Dominating Ken Part VIII - The Transformation Continues
In this part Ken struggles with his emotions as Mistress Kareena continues to feminize him.  Mistress Kareena's emotions also run wild when Miss Jen stirs up her submissive desires.

Author's note: if you've made it this far in the story then you must either be a true Mistress at heart or a true sissy.  For all the sissies, as a treat for your support I have written a part of the story in a style that you can mimic what Kimmee(Ken does). When you see three asterisk ***  Grab a dildo and lube, put on your pretty panties and follow along.  For all the Mistress's, you make this world a great place.  I hope you can use some of the ideas in the story for your own enjoyment. Thank your for taking control and being so wonderful.  Previous parts of the story can be found on my homepage.  I welcome your comments, feedback, or thoughts.

Kareena had felt so powerful and confident from controlling Ken all night.  However, her confidence began to fade as she approached Miss Jen and Miss D in the hotel bar.  It was hard to explain, but Miss Jen clearly radiated dominance.  She was the teacher and Kareena was the student.  Miss Jen took control of the situation immediately.  Without asking, she motioned for the waiter and ordered wine for everyone at the table.  "Sit down Kareena and tell us how it went."  

It did not even occur to Kareena that her companions were under 21 and illegal to drink.  She was too mesmerized by their beauty and erotic essence.  She was too excited and charged from the evening events.  Kareena excitedly talked about her adventure, being sure to include all the juicy details.  Miss Jen and Miss D listened intently and voiced their approvals and delight of Kareena's performance.  

Then Miss Jen asked, "Did you bring everything I asked for?"

"Yes. Here they are." Miss Kareena handed Ken's credit card, house keys, and the paper with his address to Miss Jen.

"..and what about your panties?  Are you wearing them for me?"

Kareena blushed and stuttered.  "Uh...yeah...just like you wanted me to."

"Good girl.  Take them of for me."

Kareena's pussy heated up at the sudden change in the conversation tone.  It felt odd to be praised and given an order from such a young girl.   Kareena was confused at her body's own reaction.  She did not want to show Miss Jen her weakness and nervousness by questioning her order.  Kareena reached under the table, slid her moist panties off and handed them to Miss Jen.  The waiter came over with a bottle of wine just as Kareena handed off the panties.  She blushed even redder, hoping the waiter did not notice the hand off.  While the waiter filled their glasses with wine, Miss Jen moved the panties hidden in her hand, up to her mouth and inhaled the womanly scent.  The waiter was oblivious to the situation but both Dee and Kareena were well aware of Miss Jen's erotic play.  Miss Jen's eyes locked with Kareena's eyes and she inhaled.  Kareena shifted in her chair, her heart pounded and her pussy quivered.

Finally the waiter left and Miss Jen broke the silence.  "Mmmm.  Must have been a very exciting evening."


The throbbing in Kareena's pussy gained momentum.  To see Miss Jen sniff her panties was strangely erotic and it awakened new feelings within her.  Kareena also noticed Miss D fidgeting in her seat and staring at the panties as if they were a steak dinner.  Miss Jen flicked the panties over to Miss D and said, "Kareena and I need to talk for about a half hour.  You know what to do." 

Miss D caught the panties and happily replied, "yes ma'am."  Then she excused herself from the table and headed towards the bathroom. 

Kareena was unsure what to make of the situation.  She was curious about what Miss D was going to do but she was unsure whether or not she should ask.  She looked at Miss Jen with a puzzled expression.  

Miss Jen didn't wait for the question. She began to explain, "Dee and I are great friends and partners.  A few years ago I took her under my wing, just like am doing with you now.  I don't know what it is, but I have a certain power about me that makes people want to obey me and please me." 

Miss Jen's eyes stared deeply into Kareena's.  Kareena fidgeted in her seat and then looked away.  She understood the power Miss Jen was talking about.  She understood because she felt it.  Miss Jen's presence was overwhelming and comforting.  Miss Jen was intelligent and street smart.  She was successful and strikingly beautiful.  Despite Miss Jen's young age, Kareena couldn't help but want to listen to her and learn from her.  Miss Jen had a way of making people want to do things for her. Kareena was experiencing it first hand.  

After a short pause, Miss Jen continued, "For Dee, it was more than just being controlled. You see Kareena, I am a strong believer in female supremacy.  Women are supreme and should be worshipped by men as Goddesses and Supreme beings.  Men are our servants, toys...they are playthings for our amusement.  All women have the power to control men, they just need to know how to harness it and use it.  I have been able to do that and Dee has seen it and has wanted to learn it. 

She is my student.  The more she learns from me, the more she wants to be like me.   She worships me like a true Goddess. She dresses like me and tries to think like me.  Her goal in life, her purpose for living is to be me.  She believes in that and I have accepted that."

Kareena was amazed at what she was hearing.  She was also amazed at her curiosity and interest in it all.  Kareena was feeling a bit jealous towards Dee.  As crazy as it seemed, Kareena could relate to Dee's feelings.  Miss Jen was successful and confident and Kareena wanted to be just like her.   Kareena could not explain her feelings but she was jealous and needy of Miss Jen's attention.

Kareena spoke up, being sure to draw attention to herself and acknowledge Miss Jen's power, "That's wild Miss Jen.  I can certainly understand Miss D's feelings.  You do have a way with words and an aura about you that is..uh...supreme...and...uh...makes me..or ah...people want to do things for you."


Kareena could not believe what she just said.  She had subtly admitted that she wanted to obey Miss Jen.  She had never felt that way about anyone before.  What was even more shocking to Kareena was that she was admitting this to a girl and the girl was almost half her age.  It was all so taboo and seemed wrong.  Kareena had definitely left the door open for Miss Jen.  Deep down she wished Miss Jen would come right out and control her.

Miss Jen was young but experienced at control and manipulation.  To her it was a game.  She was pleased that Kareena had referred to her as Miss Jen.  Kareena was naturally recognizing the order of superiority and respect.   Miss Jen could also see a longing in Kareena to be controlled.  She sensed a struggle within Kareena to accept her desires and to open up to another women.  Slowly Kareena was falling under Miss Jen's spell. Miss Jen could see that her sexual power was influencing Kareena. Miss Jen was not ready to acknowledge it with Kareena.  She wanted to toy with Kareena, flirt with her, and keep her wanting more.  Rather than pursue those desires, Miss Jen just replied, "Thank you dear."

There was an awkward silence and then Kareena spoke up to try and clarify her own confusion. "Miss Jen, I hope you don't mind me asking, but if you believe that women are superior than why would you allow another woman to be controlled and dominated?"

