Unwanting Secretary

Unwanting Secretary

It was a Friday afternoon, and the clock ticked towards the weekend. Nicholas Morris was just about to log off his computer, when he heard a knock on the door.

As Chief Financial Officer of the company, he was accustomed to working much, and he didn't have working hours as the regular employees. Anyways, he hoped this encounter wouldn't mean his weekend got spoiled.

"Come in!"

The door opened, and Jessica, one of the secretaries, walked in with her high heels, stocking-clad legs, pencil skirt and tight blouse. The outfit showed everyone what her best assets were.

"I'm sorry to bother you, sir. I guess you were ready to finish the week, as we all are, but we have a problem with a shipment. You need to call this number right away."

She leaned over the desk and gave him a small note with a phone number. It had a lipsticked kiss in the corner.

"And who is this, might I ask?"

"It's our shipping partner, Mister. I wouldn't wait too long calling them," Jessica said and gave him a smile.

She hovered for a second or two in her forward-leaning position. He couldn't miss her cleavage if he was blind.

"All right, all right. I'll give them a call. Thank you, Jessica."

She smiled again, turned around and walked out of the room, swaying her hips and wriggling her butt.

This was what he truly loved about his job. There weren't many men working at the company, a wholesaler in all things a woman craved. They sold lingerie, sex toys, clothes and shoes.

But there were a lot of gorgeous women around here. He didn't dare touch them, as he knew bosses couldn't approach the other staff. Maybe in the 50's that would have worked, but not anymore.

This wasn't Mad Men, this was serious business. There was no room for any Don Drapers anymore.

He unbuckled his pants, and took his newly shaven dick out of his pants. He thought about Jessica as he started to rub himself, quickly growing. As he envisioned Jessica sitting on her knees under his desk, sucking him off, with her deep blue eyes locked into his, he came.

He let out a small grunt as the cum started to flow. Luckily, he had paper tissues in his desk drawer. He quickly tidied up himself, before throwing them in the paper basket.

He felt relieved and relaxed. Time to take that call to the shipping partner.

As he took up his phone, an incoming call emerged on his screen.

He gulped.

The Boss?! Now? What could it be? He braced himself for a destroyed weekend before he touched the green button beneath the picture of Mrs. Johnson, the Chief Executive Officer.

"Hello, this is Nicholas."

"Hi, Nicholas. It's Mrs. Johnson here. Something urgent has come up. Can you come to my office?"

"Is this about the shipment?"

"No, this is way more serious than that. Please come up, Nicholas."

"Okay, I'll be there as quickly as I can."

Nicholas walked out of his office towards the elevator. Mrs. Johnson's office was on the top floor. It was large and spacy, with a great view overlooking the city centre.

As he got out of the elevator on the 69th floor, he walked past the offices of the secretaries. The CEO had four secretaries at her disposal, but it seemed that everyone had gone home for the weekend now.

He stood outside the office door, and counted to five before knocking on the door.

"Come on in!" he heard from the inside.

Nicholas opened the door and looked straight into Mrs. Johnson's eyes as he entered the room. A woman in her late forties, she was his superior in every way.

She was a stunning redhead, a MILF he had often dreamt about when jerking off in his office.

There was no smile on her face, and the lips with bright red lipstick barely moved as she spoke.

"Sit down, Nicholas," she said and pointed at the chair in front of her large Resolute desk.

He sat down, and tried to avoid looking at her stunning figure. She wore a ribbed black turtleneck sweater, which enhanced her boobs.

The ginger hair was tied in a ponytail. Her brown eyes glistened behind her black-framed glasses.

She stood up and revealed a pink wool skirt and nylon stockings. She walked around the desk and to the side. The sound of her pink stilettos click-clacked against the wooden floor.

She held two pieces of paper in her hands, which she laid down on the desk in front of him. She leant in over him, and her big tits brushed against his shoulder.

"This is serious, Nicholas. We routinely scan the computer of all our employees, and found photos which indicate that you have taken sneaky photos of your co-employees. In addition, several employees have told me that they have heard grunting voices from your office."

Nicholas gulped. This really was serious. He tried to think about his options.

"No, no! That's not true. It has been a mistake!"

Her reply was sharp and cold.

