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Sissy: 398 Movies, sorted by Date

Sweet ass Sissy takes BBC deep. Shaking Legs

Sweet ass Sissy takes BBC deep. Shaking Legs

00:28
Caged Sissy

Caged Sissy

00:32
Sexy BBC fucks my sissy pussy deep 2

Sexy BBC fucks my sissy pussy deep 2

00:38
BBW Sissy - Sucking my dildo

BBW Sissy - Sucking my dildo

02:29
sissy y su novia

sissy y su novia

02:57
Sissy with 2 men

Sissy with 2 men

04:22
Crossdresser Cuts

Crossdresser Cuts

03:21
Distraction while riding a dildo,

Distraction while riding a dildo,

00:30
you have a small penis

you have a small penis

04:12
Sissy Hypno Brainwashing

Sissy Hypno Brainwashing

02:19
Multiple cum in stockings fucking dildo no hands

Multiple cum in stockings fucking dildo no hands

04:23
Interracial bbc sissy anal hypno

Interracial bbc sissy anal hypno

03:35
KaylaGirl80 - Sexy Crossdresser moves for you xx

KaylaGirl80 - Sexy Crossdresser moves for you xx

01:47
Sissy Maid Crossdressing 1 - 16/12/14

Sissy Maid Crossdressing 1 - 16/12/14

04:45
Asian mistress strap sissy

Asian mistress strap sissy

04:03
Hot Pegging Strapon Fem Sissy Fucked Doggystyle

Hot Pegging Strapon Fem Sissy Fucked Doggystyle

05:00
Mandy's Tranny Life

Mandy's Tranny Life

02:54
Give up on being a man! YOU ARE A SISSY FAGGOT!

Give up on being a man! YOU ARE A SISSY FAGGOT!

03:50
mary loves sucking

mary loves sucking

01:24
Sissy crossdresser in long boots and corset fucked in the ass by stranger

Sissy crossdresser in long boots and corset fucked in the ass by stranger

01:12
magic sissy 1

magic sissy 1

03:02
Sissy katelyn cums on her own face

Sissy katelyn cums on her own face

03:55
sissy clit

sissy clit

04:57
My 2 sissys cummin together

My 2 sissys cummin together

00:49
sissy needs a daddy

sissy needs a daddy

04:54
Sissy Laura - Cumming With A BBC In My Ass (Cumshot - Shorter Version)

Sissy Laura - Cumming With A BBC In My Ass (Cumshot - Shorter Version)

00:19
Mandy PVC Tranny Tart

Mandy PVC Tranny Tart

00:45
sissies being degraded

sissies being degraded

00:02
Sissy Boy Training

Sissy Boy Training

04:08
polish mistress sissy trainer vol 4 shemale porn shemales tranny porn trannies ladyboy ladyboys ts t

polish mistress sissy trainer vol 4 shemale porn shemales tranny porn trannies ladyboy ladyboys ts t

04:36
asian sissy cumming

asian sissy cumming

00:41
MF Sissy Training SEXY CD

MF Sissy Training SEXY CD

03:30
Nympho Crossdresser GFs!

Nympho Crossdresser GFs!

03:15
Castrated sissy at the nude beach

Castrated sissy at the nude beach

00:55
my sissy phat ass

my sissy phat ass

01:14
You will be a sissy faggot - hypno

You will be a sissy faggot - hypno

03:38
Sissy Overload

Sissy Overload

04:36
sissy Lucas Montes

sissy Lucas Montes

01:15
MILF giving a hot Crossdresser Good Oral

MILF giving a hot Crossdresser Good Oral

04:16
BBW Sissy Diane Smoke For Master

BBW Sissy Diane Smoke For Master

02:14
Mandy Smoke Fetish Tart

Mandy Smoke Fetish Tart

03:55
mistress wanking nylon sissy slut

mistress wanking nylon sissy slut

00:39
Sissys & Shemales sucking cock and licking ass

Sissys & Shemales sucking cock and licking ass

03:12
black cocks for sissy whores

black cocks for sissy whores

04:08
sissy Gadar

sissy Gadar

04:27
Illuminati sissy toy.FLV

Illuminati sissy toy.FLV

02:36
Sissy Satifaction by Leilabe

Sissy Satifaction by Leilabe

04:49
Sissy Training Crossdresser Humiliation

Sissy Training Crossdresser Humiliation

03:15
Mistress in sexy panties fucks his sissy ass with banana

Mistress in sexy panties fucks his sissy ass with banana

00:21
Soloman - Sissy Trainer Vol. 3

Soloman - Sissy Trainer Vol. 3

03:25
Tatiany Loves Her Dildo

Tatiany Loves Her Dildo

03:01
Sissy slut Becky whip my ass

Sissy slut Becky whip my ass

03:36
Sissy slut Becky dressed in PVC

Sissy slut Becky dressed in PVC

02:59
Sissy slut Becky does a photo for a friend

Sissy slut Becky does a photo for a friend

02:59
Sissy slut Becky

Sissy slut Becky

03:09
I Am Candy Slut

I Am Candy Slut

02:37
sissy and boyfriend

sissy and boyfriend

04:52
My dildo and I :)

My dildo and I :)

