18+
Are you 18+ years old?
The content on this site is intended for a mature audience. Please confirm you are 18 or older before continuing. Read more about
how to protect your minors
.
I am 18 or older - Enter
I am under 18 - Exit
Username
Password
Forgot password?
Log In
Ready to join Adultism?
Sign Up
For a better experience on Adultism, enable JavaScript in your browser
Posts
Recent Uploads
Most Popular
Categories
Archives
People
All People
Online Now
Search
Hall of Fame
Search Results:
jack
Jack today
Jackkink
24
6
10
Males
Jul 29, 2023 15:31
Jacks back
Jackkink
29
17
13
Crossdressing, Transexual & Shemales
May 27, 2024 15:15
Naked jack
Jackkink
16
9
7
Males
Mar 26, 2024 19:00
Jack needs
Jackkink
43
14
6
Crossdressing, Transexual & Shemales
Mar 05, 2024 17:50
Jack’s black afternoon
Jackkink
22
9
11
Crossdressing, Transexual & Shemales
Nov 03, 2024 18:59
Jack fun
Jackkink
20
6
7
Crossdressing, Transexual & Shemales
Jan 16, 2024 16:05
Jack welcoming
Jackkink
15
4
7
Crossdressing, Transexual & Shemales
Jan 15, 2024 23:54
Jack nine
Jackkink
23
5
9
Crossdressing, Transexual & Shemales
Feb 14, 2024 20:35
strip and jackoff on a plate
dan3445
7
3
05:29
Masturbation & Toys
Jun 10, 2018 11:12
Just jacket
bigguyy3186
3
0
11
Males
Oct 18, 2023 12:26
Extra Jack
Jackkink
23
9
6
Crossdressing, Transexual & Shemales
Jan 03, 2024 18:05
Jack in white
Jackkink
36
12
7
Crossdressing, Transexual & Shemales
Nov 07, 2024 21:15
What do you think of the jacket?
Tina1989
498
134
6
Hotwife
Oct 22, 2024 12:03
Jack Friday
Jackkink
21
5
6
Crossdressing, Transexual & Shemales
Jan 05, 2024 16:40
Jack evening delights
Jackkink
28
6
9
Crossdressing, Transexual & Shemales
Aug 31, 2024 19:33
Jack’s dream
Jackkink
18
3
5
Crossdressing, Transexual & Shemales
Apr 06, 2025 18:38
Rub A Dub 2
Tellurideguy68
26
15
00:29
Males
Jun 05, 2025 22:48
Leather jacket
firestone55
18
5
20
Crossdressing, Transexual & Shemales
May 20, 2022 19:56
Jack Lace
Jackkink
12
2
7
Crossdressing, Transexual & Shemales
Jan 15, 2024 19:51
Sunday Jack
Jackkink
33
9
11
Crossdressing, Transexual & Shemales
Oct 29, 2023 16:56
My Jack & Jones's
Zuckyguy5
37
7
11
Males
Oct 16, 2024 06:10
Jack with and without
Jackkink
25
8
9
Crossdressing, Transexual & Shemales
Mar 06, 2025 13:27
I'm Jacking Off With Panties On 5
Damian40
3
0
02:28
Crossdressing, Transexual & Shemales
Dec 24, 2017 03:42
Jack wants
Jackkink
43
17
6
Crossdressing, Transexual & Shemales
Aug 19, 2023 21:41
Jack dilemma
Jackkink
38
11
6
Crossdressing, Transexual & Shemales
Apr 21, 2024 20:36
Jack undecided
Jackkink
23
3
5
Crossdressing, Transexual & Shemales
Apr 21, 2024 20:30
Well Jack
Jackkink
20
9
6
Costume & Uniforms
Feb 05, 2024 17:04
Jack decides
Jackkink
25
6
4
Males
Apr 21, 2024 20:27
Jack delights
Jackkink
22
6
5
Crossdressing, Transexual & Shemales
Jan 09, 2024 19:46
Jack all white
Jackkink
30
6
8
Crossdressing, Transexual & Shemales
Nov 17, 2024 18:25
Jacks heart
Jackkink
23
8
6
Crossdressing, Transexual & Shemales
Dec 30, 2023 19:36
Jack overnight stay
Jackkink
27
10
7
Crossdressing, Transexual & Shemales
Aug 30, 2024 22:46
Monday shopping outfit
Piercedangie
117
18
4
Latina
May 26, 2025 09:17
More Jack
Jackkink
17
1
9
Crossdressing, Transexual & Shemales
Dec 30, 2023 20:41
All white Jack
Jackkink
20
6
10
Crossdressing, Transexual & Shemales
Jan 03, 2024 18:02
Help Jack
Jackkink
18
2
8
Crossdressing, Transexual & Shemales
Apr 21, 2024 20:32
525 items
1
2
3
4
5
6
7
15
