Crossdressing

"Are you getting dressed tonight?"

‘Are you getting dressed tonight’ was the question I asked myself

‘Yes, I am ... but I want to try something different. I want to take one more step.’
That was how this happening happened last night.

Royal Performer - Chapter 12


Royal Performer

Royal Performer - Chapter 12

Princess Alexandria Alessi’s life has turned upside down in the blink of an eye. Only a few days ago, she was enjoying a clandestine summer shopping with her best friend at the local mall. Coming home, she was alarmed to discover her mom was there, and her secret of being transgender was suddenly no longer secret! Within a few short hours, her life became like a movie as she discovered that her long-lost father was the Crown Prince of Osané, a small, secluded island nation. Alexandria was immediately thrust into the spotlight in a whirlwind weekend that led to a Monday press conference to announce her royal lineage.

Royal Performer is the second Tiffany Shar's 'Suddenly Royal' series.

A Smashing Halloween (Pt. 3)

Thursday came, and it was doomsday. Danny awoke, dreading what he would have to face after school. He wants to cry, scream, shout, and rage, but he can’t. And if he could, it wouldn’t change anything anyway. He laid in bed, the alarm on his phone going off repeatedly as he kept swiping snooze. Eventually, his mom knocked on his door commanding him to get up. Danny dragged his butt out of bed and hauled it into the bathroom. After using the toilet and brushing his teeth, he headed back to his bedroom to change. However, he was interrupted by a knock at his bedroom door.

Casey and Cole's Halloween (Part 2 of 3)

Cole was in heaven as soon as we stepped through the doors. The entrance was brightly illuminated to showcase the attendees' costumes as they walked through. I hadn't even had the chance to properly take in the scene when a cameraman took one look and almost immediately accosted us, ushering us to the side where pictures were being taken.
 
"Okay I guess we're going this way now" I muttered to my friend.
 
"Just go with the flow" he replied.
 

A Smashing Halloween (Part 2)

As the days passed, Jenny started to gather the supplies for her plot. Halloween is just around the corner and she was having all her friends do a group costume party together — and she wanted her brother to be the star and center of it all. So, she ran to the local party supply store and picked up the costumes and accessories that she and her brother needed to make it a special night that nobody would ever forget. After she got home, she grabbed a box and stuffed the costume into it, wrapping it with some festive Christmas wrapping paper to add extra layers to her teasing.

Casey and Cole's Halloween (Part 1 of 3)

"I look stupid, don't I?" I asked Alyssa as she took a step back, mascara brush in hand. It would have been more accurate to say that I hoped I looked stupid.

Alyssa chuckled to herself but kept any answers to my question to herself. She was finding the whole thing, especially my delusion quite entertaining. She knew as much as I did that my androgynous face would take to makeup quite well.

Surrender - Chapter 2

Things They Made Me Do.jpg
Chapter Two – Are We Lovers Now?

Lilly is enjoying life out of the closet in the company of her lover Peter but Peter is becoming possessive and controlling. She asks Detective Steve Vogleman, Peter's accomplice in crime, to help her and suddenly love blooms.

The Present, Part 21

Part 21

Sadie reached into her purse to pull out whatever she was referencing, but Amy stopped her.

“Not yet,” she said, “I want it to be a surprise for her. Now, Chrissy. Be a doll and tell Sadie what you told me and Julia earlier.”

Surrender - Chapter 1

Things They Made Me Do.jpg
Chapter One – The Transvestite, The Burglar and The Policeman

Lilly's house is burgled and incriminating items are taken. Being a closet crossdresser she is concerned that she might be outed. When the burglar confronts her in her own home Lilly is at first shocked but when she realises that the burglar's questionable intentions may be the key to her happiness she surrenders.

Thanksgiving Horror

Bobby

That Thanksgiving was scary and mortifying. Not to mention the horror it all led to.

“Robert Taylor Smith! Where do you think you are going like that?”

The most scary part really came early, already at Halloween. As every teenager knows, hearing your full name expressed in a severe voice by one of one’s parents is not a good sign. Especially when expressed by a father reading with his back towards you.

Add to that I was trying to sneak out dressed in my sister’s cheerleader uniform …. Yes, I had forgotten about the mirror on the wall. Mirror, mirror on the wall tell me who is the kid most in trouble.

The Present, Part 20

Part Twenty

She was kidding, right?

This feminine/sissy nonsense had already spun out so much more than Chris had expected. The main way he was able to reconcile the embarrassment of letting his cousin do all of this to him was the fact that there was a clock on it. Amy definitely wouldn’t be able to explain this to her mother; she was manipulative, but not that manipulative. Even if Chris couldn’t speak up for himself, as Amy now had that video to use as leverage, his current image was so much more extreme than a simple prank.