"Woman are superior to men and should always dominate men. Not all women understand their potential and the power they have.  Sometimes they need to learn through experience.  That is the relationship I have with Dee.  She is the student, I am the teacher.  There is a big difference in the way I dominate her vs a man.  Through domination and denial the woman becomes stronger, but the man becomes weaker.  When Dee serves me, there is closeness between us, a spiritual connection.  She is growing closer to me and one day will be just like me.  She will be an irresistible and powerful seductress to both men and women

Ken on the other hand is merely acting out his manly desire for pleasure.  Men think with their cocks.  They become mindless and childlike when they are aroused.  Control the cock and you control the man.   You are learning this with Ken.  You need to keep him aroused and remind him of his inferiority.  He should strive to be like you Kareena. He should recognize his inferiority and strive to be like the supreme woman. That is why he wears panties and bras and tries to please you.  The difference between Ken and Dee is that Ken can strive to be supreme but he never will be. You need to make sure he knows that. Understand?"
   
Kareena hung on every word.  She nodded her head in agreement.  She was impressed and delighted with Miss Jen's explanation.  She was delighted because now her need to be dominated was justified.  She had been concerned that her recent desire to be controlled by Miss Jen was a weakness and that it would undermine her domination of Ken.  Now she understood it was part of her learning process. She could dominate and be dominated at the same time without compromising her control over Ken.  Kareena became much more excited and open towards Miss Jen.  There was just one more question left.

"It all makes sense now.  Thank you for explaining Miss Jen. May I ask, what Miss D is doing with my panties?"


Miss Jen laughed.  "It is her reward for being so good to me.  She has a fetish for worn panties.  She loves to smell the scent of other women. She is sitting in the bathroom right now masturbating, with your panties over her face.  I like to make a little game of it so I told her to masturbate for 30 minutes and have as many orgasms as possible.  Then she will remove her panties and put yours on.  Quite fun, don't you think?"

Kareena's arousal stirred again. The thought of Miss D getting off on her scent was strangely erotic.  "Yes, that's cool."

"Does it excite you, knowing that Miss Dee is getting off on our panties?"

Kareena's pussy quivered at the question.  She blushed knowing the answer.  "Uh...yes Miss Jen.  It does excite me."

"Then your pussy must be soaking wet by now."

"Yes, very wet.  I'm so horny Miss Jen."  Kareena could not believe she was admitting this to Miss Jen in a public bar.

Miss Jen smiled.  "Very good darling.  Wet pussies are nice.  Spread your legs for me."

Kareena's heart was pounding and her pussy was throbbing.  She moved her knees apart under the table.  Miss Jen shifted in her seat and then Kareena felt Miss Jen's bare foot sliding up her thigh. The bottom of Miss Jen's foot pressed firmly against the full length of Kareena's pussy, causing Kareena to gasp and shudder with pleasure.   Kareena did not care about the other patrons in the bar.  All she cared about was the warm flesh pressing against her pussy lips.  She squeezed her thighs, pressing Miss Jen's foot tight against her sex.  Miss Jen managed to tuck her toes into Kareena's needy hole.  "Cum for me Kareena," ordered Miss Jen. 

Kareena's response was instant.  Her eyes shut tight, her body shuddered and she quietly moaned to herself as Miss Jen's foot brought her to an intense climax. When she finished she felt relaxed and relieved.  Miss Jen stared back with a smile.  "Normally, I would make my pets lick my foot afterward.  However, since we are in a public place I will let it go this time."

The word, 'pet' caught Kareena's attention.  She liked it.  She was glad to be Miss Jen's pet. She wanted to be a good pet. "Yes, mistress.  Thank you mistress."

Miss Jen glanced at her watch.  "Well now.  We have about 20 minutes until she gets back.  Let's talk about tomorrow."


The mood shifted from sex to business.  Miss Jen and Kareena set out the plans for the next day.  Their goal was to focus on transforming Ken into Kimmee in all aspects of life.  Kareena would continue to sissify him and manipulate his thoughts.  At the same time, Miss Jen would be transforming his apartment from a manly bachelor pad to a feminine home.   In the evening Miss Jen would meet up with Kareena and they would double team the torture and teasing on Ken.  By the end of the weekend, Ken's life would be changed forever whether her liked it or not.

Miss D returned to the table just as the girls finished their plans.  Her face was flushed and sweaty.  She handed her damp panties to Miss Jen.  "Thank you Miss Jen.  That was awesome!"

Miss Jen leaned over and kissed Miss D on the lips.  "You deserved it dear."  Next Miss Jen tossed the white lace panties to Kareena.  "Consider these a gift.  Good luck with Kimmee."

Kareena thanked the girls and left.  Walking to the elevator she looked down at the panties rolled up in her hand.  They were soaked with girl cum.  Kareena wondered how many orgasms Miss D had while she wore them.  Kareena suddenly had the urge to sniff the panties.  Thoughts like this never crossed her mind before she met Miss Jen.  She felt slutty and kinky.  Quickly she made her way to the elevator, her mind struggling with whether or not she should act on her new desires.  When she entered the empty elevator and the doors closed behind her, the struggle was over.  She could not resist the temptation and she raised the pretty white panties to her nose and inhaled deeply.  For the first time in her life she let in the musky scent of another woman.  It filled her nostrils and invaded her mind. It awakened her senses and stirred her pussy.  Kareena felt naughty and kinky and it was driving her wild.

Kareena briskly walked to her room with a burning desire between her legs.  Ken was in a deep sleep and did not stir when Kareena entered the room.  Quietly she made her way into the bathroom and closed the door.  She pulled off her top and skirt and she freed her swollen breasts.  She held the panties to her nose again and inhaled.  Her mind filled with the image if Miss D sitting on the toilet and masturbating with Kareena's panties on her head.  Kareena's erotic instincts took over and she assumed the same position.  Kareena made sure the crotch of Miss D's soaked panty was directly pressed against her nose and mouth.  She masturbated, inhaling the strong pussy scent.  All fresh air was sealed out.  Every breath was filled with pure sex.

Then Kareena did the unthinkable.  She pushed her tongue out and slid it along the crotch, tasting Miss D's juices.  The taste was faint but distinctive.  It was enough to make her hungry for more. She pressed the crotch against her mouth and licked and sucked the sweet flavor.  On the surface Kareena wondered if she had gone astray.  She was not a lesbian or a sex freak. All types of thoughts filled her head.  What would my friends think if they saw me like this?  What would my family think?  I'm straight...I'm not supposed to get excited from this.

But deep down a strange new lust boiled within Kareena.  Images of Miss Jen and Miss D filled her head.  She imagined herself between their legs, bringing them pleasure.  Kareena could not deny the sudden hunger that invaded her soul.  Her fingers probed deep into her hot hole, her body tensed, her back, arched, and she was lost in her final orgasm for the day.

***


A faint beeping invaded Ken's deep sleep.  Slowly he awoke.  It took him a several minutes to realize it was an alarm clock and to remember that he was in a hotel room.  He rolled over and glanced at Kareena sleeping in another bed.  The sight of his mistress stirred his already hardening cock.  Kareena opened her eyes and mumbled, "That's for you slave.  Time for your morning routine."

