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Sissification Porn Videos (5,423)

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Hot Blonde TS Bailey Wilde Whipped and Paddled
100%
3:13
Hot Blonde TS Bailey Wilde Whipped and Paddled

XVideos 10 months ago

Sissy Hope Compilation 3 ?
0:22
Sissy Hope Compilation 3 ?

XVideos 1 year ago

Crossdresser Jerking Off on Online Video Chat
100%
2:12
Crossdresser Jerking Off on Online Video Chat

XNXX 1 year ago

Cock Sissy Panties
87%
4:42
Cock Sissy Panties

XVideos 7 years ago

Sissy faggot Candi enjoys BBC worship
96%
2:07
Sissy faggot Candi enjoys BBC worship

xHamster 6 years ago

Lacy Turns Christopher into a Sissy Baby
78%
3:23
Lacy Turns Christopher into a Sissy Baby

XNXX 2 years ago

ass training
92%
11:25
ass training

xHamster 6 years ago

Part 2: Strap on Sucking and Chastity Pegging with FLR GF - Full Video on Veggiebabyy Manyvids
88%
1:07
Part 2: Strap on Sucking and Chastity Pegging with FLR GF - Full Video on Veggiebabyy Manyvids

Pornhub 1 year ago

Sexiest Crossdressers Fucking
100%
0:11
Sexiest Crossdressers Fucking

XNXX 1 year ago

Sissy Hope Compilation 3
86%
10:12
Sissy Hope Compilation 3

Pornhub 1 year ago

Stepdaughter and Stepson Give you a Sex Show
14:15
Stepdaughter and Stepson Give you a Sex Show

XNXX 10 months ago

Sexy Blonde Sissy Bailey Wilde in Chastity Fucked
75%
10:01
Sexy Blonde Sissy Bailey Wilde in Chastity Fucked

XNXX 5 months ago

You know you love all the ooey gooey salty cummies
50%
4:14
You know you love all the ooey gooey salty cummies

XNXX 4 years ago

Sissy Hope Sex Toy
100%
0:21
Sissy Hope Sex Toy

XVideos 1 year ago

【Sample】Tickling 9.
88%
5:22
【Sample】Tickling 9.

Pornhub 1 year ago

Sexy Blonde Trans Woman
100%
0:21
Sexy Blonde Trans Woman

XNXX 1 year ago

Femme Sandy - Oiled up & Marked; Clamps, Gaping & Eating Cum
50%
3:45
Femme Sandy - Oiled up & Marked; Clamps, Gaping & Eating Cum

XVideos 5 months ago

Sissified Boy Jerks off in Satin Lingerie
91%
9:33
Sissified Boy Jerks off in Satin Lingerie

Pornhub 5 years ago

Hot Blonde Crossdresser Teases
100%
0:12
Hot Blonde Crossdresser Teases

XVideos 1 year ago

Sissy slut Lesson
43%
6:00
Sissy slut Lesson

XVideos 5 years ago

Camp Sissy Boi Presents the Sissy Algorithm
90%
4:05
Camp Sissy Boi Presents the Sissy Algorithm

Pornhub 3 years ago

Las Vegas Crossdressing
100%
0:14
Las Vegas Crossdressing

XVideos 11 months ago

Sissy Pegged on the Stairs - Teaser
90%
2:03
Sissy Pegged on the Stairs - Teaser

Pornhub 1 year ago

Sissy fucking new pussy hole
100%
15:01
Sissy fucking new pussy hole

XNXX 1 year ago

Blonde Bailey Wilde Fucks Emo Jade Madison
67%
0:59
Blonde Bailey Wilde Fucks Emo Jade Madison

XVideos 1 year ago

TS Bailey Wilde Fucked in Chastity
4:40
TS Bailey Wilde Fucked in Chastity

XVideos 10 months ago

Her Ass Drives Cock Hard, Deep inside her Tight Black Lingerie
100%
8:21
Her Ass Drives Cock Hard, Deep inside her Tight Black Lingerie

