Search Options

Videos for: sissy humiliation masculinity

Most Relevant
Cruelgirlfriend - Sissy Humiliation Dare Game
Cruelgirlfriend - Sissy Humiliation Dare Game
15:54
74%
8 years ago
96 214
Goddess Alexandra Snow - Sissy Transformation Training Part 1
Goddess Alexandra Snow - Sissy Transformation Training Part 1
17:46
76%
9 years ago
112 149
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
94%
8 years ago
48 696
Princess Rene - Cream Your Sissy Panties
Princess Rene - Cream Your Sissy Panties
8:17
86%
8 years ago
88 626
Candle Boxx, Addie Juniper - Caning Sissy Bitch
Candle Boxx, Addie Juniper - Caning Sissy Bitch
7:25
76%
8 years ago
31 222
Princess Ashleigh Transforms You into Her Perfect Panty
Princess Ashleigh Transforms You into Her Perfect Panty
7:39
92%
8 years ago
44 166
British bratz – Sissy Sold Into Porn
British bratz – Sissy Sold Into Porn
5:16
84%
8 years ago
39 344
Sissy Fag Maria Bondage Blowjob
Sissy Fag Maria Bondage Blowjob
5:43
100%
3 years ago
12 214
Goddess Valora – Goddess Valora’s Degrading Sissy Test
Goddess Valora – Goddess Valora’s Degrading Sissy Test
6:55
86%
8 years ago
67 529
Miss Melissa – Sissy Period
Miss Melissa – Sissy Period
8:38
85%
8 years ago
46 745
Princess Samantha - Number 1 Cock Loving Sissy
Princess Samantha - Number 1 Cock Loving Sissy
7:21
85%
8 years ago
27 539
Miss Mackenzie - Blackmailing My Loser Work Colleague
Miss Mackenzie - Blackmailing My Loser Work Colleague
7:00
83%
8 years ago
31 730
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%
9 years ago
27 254
BratPrincess - Amadahy, Jade - Sissy Whore Gets Out of Chastity
BratPrincess - Amadahy, Jade - Sissy Whore Gets Out of Chastity
17:04
71%
8 years ago
55 523
FemdomEmpire - Marley Brinx - Sissy Clit Makeover
FemdomEmpire - Marley Brinx - Sissy Clit Makeover
9:32
87%
6 years ago
51 011
Kelle Martina – Little Panty Boner Boy
Kelle Martina – Little Panty Boner Boy
10:01
82%
8 years ago
84 377
MisstressTangent - Advanced Strapon Lecture
MisstressTangent - Advanced Strapon Lecture
9:52
80%
8 years ago
71 388
Sasha Adams - Sissy Cock Sucking Training
Sasha Adams - Sissy Cock Sucking Training
6:18
83%
8 years ago
42 453
Humiliatrix - Miss Kendra Begins Your Transformation into Her Chastity Sissy
Humiliatrix - Miss Kendra Begins Your Transformation into Her Chastity Sissy
10:13
85%
9 years ago
47 132
Bratprincess – Christina, Khloe – Sissy Faggot Denied Monthly Release after Edging
Bratprincess – Christina, Khloe – Sissy Faggot Denied Monthly Release after Edging
11:39
66%
8 years ago
23 887
The Mistress B - Less Think More Pink
The Mistress B - Less Think More Pink
8:21
92%
8 years ago
35 549
FemdomEmpire - Adriana Chechik - Sissy Slut Makeover
FemdomEmpire - Adriana Chechik - Sissy Slut Makeover
9:34
100%
8 years ago
37 298
Amazon Goddess Harley – Sissigasm Seminar
Amazon Goddess Harley – Sissigasm Seminar
6:10
84%
8 years ago
112 760
Lady Nina Leigh – Fat sissy slim-down
Lady Nina Leigh – Fat sissy slim-down
10:33
100%
8 years ago
12 465
