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‘sissy’ stories

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Camp Pinkwood

When 20% of men come of age, they are converted into femboys.

by Areoki in Gay Male 10/15/2023
H
4.55
26.2k
40
6
69
0

Weekend in Scottsdale - My Arrival

Nikki arrives in Scottsdale.

by NikkijMaadison in Transgender & Crossdressers 10/14/2023
4.44
7.2k
6
2
10
0

Great Summer Days for Discovery

A sheltered teenager discovers what sex really is about.

by charlottelovespanties in Gay Male 10/14/2023
4.16
9.1k
7
2
15
0

A Forgotten Fetish Rediscovered Pt. 02

I left the house a crossdresser and came back a whore...

by sensualryan in Transgender & Crossdressers 10/14/2023
H
4.76
9.5k
19
5
28

Happy Birthday to Me Pt. 02

Cindy and Bruce discuss his plans for me.

by eviltwin52 in Gay Male 10/14/2023
H
4.59
7.6k
19
18
33

Saturday Morning Poolside

Nikki joins her friends by the pool in Scottsdale.

by NikkijMaadison in Transgender & Crossdressers 10/14/2023
H
4.73
8.1k
8
3
15
0

Wonderful World of Pornography Ch. 03

Isaac begins training.

by RileysMind in Transgender & Crossdressers 10/14/2023
4.47
7k
3
0
8

Ron and Nadine Ch. 04

Ronni spends a day at the spa and leaves feeling pretty.

by TheGraduate88 in Fetish 10/14/2023
4.43
2.8k
00
3

Riley's Diary: Trick or Treat

Riley goes to a Halloween party.

by RileysMind in Transgender & Crossdressers 10/13/2023
H
4.61
14.4k
27
0
50

Caught by the Drawer Pt. 01

Meaghan's carelessness turns sissy fun into blackmail.

by Meaghansstories in Transgender & Crossdressers 10/13/2023
4.47
15.4k
21
7
36

Introducing my Good Boy to a Friend

It’s time to introduce you to my friends…

by yesgoddess2508 in BDSM 10/12/2023
4.18
12.8k
8
0
16
0

Construction Site Whore Pt. 02

Our construction site whore has her monthly review.

by Isabellatheslut in Transgender & Crossdressers 10/12/2023
4.38
9k
10
0
13

Wonderful World of Pornography Ch. 02

Isaac meets the director.

by RileysMind in Transgender & Crossdressers 10/12/2023
H
4.5
7.9k
9
0
14

Disappointment

A dom and femanized sub explore sex as opposite genders.

by kinkawon in Anal 10/12/2023
H
4.64
6k
3
0
7
0

Making of Bambi Ch. 05

Bambi meets Carlos.

by asiansissysub in NonConsent/Reluctance 10/11/2023
H
4.67
19.5k
21
6
29

Bookstore

beginning my beta sissy live showing off my body.

by Applebottom1 in Exhibitionist & Voyeur 10/11/2023
3.9
5k
3
0
4
0

The Making of a Sissy Pt. 04

The weekend I would never forget. And more

by CharleneCross in Transgender & Crossdressers 10/11/2023
H
4.75
10.3k
10
2
13

The Thorns Upon the Roses Ch. 11

The explosive finale to this book...

by SarahSal in Transgender & Crossdressers 10/10/2023
H
4.63
4k
15
7
17

Ron and Nadine Ch. 03

Nadine takes Ronni Shopping.

by TheGraduate88 in Fetish 10/09/2023
4.44
5.4k
2
1
6

The Making of sissy Jizzelle

A sexless marriage sends Matt down a sissy rabbit hole.

by Subkoksukr4u in Fetish 10/08/2023
H
4.72
22.3k
38
6
68
0

Riley's Diary: Beach Daddy

Riley has fun at the beach with a Daddy.

by RileysMind in Gay Male 10/08/2023
4.18
10.5k
7
1
16

Predator and Prey Pt. 14

Luis works out some aggression with an unwilling partner.

by tawnysuede in Transgender & Crossdressers 10/08/2023
H
4.82
4.7k
6
14
6

Wonderful World of Pornography Ch. 01

Isaac works as a cuck.

