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chastity
Chastity fun
sissygirl
73
24
7
Crossdressing, Transexual & Shemales
Sep 09, 2020 17:08
Sissy Woods
rock345
32
8
11
Crossdressing, Transexual & Shemales
Aug 22, 2024 15:11
Locked
DevotedDane
14
2
8
CBT
Aug 22, 2024 15:13
Leather and lace
Fj471
51
19
13
Crossdressing, Transexual & Shemales
Apr 01, 2024 08:22
Happy Halloween 🎃
rock345
24
5
4
Crossdressing, Transexual & Shemales
Oct 31, 2023 09:57
what's under
Loyle
24
7
6
CBT
Jun 03, 2024 22:04
Sissy Saturday
rock345
31
6
4
Crossdressing, Transexual & Shemales
Jul 06, 2024 10:28
Sissy in Chastity 2
Crossdresser69
29
7
20
Gay
Jan 05, 2022 22:07
Chastity cage
danamazur
18
7
4
CBT
Jan 24, 2022 12:39
Red and White
rock345
26
6
4
Crossdressing, Transexual & Shemales
Nov 22, 2023 13:13
Sissy Monday
rock345
26
8
4
Crossdressing, Transexual & Shemales
Nov 13, 2023 10:20
Various chastity
danamazur
21
4
9
CBT
Feb 16, 2022 16:05
Chastity Cage with transuretral catheter 04
CagedForFun
14
1
15
CBT
Feb 20, 2021 23:33
Some of me
paulf213
8
4
6
Males
Apr 10, 2023 11:01
Black Locked
rock345
27
2
4
Crossdressing, Transexual & Shemales
Dec 07, 2023 10:40
Sissy Woods
rock345
19
5
4
Crossdressing, Transexual & Shemales
Nov 08, 2023 10:13
BBW Sissy Hannah
HannahLewis
51
17
14
Crossdressing, Transexual & Shemales
Dec 31, 2022 08:43
Staying chaste for her delight and my excitement
yahiu
18
8
5
BDSM
Aug 06, 2024 12:37
Sissy Slave with Chastity Cage (1)
CagedForFun
13
4
10
Crossdressing, Transexual & Shemales
Nov 09, 2021 05:51
Seductive Sunday
rock345
32
7
4
Crossdressing, Transexual & Shemales
Jun 09, 2024 12:30
Chastity
Slaveslutboy
21
9
4
CBT
May 09, 2018 03:11
Sissy Black
rock345
33
9
4
Crossdressing, Transexual & Shemales
May 27, 2024 13:30
Merry Christmas
rock345
21
10
4
Males
Dec 24, 2023 10:15
No Nut November
rock345
26
11
4
Males
Nov 04, 2023 08:16
cbt and chastity
YouCallMeMiss
21
3
19
Crossdressing, Transexual & Shemales
Jul 13, 2018 15:52
More chastity
danamazur
23
7
7
CBT
Jul 02, 2019 21:00
Titty Tuesday
rock345
28
9
4
Crossdressing, Transexual & Shemales
Dec 19, 2023 09:57
lets go to bed III
Liefbe
17
3
4
Crossdressing, Transexual & Shemales
Mar 23, 2023 22:34
Pink and Red
rock345
25
9
4
Crossdressing, Transexual & Shemales
Dec 10, 2023 12:46
My chastity cages
Dirxcom
27
6
7
CBT
Nov 27, 2021 14:41
Hannah Caged and Plugged
HannahLewis
35
14
13
Crossdressing, Transexual & Shemales
Jul 03, 2023 13:38
Happy St Paddy's Day
rock345
30
5
4
Crossdressing, Transexual & Shemales
Mar 17, 2024 15:15
Black n White Sissy
rock345
39
6
4
Gay
Jun 09, 2024 14:09
Green Sissy
rock345
23
8
4
Crossdressing, Transexual & Shemales
Jan 14, 2024 22:35
Sissy Sunday
rock345
31
13
4
Crossdressing, Transexual & Shemales
Mar 03, 2024 11:14
Sissy Snow White
rock345
37
12
4
Crossdressing, Transexual & Shemales
Jan 04, 2024 12:35
181 items
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