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Sissification Porn Videos (5,422)

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30 Days to Sissy Day 22: Sissy Slut Positions Free Preview
92%
3:29
30 Days to Sissy Day 22: Sissy Slut Positions Free Preview

Pornhub 3 years ago

Loganhuge - Quick close up twerking spread open love hole! Smooth hanging balls! More of me @ sheer.com/loganhuge
100%
0:19
Loganhuge - Quick close up twerking spread open love hole! Smooth hanging balls! More of me @ sheer.com/loganhuge

XVideos 1 year ago

Sissy Hope Anal Training Pt1
100%
0:45
Sissy Hope Anal Training Pt1

XVideos 1 year ago

Porn is my Goddess
100%
0:30
Porn is my Goddess

XVideos 1 year ago

Hot Blonde Sissy Bailey Wilde in Chastity Fucked Missionary
71%
7:10
Hot Blonde Sissy Bailey Wilde in Chastity Fucked Missionary

XVideos 5 months ago

Faygrey Kurumi sissy trainer feminisation and sissification joi
68%
18:38
Faygrey Kurumi sissy trainer feminisation and sissification joi

XNXX 5 years ago

How a sissy dresses says a lot about her
64%
2:34
How a sissy dresses says a lot about her

XNXX 4 years ago

Sexy Blonde Trans Woman Fucks Alternative Trans Woman Doggy Style
80%
1:09
Sexy Blonde Trans Woman Fucks Alternative Trans Woman Doggy Style

XVideos 1 year ago

Queenranya - update #2 - HUMILLACIÓN HARDCORE( NO APTO PARA SENSIBLES Y MENTES FRÁGILES) ..... - Dec 05, 2023
8:00
Queenranya - update #2 - HUMILLACIÓN HARDCORE( NO APTO PARA SENSIBLES Y MENTES FRÁGILES) ..... - Dec 05, 2023

XNXX 2 years ago

Sissy, cry while I watch through my big glasses
50%
10:01
Sissy, cry while I watch through my big glasses

XNXX 9 months ago

Sissy rides dildo cowgirl style
100%
6:49
Sissy rides dildo cowgirl style

XVideos 1 year ago

Hot Blonde Femboy Fucked Missionary
63%
7:46
Hot Blonde Femboy Fucked Missionary

XVideos 11 months ago

Crossdresser in Female Body Suit Using Toys
100%
10:31
Crossdresser in Female Body Suit Using Toys

XNXX 1 year ago

Awakening of Sissy Slut Michelle after Christmas Night Club Celebration
92%
1:11:53
Awakening of Sissy Slut Michelle after Christmas Night Club Celebration

Pornhub 1 year ago

Sissification Makeover to Get Maid Job
100%
6:18
Sissification Makeover to Get Maid Job

XNXX 1 year ago

Sissy Training: Making u Serve 2 Big Cocks
91%
7:00
Sissy Training: Making u Serve 2 Big Cocks

Pornhub 5 years ago

Princess Hibana from FireForce trains you to be a sissy joi cei with dildo domination
64%
22:41
Princess Hibana from FireForce trains you to be a sissy joi cei with dildo domination

XNXX 5 years ago

Prom Drag Queen Jerks Off
100%
2:23
Prom Drag Queen Jerks Off

XNXX 1 year ago

Hot Crossdresser Jerking Off Everywhere VR
4:59
Hot Crossdresser Jerking Off Everywhere VR

XVideos 1 year ago

Sexy Blonde TS Bailey Wilde Fucked in Chastity
5:19
Sexy Blonde TS Bailey Wilde Fucked in Chastity

XVideos 10 months ago

Lucy Builds a Sex Bot TEASER W/ Miyoko ~ SexDollCenter
92%
0:33
Lucy Builds a Sex Bot TEASER W/ Miyoko ~ SexDollCenter

Pornhub 2 years ago

Hot Blonde Trans Fucked Missionary
7:35
Hot Blonde Trans Fucked Missionary

XVideos 9 months ago

Sissification and Strapon Fucked to Become Maid
100%
1:32
Sissification and Strapon Fucked to Become Maid

XVideos 11 months ago

Hot Trans Maid Fucks Another Trans Maid
33%
1:18
Hot Trans Maid Fucks Another Trans Maid

XNXX 1 year ago

Emo Crossdresser Puts on Buttplug and Jerks Off
100%
10:56
Emo Crossdresser Puts on Buttplug and Jerks Off

XNXX 1 year ago

Stretching Out your Slutty Trainable Throat
100%
0:18
Stretching Out your Slutty Trainable Throat

