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Search Results: chastity

First Pee Caged
First Pee Caged
 
Jboz
26 20
00:24 Watersports Mar 04, 2025 20:02
Help wanted
Help wanted
 
Milf2show
753 143
20 Mature Dec 16, 2024 23:02
Sissy Woods
Sissy Woods
 
rock345
19 5
4 Crossdressing, Transexual & Shemales Nov 08, 2023 10:13
Locked up by the Goddess
Locked up by the Goddess
 
alterdeifel
38 15
11 Cuckold Jan 22, 2025 00:21
My Time in Chastity :(
My Time in Chastity :(
 
Danicos2005
143 29
6 CBT Aug 20, 2022 10:12
Sissy Black
Sissy Black
 
rock345
33 9
4 Crossdressing, Transexual & Shemales May 27, 2024 13:30
Sissy in Chastity
Sissy in Chastity
 
Crossdresser69
19 5
20 Gay Jan 05, 2022 22:04
Crotchless pantyhose and cage
Crotchless pantyhose and cage
 
Yukoncorneil
21 4
4 Crossdressing, Transexual & Shemales Aug 27, 2025 17:14
My sexy sissy husband in a dress
My sexy sissy husband in a dress
 
cuckhubby
42 9
13 Crossdressing, Transexual & Shemales Jun 11, 2024 21:44
Happy Fishnet Friday
Happy Fishnet Friday
 
rock345
28 5
19 Crossdressing, Transexual & Shemales Aug 02, 2024 13:40
14mm sound with ball chastity
14mm sound with ball chastity
 
Kynodesme2
8 3
00:49 CBT Nov 07, 2022 12:43
Merry Christmas
Merry Christmas
 
rock345
21 10
4 Males Dec 24, 2023 10:15
No Nut November
No Nut November
 
rock345
26 11
4 Males Nov 04, 2023 08:16
My Queen is out and gave me an order
My Queen is out and gave me an order
 
Benno66
20 5
4 BDSM Aug 02, 2025 09:20
cbt and chastity
cbt and chastity
 
YouCallMeMiss
21 3
19 Crossdressing, Transexual & Shemales Jul 13, 2018 15:52
Titty Tuesday
Titty Tuesday
 
rock345
28 9
4 Crossdressing, Transexual & Shemales Dec 19, 2023 09:57
Sissy in Chastity 2
Sissy in Chastity 2
 
Crossdresser69
29 6
20 Gay Jan 05, 2022 22:07
lets go to bed III
lets go to bed III
 
Liefbe
17 3
4 Crossdressing, Transexual & Shemales Mar 23, 2023 22:34
Pink and Red
Pink and Red
 
rock345
25 9
4 Crossdressing, Transexual & Shemales Dec 10, 2023 12:46
Peeing on pussy while in chastity
Peeing on pussy while in chastity
 
kinkycpl97
54 9
00:40 Watersports Sep 28, 2023 14:48
My chastity cages
My chastity cages
 
Dirxcom
28 6
7 CBT Nov 27, 2021 14:41
Sissy Sunday Funday
Sissy Sunday Funday
 
rock345
34 9
6 Crossdressing, Transexual & Shemales Feb 09, 2025 17:21
Chastity Time
Chastity Time
 
rock345
25 4
4 Crossdressing, Transexual & Shemales Jan 03, 2023 00:34
Sissy Playtime
Sissy Playtime
 
rock345
30 9
4 Crossdressing, Transexual & Shemales Sep 16, 2025 01:00
Happy St Paddy's Day
Happy St Paddy's Day
 
rock345
30 5
4 Crossdressing, Transexual & Shemales Mar 17, 2024 15:15
Green Sissy
Green Sissy
 
rock345
23 8
4 Crossdressing, Transexual & Shemales Jan 14, 2024 22:35
Sissy Snow White
Sissy Snow White
 
rock345
37 12
4 Crossdressing, Transexual & Shemales Jan 04, 2024 12:35
Bull balls in chastity
Bull balls in chastity
 
Kynodesme2
10 3
01:19 CBT Nov 23, 2021 13:15
i feel good in chastity
i feel good in chastity
 
bonstella
3 0
03:39 Crossdressing, Transexual & Shemales Dec 30, 2021 01:04
Sissy Play
Sissy Play
 
rock345
31 7
4 Crossdressing, Transexual & Shemales Nov 26, 2024 10:12
Sissy Titty Tuesday
Sissy Titty Tuesday
 
rock345
34 9
7 Crossdressing, Transexual & Shemales Aug 06, 2024 12:38
BB69D Chastity
BB69D Chastity
 
BB69D
35 11
12 Fetish May 16, 2017 14:15
Sissy Monday
Sissy Monday
 
rock345
33 8
4 Crossdressing, Transexual & Shemales Nov 06, 2023 10:34
New chastity cage
New chastity cage
 
uncutmember
11 7
7 CBT Feb 21, 2023 22:05
Chastity cage
Chastity cage
 
danamazur
20 7
4 CBT Jan 24, 2022 12:39
Pink Sunlight Sissy
Pink Sunlight Sissy
 
rock345
34 16
4 Crossdressing, Transexual & Shemales Feb 17, 2025 08:05
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