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‘transvestism’ stories

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Help Wanted

Working as a window model at an Adult Store.

by HeatherMaureen8065 in Transgender & Crossdressers 12/29/2023
H
4.7
9k
26
11
47
0

Skipper and the Cabin Gurl

Lanna really rocks the Skipper's boat!

by LannaLace in Transgender & Crossdressers 02/05/2023
H
4.68
13.6k
17
5
34

The Lad in the Lingerie Shop Ch. 04

Someone finds out about my secret.

by madetoobey in Transgender & Crossdressers 10/25/2020
4.4
28.5k
19
10
28

The Lad in the Lingerie Shop Ch. 03

Robert meets the girls of "The Lingerie Emporium".

by madetoobey in Transgender & Crossdressers 10/23/2020
4.24
36.3k
20
5
30

Jennifer's Big Night Out Ch. 03

Jennifer's night out with the girls continues.

by JenniferTaylorTV in Transgender & Crossdressers 03/26/2020
H
4.66
10.1k
16
4
19

Under the Abaya

Young man discovers the sexy side of arab ladies.

by contactsteph77 in Transgender & Crossdressers 01/27/2020
H
4.57
24.4k
31
0
47
0

Jennifer's New Adventure Ch. 01

Dan's adventures at the hands of Caroline continue.

by JenniferTaylorTV in Transgender & Crossdressers 01/23/2020
H
4.65
20.5k
23
1
36

Made to Obey Ch. 10

Carla gets first taste of dick.

by madetoobey in Transgender & Crossdressers 08/03/2019
H
4.51
21.1k
7
9
11

Made to Obey Ch. 09

The secret behind Carla's email.

by madetoobey in Transgender & Crossdressers 07/28/2019
H
4.59
14.7k
6
8
9

Made to Obey Ch. 08

Esther delivers her findings.

by madetoobey in Transgender & Crossdressers 07/18/2019
4.25
17.1k
11
7
15

Made to Obey Ch. 04

Carl's humiliation continues.

by madetoobey in Transgender & Crossdressers 06/20/2019
4.39
38k
21
9
27

Randy Sandy

A straight guy finds the love of his life is a cross-dresser.

by Pussrider in Gay Male 04/27/2019
H
4.54
19.1k
14
1
26
0

Exhibitionism and its Consequences

Transvestite enjoys exhibitionism until caught.

by HeatherMaureen in Transgender & Crossdressers 10/30/2018
4.47
18.6k
14
7
21
0

Kierra Pierces Her Husband

Yes, a guiche piercing will keep him chaste!

by justincbenedict in BDSM 07/25/2018
3.17
35.7k
6
2
12
0

Letter from Lythgoe Heights

Shoeblossom hears from a gender-fluid tranny...

by justincbenedict in Transgender & Crossdressers 02/27/2018
3.5
7.1k
3
0
3
0

Babysitting

Dressing up after the kids are asleep.

by HeatherMaureen in Transgender & Crossdressers 02/23/2018
4.44
49.8k
39
5
47
0

Modelling Ch. 05A

Talked into modelling his wife's lingerie.

by HeatherMaureen in Transgender & Crossdressers 11/17/2017
4.35
15.3k
10
1
11

Modelling Ch. 04

Talked into modelling his wife's lingerie.

by HeatherMaureen in Transgender & Crossdressers 11/06/2017
4.47
17.8k
13
2
16

Modelling Ch. 03

Talked into modeling his wife's lingerie.

by HeatherMaureen in Transgender & Crossdressers 10/22/2017
H
4.61
23.9k
20
2
25

Modelling Ch. 02

Talked into modelling his wife's lingerie.

by HeatherMaureen in Transgender & Crossdressers 10/17/2017
H
4.52
32.4k
22
3
24

Modelling Ch. 01

Talked into modeling his wife's lingerie.

by HeatherMaureen in Transgender & Crossdressers 10/08/2017
4.46
47.1k
27
4
32

Modelling

Talked into modelling his wife's lingerie.

by HeatherMaureen in Transgender & Crossdressers 10/02/2017
4.49
60k
43
5
61

The Bargain Dresses

Tricked into becoming their Sissy Maid.

by HeatherMaureen in Transgender & Crossdressers 09/13/2017
3.99
40.6k
15
2
25

The Bargain Dresses Ch. 01

Tricked into becoming their Sissy Maid.

by HeatherMaureen in Transgender & Crossdressers 09/09/2017
4.1
37.8k
13
4
22

The Bargain Dress

Tricked into becoming a sissy maid.

by HeatherMaureen in Transgender & Crossdressers 08/11/2017
4.39
60.4k
24
12
30
0

Soames's Seminar

Master Soames has a "how to" seminar for his followers!

by justincbenedict in BDSM 04/08/2017
3.8
8.3k
1
0
3
0

The Contest

How far can you push these chaste males?

by justincbenedict in BDSM 03/27/2017
4
24.3k
8
2
15
0

My Obsession Ch. 02

A young gurl becoming a wuman.

by HeatherMaureen in Transgender & Crossdressers 11/08/2016
H
4.61
17.8k
13
6
13

My Obsession

A young girl becoming a woman.

by HeatherMaureen in Transgender & Crossdressers 10/13/2016
H
4.61
39k
22
4
31

Chronicles of Heather Maureen Ch. 13

The life and times of one transvestite through the years.

by HeatherMaureen in Transgender & Crossdressers 09/18/2016
H
4.65
9.8k
6
4
7

Chronicles of Heather Maureen Ch. 12

The life of one transvestite from start to present.

