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Sissification Porn Videos (5,422)

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Gorgeous Blonde Trans Woman
100%
0:15
Gorgeous Blonde Trans Woman

XVideos 1 year ago

Feminized in Las Vegas
50%
0:30
Feminized in Las Vegas

XVideos 11 months ago

P is for Pussy - Teaser
56%
3:34
P is for Pussy - Teaser

XVideos 2 years ago

Sissy Hope Anal Training Pt2
86%
0:45
Sissy Hope Anal Training Pt2

XVideos 1 year ago

CEI - 102 - Teaser
65%
3:57
CEI - 102 - Teaser

XVideos 4 years ago

【Sample】Tickling 1. Sisification, Sissy Training
93%
4:25
【Sample】Tickling 1. Sisification, Sissy Training

Pornhub 2 years ago

VERY HOT Blonde Crossdresser in Chastity Fucked
71%
10:02
VERY HOT Blonde Crossdresser in Chastity Fucked

XNXX 11 months ago

Chrissy Cocoabutter Showing off Body and Ass - Amateur Tgirl Drag Queen Dance
91%
2:26
Chrissy Cocoabutter Showing off Body and Ass - Amateur Tgirl Drag Queen Dance

Pornhub 5 years ago

Pegging Outdoor
75%
0:17
Pegging Outdoor

XNXX 2 years ago

- #36
0:03
- #36

XVideos 1 year ago

Cuck Housewarming Party Sissy POV Free Preview
91%
3:20
Cuck Housewarming Party Sissy POV Free Preview

Pornhub 3 years ago

Petite Trans Woman Rides Trans Woman's Huge Cock
100%
5:19
Petite Trans Woman Rides Trans Woman's Huge Cock

XVideos 7 months ago

You Will Wear My Used Panties Under Your Work Clothes
10:55
You Will Wear My Used Panties Under Your Work Clothes

XVideos 9 months ago

Crossdressing Sissy Tgirl Toying her Ass with Anal Plug Wanting Daddy to Breed her
91%
4:33
Crossdressing Sissy Tgirl Toying her Ass with Anal Plug Wanting Daddy to Breed her

Pornhub 5 years ago

Trans Bailey Wilde Fucked by Fuck Machine
4:28
Trans Bailey Wilde Fucked by Fuck Machine

XVideos 1 year ago

Sissy Altar - Worship My Lips, My Glasses, My Nails
10:01
Sissy Altar - Worship My Lips, My Glasses, My Nails

XVideos 9 months ago

Gagged, Piss Soaked Fag, Sarah Millward, wanks clitty, inserts big, black, cock into her fanny, also known as her arsehole! BDSM humiliation.
47%
2:57
Gagged, Piss Soaked Fag, Sarah Millward, wanks clitty, inserts big, black, cock into her fanny, also known as her arsehole! BDSM humiliation.

XVideos 3 years ago

Sissy becomes a Size Queen - Femdom Sissification
90%
1:18
Sissy becomes a Size Queen - Femdom Sissification

Pornhub 1 year ago

Tgirl Fucked by Goth Crossdresser
1:25
Tgirl Fucked by Goth Crossdresser

XVideos 1 year ago

I Tease and Squeeze his little sissy balls
75%
8:54
I Tease and Squeeze his little sissy balls

XNXX 1 year ago

Crossdresser Barebacked Dildo While in Chastity
83%
1:23
Crossdresser Barebacked Dildo While in Chastity

XVideos 1 year ago

I use my Husband as my Fuck Toy
89%
1:30
I use my Husband as my Fuck Toy

Pornhub 2 years ago

Sex Machine Fucks Hot Trans Bailey Wilde
100%
9:14
Sex Machine Fucks Hot Trans Bailey Wilde

XVideos 1 year ago

Your first task is coming from me now, my Sissi. Because I love it when you become a DWT and wear women's underwear, it will be great.
100%
16:14
Your first task is coming from me now, my Sissi. Because I love it when you become a DWT and wear women's underwear, it will be great.

