Jump to ratings and reviews
Rate this book

Dress Like a Girl: A Gradual Feminization Story

Rate this book
What happens when you enter a bet you can’t back out of? And what if that bet involves dressing like a girl?

Twenty-three-year-old Taylor Holmes knows he needs to take things more seriously. And just in time! It’s his first day of graduate school at Elkhorn University, and an amazing post-grad opportunity has just been announced. But in trying to establish himself as a serious candidate, he makes a foolish bet with his academic rival. A bet that, unfortunately, risks him dressing like a girl. What may not be a big deal to some, to Taylor — with his long brunette locks and already-feminine tendencies — dressing up just once might send him down, shall we say, an “eye-opening” path...

129 pages, Kindle Edition

Published September 23, 2025

25 people are currently reading
3 people want to read

About the author

Jennifer Sweet

16 books52 followers
Jennifer Sweet is a California-based author who passionately pens novels and novellas about boys finding their feminine sides -- anywhere from the sweet and innocent to the steamy and seductive :)

All of Jennifer's work can be found on Amazon. Visit her website for more, and sign up for her newsletter for the latest updates on upcoming books.

www.jennifersweetbooks.com/newsletter

www.jennifersweetbooks.com

Ratings & Reviews

What do you think?
Rate this book

Friends & Following

Create a free account to discover what your friends think of this book!

Community Reviews

5 stars
31 (67%)
4 stars
12 (26%)
3 stars
2 (4%)
2 stars
1 (2%)
1 star
0 (0%)
Displaying 1 - 5 of 5 reviews
230 reviews4 followers
October 2, 2025
Trying to dress like a girl

This is the story of a guy in college losing a bet to wear a dress at photo day and in the process going out on the town dressed as a girl and kissing a another guy while being drunk and then getting it shown out in class by a another class mate that didn't care about someone feelings till it was to late for himself. This is for anyone who has tried to understand what being a girl is like or enjoys dressing like a girl for there own personal experiences in their life and in their lifestyle of being who they want to be in life.
35 reviews2 followers
September 27, 2025
aaaaaaaahhhhggggg!

Jennifer, you are killing me! I hope there is a second book coming in this series. I want to know what happens next…

Seriously, this was a fun story, but then again all Jennifer Sweet’s stories are fun. This one just felt too short. I really thought it could be longer. There is definitely more of the story to be told. Please, please, please, give us more stories soon.
849 reviews15 followers
September 25, 2025
This was a Win-Win book for anybody with a nice open mind.

I thoroughly enjoyed this wonderful story. You definitely need to stay the course to see if Justice is served.Professor Kendall is awesome and gave Taylor a good jump start. Ella turned out to be rock solid as a friend. I would have loved to see all the girls gets follow on story.
Profile Image for Dannie.
35 reviews4 followers
October 13, 2025
Taylor lost a bet to Nate can dress as a girl for picture day. It was pretty predictable.
Profile Image for David Congdon.
206 reviews5 followers
November 13, 2025
Loved this

Bets are the best way to get us into our girlie selves. Looking forward to see what Tay will be up to in the next book.
Displaying 1 - 5 of 5 reviews

Can't find what you're looking for?

Get help and learn more about the design.