Arrogant Bastard

 

Lesson Time

 

Nerves

 

New Gurl

 

Motivation

 

The Dance

 

The Cost of Losing a Bet

 

Playing The Part - Chapter 7

Diana's fantasies and dreams become reality. Diana becomes a reality. Where does this leave Diana? Is she still just playing the part of Diana? Was she ever just playing that part? Can she even tell any more? Does she want to tell any more?

Day 558

It was a long and leisurely afternoon with Natalie.  We talked about what had taken place at the party and afterward.  She was patient with me as I tried to figure out what it all meant.  In particular, what I felt about her and how she’d shown me a side of her I was still trying to deal with.

“My dear girl,” she said, “I’m what you would call a ‘switch.’  That is, I enjoy dominating and I enjoy, at times, submitting.  I’m most often the domme – the top, the dominator, the one in charge.  But, there are times when I need to let go.  When I need someone else to be in charge for a while.  However brief that while may be.  Jayden and I go a long, long way back.  He ‘gets me’ in my needs.”

“And don’t you worry your pretty little head about my ‘switching’ on you.  That is not how the dynamics of our relationship work.  We’ve established that I am the dominant partner here and that is not going to change, my dear.  You have a submissive heart and that is one of the things I love about you.” She continued.

Playing the Part - Chapter 6

Diana gets invited to a party with Natalie and Jayden only it's Mistress Natalie and Master Jayden. Diana learns more about her dear Ms. Cambrai. And Diana learns more about herself in the process. Frightening things about herself and powerfully seductive things about herself as well.

Day 557:

Oh my!  Where to start?  I’m still reeling from it all.  Natalie showed me an entirely different side of herself.  I love it but was amazed to see it.  I’m flattered that she shared it with me.  It’s also helped with my perspective on things.  That, not to mention how ecstatic the whole experience has been.  I hope she invites me to another one of those parties.  I’m afraid that she will invite me to one of them too!  The idea of losing myself like I saw so many of the other people there lose themselves is a frightening one.  And one I simply can’t get out of my head as it turns me on so very, very much.

So, Natalie asked me to come over in the late afternoon so we could get ready for the party she was taking me to.  I was hoping for maybe and dinner at some quiet little place and then she and I could spend some quality time together we my worshiping her flower until she purred and then howled.  That and her holding me close like I love so much.

No, not this night.  She’d asked me to be sure I was super hairless and perfectly smooth before I showed up.  So, another trip to the spa on Tuesday.  It’s gotten actually quite fun heading over there.  As I’m sitting in the lounge waiting for my appointment I chat with the other ladies there.  They’ve no idea and I do nothing to dispel their assumptions.  I don’t know why, but I enjoy such “girl talk.”  And Greg, he’s such a sweetie, doesn’t bat an eye now when I’m there in all of Diana’s glory.  He is kind of cute too.  Nice perky little buns and, as Louann say, a “nice box” too.  Not as gorgeous as my leading man but, just the same, he cute in his own way.

Working the Club – Part Three

 Fran’s first night as a Pussy Girl working at the Pussy Galore Club.  No longer a lowly Pussy Boy, Fran now gets to “go upstairs” and “entertain” the Platinum club members.  She’s worked hard for this moment by becoming as sweetly soft and feminized as only a deeply submissive and wonderfully neutered tgurl fucktoy can be.  The question in her mind is if she’s up to it?  Does she have what it takes to be a Pussy Girl?  Can she take what it takes to be a Pussy Girl?

The ride up in the elevator seemed to take forever but it wasn’t any longer than the other times she’d ridden in it when working as part of the housekeeping crew for “upstairs” when she was still just a Pussy Boy.  She looked at herself in the mirror lining the walls of the elevator.  She’d come so far in just so short a span of time since she first started at the Pussy Galore Club.  She thought she was passable back then.  Her girlfriend / Mistress told her so.  The way guys would hit on her made it seem so.  But the way she looked now was so very, very different.  Now there was no way anyone could mistake her for being a boy.  Or being a man either, for that matter.  The time spent on the “girly juice” had done wonders for softening her features.  The tattooed makeup, the way her hair had grown out and how she could style it now.  Even her demeanor had changed as well.  Plus the time spent working as a Pussy Boy had helped shape her for this night.  She truly had come to yearn for this moment.  She knew what was expected.  It was perverse and decadent and could even be considered debasing – if she let it.

