Shemale mistress stayed home to punish her slave
2 years ago
4:46

aShemaleTube

Shemale mistress stayed home to punish her slave

Tags: anal, domination, hardcore, homevideo, mistress, punishment, slave, tranny

Punished and fucked slave
2 years ago
6:58

aShemaleTube

Punished and fucked slave

Tags: crossdressing, domination, hd, mature, punishment, slave

Shiri Allwood - Femboy Brat Jasper Gets Punished
3 years ago
24:43

KeekAss

Shiri Allwood - Femboy Brat Jasper Gets Punished

Tags: anal, barebacking, beauty, blowjob, cum, cumshot, fantasy, femboy, fleshlight, hd

Paralytic Sub Takes Dom's Pee In Her Mouth
3 years ago
4:00

FlyFlv

Paralytic Sub Takes Dom's Pee In Her Mouth

Tags: bdsm, blindfolded, blonde, clothed sex, fetish, kinky, pissing, punishment, redhead, seduce

Brazilian transsexuals big ass, lesbians big tits, shemale punish girl
3 years ago
5:52

HDSex

Brazilian transsexuals big ass, lesbians big tits, shemale punish girl

Tags: big ass, big cock, big tits, black, brazilian, brunette, cumshot, ebony, lesbian, masturbation

Domina ebony ts punishes her fuckslave
3 years ago
9:08

aShemaleTube

Domina ebony ts punishes her fuckslave

Tags: anal, domination, dominatrix, ebony, hd, interracial, punishment, transsexual

Kinky ladyboy dominates an innocent bald guy in the hardcore bondage fuck
3 years ago
13:55

TrannyOne

Kinky ladyboy dominates an innocent bald guy in the hardcore bondage fuck

Tags: anal, anus, asian, ass, barebacking, bdsm, blindfolded, bondage, bra, brunette

Total orgasm control of a mature Russian bitch!
3 years ago
15:49

TrannyOne

Total orgasm control of a mature Russian bitch!

Tags: anal, anus, ass, bdsm, big cock, big tits, bitch, blowjob, bondage, close up

Sissy Husband Gets Caught Crossdressing and Punished
3 years ago
5:00

TrannyOne

Sissy Husband Gets Caught Crossdressing and Punished

Tags: caught, crossdressing, hd, husband, punishment, sissy, transvestite

Latina She male domination
3 years ago
2:27

FetishPapa

Latina She male domination

Tags: big cock, blowjob, face fucking, humiliation, latina, maledom, punishment

Shemale domination
3 years ago
5:12

FetishPapa

Shemale domination

Tags: domination, humiliation, mistress, punishment

Ass punishment with whip and paddle
4 years ago
7:58

TrannyOne

Ass punishment with whip and paddle

Tags: ass, bdsm, booty, couple, crossdressing, domination, gay, hd, humiliation, latex

Samantha on the Cross
4 years ago
14:51

TrannyOne

Samantha on the Cross

Tags: anal toying, ass, bdsm, blonde, blowjob, bondage, buttplug, chained, couple, domination

LiveNLove IS A SISSY PISSY IN TRAINING
4 years ago
12:53

TrannyOne

LiveNLove IS A SISSY PISSY IN TRAINING

Tags: american, anal, anus, ass, big cock, crossdressing, dick, feet, fetish, gay

Transangels - Native Trans Sharnell Dupree Sucks off Neighbor
4 years ago
10:00

TrannyOne

Transangels - Native Trans Sharnell Dupree Sucks off Neighbor

Tags: anal, anus, ass, bedroom, big cock, blowjob, brunette, cum, cumshot, dark hair

Chubby t-girl punishes a slim one hard
4 years ago
6:12

TrannyOne

Chubby t-girl punishes a slim one hard

Tags: anal, anus, ass, chubby, hardcore, plumper, punishment, slim, tgirl

Chubby Sissy compilation
4 years ago
6:40

TrannyOne

Chubby Sissy compilation

Tags: anal, anus, ass, bbw, chubby, compilation, crossdressing, dick, fat, gay

submissive crossdresser
4 years ago
10:14

TrannyOne

submissive crossdresser

Tags: anal, anal toying, anus, ass, bdsm, crossdressing, gay, hd, punishment, spanking

crossdresser spanking
4 years ago
28:19

TrannyOne

crossdresser spanking

Tags: crossdressing, fetish, homevideo, punishment, spanking, transvestite

MATURE CROSSDRESSER TVROSE COCK, BALLS AND ASS PUNISHED
4 years ago
8:01

TrannyOne

MATURE CROSSDRESSER TVROSE COCK, BALLS AND ASS PUNISHED

Tags: ass, balls, bdsm, big cock, booty, british, crossdressing, dick, english, european

