desk. Press your face to the top of it. Hold onto the far edge with both your hands." She complied but turned her head so she could see what he was doing. "What the fuck are you looking at. I said press your fucking face to the desk." His words were crude but his tone still had that low scary tone. She turned her head to face down. She was a lot less nervous now that she knew he was in a wheel chair. She was sure she could get away if she needed to.
She felt him run his hand over her ass. "Nice and firm and round. I like round asses." He slipped his hand lower down onto her calf and slowly ran his hand up the inside of her leg just as high as the top of her stocking. "Spread your legs apart, further, thats good." She felt her calves tremble at the strain of the high heels but she felt that uncomfortable shoes where going to be the least of her worries. The skirt was tight and she could not open her legs any wider. He continued to run his hands up and down the silk stockings. He did that for a really long time. She began to wonder if her friend had played some kind of joke on her. If this was all this guy wanted she was cool with that. It even felt kind of nice in a weird way.
She knew that there was going to have to be more. He had hired her for the whole night. He was paying way over the going rate for most kinky scenes. He had been very specific about her being very clean, even to sending the correct type of enema he required she use before coming.
She tensed when he stopped stroking her legs. "Don't move." He rolled away from her and went over to the only other door in the office. He opened it and she knew she was going to earn her pay tonight. Inside the door was an extra large full length mirror that reflected the whole desk. On shelves down low were a row of industrial looking dildos, neatly arranged by size from big to really big to fucking huge. She wasn't sure if she had ever seen a dildo that big before. Hanging on pegs were a number of different sized paddles.
"I can't allow my secretaries to get into any bad habits. I think you will have to be spanked." He rolled over and lay the paddle on the desk next to where her face was. He began to slowly unbutton the row of buttons on the skirt, one at a time. When all the buttons were undone he ordered in cold voice, "Stand up, and pull the skirt up until your whole ass is bare and then lay back down exactly the same as before. She pulled the skirt up around her waist and lay back down her hands gripping the edge of the desk. She had had a couple of Johns who liked to spank her but never one with a fucking paddle before. She forced herself to think about the money.
He sat behind her for an eternity just looking at her ass. She knew that her cunt was completely exposed to but that didn't bother her. 'Go ahead look all you want.' She thought to herself. "Spread your feet wider." As she spread her feet apart she felt him roll close, the wheel chair supports of his legs slipping between her legs, his knees forcing between her legs. 'Going in for a close up view'.
She felt his breath on her crack. She wondered briefly if he was going to go down on her. Some Johns liked that but none of them were any good at it. She would pretend to be grateful afterwards. She felt his hands spreading her cheeks and cunt lips. She could hear him inhaling deeply. He said something under his breath and rolled back.
"I expect you to lay still and take this. You may yell, cry and plead for mercy, but don't move. The more you take the better the pay at the end. If you want to stop just say, "games over." and we will move on to the next game. He reached for the paddle. The first swat was almost gentle. She lay still wondering how much she could get for letting him hit her really hard. He continued to paddle her each hit getting successively harder.
They were really starting to sting like hell. She gripped the edge of the desk and gritted her teeth. Finally a really sharp one popped her right up on her toes. "Son of a bitch."
He hit her again, almost instantly, a lot harder. "I don't approve of my secretaries using such profanity." She let out a sharp yell of pain. He continued to hit her hard, really hard. Each swat sounded like a rifle shot in her ears. She was up on her toes squalling with each one. It felt like he was beating her with a red hot frying pan.
Finally she could take no more. "OK OK Game over!" Her voice cracked and squealed. He instantly stopped, dropping the paddle to the floor breathing hard.
She lay sobbing on the desk top, absolutely drenched in sweat. "Did I do good?" She was a little surprised at the meek tone of her voice and that she on some level really wanted to please him.
"You did fine." His hand gently stroked her ass. It stung but at the same time felt warm and soothing. Sweat ran down her legs. "Are you too hot?"
"Yes, It is really hot."
"You could take off that hot suit if you want. Leave on the blouse and the stockings. You can stand up to do it but stay by the desk facing the mirror."
"Thank you."
