Sissy Femdom: 323 Videos

Turning You Into A Sissy Slut 6: Anal Training (Preview)
4 years ago
0:30

PornHub

Turning You Into A Sissy Slut 6: Anal Training (Preview)

Tags:              

Sissy femboy crossdresser handjob fleshlight fuck HUGE LOAD
4 years ago
5:03

PornHub

Sissy femboy crossdresser handjob fleshlight fuck HUGE LOAD

Tags:              

SUBMISSIVE HUSBAND-Pegging and Fisting a Sissy
4 years ago
5:59

PornHub

SUBMISSIVE HUSBAND-Pegging and Fisting a Sissy

Tags:              

Citor3 SFM VR Bondage Games Big tits mistress femdom sissy dildo milking training
4 years ago
9:56

PornHub

Citor3 SFM VR Bondage Games Big tits mistress femdom sissy dildo milking training

Tags:              

SUBMISSIVE HUSBAND-Pegging Extreme Sissy for MsEmmaMadison
4 years ago
12:26

PornHub

SUBMISSIVE HUSBAND-Pegging Extreme Sissy for MsEmmaMadison

Tags:              

Sexy Shemale Sissy Girl Fucks Her Ass Upskirt Lingerie
4 years ago
0:59

PornHub

Sexy Shemale Sissy Girl Fucks Her Ass Upskirt Lingerie

Tags:              

Sissy Blonde Trans Girl Fucks Her Ass Glass Dildo In Lingerie
4 years ago
0:59

PornHub

Sissy Blonde Trans Girl Fucks Her Ass Glass Dildo In Lingerie

Tags:              

Sexy Sissy Pink Lingerie Fucks Her Asshole Slut
4 years ago
0:59

PornHub

Sexy Sissy Pink Lingerie Fucks Her Asshole Slut

Tags:              

Preparing our sissy for Vegas - Ft. Lola Fawn (Preview)
4 years ago
0:32

PornHub

Preparing our sissy for Vegas - Ft. Lola Fawn (Preview)

Tags:              

Sissy Feminization And Bisexual Crossdressing Videos
4 years ago
7:10

PornHub

Sissy Feminization And Bisexual Crossdressing Videos

Tags:              

Femdom handjob for sissy hubby and get first cum taste
4 years ago
10:53

PornHub

Femdom handjob for sissy hubby and get first cum taste

Tags:              

Sissy Domination And POV Feminization Porn
4 years ago
7:29

PornHub

Sissy Domination And POV Feminization Porn

Tags:              

The Sissy's Mentor [Preview]
4 years ago
21:56

PornHub

The Sissy's Mentor [Preview]

Tags:          

Mistress Brodie pegs her caged sissy husband on the couch
4 years ago
15:25

PornHub

Mistress Brodie pegs her caged sissy husband on the couch

Tags:              

Mommy locking up her sissy
4 years ago
3:27

PornHub

Mommy locking up her sissy

Tags:              

Sexy Sissy Slut Trap Trans Blonde Girl Fucks Her Ass Hot Anal
4 years ago
0:59

PornHub

Sexy Sissy Slut Trap Trans Blonde Girl Fucks Her Ass Hot Anal

Tags:              

Sissy maid folds clothes
4 years ago
7:27

PornHub

Sissy maid folds clothes

Tags:              

Submissive Sissy And Bisexual Feminization Porn
4 years ago
6:28

PornHub

Submissive Sissy And Bisexual Feminization Porn

Tags:              

Your New Sissy Name - Feminization - Preview
4 years ago
0:33

PornHub

Your New Sissy Name - Feminization - Preview

Tags:            

Sissy Femdom And Bisexual Feminization Porn
4 years ago
8:12

PornHub

Sissy Femdom And Bisexual Feminization Porn

Tags:              

Bisexual Feminization And Sissy Femdom Videos
4 years ago
8:04

PornHub

Bisexual Feminization And Sissy Femdom Videos

Tags:              

Sissy Fetish And Bisexual Feminization Videos
4 years ago
7:45

PornHub

Sissy Fetish And Bisexual Feminization Videos

Tags:              

Quickie: Making you my Sissy Toy
4 years ago
3:25

PornHub

Quickie: Making you my Sissy Toy

Tags:              

