New/Updated Erotic Stories on the Blog

Feminization Stories

Ms. Throne's Stories

Amanda Stern Stories

Joe's Stories

BIC's Poems

Shawna Summers

Ashley's Journal

Tiffanny Miller's Doll Stories

Becoming a Rubberdoll Series

Zenna Swallows Stories

Silvy's Stories

Miss Annie's Stories

Karen Jensen's Stories

Mommy's Little Sissy

Brenda's Mommy's Sissy

Priscilla Gay Bouffant Stories

Makeover at the Mansion

Subjegated Step Sissy Series

Princes of Castile Saga

Man Dating Series

Erotica Author's Corner

Illustrations

Taboo Miscellaneous Erotica

Thursday, December 25, 2025

Merry Christmas Girls: Sissy Saving Sale (Short Story)

Max is just an average guy, barely getting by financially around the holidays. He has never broken the law before, but when getting his weekly groceries, he accidentally did not pay for an item that was in the cart. 

At first he felt guilty about & was going to return it, but then he was struck by the thrill having accidentally stolen something, & got away with it. 

The next time he went, he intentionally "forgot" to pay for a few items from his cart. That was even MORE thrilling. So this evolved to him just walking into some stores & swiping stuff off the shelf, paying for an item or two and walking out with the rest. 

He successfully did this multiple times, until he finally got caught! He expected them to just call the police and give a fine, maybe ban him from their stores or something but no, instead, the owner decided to teach him a harsh lesson. 

She had her female staff work together transform him into an adorable sissy. They have some experience in that department for the sissy section in their store. Once finished, they spend the next few days teaching him to walk in high heels, while bound and gagged the whole time. 

He struggled throughout the process, but after several spankings, he relented. Now, they put him on display in the sissy section as the special item for the year! Only $10,000 to own him! 

Source: TG Caption-Paradise


Needless to say, it was not very long before someone would make the purchase. Several people walked by and considered buying him but no one did. Just 30 minutes before closing, a woman named Rebecca saw him and was utterly fascinated with the troublemaker femboy. 
She was singing all the way out of the store. 

REBECCA - I hope you're ready to see your new home princess! You and I are going to have very, very much fun this Christmas! 



source: unknown

4 comments:

  1. Merry Christmas to you Miss Annabelle. Thank you so much for all your hard work and keeping us entertained all year.
    I do like the idea of a sissy section in a departments store. It should be positioned right next to the sports section. A young man being bought in for an unsuspecting upgrade could be lewerd in with the promise to try on a new mitt only to be steered across the isle. Six months later a young jock is looking through the racks for a new athletic support for the up coming season. While our friend is across the isle dying of shame as his mother and aunt hold up different bralettes. Discussing which will provide the best support now that he budding. Pretty is important but giving him the right profile in his blouses will put an end to any hopes he has of hiding his future.

    ReplyDelete
    Replies
    1. Merry Christmas Tulip! I appreciate always your comments. How nice would it be to buy a sissy!

      Delete
  2. Happy New Year to you Miss Annabelle and your cohort Miss Bouffant.
    You girls are awesome! This site is my favorite,
    As for the sissy in the shopping cart, it could be worse.
    He could have been purchased by a big, burly construction worker!
    I wonder what the return policy is on femboy's ?
    It could be a rough 90 days for the sissy in the shopping cart.

    ReplyDelete
    Replies
    1. Merry X Mas and a Happy New Year Donna. Your name always brings a smile to my face it reminds me of Donna from the now legendary (in my head) Adventure at the Mall from Donna. How nice it would be to order by mail a sissy and have her wrapped at your doorstep!

      Delete