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Sissification Porn Videos (5,423)

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How I became a simpering sissy slut pt 4
100%
1:43
How I became a simpering sissy slut pt 4

XVideos 2 years ago

Clips 4 Sale - The Gay Awakening Podcast Episode #10
26:33
Clips 4 Sale - The Gay Awakening Podcast Episode #10

FapCat 2 years ago

Sissy Hypno Hypnosis | Feminization | Sissy Trainer | Sissification
30:59
Sissy Hypno Hypnosis | Feminization | Sissy Trainer | Sissification

YouJizz 3 years ago

Dildo Rider Squat and Squirt Version
90%
8:53
Dildo Rider Squat and Squirt Version

Pornhub 1 year ago

Femme Sandy - Squealing Like a Sow; Mtf Piggy Riding Cock
100%
5:01
Femme Sandy - Squealing Like a Sow; Mtf Piggy Riding Cock

XVideos 5 months ago

Sissification Training with a Ginger Princess Lilium!
100%
7:21
Sissification Training with a Ginger Princess Lilium!

Pornhub 1 year ago

Pegging my Sissy Slut - Check out my Links for Full Video
89%
2:37
Pegging my Sissy Slut - Check out my Links for Full Video

Pornhub 2 years ago

Becoming one with an Eldritch Entity [feminization] [femdom] | ASMR Hentai Audio Roleplay
83%
5:26
Becoming one with an Eldritch Entity [feminization] [femdom] | ASMR Hentai Audio Roleplay

Pornhub 7 months ago

Hulu Loop Training_002_Miss Eva Mae_ Female Masker and Silicone Doll
93%
5:02
Hulu Loop Training_002_Miss Eva Mae_ Female Masker and Silicone Doll

Pornhub 4 years ago

Sissy Hope Anal Training Pt1
50%
0:45
Sissy Hope Anal Training Pt1

XNXX 1 year ago

Sissy`s Private Anal Marathon
100%
4:49
Sissy`s Private Anal Marathon

Pornhub 1 year ago

VERY HOT Blonde Crossdresser Whipped and Paddled
100%
3:54
VERY HOT Blonde Crossdresser Whipped and Paddled

XVideos 4 months ago

Sissy Clit Allowed to Cum after Anal Pounding and Orgasms
92%
2:03
Sissy Clit Allowed to Cum after Anal Pounding and Orgasms

Pornhub 2 years ago

Be Pretty for the D Remastered AUDIO
92%
8:11
Be Pretty for the D Remastered AUDIO

Pornhub 2 years ago

Clips 4 Sale - THE GAY AWAKENING 2 PODCAST - EPISODE #2
20:57
Clips 4 Sale - THE GAY AWAKENING 2 PODCAST - EPISODE #2

FapCat 2 years ago

Sissy Transformation Ft Trans Femdom Queen
91%
1:16
Sissy Transformation Ft Trans Femdom Queen

Pornhub 5 years ago

Makeup Transformation on Man Who Becomes Maid
100%
6:17
Makeup Transformation on Man Who Becomes Maid

XNXX 1 year ago

Trans Kelsey Masters Fucked by Fuck Machine While Bailey Wilde Jerks Off
4:44
Trans Kelsey Masters Fucked by Fuck Machine While Bailey Wilde Jerks Off

XNXX 1 year ago

Sissy Stuffed for Thanksgiving Free Preview
91%
3:20
Sissy Stuffed for Thanksgiving Free Preview

Pornhub 4 years ago

Sissification 17 (Animation)
99%
7:42
Sissification 17 (Animation)

xHamster 7 years ago

Medical Sissification 1
88%
1:06
Medical Sissification 1

Pornhub 2 years ago

Sissification 12 (Animation)
94%
1:14
Sissification 12 (Animation)

xHamster 7 years ago

FemDom Pussy Licking and Pegging - Dirty Talking Mistress and her Newbie Sissy Slut! Arya Grander
83%
10:38
FemDom Pussy Licking and Pegging - Dirty Talking Mistress and her Newbie Sissy Slut! Arya Grander

Pornhub 1 year ago

Sissy Cuck Bound Up And Plugged By Female Domination Domina
19:33
Sissy Cuck Bound Up And Plugged By Female Domination Domina

4KPorn 4 years ago

Hot TS Bailey Wilde Removes Chastity Then Jerks Off
100%
9:48
Hot TS Bailey Wilde Removes Chastity Then Jerks Off

XVideos 4 weeks ago

Sissy Mel Takes the vector extra large
75%
4:27
Sissy Mel Takes the vector extra large

XVideos 4 years ago

Tgirl Fucked by Goth Crossdresser
100%
1:25
Tgirl Fucked by Goth Crossdresser

XNXX 1 year ago

Latina Cross Dresser at it again!
100%
1:00
Latina Cross Dresser at it again!