Therapy Part 3

 Dr. Wilson's cross dressing therapy treatment continues! Shelly, our favorite patient in the first two installments, relates how her therapy treatments have not only progressed but have gotten so advanced that she's now ready for her first first Special Encounter Therapy session!

My therapy to treat my cross dressing problem was working.  Well, more accurately, it was therapy to help me address my sexuality issues my cross dressing was causing.  I’d been undergoing treatment by Doctor Wilson for over a year now and every day and in every way I making fantastic progress.  Doctor Wilson assured me of this in every therapy session.

 

The way he smiled at me as he looked down at me as I knelt in the Power Dynamics Enhancement Position before him and he filled my mouth with his wonderful cock assured me that my therapy was working.  Or the way his hands held me so tightly as his wonderful cock spasmed deep inside of me when it was time for one of my Prostate Expressing sessions.  I knew my therapy was working as it made Doctor Wilson happy and making him happy made me happy.  Doctor Wilson is a wonderful doctor and I am so lucky to be treated by him.  Doctor Wilson is a caring and professional doctor.  Doctor Wilson is always right and I can trust him to always help me and know what’s best for me.  Doctor Wilson is a wonderful doctor.

 

Playing the Part - Chapter 3

 Playing the Part

Chapter 3

Diana continues to learn ever more about herself. Once again she learns that, when it comes to being Diana, Ms. Cambrai is right. Ms. Cambrai is always right. In particular, Ms. Cambrai is right about things which Diana had never even imagined herself doing. Things which make her previous life seem ever more distant as being Diana feels oh-so-very, very good...

Day 430:

Great news!  They not only found a new manufacturer for the clothing line here in the US but this new company can get in operation a whole month faster!  Yay us!  Good thing I didn’t wait any longer than I did for me surgeries!  Mr. Simms is such a smart man!  He’s made such good decisions for me.

Day 433:

I was so bubbly about the news of the production starting sooner that Ms. Cambrai said we should go out and celebrate together.  This being “together” with her, me and Jayden.  We’ve gotten back to doing dance lessons together now that I’ve healed up. I’m still stretching a bit. So it’s been super helpful for me.  And Jayden has been such a sweetheart about it.  His moves with me dancing are just as powerful as ever and I’ve come to relish the way he handles me on the dance floor.  Ms. Cambrai seems to relish his effects on me and teases me about how I was letting Jayden steal me away from her.  Not a chance!

Maid to Order

 Maid To Order

Mr. Carstairs shuffled to the door and managed to stand fully upright in order to hug and “air kiss” his wife goodbye for the day.

“Now honey, remember what the doctor said.” She reminded him, “Keep taking your heart medications and try to keep calm.  Remember your blood meds too!” She chided him as she stepped out the door and off into her Porsche.

“Don’t worry, dear, I won’t forget!” he promised as she sped away.

Mr. Carstairs then shuffled himself over to his favorite overstuffed chair in the living room and let himself fall back into it.  He heaved a heavy sigh and then picked up the little bell from the small table next to the chair.  A bit of ringing and soon enough in came the maid that Mrs. Carstairs had insisted he employ.  “The house needs keeping up my dear and why not have someone who’s pretty do it for us?” she’d told him.  “Someone pretty?” thought Mr. Carstairs, “Hah!  Pretty and sexy and seductive and sexually insatiable AND a Tgirl to boot!” he’d laughed to himself.

The maid minced quickly over to Mr. Carstairs and did a nice deep curtsey to him.  “Yeth Thir?” she lisped.  She had yet to master speaking properly around the new piercing Mrs. Carstairs insisted be emplaced in the Tgirl’s tongue.  The resulting lisp was something Mrs. Carstairs knew her husband would find irresistible.  And the woman was right.  He also found the sensation of that piercing flicking over his cock irresistible.  As irresistible as Mrs. Carstairs found its flicking over her clit.  Though the later didn’t happen nearly as often as either Mr. Carstairs or the maid, Collette, wished it would.

“Ah, Collette.  Good girl.  Mrs. Carstairs is off to her time at the Club this afternoon so, you know what that means?”  He asked with a leer.

“Ooo… yeth Mither Carthstairs!  That I should turn down thhe bed!” Collette answered in her sweetly feminized voice and lisp.

“Yes, that’s right you little minx!  First though, help me up from this chair” he ordered his servant.

