Showing posts with label boy to girl. Show all posts
Showing posts with label boy to girl. Show all posts

Sunday, August 30, 2026

Matriarch Monday: Randi's Step Mom is Keeping Him a Girl (8/31/26)

 

Source: Bad Kitty Media

Randi's stepmother has convinced his dad to let her raise Randall as a GIRL! 

'Randi' is kept locked in his room which has been turned into a girls room. All his boy clothes are gone and she is home schooling him to be a housewife... and 'she' is enjoying it.

Sunday, August 16, 2026

Surrender Sunday: Boss' Date Request (8/16/26)

 

Source: Sophiesticated06


New office boy, Frankie had been eager to get this date out of the way with his boss Natalya. She was always asking him out. It was against company policy to date within the workplace, but being the CEO she made an exception of course. Sure he was pressured into going out with her, he thought it would help in his career. 

She did have some peculiar demands though. For their first date. She confessed to him about her secret fascination with school girls. With some help he made himself look like the cute companion she always wanted.  

That night after dinner he surrendered to her wishes in her bed. 

"You see, it wasn't that bad was it? I think you liked it," Natalya said as they got dressed the next morning. "I see big things happening for you at work."

Frankie gave a smile, as he was given a pat on his butt. He had to make the best of it. Hopefully last night was worth surrendering his virginity to his boss.

Saturday, August 15, 2026

Submission Saturday: Sissy Toy & Her Daddy (8/15/26)

Source: Sissy Since Forever

(After being kidnapped from home, feminized and auctioned to the highest bidder in a secret auction house)

"I never wanted to dress as a girl. I never wanted to wear makeup or hair ribbons or a collar." 

"I never wanted my cock locked in a chastity cage."

"And I definitely never wanted a man to fuck me."

"But 'Daddy' wanted all of that. He wanted my unquestioning submission. And he wanted to show me that this was my proper place. Kneeling. Submitting. Obeying."

(One Week Later After....)

"Now I want all of this. And I want Daddy. And I want him to fuck me... again. And again."


 

Sunday, August 9, 2026

Book Review: Mindi Harris' Sissified By the Sorority

I got a treat from Mindi Harris this week, an early copy of her latest e-book, Sissified By the Sorority by Candy Apple Press. I hate sounding like a dumb bimbo blonde by using cliches, but it is sooo good!!! You sissies and bitches have to read it!! 

After receiving a mysterious direct message about hints about some hot lesbian and bi girl on girl activity at the Gamma Delta Beta sorority house, "Something you have to see to believe."

Skinny college nerd, Marcus Anderson takes it upon on himself to find out by sneaking into the sorority house; however, after some serious tense moments he is caught by the girls!

Sample: 

“Grab him, girls!” Veronica shouted, and they did. Several stunning sorority girls gripped him tightly.

“I can't believe you’re doing this. You better let me go! You can’t treat me like some… some toy!”

“Oh, we can and we will turn you into our very own little live doll, Marcus!” said Tiffany Hayes, the sorority vice president. She stepped forward, looking absolutely gorgeous in a sexy lavender nightie. Her short, sassy dark brown bob framed her beautiful face.

“Hey!” a tall red head shouted, “he’s all wet!”

“Yeah we better get him out of those soggy clothes,” Tiffany said smiling. She narrowed her bright green eyes that sparkled with cruel mischief. Bold makeup emphasized her sharp features. Winged eyeliner. Bright red lip color. She smirked saying, “You’re going to make a simply scrumptious little live doll for us!”

I want to tell you more, but Holy Goddess! I feel like I would be spoiling a some surprises that even took a veteran reader of feminization by surprise! Lets just say that, I did't anticipate how serious the girls were about making Marcus into Mia! 

Mindi Harris' writing has really leveled up and it shows in the book. It is book 1, but I'm going to be on Mindi's cute little butt to get to book 2 and complete this story. Because I want to see how far they will take 'Mia'! The book will be available on the 14th on this month, just an FYI. Get it bitches

Link:

Sissified By the Sorority

Monday, July 27, 2026

Matriarch Monday: Mother Knows Best

 

Source: Rina Lane 

Patti was nervous about meeting the relatives visiting from overseas. They had known that he he'd started out life as Patrick, but still....

Her mother's words didn't put her at ease:

"Patti, before our guests arrive I wanted to have a little talk. Your Aunt Joan tells me that one of the boys can be a bit "handsy." It's the reason I wanted you to wear your long skirt. Much harder for him to put a hand up your skirt and discover your secret. We women have to be on guard for such things."