"What mistake? That you were caught? This is very serious, Nicholas, especially in a company which promotes healthy femininity and sexuality. This is not healthy, and it is, quite frankly, misogynistic."

"I am sorry, Miss Johnson. What can I do?"

"In front of you there are two different agreements. The first one is a resignation letter. The second is a contract which states that you are keeping your job, but that you promise to adhere to the company's guidelines about proper workplace behavior, and willingly submit to a treatment program to get rid of these nasty tendencies you obviously have."

The job was very well paid, and Nicholas didn't want to lose it. And besides it, he could figure out a way to continue. He just needed to be more discreet.

He signed the second contract without looking at the details, and handed it back to Mrs. Johnson.

"Thank you, Nicholas. You have made the right choice."

She walked back and sat down in the chair behind the desk.

"Again: Thank you. And I must warn you: If you don't comply with the terms of this agreement, you will be sacked. And exposed as the nasty creep you are."

Nicholas nodded. He was going to find a way out of this.

She opened a drawer and put down on the desk an item he knew well from their inventory, but that he never thought he would see in the flesh.

A small pink chastity cage, shaped as a vagina, blinkered in the sun that crept through the blinds of the office windows.

"I know that you know what this is. We don't want any more jerking off in the offices. You need to get rid of the bad habit, and this is the only way I can effectively control just that. Now put it on."

"In front of you, Mrs. Johnson?"

"Yes, Nicholas. I want to make sure you adhere to my commands. There will be no fooling around here. And you are giving me the keys when you are finished. Chop-chop."

He blushed with embarrassment as he unzipped his pants in front of her. His dick, which liked to show its affinity for his sexy boss, had shrunk in fear after the happenings of the last few minutes.

He put the ring around the shaft and balls, before attaching the cage to the ring. He locked it, and handed over the key to Mrs. Johnson.

He felt degraded and embarrassed. And he didn't know how he would get the release he knew he wanted. In addition to the fun he had in the office, he barely did anything else than jerking off while he was home.

"Very well, Nicholas. The weekend is soon here. But weren't you going to call a shipping partner of ours?"

"Yes of course, Mrs. Johnson. Thanks for reminding me. I'd better be going."

"See you Monday, Nicholas!"

As Nicholas walked out of her office, her words rang in his head. The cage had to be in place, at least until over the weekend.

That would be a hard task.

The shipping agent didn't answer his calls. Nicholas went by the office, picked up his bag and car keys and headed for the garage.

The elevator ride downwards went fast. The pace was the same as ever, but he couldn't think about anything else than what had just happened.

His dick was starting to ache inside his cage, and he couldn't fathom how he could get out of the cage without Mrs. Johnson noticing when he returned after the weekend.

The only way to get it off was to break it. And even if he managed to do it, and replaced it with a new one, her keys wouldn't manage to open the cafe, if she were to check.

As he drove home, he took himself playing with his caged dick on the outside of his pants. He played with his balls, and it tickled and throbbed a little inside the cage, before the feeling faded away.

When he came home, he automatically headed for his home office. He connected his computer to the screen and clicked on the folder which contained the secret photos he had taken of his colleagues.

He was going to get release, even though his dick was caged. He started stroking it up and down, but nothing happened. These photos had always got him going. But now his caged cock didn't respond to his will.

He started to play with his aching balls, but it didn't change anything. He felt humiliated and defeated. He felt like a broken man. He didn't feel like a man anymore.

His dick and his jerk-offs had been a big part of his identity.

Nicholas started to weep, then sob uncontrollably.

He went to bed early, defeated.

The next morning, he woke early. He used to work out, then buy some food and beer before spending the day in front of the computer, filled with lust, horny thoughts and a lot of cumming.

He was ashamed of his state, and didn't want to go out. But then he got an idea. Maybe he could go back to work, sneak into Mrs. Johnson's office, borrow the key, jerk off and then lock it up again?

Less than 30 minutes later, he was standing in the elevator, again heading for the 69th floor. What if she was here? He needed to have an excuse ready. He could blame the shipping agent and some extra work on the weekend.

That would definitely satisfy her.

He walked down the hallway leading to her office, past the same four secretary offices as yesterday. Surprisingly, one of the doors was open.