XVideos 4 months ago

Sexy Tgirl Sucks Big Trans Cock
100%
6:27
Sexy Tgirl Sucks Big Trans Cock

XNXX 1 year ago

Made to dressed listen ASMR in Headphones
10:55
Made to dressed listen ASMR in Headphones

XNXX 9 months ago

Iman's Introduction
92%
1:14
Iman's Introduction

Pornhub 1 year ago

I am Bored, so I make my Girl Dick Hard until I Squirt
88%
1:26
I am Bored, so I make my Girl Dick Hard until I Squirt

Pornhub 1 year ago

au-t-1493
78%
10:13
au-t-1493

XVideos 8 years ago

Bunny Earned a Spanking
93%
2:00
Bunny Earned a Spanking

Pornhub 3 years ago

Worship BBC only because Female Nudity is not for you
88%
2:10
Worship BBC only because Female Nudity is not for you

Pornhub 2 years ago

Juggsy Female Masker Z Cup Stripper #2
88%
7:53
Juggsy Female Masker Z Cup Stripper #2

Pornhub 2 years ago

Bi Husband Sissified and Fucked in the Ass - Check out my Links for Full Video
90%
2:42
Bi Husband Sissified and Fucked in the Ass - Check out my Links for Full Video

Pornhub 3 years ago

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

XNXX 1 year ago

Quickie: Making you my Sissy Toy
91%
3:25
Quickie: Making you my Sissy Toy

Pornhub 6 years ago

Sissygasm Training 102 Teaser
1:28
Sissygasm Training 102 Teaser

FapCat 4 years ago

Sissy Hope Compilation 3 ?
100%
0:22
Sissy Hope Compilation 3 ?

XNXX 1 year ago

My oiled virgin ass Getting fucked by using my finger
1:01
My oiled virgin ass Getting fucked by using my finger

XNXX 8 months ago

6 inch toy destroys my sissy hole
33%
10:25
6 inch toy destroys my sissy hole

XNXX 1 year ago

Z Cup Juggsy Dildo Sex Show #2
83%
10:05
Z Cup Juggsy Dildo Sex Show #2

Pornhub 1 year ago

Latin CD Sissy Rides Dildo
0:19
Latin CD Sissy Rides Dildo

XVideos 4 months ago

White Feminine Pretty Sissy in Sweet Shorts Booty Dance
50%
6:33
White Feminine Pretty Sissy in Sweet Shorts Booty Dance

XVideos 3 months ago

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

XNXX 5 months ago

You WILL be my Sissy Girl - Audio Sample
83%
2:14
You WILL be my Sissy Girl - Audio Sample

Pornhub 2 years ago

Depraved Santa Relaxes After Tiring Christmas Gift Giving
78%
10:19
Depraved Santa Relaxes After Tiring Christmas Gift Giving

XVideos 3 years ago

BBC
83%
0:13
BBC

XNXX 1 year ago

Kinky Podcast 9 let me Guide you as you Suck on a Big Fat Juicy Cock YOU FAGGOT COCKSUCKER
92%
13:18
Kinky Podcast 9 let me Guide you as you Suck on a Big Fat Juicy Cock YOU FAGGOT COCKSUCKER

Pornhub 4 years ago

Preview of Franz story
100%
0:47
Preview of Franz story

XNXX 2 years ago

DeepSlutPuppy Ep.2 - Cum Slut Trainer
96%
2:32
DeepSlutPuppy Ep.2 - Cum Slut Trainer

xHamster 6 years ago

Sissification and Strapon Fucked by Boss to Get Maid Job
100%
1:32
Sissification and Strapon Fucked by Boss to Get Maid Job

XNXX 11 months ago

High heels training moving hips to the rhythm of my whip - Regina Milano dom
71%
0:18
High heels training moving hips to the rhythm of my whip - Regina Milano dom

XVideos 4 years ago

You Want to be a Girl -- Brainwash
100%
2:13
You Want to be a Girl -- Brainwash

XVideos 3 weeks ago

Jessiesissyadventures Begs Endless Release behind Bars
86%
4:02
Jessiesissyadventures Begs Endless Release behind Bars

Pornhub 2 weeks ago

Femme Sandy - Sissy Strut; Modeling My Lingerie & Small Clitty
100%
3:13
Femme Sandy - Sissy Strut; Modeling My Lingerie & Small Clitty

