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‘sissy’ stories

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Wife Finds the Sissy in me

Wife sets me up with her best friends gay work colleague.

by Sissy_girl_sarah in Transgender & Crossdressers 04/22/2024
NEWH
4.6
13.4k
53
16
68
0

I Traded My Man Card For a Man

Daddy new what I could be before I sucked his cock.

by eviltwin52 in Gay Male 04/22/2024
NEWH
4.63
10.7k
27
9
43
0

Feminized by Girlfriend Pt. 05

Carla knows how to bring out my feminine side.

by ThisIsTheRealMeBby in Transgender & Crossdressers 04/25/2024
NEWH
4.7
10.3k
30
9
47

The Bride

Ginette & Brad's wedding day, he doesn't know he's the bride.

by MistressDyvia in Transgender & Crossdressers 04/25/2024
NEW
4
10.1k
13
6
29
0

Bring Your Sissy to Work Day.

A young CD helps Mommy close a business deal.

by Tightpantsxx in Transgender & Crossdressers 04/25/2024
NEWH
4.78
6.7k
12
0
32
0

Masculinity Lost Ch. 28

A new job and VIP Humiliation for Dani.

by Cdslavejessie in Transgender & Crossdressers 04/22/2024
NEWH
4.8
5.6k
6
7
14

Dani Bambi Doll Pt. 02

Bambi learns more about what it means to be a good girl ...

by CindyCherie in Transgender & Crossdressers 04/24/2024
NEWH
4.67
4.9k
12
5
16

The Next Step

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

by stateofdenial in Transgender & Crossdressers 04/25/2024
NEWH
4.64
4.5k
12
1
20
0

Owned Ch. 02: Brutal Beginnings

The full history of my submission and some recent occurrences.

by TheHurtLiker in BDSM 04/24/2024
NEW
3.58
3.9k
0
1
0

Pleasing Mr. Wilson Pt. 07

Mr Wilson invites a horny friend over.

by simplysissy17 in Transgender & Crossdressers 04/24/2024
NEWH
4.73
3.8k
9
2
16

Masculinity Lost Ch. 29

Dani sucks his first BBC.

by Cdslavejessie in Transgender & Crossdressers 04/26/2024
NEWH
4.63
3.7k
9
4
15

Club Sissy gets Broken in

After a steamy initiation, a submissive sissy gets broken in.

by oldersissysnowbunny in Transgender & Crossdressers 04/27/2024
NEWH
4.7
3.7k
8
0
14

Sissy's Miserable Ballet Lesson

A little sissy is 'forced' to take ballet lessons.

by SissyTwinkleToes in Fetish 04/24/2024
NEW
4.11
3.4k
2
3
6
0

Wrecking the Homewrecker Pt. 39

Jasmine's first morning on her own.

by Fibaro in Transgender & Crossdressers 04/21/2024
NEW
4.32
3.2k
2
2
5

Daphne Rosen's Bitch Ch. 05

Daphne takes their relationship to the next level.

by ppeaks42 in Transgender & Crossdressers 04/24/2024
NEW
4.44
2.9k
5
0
9

Penny for Your Thoughts Pt. 04

James and Danielle consider their future.

by LittlestSissy in Transgender & Crossdressers 04/24/2024
NEWH
4.78
2.2k
8
2
9

Dani Bambi Doll Pt. 03

Now fully in control, Bambi starts to earn her keep...

by CindyCherie in Transgender & Crossdressers 04/27/2024
NEWH
4.69
1.7k
6
0
8

Bound By Blackmail Ch. 26

A persistent Brady isn't Evan’s only obstacle.

by Brady018 in NonConsent/Reluctance 04/24/2024
NEWH
4.59
1.7k
4
6
5

Chivalry is on Life Support Ch. 16

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 04/21/2024
NEW
3.83
1.3k
3
4
5

Julie Goes to a Wedding Pt. 07

Mistress and Ro both have their periods and get nasty.

by Pretty_Sissy_Julie in Fetish 04/22/2024
NEW
5
1.3k
1
0
2

Chivalry is on Life Support Ch. 17

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 04/22/2024
NEW
4
1.2k
2
1
2

Chivalry is on Life Support Ch. 18

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 04/23/2024
NEW
3.3
1.2k
1
1
1

Chivalry is on Life Support Ch. 19

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 04/24/2024
NEW
3.69
913
2
0
3

Chivalry is on Life Support Ch. 20

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 04/25/2024
NEW
3.31
834
1
2
1

Chivalry is on Life Support Ch. 22

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 04/27/2024
NEW
4.05
648
2
0
2
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