He popped his head inside, and saw the juicy ass of Jessica in front of him, standing in front of her desk, working at her computer. Her skirt perfectly followed her curves, her stockings were neat. Her calves were tight because of her six inches long pink stilettos.

"Ehm. Jessica? Is Mrs. Johnson around? I was going to pick up something I left in her office yesterday."

"Oh, hi! No, Nicholas. She always takes the weekends off. Maybe that's why I get so much work to do. Just go inside. She has complete confidence in her colleagues, and never locks the door."

"Oh, right. Thank you, Jessica. I'll be right back, thanks."

This was it, he thought. Now he could do it.

Nicholas entered the office and walked behind the desk. He opened the drawer, but got bewildered when he saw the contents of it.

There wasn't only one key there. There were at least a dozen keys in the same drawer.

He tried a couple of them, without success, when he heard steps coming down the hallway.

He recognized the steps of Mrs. Johnson. The power and confidence in her walk was unmistakably familiar.

He shut the drawer as quickly as he could, and looked around the office for a place to hide.

His eyes glazed over a lounge section with a sofa and some office cabinets. But then he saw a way to hide.

He spotted a tall, brown wardrobe in the same style as the Resolute desk. He sprinted across to it, opened the doors, and managed to shut them just before the office door was opened.

He heard the person he presumed was Mrs. Johnson walking slowly around the office, clearly looking for something or someone.

The person opened the drawer, and he heard the sound of the keys. Then the steps came closer.

Then he heard a lock attached to the wardrobe and the keys who locked it.

Mrs. Johnson spoke.

"You pathetic man. Do you think I am stupid? I knew you couldn't resist this, so I told Jessica to work extra, and give me quick notice if anyone was going into my office. It looks like I apparently can't have confidence in my own employees. But I don't like to work weekends. See you Monday. You will have lots of time to figure this out, Nicholas."

He heard her walking back again, and soon he heard the office door get locked as well.

He banged on the door and screamed for help until he got hoarse. No one came to his rescue.

It was Saturday at noon. There was a long time until Monday morning.

He sat down in the wardrobe in a rather uncomfortable position. He started to sob again, and soon shook with anger and despair.

What a mess he had gotten himself into, just because he was a pathetic, horny guy who couldn't control himself.

He picked up his phone. He thought it through. He couldn't alert anyone without telling them the embarrassing situation he had gotten himself into. He guessed he just had to wait until Monday and see what would happen.

After a few minutes, he got a text. Not surprisingly, it was from Mrs. Johnson.

It read:

"Hi, bitch. This is a proper punishment for being such a pathetic excuse of a man. Either way, you aren't a man anymore, are you? No cock? Just a vagina-shaped thing in your crotch. Luckily, you hid in the right wardrobe."

What did that even mean, Nicholas thought. He turned on the flashlight on his phone and scanned the inside of the rather large wardrobe.

He saw lots of dresses on hangers and high-heeled shoes on the floor besides a large pink box marked with the company's name.

He opened it, and saw a small inventory of the products the company sold. A pink lingerie set containing a padded push-up bra, a pink thong, a pink floral garter belt and black nylon stockings. In addition, his eyes took in the sight of two big black dildos and a bottle of lube.

Next to it was a wig and large breast forms. Mrs. Johnson didn't need that, unless she cosplayed in her free time. And Nicholas thought she was way too serious for that. This had to be planned in advance.

This was way too far. Chastity, yes. By this? Who did she think she was?

He got the answer in a new text.

"You are thinking hard now, aren't you? As I wrote earlier, you are not a man earlier. That means you are a sissyboy. And sissyboys get to do what girls do: Dress up and get fucked in their pussies. And your pussy is your ass."

Nicholas' head was spinning. What the fuck was this? An ambush? Was Jessica in on it, as well? He continued to read the message.

"Good sissies only speak when they are allowed. You are not allowed to answer these messages. But before midnight, I want to see video proof of my new girl enjoying herself. If I am pleased, you will be let out before midnight. Good luck, sissy. Best wishes, your Mistress."

Nicholas didn't want to be trapped in the wardrobe for a second more than he needed to. But he didn't want to do this either.

