Training Videos - Trans (88,737)

lexi sindel trains her gimp

lexi sindel trains her gimp

AbTranny 6 years ago

This was so demeaning @MistressMurmur gave me self-facial cumshot teaching

This was so demeaning @MistressMurmur gave me self-facial cumshot teaching

Transvids.tv 9 months ago

Slave Missy bound for new girl blowjob training

Slave Missy bound for new girl blowjob training

XVideos 5 years ago

I find it so amazing how you still hide what you love, being feminine, from me - and from yourself too

I find it so amazing how you still hide what you love, being feminine, from me - and from yourself too

xHamster 1 month ago

Phat donk femboy bum fuck stick compilation

Phat donk femboy bum fuck stick compilation

TrannyGem 1 year ago

Horse fetish lady pet have fun stupid tgirl

Horse fetish lady pet have fun stupid tgirl

TrannyGem 6 months ago

Watch Mistress London Lix's sensual humiliation of her sissy partner on webcam

Watch Mistress London Lix's sensual humiliation of her sissy partner on webcam

TrannyMovs 3 months ago

AB003 The trans abbykitty trained by latex Mistress Coronadoll - 极品AV伪娘女优被乳胶衣女王调教

AB003 The trans abbykitty trained by latex Mistress Coronadoll - 极品AV伪娘女优被乳胶衣女王调教

aShemaleTube 7 years ago

Morning routine with chinese t-girl LEITAOXIV

Morning routine with chinese t-girl LEITAOXIV

Gayhub 1 year ago

chinese erotic femdom sissy pet slave bondage training porn video

chinese erotic femdom sissy pet slave bondage training porn video

TransDoe 1 year ago

Mistress Flo Fists the Ass of Two Mature Transvestites

Mistress Flo Fists the Ass of Two Mature Transvestites

xHamster 3 months ago

Kiss U Guys, Come to My Stream

Kiss U Guys, Come to My Stream

Flirt4Free 1 day ago

QOS Sissy Cockslut Lola Crystals get a BIG BLACK COCK Internal cumshot

QOS Sissy Cockslut Lola Crystals get a BIG BLACK COCK Internal cumshot

TransTube.tv 1 year ago

TS Carmen Masters Dominants & Gullet Bangs White Servant Twunk…

TS Carmen Masters Dominants & Gullet Bangs White Servant Twunk…

TransTube.tv 1 year ago

Training my tight sissy pussy

Training my tight sissy pussy

xHamster 3 years ago

Chastity Girl Gooning Session

Chastity Girl Gooning Session

Pornzona 2 weeks ago

Shemale sucks the cum out of MASSIVE EBONY PENIS

Shemale sucks the cum out of MASSIVE EBONY PENIS

ShemaleSin 4 years ago

Nylon Sissy Slut Michelle Wakeup Training for the Show at Beijing Hotel

Nylon Sissy Slut Michelle Wakeup Training for the Show at Beijing Hotel

xHamster 8 months ago

I&#039_ve been putting estrogen in your coffee: loving feminization and futa fucking - full video on Veggiebabyy Manyvids

I&#039_ve been putting estrogen in your coffee: loving feminization and futa fucking - full video on Veggiebabyy Manyvids

XVideos 2 years ago

FULL MOVIE Lena Vesper Railed By Hankeys Seahorse Bang Machine

FULL MOVIE Lena Vesper Railed By Hankeys Seahorse Bang Machine

ShemaleSin 4 months ago

In Silence, Stepsisters make Cum Slut Earn Her Keep

In Silence, Stepsisters make Cum Slut Earn Her Keep

Clips4sale 3 months ago

Tammalicous Fetish Training In Fishnet

Tammalicous Fetish Training In Fishnet

Nuvid 1 month ago

AB104 Fuck-Fest plaything tester capitulate (Asian and English subtitles)

AB104 Fuck-Fest plaything tester capitulate (Asian and English subtitles)

TrannyGem 2 years ago

Sissy Bride Riding Her Doll

Sissy Bride Riding Her Doll

xHamster 7 months ago

Simon & Francesco & Ken Private Show

56% HD 2:00 / 14:31

Simon & Francesco & Ken Private Show

Flirt4Free 3 years ago

Sissy Training - Feminization - Sissy TASK - when u watch a angel

Sissy Training - Feminization - Sissy TASK - when u watch a angel

ShemaleSin 1 year ago

HOT! Young Pretty Trans Sissy Plays HARD in Pantyhose Lingerie &amp_ Condom! - Cutie Ebony Ladyboy gymnast puts on a show.