XNXX 5 months ago

Sissy Nipples and Prostate Play (teaser)
100%
7:16
Sissy Nipples and Prostate Play (teaser)

Pornhub 1 year ago

TS Bailey Wilde Gets Paddled and Whipped by Chisholm of Boston
3:55
TS Bailey Wilde Gets Paddled and Whipped by Chisholm of Boston

XVideos 4 months ago

DILF in Dressing Gown Humiliates you for being a Cross Dressing Sissy Bitch PREVIEW - Pornhub Gay
88%
2:08
DILF in Dressing Gown Humiliates you for being a Cross Dressing Sissy Bitch PREVIEW - Pornhub Gay

Pornhub 4 years ago

Midnight Session, Part 2: a Blow Job
100%
4:08
Midnight Session, Part 2: a Blow Job

Pornhub 4 months ago

Tattooed Petite Cyber Goth Brunette Petite Vampire Girl in Shines Latex Rubber Purple Catsuit
86%
1:53
Tattooed Petite Cyber Goth Brunette Petite Vampire Girl in Shines Latex Rubber Purple Catsuit

Pornhub 1 year ago

Sissy Girl Locked in Chastity and Destroys her Boobies Jessiesissyadventures
89%
0:48
Sissy Girl Locked in Chastity and Destroys her Boobies Jessiesissyadventures

Pornhub 2 years ago

Femme Sandy - Mtf Sissy Slow Striptease to Nude
1:49
Femme Sandy - Mtf Sissy Slow Striptease to Nude

XVideos 5 months ago

Goddess Kate Pixel Fetish Teasers - Fully Censored
91%
1:37
Goddess Kate Pixel Fetish Teasers - Fully Censored

Pornhub 2 years ago

Smooth Legs Pressuring Cute Feminine Dick Hot Masturbating Pre Cum
67%
5:47
Smooth Legs Pressuring Cute Feminine Dick Hot Masturbating Pre Cum

XVideos 4 months ago

Sissification 36 (Animation)
95%
7:00
Sissification 36 (Animation)

xHamster 6 years ago

Camp Sissyboi Candy Cane Kiss Music Video
83%
3:25
Camp Sissyboi Candy Cane Kiss Music Video

Pornhub 1 year ago

Sexy Shemale Brandy Exposes a Closet Sissy Fag Online
67%
2:56
Sexy Shemale Brandy Exposes a Closet Sissy Fag Online

xHamster 2 years ago

Sexy Shemale Brandy Exposes a Closet Sissy Fag Online
67%
2:56
Sexy Shemale Brandy Exposes a Closet Sissy Fag Online

xHamster 2 years ago

Cute virgin Femboy looking for fans by showing his horny ass
100%
0:43
Cute virgin Femboy looking for fans by showing his horny ass

XNXX 8 months ago

Sissy Feminization CEI Cum Eating Instructions - FemDom POV Free Porn Video - Arya Grander Clip
90%
15:15
Sissy Feminization CEI Cum Eating Instructions - FemDom POV Free Porn Video - Arya Grander Clip

Pornhub 3 years ago

I fuck my delicious stepsister while she is in her room chatting
100%
10:41
I fuck my delicious stepsister while she is in her room chatting

XNXX 1 year ago

Sissy Girl Teases Big BBC Jessiesissyadventures
92%
0:48
Sissy Girl Teases Big BBC Jessiesissyadventures

Pornhub 2 years ago

6th Part - STEPMOMMY TURNS YOU INTO a SISSY, Cockslut, Locking you in Chastity Ready to please Cocks
100%
3:05
6th Part - STEPMOMMY TURNS YOU INTO a SISSY, Cockslut, Locking you in Chastity Ready to please Cocks

Pornhub 2 years ago

Evil Stepsister discovers your sissy persona and does feminization training on you
100%
0:57
Evil Stepsister discovers your sissy persona and does feminization training on you

XNXX 11 months ago

Total Domination And Slave Training Tube Vids
53%
13:13
Total Domination And Slave Training Tube Vids

XNXX 5 years ago

Hot Blonde Crossdresser Fucking Redhead Trans Woman
75%
1:09
Hot Blonde Crossdresser Fucking Redhead Trans Woman

XVideos 1 month ago

Sissification with ballons
40%
6:00
Sissification with ballons

XNXX 5 years ago

Related stars:
Bailey Wilde Any Fanny Friday Femme Sandy Chisholm Of Boston Arya Grander Maria Catalina Crossdresser Ketty Miss Lacy Duval Olga Alberti Melodymoods Michael Ernandes Jake Grand
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