A New Assistant

I hired my new assistant a few months ago. Emma was amazingly attractive so everyone thought I'd picked her because of this. No one stopped to ask the real reason why I hired her, which was of course because she was the best candidate. Also because I knew of her through a friend and knew she was having a harsh time financially, I owed him a favour so I said I'd hire her and give her a trial period. I couldn't tell anyone of the situation so they all presumed I'd hired because of her blonde hair, slim figure, amazing smile and her 32Gs. I must admit she was attractive but it didn't faze me, I was here to work and she had a job to do - we could be professional, couldn't we?

I explained to Emma that I was a fairly relaxed boss - so long as she was getting on with her work and doing it to the standard I required. But if standards started to slip I would not tolerate it.

Everything was going well for a few months, she was hard working, in before 8 and stayed after 5 - even though it was a 9 to 5 job. Then I started noticing she was taking longer on tasks I'd ask her to do, she started dressing a little more risqué too, her time keeping had also become cause for concern. I got various e-mails from colleagues telling me that she was flirting outrageously with the men from their departments - this is why she was taking so long on her jobs. I was angry but decided it was her first "offence" so I left it and had a word with her in her monthly review meeting, she said she wasn't interested in any of the men she talked too she just thought it was a bit if fun. I told her it wasn't a nice thing to do leading men on like that. We addressed the time keeping and clothes issues. She apologised and thing settle down again - apart from the clothes, there were always too much cleavage on show for the office environment. I'm sure on a few occasions I saw the tops of stockings, I love stockings and they are one of my biggest fetishes but I could deal with the fact she paraded them about in such a short skirt - again not suitable for a professional setting.

Another few months down the line she started acting up again. I let it slip with only a chat the last time because it was the first time and I was doing a friend a favour. This time the telling off needed to be harder. I was only going to give her a stern talking too, that was until she passed me back a letter I'd asked her to type up. There were spelling mistakes all over the letter - this on top of all the flirting, the revealing clothes, taking time to complete jobs, her time keeping was getting bad again and every now and then just disappearing I'd had enough and snapped. It was a Friday afternoon and she had just got back from what should have been a 5 minute trip, it had taken her twenty minutes.

I stepped out on the floor and looked around, it was fairly quiet as it was getting close to five. Most of my team had gone and the remaining few would be gone soon too. I looked at Emma she smiled, I didn't smiled and her face dropped.

"Emma. My office. Now." was all I said.

I was sat at my desk when she came in, she had a pen and a pad of paper in her hand. My desk faced the door, the door was on a wall made totally of glass, behind me was the windows that looked out onto another office block. I'd already closed these blinds. My desk was pushed up against the left hand wall as I was looking at it.

"Close the blinds and lock the door."

She looked worried but did as she was told. She sat down and waited for me to start talking, she already had pen to paper.

"Emma," I started, still with my voice as hard as I could make it without shouting. "You're standards are slipping again, you're time keeping is a joke and this" I threw the letter to her "is beyond belief."

She looked down at her pad and back at me but said nothing.

"I've had reports back from other managers that you spend most of your lunch in their area talking with guys, and quite frankly you've started dressing aw.."

"I'm not a whore!" she exclaimed as she stood.

"Damn it girl sit down and don't interrupt me again." I slammed me hand on the table and she sat down.

"I didn't say you were a whore, I said - if you'd listen - that you were starting to dress awfully. You need to start dressing more professionally."

She sat there looking at me deciding whether or not to argue. She said nothing so I continued.

"Make a note. Number one, you will call me sir from now on. Number two, you will dress appropriately. Number three you will do the jobs I tell you to in the time I tell you. Number Four..."

"Wait slow down"

"Slow Down!, SLOW DOWN!! Goddamn it, your suppose to be an assistant, and I told you to call me sir! You'd better book your ideas up..."

"Or what?! What are you going to do Sir? Hit me?"

That was it the way she said sir, her attitude was horrendous. It was hard to believe this woman was in her thirties and older then me by 5 years.

I stood up and walk over to her I grabbed her by the wrist and told her to stand.

"Bloody right I'm going to hit you, You're going to get on my desk on your hands and knees and I'm going to spank you."