HOT! Young Pretty Trans Sissy Plays HARD in Pantyhose Lingerie &amp_ Condom! - Cutie Ebony Ladyboy gymnast puts on a show.

XVideos 1 year ago

Sissy slut has monthly release: cum on the gagball, wears it eating her own cum and locks herself in chastity

Sissy slut has monthly release: cum on the gagball, wears it eating her own cum and locks herself in chastity

xHamster 1 month ago

2 MILFs Training a Slut - Penny Barber + Lucy Hart

55% HD 0:10 / 15:02

2 MILFs Training a Slut - Penny Barber + Lucy Hart

LoyalFans 2 years ago

Elia Blaine Sissy Training With Dildo On The Wall

Elia Blaine Sissy Training With Dildo On The Wall

Nuvid 1 month ago

Mistress sissifies her bitch boi and pounds his boi pussy

Mistress sissifies her bitch boi and pounds his boi pussy

xHamster 2 years ago

Owen & Ronaldo & Patric Private Show

48% HD 2:00 / 14:02

Owen & Ronaldo & Patric Private Show

Flirt4Free 3 years ago

Srilankan Sissy Spouse Anjali Smashing Her Tart Crevasses

Srilankan Sissy Spouse Anjali Smashing Her Tart Crevasses

4Gay 1 year ago

Dressed Up And Bullied

39% 0:35 / 13:37

Dressed Up And Bullied

Clips4sale 2 years ago

head and eyebrows shave for obedient slave

head and eyebrows shave for obedient slave

xHamster 2 years ago

Vladasexytrans Wild Anal Play in Black Dress and in Black Stockings

Vladasexytrans Wild Anal Play in Black Dress and in Black Stockings

xHamster 1 year ago

FULL VIDEO Lena Vesper Railed By Hankeys Seahorse Screw Machine

FULL VIDEO Lena Vesper Railed By Hankeys Seahorse Screw Machine

PornFreeNow 4 months ago

Sissy training - Day three

Sissy training - Day three

ShemaleSin 1 month ago

Variety starts her Bad Dragon training with Mistress Miguire

Variety starts her Bad Dragon training with Mistress Miguire

PornFreeNow 7 months ago

Ab073 Abby Training Slave And Cumshot -bdsm 艾爷拘束射精调教狗奴摄影师(拘束架肛勾jj训练器强制高潮) With Abby Kitty

Ab073 Abby Training Slave And Cumshot -bdsm 艾爷拘束射精调教狗奴摄影师(拘束架肛勾jj训练器强制高潮) With Abby Kitty

AbTranny 3 years ago

Small Trans Kawaii Fiona Screws a Compliant Trans Puppy-Beauty

Small Trans Kawaii Fiona Screws a Compliant Trans Puppy-Beauty

ShemaleSin 1 year ago

easter snowbunny plaps in chastity cage with BBC and cums

51% 4K 0:15 / 8:38

easter snowbunny plaps in chastity cage with BBC and cums

Clips4sale 11 months ago

Shaved humiliated and Sissified by 4 Ladies wmv

57% HD 0:30 / 14:14

Shaved humiliated and Sissified by 4 Ladies wmv

Clips4sale 1 year ago

Heels up, Legs Open: Foot Fetish & Sissy Dildo Play

55% HD 0:39 / 28:02

Heels up, Legs Open: Foot Fetish & Sissy Dildo Play

FapHouse 8 months ago

Domineering gal poke her fucky-fucky gimp lady and smack

Domineering gal poke her fucky-fucky gimp lady and smack

TrannyGem 7 months ago

Mistress Fetish Transexual Alekssandra Submissive Rubber Slave Anal Bondage Training! Shemale Fucks His Straight Tight Ass!

Mistress Fetish Transexual Alekssandra Submissive Rubber Slave Anal Bondage Training! Shemale Fucks His Straight Tight Ass!