He picked up one of the dildos, and touched the balls, the veins on the shaft and the very life-like dickhead.

His concealed member downstairs betrayed him, as he felt a little inkling inside the cage. He threw it down in disgust.

He touched the dresses beside him, and felt the sweet sensation of silk between his fingers.

All his life, he had tried to be the manliest man ever. This was where he had gotten with that plan.

He laid down his phone on the floor of the wardrobe, so he could use both his hands while still getting enough light.

He picked up the panties, caressed and touched them. He sniffed at them, and breathed in the salty smell of real pussy. Oh, how he longed for that.

He dropped down the thong, before taking off all his clothes. He stood naked but for the cage violently restricting his member who urged to be erect.

He stepped into the lacy pink thong and dragged it up his ass as far as he could. He loved the sensation of it dividing his buttocks.

His caged cock was so small that he could easily tuck it on the inside. He picked up the garter belt, and did as he thought women did it. Backwards first, to clip it in, then turning it.

Then it was the nylon stockings. It was difficult standing up, so he sat down in the rather spacious wardrobe, and slowly pulled them up each leg. The smooth feeling was sensational against his skin with a rather sparse amount of hair.

He struggled with clipping into the suspenders, but managed the front ones, before standing up and doing the ones on the backside.

Then it was the breastforms, with large juggs ready for him. He felt the new weight on his frontside dragging his body forward, but flexed his back muscles to straighten up his posture. They filled out the bra perfectly.

He browsed the dresses, and found a pink and white maid outfit, which he put on. The skirt stopped just over his cage, and showed most of his thong-clad butt. This outfit wasn't for the faint of heart.

The wig had waist long hair in a pink colour. He put it on and adjusted it, and felt an unfamiliar warmth spread across his face. No wonder girls could walk so sparsely dressed, with all this warm hair.

He had to choose a pair of high-heeled shoes. There was a rather slutty pair at the end of the row. Very tall, at least six inches, in pink suede. They had ankle straps with small padlocks, which he understood that he had to lock with the attached keys.

He didn't dare to not do it properly. He feared this, but was at the same time enticed by it. How far could he take it?

He locked both shoes, but when he tried to stand up, he wobbled by the high heels and lost the key down.

It got stuck in the crack between the door and the floor of the wardrobe.

Fuck, he thought. Now he had to wear them even after he had finished what she wanted to do.

There were many hours left until midnight, and he remembered her threat. If he knew Mrs. Johnson correctly, she wouldn't budge an inch.

Nicholas looked like a parody version of some of the pornstars he had jerked off to. But it seemed that his cock liked this new situation, as it constantly throbbed and tried to grow inside the cage.

Is this who I really am, he thought. A slutty sissy maid?

He looked down at the dildos again. They were huge, and made his tiny dick, even before it got locked up, invisible in comparison.

If he just did this, he could flee. Escape. Leave the country. He just needed to get out of this closet.

His calves had started to ache as he bent down and picked up the two dildos, which both had a suction cup at their base. He fastened one of them to the floor, before he applied plenty of lube to the big, black monster cock.

Nicholas gulped. Did he have the courage to do this? He didn't want to face the consequences of not obeying Mrs. Johnson. He was sure the contract he had signed was water-tight. He didn't want to be sued and risk being exposed.

He pulled up his skirt and slowly sat down.

The first touch was a shock. The intrusion made him gasp. His body tensed, resisting, and for a moment, he wondered if he'd made a mistake. The walls seemed to close in, the sexy dresses brushed his back and reminded him of where he was.

He exhaled, slow and deliberate, willing himself to relax. This was his moment, his surrender.

Then, as he eased the dildo in, the sensation shifted. A stretch, a fullness, something raw and new that made his toes curl inside the high heels.

His breath hitched as he moved, tentative at first, the wardrobe creaking with his rhythm, as the black cock pressed against nerves he didn't know existed.

Then, the turnaround happened. His dread and fear vanished as he felt a deep and electric jolt as the tip touched his prostate. He gave in to the pleasure, his ass burning with delight.

He picked up his phone and started filming, before he upped the cadence. Small moans escaped his lips as he neared closer and closer to climax. His eyes rolled upwards as he hit it, and a shriek escaped his mouth, the proof of a previously unknown delight now hitting him with everything it had.