Pornhub 2 months ago

One Cock is not enough - Femdom Sissy Feminization Bisexual Encouragement
100%
0:46
One Cock is not enough - Femdom Sissy Feminization Bisexual Encouragement

Pornhub 2 months ago

Pretty Gothic Princess Femboy in Leather Skirt and Hot Tights Sweet Attractive Body
100%
7:19
Pretty Gothic Princess Femboy in Leather Skirt and Hot Tights Sweet Attractive Body

XNXX 4 months ago

Being a little whore for a married man
85%
0:23
Being a little whore for a married man

XVideos 3 years ago

Fucked by  domme
91%
15:28
Fucked by  domme

Pornhub 8 years ago

Pink Hair Hot Crossdresser
100%
0:35
Pink Hair Hot Crossdresser

XVideos 1 year ago

no escuches
100%
13:40
no escuches

XNXX 2 years ago

Rosalina's Sissy CEI - The Joi Database
92%
13:47
Rosalina's Sissy CEI - The Joi Database

xHamster 5 years ago

I'm your F@&&0
50%
0:19
I'm your F@&&0

XVideos 1 year ago

Girlfriend Dressed Me as a Woman
100%
4:25
Girlfriend Dressed Me as a Woman

XNXX 1 year ago

ROLEPLAY Mommy gives her Good Boy a Makeover and Reward (comission for a Friend)
90%
7:50
ROLEPLAY Mommy gives her Good Boy a Makeover and Reward (comission for a Friend)

Pornhub 2 years ago

Depraved Santa Relaxes After Tiring Christmas Gift Giving
29%
10:19
Depraved Santa Relaxes After Tiring Christmas Gift Giving

XVideos 3 years ago

Hot Crossdressing Beauty Fucks Petite Trans Woman
75%
4:54
Hot Crossdressing Beauty Fucks Petite Trans Woman

XNXX 6 months ago

Rules for sissies in feminization and sissification
86%
8:31
Rules for sissies in feminization and sissification

XVideos 4 years ago

Blonde Crossdresser Flashes Panties
50%
0:08
Blonde Crossdresser Flashes Panties

XVideos 1 year ago

Sissy in Chastity JOI by FemDom Goddess Nikki Kit
90%
2:03
Sissy in Chastity JOI by FemDom Goddess Nikki Kit

Pornhub 3 years ago

Sissy Cum Dumpster
93%
4:16
Sissy Cum Dumpster

Pornhub 2 years ago

Are you Jealous of my POV. Encouraged Feminization Sissification Crossdresssing Desires Etotic Audio ASMR
100%
8:26
Are you Jealous of my POV. Encouraged Feminization Sissification Crossdresssing Desires Etotic Audio ASMR

Pornhub 5 months ago

Trans Hottie Fucks Trans Beauty Raw
100%
5:19
Trans Hottie Fucks Trans Beauty Raw

XNXX 1 year ago

Sissy Bailey Wilde Gets Footjob
100%
3:42
Sissy Bailey Wilde Gets Footjob

XVideos 5 months ago

Sissies love feeling like little sluts
69%
2:49
Sissies love feeling like little sluts

XNXX 4 years ago

Trans Woman Smokes Cigar While Masturbating
71%
2:56
Trans Woman Smokes Cigar While Masturbating

XNXX 1 year ago

Outdoor Training Pt4
89%
0:54
Outdoor Training Pt4

Pornhub 3 years ago

Sissy Balloon Slut Training
47%
6:00
Sissy Balloon Slut Training

XVideos 5 years ago

Trans Kelsey Masters Fucked by Fuck Machine While Crossdresser Masturbates
100%
7:39
Trans Kelsey Masters Fucked by Fuck Machine While Crossdresser Masturbates

XNXX 1 year ago

Hot Blonde Fucks Alternative Woman
67%
0:43
Hot Blonde Fucks Alternative Woman

XVideos 1 year ago

Eat your Cum for your Goddess CEI
91%
0:32
Eat your Cum for your Goddess CEI

Pornhub 4 years ago

Cock Hungry
89%
0:20
Cock Hungry

Pornhub 2 years ago

Sissy Fuckdoll - - Goddess Yata - Femdom
90%
0:28
Sissy Fuckdoll - - Goddess Yata - Femdom

