Sissy in a diaper gets harshly pegged
7 days ago
10:51

ShemaleTaxi

Sissy in a diaper gets harshly pegged

Tags: anal, crossdressing, diaper, humiliation, shemale, sissy, strap-on

Love your Femininity Sissy Motivator - SPFFM
1 year ago
5:12

JizzBunker

Love your Femininity Sissy Motivator - SPFFM

Tags: amateur, beauty, lingerie, shemale, sissy

Trick or Treat
2 months ago
41:31

aShemaleTube

Trick or Treat

Tags: anal, barebacking, big ass, big cock, big tits, cumshot, domination

tsbiancamila 6
5 days ago
19:33

aShemaleTube

tsbiancamila 6

Tags: anal, blowjob, hd, shemale, sissy

TS 965
6 days ago
20:01

aShemaleTube

TS 965

Tags: amateur, anal, hd, homevideo, shemale, sissy, transsexual

Mask, sissification
2 years ago
17:10

ShemaleTaxi

Mask, sissification

Tags: mask, shemale, sissy

Crossdresser Joy Fucked By Alexandra
25 days ago
7:47

getTranny

Crossdresser Joy Fucked By Alexandra

Tags: 3some, amateur, anal, assfucking, blonde, brunette, crossdressing

Sissy-bondage-Bunny-for-big black cock-master
2 months ago
12:31

ShemaleTaxi

Sissy-bondage-Bunny-for-big black cock-master

Tags: big black cock, black, bondage, bunny, dick, shemale, sissy

Entering the Feminization Academy
2 years ago
0:40

TrannyOne

Entering the Feminization Academy

Tags: amateur, anal, barebacking, blonde, blowjob, crossdressing, feminization

Hot Wife Kissing & Stripping With Hot Sissy Tongue Sucking
3 years ago
8:16

TrannyOne

Hot Wife Kissing & Stripping With Hot Sissy Tongue Sucking

Tags: amateur, american, bbw, bdsm, blowjob, dick, domination

Mistress Nika ties up sissy Blaire_18 with ropes and teases her nipples
24 days ago
10:35

ShemaleTaxi

Mistress Nika ties up sissy Blaire_18 with ropes and teases her nipples

Tags: bdsm, bondage, gagging, mistress, nipples, shemale, sissy

Bi Confusion, Sissy
3 years ago
2:16

TrannyOne

Bi Confusion, Sissy

Tags: anal, anus, ass, bisexual, blowjob, ladyboy, oral

Sissy Debu North East Indian
12 days ago
2:39

aShemaleTube

Sissy Debu North East Indian

Tags: amateur, asian, crossdressing, homevideo, indian, outdoor, shemale

Carla Brasil Dani Marks And Ts Katherine Fucks Sissy 82,731 Views Added 2025-08-21
14 days ago
8:00

XShemale

Carla Brasil Dani Marks And Ts Katherine Fucks Sissy 82,731 Views Added 2025-08-21

Tags: 3some, anal, assfucking, bdsm, brazilian, domination, shemale

Maskedloki BBC breed trans femboys and sissy (Compilation)
1 year ago
10:15

TrannyOne

Maskedloki BBC breed trans femboys and sissy (Compilation)

Tags: anal, barebacking, big ass, big black cock, black, bondage, compilation

SISSY SCRAMBLE THE GAME 2 OF 5
54 days ago
13:43

aShemaleTube

SISSY SCRAMBLE THE GAME 2 OF 5

Tags: anal, barebacking, big ass, big cock, big tits, blowjob, compilation

BBC Ts bangs a horny boi
44 days ago
15:33

aShemaleTube

BBC Ts bangs a horny boi

Tags: anal, barebacking, big ass, big black cock, big cock, big tits, domination

TS sissy trap does anal sex with shemale friend
33 days ago
10:41

aShemaleTube

TS sissy trap does anal sex with shemale friend

Tags: anal, barebacking, couple, doggystyle, friend, hd, shemale

Sex at the motel (Brasilia)
4 years ago
5:31

ShemaleSin

Sex at the motel (Brasilia)

Tags: amateur, anal, ass, blowjob, brazilian, creampie, deep throat

BLACK-TGIRLS: Nubian Barbie's Gorgeous Body
1 year ago
3:00

TransHero

BLACK-TGIRLS: Nubian Barbie's Gorgeous Body

Tags: beauty, big ass, big black cock, big cock, big tits, black, cum

Tiny hot sissy & BBC. Breeding @19:42
3 months ago
23:30

aShemaleTube

Tiny hot sissy & BBC. Breeding @19:42

Tags: amateur, anal, barebacking, big black cock, big cock, interracial, shemale

Daddy trainer
3 years ago
2:37

aShemaleTube

Daddy trainer

Tags: daddies, shemale, sissy

Guy slams my big booty and I get covered in loads of jizz
8 days ago
17:40

ShemaleTaxi

Guy slams my big booty and I get covered in loads of jizz

Tags: ass, big ass, big black cock, big cock, black, booty, huge cock

Horny Crossdresser Carmen Rose Rides Big Raw Cock and she loves being a girl to get it
3 years ago
5:55

