Showing posts with label crossdresser. Show all posts
Showing posts with label crossdresser. Show all posts

Sunday, June 21, 2026

Happy Fathers Day Bitches!

Hope you all had a great Father's Day my little sluts, I hope you all liked this illustration I did as I pay homage to a story I have always liked. It had a shocking intro as well as a surprise ending.  


*Based on Willow Cage's Like Father, Like Son

Imagine coming home one day early from your All Boys School and finding your father dressed as a slut taking it from behind by another larger man. That is what happened for Reese at the start of the short story Like Father, Like Son


Willow Cage's Like Father, Like Son

My name is Reese Witherspoon and this is my story. It was a pleasant
evening in late spring when I pulled my car into the driveway of my
parents' home having just returned from school. The day before I had
finished my last class at the all-boys academy in a neighboring state, I
had driven all day to get home and was exhausted. The graduation ceremony
was in a week and I was grateful to have time to spend at home resting
and recovering from the brutal finals I had just completed. College would
be coming soon enough, and I was anxious to spend time just hanging out
at home.

I put the car in park and stepped out, breathing in the fragrant air of
the countryside. I smiled to myself; the gardener had outdone himself
this time. The front gardens of the house were as beautiful as ever. In
fact, the house was named, "The Gardens," by my grandparents in homage to
the beauty which surrounded it.  The regal eight bedroom house stood at
the top of a hill surrounded by manicured grass, sculpted trees,
beautiful shrubs, flowers and landscaping. There was even a small
waterfall in the back which led to a private lake.

I should say that my father, Jaye Witherspoon, was a very successful
banker and recently sold his share of his company stock retiring at a
young 43 years old. My mother, Diane Witherspoon-Kennedy, is a
neurologist whose services are in demand all over the world. She travels
constantly and because of this I was not surprised that her Mercedes was
missing from it's spot in front of the house. My father's BMW was there
of course; apparently he was already enjoying retirement. However, I was
surprised to see an unfamiliar SUV parked next to my father's car. I
shrugged it off and retrieved my bag from the back of my car and walked
towards the front door.

I punched in the code to the electronic lock of the door and stepped
inside. The house was just as I remembered; perfectly clean, perfectly
decorated and tastefully furnished. It was nice to know that some things
never change. I set my bag by the door and paused to check my reflection
in the mirror on the wall. My sandy blond hair was getting long, covering
my ears and getting into my eyes. I'm sure when my mother saw that she
would make me get a haircut. My fitted, pale blue V-neck t-shirt was
remarkably not wrinkled given the hours long drive I had just taken. My
skinny fit "manpri" jeans complimented the shirt as did the blue slip on
shoes I was wearing.  Some would call my sense of fashion feminine, but I
knew what I liked and felt I looked good in it.

I decided to head to my room and clean up a little. I walked up the
stairs and walked halfway down the long hallway. As I approached my door
I saw further down the hall that the door to my parent's room was
partially open. My father must be napping or something I figured as I
stepped into my room. When I did, I gasped in surprise. The room was an
explosion of pink. The walls were pink. The four poster, white bed was
adorned with pink pillows, a pink and white comforter with little hearts
all over it and gossamer pink ruffles draped over the sides. There was a
vanity in the corner covered with cosmetics, hair products and perfume.
Even the carpet was pink for god's sake! I backed out of the room
staring. I wondered if my parents had rented my room to someone and
that's when I heard a girlish moan from down the hallway.

Completely confused, I inched down the hall wondering what the hell was
going on. As I neared my parent's bedroom I heard it again, a soft moan.
This time it was followed by a masculine grunt. Summoning my courage, I
peeked through the partially open door and nearly fell over from what I
saw. On all fours, on my parent's bed was my father. But not how I
remembered him. He was dressed in a tight black latex mini-dress which
was pushed up around his hips. But instead of displaying cleavage as it
would on a woman, the latex was tight against his flat chest. Black
seamed stockings adorned his hairless legs. On his feet were black six
inch platform heels. Because he was facing me I could see that his smooth
face had been painted to perfection. Smoky eyes, long false eyelashes and
red glossed lips that were parted in ecstasy. Long red nails were on his
fingers along with several gaudy rings. Behind him, a large muscular
black man was shoving his hard cock into my father's ass.

I stood there frozen in shock. As I stared, unable to move I felt my
tight jeans tightening further at the groin. My own cock was actually
hardening from watching this. Now, I had admittedly never had a
girlfriend and I had gone to an all-boys school, but I had always been so
focused on my studies to be interested in romance. I had always
considered myself to be straight. However, standing here watching my
father, dressed like a whore, being fucked by a big black man turned me
on. That thought scared me.