XVideos 1 week ago

Dr. Prof. Wolf Part 2 - My first visit at the Sissy-Doctor with examination

Dr. Prof. Wolf Part 2 - My first visit at the Sissy-Doctor with examination

xHamster 2 years ago

Sophia Loreen Private Show

57% HD 2:00 / 37:05

Sophia Loreen Private Show

Flirt4Free 3 years ago

Arab Sissy Crossdresser MIKAH deepthroats her FATTEST BIG BLACK COCK Parent Lollipop at Motel Guest room - Uber-sexy CD BLOW-JOB

Arab Sissy Crossdresser MIKAH deepthroats her FATTEST BIG BLACK COCK Parent Lollipop at Motel Guest room - Uber-sexy CD BLOW-JOB

TransTube.tv 10 months ago

Christian & Lian Private Show

54% HD 2:00 / 15:05

Christian & Lian Private Show

Flirt4Free 3 years ago

Troy Khalil Private Show

74% HD 2:00 / 18:38

Troy Khalil Private Show

Flirt4Free 2 years ago

Rella&#039_s CEI training

Rella&#039_s CEI training

XVideos 1 year ago

Taking Large BD Bishop Anal Knot & Gape

Taking Large BD Bishop Anal Knot & Gape

xHamster 3 years ago

Fuck Machine Is Almost Tearing My Ass Apart It Feels so Good

Fuck Machine Is Almost Tearing My Ass Apart It Feels so Good

XVideos 2 weeks ago

Femdom POV: Humiliating My Cuck Ex Ep 3

55% HD 0:39 / 12:34

Femdom POV: Humiliating My Cuck Ex Ep 3

FapHouse 3 weeks ago

”Those are five nasty creampies!”

”Those are five nasty creampies!”

TransHero 2 months ago

P2 3SOME PARIS SISSIFICATION ENCOURAGEMENT SUCKING FUCKING BARE RIMMING

P2 3SOME PARIS SISSIFICATION ENCOURAGEMENT SUCKING FUCKING BARE RIMMING

Clips4sale 1 week ago

Desire Sweet Private Show

HD 2:00 / 10:38

Desire Sweet Private Show

Flirt4Free 3 months ago

Desire Sweet Private Show

Desire Sweet Private Show

Flirt4Free 2 weeks ago

Door Dominator 2

Door Dominator 2

Clips4sale 2 years ago

Good morning, yoga class with handsome trainer

HD 1:01 / 22:32

Good morning, yoga class with handsome trainer

FapHouse 3 years ago

Sissy Loves Miss Brat Perversions Ass

Sissy Loves Miss Brat Perversions Ass

XVideos 5 years ago

Mrs Nara and 4 TS uses a guy and a girl as fuck holes - Complete (720 EN-sub)

51% 4K 0:29 / 42:03

Mrs Nara and 4 TS uses a guy and a girl as fuck holes - Complete (720 EN-sub)

Clips4sale 2 years ago

Chastity Slut Loves Ball Busting

HD 0:11 / 17:38

Chastity Slut Loves Ball Busting

Clips4sale 4 years ago

Naughty List: Mom's Sissy Slut for Santa

67% HD 0:10 / 20:00

Naughty List: Mom's Sissy Slut for Santa

LoyalFans 4 years ago

Tommy & Master Private Show

Tommy & Master Private Show

Flirt4Free 2 weeks ago

AB090 高速榨精捆绑女(中英字幕) 女王调教射精丝袜网袜高跟自慰杯跳蛋

AB090 高速榨精捆绑女(中英字幕) 女王调教射精丝袜网袜高跟自慰杯跳蛋

Transvids.tv 9 months ago

Hot sissy boy beautiful look in pink saree

Hot sissy boy beautiful look in pink saree

xHamster 1 year ago

Dickless Night (2) (chastity, Fufu-clip)

55% HD 1:01 / 9:12

Dickless Night (2) (chastity, Fufu-clip)

FapHouse 1 month ago

Ball-ball-gagged Sissy Bitch ample Rope-on Pegging by lil'' female dominance Princess in Latex attire by Domme Mercer

Ball-ball-gagged Sissy Bitch ample Rope-on Pegging by lil'' female dominance Princess in Latex attire by Domme Mercer

TransTube.tv 1 year ago

turned into a good pet

turned into a good pet

Clips4sale 2 years ago

Big Compilation Of Anal Orgasms And Solo Cumshots Collection sissygasm ( trap milking )

Big Compilation Of Anal Orgasms And Solo Cumshots Collection sissygasm ( trap milking )

Pornzona 2 weeks ago

Filthy Belt Dick Arse to Facehole Sissy Mega-Bitch Gets Pegged and Abjected by Spandex Princess Dominatrix Mercer

Filthy Belt Dick Arse to Facehole Sissy Mega-Bitch Gets Pegged and Abjected by Spandex Princess Dominatrix Mercer

