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‘crossdressed’ stories

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Realtor Saw me Dressed

Realtor saw me dressed in a playboy, bunny outfit.

by Devilsoctane in Transgender & Crossdressers 12/07/2023
H
4.71
20.1k
35
4
64

Total Sissy Surrender

Ultimate Sissy Surrender. Emasculated, and stripped dignity.

by rik581 in Transgender & Crossdressers 04/17/2023
4.39
63.2k
33
14
77
0

Tara has a Surprise for Me!

A lifetime crossdresser gets a BIG surprise from a friend!

by Basically_Leah in Transgender & Crossdressers 03/31/2023
H
4.6
11.8k
24
3
46
0

Giving Him a Treat

A sub male is treated to a play session with a CD switch.

by TheDiplomat1975 in BDSM 08/09/2022
4.29
5.3k
2
1
3
0

Lacy Cream Ch. 01

A young man’s journey to become the hottest tranny porn star.

by Torbjornson in Transgender & Crossdressers 07/20/2022
H
4.73
24k
46
7
103

Sent Away Ch. 11

Transformed by Trina's mum.

by Stillherer in Transgender & Crossdressers 07/03/2022
4.04
3.8k
7
0
9

Caught Cheating Ch. 02

Jess goes shopping again and gets treated like a woman.

by Torbjornson in Transgender & Crossdressers 11/12/2020
4.46
28k
18
4
26

Home in the Hills Pt. 02

The shrink is nicely wrapped.

by ValoryG in Transgender & Crossdressers 12/11/2019
H
4.52
6.6k
2
0
2

My Story of Degradation Ch. 03

I go to Mistress's home and get put into chastity.

by Philippasubmaid in Transgender & Crossdressers 09/02/2018
4.29
21.8k
9
6
14

Lou Ciphers Tale

A Halloween tale.

by sissymissyct in Fetish 10/24/2017
3.94
15.8k
5
0
8
0

Discovered by Mother-in-Law

Mother-in-Law catches him watching porn while cross dressed.

by MsCarol in Incest/Taboo 09/23/2017
4.04
97.5k
35
15
52
0

Best Camping Trip Ever Ch. 04

Sex-filled solo camping trip for CD.

by Lovinhose in Transgender & Crossdressers 04/30/2017
H
4.58
15.4k
10
8
12

Best Camping Trip Ever Ch. 03

Sex-filled solo camping trip for CD.

by Lovinhose in Transgender & Crossdressers 04/29/2017
H
4.61
15.7k
14
2
17

Best Camping Trip Ever Ch. 01

Sex-filled solo camping trip for CD.

by Lovinhose in Transgender & Crossdressers 04/25/2017
4.46
40.4k
28
2
45

Crossdressed by Hot Girls

The time I was crossdressed by the hot girls.

by tgirlchrissy in Transgender & Crossdressers 02/23/2016
4.27
90.7k
50
10
66
0

Cabin in the Woods

Crossdresser gets fucked in a cabin in the woods.

by Lovinhose in Transgender & Crossdressers 08/04/2015
4.33
85.8k
22
10
28
0

It Happened One Halloween...

Halloween party...you know the rest.

by Lovinhose in Transgender & Crossdressers 04/27/2015
4.38
95.8k
41
6
50
0

Jijaji Transformed Into a Girl

Sister-in-law dresses sister's husband into female clothes.

by michelleblair1975 in Transgender & Crossdressers 12/27/2014
3.06
56.3k
6
3
8
0

My Daughter's Cuckold Ch. 02

My humiliation continues, my daughter takes control.

by How_Kinky in Incest/Taboo 02/25/2013
4.42
171.8k
67
10
83

TV Blowjob Slut for Blacks Ch. 04

Dolled up hubby is a black man's new blowjob slut.

by barbielovesbjs in Transgender & Crossdressers 05/17/2012
H
4.65
104.3k
65
25
79

TV Blowjob Slut for Blacks Ch. 03

Blowjob slut hubby mouth-fucked again by black stranger.

by barbielovesbjs in Transgender & Crossdressers 07/29/2010
H
4.63
120.8k
51
19
60

Young Guy Goes To College Ch. 03

Getting ready to go out.

by pantysubsissy in Transgender & Crossdressers 01/17/2007
H
4.52
102.2k
29
3
30

Young Guy Goes To College Ch. 01

He celebrates his birthday.

by pantysubsissy in Transgender & Crossdressers 12/24/2006
4.46
183.5k
72
8
88

Lucy's Revenge Ch. 03

Lucy humiliates him at the beach in a thong bikini.

by Cynthia_D in Transgender & Crossdressers 08/18/2006
4.47
160.3k
55
3
63
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