Book Review: Lara Longstaff's High Heel Challenge

High Heel Challenge by Lara Longstaff tells the story of young computer programmer Dakota’s transformation into a girl after losing a bet to his friend’s beautiful successful sister, Hannah. One day while playing video games with his best friend’s Gabriel, Dakota opened his big mouth and stated that heels are nothing and anybody can handle while Gabe’s sister Hannah was coming home from her office job that pays better than both boys jobs combined. 

Not liking Dakota’s sexist attitude she proposes a bet that will change Dakota opinion and much more of the young man. Hannah’s bet is if Dakota can last a whole day in women’s heels, then she will agree to clean his apartment dressed as a sexy maid, but if Dakota fails to last a day in women’s heels, he has to do whatever Hannah says for a week!

Sample: 

“My apartment could use some cleaning, How about you drees up in that French maid costume you wore for Halloween and come over to place after work to tidy up?” He chuckled. 

“You’re a dirty pervert,” she snorted. 

Of course Dakota fails to last a day in high heels, with the place being an amusement park as the location. With Hannah winning the bet, (spoiler alert) she decides to make over Dakota into a pretty girl…well of course!

One of the best qualities of the book is Longstaff’s simple approach to the feminization genre. However she also unfortunately glosses over many parts that would have been great had she developed a bit. The makeover is glossed over and would have made for a great read had it given details of Dakota’s discomfort into being made over into a cute short haired girl.

The humiliation is there in the dialogue in the way Hannah sets up Dakota’s transformation, but the climax of the book…although a bit surprising a bit (maybe for me) lacks further explanation. Without giving anything away, you would think that there is more to the sister’s involvement, but no explanation is given. Maybe Dakota falling while wearing those high heels did something to his mind and he liked being a girl afterward. A little explanation at the end would have been nice. 

Dakota completely accepting her feminine submissive role.

Not a bad story, some good sexy moments and decent emasculation dialogue with a confident beautiful young lady changing a misogynist into a sweet lovely girl. Pick it up if you have never heard of Lara Longstaff or if you want a quick sexy read. 

Amazon Link: 

High Heel Challenge