Categories
Featured
Pornstars
Channels
ThePornDude
Categories
Featured Videos
Pornstars
Channels
×
Sissy Discipline
Sissy Vinny Videos
Sissy
Sissy On Sissy
Hd Videos
Sissy Sissy Training
Femdom
Sissy Sissy Slave
Domination
Sissy Sissy In Heat
Bdsm
Sissy Sissy Slut
Pov
Sissy Sissy
Bisexual
Top
New
Sissy Videos
3:38
I bought you a special outfit to wear
10 years ago
3:41
You're going to look so cute as a pretty little princess
10 years ago
5:25
I can't wait to see you dresses as a girl
10 years ago
77:25
POV Cuckold vol 25
1 year ago
4:34
You look pretty cute in girl's clothes
11 years ago
6:34
You are just a girly little bitch boy
9 years ago
3:15
I am going to make you dress up like a princess
10 years ago
4:02
You're just a little bitch girly boy
10 years ago
3:45
You are now a sexy woman like us
10 years ago
2:47
You're just a girly little bitch boy
10 years ago
2:26
You can be our personal dress up doll
10 years ago
3:20
Lets see what you look like dressed as a princess
9 years ago
3:28
We are going to humiliate you in public so bad
10 years ago
67:34
PO Cuckold volume 4
6 months ago
3:33
You're going to look much better dressed as a girl
11 years ago
3:07
We'll teach you how to be a real woman
10 years ago
4:09
You have to be punished right out in public
9 years ago
6:46
I will make you crossdress out in public
7 years ago
4:10
You can be our new little crossdressing slut
9 years ago
6:08
We should make you crossdress in public
8 years ago
2:59
Taking you out in public dressed as a princess
11 years ago
4:36
I know you have been stealing my clothes
10 years ago
2:11
Making your go out in public in a pretty pink dress
10 years ago
4:28
Your going to look so cute as a pretty little princess
10 years ago
5:45
We will make you crossdress in public
8 years ago
1:43
I laid out a hot little outfit for you to wear
10 years ago
3:30
I put out some hot clothes for you to wear
10 years ago
3:00
We are going to make you walk around dressed as a slut
9 years ago
1:45
You look so pretty dressed as a girl
11 years ago
3:39
We know you have been stealing our clothes
10 years ago
2:16
Dressing as a girl really suites you
10 years ago
6:48
I will take you on a girls night out
2 years ago
1:53
Have you been trying on our clothes?