TrannyGem 3 years ago

Winterxxdoll Slut Training With Blowjob

Winterxxdoll Slut Training With Blowjob

YepTube 2 months ago

$[Trans] T-Girl Latex$ Premium VR 43:16

[Trans] T-Girl Latex

VRPorn 2 weeks ago

Lola Crystals dominates a BBC with her tight Latina pussy

Lola Crystals dominates a BBC with her tight Latina pussy

TrannyMovs 5 months ago

Camila & Samael Private Show

71% HD 2:00 / 22:30

Camila & Samael Private Show

Flirt4Free 8 months ago

Ab094 Lustful Teacher Extreme Trained -milking 65cm Dildo (chinese And English Subtitles) - Abby Kitty

Ab094 Lustful Teacher Extreme Trained -milking 65cm Dildo (chinese And English Subtitles) - Abby Kitty

AbTranny 2 years ago

Fuck-Fest Gimps sixty-nine Dual female domination Pegging and Sissy Jizzing with Face-Sitting on the Fuckmachine

Fuck-Fest Gimps sixty-nine Dual female domination Pegging and Sissy Jizzing with Face-Sitting on the Fuckmachine

TrannyGem 5 months ago

Kymmy Harper goes wild for cum and cock in hot threesome action

Kymmy Harper goes wild for cum and cock in hot threesome action

TrannyMovs 5 months ago

Hercules & Lance & Lian Miller Private Show

63% HD 2:00 / 8:05

Hercules & Lance & Lian Miller Private Show

Flirt4Free 3 years ago

Ava Venom and Giselle Driller Double Dom and Fuck Submissive Masculine Bottom Colby Jensen

53% 0:30 / 33:07

Ava Venom and Giselle Driller Double Dom and Fuck Submissive Masculine Bottom Colby Jensen

Clips4sale 8 months ago

Cute curly redhead goth in fishnet pantyhose anal fuck with BBC compilation

Cute curly redhead goth in fishnet pantyhose anal fuck with BBC compilation

XGroovy 7 months ago

If He Does These 5 Things It Says a Lot About Him

36% HD 0:39 / 6:18

If He Does These 5 Things It Says a Lot About Him

FapHouse 2 weeks ago

BBC goes deep in sexy transsexual babe Kasey Kei in doggy pose

BBC goes deep in sexy transsexual babe Kasey Kei in doggy pose

Tranny.one 1 year ago

Crossdresser with fake tits gets worried by the sex machine

Crossdresser with fake tits gets worried by the sex machine

xHamster 1 year ago

Feminization Sissification Sissy threesome training blowjob

Feminization Sissification Sissy threesome training blowjob

PornFreeNow 9 months ago

Tranny Stewardess Cums Handsfree From Hard Ass Fucking

Tranny Stewardess Cums Handsfree From Hard Ass Fucking

Pornzona 2 weeks ago

Panty Stroker Sissy

55% 4K 0:19 / 10:48

Panty Stroker Sissy

Clips4sale 7 months ago

Pretty Trans Girl Throat Fucked by Tattooed Muscle Stud

Pretty Trans Girl Throat Fucked by Tattooed Muscle Stud

FapHouse 1 month ago

Punished for Sniffing Her Panties

54% HD 1:01 / 9:47

Punished for Sniffing Her Panties

FapHouse 1 month ago

Sophia Loreen Party on Dec 10, 2025 - Part 2

4K 2:00 / 1:26:04

Sophia Loreen Party on Dec 10, 2025 - Part 2

Flirt4Free 3 months ago

Transexual Ol Training Secrets for Ultimate Beauty Transformation Revealed!

Transexual Ol Training Secrets for Ultimate Beauty Transformation Revealed!

JAVHDTube 1 month ago

”SISTERTRICK - Kenzie Reeves & Chloe Cherry trained their twat for some lesbo sex”

”SISTERTRICK - Kenzie Reeves & Chloe Cherry trained their twat for some lesbo sex”

TransHero 3 months ago

NBA All-Star Lola Bunny trains her hole before practice

Premium HD 6:52

NBA All-Star Lola Bunny trains her hole before practice

XVideosRed 3 weeks ago

Ultra-cute Femboy in Fishnets Instructs his Rear entrance until he Ejaculates on Himself

Ultra-cute Femboy in Fishnets Instructs his Rear entrance until he Ejaculates on Himself

4Gay 2 months ago

Feminized Big Ass Sissy Huge Anal Creampie Farts and Ass Stretching Training

Feminized Big Ass Sissy Huge Anal Creampie Farts and Ass Stretching Training

xHamster 2 months ago

you WONT BELIEVE what this trans girl can fit inside her ASS

67% 4K 0:16 / 13:04

you WONT BELIEVE what this trans girl can fit inside her ASS

Clips4sale 5 months ago

Arab Sissy Crossdresser Pummeled by BIG BLACK COCK Father & Cum shot

Arab Sissy Crossdresser Pummeled by BIG BLACK COCK Father & Cum shot

TransTube.tv 1 year ago

Deep Throat Training! Watch with Sound! Oh, These Full Immersions!

