
Sissy for the Strict Headmistress
Femdom Feminization, Book 1
Failed to add items
Add to Cart failed.
Add to Wish List failed.
Remove from wishlist failed.
Adding to library failed
Follow podcast failed
Unfollow podcast failed
$0.99/mo for the first 3 months

Get 2 free audiobooks during trial.
Buy for $6.95
No default payment method selected.
We are sorry. We are not allowed to sell this product with the selected payment method
-
Narrated by:
-
Razor After Dark
-
By:
-
Charlie Quinn
About this listen
When burly tradesman Tyler finds some women’s clothes hidden away at the empty school he’s working on, he can’t resist exploring his secret sissy fantasies. But the strict Headmistress catches him in the act and punishes him in a most unexpected way–forced to fully feminize, he is spanked over her desk and made to satisfy both her and himself. But who’s enjoying it more–the hot but stern Headmistress, or big, butch Tyler, all dressed up as a girl?
12,000 word story with sissy feminization, CFNM, erotic humiliation, a submissive male and a very dominant woman. Enjoy as a standalone novella or listen as part of the 'Femdom Feminization' series.
©2021 Charlie Quinn (P)2024 Charlie QuinnListeners also enjoyed...
-
Mistress Peggy and the Stag Night Submission
- The Femdom Conspiracy, Book 1
- By: Charlie Quinn
- Narrated by: Tadd Morgan
- Length: 1 hr and 13 mins
- Unabridged
-
Overall
-
Performance
-
Story
“I’m Peggy by name and Peggy by nature,” the dominatrix said as she bent him over. Darren looked up at the sexy yet terrifying woman who towered over him in her thigh-high leather boots. How on earth had his bachelor party stag night ended up like this? And was he really going to submit and let her do that to him?
By: Charlie Quinn
-
Obey Her
- Extreme Office Femdom: She's the Boss, Book 1
- By: Charlie Quinn
- Narrated by: Smokey Patton
- Length: 56 mins
- Unabridged
-
Overall
-
Performance
-
Story
When Connor starts a new job, he's pleased to find he's the only male in an office full of attractive women. But then he starts getting mysterious, anonymous messages telling him to do some very taboo things. Intrigued, he follows the instructions....
By: Charlie Quinn
-
Better in Pink
- Feminized and Humiliated
- By: Nicole C
- Narrated by: Ava Stone
- Length: 1 hr and 17 mins
- Unabridged
-
Overall
-
Performance
-
Story
Michael’s life was normal, until his manager convinced him to dress up as a girl for a promotional TikTok video. It was meant to be silly, and then the video went viral. Michael is the reason for the video’s success; his transformation in that ten-second clip has strangers coming into the store to get selfies with Michael. All over the country, guys are sending pictures of a dolled-up Michael to their friends, trying to prank their buddies into admitting they think he looks ‘hot’.
By: Nicole C
-
Worship Her
- Extreme Office Femdom: She's the Boss, Book 4
- By: Charlie Quinn
- Narrated by: Jonny Wonderland
- Length: 1 hr and 10 mins
- Unabridged
-
Overall
-
Performance
-
Story
The mystery of the femdom office continues as Connor is trained as the submissive, sissified office toy. Under her desk, Connor must show his absolute devotion to his demanding Mistress and the other women, as they torment and use him at work. To keep him in line, his dominant Mistress places him in male chastity, further controlling him with tease and denial and ensuring that he can only find satisfaction at her command.
By: Charlie Quinn
-
Enslaved and Feminized by Dommes Vol. 1
- A Femdom Story of Revenge, Chastity, and Feminization
- By: PhDomme Emma
- Narrated by: PhDomme Emma
- Length: 2 hrs and 5 mins
- Unabridged
-
Overall
-
Performance
-
Story
Timothy is an ambitious young journalist working for a prestigious paper. He launched his stellar ascent to become a journalist elite with a series of articles that he acquired by blackmailing his talented former classmate, Marcel, who was having a BDSM relationship with his teacher. Marcel is now frying hamburgers to make ends meet and Timothy is not meeting expectations and struggling in his efforts to keep his new job. He needs to come up with another hot topic, or else he will be sent packing!