Poor guy moans loudly as the beautiful tranny babe bangs him hard
4 years ago
15:29

TrannyOne

Poor guy moans loudly as the beautiful tranny babe bangs him hard

Tags: anal, anus, ass, barebacking, beauty, bed sex, bedroom, blonde, couple, cum

Punishers
4 years ago
21:05

TrannyOne

Punishers

Tags: anal, anus, ass, bdsm, domination, fetish, gangbang, hardcore, lingerie, punishment

Young man gets punished for misbehaving by his TS step mom as she fucks his ass nice and hard
4 years ago
15:20

TrannyOne

Young man gets punished for misbehaving by his TS step mom as she fucks his ass nice and hard

Tags: anal, anus, ass, barebacking, bdsm, bed sex, bedroom, blowjob, brunette, couple

Submissive bloke gets his ass destroyed by the horny TS babe
4 years ago
35:40

TrannyOne

Submissive bloke gets his ass destroyed by the horny TS babe

Tags: anal, anus, ass, ass to mouth, assfingering, bdsm, beauty, big cock, bondage, condom

Karlin rough bitch: The most rough femdom punishment ever! My God!
4 years ago
0:40

TrannyOne

Karlin rough bitch: The most rough femdom punishment ever! My God!

Tags: bdsm, bitch, crossdressing, domination, femdom, hd, punishment, rough, slave, transvestite

Hot shemale professor gives the naughty guy a punishment he will never forget
4 years ago
31:13

TrannyOne

Hot shemale professor gives the naughty guy a punishment he will never forget

Tags: anal, anus, ass, barebacking, big tits, blonde, couple, cum, cumshot, feet

Naughty Teen Shemales Deepthroat and Ass Spanking
4 years ago
10:36

TrannyOne

Naughty Teen Shemales Deepthroat and Ass Spanking

Tags: ass, deep throat, hd, naughty, oral, punishment, spanking, teen (18+), throat

BBW mistress owning her CD slut
4 years ago
33:55

TrannyOne

BBW mistress owning her CD slut

Tags: bbw, crossdressing, domination, extreme, fat, femdom, fisting, gay, hardcore, hd

Ashley Is Spanked And Rimmed
4 years ago
4:29

TrannyOne

Ashley Is Spanked And Rimmed

Tags: anal, anus, ass, bdsm, british, couple, domination, english, european, femdom

Slave paradise
4 years ago
4:51

TrannyOne

Slave paradise

Tags: bdsm, big cock, blowjob, crossdressing, dick, domination, gay, hd, oral, orgy

Hot TS jailer punishes the sexy guy as she penetrates her huge cock deep in his ass
4 years ago
30:44

TrannyOne

Hot TS jailer punishes the sexy guy as she penetrates her huge cock deep in his ass

Tags: anal, anus, ass, bdsm, brunette, condom, couple, cum, cum in mouth, cumshot

Mature Trans Gets Birthday Spanking From Dom Boyfriend
4 years ago
4:12

TrannyOne

Mature Trans Gets Birthday Spanking From Dom Boyfriend

Tags: american, ass, bdsm, big tits, birthday, booty, boyfriend, couple, hd, jerking

Crossdresser punishment
4 years ago
12:45

aShemaleTube

Crossdresser punishment

Tags: crossdressing, domination, fetish, punishment, spanking

Naughty TGirl maid bent over Milfs knee for ass spanking
4 years ago
10:06

TrannyOne

Naughty TGirl maid bent over Milfs knee for ass spanking

Tags: ass, bdsm, bend over, crossdressing, domination, feet, fetish, footjob, maid, milf

Bobbie Quest 7-19-21
4 years ago
16:20

TrannyOne

Bobbie Quest 7-19-21

Tags: american, anal, anus, ass, creampie, crossdressing, cum, cum in mouth, cum swallowing, gay

Cute sissy femboy fingers ass in bathroom
4 years ago
3:04

TrannyOne

Cute sissy femboy fingers ass in bathroom

Tags: adorable, anal, anus, ass, assfingering, bathroom, crossdressing, cute, dick, femboy

Lovely trans babe in the black dress humiliates and fucks the nasty subservient lad
4 years ago
19:45

TrannyOne

Lovely trans babe in the black dress humiliates and fucks the nasty subservient lad