Sissy Bisexual Porn Videos, Sissy Diaper Boy
Sissy Bisexual Porn Videos, Sissy Diaper Boy
4:21
100%
9 years ago
8 983
Humiliatrix - Becky Demonstrates Naughty Sissy Punishment on Princess Tiffani
Humiliatrix - Becky Demonstrates Naughty Sissy Punishment on Princess Tiffani
8:12
87%
8 years ago
30 344
Mistress Lola Ruin - Pretty Pink Panty Tease
Mistress Lola Ruin - Pretty Pink Panty Tease
11:43
75%
8 years ago
15 957
Amateur Homemade Porn - Sissy Fuckslut
Amateur Homemade Porn - Sissy Fuckslut
4:41
87%
8 years ago
14 508
Fuck My Sissy Ass Cum Down my Throat
Fuck My Sissy Ass Cum Down my Throat
10:28
100%
3 years ago
13 822
sissy plays for cam girl and eats his cum
sissy plays for cam girl and eats his cum
6:12
0%
7 months ago
486
Sissy Boys Dresses Movies, Sissy Boy Gif
Sissy Boys Dresses Movies, Sissy Boy Gif
2:36
100%
9 years ago
12 804
Sissy Training Sissy Hypnosis Permanently Limp Sissy Penis Trainer
Sissy Training Sissy Hypnosis Permanently Limp Sissy Penis Trainer
10:50
100%
1 year ago
9 743
FemdomEmpire - Ally Tate - Edging Sissy Dick
FemdomEmpire - Ally Tate - Edging Sissy Dick
13:41
100%
8 years ago
36 538
CD Sissy
CD Sissy
5:45
100%
7 years ago
19 835
Sissy Anal Slut PMV 2017
Sissy Anal Slut PMV 2017
3:56
90%
8 years ago
21 712
Bi Sissy Femdom Porn Videos, Cuckold Sissy Boy
Bi Sissy Femdom Porn Videos, Cuckold Sissy Boy
5:59
80%
9 years ago
19 093
Sissy Boys, Sissy Boy Porno Video
Sissy Boys, Sissy Boy Porno Video
1:39
100%
9 years ago
7 003
Sissy Free Porn, Sissy Boy Online
Sissy Free Porn, Sissy Boy Online
3:40
100%
9 years ago
12 206
Porno Sissy Boys, Sissy Boy Anal
Porno Sissy Boys, Sissy Boy Anal
3:46
90%
9 years ago
18 943
Sissy Bedtime
Sissy Bedtime
11:09
90%
9 years ago
35 008
sissy heather
sissy heather
0:16
0%
9 years ago
5 522
Sissy Cum Love Loop
Sissy Cum Love Loop
9:09
78%
8 years ago
22 997
Sissy Slut Naomi from Cleveland
Sissy Slut Naomi from Cleveland
8:43
0%
5 months ago
196
Sissy Swallow
Sissy Swallow
8:41
100%
8 years ago
13 357
Sissy Obsession part 2
Sissy Obsession part 2
3:44
100%
8 years ago
16 243
Censored Sissy Porn, Sissy Boy Slave
Censored Sissy Porn, Sissy Boy Slave
2:47
50%
9 years ago
17 891
Sissy Slut State
Sissy Slut State
5:07
87%
7 years ago
18 864
[Femdom 2019] Mistress - T - Fetish Fuckery - High Class Sissy Trained
[Femdom 2019] Mistress - T - Fetish Fuckery - High Class Sissy Trained
20:15
100%
6 years ago
44 095
Sissy Hypno Addiction Zero
Sissy Hypno Addiction Zero
30:58
83%
8 years ago
16 935
Sissy Hypno Addiction HD
Sissy Hypno Addiction HD
34:13
90%
8 years ago
25 274
Ellie Idol - Give in to the Gay
Ellie Idol - Give in to the Gay
8:10
88%
9 years ago
84 800
Censored Sissy BBC
Censored Sissy BBC
5:50
75%
8 years ago
36 874
Sissy Boy Video, Porno Online Sissy Boy
Sissy Boy Video, Porno Online Sissy Boy
5:20
0%
9 years ago
7 402
Mary Cain - Cock Loving Sissy Whore
Mary Cain - Cock Loving Sissy Whore
21:03
90%
8 years ago
30 422
Sissy Boy Porn Video, Sissy Boy Sexy
Sissy Boy Porn Video, Sissy Boy Sexy
12:08
0%
9 years ago
5 707