FapCat

Horny Crossdresser Carmen Rose Rides Big Raw Cock and she loves being a girl to get it

Tags: carmen rose, crossdressing, dick, hardcore, pornstar, shemale, sissy

sex date with blonde crossdresser
6 months ago
3:28

aShemaleTube

sex date with blonde crossdresser

Tags: amateur, anal, blonde, crossdressing, domination, hd, homevideo

Transgender, goth
9 days ago
9:57

ShemaleTaxi

Transgender, goth

Tags: anal, ass, big ass, cum, cumshot, dildo, goth

Femboy blowjob, chinese ladyboy
2 months ago
7:19

ShemaleMovie

Femboy blowjob, chinese ladyboy

Tags: amateur, anal, asian, babe, beauty, blowjob, brutal

CdTina dildo sucking
8 days ago
4:45

aShemaleTube

CdTina dildo sucking

Tags: amateur, big cock, crossdressing, dildo, fetish, hd, lingerie

Compilation of sissy cum explosions
1 year ago
7:20

ShemaleTaxi

Compilation of sissy cum explosions

Tags: compilation, cum, shemale, sissy

Elise Banging Me Hard in My Big Beautiful Ass & Creampied Anal Deep
48 days ago
8:57

aShemaleTube

Elise Banging Me Hard in My Big Beautiful Ass & Creampied Anal Deep

Tags: anal, asian, banging, beauty, big ass, big cock, creampie

teen femboys couple sexy lingerie
1 year ago
7:00

aShemaleTube

teen femboys couple sexy lingerie

Tags: amateur, couple, crossdressing, hd, lingerie, shemale, sissy

Prostate-milking, gonzo
3 years ago
37:13

ShemaleTaxi

Prostate-milking, gonzo

Tags: bdsm, brutal, domination, footjob, hardcore, prostate, rimjob

Ass-fucking size princess gets lovely treatment from her toy
34 days ago
5:46

ShemaleTaxi

Ass-fucking size princess gets lovely treatment from her toy

Tags: anal, ass, assfucking, big ass, masturbation, shemale, sissy

Sub to my Onlyfans xx
4 years ago
2:45

ShemaleSin

Sub to my Onlyfans xx

Tags: amateur, babe, bunny, cum, cute, lingerie, masturbation

sissy love cream
1 year ago
11:00

KeekAss

sissy love cream

Tags: 3some, amateur, anal, asian, blowjob, brunette, compilation

Secret Sissy Club - PMV
5 months ago
3:08

aShemaleTube

Secret Sissy Club - PMV

Tags: club, crossdressing, romantic, shemale, sissy

lot of sperm
8 days ago
9:52

aShemaleTube

lot of sperm

Tags: barebacking, blowjob, crossdressing, cumshot, ladyboy, latina, lingerie

Married old man breeds student femboy with no condom and fills him up with cum!
2 years ago
9:15

ShemaleTaxi

Married old man breeds student femboy with no condom and fills him up with cum!

Tags: anal, barebacking, condom, cosplay, creampie, crossdressing, cum

Sissy gets fucked hot
1 year ago
8:10

JizzBunker

Sissy gets fucked hot

Tags: big cock, german, shemale, sissy

Littlegirl_Zoe 29
2 years ago
29:20

aShemaleTube

Littlegirl_Zoe 29

Tags: amateur, blonde, cute, shemale, sissy, small cock, small tits

The pont of time u step into the room, the air changes. Chains clink in the silence, the scent of leather and tension fills the space. One look from I
55 days ago
15:33

ShemaleSin

The pont of time u step into the room, the air changes. Chains clink in the silence, the scent of leather and tension fills the space. One look from I

Tags: crossdressing, fetish, game, leather, pantyhose, russian, sissy

Sissy boy
1 year ago
12:16

aShemaleTube

Sissy boy

Tags: boy, hd, shemale, sissy

Sissy Clit trainer
3 years ago
5:16

TrannyOne

Sissy Clit trainer

Tags: anal, clit, crossdressing, shemale, sissy, tgirl, transsexual

Hot ebony femboy has a quickie with her boss before work
2 years ago
6:28

ShemaleTaxi

Hot ebony femboy has a quickie with her boss before work

Tags: anal, big cock, boss, creampie, ebony, missionary, quickie

Crossdresser Mai getting his last manhood fucked out on the floor before starting mtf
2 months ago
1:45

aShemaleTube

Crossdresser Mai getting his last manhood fucked out on the floor before starting mtf

Tags: amateur, asian, crossdressing, japanese, shemale, sissy

Sissy Hope Compilation  3
1 year ago
39:58

XXXDan

Sissy Hope Compilation 3

Tags: amateur, anal, big ass, compilation, crossdressing, hardcore, latina

Tgirl beauty sucks, edges & fingers tight hole💗
1 year ago
49:47

aShemaleTube

Tgirl beauty sucks, edges & fingers tight hole💗

Tags: anal, ass to mouth, beauty, big ass, fingering, hd, masturbation

Your Shy Femboy Ally Asks u Film a Movie scene
2 months ago
0:19

ShemaleSin

Your Shy Femboy Ally Asks u Film a Movie scene

Tags: ass, black, booty, emo, shy, sissy, transsexual

Cute femboy Analqueents gets a hot handjob and finishes with a massive load
8 days ago
10:26

