The Next Step

"Master?"

Fear and panic welled up inside her.

"Please Master. I'm sorry. I'll be a good sissy. I promise."

She knocked again softly. The elevator near her dinged.

"Master? Please?"

She didn't look, but heard muffled voices and laughter. She was on the verge of tears.

"Please Master please." her voice oozed desperation.

"What is the purpose of a sissy slut?" he said from behind the door.

Georgette fought back her emotions. "To serve. Master."

"How?"

"In whatever way he desires." she prayed he would just let her in, but knew if she begged or sniveled he wouldn't let her in.

"Carefully remove your panties. Then kneel."

With shaking hands Georgette complied. Undoing her garter, removing her panties and reattaching her stockings before kneeling down. Feeling even more exposed than before.

"I'm finished Master."

Silence. Except for the sounds of the elevators and the din of the patrons in the lobby.

"Push them under the door."

She quickly complied, stuffing the black lace under the door.

"What are you?"

"A cock sucking sissy slut, Master."

"And your purpose?"

"To serve, Master."

"How?"

"However I'm asked."

"And who do you serve?"

"You Master."

The door opened.

"Crawl."

Georgette crawled into the room. John picked up the ice bucket and followed.

He chuckled. "That's a pretty jewel covering your boi-pussy."

"Thank you Master."

"Now make me another drink." he commanded as he sat down.

"Yes Master."

She made his drink and returned. Kneeling down in front of him.

"Now kiss it and thank me for bringing you to the next step."

Georgette leaned forward and kissed the head of his cock. "Thank you Sir for bringing me to the next step into being a real sissy slut."

He stroked her hair as he sipped his drink.

"There's more to do before we're done here. I'm going to make you mine before you leave."

She kissed the tip again. "Thank you again Sir. I just wanted to say I'm so glad it was you who helped me continue my..."

"Shh. No one cares what you have to say Sissy." he grabbed her hair, put his drink down and lifted his dick to her lips. "Open."

He put his dick on her lips and pulled her head forward until her mouth was full.

"This is what a sissy mouth is used for." he picked his drink back up and looked at her.

Georgette looked up at him, his hot flesh filling her mouth. Suddenly aware of the plug filling her ass, knowing it would soon be filled with the dick growing in her mouth. Her caged cock twitched and tingled. The soft erotic voices of her sissy hypno videos echoed in her head.

"This is where a sissy should be. On her knees. Pleasing cocks. Hoping to be bred. Are you happy so far?"

"Mmmm!" she hummed in affirmation. A flush wave washed over her. She wished she could stroke her caged cock. She was sure she would explode the second she touched it.

"Of course you are. Little sissy. How could you not be? You've got a mouth full of cock. I bet you're wishing you had one in your ass as well."

Georgette didn't even realize she was now sucking on his cock like she was sucking on the straw of a milk shake. Didn't notice her ass pulsing and clenching down on her plug. Unaware she starting to writhe between his legs.

"You're horny for cock aren't you? Look at yourself. Craving it like a true sissy should."

"Mmmmm! Mmmmm!" she moaned eagerly.

Her heart was racing and her body bristled with a sexual energy. His cock swelling in her mouth. Gone were any fears about being found out by George's boss. Georgette only thought of getting fucked by the cock she was sucking. She thought of only his cock stretching her ass apart. Only thinking of his hard Adonis body on top of her, pounding away. Spewing his seed deep inside her.

"Are you ready to get your pussy filled with my cock?"

Mmmm!"

"Do you want me to fill it with a load of my cum?"

Mmmm!" her body trembled.

"Are you ready to become my sissy slave?"

Georgette began to suck on his cock as if her life depended on it. Imagining his hands on her hips, pounding him hard.

She sat back and gasped for air. "Please Master. Please. I want to be your sissy slave." she begged. Her mind and body both consumed with the need to be taken. Used.

He stood up, still holding a handful of her hair, looking down on her. "Are you sure sissy? Are you committed to serving your Master? Pleasing him as he sees fit?"

"Please Master. Let me serve you. Breed me!" she pleaded. Almost not believing the words she was speaking.

Her excitement only grew as he pulled her hair, forcing her to follow him on her hands and knees to the bed.