Ken was tired but eager for the day.  He was a little embarrassed that he was already aroused and so he wanted to stay under the covers.  However, Miss Kareena left him no choice. "Hurry up slave.  Turn off the alarm and go grab your dildo."

Ken quickly moved across the room and ruffled through his bag and found the cock shaped dildo.  The dildo was resting on top of the dress that he bought for Miss Kareena.  With all the excitement the day before, Ken had forgotten about the dress and never had a chance to give it to her.  He decided that now was not a good time to present the gift so he left it in the bag.

Ken walked back toward the bed and Mistress Kareena sat-up and commented on his aroused state,  "I see that girl cock is hard already.  You are such a slut."

"Sorry.  I can't help it Mistress."

"Don't be sorry slut.  You are what you are.  You're just a horny sissy slut. Let me hear you say it Kimmee."

Ken's cock was already dripping cum and his mind had already slipped into an erotic horny mode. He stood in front of Miss Kareena and told her what she wanted to hear, "I am a horny sissy slut.  I am your slut."

"Very good Kimmee.  Show me what a pretty slut you are.  Go put on your lipstick, nail polish and pretty lingerie for me."

Ken's heart pounded and his mind swirled.  Having his mistress in there in person, ordering him to dress up was far more exciting than he imagined it would be.  Her emphasis on the feminine words...girly, sexy, pretty....eroded his masculinity and put him in a girlish state of mind.

Ken rushed into the bathroom with his bag of feminine clothes and accessories and transformed himself into Kimmee.  Carefully he applied his glossy pink lipstick and puckered his lips.  Then he put on his red bra, thong and garter belt.  He even put on his cock harness, complete with the tag that displayed Miss Kareena's name.  He knew Miss Kareena would be pleased that he wore it. 


The soft and delicate materials made him feel sexy and feminine.  Slowly he slid the white stockings up each of his legs, enjoying their softness. He attached the garter straps to the top of his stockings and admired himself in the mirror.  A few weeks ago he would have laughed at the image in the mirror.  Now he stared at it, and thought about how sexy and pretty he felt wearing these girly things.  Ken could not believe how horny and excited he was at that moment.  He reached down and traced a finger along the underside of his cock.  If felt heavenly through the silk panties.  His finger slipped across the tip of his cock and scooped up the small pool of precum that was forming.  He brought it to his lips and licked it off.  He did this without being told or ordered. He truly had become a slut.

Ken took a few minutes to apply pink polish to his fingernails and toenails.  The strong smell from the nail polish stimulated his feminine senses and softened his masculinity.  Never before had he worn a color on his nails for someone else.  He was thrilled to show it off to his Mistress.

When the transformation to Kimmee was complete, Kimmee quietly walked into the room.  Miss Kareena was sleeping in the bed.  Kimmee did not know what to do.  He stood in front of the bed for a few seconds wondering if he should wake his mistress.  He started to feel a bit silly dressed in pretty girl clothes.  He wondered whether his Mistress would laugh or be pleased.  He began to doubt himself but then his thoughts shifted when Mistress Kareena began to stir.  

Mistress Kareena opened her eyes and stared at her sissy boy.  A pleasant smile formed over her lips.  Kimmee was tall with a masculine body, yet he was dressed in silky feminine clothes.  She loved the contrast of soft pretty lingerie against a hard manly body.  Her pussy moistened from the outline of his hard cock in the shiny panties.  His balls peeked out from the sides of the thin crotch and his cock head hung over the top of the panties.  It was a site that delighted and aroused her.  What excited Mistress Kareena the most was his demeanor.  He was submissive and nervous. She had emotionally transformed a masculine creature into a delicate flower.  Mistress Kareena unlocked her feminine power and loved the control she had.  Her words comforted and reassured Kimmee. "Mmmm.  Very nice sweetie.  Come closer my darling.  You look so pretty.  I am very pleased."

Kimmee slowly walked to the side of the bed.  His senses were alive and wild.  With each step he made, he felt the stockings flexing and sliding over his skin, he felt the garter straps tightening over his thighs, and he felt the soft, smooth panties against his swollen cock and balls.  Mistress Kareena's hand slid down to his panties and caressed his cock and balls through the sinful material. Kimmee shuddered and moaned.  He was already fully aroused. Next Mistress Kareena's hand slid beneath the panties and gripped his balls.  "Mmmm.  Nice and tight in that harness.  I like that..." She squeezed his balls a few times and continued talking, "It was generous of me to let you cum yesterday, wasn't it?"

Kimmee nodded, "Yes Mistress.  Thank you for letting me cum."

"You've been a good girl for me so I thought I'd give you a treat, but I do like my balls swollen and full of cum.  You'll work on that for me today, won't you slutgirl?"

"Yes, Mistress.  I like having by cock and balls full of cum for you."

"I know darling.  You are such a slut.  You have to start remembering that you are a pretty girl slut.  Pretty girl sluts don't have cocks and balls do they?"


Mistress Kareena's continual stroking of Kimmee's cock had him in a dazed state.  She had managed to keep him close to the edge of cumming without exciting him too much.  It was hard for him to think in this state of mind and Kimmee was confused and unsure how to answer Mistress.  She did not wait for an answer.

Mistress Kareena gripped his cock in both hands, "Since you are now my slutgirl, for the rest of the day, we will refer to this as your boy pussy, got it?"
 
"Yes Mistress."

Next she grasped his balls, "And these are your girl ovaries."

"Yes. Ma'am."

"Good girl, now turn around for me and pull your panties down a bit."

Kimmee was becoming excited from Mistress referring to his most private parts as feminine genitals.  It was strange and kinky.  He did not understand why this excited him, but he was extremely aroused from the situation.  He turned and pulled his panties down to his thighs.  Mistress Kareena lightly tugged his ovaries through his legs.  Then she slid her finger up his ass crack, causing him to gasp with pleasure.   Her fingernail playfully teased the rim of his asshole, causing his cock to bob and throb from the excitement.  "This, my slutty sissyboy, is your pussy hole.  You like having things in your pussy hole, don't you slut?"

Kimmee was on the verge of cumming.  He wanted desperately to reach down and grab his cock and relieve the sexual tension, but he knew the consequences would be bad.  The next best thing would be to have something in his ass, so begged to Mistress Kareena the way he knew she wanted him to beg.  "Oh yes, Mistress.  I love having things in my pussy hole.  Please put something in my pussy hole.  Please may I have something in my pussy hole!"

Mistress Kareena laughed at his desperateness.  "Such a slut!  You've got to control those manly urges!  You've got to be more feminine and controlled.  I believe you have a morning routine to do for me first.  Do it good and maybe I'll let you put something in that pussy hole.  Now get to the foot of the bed and start stroking that boy pussy of yours."  

