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‘anal’ and ‘chastity’ stories

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Pleasing Mr. Wilson Pt. 06

Mr Wilson wants to know every detail of my date.

by simplysissy17 in Transgender & Crossdressers 04/17/2024
H
4.86
5.5k
14
5
17

Rooming with my Slutty Mom Ch. 02

Bailey can't resist watching his mom Ava's slutty liaisons.

by ppeaks42 in Transgender & Crossdressers 05/02/2024
NEWH
4.71
8.4k
36
3
55

The Next Step

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

by stateofdenial in Transgender & Crossdressers 04/25/2024
H
4.7
6k
18
2
33
0

Feminized by Girlfriend Pt. 05

Carla knows how to bring out my feminine side.

by ThisIsTheRealMeBby in Transgender & Crossdressers 04/25/2024
H
4.7
15.5k
40
17
62

A Sissy's Breakthrough

In which sir aims to help with PNC.

by redwards_119 in Transgender & Crossdressers 04/07/2024
H
4.67
5.1k
17
3
27
0

Sissy Sessions Ch. 03

Like mother, like son

by _pdy_ in Transgender & Crossdressers 05/03/2024
NEWH
4.65
4.3k
10
1
13

Femininity is a Rebellious Bird

Sub seeks shelter from rain, gets what he, or she, wants.

by genericrebel in Transgender & Crossdressers 05/02/2024
NEWH
4.59
5.5k
9
1
19
0

Anal Only

Rory's bet with a friend to help with a personal goal...

by RoryRouge in Transgender & Crossdressers 04/09/2024
H
4.59
17.5k
36
0
65
0

Wife Continues Control with Strapon

My wife ups control with a strap-on and more cum eating.

by Cumeatinghubby in Fetish 04/16/2024
H
4.5
18.2k
36
3
86

Couple on the Cruise Ch. 01

A young man encounters an married couple on a cruise boat.

by emily_blue in Transgender & Crossdressers 05/01/2024
NEW
4.3
11.5k
25
15
45
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