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:
crossdressing
crossdressing with jay
terryandjay
28
8
01:28
Crossdressing, Transexual & Shemales
Dec 14, 2023 14:13
Sissy puppy exposes and wanks
MaskedSatanicDrag
12
1
18
Crossdressing, Transexual & Shemales
Feb 07, 2023 06:56
dressed and aching
pasthisprime
21
11
13
Crossdressing, Transexual & Shemales
Jul 10, 2025 01:07
Dressing in one of my favorite outfits
Legpervert77
45
12
10
Crossdressing, Transexual & Shemales
Apr 20, 2025 20:16
CROSSDRESSING FUN 4
jester2379
37
17
12
Crossdressing, Transexual & Shemales
Dec 18, 2024 22:07
crossdressing
fabrixx
33
5
15
Crossdressing, Transexual & Shemales
Nov 04, 2021 12:12
Sissy me
amazement
21
3
5
Crossdressing, Transexual & Shemales
Oct 18, 2025 03:55
Crossdressing_19㋡
Lucio
24
7
12
Crossdressing, Transexual & Shemales
Jul 03, 2022 08:37
I like Crossdressing ......
Standard11
29
13
16
Crossdressing, Transexual & Shemales
Sep 10, 2024 08:47
Me. pretending to be bound with my little friend shoving his cock down my helpless throat
yagguy
13
3
02:21
Bisexual
Sep 12, 2025 00:06
Stockings, underwear, dress ... crossdressing
Atimor
25
6
13
Crossdressing, Transexual & Shemales
Mar 23, 2024 07:29
crossdressing with my dick erect
wallyisback
1
0
08:42
Crossdressing, Transexual & Shemales
Jan 11, 2025 14:59
Summer Dress (Part 1)
Legpervert77
19
4
19
Crossdressing, Transexual & Shemales
May 25, 2025 23:18
Crossdressing
christinedwt
17
1
15
Crossdressing, Transexual & Shemales
Jun 03, 2019 14:32
My cock and tits vid
yagguy
16
8
01:39
Crossdressing, Transexual & Shemales
Jun 06, 2025 22:22
Sissy Woods
rock345
30
7
16
Crossdressing, Transexual & Shemales
Dec 27, 2024 09:19
Ass fuck by my little friend
yagguy
24
8
01:27
Bisexual
Jul 18, 2025 05:25
Crossdressing part 1
jester2379
50
13
11
Crossdressing, Transexual & Shemales
Jan 06, 2025 18:48
Little friend in front, little friend in rear
yagguy
18
10
01:20
Crossdressing, Transexual & Shemales
Jun 16, 2025 22:36
crossdressing...
WALLYISNUDE
4
1
03:58
Gay
Jan 06, 2023 16:28
61old crossdressing in thong and pj bottoms
bigguyy3186
3
2
16
Crossdressing, Transexual & Shemales
Jan 13, 2025 11:12
Crossdressing
Dirxcom
36
13
5
Crossdressing, Transexual & Shemales
Apr 04, 2022 18:49
Just having some dressup fun
Tazman66
26
16
8
Crossdressing, Transexual & Shemales
Oct 16, 2024 10:55
crossdressing fun for mistress
YouCallMeMiss
11
3
02:09
Gay
Mar 31, 2023 16:06
Playing In Wife's Wedding Dress
Legpervert77
24
7
8
Crossdressing, Transexual & Shemales
Apr 17, 2025 20:59
Extreme kinky crossdressing masoslut e-stim
kinkymasoslut
5
1
10:12
Males
Mar 01, 2021 15:46
New bra and skirt
LTFeel
34
18
8
Crossdressing, Transexual & Shemales
Aug 29, 2025 13:45
sissy fun. .
simmo27
12
3
9
Crossdressing, Transexual & Shemales
Nov 02, 2025 08:49
CROSSDRESSING BIKINI
jester2379
35
9
9
Crossdressing, Transexual & Shemales
Jul 31, 2024 19:00
Crossdressing
Ulli58
14
3
4
Crossdressing, Transexual & Shemales
Nov 05, 2020 11:42
Crossdressing_18㋡
Lucio
16
4
8
Crossdressing, Transexual & Shemales
May 25, 2022 17:06
Crossdressing
Mollzluv77
10
3
00:41
Crossdressing, Transexual & Shemales
May 02, 2018 05:41
Housekeeping in Heatvave
duisuidu
9
1
10
Crossdressing, Transexual & Shemales
Jul 05, 2025 14:54
News in March 25
satadur
12
3
5
Crossdressing, Transexual & Shemales
Mar 17, 2025 15:49
Soska!
selfpissingboy
3
1
16
Crossdressing, Transexual & Shemales
Apr 16, 2025 21:28
May 2025
buttons
41
12
14
Crossdressing, Transexual & Shemales
May 21, 2025 08:35
174 items
1
2
3
4
5