"On the bed! All fours." he snapped.

He slapped her ass playfully as she mounted the bed causing her to squeal.

John grabbed the base of her butt plug, twisting it and tugging on it; causing her to moan and bite her lip.

"Does that feel good Sissy? Do you like it when I play with your pussy?"

"Please make it your pussy Master. Please."

John tugged on the plug more. Stretching her ass. She gripped the sheets as the limits of her sphincter was tested.

He paused leaving her stretched. She groaned playfully and shook her feet. "Oh Master. Please."

He pushed and pulled slowly, allowing her ass to stretch around the widest spot.

She moaned, almost crying out, as the friction and spreading of her ass was always pleasurable to her.

He pulled it out further and her ass snapped shut. He pushed it back in a little and stopped.

"Push. Push it back in." he whispered.

She pushed back and slowly allowed the plug to stretch her out. Just when it was about to pass its widest point he pulled it out.

She sighed in disappointment.

He walked around and stood in front of her, twisting her head up by a fistful of hair. "Don't get pissy, or this goes in your mouth." he said tapping the butt plug on her lips. "And it'll stay there until you get home."

"I'm sorry Master if I sounded disrespectful."

He dropped the pink jeweled plug on the bed and circled behind her.

She gasped as his firm hands grabbed her hips and moved her into position. His thick, hard shaft finding her crack.

She wiggled her hips as he slid his dick up and down. His head soon came to rest on his lubed hole.

She inhaled quickly as he gave her a slight push.

"For your sake I hope your adequately lubed."

However, before she could answer he pushed into the hilt with one smooth thrust.

She howled with pleasure and collapsed face down onto the bed. He held himself still, buried to the hilt. She was breathing heavy, trying to adjust to his sudden invasion.

John pulled out slowly until only the tip remained in and then slowly pushed back in to the hilt. He repeated this slow process, over and over. She let out a passionate moan with each stroke.

Georgette was in heaven. A bliss like no other. She'd used dildos on herself before, but this was so different, so much more.

"Oh Master. Oh God!" she moaned. "It feels so good."

Her hands gripped the sheets as his hands gripped her hips. She couldn't believe she was getting fucked. A real cock inside her. 'So good.' she thought. 'Too good. Using dildos felt good, but an orgasm with them always seemed so elusive. This was different; this was great! So great.' His hard cock, rough hands and dirty talk. So intoxicating.

"Fuck me. Fuck me Master!" she murmured into the sheets between her grunts and groans.

His pace was slow and deliberate.

"Please Master. Harder." she begged. Pushing back against his thrusts.

His hands gripped her ass cheeks, squeezing them hard, pulling them apart as he pumped.

"Is that good Sissy? Do you like getting your boi-pussy stuffed with hard cock?"

"Yes Master. Yes!" she moaned, her voice cracking. She felt it welling up inside her. She desperately wanted to stroke the cock she couldn't touch, but she shuddered in frustration. His cock reaming her virgin ass was the only stimulation she was going to get. Yet she knew the feeling and it was growing.

He took long and full strokes. Slow and steady.

She let out a pitiful groan as her body began to tingle. "Oh Master! Master!"

"Look you at Sissy. Begging to be fucked like the useless slut you are."

"Yes Master. Begging for your cock. Please. Fuck me Master." she pleaded. Her orgasm was swelling, growing. Tingling skin and heated flashes flowing from her core. His thick rod finding its mark again and again.

He sped up, but only slightly, tightening his grip. "So tight Sissy. A nice tight pussy."

Georgette cried out with each thrust. She wanted to collapse, but his hands kept her ass up.

"Master. Please. Master. Yes, yes!! Harder Master. Fuck me harder. Please!!!!" she began crying out as her orgasm rippled through her. Her body shuddered and shook, while cock dribbled cum from its cage.

He continued pumping as her body went limp, spent from its climax.

John suddenly released her, allowing her to collapse on the bed.

"Did you just orgasm Sissy?"

"Please Master. I'm sorry. It's just... You cock...I" she stammered. Fear spreading across her face.

John let out a quick laugh. "You are a cock hungry sissy slut. A few minutes of getting fucked your clitty starts leaking. Pathetic."