Deep Throat Training! Watch with Sound! Oh, These Full Immersions!

FapHouse 1 year ago

Femboy Has an Accident While Training and Seduced the Straight Trainer and Ate His Ass

HD 1:01 / 13:48

Femboy Has an Accident While Training and Seduced the Straight Trainer and Ate His Ass

FapHouse 4 days ago

Alexxa Von Hell converts her boytoy into a cum eating slut

64% HD 0:34 / 12:34

Alexxa Von Hell converts her boytoy into a cum eating slut

Clips4sale 2 years ago

Private Sex-tape

68% HD 1:01 / 11:43

Private Sex-tape

FapHouse 2 years ago

becomingfemme - harlee chanel workplace distraction with sissy training

becomingfemme - harlee chanel workplace distraction with sissy training

TransDoe 2 years ago

You’re My Sissy Wife Now - Elle Eros

55% HD 1:01 / 14:40

You’re My Sissy Wife Now - Elle Eros

FapHouse 1 year ago

Prostate Massage for Sissy Boy - All Views for Fans!

HD 0:39 / 56:10

Prostate Massage for Sissy Boy - All Views for Fans!

FapHouse 1 year ago

Uncontrollable Body Shaking Prostate Orgasm!!!

Uncontrollable Body Shaking Prostate Orgasm!!!

XVideos 2 years ago

Cumming while fucking

Cumming while fucking

xHamster 2 years ago

Camilla Fists and Fucks TS Luna Snow with a Strap-on

70% 1:01 / 18:31

Camilla Fists and Fucks TS Luna Snow with a Strap-on

FapHouse 2 years ago

The Contract Fucker Part 1 (MP4 HD)

57% HD 0:30 / 8:18

The Contract Fucker Part 1 (MP4 HD)

Clips4sale 8 months ago

Sissy Anal Training Session!

HD 0:39 / 13:56

Sissy Anal Training Session!

FapHouse 3 years ago

A Dominant Woman Will Use This Submissive Tgirl for a Medical Examination

54% HD 1:01 / 16:50

A Dominant Woman Will Use This Submissive Tgirl for a Medical Examination

FapHouse 4 months ago

Mistressae Sessions with Princess Latex Rubber Doll: Impact & Spit Roast Training

61% HD 1:01 / 31:19

Mistressae Sessions with Princess Latex Rubber Doll: Impact & Spit Roast Training

FapHouse 3 months ago

Sissy Kanisa Is Playing with Her Pussy

62% HD 1:01 / 9:46

Sissy Kanisa Is Playing with Her Pussy

FapHouse 10 months ago

AB104 Sex toy tester surrender (English subtitles)

AB104 Sex toy tester surrender (English subtitles)

xHamster 2 years ago

Pet Training with Bearded Master

HD 1:01 / 25:21

Pet Training with Bearded Master

FapHouse 2 months ago

Girth with XXXL Atlas

Girth with XXXL Atlas

xHamster 4 months ago

Maschine Anal Workout Crossdresser

Maschine Anal Workout Crossdresser

xHamster 1 month ago

This Sissy Tgirl Will Get Her Ass Strap-on and Fuck

73% HD 0:39 / 27:11

This Sissy Tgirl Will Get Her Ass Strap-on and Fuck

FapHouse 4 months ago

Sissy Huge Anal Gape with Massive Dildos

Sissy Huge Anal Gape with Massive Dildos

xHamster 3 weeks ago

9 10 11 12 13

88,737 results found

Related categories

Edging Chastity Goon Cage Dungeon Chastity Cage Mask Slave Training CFNM Gloves Slave Humiliation Dominatrix Nipple Piercing Spanked Latex Collar Kinky Slave Submissive Denial

Narrow your search

sissy training anal training slave training cum training dildo training deepthroat training sissy anal training bbc training femboy training 18+ shemale training blowjob training chastity training slut training training anal training slave gay training faggot training throat training bi training corporate training

Categories Pornstars

Categories Pornstars

PornMD: A Porn Search Engine.

Parents

Pornmd.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2026 Pornmd.com. All rights reserved.

© 2026 Pornmd.com. All rights reserved.