02:22
Crossdresser and sissy

Crossdresser and sissy

02:55
Feminization, sissy and crossdressing

Feminization, sissy and crossdressing

01:16
Sissy strapon

Sissy strapon

04:59
Doggystyle big dildo

Doggystyle big dildo

02:31
SissyFountain Schoolgirl Sissy must vibe to completion

SissyFountain Schoolgirl Sissy must vibe to completion

02:34
Rubbing my sissy clit and messin my pink panties with spunk before sleep

Rubbing my sissy clit and messin my pink panties with spunk before sleep

02:22
Hairy Sissy Playing with Cock and Cum by TROC

Hairy Sissy Playing with Cock and Cum by TROC

02:16
Fucking my sissy bitch raw pt3of3

Fucking my sissy bitch raw pt3of3

03:47
Sissy suck 2

Sissy suck 2

04:57
Sissys

Sissys

04:03
Sissy Crossdresser Outdoor Trainig

Sissy Crossdresser Outdoor Trainig

02:17
Crossdressing Sissy pegged by girlfriend

Crossdressing Sissy pegged by girlfriend

04:34
Teasing Sissy Slut Crossdresser CD

Teasing Sissy Slut Crossdresser CD

02:01
Sissy eXtreme II

Sissy eXtreme II

02:28
Cock sucking sissy trainer: Rude Boy edition

Cock sucking sissy trainer: Rude Boy edition

03:47
Sissy 5

Sissy 5

02:16
My Sissy Trainer - Hypnotic Sissy Trainer

My Sissy Trainer - Hypnotic Sissy Trainer

04:57
sissy eve cocksucking slut

sissy eve cocksucking slut

01:00
Sissy trainer and cock worship

Sissy trainer and cock worship

04:38
Teen Crossdresser and Tranny GFs!

Teen Crossdresser and Tranny GFs!

03:06
Body stocking J.O. and squirt

Body stocking J.O. and squirt

02:19
I make my sissy husband suck my strapon

I make my sissy husband suck my strapon

03:48
Sissy Compilation

Sissy Compilation

03:08
Cyndee and Wendy Jane Sissy Outdoor Fun

Cyndee and Wendy Jane Sissy Outdoor Fun

04:20
Crossdresser turns uncle into a sissy whore

Crossdresser turns uncle into a sissy whore

01:09
Young sissy crossdresser desperatetranny

Young sissy crossdresser desperatetranny

03:44
Big Beautiful Sissy Diane Smoke Slut

Big Beautiful Sissy Diane Smoke Slut

02:10
Nice sissy ass spread

Nice sissy ass spread

00:37
Me taking a DILDO in my Sissy Pussy!

Me taking a DILDO in my Sissy Pussy!

00:58
Sissy Music Video

Sissy Music Video

03:15
Sissy Lip Love

Sissy Lip Love

00:48
Sissy Loves to ride her BBC

Sissy Loves to ride her BBC

03:02
Sissy Trainer #3: Sissy Faggot Shemale Confusion

Sissy Trainer #3: Sissy Faggot Shemale Confusion

02:00
Sissy Taylor self facial

Sissy Taylor self facial

01:25
Sissy boi grinds on plug

Sissy boi grinds on plug

01:04
huge cock sissy slut strokes

huge cock sissy slut strokes

02:15
Sissy Boy Lovelaska - My ass dancing 4

Sissy Boy Lovelaska - My ass dancing 4

03:11
Sissy boi gets marked for BBC

Sissy boi gets marked for BBC

01:47
In Sissy we Trust (Hand free)

In Sissy we Trust (Hand free)

02:56
Hot Sissy Cum 2

Hot Sissy Cum 2

01:21
Hot Sissy Cum

Hot Sissy Cum

01:57
Sissy Jerking Self Facial Cum Eating

Sissy Jerking Self Facial Cum Eating

03:36
Piss that is Sissy

Piss that is Sissy

01:35
Sissy boi rides BBC dildo makes cummies

Sissy boi rides BBC dildo makes cummies

01:53
big load from asian sissy

big load from asian sissy

01:56
sissy crossdresser in lingerie nylon of toy anal dildo black

sissy crossdresser in lingerie nylon of toy anal dildo black

04:21
shemale sissy anal speculum dildo toy pantyhose lingerie

shemale sissy anal speculum dildo toy pantyhose lingerie

03:35
crossdressing sissy gets fucked up the ass then creams on the floor

crossdressing sissy gets fucked up the ass then creams on the floor

05:00
Sissy showcase 8

Sissy showcase 8

00:23
Sissy showcase 14

Sissy showcase 14

00:13
Sissy showcase 9

Sissy showcase 9

00:14
Sissy showcase 23

Sissy showcase 23

00:16
Sissy showcase 12

Sissy showcase 12

00:34
Sissy Trainer from Daddy to SissySlut 83

Sissy Trainer from Daddy to SissySlut 83

02:57
Sissy showcase 19

Sissy showcase 19

00:27
Sissy showcase 21

Sissy showcase 21

00:26
Sissy showcase 10

Sissy showcase 10

00:15
Sissy, Don't

Sissy, Don't

03:50
Sissy showcase 6

Sissy showcase 6

00:08
Sissy Big Cock Anal Training

Sissy Big Cock Anal Training

03:57
Sissy showcase 28

Sissy showcase 28

00:51
Sissy assfucked

Sissy assfucked

03:03