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‘sissy humiliation’ stories

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A Sissy's First Wedding Anniversary

A Sissy Girl getting ready for her Black Husband.

by Smsumani in Transgender & Crossdressers 01/30/2024
4.29
13.3k
9
2
22

An Airport in Rome

An embarrassing bag search leads to holiday humiliation.

by jessikab in Transgender & Crossdressers 01/21/2022
H
4.52
18.7k
9
1
25
0

Recruiting of a Sissy Maid Ch. 15

Conclusion, Life for Chantel and Carl as a couple normalizes.

by Sissy_Chantel in Transgender & Crossdressers 12/14/2017
H
4.75
8.3k
4
3
6

Recruiting of a Sissy Maid Ch. 14

A wonderful night in Hollywood ends very special.

by Sissy_Chantel in Transgender & Crossdressers 11/30/2017
H
4.55
7.8k
3
1
5

Recruiting of a Sissy Maid Ch. 13

Chantel and Carl on a business trip to L.A.

by Sissy_Chantel in Transgender & Crossdressers 11/23/2017
4.47
6.3k
3
0
5

Recruiting of a Sissy Maid Ch. 11

Chantel plays sexy like with staff and with her love Carl.

by Sissy_Chantel in Transgender & Crossdressers 11/07/2017
H
4.61
8.6k
4
0
6

Recruiting of a Sissy Maid Ch. 10

Chantel gets back at Marty and Biff.

by Sissy_Chantel in Transgender & Crossdressers 10/27/2017
H
4.66
7.5k
5
2
8

Recruiting of a Sissy Maid Ch. 09

Chantel has it tough in the club but in the end finds Carl.

by Sissy_Chantel in Transgender & Crossdressers 10/19/2017
H
4.56
8.6k
2
2
4

Recruiting of a Sissy Maid Ch. 08

Chantel may be moving up at the club and also to new things.

by Sissy_Chantel in Transgender & Crossdressers 10/12/2017
H
4.54
8.8k
3
5
4

Recruiting of a Sissy Maid Ch. 07

Chantel and Traci are given Escort work.

by Sissy_Chantel in Transgender & Crossdressers 10/07/2017
H
4.55
9.9k
5
1
6

Recruiting of a Sissy Maid Ch. 06

Chantel and Traci make pornography in Montreal.

by Sissy_Chantel in Transgender & Crossdressers 10/01/2017
4.15
10k
8
1
9

Recruiting of a Sissy Maid Ch. 05

3months in and Chantel grows use to her fate.

by Sissy_Chantel in Transgender & Crossdressers 09/30/2017
4.17
11.7k
6
0
8

Recruiting of a Sissy Maid Ch. 04

Continuing with Chantel's first day at The Jade Maid Club.

by Sissy_Chantel in Transgender & Crossdressers 09/26/2017
4.48
14.2k
7
1
9

Recruiting of a Sissy Maid Ch. 03

Chantel arrives at The Jade Maid Club.

by Sissy_Chantel in Transgender & Crossdressers 09/21/2017
H
4.59
18.1k
12
0
18

Recruiting of a Sissy Maid Ch. 02

Chantel, begins her orientation and training.

by Sissy_Chantel in Transgender & Crossdressers 09/20/2017
H
4.58
22.8k
7
3
10

From a Husband to a Dutiful Sissy Ch. 02

Chapter 2 of this Mistress wife, sissy husband, lifestyle.

by Sissy_Chantel in Transgender & Crossdressers 06/18/2017
4.3
150.1k
68
22
85

Sissy's Decline into a Slut Pt. 06

Part 6 of Sissy Chantel's journey into becoming a slut.

by Sissy_Chantel in Transgender & Crossdressers 06/06/2017
H
4.59
27.7k
12
6
16

Sissy's Decline into a Slut Pt. 02

Part 2 of Sissy Chantel's decline into a sissy lifestyle.

by Sissy_Chantel in Transgender & Crossdressers 05/18/2017
H
4.59
43k
28
2
35

Sissy's Decline into a Slut Pt. 01

A journey into sissy slut play then sissy lifestyle.

by Sissy_Chantel in Transgender & Crossdressers 05/14/2017
4.39
94.8k
75
4
112

A New Life

A look back at a man's journey into forced feminization.

by sissycinnamonswirl in Transgender & Crossdressers 11/21/2015
4
157.4k
42
10
60
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