******************

Patti's mother had introduced Patti to her Aunt Joan's son William. "Why don't you show your cousin, your room Patti sweetie, while I catch up with your aunt over tea?

"Yes, mom."

Patti guided William to her room upstairs. The room was like that of any teen girls, pink and girly. 

Once inside her cousin asked her a question, "Have you ever played 'House' before Patti?" 

"Ahh no, how do you play it?

After hearing that, William made sure to shut and lock the door.


(the first three sentences are from Rina, the last ones have been added by the blog moderator)




Saturday, July 25, 2026

Crossdress Movie Review: Tranisa's "Bridesmaid"

A year I decided to take a look into Tranisa's videos of makeovers and had hoped to make video crossdressing reviews. Tranisa's "Bridesmaid" was the first one I wanted to review for the blog as it looked close to one of my favorites all time stories "Bridesmaid for Friend." Unfortunately Tranisa.com seems to be no longer in operation which is such a shame, because judging from "Bridesmaid" they know how to produce a decent guy to girl makeover video.  


"Bridesmaid" is a simple 17 minute video of young ladies waiting for one of their girlfriends to show up to try on one the bridesmaid dresses, when her twin brother comes home and had forgotten to pick up his sister!! Oh no! The stylist needs to go to another appointment soon, so she has no real time to wait. What to do? Fortunately since they are twins, the girls have an idea! Of course he isn't comfortable with this, but he owes it to them and his sister for forgetting his sister....so he accepts putting on the pink bridesmaid dress.   


The makeover is decent, they dress him up, and makes for pretty tall girl. Asking him to undress and the giggling girls turning around, so he can put on the delicate panties was very cute and sexy. Also the ladies taking the lead and directing him, but never being mean and overtly bossy makes it believable as the guy is simply doing this out of guilt and not under fear of a threat. There is no make up, but a blonde wig somehow makes him for a pretty young lady. 

I think after they convince him go inside the car, somehow that was one of the sexiest scenes. Something about him now being delicate and vulnerable in a pink dress while being helped by the other girls was very sexy and arousing for me. Good little movie, a shame the site tranisa.com is no longer available, as fans of this site might enjoy these clips. Has anyone else seen any of their movies? 

Friday, July 24, 2026

Feminized Friday: Forever Home (7/24/26)

 

Source: Bad Kitty Media

In Stepford, sissies are sent to the "Sissy Academy" where boys are turned into girls. They are feminized and trained in all of the skills needed to make their husband happy. They are GPS chipped and have a permanent tracking and training collar. At the end of their training, they are auctioned off and are taken by their husband to their "forever home." 

Monday, July 20, 2026

Matriarch Monday: You have made your mother so very proud

 


I know that life has been difficult for you growing up.

But, bringing you up as a son was just not something that I wanted to do and based on your size and body type I think I made the right choice for you.

The treatments and therapy have worked wonders. Such a pretty young woman you have grown to be.

I know how very nervous you were, going away to that elite Women's College all by yourself and as a young woman. But, honestly, I think you have found yourself there.

Just look at you.

I am so very proud of you and how you have grown into the daughter that I always wanted and put any thoughts of a masculine life out of that pretty head of yours.

It had to be hard on you initially but you were a good daughter and followed my wished like a good girl.

And the fact you are getting an academic award in your freshman year?

You are now the kind of daughter any mother would be proud of.

I know I am.  

I think you will look so cute getting your award in front of the entire school in this pretty dress.

Saturday, July 11, 2026

Submission Saturday: The Gift on his 19th Birthday Was Him!

Source: Jaime Deering

"Well here he is," said Mrs Jackson. "All feminized and ready. Just as I said he would be. He is all yours Ms Nevers. I hope you can make good and full use of him."

"Thank you Mrs Johnson," said Joyce Nevers owner of the establishment.

Will Johnson stood nervously between his mother and the tall woman.

"Well just look at you sweetie," said Ms Nevers. "I presume that he is fully caged."

"Oh, yes," said Mrs Johnson almost proudly. "He was caged on his 17th birthday and has worn one full time ever since. You were completely right. It made training and control much easier. He is down to one of the smallest sizes now. Not that he was very big to start with. I think they call this one the Nub."  

"Ouch, honey," smirked Ms Nevers as she cupped Will's face with her large hand. "Those are so very cruel. But hopefully you have accepted your mother's wishes and worn your cage like a properly trained young man."

Will blushed and hung his head.

"You have turned him out well," said Ms Nevers inspecting Will closely. "I have many customers that will definitely enjoy this one."