I must have made a noise or something because my father's eyes opened and
he looked right at me. He smiled and actually winked. My hand shot up to
my mouth to stifle a gasp and I turned and ran downstairs. I retreated to
the kitchen and paced back and forth for what seemed like an hour, trying
to come to terms with what I just saw and how it made me feel. Then I
heard heavy footsteps coming down the stairs, the front door opened and
shut and I heard a vehicle start up out front. I looked out the kitchen
window to see the unfamiliar SUV driving away down the driveway.

When I turned away from the window, my father was there, standing in the
door to the kitchen dressed as he was before. His dress was pulled back
down and a clear bulge was visible at the groin. In his heels he stood
just over six feet tall while I barely topped five feet. He smiled at me,
"Welcome home Reese!" he said with his hands on his hips.

"Dad, what the hell is going on? Who was that guy? Why are you dressed
like that?" I said stammering. We both noticed that I had an erection in
my jeans.

"Now sweetie, I know this is a shock. I will answer all your questions,
but I want you to know that I am happier than I have ever been and I want
to share that with you," he said in a sweet feminine voice, both
unfamiliar and familiar at the same time.

"Share it with me?" I repeated. "What do you mean?" I asked, leaning
against the kitchen island.

He minced towards me, his heels clicking on the tile floor as he moved.
He leaned against the island next to me and put his delicate looking hand
on my arm. It made my skin tingle. "Reese, I have been fighting with the
reality of what I am for a long time. When I retired, I felt that it was
the perfect time to become what I have always known I was. A sissy
faggot," he said matter-of-factly.

"A what!?" I asked in surprise, my head spinning.

"A sissy faggot Reese," he repeated, pausing for a moment. "And I want
you to be too," he stated, his hand gently rubbing my forearm. Before I
could protest he continued. "Look son, the man you saw me with was
Marcus, a friend of mine. I have many friends like him now. You'll meet
some of them I'm sure," His hand moved to my chest. "I saw your reaction
to what we were doing upstairs, it aroused you. I know it did. You're
still aroused," he said as his hand moved down my torso to my bulging
crotch. His hand rubbed softly, "Tell me I'm incorrect," he challenged.
I stood there for a long moment, looking into his perfectly made up eyes.
My breathing quickened as he rubbed my cock through my jeans. "I...I was,
but this is wrong..." I said softly. "...isn't it?" I asked, completely
confused by my reaction.

His manicured fingers slowly began to lower my zipper, "Not at all Reese,
let me help you to realize that you are just like me at heart," he said
as he pulled my pants and boxer briefs down a fraction, my hard 6 inch
cock popping out. His hand wrapped around the shaft and started stroking.
"Men like us are meant to be this way," he said as he turned to face me,
slowly slipping to his knees.

I stared down at him and whimpered, "Dad..."

"Call me Daddy..." he suggested as he took the head of my cock between his
red painted lips.

I gasped, reaching back to clutch the edge of the counter. No one besides
me had ever touched my penis and when he took it into his mouth, it sent
jolts of pleasure through my entire body. As his lips slid slowly down my
shaft, he made it about halfway to the base when I trembled, arched my
back, shouted, "Daddy!" and came harder than I ever had before. My cum
spurted into his mouth forcefully. He coughed and gagged for a moment,
obviously surprised by how quickly I had cum. But he recovered and
swallowed my load expertly.  I groaned as the orgasm faded, looking down
at my father as he let my cock slip from his lips. He kissed the tip and
smiled up at me.

"See what I mean?" he giggled and stood slowly, helping me tuck my
softening cock away as he rose.

"I...I couldn't help it Dad...Daddy," I said with a soft whimper, my whole
body still tingling from the intensity of the orgasm, premature as it
was. I surprised myself by actually enjoying the afterglow.

"It's perfectly ok Reese, though we need to work on your stamina," he
giggled again and winked at me. He took my hand in his and led me out of
the kitchen. "Now, let's get you all pretty," he whispered to me.

I found myself actually nodding and following along. I watched him as he
led me back upstairs, his ass swaying as he walked. He led me back to the
pink room and turned to face me. "Do you like what I did to your room?"
He asked smiling.

Surprising myself, I nodded. "It's very girly Daddy," I said, wondering
how he had done all of this without mom knowing. Holy crap! Mom! It was
the first time that I thought about her since I got home. "Daddy, what
about mom? Does she know about...all of this?" I asked a tremble to my
voice.