Sissy Domination And POV Feminization Fetish
4 years ago
7:12

PornHub

Sissy Domination And POV Feminization Fetish

Tags:              

spit roasting sissy with the cutler x from mr hankeys toys
4 years ago
27:21

JizzBunker

spit roasting sissy with the cutler x from mr hankeys toys

Tags:              

Shez and Mr E Dungeon Sissy
4 years ago
0:22

PornHub

Shez and Mr E Dungeon Sissy

Tags:              

i know you would look hot as a sissy
4 years ago
8:13

JizzBunker

i know you would look hot as a sissy

Tags:            

you have a pretty sissy girl ass
4 years ago
8:36

XXXDan

you have a pretty sissy girl ass

Tags:              

I will let you pick out your own sissy outfit
4 years ago
6:06

xHamster

I will let you pick out your own sissy outfit

Tags:            

Sissy Feminization And Bisexual Femdom Porn
4 years ago
6:56

PornHub

Sissy Feminization And Bisexual Femdom Porn

Tags:              

MOMMY CREAMPIES HER TEEN SISSY
4 years ago
1:37

PornHub

MOMMY CREAMPIES HER TEEN SISSY

Tags:              

POV Strapon Femdom Mistress JOI For Sissy Losers
4 years ago
10:42

PornoXO

POV Strapon Femdom Mistress JOI For Sissy Losers

Tags:            

silly sissy pays for his behavior
4 years ago
11:16

PornoXO

silly sissy pays for his behavior

Tags:        

pov findom dominatrix sissy humiliation joi
4 years ago
11:40

JizzBunker

pov findom dominatrix sissy humiliation joi

Tags:            

SUBMISSIVE HUSBAND-Fetish Sissy Pegging
4 years ago
12:27

PornHub

SUBMISSIVE HUSBAND-Fetish Sissy Pegging

Tags:              

pov femdom sissy humiliation jerk instructions
4 years ago
4:51

JizzBunker

pov femdom sissy humiliation jerk instructions

Tags:            

i am going to dress you up like a total sissy girl
4 years ago
8:36

JizzBunker

i am going to dress you up like a total sissy girl

Tags:            

i think you will look really hot as a sissy girl
4 years ago
8:32

XXXDan

i think you will look really hot as a sissy girl

Tags:            

this strapon is going all the way up your sissy ass
4 years ago
7:15

XXXDan

this strapon is going all the way up your sissy ass

Tags:              

you are now my personal sissy blowjob slave
4 years ago
7:57

XXXDan

you are now my personal sissy blowjob slave

Tags:              

i know that deep down you are a total sissy
4 years ago
7:17

XXXDan

i know that deep down you are a total sissy

Tags:            

POV Dominatrix Sissy Training JOI
4 years ago
4:49

DrTuber

POV Dominatrix Sissy Training JOI

Tags:              

i am here to teach you how to be a sissy
4 years ago
8:34

JizzBunker

i am here to teach you how to be a sissy

Tags:            

its time i taught my sissy to suck big black cock
4 years ago
7:40

XXXDan

its time i taught my sissy to suck big black cock

Tags:              

il'l show my favorite sissy the secret to sucking black cock
4 years ago
7:33

JizzBunker

il'l show my favorite sissy the secret to sucking black cock

Tags:              

Babe gets dominated by a horny cross-dressing sissy and pegs
4 years ago
3:34

BDSMTubeOne

Babe gets dominated by a horny cross-dressing sissy and pegs

Tags:        

miss a with the sissy stick and the xl mr hankeys el ray
4 years ago
19:08

XXXDan

miss a with the sissy stick and the xl mr hankeys el ray

Tags:            

Sissy Domination And Bisexual Femdom Porn
5 years ago
6:38

PornHub

Sissy Domination And Bisexual Femdom Porn

Tags:              

ManWhore To Sissy
5 years ago
18:41

xHamster

ManWhore To Sissy

Tags:              