"You said it was a two year contract for ten thousand dollars," said Mrs Johnson carefully.

"Yes," said Ms Nevers. "But you have done well and he will be a good earner so I will give you twenty thousand to keep him for a full three."

"Sold," said Mrs Johnson happily.

"I see great potential in this one to want to stay on longer," said Ms Nevers as she lifted Will's skirt. "Either way we will take good care of him and make excellent use of him!"

Ms Nevers handed Mrs Johnson the check and then Mrs Johnson kissed her son goodbye on his cheek.

"You be a good boy and do exactly as Ms Nevers tells you now Will."

"Willow, his new name is Willow," said Ms Nevers as she lead him away to his new life.

"Well OK, enjoy your new life Willow and be a good little whore for Ms Nevers," said Mrs Johnson to her son as she put that big check in her purse and walked out the door.

"I have waited such long, long time for you Willow, you were mine a long time ago, you just didn't know it."

Ms. Nevers cupped Willows chin, "I am glad you are finally mine now."

************************

Ms. Nevers' "establishment" is located outside the city in the quiet historical section. She provides discrete services for clients that look for a certain type of 'experience.'  Everyday the location is visited by lawyers, judges, officers and political leaders. It is encouraged to make reservations in advanced.

(Disclaimer: The last three sentences are not from Jamie, they were added by Annabelle B for the forced feminization illustration art blog)

Saturday, June 20, 2026

New from Priscilla Gay Bouffant: Louis to Louisa/Femme Boi to Boi Bride

Our sweet Priscilla interviewed the newly married Louisa Cartier for Urban Boywifes. They talk about how Louisa  into started out as Louis then went to become Femme-Boi and finally married to wealthy Maurice Cartier in lovely fairy tale wedding fit for any Sissy Princess. 

Priscilla: Honestly. Have you ever considered she was prepping you for a relationship with her brother all along? 

     Louisa: That could very well be possible. And if she was, I could not thank her enough. I am now partnered in the most thrillingly exciting marriage with the most amazing man I could have ever imagined being with. And from the very first time he made love to me, on that wonderful flight to the Costa Del Sol, he’s treated me like an absolutely adorable, Sissy Girly Princess. 

     Priscilla: From what little I know it was a whirlwind courtship.

     Louisa: Oh yes. It was. From the very beginning the lovemaking for me was Over the Moon. I was laying on the bed, we were both stark naked, I was dribbling from my penis and his cock was rock hard and I could not take my eyes off of it. He removed my plug, and with two fingers he lubed my rectum. Then I asked him if I could suck him. I’d never had a penis in my mouth ever. I asked him to lay on his back and I knelt over the top of him and began to lick his cock and balls to my heart’s content. 

     Priscilla: Speaking of dribbling, I’m happy I wore a tampon for my flight this morning. 

Read the rest of the interview:

Monday, May 25, 2026

Matriarch Monday (5/25/26)

 

Source: Sissy Anna Paris

Normally a boy would've resisted and fought back, but you can tell once he got put on the testosterone blockers, all that toxic masculinity is gone and he doesn't want to be rude or cause a commotion by arguing. Just timid, weak, and compliant from here on out. 

Sunday, May 10, 2026

Happy Mother's Day Everyone!

 He was worried he wouldn't get caught, but it all worked out....

Source: Sissy Gigi TG

Happy Mother's Day to all the strong women who helped us find our natural place

Source: Vesta


Monday, March 30, 2026

Matrairch Monday: Sent to Stay with Grandparents (3/30/26)

 

Source: Semprefrode

"Yes, that's right. The black tights go better with the dress than the skin-colored ones. I'll put them back in your dresser then." 

It's a tough world. A lot is demanded of men. From women, that they conform to their role. Weakness is not forgiven.

Families cannot afford boys who do not prove their worth. They are sent to live with their grandparents and learn to adapt to a role that is more in line with their nature.

Monday, March 23, 2026

Thursday, March 19, 2026

Femboy Friday 3/19/26

 Im getting into the Stepford theme. This one from Bad Kitty Media is a great example of it.

Source: Bad Kitty Media

Monday, February 23, 2026

Matriarch Monday 2/23/26

 "Say 'Hi' to your cousin..aww, how sweet they look... now go off and play." 

source: drakula1977

Sunday, October 5, 2025

The Prom Sissy Princess (Short)

 


I was so excited about the opportunity to go dressed to the prom in the cutest frilliest feminine dresses, and to be escorted by a hunky, strong athletic senior boy. I pleaded with my mother that she support me in this, and help in the preparation for the big day. At first she was a bit reluctant, but, when she realized how important the whole event was for me, she embraced the idea, and we planned my outfit and all the other preparations for the special day together.