"Yes Reese, she knows. But it's ok. I caught her cheating on me some time
ago with Marcus." He actually smiled. "After getting to know him better,
he agreed to help me keep her in line. She can't do anything about it or
I'll take her for everything in a divorce." He giggled again. I was
actually becoming fond of his giggle. "I thought that it would be fun to
introduce her new sissy son to her when she gets back from her trip in a
few days."

"Oh god Daddy, I don't know if I can do that. It's so scary," I said
softly.

"Don't you worry about a thing sweetie. You'll be fantastic," he assured
me. "Your mom and I had speculated that you were gay since you hit
puberty. I mean, you're eighteen years old. You've never had a
girlfriend. Your manner of dress is awfully... androgynous and, well, you
just let your father give you your first blowjob." He smiled sweetly.

"I'm sure that once you get started down this path you'll embrace it just
as I have. Now, get undressed and take a bath. You're almost hairless as
it is, but shave off everything below your eyebrows and I'll find you
something to wear."

"Ok Daddy," I said nodding, walking into the attached bathroom. As I
filled the tub, I added a sweet smelling bubble bath and when it was
full, stripped and slipped into the hot, scented water. I felt my
concerns and doubts washing away as I bathed, while still confused, I
couldn't help but admit to myself that I was looking forward to what was
to come.

After nearly an hour, I finally stood and got out of the tub. I toweled
off with a fluffy towel, pink of course and slipped into a pink silk robe
that was hanging on the back of the door. The material felt so sensual
against my hairless skin. I stepped back into the room to see Daddy
sitting at the vanity, his long, nylon covered legs crossed. "My! You
took a while in there sweetie! Feel better?" he asked.

"Yes Daddy, thank you," I said with a half-smile.

He stood and patted the chair. "Ok darling, first your hair and makeup,
then I'll give you a mani-pedi," he said with a giggle. I nodded and sat
down, crossing my legs just as he had. Over the next two hours he worked
on me. My hair was styled into a cute pageboy. He applied makeup to my
face in a much younger palate than his own sultry makeup. My eyes became
pink with glittery false eyelashes. My lips were heavily glossed in a
matching pink as well. The foundation and blush were subtle, but
striking. Next he worked on my feet, buffing and painting until ten shiny
pink nails glittered in the light. Finally, he worked on my fingernails.
Inch long acrylic nails were glued on, then painted to match my toes.
Almost like the final bow on a wrapped present, he put a necklace around
my neck. The pendant was gold and encrusted with diamonds that spelled
out, "Daddy's Boy."

He turned me towards the mirror and smiled. "What do you think sweetie?"
he asked.
 
I looked at my reflection and gasped. My face looked like a girl! Not
only a girl, but young teenage girl. I stared at myself for a full minute
before I looked back up at my Daddy. "I can't believe it. I look
amazing!" I said smiling, my voice cracking a little.

"Of course you do Reese. Now you look like you were always meant to.
Well, almost," he said waving to the clothes he had laid out on the bed.
I stood on wobbly legs and moved to the clothes. Laid out on the covers
was a light pink latex mini-dress, just like Daddy's, white stockings
with little pink bows on the elastic and a pair of five inch platform
heels with "Mary Jane" straps and bows above the peep toes. I held up the
dress. "No underwear?" I asked with a raised eyebrow.
He shook his head. "No son, trust me, it just gets in the way." He
giggled as he moved to my side and helped me slip the dress on. It clung
to me like a second skin and the chest was flat, as if made for a boy. He
then sat me on the bed and rolled the stockings up my legs and strapped
the shoes on. Finally he handed me a diamond tennis bracelet for my right
wrist and a rainbow bracelet for my left. As I stood, there was a
noticeable bulge in the dress.

I moved to the floor length mirror in the corner and posed, admiring the
look on me. "Oh Daddy, I was so confused and scared earlier, but this
just feels right," I said smiling. When he didn't reply, I turned to see
my Daddy sitting on the bed, his dressed hiked up, his legs spread and
his hard seven inch cock pointing at me as he stroked it.
"It is right darling. Now be a good boy and take your place between my
legs. Thank your Daddy properly," he said, his voice almost commanding.
I swallowed hard and walked over to him. As I knelt between his legs, I
ran my hands up his thighs. I gripped his cock gently with one hand and
leaned forward. As my lips touched the head of his cock, all seemed to be
right with the world. As the warm smooth cock slipped into my mouth I
wondered what would come in the days ahead.

I moaned.

To be continued?

(*This story is lifted exactly from its original version. We are committed to preserving the author's original version.) 