By: PhDomme Emma
-
Cuffed and Caged
- Femdom and Male Chastity, Book 1
- By: Charlie Quinn
- Narrated by: David Piper
- Length: 1 hr and 42 mins
- Unabridged
-
Overall
-
Performance
-
Story
A disastrous first attempt at femdom leaves Jonathan bruised and humiliated, and he’s at rock bottom. Then, sexy, sophisticated, and wealthy Mrs. Cavendish comes to his rescue and promises to make everything all right again - at a hefty price. She demands total obedience and utter control over him.
-
-
very hot
- By Stephen Perry on 07-08-24
By: Charlie Quinn
-
Mistress Peggy and the Stag Night Submission
- The Femdom Conspiracy, Book 1
- By: Charlie Quinn
- Narrated by: Tadd Morgan
- Length: 1 hr and 13 mins
- Unabridged
-
Overall
-
Performance
-
Story
“I’m Peggy by name and Peggy by nature,” the dominatrix said as she bent him over. Darren looked up at the sexy yet terrifying woman who towered over him in her thigh-high leather boots. How on earth had his bachelor party stag night ended up like this? And was he really going to submit and let her do that to him?
By: Charlie Quinn
-
Obey Her
- Extreme Office Femdom: She's the Boss, Book 1
- By: Charlie Quinn
- Narrated by: Smokey Patton
- Length: 56 mins
- Unabridged
-
Overall
-
Performance
-
Story
When Connor starts a new job, he's pleased to find he's the only male in an office full of attractive women. But then he starts getting mysterious, anonymous messages telling him to do some very taboo things. Intrigued, he follows the instructions....
By: Charlie Quinn
-
Better in Pink
- Feminized and Humiliated
- By: Nicole C
- Narrated by: Ava Stone
- Length: 1 hr and 17 mins
- Unabridged
-
Overall
-
Performance
-
Story
Michael’s life was normal, until his manager convinced him to dress up as a girl for a promotional TikTok video. It was meant to be silly, and then the video went viral. Michael is the reason for the video’s success; his transformation in that ten-second clip has strangers coming into the store to get selfies with Michael. All over the country, guys are sending pictures of a dolled-up Michael to their friends, trying to prank their buddies into admitting they think he looks ‘hot’.
By: Nicole C
-
Worship Her
- Extreme Office Femdom: She's the Boss, Book 4
- By: Charlie Quinn
- Narrated by: Jonny Wonderland
- Length: 1 hr and 10 mins
- Unabridged
-
Overall
-
Performance
-
Story
The mystery of the femdom office continues as Connor is trained as the submissive, sissified office toy. Under her desk, Connor must show his absolute devotion to his demanding Mistress and the other women, as they torment and use him at work. To keep him in line, his dominant Mistress places him in male chastity, further controlling him with tease and denial and ensuring that he can only find satisfaction at her command.
By: Charlie Quinn
-
Enslaved and Feminized by Dommes Vol. 1
- A Femdom Story of Revenge, Chastity, and Feminization
- By: PhDomme Emma
- Narrated by: PhDomme Emma
- Length: 2 hrs and 5 mins
- Unabridged
-
Overall
-
Performance
-
Story
Timothy is an ambitious young journalist working for a prestigious paper. He launched his stellar ascent to become a journalist elite with a series of articles that he acquired by blackmailing his talented former classmate, Marcel, who was having a BDSM relationship with his teacher. Marcel is now frying hamburgers to make ends meet and Timothy is not meeting expectations and struggling in his efforts to keep his new job. He needs to come up with another hot topic, or else he will be sent packing!
By: PhDomme Emma
-
Cuffed and Caged
- Femdom and Male Chastity, Book 1
- By: Charlie Quinn
- Narrated by: David Piper
- Length: 1 hr and 42 mins
- Unabridged
-
Overall
-
Performance
-
Story
A disastrous first attempt at femdom leaves Jonathan bruised and humiliated, and he’s at rock bottom. Then, sexy, sophisticated, and wealthy Mrs. Cavendish comes to his rescue and promises to make everything all right again - at a hefty price. She demands total obedience and utter control over him.