ShemaleTaxi

Cute femboy Analqueents gets a hot handjob and finishes with a massive load

Tags: 18 year old, amateur, babe, beauty, cumshot, cute, handjob

That guy screws me like a slut... I love being tutored by Slaver - @AxelReigns & @Sasha_de_Sade on OF ;)
1 year ago
0:35

ShemaleSin

That guy screws me like a slut... I love being tutored by Slaver - @AxelReigns & @Sasha_de_Sade on OF ;)

Tags: anal, barebacking, bdsm, big black cock, bitch, creampie, cum

Naughty Bobbie Nylons shows how to please with small assets and pantyhose
53 days ago
11:43

ShemaleTaxi

Naughty Bobbie Nylons shows how to please with small assets and pantyhose

Tags: american, college, crossdressing, cum, cumshot, jizz, ladyboy

Lexi Horny Cute Crossdresser Hotel Bareback Hookup
1 year ago
5:32

KeekAss

Lexi Horny Cute Crossdresser Hotel Bareback Hookup

Tags: anal, barebacking, blowjob, cosplay, crossdressing, cute, hardcore

trappy boy shore leave
1 year ago
7:27

aShemaleTube

trappy boy shore leave

Tags: amateur, anal, barebacking, boy, crossdressing, hd, homevideo

Ultra-Cute Femboy Compilation Boixd
2 years ago
10:27

KeekAss

Ultra-Cute Femboy Compilation Boixd

Tags: amateur, anal, brunette, compilation, crossdressing, cute, feet

⏱️MoMents 👑FapHOUSE Complets [2022/25] VaneSsaBiTCHx PariSChienneTrvProd75/91
16 days ago
1:29:01

aShemaleTube

⏱️MoMents 👑FapHOUSE Complets [2022/25] VaneSsaBiTCHx PariSChienneTrvProd75/91

Tags: bimbo, bitch, crossdressing, dick, french, hd, shemale

MY LOVE 025
1 year ago
6:13

aShemaleTube

MY LOVE 025

Tags: asian, chinese, crossdressing, cumshot, ladyboy, lingerie, masturbation

Cute CD Enjoying BBC
8 months ago
6:45

aShemaleTube

Cute CD Enjoying BBC

Tags: amateur, big black cock, blonde, blowjob, crossdressing, cute, hd

Sissy frnedring 3 FFM
2 years ago
6:05

XXXDan

Sissy frnedring 3 FFM

Tags: 3some, bondage, fetish, ffm, milf, shemale, sissy

emmilysweett's trio
1 year ago
3:15

aShemaleTube

emmilysweett's trio

Tags: 3some, barebacking, big cock, creampie, cumshot, hd, homevideo

PCL
2 years ago
52:33

aShemaleTube

PCL

Tags: amateur, anal, asian, blowjob, crossdressing, ladyboy, shemale

Latex sissy slut
23 days ago
0:39

aShemaleTube

Latex sissy slut

Tags: hd, latex, shemale, sissy, slut

Cute tgirl DaniTheCutie gets wild with a freaky dildo
2 months ago
5:15

ShemaleTaxi

Cute tgirl DaniTheCutie gets wild with a freaky dildo

Tags: anal, babe, beauty, cute, dildo, filipina, huge dildo

Real amateur, sissy
2 years ago
22:57

ShemaleTaxi

Real amateur, sissy

Tags: amateur, crossdressing, homevideo, shemale, sissy

TS 905
18 days ago
13:11

aShemaleTube

TS 905

Tags: amateur, big cock, hd, homevideo, masturbation, shemale, sissy

Morning handjob with green wire and climax by crossdresser Slurpium
36 days ago
5:08

