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
96 372
Goddess Alexandra Snow - Sissy Transformation Training Part 1
Goddess Alexandra Snow - Sissy Transformation Training Part 1
17:46
76%
9 years ago
112 569
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
48 877
Princess Rene - Cream Your Sissy Panties
Princess Rene - Cream Your Sissy Panties
8:17
86%
8 years ago
88 990
Candle Boxx, Addie Juniper - Caning Sissy Bitch
Candle Boxx, Addie Juniper - Caning Sissy Bitch
7:25
76%
8 years ago
31 371
Princess Ashleigh Transforms You into Her Perfect Panty
Princess Ashleigh Transforms You into Her Perfect Panty
7:39
92%
8 years ago
44 227
British bratz – Sissy Sold Into Porn
British bratz – Sissy Sold Into Porn
5:16
84%
8 years ago
39 623
Goddess Valora – Goddess Valora’s Degrading Sissy Test
Goddess Valora – Goddess Valora’s Degrading Sissy Test
6:55
83%
8 years ago
67 755
Sissy Fag Maria Bondage Blowjob
Sissy Fag Maria Bondage Blowjob
5:43
100%
4 years ago
12 252
Miss Melissa – Sissy Period
Miss Melissa – Sissy Period
8:38
85%
8 years ago
46 937
Princess Samantha - Number 1 Cock Loving Sissy
Princess Samantha - Number 1 Cock Loving Sissy
7:21
85%
8 years ago
27 589
Miss Mackenzie - Blackmailing My Loser Work Colleague
Miss Mackenzie - Blackmailing My Loser Work Colleague
7:00
83%
8 years ago
31 795
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
27 383
BratPrincess - Amadahy, Jade - Sissy Whore Gets Out of Chastity
BratPrincess - Amadahy, Jade - Sissy Whore Gets Out of Chastity
17:04
71%
8 years ago
55 838
FemdomEmpire - Marley Brinx - Sissy Clit Makeover
FemdomEmpire - Marley Brinx - Sissy Clit Makeover
9:32
88%
6 years ago
51 158
Sasha Adams - Sissy Cock Sucking Training
Sasha Adams - Sissy Cock Sucking Training
6:18
83%
8 years ago
42 782
Kelle Martina – Little Panty Boner Boy
Kelle Martina – Little Panty Boner Boy
10:01
82%
8 years ago
84 659
MisstressTangent - Advanced Strapon Lecture
MisstressTangent - Advanced Strapon Lecture
9:52
80%
8 years ago
71 685
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
23 924
Humiliatrix - Miss Kendra Begins Your Transformation into Her Chastity Sissy
Humiliatrix - Miss Kendra Begins Your Transformation into Her Chastity Sissy
10:13
86%
9 years ago
47 299
FemdomEmpire - Adriana Chechik - Sissy Slut Makeover
FemdomEmpire - Adriana Chechik - Sissy Slut Makeover
9:34
100%
8 years ago
37 366
Amazon Goddess Harley – Sissigasm Seminar
Amazon Goddess Harley – Sissigasm Seminar
6:10
84%
8 years ago
113 090
The Mistress B - Less Think More Pink
The Mistress B - Less Think More Pink
8:21
92%
8 years ago
35 689
Lady Nina Leigh – Fat sissy slim-down
Lady Nina Leigh – Fat sissy slim-down
10:33
100%
8 years ago
12 486
Sissy Bisexual Porn Videos, Sissy Diaper Boy
Sissy Bisexual Porn Videos, Sissy Diaper Boy
4:21
100%
10 years ago
9 024
Humiliatrix - Becky Demonstrates Naughty Sissy Punishment on Princess Tiffani
Humiliatrix - Becky Demonstrates Naughty Sissy Punishment on Princess Tiffani
8:12
87%
8 years ago
30 493
Mistress Lola Ruin - Pretty Pink Panty Tease
Mistress Lola Ruin - Pretty Pink Panty Tease
11:43
75%
8 years ago
15 982
Amateur Homemade Porn - Sissy Fuckslut
Amateur Homemade Porn - Sissy Fuckslut
4:41
87%
8 years ago
14 634
Fuck My Sissy Ass Cum Down my Throat
Fuck My Sissy Ass Cum Down my Throat
10:28
100%
4 years ago
13 985
sissy plays for cam girl and eats his cum
sissy plays for cam girl and eats his cum
6:12
0%
9 months ago
560
Sissy Boys Dresses Movies, Sissy Boy Gif
Sissy Boys Dresses Movies, Sissy Boy Gif
2:36
100%
10 years ago
12 929
Sissy Training Sissy Hypnosis Permanently Limp Sissy Penis Trainer
Sissy Training Sissy Hypnosis Permanently Limp Sissy Penis Trainer
10:50
100%
2 years ago
9 945
FemdomEmpire - Ally Tate - Edging Sissy Dick
FemdomEmpire - Ally Tate - Edging Sissy Dick
13:41
100%
8 years ago
36 618
CD Sissy
CD Sissy
5:45
100%
8 years ago
19 861
Sissy Anal Slut PMV 2017
Sissy Anal Slut PMV 2017
3:56
90%
8 years ago
21 781
Bi Sissy Femdom Porn Videos, Cuckold Sissy Boy
Bi Sissy Femdom Porn Videos, Cuckold Sissy Boy
5:59
80%
10 years ago
19 235
Sissy Free Porn, Sissy Boy Online
Sissy Free Porn, Sissy Boy Online
3:40
100%
10 years ago
12 254
Sissy Boys, Sissy Boy Porno Video
Sissy Boys, Sissy Boy Porno Video
1:39
100%
10 years ago
7 028
Porno Sissy Boys, Sissy Boy Anal
Porno Sissy Boys, Sissy Boy Anal
3:46
83%
10 years ago
19 007
Sissy Bedtime
Sissy Bedtime
11:09
90%
9 years ago
35 106
sissy heather
sissy heather
0:16
0%
9 years ago
5 551
Sissy Cum Love Loop
Sissy Cum Love Loop
9:09
73%
8 years ago
23 085
Sissy Slut Naomi from Cleveland
Sissy Slut Naomi from Cleveland
8:43
0%
7 months ago
216
Sissy Swallow
Sissy Swallow
8:41
100%
8 years ago
13 429
Sissy Obsession part 2
Sissy Obsession part 2
3:44
100%
8 years ago
16 293
Censored Sissy Porn, Sissy Boy Slave
Censored Sissy Porn, Sissy Boy Slave
2:47
50%
10 years ago
17 971
Sissy Slut State
Sissy Slut State
5:07
87%
7 years ago
18 927
[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
44 295
Sissy Hypno Addiction Zero
Sissy Hypno Addiction Zero
30:58
71%
8 years ago
16 988
Sissy Hypno Addiction HD
Sissy Hypno Addiction HD
34:13
91%
8 years ago
25 390
Mary Cain - Cock Loving Sissy Whore
Mary Cain - Cock Loving Sissy Whore
21:03
90%
8 years ago
30 494
DemonGoddessJ - Coerced Bi For Wannabe Homos
DemonGoddessJ - Coerced Bi For Wannabe Homos
8:54
77%
8 years ago
39 563
Censored Sissy BBC
Censored Sissy BBC
5:50
75%
8 years ago
36 948
Sissy Boy Video, Porno Online Sissy Boy
Sissy Boy Video, Porno Online Sissy Boy
5:20
0%
10 years ago
7 426
MeanWorld – DeviantDavid - Mena Mason 4a
MeanWorld – DeviantDavid - Mena Mason 4a
43:47
71%
8 years ago
28 669