Royal Performer - Chapter 11


Royal Performer

Royal Performer - Chapter 11

Princess Alexandria Alessi’s life has turned upside down in the blink of an eye. Only a few days ago, she was enjoying a clandestine summer shopping with her best friend at the local mall. Coming home, she was alarmed to discover her mom was there, and her secret of being transgender was suddenly no longer secret! Within a few short hours, her life became like a movie as she discovered that her long-lost father was the Crown Prince of Osané, a small, secluded island nation. Alexandria was immediately thrust into the spotlight in a whirlwind weekend that led to a Monday press conference to announce her royal lineage.

Royal Performer is the second Tiffany Shar's 'Suddenly Royal' series.

Masquerade (Part 1 of 3)

My village was one where superstitions ran wild and unchecked. Even as the rest of the world progressed into the 21st century and turned to science for answers, they remained stuck in the past with their primitive beliefs.

The last crossdresser in the world

The sound of a car driving away, caused by a smile on Jack's face.
e waited another 10 minutes to be safe. The treasure chest was hidden behind the drawer.
A plaid skirt, a low-cut blouse, tights, panties, a bra and mary-jane shoes.
A beautiful set, created over a year.
It fits Jack perfectly. Everything fits well. He looks like a regular girl.
Excitement when he sneaks out of the house dressed like that. I've never forgotten it.
The thrill of being caught or laughed at.
Now it's all over. He can only change secretly at home.

Abigails Halloween Adventure 03-01

----------=BigCloset Retro Classic!=----------


 ©October 2012

    In this adventure Adrian let’s Tanya talk him into going to his works Halloween party dressed as Abigail in an angel costume, while Tanya goes with her dressed as a sexy little devil. Adrian knows he should say no to her, but he finds that he just can’t say no to her, so Abigail’s Halloween Adventure begins.

The Present, Part 18

Part Eighteen

The visual of Amy’s words didn’t help in the slightest. Nor did Julia’s teasing suggestion.

Unfortunately, the whole nature of ‘Would You Rather’ was being stuck with two bad options. The immature game was just normally choices that were completely out of context, rather than a pointed question related to the thoroughly feminine transformation he had undergone. And there was no getting away from it now that his cousin had implied the blackmail that started all of this.

Royal Performer - Chapter 10


Royal Performer

Royal Performer - Chapter 10

Princess Alexandria Alessi’s life has turned upside down in the blink of an eye. Only a few days ago, she was enjoying a clandestine summer shopping with her best friend at the local mall. Coming home, she was alarmed to discover her mom was there, and her secret of being transgender was suddenly no longer secret! Within a few short hours, her life became like a movie as she discovered that her long-lost father was the Crown Prince of Osané, a small, secluded island nation. Alexandria was immediately thrust into the spotlight in a whirlwind weekend that led to a Monday press conference to announce her royal lineage.

Royal Performer is the second Tiffany Shar's 'Suddenly Royal' series.

Battle Scars Part 6

Six years ago...
Natalie didn't recognise the woman she was fighting in the building basement as Death. She felt no mercy for her as she kicked her around. But when she touched her hand ,there was a sense of familiarity she couldn't shake off . Something within her told her that she should stop. She kept questioning herself the identity of the woman and how she is related to her.

The Present, Part 17

Part Seventeen

“Of course!” Amy darted out of the room and up the stairs.

Julia took Chris’s hand and walked him the opposite way towards the kitchen. “Better lighting in here,” she explained, “You do want your boobs to be just right, yeah?”

He didn’t dignify that with a response.

Things They Made Me Do - Chapter 4

Things Edited.jpg
The Chelmsford Academy – Part Two

Julia has fallen in love with her tormentor, going to his dormitory every night to service him. But Tim is about to leave college and he wants assurance that Julia will not come looking for him after he graduates. He invites two of his friends to sample Julia's delights and photographs them doing so.

Please heed the warnings as this chapter explores themes of coercion and reluctance.

Halloween Holdover

To win a one hundred dollar bet, Cody Williams attends a Halloween party dressed as a Sexy School Girl. Halloween's over -- but returning to his pre-Jack-o-lantern life . . . proves to be scary and another kind of gamble!

Listening to Jekyllase, chapter 17 of 17

“You’ve led kind of a sheltered existence,” she said, “being Jennifer only in relatively safe places at safe times. Most girls are in danger of that kind of thing at least a few times a year, if not every day — it depends on their circumstances. But it’s still worth it, being a girl.”

Royal Performer - Chapter 09


Royal Performer

Royal Performer - Chapter 9

Princess Alexandria Alessi’s life has turned upside down in the blink of an eye. Only a few days ago, she was enjoying a clandestine summer shopping with her best friend at the local mall. Coming home, she was alarmed to discover her mom was there, and her secret of being transgender was suddenly no longer secret! Within a few short hours, her life became like a movie as she discovered that her long-lost father was the Crown Prince of Osané, a small, secluded island nation. Alexandria was immediately thrust into the spotlight in a whirlwind weekend that led to a Monday press conference to announce her royal lineage.