Collette did just that, handing Mr. Carstairs his cane once he was on his feet.  He shooed her off to the bedroom with a nice feeble swat on her ass and then shuffled himself after her.  It took him some time to shuffle himself up the stairs and then on to the master bedroom.  Entering the hallway he found that Collette had indeed turned down the bed covers and was waiting demurely standing at the foot of the bed.  Seeing her Master approach she perked up and minced out of the bedroom and into the hallway toward him.

Once they both were fully inside the hallway, Mr. Carstairs straightened himself up fully.  No more hunching.  He then leaned the cane against the wall and popped open one of the cabinets mounted along the walls of the hallway and began manipulating the screen of a small tablet computer on one of the shelves in that cabinet.  Collette was by his side and running her hands along Mr. Carstairs body – paying particular attention to his firm ass and hardening cock.  He leaned over and quickly kissed the mincing and eager Tgirl as he continued working the screen of the tablet.

“Just a minute you little slut.” He said, warmly, to the girl doing her best to arouse him.  “Let me just activate the file here…  and reroute the feed from there….  and… ooo… you are hungry for my cock!” he laughed as Collette’s eager fingers had opened his housecoat and slipped through his pajamas to begin fondling his cock and balls.

“And… a click here… and turning the override on… now!” he said with satisfaction as he turned his attentions away from the tablet’s screen and fully on to the hungry Tgirl cocksucker before him.  He grasped her face with both hands and passionately kissed her deeply as she peeled off his housecoat and then helped him shed his pajama bottoms.  He was kissing her and moving her toward the bed and stepping out of those pajamas.  No shuffling involved.  Finally reaching the bedside, he broke his kissing of his Tgirl slut maid and pushed the little minx back onto the bed.  She fell back with little yelp and big smile as he shrugged out of his pajama top.  Yes, Mr. Carstairs was clearly a man of some age and was not nearly as firm as he’d once been.  His heart however, was quite fine.  Thank you very much.  So too was his blood pressure.  His quite hard cock was proof enough of that as the Tgirl maid quickly rolled herself around to press her face onto it and onto his balls.  

It Was Always So Easy...

Board Meeting

For this one, I had the image of a hypersexual bit of elegant debauchery and objectification in mind.  I've long liked playing around with the inherent power disparity in a corporate / business setting.  The boss - male or female - taking advantage of their subordinates and using their power over the helpless man to have their way with him.  Women in suit dresses are a major turn on for me to start with and the idea of a female or male executive feminizing and emasculating one of their subordinates and turning them into a sexual plaything for their pleasure only ads to that turn on.

Here, I wanted to explore just how far that "turning them into a sexual plaything" could go and how to take the objectification even further.  I like how it turned out.  Please leave a comment to let me know how you think it turned out!

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What price is too much to pay for becoming the real life realization of your deepest fantasies and dreams? And if you'd become that vision would it really matter whether or not you'd ever actually had those fantasies and dreams? And wouldn't objectifying yourself further only add to that perfection and bliss?

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Board Meeting.

Her Mistress ran her fingers along Jennifer’s cheek and then lightly flitted them over Jennifer’s nicely puffed and well glossed lips.  She smiled at the gurl.  It was a wicked and leering smile as well as a proud and reassuring one.  Jennifer was already in such an enveloping haze of lust and arousal that she barely registered her Mistress’s touch.  She did however, register the tug on the leash clipped to the collar around her throat as her Mistress, Carol, led her forward into the Board Room.  Jennifer eagerly minced along behind the wonderfully shapely ass of her Mistress.  Carol looked so very commanding and sexy in that over the knee length black skirt, tailored business jacket over her fitted white blouse, and her seamed Cuban heeled stockings ending in the five inch heeled stilettos.  Jennifer would’ve happily followed her Mistress anywhere – were she wearing such an outfit or not but especially when she was.  Considering Jennifer’s current state, it was apparent she’d already followed her Mistress to some truly life altering places.  Her Mistress was proud of that.  And Jennifer loved making her Mistress proud.

Therapy - Part 4

Shelly's Therapy continues! She has her first Special Encounter Therapy session! Can she handle it? Will playing the role of a sissy prostitute to its orgasmic conclusion prove once and for all that she is a normal, straight, heterosexual man - or prove that she's a homo? Or prove something else?

