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‘chastity’ and ‘sissy’ stories

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Feminized by Girlfriend Pt. 05

Carla knows how to bring out my feminine side.

by ThisIsTheRealMeBby in Transgender & Crossdressers 04/25/2024
H
4.72
17.6k
44
19
64

Maid to Serve: Birthday Sissy Ch. 01

Husband told he'll serve wife & friend as secret sissy maid.

by Latisha_Madison in Transgender & Crossdressers 05/02/2024
H
4.66
14.1k
39
15
60

Couple on the Cruise Ch. 01

A young man encounters an married couple on a cruise boat.

by emily_blue in Transgender & Crossdressers 05/01/2024
4.28
13k
26
15
52

Build-a-bride

Sophie waits for her hubby by the door, and reflects...

by Slipperylock in Transgender & Crossdressers 04/14/2024
H
4.57
12.5k
27
5
54

Sophie's Wedding Day

Even home-made brides have to get married.

by Slipperylock in Transgender & Crossdressers 04/19/2024
H
4.6
12.1k
25
2
42
0

An Unsuspecting Daddy

A not-so-chance meeting, with a surprising woman...

by RoryRouge in Transgender & Crossdressers 04/19/2024
H
4.65
10.2k
16
5
37
0

Locked Down Ch. 02

Feminized by five girls.

by uralkodo in Fetish 04/30/2024
4.25
8.1k
15
3
21

Maid to Serve: Birthday Sissy Ch. 02

Britney surprises Matt -- and herself.

by Latisha_Madison in Transgender & Crossdressers 05/05/2024
NEWH
4.73
7.9k
12
9
18

Couple on the Cruise Ch. 02

Alex visits Maria's room, and is dressed in some new attire.

by emily_blue in Transgender & Crossdressers 05/04/2024
NEWH
4.57
7.6k
14
5
25

Owned Ch. 02: Brutal Beginnings

The full history of my submission and some recent occurrences.

by TheHurtLiker in BDSM 04/24/2024
3.56
6.8k
1
1
5
0

Free use glory hole Sissy

Sissy gets taken to gloryhole by dom, used well.

by SissyBottomBoy in Gay Male 04/14/2024
4.41
6.8k
14
0
29
0

The Next Step

A shy and submissive CD steps out for the first time.

by stateofdenial in Transgender & Crossdressers 04/25/2024
H
4.69
6.4k
18
2
33
0

Making of Tina Ch. 16: Casino

A story about forced feminization.

by TinaNoxx in Transgender & Crossdressers 04/17/2024
H
4.74
5.9k
16
4
21

Pleasing Mr. Wilson Pt. 06

Mr Wilson wants to know every detail of my date.

by simplysissy17 in Transgender & Crossdressers 04/17/2024
H
4.86
5.8k
13
5
16

Sissy Sessions Ch. 03

Like mother, like son

by _pdy_ in Transgender & Crossdressers 05/03/2024
H
4.68
5.4k
10
2
14

Humiliated in Bangkok Ch. 02

Humiliated in Bangkok a second time.

by LittleSissy in BDSM 04/30/2024
4.46
5.2k
5
2
10

Cassie's Findom Adventure Ch. 02

Cassie blackmails and humiliates Edward.

by nickisilvers in Fetish 05/09/2024
NEWH
4.5
2.4k
5
1
7

The Town Sissy Pt. 06

Rory's final chapter in Great Oaks.

by RoryRouge in Transgender & Crossdressers 05/08/2024
NEWH
4.58
2.2k
4
1
7

Almost Damsel Almost in Distress Ch. 07

Tgirl spends some quiet at home, in bondage and a surprise.

by shawnavinyltv in Transgender & Crossdressers 04/30/2024
H
4.74
2k
5
2
8

Long Weekend 03 - Dinner Guests

The day of the dinner party.

by chrissiej in Transgender & Crossdressers 04/25/2024
3.29
2k
6
0
8
0

Chivalry is on Life Support Ch. 22

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 04/27/2024
3.67
1.8k
3
3
3

Chivalry is on Life Support Ch. 28

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 05/03/2024
3
1.3k
1
5
1

Chivalry is on Life Support Ch. 26

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 05/01/2024
3.67
1.3k
2
3
3

Chivalry is on Life Support Ch. 32

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 05/09/2024
NEW
3.5
1.2k
1
5
1

Chivalry is on Life Support Ch. 31

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 05/08/2024
NEW
3.24
1k
2
4
3

Chivalry is on Life Support Ch. 30

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 05/10/2024
NEW
4.4
935
000
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