XVideos 1 year ago

Sissy Hope Compilation 1
89%
11:25
Sissy Hope Compilation 1

XNXX 1 year ago

Sexy Blonde Trans Bailey Wilde Fucked While Stroking Huge Cock
2:55
Sexy Blonde Trans Bailey Wilde Fucked While Stroking Huge Cock

XVideos 9 months ago

Crossdresser Jerks Off After Getting Fucked
89%
1:17
Crossdresser Jerks Off After Getting Fucked

XVideos 1 year ago

Sexy Blonde Crossdresser in Chastity Fucked
100%
9:58
Sexy Blonde Crossdresser in Chastity Fucked

XNXX 10 months ago

TS Bailey Wilde Fucked Deep
100%
4:24
TS Bailey Wilde Fucked Deep

XVideos 10 months ago

Queenranya - update #2 - HUMILLACIÓN HARDCORE( NO APTO PARA SENSIBLES Y MENTES FRÁGILES) ..... - Dec 05, 2023
8:00
Queenranya - update #2 - HUMILLACIÓN HARDCORE( NO APTO PARA SENSIBLES Y MENTES FRÁGILES) ..... - Dec 05, 2023

XNXX 2 years ago

Sissy in Red Dress and Black Dildo Ride
89%
5:25
Sissy in Red Dress and Black Dildo Ride

Pornhub 1 year ago

SISSY HYPNO | Feminization | Sissy Training
100%
16:57
SISSY HYPNO | Feminization | Sissy Training

YouJizz 4 years ago

Episode 4 Convincing you Sucking Cock Isnt Gay THE SHEMALE AND PICS ARE ME
91%
10:10
Episode 4 Convincing you Sucking Cock Isnt Gay THE SHEMALE AND PICS ARE ME

Pornhub 5 years ago

Crossdressing E Girl Jerks Off
100%
4:33
Crossdressing E Girl Jerks Off

XVideos 1 year ago

Sissy Education FemDom POV Video
64%
8:06
Sissy Education FemDom POV Video

XVideos 5 years ago

Cute Trap Showing Off
100%
0:29
Cute Trap Showing Off

XVideos 1 year ago

More, more, more sissy porn!!!
100%
0:30
More, more, more sissy porn!!!

XVideos 1 year ago

Chastity Office Bitch Spitroasted and Quadruple Creampied - Full Video on Veggiebabyy Manyvids
91%
1:09
Chastity Office Bitch Spitroasted and Quadruple Creampied - Full Video on Veggiebabyy Manyvids

Pornhub 1 year ago

Sissification
100%
2:13
Sissification

XNXX 3 years ago

BBC for White Sissies
8:02
BBC for White Sissies

YouJizz 1 year ago

Imagine one hour with this cock
67%
0:04
Imagine one hour with this cock

XVideos 3 years ago

Shemale gay Homo Domination Listen as Sabrina turns into a cocksucker
74%
4:53
Shemale gay Homo Domination Listen as Sabrina turns into a cocksucker

XVideos 5 years ago

How a proper sissy acts - Teaser
68%
2:59
How a proper sissy acts - Teaser

XNXX 4 years ago

Danganronpa's Junko Enoshima trains you to be an obedient cumslut
64%
19:10
Danganronpa's Junko Enoshima trains you to be an obedient cumslut

XNXX 4 years ago

Handjob and magic wand orgasm
60%
0:13
Handjob and magic wand orgasm

XVideos 3 years ago

Hot Blonde Trans Bailey Wilde Fucked
50%
2:44
Hot Blonde Trans Bailey Wilde Fucked

XNXX 10 months ago

Bitch Boi Husband Gets Pegged - Check out my Links for Full Video
92%
2:32
Bitch Boi Husband Gets Pegged - Check out my Links for Full Video

Pornhub 2 years ago

Pimping you out as a Sissypig to Farmers so I get Free Sausages
90%
10:46
Pimping you out as a Sissypig to Farmers so I get Free Sausages

Pornhub 4 years ago

Crossdresser in Hotel Ready for Sex
100%
2:35
Crossdresser in Hotel Ready for Sex

XNXX 1 year ago

Sexy Blonde Sissy Bailey Wilde Fucked Paddled and Whipped
3:57
Sexy Blonde Sissy Bailey Wilde Fucked Paddled and Whipped

XVideos 9 months ago

Moan for me my Sissy Bitch - Sissification with Collar, Anal Plugs and Rubber Pussy
90%
17:37
Moan for me my Sissy Bitch - Sissification with Collar, Anal Plugs and Rubber Pussy