He wanted more and continued. He went even faster, and soon managed a second climax.

He breathed heavily when he sent the video to Mrs. Johnson.

The reply was quick:

"Great work, sissy. You really are a quick learner. Now you can suck it."

He was zoomed in on the objective in front of him. He wanted to get out of the closet as fast as he could.

He fastened the big black dildo to the closet door, before sitting down on his knees. Nicholas could still feel the exciting soreness from his ass as he sat down.

He touched the monster cock with his lips, then tried to slowly eat it. The dildo filled his mouth completely, and it hit the back of his throat when he was halfway onto it. Nicholas overcame the gag reflex and pushed further, spit dripping onto the veiny shaft.

After a few tries, he hit the balls, and became more comfortable every time. He salvaged the feeling inside his mouth and loved to fill it up.

He became emboldened as a sweet sensation started to grow in his crotch, a light tickling down under. He thought about how it would feel with a proper cock, and felt his dick twitching inside its cage.

He started filming and pushed the tempo, making large moans for Mrs. Johnson's entertainment. Nicholas went faster and faster before letting out another huge shriek as he orgasmed - yet again.

He sent the video.

Seconds later, he heard the unmistakable sound of Mrs. Johnson coming back, her heels click-clacking. The sound became louder and louder. She unlocked the door and opened the wardrobe.

He was disgusted. He was worried. He was relieved. And kind of proud. Everything at the same time. His mind was conflicted.

Nicholas still sat on his knees when her smile met his eyes.

"Well, well, well. Isn't it our little sissy bitch? Your slutty behavior has deeply impressed your Mistress, my little slave."

Nicholas got up slowly and walked out, now standing on the floor.

He saw that the office door was left open. Without thinking properly, he made for a run, and tried to escape.

He only got away a feet or two, before he tripped, twisting his ankle. He wasn't accustomed to wearing high-heeled stilettos.

Mrs. Johnson picked him up and sat him down in the guest chair by her desk. She wasn't angry, but coldly summarized his position:

"And what were you going to do when you got out of my office? Wearing those locked heels, looking like a slut? I bet you wouldn't want to travel home in those? Besides: If you ever try to escape again, the videos you have just sent me might find their way into the public realm of the internet, for your everlasting humiliation. You don't want that, do you?"

Nicholas admitted defeat.

"No, Mistress. I deeply regret this."

"That's good to hear. You are staying around, slut."

He didn't dare to speak out against her, using that word about him. Nicholas didn't want to receive any more punishment.

She took out a pink collar with the words "Sissy" at the front, in glittery capital letters. It had a ring to it too, where she fastened a long leash.

"Follow me, sissy."

Mrs. Johnson kept a tight leash as she walked towards the open door.

They got into the hallway, and she entered one of the secretary offices. It looked like an ordinary office, with a desk, a chair, a computer and a bookshelf. Classic stuff.

Mrs. Johnson approached the shelf, where she pushed a button on the side. The shelf moved and revealed a hidden room behind it.

"Get in. You will be here until I am satisfied."

She walked him in, before taking off the leash. The room was pitch black.

Mrs. Johnson walked out again. The shelf moved slowly back to its original position. When it shut and Nicholas heard a click, signalling that the room was locked, the light was turned on.

The sight was overwhelming, and it took some time for him to take it all in.

The room was brightly lit, with walls padded in pink, sound-proof leather. The floor was a smooth pink carpet.

In one corner, there was a large bed with pink satin sheets.

One of the walls was lined with a long shelf, stuffed with sex toys: Butt plugs, vibrators, massage wands and a dazzling array of different dildos.

He saw bondage gear as well: Blindfolds, ball-gags and different types of restraints.

Another wall had a large wardrobe, with the doors opened. High heels, dresses, skirts, sweaters and lingerie in every fashion imaginable.

In the corner stood a fucking machine, silently waiting for him. Beside it was a desk with a chair, a vanity table and a large computer screen.

In all corners, he saw surveillance cameras mounted in the ceiling. Mrs. Johnson was surely not going to miss anything.

He walked slowly over to the empty computer screen, and pushed a button on the keyboard. A video of a girl moaning as she got fucked by a big black cock appeared.