She didn't resist, she climbed up and got on her hands and knees. She still had her note pad. So I started over.

"You WILL end every sentence with "Sir."" She made a note.

"You WILL dress properly - no skirt above the knee - no more then two buttons undone on the blouse." She wrote it down.

"You WILL do exactly as you are told as quickly and correctly as you can." She mad the note.

"If you can't do these three things you WILL be spanked. You will be spanked and you will count off the spanks and thank me for them." She didn't need to write this one down.

"Do you understand?"

Y...ye...yessir"

"Good girl, also anything more I add to the list you will write down."

"Yes sir."

"Now I am going to spank you, you will get ten for your punishment. You will count them off and thank me for them.

She braced herself on the desk and put her head down. My hand came down on her covered left cheek at less than 20% of power. She gave a little squeak but was ok.

"One, Thank you, sir?"

The next one was a little harder, aimed at her left cheek again and she grunted but counted anyway.

"Two, thank you, sir."

"Lift your skirt up - you are to receive the rest on your uncovered bottom."

"Yes sir." She knelt up and pulled her skirt up round her waist, she was wearing a nice pair of brief style knickers in black.

"Very good. Another note to make - this is acceptable underwear, no thongs or G-Strings"

"Yes Sir." She made the note.

Three and four came harder and in quicker succession, both on the right cheek.

"Three and Four, thank you sir."

I waited a while to deliver number 5. Emma looked back at me to make sure I was still paying attention. As she caught me eye she whipped head back forward. I placed my hand on her bottom and gave it a rub.

"Don't worry, Emma, you won't get a spank for looking around, you just need to learn the rules."

As I finished my sentence I brought my hand down on her rump, directly in the middle getting a bit of both cheeks. She gave out a small cry followed by sharp intake of breath.

"Five. Thank you, sir."

"Not to worry you can scream if it hurts, for now." I brought my hand back up to rub her now reddened buttocks. She seemed to enjoy the rubbing - it must have been somewhat soothing to her.

"Now Emma, you need to pull those knickers down."

"I can't, sir."

"Why not Emma. Do you want me to add more on the end?"

"No. Please. I...I'll do it."

She tried kneeling up but my other hand held her in place. She had had to pull them down from the crouched position she was in.

"Please move down onto your elbows." I knew this force her bottom higher into the air.

I brought my hand down once again, this time onto totally bare skin of her left cheek at about 60% power. The sound ripped through the tiny office. I checked the time, it was after 5, most people should have gone.

"Spread your legs a little, not much." I could see she was a little wet, I don't blame her - I was enjoying this too.

"Yes sir. Number 6, thank you, sir."

"Well done, you're really getting to the hang of this aren't you?"

"Yes, si...aarrrgghh."

I hit her hard, on the right cheek, while she was trying to speak, she couldn't help but let out the scream.

"Thank you, sir." She said through gritted teeth.

"Tut tut." I replied "you didn't count, that's has to be another on the end."

"No more please. Seven sir. Thank you sir." she pleaded with me.

"I'm sorry, Emma, you must learn the rules. You will do as you're told."

"Yes sir." She sounded deflated.

I gave her a gentler one on the right cheek, maybe about 40% power, for the 8th one.

"Eight. Thank you sir."

"Well done. The last three are going to be painful." She whimpered. "Don't worry it'll be over quickly. Now there is one more thing. You've got to try the last three without making a noise. As it's your first time, I won't give you more slaps if you do make a noise but there will be consequences. Understand?"

"What kind of consequences, sir?" I loved how easily she had slipped into calling me sir.

"Don't worry about those now, just concentrate on the noise."

I brought my hand down hard, really hard, almost full power now. I followed my hand through, she moved about 7 inches in position. I know it had to have hurt because it stung my hand like a bitch.

"Nine." She seemed to moan out. "Thank you sir." Her ass cheeks were glowing red now. The next two were going to hurt like hell. One for each cheek.

My hand came down on her left cheek, she didn't seem as effected by this one and didn't make a noise.

"Ten. Thank you." I noted that she did not say sir, but decided I would tell her after, she would get an extra one, but I had something up my sleeve for that. For her 'last' one I stepped back and twisted my body. My whole body was twisted to get enough power behind this one.