ShemaleTaxi

Morning handjob with green wire and climax by crossdresser Slurpium

Tags: amateur, beauty, crossdressing, cum, cumshot, european, french

Let me take care of your cock 🍆 💦💦
3 months ago
2:19

aShemaleTube

Let me take care of your cock 🍆 💦💦

Tags: amateur, blonde, blowjob, catsuit, crossdressing, dick, handjob

shy tall ladyboy finish by pounding her french boyfriend
22 days ago
12:26

aShemaleTube

shy tall ladyboy finish by pounding her french boyfriend

Tags: amateur, anal, asian, boyfriend, french, hd, homevideo

Sissy Slut SaShulya needs big Cock
8 days ago
2:08

aShemaleTube

Sissy Slut SaShulya needs big Cock

Tags: amateur, big cock, blonde, crossdressing, hd, ladyboy, masturbation

Sissy Scarlett Feminized and fucked by Mistress
3 years ago
51:36

aShemaleTube

Sissy Scarlett Feminized and fucked by Mistress

Tags: crossdressing, domination, femdom, mistress, shemale, sissy, transvestite

Fuck sissy
8 months ago
45:04

JizzBunker

Fuck sissy

Tags: anal, bdsm, couple, hardcore, shemale, sissy

Compilation of beauties cumming for you
30 days ago
11:33

aShemaleTube

Compilation of beauties cumming for you

Tags: beauty, big cock, compilation, cum, cumshot, hd, shemale

Shecock Frotaholic Part 2
23 days ago
26:00

aShemaleTube

Shecock Frotaholic Part 2

Tags: amateur, asian, big cock, compilation, crossdressing, cumshot, hd

Jealous Type - PMV by HoloPMV
23 days ago
3:02

aShemaleTube

Jealous Type - PMV by HoloPMV

Tags: amateur, anal, cage, compilation, dancing, hd, ladyboy

I like it pt.2 - myLanaSky
35 days ago
1:09

aShemaleTube

I like it pt.2 - myLanaSky

Tags: amateur, anal, crossdressing, hd, homevideo, ladyboy, shemale

Tgirl Isabella Kinky outdoor sex 2016
25 days ago
30:57

aShemaleTube

Tgirl Isabella Kinky outdoor sex 2016

Tags: amateur, anal, blowjob, cum in mouth, deep throat, fisting, kinky

Sissy crossdresser, skinny sissy
1 year ago
5:41

ShemaleTaxi

Sissy crossdresser, skinny sissy

Tags: crossdressing, shemale, sissy, skinny

Fresh Xxxl Goblin Fuck Stick Gapping Sissy Bootie No Offense But U Can Deepthroat My Bone
2 years ago
7:48

KeekAss

Fresh Xxxl Goblin Fuck Stick Gapping Sissy Bootie No Offense But U Can Deepthroat My Bone

Tags: amateur, anal, anal toying, ass, balls, crossdressing, deep throat

Stella Shower
2 months ago
3:03

aShemaleTube

Stella Shower

Tags: shemale, shower, sissy, solo, teen (18+)

Naughty dominatrix gives rimjob to her submissive femboy as part of their kinky session
2 years ago
13:59

HDSex

Naughty dominatrix gives rimjob to her submissive femboy as part of their kinky session

Tags: amateur, blowjob, brunette, couple, crossdressing, cum, dominatrix

Gorgeous little trans ally Jm Baker dances just for you
58 days ago
6:23

ShemaleTaxi

Gorgeous little trans ally Jm Baker dances just for you

Tags: 3d, animation, anime, babe, beauty, big cock, blonde

Mistress Olivia Jade fucks sissies
1 year ago
1:51

aShemaleTube

Mistress Olivia Jade fucks sissies

Tags: 3some, anal, barebacking, big cock, big tits, blowjob, compilation

🔶️CAM4/VANESSABARBIE [15oct25] (08) VaneSsaBiTCHx
12 days ago
4:50

aShemaleTube

🔶️CAM4/VANESSABARBIE [15oct25] (08) VaneSsaBiTCHx

Tags: beauty, big ass, big cock, bimbo, crossdressing, escort, french

A costume, heels and a chastity cage. Trying a giant vibrator and cumming in my tights!
1 year ago
3:04

ShemaleSin

A costume, heels and a chastity cage. Trying a giant vibrator and cumming in my tights!

Tags: anal, asian, brunette, cage, costume, cum, cumshot

Fucking Super Sexy Sissy - Compilation 6
38 days ago
8:04

aShemaleTube

Fucking Super Sexy Sissy - Compilation 6

Tags: amateur, american, anal, beauty, big ass, blowjob, compilation

Latex slut
23 days ago
0:41

aShemaleTube

Latex slut

Tags: hd, latex, shemale, sissy, slave, slut

Gorgeous tattooed TS hottie enjoys a wild hookup with her boyfriend
59 days ago
7:56

ShemaleTaxi

Gorgeous tattooed TS hottie enjoys a wild hookup with her boyfriend

Tags: amateur, anal, boyfriend, gorgeous, riding, shemale, sissy

He Dreamed Me to Have Fun and Masturbate off Jizz on the Locker
2 years ago
8:12

KeekAss

He Dreamed Me to Have Fun and Masturbate off Jizz on the Locker

Tags: amateur, asian, big cock, bisexual, brunette, cartoon, cumshot

tgirl
4 years ago
32:54

ShemaleSin

tgirl

Tags: escort, sissy, tgirl

Mistress cages sissy
1 year ago
12:34

XXXDan

Mistress cages sissy

Tags: bdsm, mistress, shemale, sissy

Cute Latina sissy found out damn well her date is a grower
1 year ago
14:29

XCafe

Cute Latina sissy found out damn well her date is a grower

Tags: amateur, anal, blowjob, cumshot, cute, handjob, latina

Allie North in sexy corn rows seduces and plays just for you!
2 years ago
11:20

ShemaleTaxi

Allie North in sexy corn rows seduces and plays just for you!

