Search Options

Videos for: turn $1 (and a sissy) into $1000 challenge

Most Relevant
FemdomEmpire - Adriana Chechik - Sissy Slut Makeover
FemdomEmpire - Adriana Chechik - Sissy Slut Makeover
9:34
100%
6 years ago
34 463
British bratz – Sissy Sold Into Porn
British bratz – Sissy Sold Into Porn
5:16
80%
6 years ago
32 598
Candle Boxx, Addie Juniper - Caning Sissy Bitch
Candle Boxx, Addie Juniper - Caning Sissy Bitch
7:25
83%
6 years ago
25 579
Goddess Alexandra Snow - Sissy Transformation Training Part 1
Goddess Alexandra Snow - Sissy Transformation Training Part 1
17:46
77%
7 years ago
95 384
Sissy Fag Maria Bondage Blowjob
Sissy Fag Maria Bondage Blowjob
5:43
100%
1 year ago
10 979
Princess Rene - Cream Your Sissy Panties
Princess Rene - Cream Your Sissy Panties
8:17
87%
6 years ago
78 405
Humiliatrix - Princess Remi - You Will Wear a Sissy Plug and Humiliation Panties
Humiliatrix - Princess Remi - You Will Wear a Sissy Plug and Humiliation Panties
8:25
93%
6 years ago
42 712
Princess Samantha - Number 1 Cock Loving Sissy
Princess Samantha - Number 1 Cock Loving Sissy
7:21
88%
6 years ago
24 715
Sasha Adams - Sissy Cock Sucking Training
Sasha Adams - Sissy Cock Sucking Training
6:18
82%
6 years ago
36 180
Sissy Bisexual Porn Videos, Sissy Diaper Boy
Sissy Bisexual Porn Videos, Sissy Diaper Boy
4:21
0%
7 years ago
7 705
BratPrincess - Amadahy, Jade - Sissy Whore Gets Out of Chastity
BratPrincess - Amadahy, Jade - Sissy Whore Gets Out of Chastity
17:04
81%
6 years ago
45 867
FemdomEmpire - Marley Brinx - Sissy Clit Makeover
FemdomEmpire - Marley Brinx - Sissy Clit Makeover
9:32
85%
4 years ago
40 766
Goddess Valora – Goddess Valora’s Degrading Sissy Test
Goddess Valora – Goddess Valora’s Degrading Sissy Test
6:55
85%
6 years ago
58 488
Amateur Homemade Porn - Sissy Fuckslut
Amateur Homemade Porn - Sissy Fuckslut
4:41
87%
6 years ago
12 584
Sissy Boys Dresses Movies, Sissy Boy Gif
Sissy Boys Dresses Movies, Sissy Boy Gif
2:36
100%
7 years ago
10 871
The Mistress B - Less Think More Pink
The Mistress B - Less Think More Pink
8:21
92%
6 years ago
32 272
Sissy Free Porn, Sissy Boy Online
Sissy Free Porn, Sissy Boy Online
3:40
100%
7 years ago
10 848
Bi Sissy Femdom Porn Videos, Cuckold Sissy Boy
Bi Sissy Femdom Porn Videos, Cuckold Sissy Boy
5:59
87%
7 years ago
16 433
Miss Melissa – Sissy Period
Miss Melissa – Sissy Period
8:38
82%
6 years ago
39 576
FemdomEmpire - Ally Tate - Edging Sissy Dick
FemdomEmpire - Ally Tate - Edging Sissy Dick
13:41
100%
6 years ago
33 415
MisstressTangent - Advanced Strapon Lecture
MisstressTangent - Advanced Strapon Lecture
9:52
79%
6 years ago
57 940
Bratprincess – Christina, Khloe – Sissy Faggot Denied Monthly Release after Edging
Bratprincess – Christina, Khloe – Sissy Faggot Denied Monthly Release after Edging
11:39
66%
6 years ago
21 922
Sissy Boys, Sissy Boy Porno Video
Sissy Boys, Sissy Boy Porno Video
1:39
100%
7 years ago
5 995
Porno Sissy Boys, Sissy Boy Anal
Porno Sissy Boys, Sissy Boy Anal
3:46
90%
7 years ago
16 735
Miss Mackenzie - Blackmailing My Loser Work Colleague