"Brace yourself." Her hands pushed into the wall, I released my tension on to her right cheek. She screamed in her through but managed to keep her mouth shut, it wasn't that loud, but I told her no sound at all.

"Eleven. Thank you sir." She shifted on the table, but stopped. She was waiting for permission to get down.

"Good girl, Emma. Now I have some good news and some bad news." She looked worried and so she should.

"The good news is you took them well and provided you obey the rules, you shouldn't be on my desk again. However, you didn't say sir on number ten. Therefore you're going to have to suffer one more."

As I was talking to her I reached into my draw and pulled out a riding crop. It was a joke present from one of my colleagues a few years back but still it was decent one.

Emma took one look at it and jumped of the desk.

"Fuck you, dirty fucking pervert. You aren't touching me with that." She pulled her knickers up. "You can't get away with this."

She didn't move though she was still stood there.

"Emma, I don't want to do this. I don't want to be a bad guy, I'm trying to make you realise there are rules and that they must be obeyed."

"But you can't do this, I'll tell HR."

"Fine, I shall tell them of your financial issues."

She realised that I had her, she knew she shouldn't be working in a financial situation when she had the issues she did. She would lose her job. I felt awful for bringing it up. I didn't want to.

"Emma, I'm sorry for saying that. But you must learn the rules. You can't come and go as you please. You can't dress the way you do and treat the men the way you do. Your work is suffering from this behaviour and I will not stand for it."

She saw the honesty of my apology in my eyes and pulled her knickers down.

"All the way please Emma. I want you naked."

She took the knickers off followed by her skirt and blouse. She had a white bra on.

"Emma from now on, you will wear matching underwear. The same colours for now but after pay day I will expect to see a proper matching set."

She grabbed her note pad and wrote it down. "Yes sir".

She was stood before me naked.

"I want you to know up front that this will hurt and you don't have to count anymore. But you must remain as quiet as possible and remain still. I'm going to punish you until you can remain quiet and still. Understand?"

"Yes sir."

"Good, now bend over my desk, palms flat on the top, elbows down, legs slightly wider than shoulder length apart."

She moved forward and stood before the table, she looked at me and smiled, bent over placed her hands on the table then lowered her elbows down. Her ass was sticking up a bit but the she moved her legs. Her back was practically straight, this position must be hurting her. I'd have to make this quick.

I stood back to observe the sight before me, it was almost mesmerizing. My eyes moved over her body, she did look amazing. Her breasts were squashed right up against the cold wood surface. Her bright red ass just waiting for more punishment. And her pussy was wet, I'd only just fully noticed. She was shaven completely and she was very, very wet.

I pulled the crop back and unleashed it upon her ass - right across both cheeks. She howled and leapt up from the desk, grabbing her ass. She looked at me, quite confused. She had filled up obviously in pain, but she looked almost in a trance too. I told her to turn around. When she did I could see the mark on her ass almost instantly. The welt had already appeared. No wonder she moved , but she must learn to stay still.

"Emma, you have moved. You must understand that for every time to move and make a noise we will continue. If you learn to obey the rules, stop moving and stop the noise you can be rewarded."

"Rewarded? Rewarded with what?"

"I see your pussy is getting quite wet. Are you enjoying this?"

She looked like she didn't want to answer or know how to form the answer.

"Be honest."

"Yes, sir. I am enjoying this. At first it hurt, I felt bad and degraded but I love having my bottom spanked. I am so very wet."

"Ok. Thank you for your honesty. What we will do is make a bargain, if you can learn to stop moving and stop crying out in pain you can come. Deal?"

She nodded.

I swung the crop through the air, the whooshing noise was like a drug to me, and landed it just on the end of her nipple. She managed not to cry out but she brought her hand up and grabbed it. She gave it a little rub which seemed to help.

"Right, Emma, back on desk please. Hands and knees." As she climbed up I was fully aware that from this position I would be able to whip her ass, pussy, tits and thighs. I was going to enjoy this, and from the sight and smell of her wetness - she might too.