XVideos 6 months ago

Crossdresser in Chastity Ready for Cock
75%
1:52
Crossdresser in Chastity Ready for Cock

XVideos 1 year ago

Sissy Hope Compilation 15
100%
10:16
Sissy Hope Compilation 15

XVideos 7 months ago

Hot Blonde Bailey Wilde Removes Chastity Then Jerks Off
100%
9:55
Hot Blonde Bailey Wilde Removes Chastity Then Jerks Off

XVideos 3 weeks ago

Plugged and Caged Teaser
66%
2:43
Plugged and Caged Teaser

XVideos 4 years ago

Sissy Feminization: you need FemDom Sissy Training by Goddess Nikki Kit
91%
1:28
Sissy Feminization: you need FemDom Sissy Training by Goddess Nikki Kit

Pornhub 5 years ago

Calling Your Milf Goddess Before Bed
100%
10:01
Calling Your Milf Goddess Before Bed

XVideos 9 months ago

The Big Black Dong Adventure
58%
10:57
The Big Black Dong Adventure

FapCat 4 years ago

I'm removing all your body hair, sissy!
68%
7:54
I'm removing all your body hair, sissy!

XNXX 4 years ago

Teaser Session for Cock Loving Sissies
83%
2:16
Teaser Session for Cock Loving Sissies

XNXX 4 years ago

Teaser Session for Cock Loving Sissies
83%
2:16
Teaser Session for Cock Loving Sissies

XNXX 4 years ago

Sissies and Faggots are two sides of the same coin
71%
2:39
Sissies and Faggots are two sides of the same coin

XNXX 4 years ago

Maids Fuck Each Other Doggystyle
93%
1:21
Maids Fuck Each Other Doggystyle

XVideos 1 year ago

Sissy Slut Transformation Instructions
70%
5:15
Sissy Slut Transformation Instructions

xHamster 2 years ago

Hot Crossdresser Opens Legs
60%
0:11
Hot Crossdresser Opens Legs

XVideos 1 year ago

Feminization Transformation for Girls Night Out
50%
3:35
Feminization Transformation for Girls Night Out

XVideos 8 months ago

Hot Blonde Femboy Fucked While Jerking Huge Cock
6:04
Hot Blonde Femboy Fucked While Jerking Huge Cock

XVideos 9 months ago

Sissy Dildo Training in Public
91%
12:22
Sissy Dildo Training in Public

Pornhub 1 year ago

Trans Kelsey Masters Fucked by Fuck Machine While Femboy Jerks Off
100%
7:23
Trans Kelsey Masters Fucked by Fuck Machine While Femboy Jerks Off

XNXX 1 year ago

Trans Gamer Jerks Off
100%
0:26
Trans Gamer Jerks Off

XVideos 1 year ago

Suck and Cum Teaser
48%
2:16
Suck and Cum Teaser

XVideos 4 years ago

Embrace your feminine side! Gentle encouragement POV
90%
8:24
Embrace your feminine side! Gentle encouragement POV

XNXX 4 years ago

Living Silicone Bimbo Doll - miss Eva Mae - Transformation Male to Female
90%
7:13
Living Silicone Bimbo Doll - miss Eva Mae - Transformation Male to Female

Pornhub 5 years ago

Foot Cuck Findom Pt1
93%
1:00
Foot Cuck Findom Pt1

Pornhub 2 years ago

Crossdresser Solo Sex At Home
75%
6:03
Crossdresser Solo Sex At Home

XVideos 4 years ago

Stepmommy's Feminization: Cuck Cleanup & Bisexual 3some Fantasy - Full Video on Veggiebabyy Manyvids
93%
1:10
Stepmommy's Feminization: Cuck Cleanup & Bisexual 3some Fantasy - Full Video on Veggiebabyy Manyvids

Pornhub 1 year ago

How I Fuck my Subby Hubby - Check out my Links for Full Video
90%
1:58
How I Fuck my Subby Hubby - Check out my Links for Full Video

Pornhub 2 years ago

Smooth Sissies Compilation - Feminization
82%
10:46
Smooth Sissies Compilation - Feminization

XNXX 7 years ago

Bimbo Sissy Slut Summer Camp Mind Fuck Series Teaser
90%
7:22
Bimbo Sissy Slut Summer Camp Mind Fuck Series Teaser

Pornhub 2 years ago

Crossdresser Bailey Wilde Fucked by Sex Machine Missionary
33%
3:34
Crossdresser Bailey Wilde Fucked by Sex Machine Missionary

XVideos 1 year ago

Cock Hungry Sissy Can't Stop Riding
100%
10:09
Cock Hungry Sissy Can't Stop Riding

XVideos 7 months ago

BBC Slave for Daddy, AKA (Mistress Tae)
83%
0:13
BBC Slave for Daddy, AKA (Mistress Tae)