by RileysMind in Gay Male 10/08/2023
4.37
12.1k
20
1
40

Working In and Out Ch. 02

Riley goes to the locker room to clean up.

by RileysMind in Transgender & Crossdressers 10/07/2023
H
4.57
12.1k
16
2
27

Queen of Paradise Ch. 05

Michelle and Maria's saga continues.

by ptpl_guy in Transgender & Crossdressers 10/06/2023
4.31
2.7k
2
1
3

Happy Birthday To Me

It wasn't candles I was blowing that night.

by eviltwin52 in Gay Male 10/06/2023
H
4.7
16.9k
42
15
81

Blacked College Couple Desires

A college couple explores their mutual desire to be blacked.

by colinoc in Interracial Love 10/06/2023
4.43
22.6k
37
9
81
0

My Roommate's Maid Pt. 04

Sissy maid has a BIG day serving her new daddy and masters.

by pristina47 in Transgender & Crossdressers 10/05/2023
H
4.83
18.4k
36
11
45

All Caged Up Pt. 02

After being uncaged Mike's weekend takes a new turn.

by JD8hrs in BDSM 10/05/2023
4.34
9.3k
2
1
5

Ron and Nadine Ch. 02

Ronni is changing.

by TheGraduate88 in Fetish 10/05/2023
4.42
5.7k
0
1
4

The One Night Stand Ch. 02

Riley and his date head to the cinema.

by RileysMind in Transgender & Crossdressers 10/05/2023
4.37
8.2k
15
2
22

From Soccer to Sucker Pt. 12

Jake falls deeper into Valeria's clutches.

by Fibaro in Transgender & Crossdressers 10/04/2023
H
4.56
10.5k
16
2
22

Math Tutor Pt. 04

Sissy whore training, cum dump and anal remote control.

by Tracy69 in BDSM 10/04/2023
H
4.56
7.4k
4
2
10

Needing Leah Ch. 09

Punishment looms for Leah. Ellie may learn a big secret...

by SerraShades in Transgender & Crossdressers 10/03/2023
H
4.56
5.3k
6
11
9

Life of a Dominant Futanari W2 Ch. 16

The sixteenth chapter of the Second week of Angela's life.

by Madjic in Fetish 10/03/2023
H
4.84
3.8k
3
0
9

Boy Sent to Bloom Ch. 05

Dani finds her place and enjoys a day of luxury.

by AndyPuppyDog in Transgender & Crossdressers 10/03/2023
H
4.84
9.9k
24
21
31

Math Tutor Pt. 03

Sexual control, with her husband’s panties, and more.

by Tracy69 in BDSM 10/03/2023
H
4.63
6.1k
4
0
8

The Facility Pt. 06

Sissy training and brainwashing changes our lives forever.

by Abigail_Cake in Transgender & Crossdressers 10/03/2023
H
4.67
25.5k
29
12
39

Andy Become a Slut for BBC Pt. 02

Andy's secret is revealed to his wife who takes revenge.

by Siswede in Interracial Love 10/03/2023
4.43
23.1k
42
7
53

Roommate's Sissy Blackmail

Roommate discovers I'm a "Secret-Sissy".

by sissy171 in Transgender & Crossdressers 10/02/2023
4.36
19.9k
34
4
54
0

The One Night Stand (Ch. 01)

Riley wakes up and recalls last nights date.

by RileysMind in Transgender & Crossdressers 10/02/2023
4.23
18.7k
24
1
61

Making of Tina Ch. 07: Clients

A story about forced feminization.

by TinaNoxx in Transgender & Crossdressers 10/01/2023
H
4.67
20k
33
12
44

Cuckolds Regret Ch. 05

Husband regrets convincing his wife to cuckold him.

by drdick69 in Fetish 10/01/2023
4.09
19.1k
22
4
45

Prison guard spirals out of control

Guard gives sucks trans inmate and likes it.

by devil_dogs21 in Gay Male 10/01/2023
H
4.57
14.9k
33
6
51

The Glory of Clairvoyance

A changed gender and a new power with only one solution.

by GawknBalk in Transgender & Crossdressers 10/01/2023
H
4.78
6.1k
15
2
30
0

But I'm a Boy, Not a Camgirl!

