Search Options

Videos for: sister and friend turn brother into sissy with help from mother

Most Relevant
Brat Princess – Mom and Daughter Peg Son while the Prettiest Girl in School Watches
Brat Princess – Mom and Daughter Peg Son while the Prettiest Girl in School Watches
13:06
74%
8 years ago
87 405
Goddess Brianna & Lola - Femdom Family Birthday Peggin
Goddess Brianna & Lola - Femdom Family Birthday Peggin
11:09
79%
8 years ago
99 243
Dannis Little Sister Given Authority Over Him
Dannis Little Sister Given Authority Over Him
14:41
68%
8 years ago
44 870
Brat Princess –Mother Uses Sissy Sons Face To Get Off
Brat Princess –Mother Uses Sissy Sons Face To Get Off
8:04
81%
8 years ago
35 396
Dannis Little Sister Given Authority Over Him Part 2
Dannis Little Sister Given Authority Over Him Part 2
10:58
55%
8 years ago
39 864
BratPrincess - Alexandra Snow Trains Step Son to Suck Cock Forced until Gagging
BratPrincess - Alexandra Snow Trains Step Son to Suck Cock Forced until Gagging
8:10
80%
8 years ago
114 057
Brat Princess - Chloe, Natalya - Danni has to Worship Both Girls Feet while in Chastity
Brat Princess - Chloe, Natalya - Danni has to Worship Both Girls Feet while in Chastity
8:32
100%
8 years ago
59 881
Candle Boxx, Addie Juniper - Caning Sissy Bitch
Candle Boxx, Addie Juniper - Caning Sissy Bitch
7:25
76%
8 years ago
31 786
Natalya - Mom Says When You Act Up I Can Peg You
Natalya - Mom Says When You Act Up I Can Peg You
11:45
78%
8 years ago
36 046
British bratz – Sissy Sold Into Porn
British bratz – Sissy Sold Into Porn
5:16
84%
8 years ago
40 046
BratPrincess - Amadahy, Jade - Sissy Whore Gets Out of Chastity
BratPrincess - Amadahy, Jade - Sissy Whore Gets Out of Chastity
17:04
71%
8 years ago
56 389
Goddess Alexandra Snow - Sissy Transformation Training Part 1
Goddess Alexandra Snow - Sissy Transformation Training Part 1
17:46
76%
10 years ago
113 861
Brat Princess 2 – Chloe – Dweeb Worships a Cheerleaders
Brat Princess 2 – Chloe – Dweeb Worships a Cheerleaders
8:01
100%
8 years ago
46 965
Princess Rene - Cream Your Sissy Panties
Princess Rene - Cream Your Sissy Panties
8:17
87%
8 years ago
89 833
Goddess Valora – Goddess Valora’s Degrading Sissy Test
Goddess Valora – Goddess Valora’s Degrading Sissy Test
6:55
83%
8 years ago
68 258
Sissy Fag Maria Bondage Blowjob
Sissy Fag Maria Bondage Blowjob
5:43
100%
4 years ago
12 394
Princess Samantha - Number 1 Cock Loving Sissy
Princess Samantha - Number 1 Cock Loving Sissy
7:21
85%
8 years ago
27 817
Sasha Adams - Sissy Cock Sucking Training
Sasha Adams - Sissy Cock Sucking Training
6:18
84%
8 years ago
43 282
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
89%
8 years ago
49 301
Humiliatrix - Becky Demonstrates Naughty Sissy Punishment on Princess Tiffani
Humiliatrix - Becky Demonstrates Naughty Sissy Punishment on Princess Tiffani
8:12
88%
8 years ago
30 884
FemdomEmpire - Marley Brinx - Sissy Clit Makeover
FemdomEmpire - Marley Brinx - Sissy Clit Makeover
9:32
88%
7 years ago
51 580
MisstressTangent - Advanced Strapon Lecture
MisstressTangent - Advanced Strapon Lecture
9:52
80%
8 years ago
72 261
FemdomEmpire - Adriana Chechik - Sissy Slut Makeover
FemdomEmpire - Adriana Chechik - Sissy Slut Makeover
9:34
100%
8 years ago
37 611
Mistress Lola Ruin - Pretty Pink Panty Tease
Mistress Lola Ruin - Pretty Pink Panty Tease
11:43
75%
8 years ago
16 068
Amazon Goddess Harley – Sissigasm Seminar