He grabbed her arm and flipped her over. "On your back Sissy."

Georgette squealed as she bounced onto her back.

John was climbed right on top of her, spreading her legs open. He positioned himself as he held her legs, his tip just inside her.

Georgette squealed and grabbed her head as he pushed in to the hilt. At the same time he pushed her legs back until she was bent in half.

She gasped again as he slammed into her once more, reaching up to grab his face.

He quickly seized her arms and pulled them down over her legs, pinning her in half.

She cried out again, but this time from being painfully contorted. "Ugh. Master. Please. I can't."

"Oh, but you will Sissy. You will." he replied with a look of contempt on his face. "It's time to give you the fucking you deserve."

He gazed deep into her eyes as he held her arms and began increasing his tempo. "Your pussy will never forget this night. I assure you."

Georgette looked back with pleading eyes. She winced and whimpered each time his muscular frame drilled his cock deep inside her. Pain and pleasure swirled together. Helpless to do anything but endure his need for satisfaction.

His tempo increased. Long full thrusts slapping and pounding her exposed ass. Her moans and cries interrupted each time he drove himself to the hilt.

Georgettes mind was a blur. Although she just had her first sissygasm, she was still as horny as ever. Confused to it all. No post orgasmic bliss; just a wonton desire for more. 'Was this truly what I was meant to be?' she thought.

His hard masculine body pinning her effeminate frame to the bed as he pounded her was exciting. The pain mixed with the pleasure of getting fuck was more than she could bear. Her caged cock twitched.

'Your purpose is entertainment; a sissy exists only for the pleasure of men.' an erotic voice echoed in her head. 'Sissies love to be degraded. Sissies like it rough.'

She was confused by the pain and pleasure the rough fucking.

His pace became a blur. A steady slapping for flesh, interrupted only by her intermittent cries. Her eyes briefly came back to focus only to see his glare laser focused on hers.

'A sissies ass is meant for cocks, the larger the better.' the voiced continued. 'A sissy loves to get fucked.'

John continued. Pounding and pounding. Oblivious to her plight. Her back and legs streched to their limit and her hole was getting sore. Yet he continued to jackhammer at her with no signs of stopping.

In spite of all this she was getting very excited. Being dominated in such a way. Helpless. Used. Defiled. She moaned and whimpered. A mix of pain and lust.

"You like it? Don't you Sissy?" he grunted as he thrust.

"Please Master. Please." her sissy voice begged.

"Yes, beg for it Sissy."

A pitiful cry was all she could muster. One easily mistaken for either pleasure or pain. Her lips quivered.

"Look at you. Pathetic slut." he hissed. "Enjoying your first cock Sissy?"

"Oh Master." she hissed. The words escaping, more than being spoken. Her eyes were only half open and glazed over.

"Are you ready to give yourself to me?" he said gritting his teeth. "Forever?"

"P.P.P.Please..." he response interrupted by his pounding.

She felt his tempo increase, his grip on her tightened and got closer.

Soon his weight was completely resting atop her as he pumped at a furious pace.

Her eyes began to water just as his body began to tense and quiver. His cock swelled as it began spewing its seed deep inside Georgette.

His animalistic growl drowned out her girlish squeal as he collapsed on top of her.

She struggled to breathe as he lay there composing himself and just when she was ready to panic he rose up, slowly.

John held her in her contorted pose. "Don't move slut." he said holding her with one hand. The other sliding across the bedding.

A moment later Georgette understood why as she felt the tip of her butt plug press into her.

She winced and let out a soft cry of pain as most of her lube had been worn away.

Without pausing he drove it home and tapped the pink jewel at the base.

"There. That should keep it all in and allow it seep into your pussy walls."

He stood up and as she unfolded herself she watched his hard muscular frame saunter over to the table. He took a long draw of his drink.

John bent down, picked up her dress and threw it at her. "Get dressed."

She struggled to get up. Confused. Her body was stiff and sore. Her ass burned. Never before had so much pain had felt so good.

Sitting at the edge of the bad she slowly fumbled with her dress. She looked at him with a lost look on her face.