Tags: seduce, shemale, sissy

Big ass shemale Rock Kardash gets it on with another shemale
51 days ago
5:32

ShemaleTaxi

Big ass shemale Rock Kardash gets it on with another shemale

Tags: amateur, ass, babe, bathroom, bdsm, beauty, big ass

Gorgeous Marylin Femboy & Horny Big Cock
2 years ago
40:30

aShemaleTube

Gorgeous Marylin Femboy & Horny Big Cock

Tags: big cock, crossdressing, cumshot, gorgeous, homevideo, lingerie, masturbation

Trans Goddess Rubs Down her Sissy Slut
8 days ago
9:44

aShemaleTube

Trans Goddess Rubs Down her Sissy Slut

Tags: bondage, buttplug, crossdressing, goddess, hd, massage, shemale

Dizzy gets her mouth pissed in and more
1 year ago
2:09

aShemaleTube

Dizzy gets her mouth pissed in and more

Tags: bdsm, bondage, chained, crossdressing, hd, pissing, shemale

Hattabi4ik unpublished material compilation
2 years ago
3:37

KeekAss

Hattabi4ik unpublished material compilation

Tags: amateur, anal, big ass, compilation, cosplay, crossdressing, cumshot

Slut Sissy Hope woke up horny, and this is what happened, Hello Master.
1 year ago
38:36

XXXDan

Slut Sissy Hope woke up horny, and this is what happened, Hello Master.

Tags: amateur, anal, babysitter, bdsm, crossdressing, dildo, hardcore

Sissy crossdressers fucked doggystyle
2 years ago
4:47

aShemaleTube

Sissy crossdressers fucked doggystyle

Tags: amateur, big ass, blonde, crossdressing, doggystyle, hd, homevideo

Smoking sissy
1 year ago
1:41

aShemaleTube

Smoking sissy

Tags: crossdressing, mistress, shemale, sissy, smoking, solo

White Sissy gets dominated by bbc
16 days ago
4:36

aShemaleTube

White Sissy gets dominated by bbc

Tags: amateur, barebacking, big black cock, homevideo, interracial, shemale, sissy

SweetAnny cumshow💗
11 months ago
2:52:59

aShemaleTube

SweetAnny cumshow💗

Tags: big cock, cumshot, hd, latina, masturbation, shemale, sissy

Enticing Asian girl gives a blowjob and wanks her own small cock to ejaculation outdoors
2 years ago
12:14

aShemaleTube

Enticing Asian girl gives a blowjob and wanks her own small cock to ejaculation outdoors

Tags: anal, asian, blowjob, hd, ladyboy, masturbation, outdoor

Amateur sissy Abi Yinger enjoys some solo onanism in sexy lingerie
36 days ago
5:16

ShemaleTaxi

Amateur sissy Abi Yinger enjoys some solo onanism in sexy lingerie

Tags: amateur, ass, big ass, big cock, crossdressing, cum, jizz

Playful femboy resting head on soft pink pillow
48 days ago
9:05

aShemaleTube

Playful femboy resting head on soft pink pillow

Tags: beauty, college, compilation, cosplay, crossdressing, cum, ladyboy

Hottest shemale porn compilation you can't miss
1 year ago
9:00

AnySex

Hottest shemale porn compilation you can't miss

Tags: amateur, anal, blowjob, brunette, compilation, cumshot, cute

British crossdresser Cindy enjoys a sensual warm-up with a massager before experiencing an intense session with a massive dildo machine
2 years ago
12:21

ShemaleTaxi

British crossdresser Cindy enjoys a sensual warm-up with a massager before experiencing an intense session with a massive dildo machine

Tags: anal, anal toying, ass, british, brutal, crossdressing, dildo

Overwatch D.va gets plowed, Anime Porn Cosplayer crossdresser shemale part.five
2 years ago
5:27

KeekAss

Overwatch D.va gets plowed, Anime Porn Cosplayer crossdresser shemale part.five

Tags: amateur, anal, anime, asian, beauty, chinese, cosplay

Mature daddy fucking his young trans girlfriend in her fat ass
10 months ago
1:02

aShemaleTube

Mature daddy fucking his young trans girlfriend in her fat ass

Tags: amateur, anal, ass, barebacking, big ass, big cock, daddies

Smokin' hot trans Kelsey Masters teaches with a trio of wild scenes
35 days ago
8:14

ShemaleTaxi

Smokin' hot trans Kelsey Masters teaches with a trio of wild scenes

Tags: amateur, american, anal, ass, babe, barebacking, bdsm

My face is total of jizm you think it suits me well crossdresser Juvia Jolie
2 years ago
3:24

KeekAss

My face is total of jizm you think it suits me well crossdresser Juvia Jolie

Tags: amateur, bbw, bukkake, crossdressing, cum, cumshot, facial

Cutie Cums Hard Riding Her Dildo
9 months ago
6:01

aShemaleTube

Cutie Cums Hard Riding Her Dildo

Tags: blonde, cum, cumshot, cute, dildo, hd, masturbation

teen shemale lesbian
2 years ago
4:21

TrannyOne

teen shemale lesbian

Tags: anal, asian, big ass, blowjob, chinese, crossdressing, dildo

Latex sissy sucks and gets fucked
1 year ago
8:20

aShemaleTube

Latex sissy sucks and gets fucked

Tags: hd, latex, shemale, sissy, sucking

Cross dresser with a fat boner, jizzing, gigantic flow over my leather harness
2 years ago
7:17