Amazon Goddess Harley – Sissigasm Seminar
6:10
84%
8 years ago
113 716
FemdomEmpire - Ally Tate - Edging Sissy Dick
FemdomEmpire - Ally Tate - Edging Sissy Dick
13:41
100%
8 years ago
36 791
The Mistress B - Less Think More Pink
The Mistress B - Less Think More Pink
8:21
92%
8 years ago
35 905
TheEnglishMansion - Miss Eve Harper - Husband To Slut Enchantment
TheEnglishMansion - Miss Eve Harper - Husband To Slut Enchantment
27:38
85%
8 years ago
42 598
Miss Mackenzie - Blackmailing My Loser Work Colleague
Miss Mackenzie - Blackmailing My Loser Work Colleague
7:00
83%
8 years ago
32 071
Sissy Bisexual Porn Videos, Sissy Diaper Boy
Sissy Bisexual Porn Videos, Sissy Diaper Boy
4:21
100%
10 years ago
9 120
Miss Melissa – Sissy Period
Miss Melissa – Sissy Period
8:38
85%
8 years ago
47 425
sissy plays for cam girl and eats his cum
sissy plays for cam girl and eats his cum
6:12
0%
11 months ago
713
[Femdom 2019] Mistress - T - Fetish Fuckery - High Class Sissy Trained
[Femdom 2019] Mistress - T - Fetish Fuckery - High Class Sissy Trained
20:15
100%
7 years ago
44 790
Sissy Boys Dresses Movies, Sissy Boy Gif
Sissy Boys Dresses Movies, Sissy Boy Gif
2:36
100%
10 years ago
13 100
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
24 055
Amateur Homemade Porn - Sissy Fuckslut
Amateur Homemade Porn - Sissy Fuckslut
4:41
87%
8 years ago
14 834
Bi Sissy Femdom Porn Videos, Cuckold Sissy Boy
Bi Sissy Femdom Porn Videos, Cuckold Sissy Boy
5:59
80%
10 years ago
19 474
Mariah, Natalya - Slave with the Tiniest Penis Gets Ballbusted and used as Toilet
Mariah, Natalya - Slave with the Tiniest Penis Gets Ballbusted and used as Toilet
17:53
78%
8 years ago
37 870
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
27 646
Sissy Boys, Sissy Boy Porno Video
Sissy Boys, Sissy Boy Porno Video
1:39
100%
10 years ago
7 108
Porno Sissy Boys, Sissy Boy Anal
Porno Sissy Boys, Sissy Boy Anal
3:46
83%
10 years ago
19 109
Mary Cain - Cock Loving Sissy Whore
Mary Cain - Cock Loving Sissy Whore
21:03
90%
8 years ago
30 660
Fuck My Sissy Ass Cum Down my Throat
Fuck My Sissy Ass Cum Down my Throat
10:28
100%
4 years ago
14 305
Sissy Training Sissy Hypnosis Permanently Limp Sissy Penis Trainer
Sissy Training Sissy Hypnosis Permanently Limp Sissy Penis Trainer
10:50
100%
2 years ago
10 488
Sissy Free Porn, Sissy Boy Online
Sissy Free Porn, Sissy Boy Online
3:40
100%
10 years ago
12 353
CD Sissy
CD Sissy
5:45
100%
8 years ago
19 941
Lady Nina Leigh – Fat sissy slim-down
Lady Nina Leigh – Fat sissy slim-down
10:33
100%
8 years ago
12 540
Kelle Martina – Little Panty Boner Boy
Kelle Martina – Little Panty Boner Boy
10:01
82%
8 years ago
85 456
Censored Sissy Porn, Sissy Boy Slave
Censored Sissy Porn, Sissy Boy Slave
2:47
50%
10 years ago
18 114
Sissy Anal Slut PMV 2017
Sissy Anal Slut PMV 2017
3:56
90%
8 years ago
21 963
Humiliatrix - Miss Kendra Begins Your Transformation into Her Chastity Sissy
Humiliatrix - Miss Kendra Begins Your Transformation into Her Chastity Sissy
10:13
87%
9 years ago
47 676
Sissy Bedtime
Sissy Bedtime
11:09
90%
9 years ago
35 298
Sissy Boys Trainer Pictures, Sissy Boy Mortus
Sissy Boys Trainer Pictures, Sissy Boy Mortus
8:08
50%
10 years ago
54 066
FemdomEmpire - Chloe Cherry - He's Just a Pussy
FemdomEmpire - Chloe Cherry - He's Just a Pussy
19:11
92%
7 years ago
31 073
Sissy Cum Love Loop
Sissy Cum Love Loop
9:09
73%
8 years ago
23 354