XVideos 1 year ago

Homewrecking Sissy Cuckold FinDom ASMR
50%
7:20
Homewrecking Sissy Cuckold FinDom ASMR

XNXX 8 months ago

Ever try Giving Head before AUDIO ONLY
91%
5:01
Ever try Giving Head before AUDIO ONLY

Pornhub 4 years ago

Hot Blonde Femboy Paddled and Whipped
3:55
Hot Blonde Femboy Paddled and Whipped

XVideos 8 months ago

Isabelle from AnimalCrossing dominates you and turn you into a bitch Joi cei
79%
19:29
Isabelle from AnimalCrossing dominates you and turn you into a bitch Joi cei

XNXX 5 years ago

HOTTEST Crossdressers Fucking
20%
1:00
HOTTEST Crossdressers Fucking

XVideos 1 year ago

Im Gonna Turn you into a Cocksucker and Put you on the Street Sissy Boi SHEMALE PIMP VERSION
91%
16:15
Im Gonna Turn you into a Cocksucker and Put you on the Street Sissy Boi SHEMALE PIMP VERSION

Pornhub 5 years ago

Trans Bailey Wilde Fucked by Fuck Machine
4:28
Trans Bailey Wilde Fucked by Fuck Machine

XVideos 1 year ago

Hot Blonde Sissy Bailey Wilde in Chastity Fucked
100%
1:43
Hot Blonde Sissy Bailey Wilde in Chastity Fucked

XVideos 8 months ago

The mega cuckold bitch Roxana's lust for the black stud doesn't stop there
100%
0:45
The mega cuckold bitch Roxana's lust for the black stud doesn't stop there

XNXX 1 year ago

sexy Humiliatrix MILF dirty talk and roleplay with sissy doll in latex mask
69%
10:03
sexy Humiliatrix MILF dirty talk and roleplay with sissy doll in latex mask

XNXX 4 years ago

Komm schon, kleine Sissy-Bitch, heute erzähle ich dir im Detail die Wahrheit über dich und das du es liebst feminisiert zu werden, ich werde dich richtig verweiblichen
50%
13:53
Komm schon, kleine Sissy-Bitch, heute erzähle ich dir im Detail die Wahrheit über dich und das du es liebst feminisiert zu werden, ich werde dich richtig verweiblichen

XNXX 5 months ago

Crossdresser on Live Stream Dildo Fucked
100%
9:58
Crossdresser on Live Stream Dildo Fucked

XVideos 1 year ago

Mantras will help a sissy Reinforce all of her training
75%
2:10
Mantras will help a sissy Reinforce all of her training

XNXX 4 years ago

Mantras Teaser
84%
2:10
Mantras Teaser

XVideos 4 years ago

GloryHole Sissy Whore
67%
11:06
GloryHole Sissy Whore

XVideos 6 years ago

Crossdressing into Slutty Blonde
57%
6:52
Crossdressing into Slutty Blonde

XNXX 1 year ago

BBC for Sissy Boi - Check out my Links for Full Video
89%
2:28
BBC for Sissy Boi - Check out my Links for Full Video

Pornhub 2 years ago

Caitlyn from league of legends make you her pet bitch sissification joi and cei
68%
14:50
Caitlyn from league of legends make you her pet bitch sissification joi and cei

XNXX 5 years ago

Strapon fuck for submissive sissy
97%
2:30
Strapon fuck for submissive sissy

xHamster 5 years ago

Compounding Effects - Sissification Training Algorithm Trailer
57%
3:33
Compounding Effects - Sissification Training Algorithm Trailer

XNXX 2 years ago

Exposed Sissy - Femdom Sissification Exposure Fantasy
93%
0:41
Exposed Sissy - Femdom Sissification Exposure Fantasy

Pornhub 6 months ago

Pussy Training - Trailer
50%
3:34
Pussy Training - Trailer

XNXX 2 years ago

Eyes - Beauty Standards - Teaser
62%
2:21
Eyes - Beauty Standards - Teaser

XVideos 3 years ago

Toes pink like my pussy
100%
0:18
Toes pink like my pussy

XNXX 1 year ago

You get Escorted to the Glory Hole by Sissy Shemale Brandy to Suck Cock for her
91%
13:34
You get Escorted to the Glory Hole by Sissy Shemale Brandy to Suck Cock for her

Pornhub 5 years ago

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