KeekAss

Cross dresser with a fat boner, jizzing, gigantic flow over my leather harness

Tags: amateur, big cock, big tits, boots, crossdressing, cum, cumshot

An evening with Erin
1 year ago
23:23

aShemaleTube

An evening with Erin

Tags: big ass, big tits, blonde, homevideo, lingerie, shemale, sissy

[Submissed] - Looking for a New Sissy Slave - Kat Dior -
10 months ago
15:35

IcePorn

[Submissed] - Looking for a New Sissy Slave - Kat Dior -

Tags: big tits, group sex, hd, masturbation, shemale, sissy, slave

Black miniskirt
21 days ago
16:03

aShemaleTube

Black miniskirt

Tags: ass, black, cumshot, fingering, hd, masturbation, miniskirt

Cumming Into My Own Throat Via Anal Climax - Jessica Bloom Large Wang Sissy
1 year ago
5:49

ShemaleSin

Cumming Into My Own Throat Via Anal Climax - Jessica Bloom Large Wang Sissy

Tags: anal, beauty, big cock, blowjob, cum, cum in mouth, cum swallowing

Satinseductress two
2 years ago
8:27

KeekAss

Satinseductress two

Tags: amateur, crossdressing, cum, fetish, hd, high heels, lingerie

Annie is Milking
2 years ago
2:31

KeekAss

Annie is Milking

Tags: amateur, brunette, crossdressing, cum, cumshot, handjob, homevideo

Pretty Shemale Jerking Her Big Cock On Cam
1 year ago
10:15

KeekAss

Pretty Shemale Jerking Her Big Cock On Cam

Tags: amateur, beauty, big ass, big cock, blonde, homevideo, japanese

Suzume, College Uniform She-Male Get Boned, Asian Manga Porn Crossdresser Cosplayer six
2 years ago
5:26

KeekAss

Suzume, College Uniform She-Male Get Boned, Asian Manga Porn Crossdresser Cosplayer six

Tags: amateur, anal, anal toying, asian, beauty, chinese, college

TS 980
5 days ago
22:23

aShemaleTube

TS 980

Tags: amateur, big cock, hd, homevideo, masturbation, shemale, sissy

sexy girl tastes her own cum
2 years ago
2:48

aShemaleTube

sexy girl tastes her own cum

Tags: asian, own cum, shemale, sissy, small cock, small tits, teen (18+)

Lingerie, underwear
2 years ago
7:53

ShemaleTaxi

Lingerie, underwear

Tags: amateur, cage, crossdressing, european, french, lingerie, shemale

Carol Dias trains her white sissy to take BBC
2 years ago
14:01

XXXDan

Carol Dias trains her white sissy to take BBC

Tags: babe, bdsm, big black cock, big cock, black, bondage, cumshot

Super hot femboy vibrates sissy cock and cums
6 days ago
4:54

aShemaleTube

Super hot femboy vibrates sissy cock and cums

Tags: amateur, asian, big tits, chinese, crossdressing, cum, cumshot

anal makes sissy squirt
1 year ago
5:43

aShemaleTube

anal makes sissy squirt

Tags: anal, hd, shemale, sissy, squirt

Curvy sissy gangbanged by two friends
1 year ago
6:44

aShemaleTube

Curvy sissy gangbanged by two friends

Tags: curvy, friend, gangbang, shemale, sissy

Spandex ass speculum intercourse damsel
2 years ago
4:28

KeekAss

Spandex ass speculum intercourse damsel

Tags: amateur, anal, anal toying, ass, brunette, buttplug, crossdressing

Stellar sissy trap goes to town on her cock and gets off
51 days ago
10:41

ShemaleTaxi

Stellar sissy trap goes to town on her cock and gets off

Tags: cumshot, dick, jerking, masturbation, orgasm, shemale, sissy

Jan 17th 2022
3 years ago
10:03

ShemaleSin

Jan 17th 2022

Tags: argentinian, babe, big cock, blowjob, cute, facial, goth

This mean nymph in fishnets will make you want soles and sausage
2 years ago
2:15