 With his panties stretched between his thighs, he waddled to the foot of the bed and faced Kareena.  She instructed him on what to do.

"Give me slow hand over hand strokes, from the top of your boy pussy down to the base."

Kimmee did as instructed. He felt a little embarrassed stroking his boy pussy in front of Mistress Kareena.  It was much easier to take orders through e-mail.  Despite his embarrassment, he was much more aroused from the humiliating situation.  Mistress Kareena's physical presence added an intense new element to his submissiveness.  Unfortunately for Kimmee it added to his sexual torture.  After about 30 seconds of hand over hand strokes, he was on the verge of cumming.

Thankfully Mistress barked out another order.  "Now grab those ovaries, slut.  Tickle them with your fingers and pull on them."

Kimmee moved his hand down to his balls and lightly ran his fingers over them.  It sent chills through his body.  It was pleasurable, but enough to make him cum.  With the pressure off his cock he was able to bring himself back from the edge.  Kimmee gently squeezed his balls and cum started to ooze out the tip of his cock.  Mistress Kareena noticed this and grabbed a small plastic cup from the end table next to her.  She threw the cup at Kimmee.

"Catch all your girl cum in the cup slut.  Squeeze out a few drops for me princess."

Kimmee picked up the cup and held it under the tip of his cock.  He squeezed his cock a few times, milking cum into the cup.

"Good girl.  Make sure any cum that leaks from your girlpussy, ends up in that cup, got it?"

"Yes. Mistress."

"Good.  Now I want you to put the palms of your hands on each side of your boy pussy and start rolling it in your hands.  Roll your boy pussy like a piece of dough."

Kimmee did as instructed.  He rolled his hands up and down the sides of his cock in opposite directions.  This caused the skin on his cock to stretch and go taught over and over again.  The sensation it caused was mind blowing. It also worked cum up through his cock.  As Kimmee rolled his cock, he positioned the tip over the cup so that his girl cum would drip into it.

Mistress Kareena was pleased.  She spoke like a proud coach, "That's it precious.  Roll that boy pussy.  Don't lose any of the girl cum.  A little faster darling.  Give that pussy a workout."

Ken increased the speed of his movements.  Suddenly he felt his orgasm start to build again.  Just when he was about to panic, Mistress ordered him to stop.  The room was silent for a few long seconds.  Kimmee regained his thoughts.  When he was calm he noticed Mistress Kareena had pushed down the top of the silk night gown she was wearing.  Kimmee's eyes focused on her swollen tits and erect nipples.  Mistress Kareena started rubbing her tits and playing with her nipples.  Then she ordered Kimmee to milk out more cum while he watched.

It was easy for him to milk out the cum, but it was a struggle for him to hold back his orgasm.  Watching his mistress pleasure herself made the situation more torturous for Kimmee.  After 2 minutes, the bottom of the cup was completely covered by cum.  It was then that Mistress Kareena pointed to the cock shaped dildo on the bed.

"Get your cock and dip it in the cup.  Get the tip covered in your sticky cum."


Kimmee picked up the fleshy object, knowing what was about to come.  He knew this would be more humiliating than masturbating in front of Mistress, but he could not stop himself from obeying.  He dipped the tip into the cup and rolled it around in his cum. Then he lifted it out and pointed the tip upward.  Cum began to drip down the sides.  Kimmee felt reserved and unsure about what he was going to do.  To lick his own cum off a cock just seemed too perverse and too gay to Kimmee.

Of course Mistress Kareena had her own agenda in mind.  She smiled with a devilish grin.  "You know what to do.  Show me how slutty you can be."

It was strange how Mistress Kareena's words affected Kimmee.  Show me how slutty you can be.  The words seemed to challenge Kimmee.  Suddenly he lost all his reservations.  Suddenly Kimmee felt he had to prove his sluttiness.  He put the cock up to his lips and slowly licked the trail of cum that was escaping down the side. He kissed the side of the fleshy rubber and sucked up the salty liquid. He pushed the life-like tip past his glossy pink lips and into his warm mouth.  He pretended he was sucking a real cock and he slowly worked the shaft deep into his mouth.  

Kareena's words encouraged him.  "That's it Kimmee.  Show me what a good cock sucker you are.....show me how much you love cock.....deep throat it sissy boy.  Suck up that boy cum.  Mmmmm....it makes me so horny to see you suck cock like that.....ooohhhh....I just love to see sissy boys suck cock.  "  
       
******
Mistress Kareena's dirty talk made Kimmee feel dirty and slutty.  He loved every minute of it.  What really aroused him and made him want to continue to humiliate himself was the pleasure he was causing his Mistress.  She seemed to get more and more excited the sluttier he acted; and so he sucked harder and licked and squeezed the cock like a sissy whore.  From the corner of his eye he stared at his mistress playing with her nipples and fingering her pussy.  He was in heaven.

After a few more minutes of Kimmee's sissy sucking, Mistress Kareena ordered him to put down the dildo.  She continued to play with herself as she talked, "oohhh that was so naughty Kimmee.  I knew there was a cock sucker in you.  Maybe one day you'll get the chance to suck a real cock."  Mistress Kareena's wet fingers pushed deep into her pussy.  "Mmmm.  I'd love to see that.  My sissy boy sucking a real man.  Ooooh. That would drive me crazy."  Mistress Kareena began humping her hand.  

Kimmee was mesmerized by her erotic frenzy.  He had no desire to suck a real cock but he just agreed with her to keep her going.  He didn't want to spoil the moment.  Mistress Kareena giggled at how attentative Kimmee was to her at the moment.  It was time to get her sissy boy focused back on himself.

"How's your pussy hole, Kimmee?  In need of some attention?"

Kimmee's ass seemed to tingle at the suggestion.  "Yes.  Please may I put something in my pussy hole?"

"Oh I just love how needy you are.  First, lets stretch it out a bit.  Spread your legs apart and do a few squats for me dear.  Stretch out that hole."

Kimmee didn't question her strange request.  He moved his feet apart, a little wider than his shoulders, and squatted down and back up.  He repeated the motion again and again.  Each time he squatted down, his groin tightened and his ass seemed to stretch.  Despite how silly he felt at the moment, he was surprised at how pleasant it felt in his aroused state.  He was doing well until Mistress Kareena threw in the next command.

"Good job dear.  Now each time you squat down, I want you to flex that little pussy muscle of yours.  Flex it slow and hard precious.  Make your clit bounce for me dear."

Another strange request but Kimmee complied.  Again he was thrilled with the sensation.  On his second squat cum began to ooze out each time he flexed.  Kimmee was quick enough to grab his cum cup and catch the oozing liquid.  By the fifth or sixth squat Kimmee couldn't believe it, but he was on the verge of cumming.  Desperately he pleaded to his Mistress.