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Therapy Part Four

The drive to Dr. Taylor’s office took far too long but was actually over pretty quick.  I just really wanted to get going and was starting to get a bit anxious.  I knew that if Doctor Wilson was there - my Doctor, my wonderful Doctor - he would’ve helped me deal with my anxiety by putting me into the Power Dynamics Enhancement Position where I could wrap my nicely glossed lips around his wonderful cock and thus calm myself and focus on my therapy treatment.  I thought of asking the limousine driver, Richard, if he knew about the Power Dynamics Enhancement Position but then I realized that even if he did my practicing it would ruin my lipstick and I wasn’t sure I could reapply it so perfectly while riding along in the limo.  Then I realized I didn’t bring my lipstick with me.  In fact, aside from the clothes on my body and the shoes on my feet, I’d brought nothing else along with me.  So, I just had to calm myself by focusing on the memories of when last I was down on my knees before my Doctor in the Power Dynamics Enhancement Position and focusing on my breathing as his cock, his wonderful cock, just slide so sensuously in and out of my mouth.  I took confidence in the fact that there was nothing gay about those thoughts, this was just part of my therapy to cure me of my crossdressing problems.

Nervous

I'm a very happily bisexual man.  Being fully en femme and sexually pleasing a man or a woman is thus not an issue for me.  So I've always found it odd reading the accounts of crossdressers proclaiming how they're "not into men" or that they're fearful about their heterosexuality when they dress.  The tales I've written thus far have centered on individuals who don't have such reservations or doubts.  They simply love all the pleasure they find wherever they find it.

With this tale however, I wanted to examine something different.  What would it be like for a straight guy to have to interact as a sexual submissive with another straight guy?  I've never done the cuckolding scene and don't understand it much either.  So, "Nervous" here is a bit of exploration of both those aspects.

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Nervous

What happens when the mistress and key holder of a heterosexual cuckolded sissy winds up submitting to another man? She now has a master. And therefore, so to does the sissy. If that master is straight then there shouldn't be any need for the sissy to ever be nervous.

Well, perhaps.

But perhaps not...

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He made me nervous.  He always makes me nervous.  And that, honestly, deep down inside of me, turns me on.  It’s no small part of why I do all of this.  It’s no small part of who I am.

So it’s no small part of why I’m kneeling here in my bedroom and why he’s standing there before me.  Standing there and making me nervous and afraid and embarrassed and… turned on.

It’s a times like these when I question just why it is that I’m into all this “sissy play” to begin with.  I’m a straight man.  I’ve no interest in having sex with other men.  Even with other sissies.  Oh, I enjoy being around other “gurls” when we’re all en femme – but always and only when our ladies are there in charge.  In charge of me and in charge of the other guys dressed up in their sissy outfits.  I’m not even attracted to the shemales or the actual transgendered.  I can admire their dedication to pursuing their fetish and how they’ve transformed their bodies.  And I truly love how utterly feminine some of them have been able to become as a result.  But… they’re still guys.  Even if their little willies can no longer get hard thanks to all the Spiro and Estra and whatever other hormones they’ve taken to become so wonderfully gurly.

Time To Move On

Time To Move On

This one is something a bit different.  I've wondered what would happen when the dominant partner realizes that it's not transformed submissives he - or she - is really into but transforming submissives.  And what, then, becomes of those transformed submissives?

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Lisa began to slowly wake up.  It was as if a heavy fog was slowly receding all around.  She rolled over on to her side in her bed and that was when she began to realize something was wrong.  As her anxiety swelled it forced her to become even more awake and she rolled over on to her back again.  It took her a seeming eternity of near panic over the wrongness she felt before she realized what had happened.

Working The Club - Part Two

This is my first multipart story!  I think I've a rich field here to work on as the setup avails it.  Enjoy!

Working The Club - Part Two

Another night at the Pussy Galore Club. It's a special night as it's the night a former Pussy Boy starts her first time as a Pussy Girl. This makes for a lot of changes - no few of which were not anticipated, thought through, or even appreciated. Is it still worth it? Would it be for you? Would you want to work as a Pussy Girl at the Pussy Galore Club? Could you handle it?

Working The Club - Part One

Fran felt the strap of her thong panties press against the plug in her rear.  "They don't call it dental floss for the ass for nothing." she thought to herself as she moved through the crowd in the club.  Dressed in a black with platinum trim, frilly, clingy, and oh-so-revealing little cocktail waitress uniform, she minced in her high heels toward the men and women at their tables.  She had a tray with their drink orders perched atop her left hand while her right hand was planted on her swaying hips.  She moved smoothly in her heels thanks to lots of practice in them with her Mistress and with all the shifts she'd worked there at the "Pussy Galore" club.