-
-
very hot
- By Stephen Perry on 07-08-24
By: Charlie Quinn
-
Dominated by His Wife's Futa Lover
- Femdom by the Futa, Book 1
- By: Charlie Quinn
- Narrated by: Sampson Simpson
- Length: 1 hr and 18 mins
- Unabridged
-
Overall
-
Performance
-
Story
When Matthew’s sexy, dominant wife meets a hot new woman who wants to punish and dominate him too, it arouses all his submissive urges. But he’s not prepared for the special something the new woman has—or how she uses it to humiliate and cuckold him and to satisfy his wife as he watches. Featuring a submissive husband, a dominant wife, her powerful futa lover, and lots of femdom, futa on female, and futa on male action, this novella can be enjoyed as a stand-alone or as part of the series Femdom by the Futa.
By: Charlie Quinn
-
Sissy Dollhouse Season One: Parts 1 - 12 in the Series
- Sissy Dollhouse Complete Seasons
- By: Jenna Masters
- Narrated by: Jessica Howard
- Length: 5 hrs and 10 mins
- Unabridged
-
Overall
-
Performance
-
Story
At the Sissy Dollhouse men are captured by the beautiful dominatrix Tanya and turned into mind controlled transgender dolls using seduction, drugs, hypnosis, surgery, and hormones; then they are used as programmable prostitutes for fulfilling the fantasies of rich clients.
-
-
What Great Stories!!!
- By John Blake on 05-08-21
By: Jenna Masters
-
Strapped by His New Bride
- First-Time Femdom: Dominant Women Take Control, Book 1
- By: Charlie Quinn
- Narrated by: Mike Peterman
- Length: 46 mins
- Unabridged
-
Overall
-
Performance
-
Story
“You’re going to do things my way from now on”, she said, lifting her bridal gown to reveal something strapped to her loins. Donald's wedding night doesn’t go at all as he expected. His sexy new wife has very specific requirements in the bedroom - and she demands that he submit to her penetrating desires. Donald must bend over, open up and take it deep, if his hot new bride is to be satisfied.
By: Charlie Quinn
-
Dominated and Punished: By My Wife and Her Alpha MILF Lover
- The Dominated Husband, Book 1
- By: Charlie Quinn
- Narrated by: Darren Schilling
- Length: 1 hr and 11 mins
- Unabridged
-
Overall
-
Performance
-
Story
When Michael finds his wife making out with the smoking-hot MILF next door, the two women team up and take control of him. He is put in his place, spanked, feminized, and made to watch while the ladies take their pleasure. Dominated and denied satisfaction, the MILF forces him to his knees to experience a humiliating new way of gaining release.
By: Charlie Quinn
-
A Brother Becomes a Sister
- An LGBT, New Adult, First Time, Short-Read Romance
- By: Barbara Deloto, Thomas Newgen
- Narrated by: Ruby Rivers
- Length: 2 hrs and 25 mins
- Unabridged
-
Overall
-
Performance
-
Story
Toni’s twin brother Riley has just graduated from art school, and Toni invites Riley to live with her in California until he can find a good job. Toni has always wanted a sister, and Riley has always been a bit of a femboy anyway, so Toni puts her plan into action. She manages to enlighten Riley about the nuances of presenting his feminine side and immerses him in the pleasures of catering to his feminine persona.
-
-
So romantic
- By Elinor Scott-Lester on 12-22-24
By: Barbara Deloto, and others
-
Do It Harder, Make Him Beg
- The Femdom Training Center, Book 5
- By: Charlie Quinn
- Narrated by: Kelby Losack
- Length: 1 hr and 11 mins
- Unabridged
-
Overall
-
Performance
-
Story
A night of public pain, perverse punishments, and crushing pleasure awaits Duncan at the Femdom Training Center. But if he thinks that having his most intimate areas tormented by his dominant wife and his dominatrix mistress is the worst the evening will bring, he's very wrong. When another man joins in the fun, Duncan is pushed way past his limits in the pursuit of ultimate satisfaction.