Jamie's world changes fast as someone posts a video of him.

by whiteboicurious in Transgender & Crossdressers 10/01/2023
H
4.59
35.5k
69
14
114

Willing to do Anything Ch. 03

Nate is thrust into his new life as a woman.

by LittlestSissy in Transgender & Crossdressers 09/30/2023
H
4.64
24.6k
24
7
30

The Layover with Julie

Julie takes pantyboy out for a night, gives him a surprise.

by PantiesAndThings in Transgender & Crossdressers 09/30/2023
H
4.71
10.7k
19
7
32

Andy Become a Slut for BBC

Andy's boss dominates him and turn him into a sissy slave.

by Siswede in Fetish 09/29/2023
H
4.63
31.4k
62
15
107

The Queen's Sacrifice

Queen Becca stands naked and calls for humiliation.

by Prossie_Becca in Fetish 09/29/2023
4.36
11.3k
19
2
45

Sander on a Summer Vacation Ch. 05

A boy who visiting his Aunt and cousin.

by shadow_83 in Transgender & Crossdressers 09/28/2023
4.45
10.3k
6
3
9

Jim Wagner Pt. 04

Jim learns more about his past.

by sensualcaring in Transgender & Crossdressers 09/28/2023
H
4.75
2.9k
5
3
7

Pretty Little Head

A boy becomes a subby bubble-brained wife (male)!

by dreadknots in Mind Control 09/28/2023
H
4.73
28.3k
71
7
128
0

A Surprise and an Impulse

Johnny came home early and fell asleep on the couch.

by GawknBalk in Transgender & Crossdressers 09/27/2023
H
4.62
10.8k
15
1
27
0

Sissy Sammi Surrenders Ch. 02

Sissy Sami - Outed and Upward!

by sissy171 in Transgender & Crossdressers 09/27/2023
H
4.57
4.9k
10
2
13

The Origins of Pippa

The tale of how I discovered my kinky side.

by sissyslut_33 in Gay Male 09/26/2023
3.86
5.6k
4
5
9

The Sissy Cashier

I know em when I see em.

by Dis0rdered in Transgender & Crossdressers 09/26/2023
4.29
20.3k
21
10
31
0

A Helping Hand.. and Mouth

I walk in on my step-mom servicing dad, but I cant look away.

by GawknBalk in Incest/Taboo 09/24/2023
4.08
32.1k
40
7
62

The Crush Ch. 02

Sam goes deeper under Jackie's spell. Hallie joins in.

by Frankdrudge2 in Fetish 09/23/2023
4.42
7.9k
11
3
14

The Thorns Upon the Roses Ch. 08

A visit with Doc, a new plaything, and a night in the woods.

by SarahSal in Transgender & Crossdressers 09/23/2023
H
4.63
5.1k
7
4
8

Catfished by Mistress Zee Ch. 02

Couple take their kink relationship to a new level.

by shawnavinyltv in Transgender & Crossdressers 09/23/2023
H
4.77
9k
10
5
17

The Making of a Sissy Pt. 03

Sissy finally taking it to the next step with Opa.

by CharleneCross in Transgender & Crossdressers 09/22/2023
H
4.57
10.1k
12
0
19

Needing Leah Ch. 08

Evening in the school common room. Will punishment follow?

by SerraShades in Transgender & Crossdressers 09/22/2023
4.43
4.8k
6
4
7

A Dream Laid Before Me

Ever since first seeing it, this is all they wanted.

by GawknBalk in Transgender & Crossdressers 09/22/2023
H
4.6
7.5k
8
3
16
0

All Caged Up Pt. 01

Mike is introduced to chastity and temptation.

by JD8hrs in BDSM 09/22/2023
4.48
25.7k
13
5
46

Latex Sissy: Initiation

Rory's second adventure with a mysterious group.

by RoryRouge in Transgender & Crossdressers 09/22/2023
H
4.76
10.8k
20
1
41
0

A Birthday Treat, Pt. 03

Emma is shared by Daddy and his friends.