Pornhub 2 years ago

Ruined and Wide: My body's final state after a total surrender (The Velvet Experience)
100%
1:25
Ruined and Wide: My body's final state after a total surrender (The Velvet Experience)

XVideos 5 months ago

Crossdresser Barebacked Dildo While in Chastity
100%
1:23
Crossdresser Barebacked Dildo While in Chastity

XNXX 1 year ago

Sissy Exposing and Humiliation Public Compilation 2
92%
6:28
Sissy Exposing and Humiliation Public Compilation 2

Pornhub 1 year ago

Two Dommes And The Delivery Boy - The Restraint
100%
0:25
Two Dommes And The Delivery Boy - The Restraint

XNXX 1 year ago

Sissy Cums Hands-free from Estim while Crushing their Balls HFO
90%
13:41
Sissy Cums Hands-free from Estim while Crushing their Balls HFO

Pornhub 4 years ago

sissy taniax in red lingerie playijng dildo
95%
3:38
sissy taniax in red lingerie playijng dildo

XVideos 3 years ago

Emo Girl Fucked by Rich Bitch
100%
0:59
Emo Girl Fucked by Rich Bitch

XNXX 1 year ago

So Deep Horse Dicking by Domme Mistress Alexxx Hart
93%
0:21
So Deep Horse Dicking by Domme Mistress Alexxx Hart

Pornhub 1 year ago

Crossdressing into Blonde Hot Woman
100%
5:25
Crossdressing into Blonde Hot Woman

XNXX 1 year ago

Trans Woman Touches Herself on Piano
100%
2:50
Trans Woman Touches Herself on Piano

XNXX 1 year ago

My lips and eyeglasses owns your sissy’s dick
100%
7:00
My lips and eyeglasses owns your sissy’s dick

XNXX 9 months ago

Sucking my Colorful Cock
88%
3:27
Sucking my Colorful Cock

Pornhub 2 months ago

Stretching sissy holes
100%
0:30
Stretching sissy holes

XVideos 1 year ago

Hot Blowjoy
100%
0:25
Hot Blowjoy

XVideos 1 year ago

TS Kelsey Masters Fucked by Fuck Machine While Bailey Wilde is Next to Her
100%
5:58
TS Kelsey Masters Fucked by Fuck Machine While Bailey Wilde is Next to Her

XNXX 1 year ago

Sissy JOI Anal Training Game
83%
3:20
Sissy JOI Anal Training Game

Pornhub 1 year ago

Rubber Sissy Doll Gangbanged by Many
67%
0:13
Rubber Sissy Doll Gangbanged by Many

XNXX 1 year ago

PART 2 seen your Search History you will be my Pornwhore or I Divorce you
92%
11:57
PART 2 seen your Search History you will be my Pornwhore or I Divorce you

Pornhub 4 years ago

Hot Blonde Fucked By Dildo
100%
2:24
Hot Blonde Fucked By Dildo

XNXX 1 year ago

Hot Trans Woman Sucking Crossdresser Cock in Apartment VR
7:47
Hot Trans Woman Sucking Crossdresser Cock in Apartment VR

XNXX 1 year ago

Cock Trance for Brainwashed Feminized Sissy Preview
88%
3:06
Cock Trance for Brainwashed Feminized Sissy Preview

XNXX 4 years ago

Sissification of Bimbo Slut
91%
11:48
Sissification of Bimbo Slut

Pornhub 6 years ago

Chisholm of Boston Paddles and Whips TS Bailey Wilde
3:18
Chisholm of Boston Paddles and Whips TS Bailey Wilde

XVideos 9 months ago

Time for your Makeover - Full Video
91%
16:31
Time for your Makeover - Full Video

Pornhub 6 years ago

Misstress Beta Feminization Sissy Trainer for Beta Males
67%
13:47
Misstress Beta Feminization Sissy Trainer for Beta Males

XNXX 5 years ago

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