By: Charlie Quinn
-
All the Way in Please, Mistress
- The Femdom Training Center, Book 4
- By: Charlie Quinn
- Narrated by: Kelby Losack
- Length: 1 hr and 11 mins
- Unabridged
-
Overall
-
Performance
-
Story
As the dominant Mistresses and wives strap on for a very special night, Duncan’s erotic experiences at The Femdom Center are only just beginning. Will he submit to his wife in public? Will he really take it all? And when Mistress Sabelle joins in, can he handle both the dominant women and their big, long appendages?
By: Charlie Quinn
-
Feminized by Her
- A College Student Falls in Love With the Girl Who Crossdresses Him
- By: Barbara Deloto, Thomas Newgen
- Narrated by: Ruby Rivers
- Length: 1 hr and 50 mins
- Unabridged
-
Overall
-
Performance
-
Story
A geek named Joss, working on his PhD thesis on motivation, rents a house away from the noise and takes in a roommate named Marcy to help pay the bills. Little does he know how lucky he will be to have Marcy as his roommate. She is another PhD candidate, also working on a thesis about motivation. Gorgeous and intelligent, Marcy motivates Joss to discover things he never would have dreamed of, and they learn about motivation, love, sensuality, and femininity. She soon has Joss fully crossdressed and feminized to experience life as Jossie, a desirable girl rather than his geek self.
-
-
Fantasy
- By gh on 08-08-20
By: Barbara Deloto, and others
-
Becoming a Sissy Maid
- Unlocking Hidden Desires
- By: Tiffany Chastain
- Narrated by: Gabrielle Ash
- Length: 3 hrs and 19 mins
- Unabridged
-
Overall
-
Performance
-
Story
After allowing his marriage to grow stagnant, Brad is faced with a tough decision. Wear a chastity cage or lose his relationship with his wife, Melissa. Melissa has issued him this ultimatum after years of growing unhappy in their marriage and because she believes that wearing a chastity cage will help turn Brad back into the loving, supportive man she married.
-
-
Good Story - Dislike One Character
- By JJarvis on 09-10-24
By: Tiffany Chastain
-
Kneel and Worship Your Queen
- The Femdom Training Center, Book 3
- By: Charlie Quinn
- Narrated by: Kelby Losack
- Length: 1 hr and 9 mins
- Unabridged
-
Overall
-
Performance
-
Story
Worshipping his dominant mistress on the stage, Duncan is released from male chastity only to suffer teasing, denial, and CBT as he struggles to please her. Strapped in and helpless, more public humiliation is to come as she controls his pleasure in the most punishing of ways and Duncan experiences first-time gay in front of the crowd. Will Duncan give in to his darkest desires and reach the ultimate satisfaction as the audience watches?
By: Charlie Quinn
-
Punish Him in Public
- The Femdom Training Center, Book 2
- By: Charlie Quinn
- Narrated by: Kelby Losack
- Length: 1 hr and 8 mins
- Unabridged
-
Overall
-
Performance
-
Story
Being caged in chastity, humiliated, and spanked in public is just the start of Duncan’s evening at the very special "couples retreat". Under the watchful eye of Mistress Sabelle and the other dominatrixes, Duncan learns to obey his wife and to take his punishment. But more is to come, as a public JOI session with all the husbands turns into a very unusual competition. If another guy lends him a hand, will Duncan still win?
By: Charlie Quinn
-
The Secretary's Key
- By: Anna Ritter
- Narrated by: Liv Watkins
- Length: 1 hr and 17 mins
- Unabridged
-
Overall
-
Performance
-
Story
Keys are important. They open doors, but they can also close locks. Andrew is acutely aware of how powerful they can be. Yes, he might control of his company and employees, but that might change. As the sole owner of his company, he has numerous subordinates, including his secretary, but he has a secret. He enjoys playing around with a chastity belt. He puts it on to sharpen his focus and heighten his determination. But right after finishing with a giant deal, he decides to let himself out for a little while to have some fun.
-
-
hot and arousing femdom erotica
- By Paul Weimer on 02-09-21
By: Anna Ritter