Search Options

Videos for: deeper into the sissy hole

Most Relevant
Cruelgirlfriend - Sissy Humiliation Dare Game
Cruelgirlfriend - Sissy Humiliation Dare Game
15:54
74%
8 years ago
96 579
BratPrincess - AstroDomina, Lola - Cucumber Reaming for Sissy Jane
BratPrincess - AstroDomina, Lola - Cucumber Reaming for Sissy Jane
19:32
82%
8 years ago
50 006
Cruelgirlfriend - Reprogrammed At The Gloryhole
Cruelgirlfriend - Reprogrammed At The Gloryhole
11:30
76%
8 years ago
33 107
Candle Boxx, Addie Juniper - Caning Sissy Bitch
Candle Boxx, Addie Juniper - Caning Sissy Bitch
7:25
76%
8 years ago
31 669
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
88%
8 years ago
49 185
Goddess Alexandra Snow - Sissy Transformation Training Part 1
Goddess Alexandra Snow - Sissy Transformation Training Part 1
17:46
76%
10 years ago
113 487
British bratz – Sissy Sold Into Porn
British bratz – Sissy Sold Into Porn
5:16
84%
8 years ago
39 883
Goddess Valora – Goddess Valora’s Degrading Sissy Test
Goddess Valora – Goddess Valora’s Degrading Sissy Test
6:55
83%
8 years ago
68 060
Sissy Fag Maria Bondage Blowjob
Sissy Fag Maria Bondage Blowjob
5:43
100%
4 years ago
12 336
Princess Rene - Cream Your Sissy Panties
Princess Rene - Cream Your Sissy Panties
8:17
87%
8 years ago
89 561
BratPrincess - Amadahy, Jade - Sissy Whore Gets Out of Chastity
BratPrincess - Amadahy, Jade - Sissy Whore Gets Out of Chastity
17:04
71%
8 years ago
56 230
Princess Samantha - Number 1 Cock Loving Sissy
Princess Samantha - Number 1 Cock Loving Sissy
7:21
85%
8 years ago
27 734
Sasha Adams - Sissy Cock Sucking Training
Sasha Adams - Sissy Cock Sucking Training
6:18
83%
8 years ago
43 124
MisstressTangent - Advanced Strapon Lecture
MisstressTangent - Advanced Strapon Lecture
9:52
80%
8 years ago
72 102
Miss Melissa – Sissy Period
Miss Melissa – Sissy Period
8:38
85%
8 years ago
47 284
Miss Mackenzie - Blackmailing My Loser Work Colleague
Miss Mackenzie - Blackmailing My Loser Work Colleague
7:00
83%
8 years ago
32 009
FemdomEmpire - Marley Brinx - Sissy Clit Makeover
FemdomEmpire - Marley Brinx - Sissy Clit Makeover
9:32
88%
6 years ago
51 443
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
24 031
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
27 553
FemdomEmpire - Adriana Chechik - Sissy Slut Makeover
FemdomEmpire - Adriana Chechik - Sissy Slut Makeover
9:34
100%
8 years ago
37 509
Sissy Bisexual Porn Videos, Sissy Diaper Boy
Sissy Bisexual Porn Videos, Sissy Diaper Boy
4:21
100%
10 years ago
9 090
Lady Nina Leigh – Fat sissy slim-down
Lady Nina Leigh – Fat sissy slim-down
10:33
100%
8 years ago
12 527
FemdomEmpire - Ally Tate - Edging Sissy Dick
FemdomEmpire - Ally Tate - Edging Sissy Dick
13:41
100%
8 years ago
36 759
Brat Princess 2 – Amadahy, Noe – Little Sissy jane takes a Big Black Cock and Gets Invited for Cocktails
Brat Princess 2 – Amadahy, Noe – Little Sissy jane takes a Big Black Cock and Gets Invited for Cocktails
17:48
75%
8 years ago
61 389
Amateur Homemade Porn - Sissy Fuckslut