Tags: abuse, anal, anus, ass, assfingering, bdsm, beauty, black, blowjob, brunette

Corporal Punishment Session with Mistress Jamie & Diaper Sis
4 years ago
43:35

TrannyOne

Corporal Punishment Session with Mistress Jamie & Diaper Sis

Tags: bdsm, couple, diaper, domination, femdom, homevideo, lingerie, mature, mistress, punishment

Security man gets his juicy ass smashed deep and hard by the glamorous TS babe in the dressing room
4 years ago
20:09

TrannyOne

Security man gets his juicy ass smashed deep and hard by the glamorous TS babe in the dressing room

Tags: 69, anal, anus, ass, ass to mouth, beauty, big tits, blonde, boots, changing room

shemale punishers 3
4 years ago
20:26

TrannyOne

shemale punishers 3

Tags: 4some, anal, anus, ass, bdsm, belly, blowjob, brunette, condom, cop

Lovely lad fulfills the TS babe's feet fetish before sucking and riding her thick cock
4 years ago
42:23

TrannyOne

Lovely lad fulfills the TS babe's feet fetish before sucking and riding her thick cock

Tags: 69, anal, anus, ass, barebacking, bed sex, bedroom, blonde, couple, cum

Busty Ebony Tranny Punishes A Thief On The Floor
2 years ago
6:11

FlyFlv

Busty Ebony Tranny Punishes A Thief On The Floor

Tags: big cock, big tits, blowjob, brunette, deep throat, ebony, indian, milf, punishment, tgirl

Pietra Mancini and friend break and use up the slave, fistin and fuckin
3 months ago
19:36

aShemaleTube

Pietra Mancini and friend break and use up the slave, fistin and fuckin

Tags: 3some, anal, fetish, fisting, friend, gaping hole, huge cock, humiliation, latex, pornstar

Pornstars: pietra

Naughty trans babe Chrystal punished for misbehaving
1 year ago
6:12

HDSex

Naughty trans babe Chrystal punished for misbehaving

Tags: anal, babe, blowjob, latina, naughty, pov, punishment, transsexual, whip

Cruel Jamie French Humiliates Sebastian with Foot Worship and Deep Anal Fucking
2 months ago
5:08

KeekAss

Cruel Jamie French Humiliates Sebastian with Foot Worship and Deep Anal Fucking

Tags: abuse, anal, bdsm, bondage, brutal, domination, feet, fetish, french, handjob

Magnificent Cougar gives naughty meaty weenie TGirl donk and weenie penalty
5 years ago
6:58

KeekAss

Magnificent Cougar gives naughty meaty weenie TGirl donk and weenie penalty

Tags: ass, bdsm, big ass, big cock, bondage, brunette, cougar, crossdressing, dick, domination

Confession and punishment
1 year ago
12:20

XXXDan

Confession and punishment

Tags: anal, bdsm, big ass, big cock, granny, hardcore, latex, lingerie, mature, pov

TS Domme Feeds Him His Own Cum!
5 years ago
4:10

KeekAss

TS Domme Feeds Him His Own Cum!

Tags: anal, ass, barebacking, bdsm, blowjob, brutal, cum, cumshot, deep throat, dick

TS Korra Dominates Her Cock Slave!
5 years ago
4:11

KeekAss

TS Korra Dominates Her Cock Slave!

Tags: anal, ass, barebacking, blowjob, brunette, cum, cumshot, deep throat, dick, domination

shemale maid river Enza punished for being naughty
5 years ago
10:01

ShemaleMovie

shemale maid river Enza punished for being naughty

Tags: anal, bdsm, beauty, domination, maid, naughty, pornstar, punishment

Pornstars: enza

naughty TGirl maids bondage smacking punishment for caught toying together
5 years ago
10:20

ShemaleMovie

naughty TGirl maids bondage smacking punishment for caught toying together

Tags: 3some, ass, bdsm, bondage, caught, chained, crossdressing, latex, maid, naughty

TS Domina Makes Him Cum All Over Himself!
5 years ago
4:13

KeekAss

TS Domina Makes Him Cum All Over Himself!

Tags: anal, ass, bdsm, blowjob, brunette, brutal, cum, cumshot, deep throat, dick

Painslut Instructing with Sir James & Princess Kyaa in the Sensuous Agony Basement *directors Cut*
5 years ago
14:46

KeekAss

Painslut Instructing with Sir James & Princess Kyaa in the Sensuous Agony Basement *directors Cut*

Tags: anal, basement, bdsm, blonde, bondage, cage, domination, extreme, fetish, hd