by Bi_Guy18 in Gay Male 09/21/2023
H
4.77
18k
23
6
39

Village Life Pt. 03

Getting ready for a night of serving at a swanky Manor house.

by Maidtoplease in Transgender & Crossdressers 09/21/2023
4.31
3.9k
2
2
5

The Family Pt. 01: Donna Ch. 06

Chris signs his wife away.

by fredStoner in Fetish 09/21/2023
4.3
6.4k
7
4
14

My Tormentor Pt. 01

Sissy cuckold learn to serve his wife's master.

by pervysub4u in Fetish 09/20/2023
4.05
10.5k
11
3
22
0

Life of a Dominant Futanari W2 Ch. 15

The Fifteenth Chapter of the second Week.

by Madjic in Fetish 09/19/2023
H
4.88
3.9k
4
0
13

Sissy Sammi Surrenders

Blackmailed Sub sissy.

by sissy171 in Transgender & Crossdressers 09/19/2023
H
4.55
24.9k
21
13
41

Cuckolds Regret Ch. 02

Husband regrets convincing his wife to cuckold him.

by drdick69 in Fetish 09/18/2023
4.3
35.9k
34
10
58

Jackson's New Man

Jackson finds a man with unusual taste.

by fun_bobby in Gay Male 09/17/2023
4.45
8.3k
3
0
11
0

Teacher's Pet

Bree runs afoul of the Head Mistress' dress code.

by breexdupuis in BDSM 09/17/2023
4.06
9.1k
7
0
15
0

Needing Leah Ch. 07

Day 2 of classes. A lot is troubling Leah. Can Ellie help?

by SerraShades in Transgender & Crossdressers 09/17/2023
H
4.61
5.7k
5
6
7

One Pair is Not Enough Ch. 02

The slow fade of a straight guy to a sissy has begun.

by jojustcallme in Transgender & Crossdressers 09/15/2023
4.4
25.5k
18
2
26

Predator and Prey Pt. 13

Kitten watches her mother get ass fucked, and sucks pussy!

by tawnysuede in Transgender & Crossdressers 09/15/2023
H
4.81
7k
11
22
16

The Making of a Sissy Pt. 02

The journey continues as Opa and C got closer.

by CharleneCross in Transgender & Crossdressers 09/15/2023
4.45
8.6k
9
2
13

Best Friend to Girlfriend Ch. 02

Evan and his best friend continue their naughty weekend.

by Bi_Guy18 in Gay Male 09/14/2023
H
4.75
17.8k
27
9
39

Blackmailed Sissy Line Writing Hell Ch. 11

Piggy wants their old life back.

by SissyTwinkleToes in Fetish 09/11/2023
4.45
8.4k
8
9
12

Mickie and Laurie Pt. 18

Laurie shows off her new hair at the club and to Jamal.

by SissyBoiLaurie in Transgender & Crossdressers 09/11/2023
H
4.74
3.1k
4
2
5

Megan's Rules Pt. 02

Megan continues to dominate, punish, and feminize.

by sososubby in Fetish 09/11/2023
H
4.64
24.6k
16
8
23

College Chronicles Ep. 18 Pt. 02

College Freshman Sami goes to a rock show.

by Smutwriter238 in Transgender & Crossdressers 09/09/2023
H
4.8
6.5k
17
12
22

Willing to do Anything Ch. 02

Nate is signing a contract to spend 1 year as a trans woman.

by LittlestSissy in Transgender & Crossdressers 09/08/2023
H
4.71
30.8k
52
7
67

Tammy Takes Control

Tammy begins to introduce Mike to pegging.

by JD8hrs in BDSM 09/08/2023
4.31
20.5k
6
3
22

My Girlfriend is Way Too Friendly Ch. 04

Lisa and Sam have a date night, So does Horse.

by Tosshhh_ in Fetish 09/08/2023
4.42
17.7k
18
4
31

Jim Wagner Pt. 02

Jim discovers more about his parents and angels.

by sensualcaring in Transgender & Crossdressers 09/08/2023
H
4.83
4.1k
14
10
16
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