11 years ago
60:35
Facesitters in Heat Volume 3
3 years ago
8:24
Bend over and take your punishment
11 years ago
3:00
Caught trying on you sisters clothes
11 years ago
2:59
Have you been trying on our clothes
11 years ago
2:14
Making You Put On Girls Clothes
11 years ago
3:06
I want to show all my friend how pathetic you look
11 years ago
2:48
I laid out a dress for you to wear
11 years ago
3:08
You look so pathetic dressed as a girl
10 years ago
4:12
Put on this hot little cocktail dress for me
9 years ago
6:16
We know you secretly try on our clothes
8 years ago
1:41
Making you put on a pair of my stockings
10 years ago
1:55
I know you have been trying on my clothes
10 years ago
52:15
Cuckold Fantasies Volume 26
3 years ago
79:57
Cuckold Fantasies Volume 3
3 years ago
80:12
Cuckold Fantasies Volume 1
3 years ago
46:22
Cuckold Fantasies volume 23
6 months ago
80:41
Cuckold Fantasies Volume 9
2 years ago
84:01
Cuckold Fantasies Volume 5
3 years ago
79:33
Fade Into Ass
3 years ago
1:31
Sissification Made To Crossdress
11 years ago
45:24
Facesitters in Heat volume 17
2 years ago
1:02
Trap Girl with Skirt Show the Big Dick Surprise
5 months ago
61:02
Facesitters in Heat volume 27
2 years ago
2:09
Cumshot on the Mirror Beautiful Shemale Sammy
1 year ago
55:05
Facesitters in Heat volume 14
2 years ago
60:21
Best of Facesitting volume 7
3 years ago
56:29
Facesitters in Heat volume 7
2 years ago
2:53
Want us to dress you up like a little girl
11 years ago
81:19
POV Cuckold volume 15
3 years ago
67:55
POV Cuckold volume 39
2 years ago
57:29
Facesitters in Heat Volume 6
2 years ago
55:23
POV Cuckold vol 34
1 year ago
59:59
Worship my Latina Ass
2 years ago
10:36
Dressed like a woman and whipped
10 years ago
32:44
21 SEXTREME - CURVY MATURE GRANNIES COMPILATION! HOT TEENS FUCK LESBIAN GILFs!
2 years ago
2:04
You know you love crossdressing
11 years ago
13:55
Lets find a big cock for your virgin ass
9 years ago
11:42
Dressed in womens panties and whipped
9 years ago
3:02
You will look good in my clothes
11 years ago
2:23
I'm going to turn you into a princess
11 years ago
3:25
Smallest Dick in the World Cumming
2 years ago
3:17
Not My step brother is a total pervert
10 years ago
3:08
You are going to make the prettiest girl
11 years ago
3:58
Sammy Happy for her new Toy - HONEY PLAY BOX
9 months ago
60:46
POV Cuckold Volume 43
2 years ago
9:08
Two dommes put you in a world of pain
9 years ago
3:09
Dressing you up like a slut
11 years ago
2:08
Dressing you up like a little fem girl
11 years ago
4:02
We need to embarrass you in public
8 years ago
1:15
Cuckold Fantasies 27 Raven Bay Cuckold Creampie Eating Whipping Foot Worshi
5 years ago
4:24
I knew you'd love dressing in women's clothes
10 years ago
12:55
Sexy Teen Is Ready To Be Initiated By A Mature Woman
2 years ago
1:49
I'll make you into a pretty little bitch boy
10 years ago
11:54
We are going to whip your ass so fucking hard
8 years ago
2:58
You want to be my fem bitch
11 years ago
5:07
Dressing like a sexy slut makes you hard doesn't it?
10 years ago
3:42
You love being my little dress up doll dont you
9 years ago
72:53
POV Cuckold volume 42
2 years ago
56:27
Facesitters in Heat volume 20
2 years ago
5:08
Lets see if you can fit in this sexy little dress
9 years ago
2:22
You really shouldn't dress in men's clothes anymore
10 years ago
4:05
We will make you crossdress and then go to a dive bar
8 years ago
3:30
You're going to look hot in a bra and panties
10 years ago
7:05
Crossdressing humiliation will be your punishment
8 years ago
2:48
Be our little crossdressing whore
11 years ago
2:14
I got you a sexy little outfit and a butt plug
10 years ago
3:12
You love it when I treat you like a fem bitch
10 years ago
1:54
You look pretty hot in women's clothes!
10 years ago
4:34
We are going to publically embarrass our boy toy
7 years ago
6:53
I will dress you up like a girl and take you out in public
8 years ago
3:16
How would you like us to use you as our dress up doll
9 years ago
3:33
Making you go to the bar dress as a total slut
10 years ago
2:53
I am going to make you my fem bitch
11 years ago
12:09
Sex Tape Fucking My Hot Petite GF In The Shower
2 years ago
3:06
Dressing you up like a pretty little whore
10 years ago
1:47
Want us to dress you up like a girl
11 years ago
4:26
You look good dressed as a sexy woman
10 years ago
3:17
You know you want to be my personal bitch
10 years ago
3:08
You look cute in panties and a wig
11 years ago
4:28
Dressing you up like a little slut is so fun
9 years ago
4:25
Turning you into a pretty little whore
10 years ago
4:08
I think you will make a really cute little princess
9 years ago
2:14
Dressing you like a girl is going to be fun
10 years ago
4:29
I bought you a pair of panties and a vibrator
10 years ago
3:13
Lets see what you look like dressed as a girl
10 years ago
2:52
Dressing you up like a slut
11 years ago
3:11
You look really sexy in womens clothes
10 years ago
‹ Previous
1
2
3
4
5
6
7
8
9
10
Next ›