KeekAss

This mean nymph in fishnets will make you want soles and sausage

Tags: amateur, anal, anal toying, big cock, crossdressing, cum, cumshot

sweetie_tsgirl-part_2
2 years ago
21:52

aShemaleTube

sweetie_tsgirl-part_2

Tags: amateur, blowjob, homevideo, lingerie, shemale, sissy, small cock

Femboy gets fucked by his muscular DILF
1 year ago
11:52

aShemaleTube

Femboy gets fucked by his muscular DILF

Tags: amateur, anal, ass to mouth, barebacking, big cock, blonde, blowjob

Just A Girl From A Small Town In Arkansas
2 years ago
6:16

aShemaleTube

Just A Girl From A Small Town In Arkansas

Tags: anal, barebacking, big cock, blowjob, cumshot, domination, interracial

Hands-free prostate pleasure and anal fun with Royats
42 days ago
7:11

XXXVogue

Hands-free prostate pleasure and anal fun with Royats

Tags: anal, big cock, crossdressing, cum, cumshot, dildo, feet

Latex sissy doll, latex sissy
1 year ago
7:19

ShemaleMovie

Latex sissy doll, latex sissy

Tags: doll, latex, shemale, sissy

Anal challenge sissy training full length video
1 year ago
26:06

JizzBunker

Anal challenge sissy training full length video

Tags: amateur, anal, asian, beauty, cute, hardcore, korean

Fetisch Liza & Prinzessin Aurora Sissy Cum Schwestern
2 years ago
7:02

getTranny

Fetisch Liza & Prinzessin Aurora Sissy Cum Schwestern

Tags: bdsm, big cock, blonde, brunette, crossdressing, cum, deep throat

Hard Fuck my ASS!!! 💦💦💦
1 year ago
1:00

aShemaleTube

Hard Fuck my ASS!!! 💦💦💦

Tags: amateur, anal, ass, big ass, big cock, hardcore, lingerie

Sissy stupid Brandynette Tugging off to Brainwashing
2 years ago
20:55

KeekAss

Sissy stupid Brandynette Tugging off to Brainwashing

Tags: amateur, anal, bdsm, bimbo, blonde, crossdressing, dildo

Opened Up That Fuck Hole Open
2 years ago
5:41

KeekAss

Opened Up That Fuck Hole Open

Tags: amateur, big ass, big black cock, big cock, black, booty, crossdressing

Pongo Dongo Fuck Stick Review & Numerous Climax Test Jessica Bloom
1 year ago
10:18

KeekAss

Pongo Dongo Fuck Stick Review & Numerous Climax Test Jessica Bloom

Tags: amateur, anal, beauty, big cock, blonde, british, crossdressing

Humungous Knocker Trans Romps Gym Victim's Butt while he's in restrain bondage - Lucy Hart - Intense
1 year ago
13:49

KeekAss

Humungous Knocker Trans Romps Gym Victim's Butt while he's in restrain bondage - Lucy Hart - Intense

Tags: anal, ass, assfucking, bdsm, bisexual, blonde, bondage

thin she-male with blue lip liner deepthroat your rod sight into your eyes jizm close-up
2 years ago
2:43

KeekAss

thin she-male with blue lip liner deepthroat your rod sight into your eyes jizm close-up

Tags: amateur, big cock, blowjob, close up, crossdressing, cumshot, deep throat

cum 2
1 year ago
1:17:10

TrannyOne

cum 2

Tags: armpit, barebacking, brunette, bush, cum, cumshot, hairy

Trans Bi-Atch Frolicking and Nutting
2 years ago
2:07

KeekAss

Trans Bi-Atch Frolicking and Nutting

Tags: amateur, big tits, bisexual, crossdressing, cum, cumshot, dick

Ts Emilly Weickert will Ruin you for others
3 months ago
7:46

aShemaleTube

Ts Emilly Weickert will Ruin you for others

Tags: anal, barebacking, big ass, big cock, big tits, creampie, domination

I Can't Linger The Night But... We Can Still Have Joy
2 years ago
13:23

KeekAss

I Can't Linger The Night But... We Can Still Have Joy

Tags: amateur, ass, beauty, big ass, big cock, corset, crossdressing

Nier Automata 2b Costume Play, Manga Porn Cosplayer's Blowage And Smash Part.7
2 years ago
5:23

KeekAss

Nier Automata 2b Costume Play, Manga Porn Cosplayer's Blowage And Smash Part.7

Tags: amateur, anal, asian, beauty, blowjob, chinese, cosplay

Sissy Best Of POV Cumshots
1 year ago
10:44

XXXDan

Sissy Best Of POV Cumshots

Tags: cumshot, hardcore, pov, shemale, sissy

Vegan_tendies gives a mind-blowing hands-free finish to Lacielettaa's massive ladycock
2 years ago
5:40

ShemaleTaxi

Vegan_tendies gives a mind-blowing hands-free finish to Lacielettaa's massive ladycock

Tags: anal, bbw, masturbation, shemale, sissy

Fuck your mind become a sissy faggot
3 years ago
7:27

FapCat

Fuck your mind become a sissy faggot

Tags: amateur, big ass, big cock, big tits, bisexual, blonde, compilation

Pink sundress and dark thoughts as Zhenya Sissy explores herself with messy fingers
37 days ago
20:06

ShemaleTaxi

Pink sundress and dark thoughts as Zhenya Sissy explores herself with messy fingers

Tags: amateur, anal, dildo, fingering, ladyboy, lingerie, masturbation

Blond Gets Overspread in Cum - Sissy Samantha
2 years ago
6:08

ShemaleSin

Blond Gets Overspread in Cum - Sissy Samantha

Tags: amateur, anal, bisexual, blonde, cosplay, cum, cumshot

Femboy Camsluts 4
57 days ago
3:56

aShemaleTube

Femboy Camsluts 4

Tags: blonde, shemale, sissy, solo

Little sissy cums again
1 year ago
4:28

JizzBunker

Little sissy cums again

Tags: asian, big cock, black, cum, german, latex, lingerie

Yankee Cutie Crimson B-ten + Tearing Up Machines + Vacuum Pump = Good Pound trio
2 years ago
30:51