Sunday, September 21, 2025

Surprise Sunday

A drawing I completely forgot about. See if you can fill in what is happening. 

"Don't...worry dude...ahh... my sister won't be home until the evening...ehh.. now fuck me."

Sunday, December 29, 2024

Merry X Mas for the new fans from this year

Some past Christmas Cards for the new fans that are new to the blog. Just a small reminder this blog contains bondage, emasculation, feminization, crossdressing, femdom, and some bisexual elements. Thank you all! 

Inspired from Kylie Gable's Christmas short story Gift Wrapped


Inspired from the Martin Hastings story by Rikki Blackwell




 

Saturday, December 28, 2024

Merry X Mas Everyone (Late... I know..)

Good morning everyone, I'm posting these a bit late.... this past week feels like one fast blur. I thought I could post the captions that Priscilla sent me (Sorry Pris Pris), but got hanged up and wrapping gifts and helping my mom cook! I didn't get to even see a sappy Hallmark Christmas movie! I did get a chance to slap these TG superstar Hannah McKnight Hallmark movie covers. One is the more spicier one... guess which one. 



 

Tuesday, November 5, 2024

Get out and Vote! Hannah McKnight Posters

 I don't like talking about politics because the readers here are all across the board and in reality it's not sexy, but fictional political posters for sexy Hannah McKnight are. Today is Election Day in this country of our United States of America. 

Here are some posters I made for Hannah McKnight an influencer on social media. Of course I always support a fellow crossdresser. 





Sunday, August 25, 2024

Introducing Hannah McKnight



Hannah Knight is an online friend from Twitter/X she posted this to her site. She is a doll, please consider supporting her or checking her site out: 

Sunday, May 19, 2024

New! Erotica Author's Corner Interview: Carolyne Sweet (Digital Artist)

Digital Artist Carolyn Sweet's interview is now available to read. Her subjects are crossdressers and transvestites set in the workplace office where they are in roles of submissiveness and are the subject of attention. 

I have to admit this was a deeper interview than I anticipated.

Of course we cover Carolyne's art and subjects, but we go deeper into how the city life, office culture, her own French background both culturally and professionally inform and inspire her artwork. 

We also cover more sensitive topics such as labels, we cover the controversy of AI Art and so much more! This is a deep dive into the flirty erotic art of Carolyne Sweet. 

Sample:

The diversity of scenarios: I draw a lot of inspiration from my own experience for the situations in which my transvestites find themselves. Despite their efforts to be decent, my heroines are nonetheless desirable. Their elegance triggers desire in those around them, and as a result they are completely overwhelmed by events and experience strong emotions.

My transvestites are often excited by their cross-dressing, but surprised by the desire they arouse in men. They had never imagined such reactions, and even less a sexual relationship. But they're going to have to cope with it! In French we say “passer à la casserole!”

Others have taken the plunge and are living with a partner. In this case, they have to deal with completely new and emotionally charged relationship problems, with their new family, parents-in-law, children, and also deal with the practical problems of being a wife, cooking, cleaning, daily life, etc.


Saturday, May 18, 2024

Carolyne Sweet Interview Coming

Hello Friends, Readers and Kinksters, tomorrow we have an interview with artist Carolyne Sweet. She is a French digital artist with an emphasis on office culture and fashion. 

Her images are informed on experiences of working in the fashion industry. Those experiences informs her crossdressers in distress as they navigate the intersection of gender norms and new possibilities. 

We hope you will join us.  

Monday, May 30, 2022

Scene from Kylie Gable's Step Brother to Sissy series

Great moment in feminization erotica fiction history. Spoiler from Step Brother to Prom Queen from Kylie Gable. A very well crafted blackmail feminization story about a boy being feminized by his step sister into being a prom date for an unexpected guy! 


Consider reading the Step Brother to Sissy series from Kylie Gable.  

Link: 

Step Brother to Sissy (first book)

Step Brother to Prom Queen


Tuesday, May 25, 2021

Sissy Cosmo Cover (Our Blog Sissy Magazine)

My sweet Pris Pris had this idea where we would create a mock sissy magazine. She choose the photo and had the idea for the content in it. What do you all think? Would you like more? Let me know. Also let me know if you see a small easter egg from one Priscilla's stories....


 

Monday, March 22, 2021

Story Pick of the Week: Shawna Summers' "Working for Halloween"

I know we are no where near Halloween, but I could not resist! Shawna Summers wrote a fine simple sexy short story to make you want to dress up as a pirate this year! I originally found Working for Halloween  on Nifty, but it is readily available on Fictionmania with part two and three. I want to focus more on part one. 

