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