by HeatherMaureen in Transgender & Crossdressers 09/09/2016
4.48
8.5k
3
2
4

Chronicles of Heather Maureen Ch. 11

The life of one transvestite from start to present.

by HeatherMaureen in Transgender & Crossdressers 08/21/2016
4.43
9k
4
1
5

Chronicles of Heather Maureen Ch. 10

The life of one transvestite from start to present.

by HeatherMaureen in Transgender & Crossdressers 08/06/2016
H
4.62
9.9k
5
0
6

Chronicles of Heather Maureen Ch. 09

One transvestite's life from start to present.

by HeatherMaureen in Transgender & Crossdressers 07/25/2016
4.43
8.7k
7
0
8

Chronicles of Heather Maureen Ch. 08

The life of one transvestite from start to present.

by HeatherMaureen in Transgender & Crossdressers 07/21/2016
H
4.58
10.4k
8
0
9

Chronicles of Heather Maureen Ch. 07

The life of one transvestite from start to present.

by HeatherMaureen in Transgender & Crossdressers 07/18/2016
H
4.53
10.5k
9
1
10

Chronicles of Heather Maureen Ch. 06

One transvestites life from start to present.

by HeatherMaureen in Transgender & Crossdressers 07/05/2016
H
4.57
13.6k
11
1
12

Chronicles of Heather Maureen Ch. 04

The life of one transvestite from start to present.

by HeatherMaureen in Transgender & Crossdressers 06/16/2016
H
4.5
13.1k
6
0
7

Chronicles of Heather Maureen Ch. 05

One transvestite's life from start to present.

by HeatherMaureen in Transgender & Crossdressers 06/15/2016
4.37
12.6k
6
2
7

Chronicles of Heather Maureen Ch. 03

One transvestite's life from start to present.

by HeatherMaureen in Transgender & Crossdressers 06/12/2016
H
4.6
16.2k
12
1
13

Chronicles of Heather Maureen Ch. 02

The life and times of a transvestite from start to present.

by HeatherMaureen in Transgender & Crossdressers 06/03/2016
H
4.5
19.6k
13
3
14

Chronicles of Heather Maureen Ch. 01

The life and times of one transvestite.

by HeatherMaureen in Transgender & Crossdressers 06/02/2016
4.41
31.8k
27
2
32

Dressing to Please Ch. 01

Discovering my submissive side and need to please.

by HeatherMaureen in Transgender & Crossdressers 01/15/2016
4
39.4k
13
3
18
0

Letter from Annapolis

Poor Ponty and his German Domme!

by justincbenedict in BDSM 12/23/2015
3.33
11.9k
0
1
3
0

The Good Wife

A man's wife wants nothing to with him as a man but...

by komrad1156 in Transgender & Crossdressers 06/13/2015
H
4.53
93.5k
66
15
96
0

Making a Splash Without Jo-Jo

It doesn't always take two to please a crowd!

by CarrieQ in Transgender & Crossdressers 05/06/2014
3.74
22.9k
3
3
4
0

Letter from Coldstream Canyon

Can he be helped to find a Domme of his dreams?

by justincbenedict in BDSM 01/01/2014
3.26
17.4k
1
4
5
0

The Freshman Favor Ch. 01

College freshman agrees to help out his beefy roommate.

by Fit_for_a_Fuck in Transgender & Crossdressers 07/28/2013
4.44
107.7k
129
19
183
0

Teach Me Trans-Mistress Ch. 06

Nancy finally submits to Leah and Carole.

by JoannePare in Transgender & Crossdressers 06/28/2012
4.31
25.8k
10
3
10

College Teacher

Young teacher introduced to male sex and transvestism.

by amyredek in Gay Male 09/30/2011
H
4.68
55.9k
28
7
37
0

Julian Falls in Love Ch. 06

Julian decides to live his life as Emma – permanently.

by BabyPink in Transgender & Crossdressers 02/15/2010
H
4.6
35.7k
10
1
11

Tough Love Ch. 03

Geneva's view of the situation.

by justincbenedict in BDSM 05/24/2009
3.87
41.5k
10
7
11

My Psychology of Been a Cross-Dresser

A shortfactual journey of myself understanding and learning

by Nicola_cd in Transgender & Crossdressers 10/23/2008
4.34
34.2k
1
12
2
0

An Unwelcome Visit

A cross-dresser finds love from an unlikely source.

by BabyPink in Transgender & Crossdressers 08/20/2008
4.23
46.6k
7
8
8
0

Julian Falls in Love Ch. 02

Julian appears in public as a girl.

by BabyPink in Transgender & Crossdressers 08/20/2008
H
4.7
62.9k
12
2
14

Julian Falls in Love

Julian finds fulfilment with an older man.

by BabyPink in Transgender & Crossdressers 08/09/2008
4.44
117.7k
33
6
39

Miles's Conundrums Ch. 05

And it gets worse for Miles!

by justincbenedict in BDSM 07/20/2008
4
27k
4
1
7

Visiting David

Panty lover lusts after best friend's fiance.

by Sanichi in Fetish 07/10/2006
4.33
70.7k
6
1
10

Borderlands

Some borders can only be crossed in one direction.

by ldrequiv in Fetish 12/13/2005
3.5
24.8k
2
3
3
0

The People Pleaser Ch. 03

Chris has a dream.

by thesuicideblonde in Transgender & Crossdressers 12/08/2005
4.46
32.1k
3
7
6
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