Pornhub 3 years ago

Petite Trans Woman Fucked by Femboy
33%
5:19
Petite Trans Woman Fucked by Femboy

XNXX 7 months ago

Beautiful Sissy Femboy taking BBC Dildo in Ass and Mouth
91%
1:14
Beautiful Sissy Femboy taking BBC Dildo in Ass and Mouth

Pornhub 3 years ago

Sissy in Public Exposing and Playing with Dildo
93%
7:53
Sissy in Public Exposing and Playing with Dildo

Pornhub 1 year ago

VERY HOT Blonde Crossdresser in Chastity Fucked Doggystyle
100%
4:22
VERY HOT Blonde Crossdresser in Chastity Fucked Doggystyle

XVideos 1 year ago

[sissy Slut HFO] Ultimate Sissygasm BETA [ Sissy Training] [sissification] [hands Free Orgasm]
83%
36:15
[sissy Slut HFO] Ultimate Sissygasm BETA [ Sissy Training] [sissification] [hands Free Orgasm]

Pornhub 1 year ago

Slutier every day
100%
0:33
Slutier every day

XVideos 1 year ago

Sissy ASMR and BBC
79%
1:06
Sissy ASMR and BBC

XVideos 6 years ago

Camp Sissy Boi the first Day JOI and Anal Masturbation Instructions
92%
9:23
Camp Sissy Boi the first Day JOI and Anal Masturbation Instructions

Pornhub 3 years ago

Prissy Sissy Dicked Down Owned and Humiliated by SkyCunt
85%
14:40
Prissy Sissy Dicked Down Owned and Humiliated by SkyCunt

4KPorn 5 years ago

Big Tit Sissy Clit Massage: Mistress Stellina Rubs Big Boobs all over her Sissy Slut's Clitty
89%
1:28
Big Tit Sissy Clit Massage: Mistress Stellina Rubs Big Boobs all over her Sissy Slut's Clitty

Pornhub 2 years ago

VERY HOT Blonde Crossdresser Whipped and Paddled
50%
3:54
VERY HOT Blonde Crossdresser Whipped and Paddled

XVideos 9 months ago

Soft Sissy Assignment Encouragement Public
90%
8:11
Soft Sissy Assignment Encouragement Public

Pornhub 8 months ago

Training You As My Sissy | Femdom Penny Barber Diaper Mistress Feminization POV
90%
14:05
Training You As My Sissy | Femdom Penny Barber Diaper Mistress Feminization POV

FapCat 4 years ago

Sissy training property of Goddess
100%
9:17
Sissy training property of Goddess

XNXX 9 months ago

Gorgeous Blonde Transgender Woman
75%
0:28
Gorgeous Blonde Transgender Woman

XVideos 1 year ago

【Sample】Sissy 1.
86%
2:20
【Sample】Sissy 1.

Pornhub 2 years ago

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

XVideos 1 year ago

Crossdressing to go out in Public
67%
0:30
Crossdressing to go out in Public

XVideos 1 year ago

What a Slutty Sissy you are Crossdresser Pervy Exotic Weekend
89%
9:17
What a Slutty Sissy you are Crossdresser Pervy Exotic Weekend

Pornhub 6 months ago

Sexy Blonde Sissy Bailey Wilde Gets Footjob
60%
3:43
Sexy Blonde Sissy Bailey Wilde Gets Footjob

XNXX 9 months ago

Crossdresser Fixing Messy Wig
100%
8:01
Crossdresser Fixing Messy Wig

XVideos 1 year ago

Petite Trans Woman Fucked Hardcore by Sexy Femboy
50%
4:46
Petite Trans Woman Fucked Hardcore by Sexy Femboy

XNXX 7 months ago

VERY HOT Blonde Crossdresser Gets Footjob
100%
3:44
VERY HOT Blonde Crossdresser Gets Footjob

XVideos 9 months ago

Fucking Ballhooded Sissy by the Window for Whole World to See
100%
0:11
Fucking Ballhooded Sissy by the Window for Whole World to See

XNXX 1 year ago

Training for sissy bitches and sissy slaves - feminization and sissification for German sissies
82%
12:58
Training for sissy bitches and sissy slaves - feminization and sissification for German sissies

XVideos 4 years ago

Futanari 2b trains you to be an obedient dog for her femdom joi
78%
20:11
Futanari 2b trains you to be an obedient dog for her femdom joi

XNXX 5 years ago

Useless sissy pegged by lingerie femdom
100%
5:00
Useless sissy pegged by lingerie femdom

wankoz 4 months ago

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