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chastity
First Pee Caged
Jboz
26
20
00:24
Watersports
Mar 04, 2025 20:02
Help wanted
Milf2show
753
143
20
Mature
Dec 16, 2024 23:02
Sissy Woods
rock345
19
5
4
Crossdressing, Transexual & Shemales
Nov 08, 2023 10:13
Locked up by the Goddess
alterdeifel
38
15
11
Cuckold
Jan 22, 2025 00:21
My Time in Chastity :(
Danicos2005
143
29
6
CBT
Aug 20, 2022 10:12
Sissy Black
rock345
33
9
4
Crossdressing, Transexual & Shemales
May 27, 2024 13:30
Sissy in Chastity
Crossdresser69
19
5
20
Gay
Jan 05, 2022 22:04
Crotchless pantyhose and cage
Yukoncorneil
21
4
4
Crossdressing, Transexual & Shemales
Aug 27, 2025 17:14
My sexy sissy husband in a dress
cuckhubby
42
9
13
Crossdressing, Transexual & Shemales
Jun 11, 2024 21:44
Happy Fishnet Friday
rock345
28
5
19
Crossdressing, Transexual & Shemales
Aug 02, 2024 13:40
14mm sound with ball chastity
Kynodesme2
8
3
00:49
CBT
Nov 07, 2022 12:43
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
My Queen is out and gave me an order
Benno66
20
5
4
BDSM
Aug 02, 2025 09:20
cbt and chastity
YouCallMeMiss
21
3
19
Crossdressing, Transexual & Shemales
Jul 13, 2018 15:52
Titty Tuesday
rock345
28
9
4
Crossdressing, Transexual & Shemales
Dec 19, 2023 09:57
Sissy in Chastity 2
Crossdresser69
29
6
20
Gay
Jan 05, 2022 22:07
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
Peeing on pussy while in chastity
kinkycpl97
54
9
00:40
Watersports
Sep 28, 2023 14:48
My chastity cages
Dirxcom
28
6
7
CBT
Nov 27, 2021 14:41
Sissy Sunday Funday
rock345
34
9
6
Crossdressing, Transexual & Shemales
Feb 09, 2025 17:21
Chastity Time
rock345
25
4
4
Crossdressing, Transexual & Shemales
Jan 03, 2023 00:34
Sissy Playtime
rock345
30
9
4
Crossdressing, Transexual & Shemales
Sep 16, 2025 01:00
Happy St Paddy's Day
rock345
30
5
4
Crossdressing, Transexual & Shemales
Mar 17, 2024 15:15
Green Sissy
rock345
23
8
4
Crossdressing, Transexual & Shemales
Jan 14, 2024 22:35
Sissy Snow White
rock345
37
12
4
Crossdressing, Transexual & Shemales
Jan 04, 2024 12:35
Bull balls in chastity
Kynodesme2
10
3
01:19
CBT
Nov 23, 2021 13:15
i feel good in chastity
bonstella
3
0
03:39
Crossdressing, Transexual & Shemales
Dec 30, 2021 01:04
Sissy Play
rock345
31
7
4
Crossdressing, Transexual & Shemales
Nov 26, 2024 10:12
Sissy Titty Tuesday
rock345
34
9
7
Crossdressing, Transexual & Shemales
Aug 06, 2024 12:38
BB69D Chastity
BB69D
35
11
12
Fetish
May 16, 2017 14:15
Sissy Monday
rock345
33
8
4
Crossdressing, Transexual & Shemales
Nov 06, 2023 10:34
New chastity cage
uncutmember
11
7
7
CBT
Feb 21, 2023 22:05
Chastity cage
danamazur
20
7
4
CBT
Jan 24, 2022 12:39
Pink Sunlight Sissy
rock345
34
16
4
Crossdressing, Transexual & Shemales
Feb 17, 2025 08:05
181 items
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