Amateur Homemade Porn - Sissy Fuckslut
4:41
87%
8 years ago
14 793
The Mistress B - Less Think More Pink
The Mistress B - Less Think More Pink
8:21
92%
8 years ago
35 829
Amazon Goddess Harley – Sissigasm Seminar
Amazon Goddess Harley – Sissigasm Seminar
6:10
84%
8 years ago
113 481
Sissy Training Sissy Hypnosis Permanently Limp Sissy Penis Trainer
Sissy Training Sissy Hypnosis Permanently Limp Sissy Penis Trainer
10:50
100%
2 years ago
10 201
Sissy Boys Dresses Movies, Sissy Boy Gif
Sissy Boys Dresses Movies, Sissy Boy Gif
2:36
100%
10 years ago
13 042
Fuck My Sissy Ass Cum Down my Throat
Fuck My Sissy Ass Cum Down my Throat
10:28
100%
4 years ago
14 237
sissy plays for cam girl and eats his cum
sissy plays for cam girl and eats his cum
6:12
0%
11 months ago
677
Sissy Anal Slut PMV 2017
Sissy Anal Slut PMV 2017
3:56
90%
8 years ago
21 899
[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
44 641
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
47 567
CD Sissy
CD Sissy
5:45
100%
8 years ago
19 910
Kelle Martina – Little Panty Boner Boy
Kelle Martina – Little Panty Boner Boy
10:01
82%
8 years ago
85 125
Bi Sissy Femdom Porn Videos, Cuckold Sissy Boy
Bi Sissy Femdom Porn Videos, Cuckold Sissy Boy
5:59
80%
10 years ago
19 404
Sissy Free Porn, Sissy Boy Online
Sissy Free Porn, Sissy Boy Online
3:40
100%
10 years ago
12 332
Porno Sissy Boys, Sissy Boy Anal
Porno Sissy Boys, Sissy Boy Anal
3:46
83%
10 years ago
19 080
Sissy Swallow
Sissy Swallow
8:41
100%
8 years ago
13 517
Sissy Boys, Sissy Boy Porno Video
Sissy Boys, Sissy Boy Porno Video
1:39
100%
10 years ago
7 096
Mistress Lola Ruin - Pretty Pink Panty Tease
Mistress Lola Ruin - Pretty Pink Panty Tease
11:43
75%
8 years ago
16 048
Humiliatrix - Becky Demonstrates Naughty Sissy Punishment on Princess Tiffani
Humiliatrix - Becky Demonstrates Naughty Sissy Punishment on Princess Tiffani
8:12
87%
8 years ago
30 798
Sissy Obsession part 2
Sissy Obsession part 2
3:44
100%
8 years ago
16 396
Sissy Hypno Addiction Zero
Sissy Hypno Addiction Zero
30:58
71%
8 years ago
17 083
Sissy Hypno Addiction HD
Sissy Hypno Addiction HD
34:13
91%
8 years ago
25 574
Sissy Bedtime
Sissy Bedtime
11:09
90%
9 years ago
35 212
sissy heather
sissy heather
0:16
0%
9 years ago
5 596
Mary Cain - Cock Loving Sissy Whore
Mary Cain - Cock Loving Sissy Whore
21:03
90%
8 years ago
30 604
Censored Sissy Porn, Sissy Boy Slave
Censored Sissy Porn, Sissy Boy Slave
2:47
50%
10 years ago
18 089
Sissy Cum Love Loop
Sissy Cum Love Loop
9:09
73%
8 years ago
23 296
Censored Sissy BBC
Censored Sissy BBC
5:50
75%
8 years ago
37 049
Sissy Slut State
Sissy Slut State
5:07
87%
7 years ago
18 979
TheEnglishMansion - Miss Vivienne lAmour, Ms Savannah Sly, Tiffany Real Doll - Spurting Sissy Sucker
TheEnglishMansion - Miss Vivienne lAmour, Ms Savannah Sly, Tiffany Real Doll - Spurting Sissy Sucker
15:37
95%
8 years ago
74 548
Sissy Boys Trainer Pictures, Sissy Boy Mortus
Sissy Boys Trainer Pictures, Sissy Boy Mortus
8:08
50%
10 years ago
52 974