I brought the crop down on her ass three times. She bucked with each one, squealed a little on the first but let out a throaty moan at the end. The marks started to appear almost instantly. I was surprised how quickly she had learned not to cry out and her movement had almost stopped, she must really want to come. I stood at the end of my desk behind her and raised my crop up so it was a few inches from the wet hole. I flicked the crop, not to cause pain, across her clit. She seemed to jump at the shock at the very same time her legs gave a shudder from the enjoyment. Her moan was louder this time.

"Did you like Emma?"

"Oh, yes sir. Very much." I rubbed the crop over her clit and into her hole, she pushed back and writhed on the crop. It was so wet. I brought it round to Emma's month and told her to clean it. She licked at the crop till it was clean of her wetness.

"Once you've had a few more stripes added, I will let you have the release you crave."

"Thank you sir. I want to come so much."

"Ok. Are you ready to try a real hit this time, I'm going to hit you like you've never been hit before. It is going to hurt so badly."

She simply nodded and muttered "sir"

I raised the crop high and brought it down vertically on her left cheek instead of across. It sounded like two wooden blocks being hit together then silence. She hadn't made a sound. I was proud of her. Lets see if she can take another.

"Well done Emma. Are you ok, want another?"

"I'm ok sir," her voice sounded close to tears, "yes please, can I have more."

I stepped back and swung this time delivering an almighty blow on her left cheek again. Horizontally striping her cheek, the welts were coming straight away - bruising had already started to form on the vertical one. She moaned again, but no screams.

I decided to give her a ass a little break, I pulled the crop back and hit it, back handed, across the inside of her right thigh. She yelped, more in shock than in pain. The sound made me chuckle.

"Turn over Emma, sit down on the desk with your legs spread, feet on the desk, Hands behind your back."

She moved and tried to sit down but the pain was causing her to hover. She was squatting over the desk with her legs spread, this gave me great access to her thighs, tits and pussy. While she had her eyes closed trying to will herself to sit down I hit the crop across her right breast, not too hard. I caught the nipple just on the end. Her eyes flew open as she let out a little scream and her ass banged down on the desk. This made her inhale deeply and swear. I brought the crop down on the inside of her left thigh. Again she looked more surprised that in pain. I pushed her legs further apart, and told her lean back on the desk - put her hands further back. Her pussy was pointing directly at me. I hit the crop down across on the very top of her thigh, almost on her pussy. I did it really gently and she smiled and moaned, she liked this one. I brought the crop down, again gently, and hit her pussy with it. She bucked on the desk and her tits bounced as she did.

I flicked the crop over her left nipple and the hit it over her thigh. She was getting turned on, with her legs open I could she how incredibly wet she was, and she aroma was intense. I wanted to put my face in there and taste it but I didn't want this to turn in to pleasure for her. I would let her have her release - it was coming soon.

"Emma. Back on your hands an knees. I'm going to let you come. But first one little last bit of pain."

She moved back onto her hands and knees. I walked round behind her and put the grip of the crop to her pussy entrance and pushed. The handle quickly disappeared and soon she had about 8 or 9 inches of the crop inside her. I hit the crop on the end, it bounced and she moaned. The way it bounced reminded me of when I was a child and you put a ruler on the edge of desk and thwack it.

She enjoyed the sensation of the crop being in her. But not for long. I put my finger nails on her skin just behind her left knee cap and scratched all the way up over her thigh, when I got to her arse I grabbed hold of her nipple and pulled and twisted as I dug my fingers into each welt as I crossed it. I carried on scratching all the way up her back. When I looked I had bits of her skin under my nails and little areas had started to bleed. Emma was panting now. No doubt longing for release. I removed the crop and inspected the wetness - it was literally dripping. I picked up her blouse and wiped it clean.

"Emma, you can come now if you want."

"Ho...how shall I do it, sir?" I was a little stunned, she had really given into me.

"Play with your pussy, make your self comfortable," I took a step closer so we were face to face and whispered "and wank your cunt for me. Make you self come."

She moved and sat down on the desk with a wince. She put her legs up on the desk and spread her knees. She left her left hand on the desk to steady herself and brought her right hand down to her pussy, she started to lightly play with her clit. She was letting out little moans straight away, she had closed her eyes.