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Search Results: sissy

Sissy Woods
Sissy Woods
 
rock345
35 8
11 Crossdressing, Transexual & Shemales Aug 22, 2024 15:11
Sissy
Sissy
 
Tony529
53 23
4 Crossdressing, Transexual & Shemales Jul 15, 2023 08:47
The sissy is being trained by her master in the park
The sissy is being trained by her master in the park
 
dreamingdown
42 9
03:11 Crossdressing, Transexual & Shemales Jul 19, 2025 00:59
New sissy gear
New sissy gear
 
Tnglvr
33 14
5 Crossdressing, Transexual & Shemales Jul 20, 2025 14:48
Sissy Bear CDeniella
Sissy Bear CDeniella
 
crossdresserCDeniella
18 6
5 Crossdressing, Transexual & Shemales Oct 02, 2025 00:01
Sissy Gimp Suck
Sissy Gimp Suck
 
MySissyToy
16 3
00:30 Crossdressing, Transexual & Shemales Jul 05, 2025 17:23
Daddy's Sissy
Daddy's Sissy
 
spanklvr
116 65
7 Crossdressing, Transexual & Shemales Nov 01, 2024 21:13
Arab Sissy Boy
Arab Sissy Boy
 
ArabSissyBoy
9 1
9 Gay Apr 26, 2023 17:18
Green Sissy
Green Sissy
 
rock345
23 8
4 Crossdressing, Transexual & Shemales Jan 14, 2024 22:35
sissy cum
sissy cum
 
dreamingdown
58 21
01:28 Crossdressing, Transexual & Shemales Jul 23, 2024 13:07
Arab sissy boy
Arab sissy boy
 
ArabSissyBoy
13 1
20 Crossdressing, Transexual & Shemales Jul 24, 2023 01:34
Sissy barbie playing dress up
Sissy barbie playing dress up
 
will4sex69
10 4
8 Crossdressing, Transexual & Shemales Sep 12, 2025 17:18
Arab Sissy Boy
Arab Sissy Boy
 
ArabSissyBoy
9 4
00:28 Gay May 02, 2023 19:42
Sissy Monday
Sissy Monday
 
rock345
26 8
4 Crossdressing, Transexual & Shemales Nov 13, 2023 10:20
Sissy Play
Sissy Play
 
rock345
31 7
4 Crossdressing, Transexual & Shemales Nov 26, 2024 10:12
Sissy peckey crossdresser
Sissy peckey crossdresser
 
analboyinpink
26 5
20 Crossdressing, Transexual & Shemales Jul 25, 2024 08:34
Sissy getting ready
Sissy getting ready
 
will4sex69
14 6
00:36 Gay Jun 07, 2023 19:18
Sissy over the years
Sissy over the years
 
will4sex69
22 6
6 Gay Jan 08, 2025 21:04
Arab Sissy Boy
Arab Sissy Boy
 
ArabSissyBoy
5 3
00:21 Gay Apr 27, 2023 17:24
Sissy Bear CDeniella
Sissy Bear CDeniella
 
crossdresserCDeniella
19 6
4 Crossdressing, Transexual & Shemales Sep 30, 2025 00:13
Sissy
Sissy
 
Ashley1974
40 16
5 Crossdressing, Transexual & Shemales Feb 08, 2024 18:53
Sissy barbies naughty
Sissy barbies naughty
 
will4sex69
21 13
5 CBT Aug 01, 2024 19:46
sissy panties
sissy panties
 
sissysarah69
21 2
6 Crossdressing, Transexual & Shemales Dec 10, 2023 14:03
Sissy cuckold hubby
Sissy cuckold hubby
 
Cuckoldcouple1
166 45
03:14 Pegging Jun 23, 2023 18:13
Sissy slut
Sissy slut
 
Hotslutboy
101 24
4 Crossdressing, Transexual & Shemales Sep 21, 2023 22:52
em nufy ssiSSissy me
em nufy ssiSSissy me
 
amazement
33 8
4 Crossdressing, Transexual & Shemales May 15, 2025 12:05
Arab sissy boy
Arab sissy boy
 
ArabSissyBoy
13 2
8 Crossdressing, Transexual & Shemales May 01, 2023 07:42
Sissy barbies Saturday
Sissy barbies Saturday
 
will4sex69
17 9
10 Gay Jun 22, 2024 21:32
Arab sissy boy
Arab sissy boy
 
ArabSissyBoy
10 2
00:21 Crossdressing, Transexual & Shemales May 01, 2023 19:30
Sissy Snow White
Sissy Snow White
 
rock345
37 12
4 Crossdressing, Transexual & Shemales Jan 04, 2024 12:35
Sissy pee
Sissy pee
 
dreamingdown
40 8
01:15 Crossdressing, Transexual & Shemales Jul 18, 2024 14:42
Being sissy hairy again
Being sissy hairy again
 
amazement
8 6
4 Crossdressing, Transexual & Shemales Sep 01, 2025 04:08
Sissy Woods
Sissy Woods
 
rock345
19 5
4 Crossdressing, Transexual & Shemales Nov 08, 2023 10:13
Wetting!! Sissy Vinnessa
Wetting!! Sissy Vinnessa
 
MySissyToy
8 1
00:18 Gay Jul 06, 2025 17:11
Red Sissy
Red Sissy
 
rock345
38 12
4 Crossdressing, Transexual & Shemales Aug 16, 2025 02:35
Me Dominik Fuck my Sissy Ass with Big Cock Toy
Me Dominik Fuck my Sissy Ass with Big Cock Toy
 
ludalud
43 4
13 Crossdressing, Transexual & Shemales Oct 31, 2025 12:16
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