"Pleas Mistress.  May I cum?  I don't think I can make it much longer!!"

Mistress giggled.  "Your are so weak, Kimmee.  You're not even touching your boy pussy and you're ready to cum.  Stand up straight dear."

Kimmee stood up and awaited her next orders.  His cock twitched on its own.  He was on the brink of cumming and concentrating on holding back.  Mistress Kareena tossed a bottle of lube to Kimmee and ordered him to lube up his hole with one of his fingers.  By now, Kimmee was so horny and over aroused that he followed orders like a robot.  He was just a perverted puppet and the hands of Mistress Kareena.  He pushed his lubed finger in and out of his pucker hole.  The lube was cold against his hot insides.  At first it was uncomfortable, but as the lube coated his tightening hole it began to feel good.  Just when he was about to stop, Mistress Kareena moaned another order.

"That's it dear, next stick two fingers in....."  Kimmee complied.  "oohh yes.  Finger that pussy slut..."  Mistress Kareena's fingers seemed to fuck her own pussy at the same rhythm Kimmee was fucking his pussy hole.  "...Spread those fingers inside your pussy slut.  Stretch those pussy walls...."   Kimmee opened and closed his fingers like a pair of scissors.  The sensation was new and wonderful.  He stretched the walls of his ass.  His knees weakened and he moaned in pleasure.  By now he was so lubed up and loose that it really felt like a pussy to him.  Kimmee felt one step closer to being feminine.  ".....Oh you are so slutty Kimmee.  Now twist those fingers around.  Twist them back and forth in your pussy.  You like that don't you slut?"

Kimmee was lost in the sinful sensations.  It was so wrong yet so pleasurable.  Cum was draining out of his cock like a leaky faucet.  Kimmee was too aroused to concentrate.  The cum just dripped down the sides of his cock and onto the floor.  He moaned a reply to his Mistress, "Yes....I love it."  His moan turned to a desperate plea,  "This is incredible.  Please let me cum.  I'll do anything.  I must cum right now!"

Mistress Kareena glared into Kimmee's eyes with a look of omnipotence and accomplishment. Then she went in for the kill, "No slut.  Hold it back and watch me cum.  Show your loyalty and suffer for me."

At that moment Kimmee watched in envy and frustration as Mistress Kareena's body tensed and convulsed.  She screamed and moaned as she brought herself to an orgasm.  Kimmee just stood and watched and prayed the he would be able to cum soon.

Mistress Kareena savored that last few seconds of her self-induced orgasm.  "Mmmmm.  That was wonderful.  I came so hard Kimmee.  Too bad you are not allowed to cum yet."  Mistress Kareena laughed at his expense.  Then she pulled the straps of her night gown back onto her shoulders and stood up. The soft silk hugged her pert breasts and erect nipples.

Kimmee's eyes widened when he saw her ruffle through his bag and pull out the large plug that he bought the day before.  He stood in silence and watched her slowly spread lubrication over the entire plug.  

Mistress Kareena's tone was calm and authoritive.  "Well now, your pussy hole should be ready for this by now.  Bend over darling."

The size of the plug frightened Kimmee.  He wanted to protest but he could not bring himself to challenge his mistress.  He leaned forward and prepared for the intrusion.  The plug easily slid in at first.  In fact, Kimmee moaned at the wonderful sensation.  The fullness in his ass felt amazing.  When it was about 3/4 of the way in, he felt his ass begin to stretch.  Mistress Kareena could feel the resistance.  She was gentle and instructive.

"Relax your pussy precious.  Take it in."  She began to slowly pump it in and out of his ass, trying to push it in deeper with each thrust. "Feels good doesn't it?  You like having your pussy hole fucked don't you slut?"

Kimmee could not deny the pleasure he was experiencing at the moment.  "Yes.  It's incredible!  It hurts a little.  I don't know if I can take it all in."


"Mmmm.  You're such a slut.  I know you can do it.  Relax and show me how much you want it sissy slut."

Kimmee tried to relax, but the bottom of the plug was wide and it was stretching him in an unnatural way.  Just when he thought he could take no more, Mistress Kareena shoved the plug forward and the bottom of the plug pushed into his ass.  His muscles closed around it and sucked it in until the base rested against his ass.  Now the plug was nestled firmly in his ass.  The fullness deep within him was intense and focused.  His body was on fire with lust and the need to cum.  He pleaded with his Mistress. "Please let me cum.  I can't take this.  Please I must cum Mistress!! I'll do anything.  Just let me cum.!"

Mistress patted him on his ass.  "I just love to see you so desperate.  It excites me so much to see you begging like a sissy."  Mistress turned him around so that he could see himself in the mirror.  Kimmee could see his cock twitching on its own.  She whispered into his ear  "Look at you in your pretty red bra and panties.  Wearing stockings and garters like a real sissy.  You are so weak and girly Kimmee.  You're even wearing lipstick and nail polish.  You like being my princess don't you?"

Kimmee just wanted to cum and he played along with her game hoping to get what he wanted.  "Yes, I love to dress up and be pretty for you."

"And it excites you to the point that you have to cum?"

"Yes.  Please let me cum.  I'm going to explode."

Mistress Kareena pulled his panties off and tugged his cock a few times.  Next she unsnapped Kimmee's bra and pulled it away from his chest and arms and let it fall to the floor.  She reached both hands around Kimmee and caressed his chest and nipples.  "Mmmm.  Such nice titties you have Kimmee."  Her fingers circled his nipples and then pinched them hard.  Kimmee flinched at the burst of pain and gasped at the pleasure.  Mistress Kimmee repeated the circling and pinching a few more times, causing a continuous flinching and gasping from Kimmee.


When she was finished toying with his nipples, Mistress Kareena moved a small wooden chair to the center of the room.  "Sit down Kimmee."

Kimmee sat down and Mistress Kareena retrieved nylon rope from her suitcase.  Using the nylon rope she began securing his ankles to the chair.  As she secured her slave, she explained her purpose.  "You may not cum Kimmee because you've been a naughty girl.  You've been bad and you need to be punished."

Mistress Kareena began tying his arms and wrists to the arm rests on the chair.  Kimmee's freedom was quickly evaporating.  He was enjoying his helplessness but confused about why his Mistress thought he was bad.  "I'm sorry Mistress.  What I have I done?  I want to be good for you."


"You know you've been bad.  You forget that I met Miss Jen yesterday.  Her and I had a long talk about you.  It seems that you left a lot of details out of your e-mails to me."

Kimmee cringed at the mention of Miss Jen.  He had hoped that Mistress Kareena would not have found out about everything that went on between him and Miss Jen and Miss D.  His stomach knotted with fear of what Miss Jen revealed to his mistress.  Now he was nervous about his helplessness and what his punishment would be.  He did not know what to say and so he sat there in silence as Mistress Kareena wrapped the final piece of rope around his chest and secured it tightly to the back of the chair.  Now he was completely immobile and at the Mercy of his Mistress.