Mrs. Johnsons's voice appeared from a loudspeaker, hidden somewhere in the room:

"On the shelf, you can find a box with keys. They will unlock everything, both the heels and your chastity cage. You are not allowed to touch your dick. Strip off everything and stand naked in the middle of the room. Then you will get new instructions."

Nicholas picked up the keys, and took off his shoes and his clothes in a hurry. Then it was just the cage left. This was what he had craved for so long. To be free. To stroke his dick again. To masturbate. To orgasm. To ejaculate in a proper, manly way.

He felt alive as he unlocked the cage, and stored it on the shelf. His dick was so small, and for the moment: Limp.

Nicholas desperately wanted it to be rock hard again, but he remembered the instructions.

As he walked naked towards the middle of the room, he couldn't resist the temptation, and grabbed his balls.

"Livestream starting at 5.. 4... 3...," he heard from the speakers.

Nicholas hastily took his hand off the dick again.

"Livestream aborted."

"You failed the test, sissy. And for that I will punish you severely."

Nicholas felt a shiver down his spine. What was she up to now? What had she in store for him?

It was cold and his dick was as small as ever.

"Grab a bottle of lube and prepare the fucking machine."

Nicholas did as he was told, and slowly massaged the big black dildo at the end of it, making sure it was completely wet, before he returned to his starting position in the middle of the room.

The threat of livestreaming really had an impact.

New instructions waited.

"Grab some chains, handcuffs and a blindfold. Then move over to the fucking machine."

Nicholas picked up the items and walked over, anticipating the worst. The chains had a locking mechanism in each end.

"You know what to do. Position yourself, then throw the keys to the other end of the room. Hurry up, bitch."

Nicholas fastened each chain to his ankles and the base of the machine. He put on the blindfold mask, before he got down on his knees, locked the handcuffs and threw the keys across the room. It was hard with no eyesight, but he managed it in some way.

He was now fully restrained, and he had done it himself.

Then the lights went out.

Her voice appeared again.

"Concentrate on the great feeling you now will have. It won't stop until I am satisfied."

The machine was controlled remotely, and he heard it moving towards him. It stopped when the tip of the dildo reached his asshole.

He got two seconds to ponder his thoughts, before the machine started.

It slid in easily, his hole stretched from his actions in the wardrobe closet. Its deep thrusts had a steady rhythm, going in deep and hitting his prostate each time. He didn't feel anything yet.

Then the rhythm changed, and it went faster and faster.

His cock didn't grow, but he felt an increasing sensation down there. With each thrust, a jolt of pleasure sent waves through his body. He started to moan, first low, then turning into shrieks, as his body moved with it and absorbed the cadence of the dildo.

Finally, he reached climax. The long, outdrawn scream filled the room, and boomeranged back into his ears.

He felt cum dripping from his cock, but couldn't feel any erection.

"Great work, sissy. You have reached anal climax, and your useless cock showed its true self. It doesn't have any value, does it?"

"No, Mistress," he murmured.

"Let's go again. We're not finished."

The machine started up again, and this time it went hard from the get-go. His body had grown accustomed to it by now, and he very quickly started moaning. He reached climax even faster than the last time. This time, there was no cum-dripping.

But he craved for more.

Nicholas didn't know how long he was there, and lost count of the climaxes he endured. He only knew that this was good, and that he wanted more.

When the machine finally stopped, all he could hear was his own, panting breath.

He heard that Mrs. Johnson entered the room again, but couldn't see her. Silently, only the sounds of her clicking heels were audible, she moved over to him.

She bent down and squeezed his balls and shaft.

There was no response.

He heard the sound of the shutter on her phone camera going off.

"It looks like you're not getting horny by the touch of a sexy woman anymore. It shows that you have finally found out your true self. That's very good, sissy."

She released him from his restraints, but kept the blindfold on.

She spoke again:

"Don't remove the blindfold until I have exited the room and you can hear my voice again. Sit tight."

Minutes later, she spoke through the loudspeakers.

"You can now remove the blindfold and return to the middle of the room."

The light was back on, and a little moan escaped his mouth as he freed himself from the dildo in his ass.

He stood up straight as she spoke.