"Get the dress on or leave the way you are. Either way get out!" he barked.

She slipped the dress over her head as she got to her feet. Her legs wobbly.

"Master?" she said confused and apologetic. Almost pleading.

"Shut your man pleasing mouth Sissy and so as you're told."

She grabbed her phone and her clutch and hobbled to the door.

Her eyes welled up with tears as she opened the door.

"See ya' around Slut." he laughed as the door shut behind her.

'The final humiliation.' she thought as she limped off. The rough fucking she just got was on full display by the way she walked.

'Sissies love to be degraded.' the voice repeated in her head. 'Sissies like it rough.'

A quaint picture of post coital spooning popped in her head and the voice returned. 'A sissy is disposable. A sissy is meant to be abused and discarded. A human condom.'

She looked for the elevator closest to the lobby exit as she wiped a tear away.

Looking over the ledge down to the lobby she saw it wasn't as crowded as it was earlier. Thankfully.

She entered the glass elevator and was shocked when she looked at herself in the mirrored doors. She was utterly disheveled. Combined with the way she was walking she wondered if people would think she'd been assaulted and call the authorities.

"GOD, NO!" she gasped covering her mouth.

The doors opened. She put her head down and made her way to the exit. Ignoring the looks from the other guests.

Outside and into a waiting taxi. A short while later she found herself on her couch.

As she sat there, reflecting, she replayed the nights events. Her whole body ached, her plugged hole holding in his massive load. She worked her jaw and thought she could still taste him. Her groin tingled as she dozed off.

She awoke sometime the next morning to the ache of her cock straining in its cage. Still dressed. Still disheveled.

In her bedroom she stripped out her clothes, realizing finally that her panties were missing. Shoes and jewelry came next. Slowly Georgette became George.

He moved to the bathroom and washed off the makeup, what was left of it.

Finally, he worked out his plug. John's cum dribbled down his legs.

This only further aroused him. His cock aching for relief. The more he relived his night in his head the more aroused he became.

He fondled his balls and his caged cock and looked for his phone. He opened the app to unlock his cage, hoping to override the unlock date he'd set. However, he was met with an error message:

The email address and/or password you entered are incorrect.

He tried again and again. He then tried to change his password. Hoping this would work.

Instructions were sent to the email on file.

He waited and waited. No instructions email came.

George sat there clad only in his device contemplating what to do when his phone rang.

"Hello?"

"Put Georgette on."

"I'm sorry. Who is..."

"Her Master. Now Please get her." he commanded.

A massive dump of adrenalin poured into his bloodstream.

He cleared his throat and changed his voice to hers.

"Master?"

"Are you tampering with my device?"

George panicked. "Your device?"

"Yes Sissy. My device. Now shut up and listen. I changed all the account settings on the app you showed me last night while you went to the bathroom. It's my device now. I own it and I own you Sissy."

"I understand Master." she said, her voice cracking.

"Stop sniveling Sissy. Keep watching your sissy porn and make sure your ready for next weekend; the next step in being my sissy."

"Yes, Master."

As the line went dead she wiped a tear from her cheek. 'Next step?' she thought. 'What have I done?'

Yet, after all that, as he stepped in to the shower he thought of his master and became aroused.

Although he normally spent his weekends dress and done up, this weekend he didn't and although he was racked with apprehension; he was just as horny. Replaying the moment he swallowed his first load and how strong and powerful his master was as he filled Georgette with his seed.

So went his weekend. A mix of fear and excitement.

Come Monday George went to work and tried to put the weekend behind him and not act weird around his boss.

He was shocked to learn he had to give a presentation to the board shortly after arriving. George worked his way through it, avoiding eye contact with Mr. Sanderson. Completing it with affirmative nods and a 'good job' from his boss.

Later that day Mr. Sanderson's secretary came by his office and dropped off a large envelope.

As she left George wondered what he appreciated more. Her sexy body or her outfit. His cock twitched.

He opened the envelope and dumped it out.

His heart skipped a beat when his panties that he'd left at the hotel spilled out along with a letter.

Great job this morning George. Please give Georgette her panties back. She's going to need them this weekend. Or maybe she won't. Anyway we look forward to her taking the next step.