Mistress Kareena waited a few seconds to see if her sissy slut would respond.  He looked dazed and nervous.  She moved behind him and began to play with his nipples again.  Finally she broke the silence.  "I see your speechless slut.  I would be too if I were in your spot..."  Her fingers pinched his left nipple hard.  "....You are quite helpless now and I'm not too happy with your behavior.  That's not a good combination."  

Mistress Kareena pinched his right nipple hard.  Kimmee flinched and pleaded for mercy, "I'm sorry Mistress. Please forgive me!  I'll tell you what you want.  I'll tell you everything.  I'm sorry!"

Kareena's pussy quivered at his pleading.  He was weak and she was powerful. She sensed fear and desperateness in his voice and it unleashed erotic pleasures within her.  It was clear that he was dependent on her and that he lived to please and obey her.  She had taken an independent man and turned him into a sissy that desired her control and direction.  Kareena flexed her pussy muscles at the thought of her control.  Her pussy was hot and wet and needy.  It was going to be a fun night.

Mistress Kareena moved to the side of Kimmee.  She leaned forward and lightly kissed his neck and slowly licked the full length of his cheek.  She could taste the lust within him.  She whispered into his ear, "It's too late now slut.  Everything I need to know is right there."  She pointed to a VCR that was attached to the room TV.   Mistress Kareena sauntered over to the VCR, which was sitting on top of a long chest of drawers.   She sat on the chest of drawers, next to the VCR.  She smiled smugly and pressed the play button.  "Let's see what we have here darling."

Kimmee's heart pounded fiercely in his chest.  Sweat began to form on his forehead.  He stared in utter amazement at the TV before him.  It was a video of him in Miss Jen's store.  It showed him being led around the store by Miss Jen, as she picked out clothes for him to wear.  Then it switched to the dressing room that Kimmee went into.  Kimmee watched in embarrassment, a video of him sliding on various silky panties, garters, and corsets.  He was amazed at the clarity and quality of the video.

Mistress Kareena added her commentary, "So it seems that you tried on quite a bit of lingerie that day, huh slut?  Why didn't you tell me?"


" I...uh...well I didn't think you cared.  I..I just told you about what you wanted me to buy."

Kimmee could have rambled on excuses forever.  Mistress Kareena cut him off in an even firm voice. "I want to know everything slut.  You are my toy, my slut, and my sissy!  I will know everything about you, got it?"

"Yes, ma'am.  I'm sorry."

"Sorry doesn't cut it anymore slut.  No more apologies.  For now on, when you feel like apologizing I want you to say 'I am weak.  I am inferior.  I am a sissy slut and can not control myself."  Mistress Kareena walked behind Kimmee and then reappeared with a long thin leather riding crop.  She paused the video at a spot where Kimmee was dressed in a sexy blue corset.  

By now Kimmee's cock had shrunk with fear.  Mistress Kareena lowered the tip of the crop to his cock and slowly traced it up and down the length.  "Now, now sweetie.  Don't get too upset.  Mistress likes to see your boy pussy all swollen and hard."

The leather felt cool and smooth against Kimmee's cock.  A few soft strokes of the crop caused his cock to spring back to life.  Mistress Kareena smiled at the response.  She slapped his balls lightly a few times and then moved the soft leather up to his nipples.   "Now let's practice a little darling.  Each time I slap you with the crop, I want to hear your apology."

Before Kimmee could react, she snapped the crop against his right nipple.  He flinched and gasped.  He wanted to please her so he quickly repeated the words, "I am weak.  I am inferior.  I am a sissy slut and can not control myself."

The tip of the crop slowly circled his right nipple during his apology.  When he finished, Mistress Kareena, quickly snapped the crop against his left nipple and then began to slowly circle it again.  Kimmee repeated his words, "I am weak.  I am inferior.  I am a sissy slut and can not control myself."

Mistress Kareena unpaused the video.  Kimmee had forgotten all the things that had transpired in the store.  It didn't seem bad when it was happening, but watching himself dress like a sissy and parade around in front of Miss Jen and Miss D was humiliating.  The video even had a close up of him bending over and begging to be fucked up the ass.  During this part Mistress Kareena slapped him a few times with the riding crop and called him a male slut and a sissy whore.

As they watched the video, Mistress Kareena continually commented on the naughty things that Kimmee did in the video.  Each comment ended with a slap of the crop, followed by Kimmee repeating his apology. The leather crop continually caressed Kimmee's sensitive body between slaps.  Mistress Kareena slid it down to his crotch and tickled his swollen balls with the cool material. She even slapped his cock a few times with the riding crop.  Her cock slaps were enough to make him flinch without inflicting serious pain. 


Kimmee's mind and body were overcome with competing emotions.  He was embarrassed and ashamed at watching himself on the video.  He was excited and aroused from the attention he was getting from his Mistress.  Being restrained and helpless made him nervous, yet he felt more alive and aroused than ever before.  Every inch of his skin screamed to be caressed and teased by his mistress.  The gentle caressing of her riding crop sent chills through his body.  Each slap of the crop delivered a burst of pain and excitement.  He never knew when to expect pleasure or pain.  Kimmee's mind seemed to twist and bend the rules.  Soon the pain turned to pleasure.  He was in an erotic state that he never experienced before.  He lusted after his mistress for this and he did not want it to end. Kimmee repeated his apologies and savored the pleasure-pain of the riding crop.  Soon Kimmee believed that he was weak and inferior and unable to control himself.  He slipped into a deep submissive state of mind.  He existed to serve and pleasure his mistress.  He was her slave, her toy, her sissy, or whatever she wanted him to be.

When the video finally ended Mistress Kareena sat on Kimmee's lap.  Her added weight pushed the butt plug deeper inside Kimmee, creating wonderful feelings.  The silk of her night gown against his exposed cock added to his arousal.  She brushed her hand through his hair and talked to him like a child who had just been punished, "Now, Kimmee...I want you to think about how naughty you have been and how bad that makes me feel.  You will make it up to me dear.  You need to be on your best behavior and do everything I say.  Is that understood young lady?"

Kimmee became overly aroused at how his Mistress was talking to him. "Yes, ma'am. I'm sorry."

"Good.  Now since you were such a whore, begging to be fucked in your pussy hole like a sissy slut, I decided to invite Miss Jen and Miss D over to have some fun with you.  If you're a good slut, maybe I'll fuck that pussy hole of yours while they watch.  You're such a whore, that I know you'll love it won't you dear?"

Mistress Kareena was right.  He was a whore and could not wait for all the girls to come over.  Kimmee's cock twitched at the thought.  "Yes, I would love that Mistress.  That will be soo much fun.  I can't wait."

