From Juan to Juanita

Sissy_Sides_01E_400x638Sissy Sides is back! The second installment in this popular series of transformation erotica returns to the United States, with the inspiring tale of young Juan–or Juanita, as he’d rather be called.

Juan wants to be feminine, so when he discovers a club that will make him a sissy he eagerly applies. Now he’s waiting for the transgendered mistress whose strict instructions can transform him into Juanita. Will he past the test?

This epic journey describes Juan’s transformation into Juanita, from her first experience with a fellow sissy to her evaluation by her demanding mistress. Is this new sissy primed and ready to be broken in by her mistress?

Free excerpt after the jump.

This story, like all my work, is available on Kindle at a flat price of 2.99 and is free if you’re a Kindle Unlimited user.

Here’s a sample: the note Juanita receives from the Mistress, issuing strict instructions that must be carried out to the letter if he wishes to succeed as a sissy:


The Society has accepted your application. It is offering you the opportunity to transform from a caterpillar into a butterfly. The magic carriage is here. Your fairy godmother has granted your wish. Your dreams will come true, provided you follow our instructions exactly:

  1. Wash yourself thoroughly, even down there. Even you know where.
  2. Shave yourself completely until your face and body is smooth and effeminate.
  3. Bring anything you might need for an overnight trip—toothbrush, vitamins etc. No phones.
  4. Wait on the corner of Western and 19th Avenue this Friday night at 8:00 PM. A black Mercedes with darkened windows will pull up. Enter the car.
  5. Do not speak unless instructed. This is critical. You have not earned permission to speak.
  6. Do exactly as you are told. If you speak or break any other rules, the magic carpet ride is over, the carriage becomes home a pumpkin, and you will be sent home a pauper, never a princess, your membership revoked. You will never be permitted to apply to the Society again.


Mistress Kelly

This story came in somewhere around 10,000 words, and it came out well to I believe. There’s really only three characters in the entire story, Mistress Kelly, the sissy Theresa, and the aspiring sissy Juan/Juanita.

If you ever wondered about the secret lives of sissies, how they are made and what they do behind closed doors, here’s how they do!

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