"You have achieved something remarkable here, sissy. Not many people can boast about this. You have been a great slut, slave and servant."

She paused before she continued:

"I want you to lock up your dick again and dispose of the key in the small metal box you see on the desk. Then I want you to indulge in everything you can see here, and dress up as the sexiest and sluttiest secretary you can imagine. When I am satisfied with your appearance, the door to the room will open for you."

Nicholas knew that if he wanted to experience the pleasure again, he had to satisfy Mrs. Johnson. That wouldn't be an easy task, but he was going to try his best.

But first, he had to find a new chastity cage. The first time he was locked up, he was angry. He didn't understand why. He loved his cock and what he could do with it. Now he wanted to be loved by the cocks of other people.

His mindset had shifted completely.

He stared down at his limp, useless thing. So tiny he barely saw it.

Nicholas walked over to the shelf, and found a very small cage in pink rosal metal.

The ring went on easily with a touch of lube, and there were no problems pushing down the cage itself. His dick was so small it barely was constrained now.

He deposited the key in the box, and knew his fate was sealed.

Then he went to work. He needed to get the foundations properly, grabbed a toilet bag filled with make-up and sat down by the vanity mirror.

Where should he start? He had never done this before, and he couldn't check for videos online.

He needed to get the base correctly, and applied some foundation to make his face look smooth and clean, before powdering the cheeks to make them rosy and innocent-looking. He applied some light pink eyeshadow with great difficulty.

Then he put on the mascara, which greatly improved his eyelashes. Nicholas now looked more and more like the secretary he was aiming to be.

The final touch was the lipstick, in a matching light pink color. He looked in the mirror and admired himself. But he was far from done.

He painted his toenails, before putting on fake nails on his hands, which he painted in the matching pink color. It was harder to use his hands now, but he bet he would get used to it.

With the hardest part out of the way, he continued.

Nicholas wanted big bimbo boobies, which no one could look past, and settled for a breast plate with big 85 G-cups. The color was a perfect match with his skin, and no one could have imagined that he really was a flat-chested man.

Then it was the lingerie. He wanted something sexy, yet traditional, and settled for a lingerie set in lacy black, complete with a garter belt and thin nylon stockings.

He put on a black ribbed turtleneck sweater which really accentuated his new boobs, matched with a very short pink pleated skirt.

The shoes were maybe the hardest part. There were so many to choose from.

After much back-and-forth, he settled for a pair of patent black stilettos with platform heels and ankle straps.

They were six inches tall, and made him feel like the biggest slut ever. Now those big cocks could come for him.

As a final touch, he found a wig with long platinum blonde hair. He looked back in the mirror, and was stunned by the sight.

Hello there, gorgeous! Who wouldn't want to fuck this slut?

He knew he lacked some accessories, and settled for some pearl clip-on earrings and a pearl necklace. As a final touch, he put on some glasses.

Now he was a secretary in the true meaning of the word.

As on cue, the door opened behind him. Nicholas rose up, and walked slowly out of the room and into the office. He struggled a bit with the heels, but knew he would learn quickly.

He tried the door out to the hallway, but it was locked. He turned around, and looked at the computer.

He walked closer and sat down on the chair.

The text on the screen read:

"You look fabulous, sissy. You need a new name now. Please pick one and write an email to all co-workers, announcing that you are the new personal secretary to Mrs. Johnson."

Nicholas began to write. Before pressing send, he needed to proof-read his own e-mail. This was the final step.

"Hi, everyone. My name is Nicole, and I am the new personal secretary to Mrs. Johnson. I will have my office in the hallway right beside here. I aim to please all our customers, and hope you will greet me warmly."

Nicholas pushed send and knew there was no turning back now. He sat silently in the chair, waiting for the first person to arrive.

There was a knock on the door.

He answered quickly.

"Come in!"

It was Jessica, and she had a mischievous smile on her lips.

"You need to work on that voice, Nicole. Or should I call you Nicholas?"

He gulped.

"What? How did you know?"

"We all know. Mrs. Johnson has been talking about her plans for a very long time. Her fantasy has finally come through, because she knows that lots of our customers want to feel that fresh sissy ass."

"What do I do now?"

"You wait, Nicole. You wait and see. Welcome to your new life."

The End.