Young college student, Tom applies for a job at the local costume shop in his town. The job is simple enough, hold up a sign and try to bring in some customers outside the shop while in costume, but unfortunately as luck would have it due to previous schedule mistakes from the former manager of the store, and a strict costume schedule that there has to be a sexy pirate girl out the shop holding a "Sale" sign that day, making matters worse...the corporate supervisors are on their way to evaluate the new store manager Brad.  Now Brad has to produce a sexy pirate girl! Tom is young and slender with a normal stature, could he be convinced to dress up as a sexy pirate girl? 

Sample:

I quickly slid the ruffled panties up and tucked my clitty away, to keep
me from making an un-ladylike bulge! Then I wrapped the corset around
and tightened it as best I could. It would do for now, I rolled up the
stockings and pulled them up, delighting as always in the sensual
feeling. I hooked the tops of the stockings to the garters off the
corset. I then held up the PVC skirt, it was short, but flared, so it
would probably show off my stocking tops. I guess that was partly the
point though! The top was designed to show lots of cleavage with little
of the shoulder sleeves. I stepped into the skirt and had just pulled
the top on when I heard a knock. I was a little nervous, but said,
"Yes?"

"You decent?" Anna asked.

It hadn't occurred to me she was going to see me dressed. What the hell
am I worries about. I'm about to go stand on a major street and wave at
passing cars!
Summers knows how to cook up a good story! A quick read snack that is tasty and its flavor will stay 
with you!
Links:
Shawna Summers Author Page

Working for Halloween 

Friday, August 28, 2020

Secrets are revealed and humiliations are doubled down in Princess of Castile!


Ready for the next chapter in The Princess of Castile series? I don't think you are ready.....

Sample:

His bright purple eye-shadow stood out, his blush and lips were all bright purple too. His hair was bright red and done in curls. His fingernails and toes were done in brilliant red polish and were covered in rings. His hands were secured with wrists cuffs that were attached to a chain at his waist and his legs were secured together. He felt crushing humiliation. His husband was very cruel to him tonight as he was forced to walk around on his red heels serving the guests drinks or doing other vile sexual things they demanded of him.

And then his husband Rafael, wearing his own bright red gown demanded loudly, “Emily, I am horny, give me a blowjob now,” He demanded right in front of all of the guests.

He shuffled over feeling a deep sense of shame and knelt in front of his husband as his husband lifted his gown, exposing a huge hard-on ready for Emily’s attention.

Link:

Wednesday, September 11, 2019

Pick of the Week: The Reluctant Wench (9/11/19)

The Reluctant Wench - Part 1 by Hvk6589 is refreshing take on the forced feminization theme. the author writes a story about a young college man that gets unwillingly tangled in corporate espionage due to being blackmailed into being a woman (wearing a skintight female form suit) and stealing and manipulating men at the behest of his blackmailer.

Sample:

"God dammit!" he said with a heavy sigh. Throwing the face mask on the floor, he looked at all the parts of Brittany Cash scattered on the floor. Just some time ago Brittany was a beautiful and a sexy blonde. And now she was nothing more than a husk, reducing her to a crumpled skinsuit and a mask.

He couldn't believe the horrible situation he was trapped in. A month ago his neighbor Mr. John Everett blackmailed into doing his bidding. Despite his denial that he didn't steal the diamond necklace, John threatened him call the cops on him if he didn't do what he asked. He should never have accepted the stupid dare of breaking into his neighbor's house. Josh never expected in his dreams what John wanted him to do. He explained to him that since his company was in loss, Josh had to steal some business secret from one of his rivals. And that too disguised as a woman. 

The story has great pacing and well written characters. It is well contained and also a lot sexy moments that never feel over the top. The high tension of suspense is also a plus.

As of this blog post, there are five chapters on Fictionmania.

Let us know what you think on the comments section.

Link:
The Reluctant Wench - Part 1 

Friday, July 5, 2019

Skirting the Army- New Story from Karen Jensen!

My deep apology to Karen Jensen and her fans. Karen wrote this lovely tale "Skirting the Army" about a young man dodging the draft from the 60's by becoming a young lady....the result is an unexpected but enjoyable new life....

Link:

Skirting the Army

Thursday, May 9, 2019

Kylie Gable's Newsletter Volume 55

Author Kylie Gable has a new newsletter with loads of news from her Candy Apple Press! She also has a survey which allow her to get a better idea of the stories her readers enjoy.

She also has a free story on the newsletter!

Link:

Kylie Musing's Newsletter Volume 55