Royal Performer is the second Tiffany Shar's 'Suddenly Royal' series.

Things They Made Me Do - Chapter 3

Things Edited.jpg
The Chelmsford Academy

Julia tells her psychiatrist that as punishment for being discovered in a compromising position whilst crossdressed, Julian is sent to a Boy's Boarding School. The place is meant to 'make a man of him' but quite the contrary occurs when Julia falls into the clutches of and becomes infatuated with one of the school prefects.

Please heed the warnings as this chapter explores themes of coercion and reluctance.

Things They Made Me Do - Chapter 2

Things Edited.jpg
Uncle Charlie – Part Two

Julia tells her psychiatrist about Uncle Charlie's second visit. This time Uncle Charlie brings a friend to taste the delights that Julia has to offer. Julia is discovered in a compromising position by her mother and father and suffers the consequences.

Please heed the warnings as this chapter explores themes of coercion and reluctance.

Betrayal and Forgiveness

Opening the wedding invitation that evening was like a stab in the heart, even though I had suspected this was coming. I sat down on my bed and heaved a huge part-sigh and part-sob. Vicky had chosen Pete over me, so that was that. It was easy to see why she might think he was the better choice; he’d always been more successful and manly than I was. In business he was doing extremely well, on the path to becoming a young executive, whereas I was never going to be executive material; I didn’t have much of a head for business. And Pete did seem like a nice enough guy, at least compared to some of the losers Vicky had seen in the past. Even though he was my rival I’d always almost liked him.

Layabout. Part 3 of 4

Chapter 3

Abigail appraised my movements and told me to take shorter steps with my feet trying to follow a straight line. Then I had to lose my slouch that the weight of the breasts were forcing on me. We worked on all of these until I walked correctly, with my head high and my shoulders back. That was a whole new feeling.

Royal Performer - Chapter 08


Royal Performer

Royal Performer - Chapter 2

Princess Alexandria Alessi’s life has turned upside down in the blink of an eye. Only a few days ago, she was enjoying a clandestine summer shopping with her best friend at the local mall. Coming home, she was alarmed to discover her mom was there, and her secret of being transgender was suddenly no longer secret! Within a few short hours, her life became like a movie as she discovered that her long-lost father was the Crown Prince of Osané, a small, secluded island nation. Alexandria was immediately thrust into the spotlight in a whirlwind weekend that led to a Monday press conference to announce her royal lineage.

Royal Performer is the second Tiffany Shar's 'Suddenly Royal' series.

Layabout. Part 2 of 4

Chapter 2

A couple of weeks after my birthday party, I was sent a letter telling me that the College was moving to contract cleaners in the next term and gave me a contact number if I wanted to apply to work for them. I had enough experience now to know that they worked you all hours, paid a pittance and were very picky about your work.

Listening to Jekyllase, chapter 16 of 17

Nancy recommended a couple of hangover cures, which required ingredients the dining hall didn’t have, but I made up a makeshift with orange juice and hot sauce, which took my mind off the hangover if it didn’t cure it.

The Present, Part 15 & 16

Part Fifteen

Amy just smiled.

“No need to wait,” she said, “Won’t it be more fun to see if Sadie recognizes her when we’re done?”

“Hmm, true! I’m not sure I would have known it was Chris–sorry, Chrissy–if you hadn’t told me right away,” Julia replied. She opened the box and took out something round-ish that Chris didn’t immediately recognize, “Sorry, they’re not quite her color.”

“That’s okay!” Amy exclaimed, “It’s all make-up safe, right?”

Being Samantha Masters - Chapter 2: Like You

Being Samantha Masters

an homage-prequel to Being Christina Chase

Like You

“Wakey wakey, sunshine,” giggled a voice, coupled with a gentle shake to Sammy’s shoulder.  He wasn’t in bed.  He was on something… not quite hard.  Something smelled weird.  He started, suddenly full awake.

The Present, Part 14

Part Fourteen

At least they were done. Mostly.

Chris was still wearing a bra and nothing else above the waist, and he was assuming that his cousin wasn’t going to be satisfied until he was dressed like a girl from head to toe. Which is why he was surprised when Amy walked over to the hallway door, rather than her closet or one of her drawers. “Come on, Chrissy. You can’t hide out in here forever, even if you’d prefer a bedroom like this over your own.”

EFTPOS. Chapter 7 of 7

Chapter 7

The next day, we were packed and in the back of the car, heading for the next event. It was a busy six weeks, going from one signing to a hotel, followed by another signing and then on towards the next hotel. We were well looked after, had some time for rest and time in a salon once a week. The signing, in Norwich, had all of Ellie’s family in the queue, and we took them for dinner afterwards.

Pages

Subscribe to Crossdressing