Miss Mackenzie - Blackmailing My Loser Work Colleague
7:00
83%
6 years ago
27 834
Censored Sissy Porn, Sissy Boy Slave
Censored Sissy Porn, Sissy Boy Slave
2:47
57%
7 years ago
15 790
Amazon Goddess Harley – Sissigasm Seminar
Amazon Goddess Harley – Sissigasm Seminar
6:10
82%
6 years ago
102 016
Sissy Anal Slut PMV 2017
Sissy Anal Slut PMV 2017
3:56
90%
6 years ago
19 218
[Femdom 2019] Mistress - T - Fetish Fuckery - High Class Sissy Trained
[Femdom 2019] Mistress - T - Fetish Fuckery - High Class Sissy Trained
20:15
100%
4 years ago
36 411
Fuck My Sissy Ass Cum Down my Throat
Fuck My Sissy Ass Cum Down my Throat
10:28
100%
1 year ago
12 086
Humiliatrix - Kendra Tells Your Girlfriend You're a Sissy Then Makes You Prove It
Humiliatrix - Kendra Tells Your Girlfriend You're a Sissy Then Makes You Prove It
10:15
100%
7 years ago
23 426
Sissy Boy Porn Video, Sissy Boy Sexy
Sissy Boy Porn Video, Sissy Boy Sexy
12:08
0%
7 years ago
4 914
Sissy Boy Video, Porno Online Sissy Boy
Sissy Boy Video, Porno Online Sissy Boy
5:20
0%
7 years ago
6 490
CD Sissy
CD Sissy
5:45
100%
5 years ago
18 881
Lady Nina Leigh – Fat sissy slim-down
Lady Nina Leigh – Fat sissy slim-down
10:33
100%
6 years ago
11 337
Sissy Boy Porn, Sissy Boy Photo
Sissy Boy Porn, Sissy Boy Photo
3:53
66%
7 years ago
10 443
Sissy Swallow
Sissy Swallow
8:41
100%
6 years ago
12 049
Sissy Porn Cartoon, Kak Sdrlali Menq Sissy Boy
Sissy Porn Cartoon, Kak Sdrlali Menq Sissy Boy
4:34
100%
7 years ago
9 198
Sissy Bedtime
Sissy Bedtime
11:09
100%
7 years ago
30 519
sissy heather
sissy heather
0:16
0%
7 years ago
5 005
Humiliatrix - Becky Demonstrates Naughty Sissy Punishment on Princess Tiffani
Humiliatrix - Becky Demonstrates Naughty Sissy Punishment on Princess Tiffani
8:12
50%
6 years ago
25 445
Mistress Lola Ruin - Pretty Pink Panty Tease
Mistress Lola Ruin - Pretty Pink Panty Tease
11:43
100%
6 years ago
14 652
Sissy Cum Love Loop
Sissy Cum Love Loop
9:09
66%
6 years ago
19 769
Sissy Photos Porn, Feminization Sissy Boy
Sissy Photos Porn, Feminization Sissy Boy
7:12
100%
7 years ago
13 128
Torrent Sissy Boy Porn, Femdom Sissy Boy
Torrent Sissy Boy Porn, Femdom Sissy Boy
21:01
62%
7 years ago
26 435
Sissy Porn Pics, Sissy Boy Teen
Sissy Porn Pics, Sissy Boy Teen
19:58
42%
7 years ago
28 616
Sissy Crossdresser Porn, Sissy Boy Tumblr
Sissy Crossdresser Porn, Sissy Boy Tumblr
27:04
75%
7 years ago
43 040
Sissy Obsession part 2
Sissy Obsession part 2
3:44
100%
6 years ago
14 444
Sissy Hypno Addiction Zero
Sissy Hypno Addiction Zero
30:58
80%
6 years ago
15 011
Sissy Hypno Addiction HD
Sissy Hypno Addiction HD
34:13
88%
6 years ago
22 222
Sissy Cuckold Porn, Sissy Boy Bbc
Sissy Cuckold Porn, Sissy Boy Bbc
2:59
100%
7 years ago
28 747
Sissy Boys Trainer Pictures, Sissy Boy Mortus
Sissy Boys Trainer Pictures, Sissy Boy Mortus
8:08
55%
7 years ago
9 445
Sissy Slut State
Sissy Slut State
5:07
86%
5 years ago
17 407
Censored Sissy BBC
Censored Sissy BBC
5:50
75%
6 years ago
34 148
Mary Cain - Cock Loving Sissy Whore
Mary Cain - Cock Loving Sissy Whore
21:03
93%
6 years ago
26 874