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‘sissy’ stories

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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

Pleasures Pawn Ch. 01

Meet Aria and Gabe.

by RileysMind in Transgender & Crossdressers 04/27/2024
NEWH
4.94
1.9k
6
0
13

Bring Your Sissy to Work Day.

A young CD helps Mommy close a business deal.

by Tightpantsxx in Transgender & Crossdressers 04/25/2024
NEWH
4.8
6.9k
15
1
35
0

Penny for Your Thoughts Pt. 04

James and Danielle consider their future.

by LittlestSissy in Transgender & Crossdressers 04/24/2024
NEWH
4.79
2.3k
9
2
10

Pleasing Mr. Wilson Pt. 07

Mr Wilson invites a horny friend over.

by simplysissy17 in Transgender & Crossdressers 04/24/2024
NEWH
4.74
3.8k
11
2
18

Dani Bambi Doll Pt. 03

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

by CindyCherie in Transgender & Crossdressers 04/27/2024
NEWH
4.73
2.1k
7
0
9

Feminized by Girlfriend Pt. 05

Carla knows how to bring out my feminine side.

by ThisIsTheRealMeBby in Transgender & Crossdressers 04/25/2024
NEWH
4.71
10.6k
33
10
50

Club Sissy gets Broken in

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

by oldersissysnowbunny in Transgender & Crossdressers 04/27/2024
NEWH
4.71
4.3k
9
0
16

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
5.1k
13
5
17

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
4.6k
13
1
21
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

Masculinity Lost Ch. 29

Dani sucks his first BBC.

by Cdslavejessie in Transgender & Crossdressers 04/26/2024
NEWH
4.63
4k
11
4
17

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
13.5k
54
16
69
0

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. 23

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 04/28/2024
NEW
4.5
199
1
0
1

Daphne Rosen's Bitch Ch. 05

Daphne takes their relationship to the next level.

by ppeaks42 in Transgender & Crossdressers 04/24/2024
NEW
4.46
2.9k
6
0
10

Wrecking the Homewrecker Pt. 39

Jasmine's first morning on her own.

by Fibaro in Transgender & Crossdressers 04/21/2024
NEW
4.35
3.2k
3
2
6

Rooming with my Slutty Mom Ch. 01

Just when I'm finally free, my mom becomes my college roomie.

by ppeaks42 in Transgender & Crossdressers 04/28/2024
NEW
4.27
1.4k
8
0
14
0

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

Chivalry is on Life Support Ch. 22

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 04/27/2024
NEW
4.05
762
2
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

The Bride

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

by MistressDyvia in Transgender & Crossdressers 04/25/2024
NEW
3.98
10.3k
14
6
30
0

Chivalry is on Life Support Ch. 19

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 04/24/2024
NEW
3.69
924
2
0
3

Long Weekend 03 - Dinner Guests

The day of the dinner party.

by chrissiej in Transgender & Crossdressers 04/25/2024
NEW
3.67
1.5k
6
0
8
0

Owned Ch. 02: Brutal Beginnings

The full history of my submission and some recent occurrences.

by TheHurtLiker in BDSM 04/24/2024
NEW
3.48
4k
0
1
0

Chivalry is on Life Support Ch. 20

Cuckolding and emasculation of Medieval Lit professor.

by ChivalrousCuck in BDSM 04/25/2024
NEW
3.31
857
1
2
1

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
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