The preparations for my first Prom started a few months before the event. It allowed us to look at a lot of different dress styles and designs together, and we had regular 'dress rehearsals' to try out a number of outfits, and different combinations.

In addition to the prom dress, my mother suggested that I take a suitcase of clothing for my overnight stay, and an outfit for the following day, which would be more demure than the prom outfit.

It was so exciting to try on sexy lingerie, including pretty white lacy bra and panties and petticoats, and white stockings. I was just thrilled at the image that reflected in the mirror.

For my prom outfit, I had chosen pink of course.

The dress had a bodice top and thin shoulder straps, and a lovely pink net petticoat, that was quite short and which showed off my firm shapely legs, a feature of which I was particularly proud.

My mother felt the dress was too short and revealing, but she did realise how good it looked on me, and, after quite a bit of persuasion, she relented and allowed me to choose my preferred style for the Prom.

I had a sweet hair piece of matching pink ribbons in my hair, which emphasised my submissive sissy look.

Mother was so supportive, and gave me such good advice on how to look my best in the beautiful prom outfit, which fitted me perfectly.


I think she was really proud of her sissy son and how sexy, glamorous and girlie I looked for this big public event.

She styled my hair, manicured my nails and advised on my make up. Mother also chose accessories like the necklace, my gorgeous pantyhose and high heel shoes, and the pink bow hairpiece.

When I started out planning to go as a sissy crossdresser to the College Prom, I had no idea how much effort would go into my preparation for the big day.

But I was very determined to make this a memorable and special occasion. In addition to planning my outfit, I had to put a lot of work into keeping slim and fit, and moisturizing my skin, and keeping my legs soft and supple.

The other important issue, that needed a lot of work, was looking for, and choosing a potential partner to escort me to the prom.

He had to be tall, athletic, muscular and the hunkiest of Seniors, but also sensitive to the needs of a sissy crossdresser and not embarrassed to be accompanying me to the event, where we would be on very public display.

***********


All the sissy boys wanted to pose with their escorts at the official photo booth at the Prom.

Doesn't  Pat look fabulous in his pretty prom outfit? He was a bit nervous and unsure at the beginning of the evening, but soon embraced a wonderful special event where he could truly become a sissy princess accompanied by his handsome escort.

He loved the attention from Kevin, who had invited him to the prom, and towards the end of the evening, gave him a hug and a lingering kiss when they had a picture in the Photo Booth.

************

All inhibitions were cast aside as the special evening unfolded.

Every sissy boy had been escorted to the Prom by a Senior, and most of the escorts had been attentive partners, and aware how brave and bold their sissy boys had been in being fully cross-dressed for the Prom.

The sissy boys wanted to make the very most of a special and unique evening and wanted to hold, hug and passionately kiss their escorts as a special thank you for the invitation to the event.

The boys that had been going out with their escorts for some time before the prom, asked permission from their mothers to be allowed to stay out overnight with their boyfriends.

In most cases the mothers of the sissy boys relented. Permission was given on the clear understanding that the Seniors were held fully responsible for protecting the sissies from the attention of other males at the Prom, and that the overnight accommodation would be in reputable hotels.

The mothers also insisted that the expensive and feminine prom dresses would be carefully hung up at the end of the evening, and care taken with the stockings, tights and pretty lace lingerie that the boys were wearing. 

A change of clothing would be taken to the hotel, to be worn the following morning, so that the prom outfits would not suffer wear and tear.

The beautiful prom dress had been hung up on its hanger, and now I stood in front of the large mirror in the hotel bedroom in my gorgeous white lacy bra and panties and white pantyhose.

It was an exciting and arousing experience to be in my sexy lingerie, looking into the mirror and seeing a convincing and attractive image staring back at me. 

As my escort looked on, it all felt so natural and normal. I felt totally transformed to a demure sissy princess that was preparing for a night of passion with my gorgeous male admirer.

************

My lovely handsome Senior escorted me back home after the prom and for a time we just stood together holding hands and talking about how special the evening had been.

Ryan took the initiative and pulled me close to him and I melted in his arms. It was a wonderful moment as I reached up and kissed him, and my body tingled with a mixture of excitement and apprehension. We spent some time just locked together in a wonderful romantic embrace. 


Source: Fredstar

(Note: the first and last caption are from separate photo captions, I thought they would tie together this set. follow Fredstar on Deviant Art for more photo caption)