KeekAss

Yankee Cutie Crimson B-ten + Tearing Up Machines + Vacuum Pump = Good Pound trio

Tags: amateur, anal, anal toying, ass, assfucking, crossdressing, cumshot

Best of sissy whore Annarios in 2020
1 year ago
12:48

XXXDan

Best of sissy whore Annarios in 2020

Tags: amateur, anal, big cock, big tits, blowjob, compilation, masturbation

TS TRAP CITY CD SISSY SWAG COMPILATION # 1
2 years ago
49:17

TrannyOne

TS TRAP CITY CD SISSY SWAG COMPILATION # 1

Tags: anal, compilation, crossdressing, lingerie, shemale, sissy, transsexual

lesbian ladyboy
2 years ago
2:31

TrannyOne

lesbian ladyboy

Tags: asian, chinese, crossdressing, gangbang, group sex, ladyboy, lesbian

Hung Latin beauty edging & cum🍆💦💋
1 year ago
2:33:22

aShemaleTube

Hung Latin beauty edging & cum🍆💦💋

Tags: beauty, big cock, cum, cumshot, hd, homevideo, latina

Sissy Clitty Trainer learn about sluts
1 year ago
5:16

JizzBunker

Sissy Clitty Trainer learn about sluts

Tags: shemale, sissy, slut

Supah wonderful crossdresser in super-fucking-hot rosy shining sundress
2 years ago
2:05

KeekAss

Supah wonderful crossdresser in super-fucking-hot rosy shining sundress

Tags: amateur, beauty, crossdressing, fetish, hd, high heels, homevideo

Plumbing Sissy Bootie on Fat Ribbed Faux-Cock Extrem Rectal Injection
2 years ago
7:20

KeekAss

Plumbing Sissy Bootie on Fat Ribbed Faux-Cock Extrem Rectal Injection

Tags: amateur, anal, ass, bbw, chubby, crossdressing, dick

Will-Less sissy clitty dildoing her donk on the open door while vans pass by
2 years ago
3:05

KeekAss

Will-Less sissy clitty dildoing her donk on the open door while vans pass by

Tags: amateur, anal, anal toying, crossdressing, dildo, exhibitionist, feet

Naughty trampy lady squirts plenty of juicy milk from her behind while a crossdresser gets off
12 days ago
13:39

ShemaleTaxi

Naughty trampy lady squirts plenty of juicy milk from her behind while a crossdresser gets off

Tags: amateur, anal, asian, crossdressing, dildo, from behind, juicy

Korean Sissy Solo Webcam Show
11 months ago
11:00

XXXDan

Korean Sissy Solo Webcam Show

Tags: amateur, korean, shemale, sissy, solo, webcam

Sissy Workout Compilation 19
14 days ago
11:25

aShemaleTube

Sissy Workout Compilation 19

Tags: anal, asian, compilation, fetish, fisting, hardcore, homevideo

sissy ride till cums
17 days ago
5:32

aShemaleTube

sissy ride till cums

Tags: amateur, anal, asian, big cock, cum, cumshot, fetish

ABDL Nappy Sissy Tugging Off in a Cushion
2 years ago
3:06

KeekAss

ABDL Nappy Sissy Tugging Off in a Cushion

Tags: amateur, crossdressing, cum, diaper, high heels, humping, jerking

two in 1 Sissy Transformation
2 years ago
8:32

KeekAss

two in 1 Sissy Transformation

Tags: amateur, beauty, crossdressing, cum, dick, high heels, lingerie

Chinese t-model restrain bondage assfucking have fun
2 years ago
2:50

KeekAss

Chinese t-model restrain bondage assfucking have fun

Tags: african, anal, asian, assfucking, bdsm, blonde, blowjob

Sissy slave Oksana shows her master the fumes from anal training with a big black dildo
1 year ago
8:53

XXXDan

Sissy slave Oksana shows her master the fumes from anal training with a big black dildo

Tags: amateur, anal, bdsm, black, close up, cumshot, dildo

SHEMALE HUGE COCK Vs tiny young boy
1 year ago
1:05

aShemaleTube

SHEMALE HUGE COCK Vs tiny young boy

Tags: amateur, big cock, boy, domination, fetish, huge cock, monster cock

New zealand, femboy
2 years ago
7:12

ShemaleTaxi

New zealand, femboy

Tags: anal, creampie, crossdressing, shemale, sissy

Bottomless ass of sissy lisa
1 year ago
29:39

JizzBunker

Bottomless ass of sissy lisa

Tags: anal, ass, big ass, cum swallowing, dildo, european, french

tinny shaft tranni cougar rinding and pummeling phat fuck sticks
2 years ago
3:03

KeekAss

tinny shaft tranni cougar rinding and pummeling phat fuck sticks

Tags: amateur, anal, ass, big ass, cougar, crossdressing, cumshot