POINT OF VIEW Feminization And Sissy Dominance Porno
5 years ago
6:30

PornGem

POINT OF VIEW Feminization And Sissy Dominance Porno

Tags:              

you are my new sissy dress up slave
5 years ago
9:32

JizzBunker

you are my new sissy dress up slave

Tags:              

hum sissy live
5 years ago
12:20

XXXDan

hum sissy live

Tags:          

your sissy training starts right now
5 years ago
9:44

JizzBunker

your sissy training starts right now

Tags:            

i know that you are a total sissy deep down inside
5 years ago
7:13

XXXDan

i know that you are a total sissy deep down inside

Tags:            

you are going to be my cutest sissy boy slave yet
5 years ago
7:33

JizzBunker

you are going to be my cutest sissy boy slave yet

Tags:              

i will make you look great as a sissy girl
5 years ago
8:42

XXXDan

i will make you look great as a sissy girl

Tags:            

sissy male drawing tool
5 years ago
7:18

XXXDan

sissy male drawing tool

Tags:    

sissy anal training joi
5 years ago
6:48

XXXDan

sissy anal training joi

Tags:            

bi sissy cuckold cumshots
5 years ago
5:36

JizzBunker

bi sissy cuckold cumshots

Tags:            

Sissy Fetish And Bisexual Domination Porn
5 years ago
6:47

PornHub

Sissy Fetish And Bisexual Domination Porn

Tags:              

Sissy Slut fucks pillow in bright pink underwear
5 years ago
3:14

PornHub

Sissy Slut fucks pillow in bright pink underwear

Tags:              

Bigger Blacker BBC Sissy Training Verbal Humilation
5 years ago
0:22

PornHub

Bigger Blacker BBC Sissy Training Verbal Humilation

Tags:              

Bisexual Sissy Fetish And Femdom POV Porn
5 years ago
8:17

PornHub

Bisexual Sissy Fetish And Femdom POV Porn

Tags:              

Kinky women and sissy lads are having good fun quite often
5 years ago
5:06

NuVid

Kinky women and sissy lads are having good fun quite often

Tags:              

Sissy Bitch Husband Ass fucked Wife's Strapon
5 years ago
1:46

PornHub

Sissy Bitch Husband Ass fucked Wife's Strapon

Tags:              

you look so much cuter as a sissy girl
5 years ago
7:04

XXXDan

you look so much cuter as a sissy girl

Tags:            

sissy slut spit roast
5 years ago
11:34

JizzBunker

sissy slut spit roast

Tags:              

i am going to peg your sissy whore ass so hard
5 years ago
15:47

XXXDan

i am going to peg your sissy whore ass so hard

Tags:              

i picked out the perfect lingerie for my sissy slave
5 years ago
8:39

JizzBunker

i picked out the perfect lingerie for my sissy slave

Tags:              

have you ever dreamed of being a sissy girl
5 years ago
7:23

JizzBunker

have you ever dreamed of being a sissy girl

Tags:            

miss a makes sissy ride yhe rentman from mr hankeys toys
5 years ago
5:42

JizzBunker

miss a makes sissy ride yhe rentman from mr hankeys toys

Tags:              

Dom ladies and pliant sissy boys are having pleasure
5 years ago
5:12

NuVid

Dom ladies and pliant sissy boys are having pleasure

Tags:          

i need a sissy boy side kick
5 years ago
8:17

XXXDan

i need a sissy boy side kick

Tags:              

i have a fun new sissy outfit for you to try on
5 years ago
8:17

XXXDan

i have a fun new sissy outfit for you to try on

Tags:              

bondage tape tutorial educational femdom sissy mistress
5 years ago
6:39

JizzBunker

bondage tape tutorial educational femdom sissy mistress

Tags:            

you look so much cuter dressed as a sissy girl
5 years ago
7:34

XXXDan

you look so much cuter dressed as a sissy girl

Tags:            

you will make the perfect sissy slave
5 years ago
8:13

JizzBunker

you will make the perfect sissy slave

Tags:              

my mistress wife pegging toying sissy husband in chastity
5 years ago
13:50

JizzBunker

my mistress wife pegging toying sissy husband in chastity

Tags:              

sissy slave lick fuck his mistress wife in boots mask smoke
5 years ago
22:46

XXXDan

sissy slave lick fuck his mistress wife in boots mask smoke

Tags:              

1 my sexy kinky femdom mistress warm up my cd sissy hole
5 years ago
24:47

XXXDan

1 my sexy kinky femdom mistress warm up my cd sissy hole

Tags:              

my mistress wife fuck sissy slave hole deep hard with dildo
5 years ago
12:08

JizzBunker

my mistress wife fuck sissy slave hole deep hard with dildo

Tags:              

sexy femdom mistress fucks sissy slave with strapon
5 years ago
12:25

JizzBunker

sexy femdom mistress fucks sissy slave with strapon

Tags:              

turing you into my panty sissy slut
5 years ago
9:53

XXXDan

turing you into my panty sissy slut

Tags:            