Mistress Kareena wiggled her ass against his cock, "I know dear.  You're such a slut."  Next she stood up and moved behind him so that they were both looking into the mirror.  "Miss Jen and Miss D will only come over if I have a pretty sissy boy for them.  Are you a pretty sissy boy?"

"Yes.  I am a pretty sissy boy."

"Look into the mirror darling.  I see a sissy boy, but I don't see a pretty one.  We have a lot of work to do on you.  Are you ready to be pretty for the girls."

Kimmee's mind was reeling with excitement.  He didn't care what he had to say or do.  All he could think about was being surrounded by 3 beautiful girls.  "Yes, please make me pretty for the girls."


"Well to start with I think your pretty lingerie look silly on a hairy body.  Don't you agree precious?"

Kimmee just nodded in agreement.

"Good then, let's get it all off."

Mistress Kareena untied Kimmee and led him into the bathroom.  She had him stand in the bathtub while she rubbed hair removal cream over his body.  She covered his chest, arms, and legs.  She let the cream soak in and do its magic.  This was also a good time for Kimmee to relax and calm himself down.  After 15 minutes of waiting, Mistress took a damp cloth and wiped away his hair.  Most of it came off on the first application.  She repeated the process 2 more times to get all his hair off.  Next she used scissors and a razor to eliminate his under arm hair and pubic hair, and to do some touch up work around his body.

When she was done she turned on the shower and washed her sissy off.  She rubbed lotion over his body to soothe the open pores, paying special attention to his clean shaven balls. Finally she stood back and admired her work. "Much better angel.  Now you are beginning to look soft and pretty.  I just love your boy pussy and ovaries without any hair on them, don't you?"

Kimmee's eyes were cast downward.  Never before had he felt so naked.  The hair on his body had been with him all his life and now it was gone.  It was strange to see his chest and legs without hair.  He thought he looked better hairless.  He felt very girlish and pretty.  "Yes Mistress.  I like the way I look without hair.  This is nice."

Mistress Kareena moved closer and began to rub his cock and balls.  His balls were extra sensitive without hair. An orgasm instantly began to surface.  "He cried in panic,  "are you going to let me cum?  Please I'm going to cum!!"

Kareena quickly stopped stroking.  Kimmee could feel the orgasm riding up through his cock.  He tried as hard as he could to hold back, but he could not control his cock.  It twitched and a small spurt of cum came out.  It was the beginning of an orgasm, but Kimmee was able to quell it and keep it from continuing. He looked up at his Mistress in a panic.  Then he instantly went into his programmed apology, "I am weak.  I am inferior.  I am a sissy slut and can not control myself."

Mistress Kareena laughed.  She was impressed with reaction. "You are learning sissy slut.  That might be the closest you get to an orgasm today.  Lick it up you weak and inferior whore."

Kimmee got down on his knees and licked the cum off the tub.  It was a bit degrading to lick his cum off a dirty tub, but he was grateful that his punishment was not worse.


While Kimmee licked up his cum, there was a knock on the door.  Kimmee looked up wondering who it could be.  Mistress pointed down at the tub and ordered him to keep licking.  She walked out of the bathroom and closed the door.  Kimmee heard muffled voice through the door and could hear a cart being pushed into the room.  He figured lunch had arrived.

During lunch Kimmee kneeled naked next his mistress while she ate.  When she was finished she handed him a small plate of salad. "You've got to slim your figure down sweetie.  Light meals for your this weekend."

When he was done Mistress began the job of transforming him into a beautiful sissy.  She applied red lipstick, eyeliner, and blush.  She used powders and creams that Kimmee never knew existed.  She plucked his eyebrows and painted his nails.  Dark mascara brought out his hidden eyelashes.  He was cleansed, perfumed and painted into a perfect sissy boy.   During the whole process Mistress caressed and teased him.  She tweaked his nipples and played with his boy pussy.  Kimmee was kept on edge the entire time.  Additionally, she continually complimented on how well the lipstick, makeup, and nail polish looked on him.  She even took pictures of his transformation.

The continued teasing and positive reinforcement was a technique that Miss Jen had instructed her to use.  By making the transformation as pleasurable and positive as possible, it encouraged the inferior male to want to dress like a girl and be pretty.  Even though he might have doubts about being feminized, he would look forward to doing it in order to experience his natural manly pleasures.  

When the painting and perfuming was done, Mistress brought over a fresh pair of black silk stockings.  "Put these on darling."

More pictures were taken as Kimmee pulled the stockings over his bare legs.  The stockings were expensive and extra silky.  Each stocking was accented around the top with pink ribbon and a small pink bow.  The stockings sent chills through his body when they rubbed over his newly shaved legs.  Kimmee could not help but notice how beautiful his smooth muscular legs looked in the stockings.  If these were the legs of a woman, they would certainly grab his attention.  

Next mistress helped him into a black corset that covered his chest and stomach.  Each cup of the corset was adorned with a pretty pink bow and a trail of pink ribbon led away from each bow, down to the bottom of the corset.  The corset t was purposely small for him.  Mistress had him kneel down.  She placed her foot on his back, grabbed the laces on the back of the corset and pulled tight.  The corset hugged uncomfortably tight around Kimmee's waist and chest.  Mistress Kareena quickly tied the laces tight.

Kimmee's breathing became shallow.  "Mistress, It's a little tight."

"Mmmm, yes my darling.  That's the way it's supposed to be.  Sometimes painful to be beautiful."  Mistress walked around Kimmee and was delighted at the cleavage produced by the extra tight corset.  "Just look at how it enhances your titties Kimmee.  Very sexy."  She snapped another picture of her slut.


Kimmee glanced down at his chest and was quite impressed himself.  Next Mistress Kareena helped him into a pair of black silk panties.  Pink ribbons accented each side of the panties and matched the stockings and corset perfectly.  Kimmee shuddered when the smooth silk slid over his cock.  Finally Mistress attached the garter straps from the corset to the tops of the stockings.  When she was done she ordered Kimmee to pose for her as she took a few more pictures.  Kimmee felt sexy and erotic.  He was excited to model his new outfit.

After taking a few pictures, Mistress Kareena rummaged through Kimmee's bag and pulled out the black dress that Kimmee had bought for her. She held it up,  "Hmmm.  What is this darling?  You weren't planning to wear this were you?  I mean I can do wonders to make you pretty, but I'm not that good.  Did you really think you could fit into this?"

"Uh...no...It's actually a present for you Mistress.  I just never had a chance to give it to you."

"Very nice dear.  I like it.  Perhaps as a treat for you I'll wear it tonight.  I like getting gifts.  I think you should bring me a gift every time we meet, o.k."

"Yes Mistress. I will."

"..and next time wrap it please.  You need to think more like a girl.  A girl would have wrapped this in pretty paper with pretty ribbons.  You'll do that for me next time, won't you princess?"

"Yes. Ma'am."

"Good.  Now I happen to have a nice outfit for you to wear."  Mistress Kareena brought over a black cotton skirt and a black top. 

Kimmee was feeling uneasy about how far things were going.  Wearing lingerie was fun because it was soft and sexy.  He had no desire to dress completely like a woman, but he went along with it because he knew it excited Mistress and it was the only way he would get a chance to cum.

The skirt fit comfortably around his waist.  The hem stopped just above his knees.  Mistress purposely chose this length to hide his manly thighs.  She also knew the length would restrict his stride and force him to walk in a more feminine manner.  The black top was loose fitting.  The v-neck showed a hint of his cleavage. Mistress Kareena had Kimmee sit on the bed, and then she helped him into a pair of black high heels.  Kimmee was surprised at how perfectly they fit.  He was also surprised to see Mistress Kareena lock a small padlock on the strap of each shoe.

Mistress Kareena looked up triumphant.  "Miss Jen was nice enough to provide the special shoes.  There's no turning back now Kimmee."


Kimmee's cock twitched at the thought of being trapped as a girl.  Suddenly the idea seemed erotic and fun.  Mistress Kareena had him stand-up and parade back and forth across the room.  Kimmee felt awkward walking in the heels.  With each step he felt the skirt tightening around his legs.  He was aware of the stockings and garter straps stretching across his legs and thighs.  The silk panties rubbed his cock and balls.  With each breath he was reminded of the corset holding his titties. All these sensations reminded him of how girlish and perverted he was.  He felt erotic and kinky.  

Mistress Kareena finished her project with some jewelry and a wig.  The dark loose curls looked ravishing against Kimmee's beautifully painted face.  A diamond pendant was sure to draw attention to his cleavage and a pretty diamond bracelet added to his feminine state.  From head to toe she had transformed a rough manly guy into a pretty princess sissy.  She stared at her work and felt a rush of pleasure.  Her pussy moistened and quivered as she took the final pictures.  She had created a sissy and he was hers to play with...and she intended to do a lot of playing. "So how do you feel darling?"

"Ah...I don't know.  It's a bit awkward."

"Yes, that's because it's unnatural for you darling.  You will learn.  You must lose those boyish habits and traits.  You must learn to walk like a woman.  You will learn to be proper and sexy and feminine.  I will teach you darling."

Kimmee was nervous about how she talked about him being feminine and how she assumed he would do all this.  Dressing like a girl was fun and exciting, but learning to be like a girl seemed a bit extreme.  He was nervous, because he did not want to do all this.  He was nervous, but he still went along with the flow.

Mistress Kareena was pleased with the results and she snapped a few more pictures of her sissy boy.  After taking the last picture, Mistress Kareena stared at the bulge in the front of Kimmee's skirt. "We've got to do something about that boy pussy.  It just ruins everything.  This must be very exciting for you, but you must calm yourself down.  Concentrate Kimmee."

Kimmee tried to calm himself down, but it was useless.  He was too aroused and hyped up.  Soon Mistress lost her patience and ordered Kimmee out onto the balcony.  Once outside, she firmly gave him an ultimatum.  "You've got 10 minutes to get rid of that unsightly bulge or I'll come out and use my own methods to make it go away. Got it?"

Kimmee did not want to even think about what her method would be.  Fearfully he replied, "Yes. Ma'am."

Mistress Kareena handed him a rolled up sock.  "Use this to keep your boy pussy between your legs."  She turned and walked back into the room, leaving Kimmee on his own.

A few minutes later Kimmee cam back into the room bulge free.  Somehow he managed to make his cock shrink small enough that he could bend it back through his legs.  The rolled up sock served as a barrier to keep his cock from popping out from between his legs.  His needy cock was like a trapped animal pushing and swelling, trying to break free.  Even in it's confined state, his cock was stimulated and teased.  His warm thighs brushed against the sensitive sides when he walked.  The soft silk of the panties rubbed the length of his cock with each movement of his legs.  It was sheer torture for Kimmee.


Mistress Kareena applauded Kimmee for completing the task so quickly.  " I knew you could do it precious.  You just needed a little fresh air and motivation.  Now, it's time for your girl training dear. I believe in hands on experience.  It's time for you to experience the female life first hand.  I have a list of assignments for you to complete.  You must do them in the order specified."  Mistress looked at her watch.  It was a few minutes before 2:00.  You have 2 hours to complete the list.  Be back here at 4:00 sharp.  Not a minute sooner or later."

Kimmee took the list from his Mistress.  His eyes widened when he read the first few tasks: 
  1. Go to the ladies restroom and buy a tampon
  2. Go to a drugstore and buy red lip gloss and matching nail polish
 3. Go to a store and try on a pretty dress.  Take a picture of you wearing it in the dressing room

He did not expect to have to go out in public.  He began to panic, "Please don't make me go out in public like this.  I can't do it!  Please this is to embarrassing!"

"Calm down sweetie.  There's nothing to worry about.  You look so pretty and feminine.  Just look at yourself.  You'll pass as a girl."

Kimmee looked in the mirror. It was the first time he saw his complete transformation.  He was stunned at what he saw.  Mistress Kareena was right.  She had masterfully softened his complexion and feminized him.  The make-up, corset, heels, and clothes had all done wonders to conceal his masculinity. He even thought he looked attractive and glamorous.  Kimmee was speechless at first.  Then it sunk in at how real his situation was.  He still was embarrassed and scared about going out in public.  "Ah...I don't ... I don't think I can do it."

Mistress did not take no for an answer.  "Sure you can dear.  Do it for me.  It's what I want.  It's what Miss Jen and Miss D want.  Don't you want to please us?"

"Yes..but..."

"Then there's no more discussion.  Do this or I call it all off right now.  You can go home right now and forget about seeing Miss Jen, Miss D or myself again.  Is that what you want?"

Kimmee thought about all the fun he was having.  He thought about how exciting it was going to be to serve Mistress Kareena and the two other beautiful and young mistresses. He had fantasized many times about licking Miss Jen and Miss D's  pussies.  He was in his thirties and the chance of him ever getting a sexual opportunity with such young girls was slim.  He did not want to miss the opportunity. Reluctantly he caved in to his Mistress.  "No I don't want you to call it all off."

Mistress Kareena took his hand and led him to the door.  She handed him a small black purse.  "You'll need this angel.  It has your money, credit cards, and a cell phone.  The phone has a built in camera.  Be sure to use it.  Bye now.  Have fun dear."  Quickly she closed the door and watched through the eyehole.  


Kimmee stood still for a moment, looked up and down the hall and nervously walked away.  He felt as if he was in a whole new world.  Although no one was watching him at the moment, his heart raced and perspiration formed on his forehead.  He could feel his face flushing with embarrassment.  He rode the elevator down alone and took a deep breath when it reached the lobby.  The doors opened and Kimmee made his first public appearance as a woman.

To be continued




       

 