Sissy Feminization And POV Femdom Porn
5 years ago
8:01

PornHub

Sissy Feminization And POV Femdom Porn

Tags:              

Chastity Keyholder Mistress teasing CD Sissy Chastity Maid
5 years ago
1:43

PornHub

Chastity Keyholder Mistress teasing CD Sissy Chastity Maid

Tags:              

Leya Falcon balls busts then pegs Sissy Jessica in her 1st anal
5 years ago
8:58

PornHub

Leya Falcon balls busts then pegs Sissy Jessica in her 1st anal

Tags:              

look at you sissy loser dominatrix pov
5 years ago
6:18

JizzBunker

look at you sissy loser dominatrix pov

Tags:            

Cfnm domina jerks sissy
5 years ago
6:10

PornoXO

Cfnm domina jerks sissy

Tags:              

you are my sexy sissy dress up doll
5 years ago
8:35

JizzBunker

you are my sexy sissy dress up doll

Tags:              

Chicks and sissy boyz are having valuable fun quite often
5 years ago
5:06

NuVid

Chicks and sissy boyz are having valuable fun quite often

Tags:              

POV Feminization And Sissy Femdom Videos
5 years ago
7:14

PornHub

POV Feminization And Sissy Femdom Videos

Tags:              

you are the best sissy slave ive ever had
5 years ago
8:44

JizzBunker

you are the best sissy slave ive ever had

Tags:              

sissy dildo anal instructions
5 years ago
6:48

JizzBunker

sissy dildo anal instructions

Tags:              

SISSY TAUNT AND DENIAL
5 years ago
2:32

PornGem

SISSY TAUNT AND DENIAL

Tags:              

Tricked and Sissyfied two SISSY ORAL JOB
5 years ago
2:03

PornGem

Tricked and Sissyfied two SISSY ORAL JOB

Tags:              

biting flogging sissy rewarded with my cunt
5 years ago
5:52

XXXDan

biting flogging sissy rewarded with my cunt

Tags:        

you look so much cuter dressed as a sissy girl
5 years ago
8:13

XXXDan

you look so much cuter dressed as a sissy girl

Tags:            

i am going to dress you up like a sissy boy
5 years ago
8:15

XXXDan

i am going to dress you up like a sissy boy

Tags:              

Domina cuckolds sissy
5 years ago
10:00

PornoXO

Domina cuckolds sissy

Tags:              

Sissy Domination And Feminization Porn
5 years ago
7:47

PornHub

Sissy Domination And Feminization Porn

Tags:              

Sissy Domination And Bisexual Femdom Porn
5 years ago
7:26

PornHub

Sissy Domination And Bisexual Femdom Porn

Tags:              

both of these big cocks are going inside your sissy ass
5 years ago
9:47

JizzBunker

both of these big cocks are going inside your sissy ass

Tags:              

I want you to be my new sissy dress up doll
5 years ago
8:37

xHamster

I want you to be my new sissy dress up doll

Tags:              

Sissy-hole in the garden Preview
5 years ago
1:14

PornHub

Sissy-hole in the garden Preview

Tags:              

Sissy Feminization And Bisexual Femdom Videos
5 years ago
8:07

PornHub

Sissy Feminization And Bisexual Femdom Videos

Tags:              

joi to my panties sissy loser
5 years ago
5:23

JizzBunker

joi to my panties sissy loser

Tags:            

Beta male humiliated and turned into sissy
5 years ago
13:13

PornHub

Beta male humiliated and turned into sissy

Tags:            

Cock Cage Self Facial! Sissy Crossdresser Prostate Orgasm! Thick Cum Ropes!
6 years ago
0:47

PornHub

Cock Cage Self Facial! Sissy Crossdresser Prostate Orgasm! Thick Cum Ropes!

Tags:              

i have a special treat for my favorite sissy boy
6 years ago
7:13

XXXDan

i have a special treat for my favorite sissy boy

Tags:              

Brookelynne Briar Trains Her Panty-Wearing Boyfriend To Be Proper Sissy
6 years ago
6:18

PornHub

Brookelynne Briar Trains Her Panty-Wearing Boyfriend To Be Proper Sissy

Tags:              

dominas humiliate sissy
6 years ago
6:10

JizzBunker

dominas humiliate sissy

Tags:        

I am going to make you my personal sissy girl slave
6 years ago
8:16

xHamster

I am going to make you my personal sissy girl slave

Tags:              

SISSY Mindcontrol TRAINING - Sasha de Sade & Mistress Murmur
6 years ago
33:02

PornHub

SISSY Mindcontrol TRAINING - Sasha de Sade & Mistress Murmur

Tags:              

i have a cute little sissy outfit you are going to love
6 years ago
7:52

JizzBunker

i have a cute little sissy outfit you are going to love

Tags:            

chastity sissy shock
6 years ago
5:32

XXXDan

chastity sissy shock

Tags:    

Ebony Domme and Her Sissy Slut
6 years ago
1:24

PornHub

Ebony Domme and Her Sissy Slut

Tags:              

i will dress you up like a total sissy slut
6 years ago
6:58

XXXDan

i will dress you up like a total sissy slut

Tags:            

you are my favorite sissy dress up doll
6 years ago
7:18

XXXDan

you are my favorite sissy dress up doll

Tags:              

i knew you were a sissy boy all along
6 years ago
6:43

JizzBunker

i knew you were a sissy boy all along

Tags:              

I want to try on this sissy outfit
6 years ago
7:25

JizzBunker

I want to try on this sissy outfit

Tags:              

I can help you turn into a sissy
6 years ago
7:17

JizzBunker

I can help you turn into a sissy

Tags:          

this big fat dildo will tear up the ass sissy
6 years ago
7:43

JizzBunker

this big fat dildo will tear up the ass sissy

Tags:              

if you are going to be a sissy you have to suck cock like a
6 years ago
7:13

JizzBunker

if you are going to be a sissy you have to suck cock like a

Tags:              

femdoms latex dominate tag team sissy wank face fuck strapon
6 years ago
7:45

JizzBunker

femdoms latex dominate tag team sissy wank face fuck strapon

Tags:              

Sissy Slut fisting herself
7 years ago
5:24

xHamster

Sissy Slut fisting herself

Tags:            

Sissy strap 2qqb
7 years ago
5:41

JizzBunker

Sissy strap 2qqb

Tags:    

sissy get fucked
7 years ago
3:27

xHamster

sissy get fucked

Tags:        

Madame c cock slap pink sissy angeliica
7 years ago
8:48

JizzBunker

Madame c cock slap pink sissy angeliica

Tags:        

Good hard double dom spitroast anal fuck with big strapons for sissy slut
7 years ago
10:43

PornHub

Good hard double dom spitroast anal fuck with big strapons for sissy slut

Tags:              

I have some sexy sissy lingerie for you to wear
7 years ago
7:43

xHamster

I have some sexy sissy lingerie for you to wear

Tags:            

Sissy cum eating instruction
8 years ago
5:15

JizzBunker

Sissy cum eating instruction

Tags:        

It makes you cum like a sissy girl
8 years ago
10:29

JizzBunker

It makes you cum like a sissy girl

Tags:      

My husband sissy fagot
8 years ago
11:54

JizzBunker

My husband sissy fagot

Tags:        

Mature mistress - young sissy
8 years ago
25:30

xHamster

Mature mistress - young sissy

Tags:      

I love fucking sissy bitches like you
8 years ago
13:36

xHamster

I love fucking sissy bitches like you

Tags:          

Dressing you up like a sissy girl is so much fun
8 years ago
3:43

xHamster

Dressing you up like a sissy girl is so much fun

Tags:            

You are a little sissy boy and you know it
9 years ago
3:09

xHamster

You are a little sissy boy and you know it

Tags:          

fucking my sissy husbands ass
9 years ago
1:15

xHamster

fucking my sissy husbands ass

Tags:            

Shaved sissy guy gets brutally straponed by curvaceous brunette
9 years ago
7:30

YourLust

Shaved sissy guy gets brutally straponed by curvaceous brunette

Tags:          

Sissy Boy Spanked And Machined In The Ass
12 years ago
5:54

SunPorno

Sissy Boy Spanked And Machined In The Ass

Tags:              

Sissy Boys Humbled Orgasm
12 years ago
6:25

SunPorno

Sissy Boys Humbled Orgasm

Tags:              

Punishing a Sissy Slut
13 years ago
5:37

xHamster

Punishing a Sissy Slut

Tags:      

Sissy Wedding
13 years ago
2:37

xHamster

Sissy Wedding

Tags: