Therapy Videos - Trans (490)

Lingerie Lover - Sissy Pegging POV

66% 4K 0:30 / 15:25

Lingerie Lover - Sissy Pegging POV

Clips4sale 1 year ago

Sex Therapist London River

55% HD 1:01 / 56:42

Sex Therapist London River

FapHouse 2 months ago

Cuckold Therapy - Sarina Havok, Robin Coffins and Cherry Mavrik

Premium HD 21:05

Cuckold Therapy - Sarina Havok, Robin Coffins and Cherry Mavrik

Sheer 4 years ago

Couple Therapy: Fucked By A Shemale

Couple Therapy: Fucked By A Shemale

Erotik 11 years ago

Erotic Electroshock Torment Spider Gag & Convulsing Chair

70% HD 1:01 / 12:26

Erotic Electroshock Torment Spider Gag & Convulsing Chair

FapHouse 6 months ago

TS Psychologist Isa Reveals Her Thick BBC and Pounds Hex Bareback During Therapy Session (720p - EN sub - trans woman - trans sex - anal - big black cock)

HD 0:30 / 23:36

TS Psychologist Isa Reveals Her Thick BBC and Pounds Hex Bareback During Therapy Session (720p - EN sub - trans woman - trans sex - anal - big black cock)

Clips4sale 1 week ago

Kinky Angel Lolly Dames & Little Devil Juniper Ren Fight for Cock (TS AllStar x MotM Collab)

Premium 4K 40:06

Kinky Angel Lolly Dames & Little Devil Juniper Ren Fight for Cock (TS AllStar x MotM Collab)

TeamSkeet 1 year ago

Mercedes Spreads Wide For Your Cock in Dreamland Spring

Mercedes Spreads Wide For Your Cock in Dreamland Spring

Ourdream.ai 6 months ago

Tiny Clit Handjob Denial - Stepmom Edges Trans Girl Then Kicks Her Off Her Lap (720p)

HD 0:29 / 14:18

Tiny Clit Handjob Denial - Stepmom Edges Trans Girl Then Kicks Her Off Her Lap (720p)

Clips4sale 2 weeks ago

Cuckold Therapy Ft. Cherry Mavrik

58% HD 0:39 / 21:04

Cuckold Therapy Ft. Cherry Mavrik

FapHouse 2 years ago

Sissy Therapy-fantasy: Your First Dress

44% HD 1:01 / 10:58

Sissy Therapy-fantasy: Your First Dress

FapHouse 1 year ago

Heaven Lee Strokes

Heaven Lee Strokes

Clips4sale 9 months ago

TRANS GIRL SPORTS THERAPY PEGGING | CIBBY

HD 0:10 / 16:19

TRANS GIRL SPORTS THERAPY PEGGING | CIBBY

LoyalFans 1 year ago

Sex Therapist London River

62% HD 0:39 / 56:42

Sex Therapist London River

FapHouse 2 months ago

A-77 - Cum Pig in Brooklyn

59% HD 0:39 / 36:21

A-77 - Cum Pig in Brooklyn

FapHouse 1 month ago

TS Psychotherapist (passthrough)

VR 0:08 / 44:17

TS Psychotherapist (passthrough)

FapHouse 5 months ago

BBC Gay Conversion Therapy Part 2 - Supervised Dildo Sucking & Riding

63% HD 0:10 / 15:22

BBC Gay Conversion Therapy Part 2 - Supervised Dildo Sucking & Riding

LoyalFans 2 weeks ago

From Roomie to Sissy with Elle Eros and Clara Dee

66% 4K 0:30 / 17:36

From Roomie to Sissy with Elle Eros and Clara Dee

Clips4sale 1 year ago

Dr. Inanna Justice Admits Her Trans Femme Patient to the Ward - Medical Madness Complete Series

HD 0:48 / 1:08:18

Dr. Inanna Justice Admits Her Trans Femme Patient to the Ward - Medical Madness Complete Series

Clips4sale 2 weeks ago

Cuckold Therapy Ft. Cherry Mavrik

64% HD 1:01 / 21:04

Cuckold Therapy Ft. Cherry Mavrik

FapHouse 2 years ago

My Sex Life (part 1)

VR 0:08 / 35:25

My Sex Life (part 1)

FapHouse 3 weeks ago

Mega Booty Lexi Bunni Therapy Session for Big Dick

59% 0:39 / 20:06

Mega Booty Lexi Bunni Therapy Session for Big Dick

FapHouse 4 months ago

Mega Booty Lexi Bunni Therapy Session for Big Dick

51% 1:01 / 20:06

Mega Booty Lexi Bunni Therapy Session for Big Dick

FapHouse 4 months ago

A-77 - Cum Pig in Brooklyn

54% HD 1:01 / 36:21

A-77 - Cum Pig in Brooklyn

FapHouse 1 month ago

dr. coffins life changing therapy ft autumn rain

49% HD 0:30 / 28:21

dr. coffins life changing therapy ft autumn rain

PornBox 2 months ago

Gia Darling and Sky

72% HD 1:01 / 42:25

Gia Darling and Sky

FapHouse 2 years ago

cuckold therapy - sarina havok, robin coffins and cherry mavrik

49% HD 0:30 / 21:05

cuckold therapy - sarina havok, robin coffins and cherry mavrik

PornBox 4 years ago

dr. coffins life changing therapy ft autumn rain

54% HD 0:30 / 28:21

dr. coffins life changing therapy ft autumn rain

AnalVids 2 months ago

So Much Work Lately... I Think It's Time for a Little Stress Relief.

63% 1:01 / 5:35

So Much Work Lately... I Think It's Time for a Little Stress Relief.

FapHouse 3 months ago

Therapy Makes Everything Better

51% HD 0:10 / 23:08

Therapy Makes Everything Better

LoyalFans 3 months ago

New Enticing Therapy for Trans Anal Babe Gets Wrecked by BBC

71% 0:39 / 42:46

New Enticing Therapy for Trans Anal Babe Gets Wrecked by BBC

FapHouse 4 months ago

Sissy Conversion Therapy - Part 1

HD 1:01 / 10:59

Sissy Conversion Therapy - Part 1

FapHouse 1 year ago

Is this really a legit family therapy? Dr Belle Dejour makes Emily Adaire fuck her step-mom Becki Bottomz

Premium 55% HD 16:19

Is this really a legit family therapy? Dr Belle Dejour makes Emily Adaire fuck her step-mom Becki Bottomz

XNXXGold 3 years ago

Goth Makeover Autumn

51% HD 0:39 / 28:26

Goth Makeover Autumn

FapHouse 1 year ago

Step Sister Catches Step Brother Watching Tranny Porn - Molly Jane - Family Therapy

Premium HD 21:24

Step Sister Catches Step Brother Watching Tranny Porn - Molly Jane - Family Therapy

XNXXGold 7 years ago

So Much Work Lately... I Think It's Time for a Little Stress Relief.

So Much Work Lately... I Think It's Time for a Little Stress Relief.

FapHouse 3 months ago

TS Slut seeks therapy for BBC addiction

Premium HD 26:19

TS Slut seeks therapy for BBC addiction

XVideosRed 2 years ago

New Enticing Therapy for Trans Anal Babe Gets Wrecked by BBC

69% 1:01 / 42:46

New Enticing Therapy for Trans Anal Babe Gets Wrecked by BBC

FapHouse 4 months ago

SISSYBB EXPOSED AGAIN

61% HD 0:10 / 20:55

SISSYBB EXPOSED AGAIN

LoyalFans 3 years ago

Sissy Conversion Therapy - Part 1

62% HD 0:39 / 10:59

Sissy Conversion Therapy - Part 1

FapHouse 1 year ago

The Evil Neighbour She Is Coming for Your Wife with Her Cock

HD 1:01 / 54:45

The Evil Neighbour She Is Coming for Your Wife with Her Cock

FapHouse 5 months ago

Sissy Sluts Part 1

48% HD 0:10 / 12:49

Sissy Sluts Part 1

LoyalFans 5 years ago

Avery Angel Gives You Foot Therapy

64% 0:24 / 12:09

Avery Angel Gives You Foot Therapy

Clips4sale 10 months ago

TS Psychotherapist

42% VR 0:39 / 44:34

TS Psychotherapist

FapHouse 1 year ago

Kelli Lox Using Her Healing Penis to Cure Holly Heart of Her Stress!

HD 1:01 / 38:08

Kelli Lox Using Her Healing Penis to Cure Holly Heart of Her Stress!

FapHouse 2 months ago

Your Wife Send You to Therapy - Obsessed with Trans Cock - CEI JOI Jessica Bloom

Premium HD 34:48

Your Wife Send You to Therapy - Obsessed with Trans Cock - CEI JOI Jessica Bloom

XNXXGold 4 months ago

Why I Transitioned And Why You Should Also [MOV]

55% HD 0:58 / 10:49

Why I Transitioned And Why You Should Also [MOV]

Clips4sale 2 months ago

Orgasm Therapy 1

Orgasm Therapy 1

FapHouse 1 year ago

Stepmom's White Panty Aversion Therapy

Stepmom's White Panty Aversion Therapy

Clips4sale 1 year ago

It’s Just Curiosity, Right? Gooner Now, Faggot Forever

48% HD 0:42 / 10:09

It’s Just Curiosity, Right? Gooner Now, Faggot Forever

IWantClips 10 months ago

Browser History - Alexa Hoyt and Sorceress Morgana Soles Trans Woman Handjob With Religious Humiliation MOBILE

Browser History - Alexa Hoyt and Sorceress Morgana Soles Trans Woman Handjob With Religious Humiliation MOBILE

Clips4sale 9 months ago

Big Homemade Kinky Evening StepMom and her Obedient Sluts (720p)

HD 0:20 / 41:34

Big Homemade Kinky Evening StepMom and her Obedient Sluts (720p)

Clips4sale 2 years ago

Futa Story: Dick Therapy - Ft Imilia Audley

HD 0:29 / 16:20

Futa Story: Dick Therapy - Ft Imilia Audley

Clips4sale 1 year ago

[Trans] Therapist Touch

62% VR 1:15 / 40:24

[Trans] Therapist Touch

VRPorn 2 years ago

POV: Your Sissy Diagnosis (And What To Do Next)

POV: Your Sissy Diagnosis (And What To Do Next)

Clips4sale 1 year ago

A Special Therapy Session

63% 4K 0:21 / 12:21

A Special Therapy Session

Futanari 3 years ago

Goth Makeover Autumn

57% HD 0:39 / 28:26

Goth Makeover Autumn

FapHouse 1 year ago

TS Slut Seeks Therapy for BBC Addiction

67% HD 1:01 / 26:23

TS Slut Seeks Therapy for BBC Addiction

FapHouse 1 year ago

Open Up to Loving Cock

66% HD 0:10 / 20:28

Open Up to Loving Cock

LoyalFans 1 year ago

A Special Therapy Session

61% 0:21 / 12:21

A Special Therapy Session

Hentaied.Pro 3 years ago

Tiffani Montavani in, Orgy with My Trans Friend Stepfamily Therapy with My Step-son

HD 1:01 / 22:06

Tiffani Montavani in, Orgy with My Trans Friend Stepfamily Therapy with My Step-son

FapHouse 1 year ago

The Great Debate: Size Comparison with Sorceress Morgana & Alexa Hoyt

62% 0:11 / 20:08

The Great Debate: Size Comparison with Sorceress Morgana & Alexa Hoyt

Clips4sale 2 years ago

Big cock therapy in Era's clinic

Big cock therapy in Era's clinic

Clips4sale 3 years ago

Lexi's Therapy time @Lexibunni_

62% HD 0:10 / 20:00

Lexi's Therapy time @Lexibunni_

LoyalFans 2 years ago

TS Slut seeks therapy for BBC addiction

Premium HD 26:19

TS Slut seeks therapy for BBC addiction

XNXXGold 2 years ago

Futa Fascinated Audio Series [6 Episodes] [7 Voice Actresses] [Futa Cock Worship] [Huge Futa Cock] [Slobbering Sluts] [Breeding] [Futa Cock Harem] [Knocks Up Her Step-Mother]]

Futa Fascinated Audio Series [6 Episodes] [7 Voice Actresses] [Futa Cock Worship] [Huge Futa Cock] [Slobbering Sluts] [Breeding] [Futa Cock Harem] [Knocks Up Her Step-Mother]]

Clips4sale 1 year ago

CLINICALLY SISSIFIED PY 2 *HD 1080*

HD 0:10 / 12:21

CLINICALLY SISSIFIED PY 2 *HD 1080*

LoyalFans 1 year ago

TS Natassia Dream & Robert Axel in The Prelude to "Super Soldier"

50% 0:11 / 32:45

TS Natassia Dream & Robert Axel in The Prelude to "Super Soldier"

C4S 3 years ago

Ria Bentley Cures Her BBC Patient with BJ and Deep Anal Sex

HD 1:01 / 21:16

Ria Bentley Cures Her BBC Patient with BJ and Deep Anal Sex

FapHouse 1 year ago

Why I Transitioned (And Why You Should Too)

Why I Transitioned (And Why You Should Too)

Clips4sale 1 year ago

TS Psychotherapist (passthrough)

59% VR 0:08 / 44:17

TS Psychotherapist (passthrough)

FapHouse 5 months ago

Gay Boy Counseling

Gay Boy Counseling

Clips4sale 4 years ago

Hand Over Mouth + Wall Dildo - Only I Decide. Trans Stepdaughter Gets Stretched & Washed (720)

HD 0:29 / 17:53

Hand Over Mouth + Wall Dildo - Only I Decide. Trans Stepdaughter Gets Stretched & Washed (720)

Clips4sale 4 weeks ago

Orgasm Therapy on Restraint Bed – Short Bondage Gloves, Leather-Stuffed Tape Gag & Ballet Boots

Premium 4K 8:55

Orgasm Therapy on Restraint Bed – Short Bondage Gloves, Leather-Stuffed Tape Gag & Ballet Boots

Clips4sale 11 months ago

Dr Variety Itsol Needs Her Own Therapy

73% HD 0:15 / 19:06

Dr Variety Itsol Needs Her Own Therapy

Clips4sale 2 years ago

Conversion Therapy CEI Countdown

65% HD 0:10 / 27:37

Conversion Therapy CEI Countdown

LoyalFans 1 year ago

Femdom Tickling Therapy Bundle: Sadistic MILF Tickler Tickle Torments with Miss Devora Moore, Sara Star and Quiver wmv version

Femdom Tickling Therapy Bundle: Sadistic MILF Tickler Tickle Torments with Miss Devora Moore, Sara Star and Quiver wmv version

Clips4sale 1 year ago

Brian Bonds in hot gay action with two hot black studs

HD 0:39 / 30:23

Brian Bonds in hot gay action with two hot black studs

FapHouse 3 years ago

The Fantasy Clinic

55% HD 0:10 / 34:48

The Fantasy Clinic

LoyalFans 2 years ago

A Futa’s Guide to Betrayal & Submission – professional homewrecker with a girl cock you can’t resist

A Futa’s Guide to Betrayal & Submission – professional homewrecker with a girl cock you can’t resist

Clips4sale 6 months ago

Cross- Dressing Therapy (4K MP4) Tilly McReese: Crossdressing, Sissification, Nylon, Feminization, Femdom

4K 0:36 / 14:52

Cross- Dressing Therapy (4K MP4) Tilly McReese: Crossdressing, Sissification, Nylon, Feminization, Femdom

Clips4sale 2 weeks ago

Bella Roma and Jade Storm in Mistress Conversion Sub-therapy

63% HD 0:39 / 26:59

Bella Roma and Jade Storm in Mistress Conversion Sub-therapy

FapHouse 1 year ago

anal therapy for psychiatric patients ...

Premium HD 10:52

anal therapy for psychiatric patients ...

XNXXGold 4 years ago

Erotic Electroshock Torment: Spider Gag & Convulsing Chair for Emmy – Dr. Justice's Final Reprogramming Episode 4

Erotic Electroshock Torment: Spider Gag & Convulsing Chair for Emmy – Dr. Justice's Final Reprogramming Episode 4

Clips4sale 8 months ago

Orgy in psychology, what therapy please ...

Premium HD 10:52

Orgy in psychology, what therapy please ...

XVideosRed 6 years ago

Addiction Therapy pt. 1 - She&#039_s Longing for a Big Monster Futa Cock inside her

Premium HD 5:28

Addiction Therapy pt. 1 - She&#039_s Longing for a Big Monster Futa Cock inside her

XNXXGold 4 years ago

Starting HRT isn't gonna be easy

68% HD 1:01 / 30:02

Starting HRT isn't gonna be easy

FapHouse 4 years ago

nurse gray s anal therapy

HD 0:28 / 23:46

nurse gray s anal therapy

PornBox 7 months ago

JOI Conversion Therapy

68% HD 0:10 / 12:02

JOI Conversion Therapy

LoyalFans 3 months ago

My StepSon Is A Homo

Premium HD 18:16

My StepSon Is A Homo

Clips4sale 2 years ago

A special solo therapy

A special solo therapy

VrSmash 2 years ago

Alternative Erection Therapy Part 4 Cross Dressing

69% 0:11 / 8:36

Alternative Erection Therapy Part 4 Cross Dressing

Clips4sale 3 years ago

Best ethetic salon for trans: salon secret menu, sexual and seductive full course.

48% HD 1:01 / 4:00:00+

Best ethetic salon for trans: salon secret menu, sexual and seductive full course.

FapHouse 3 years ago

Nurse Helena Is Coming to Visit! Immediate Recovery with Oral Therapy

65% HD 1:01 / 7:58

Nurse Helena Is Coming to Visit! Immediate Recovery with Oral Therapy

FapHouse 7 months ago

Browser History - Alexa Hoyt and Sorceress Morgana Soles Trans Woman Handjob With Religious Humiliation MP4

Browser History - Alexa Hoyt and Sorceress Morgana Soles Trans Woman Handjob With Religious Humiliation MP4

Clips4sale 9 months ago

Cross- Dressing Therapy (HD MP4) Tilly McReese: Crossdressing, Sissification, Nylon, Feminization, Femdom copy

HD 0:36 / 14:52

Cross- Dressing Therapy (HD MP4) Tilly McReese: Crossdressing, Sissification, Nylon, Feminization, Femdom copy

Clips4sale 2 weeks ago

Nurse's Degrading Therapy: Piss Drenching & Facial Overload

67% HD 0:39 / 32:59

Nurse's Degrading Therapy: Piss Drenching & Facial Overload

FapHouse 1 year ago

April Sex and Cum Compilation - Astra and Nicky Tgirl on Girl

HD 0:39 / 35:18

April Sex and Cum Compilation - Astra and Nicky Tgirl on Girl

FapHouse 3 years ago

Dr. Coffins' Life Changing Therapy ft Autumn Rain

Premium HD 28:21

Dr. Coffins' Life Changing Therapy ft Autumn Rain

Sheer 2 months ago

TS Psychologist Isa Reveals Her Thick BBC and Pounds Hex Bareback During Therapy Session (1080p - EN sub - trans woman - trans sex - anal - big black cock)

Premium HD 23:36

TS Psychologist Isa Reveals Her Thick BBC and Pounds Hex Bareback During Therapy Session (1080p - EN sub - trans woman - trans sex - anal - big black cock)

Clips4sale 1 week ago

Ariel Demure, All-trans Org*es, & Gender Dysphoria | the Adult Time Podcast

56% HD 0:39 / 1:02:52

Ariel Demure, All-trans Org*es, & Gender Dysphoria | the Adult Time Podcast

FapHouse 5 months ago

Curvy Therapist Treats Trans Couple with Threesome

51% 0:39 / 39:25

Curvy Therapist Treats Trans Couple with Threesome

FapHouse 1 year ago

Oops, accidental penectomy

65% HD 0:21 / 12:32

Oops, accidental penectomy

Clips4sale 1 year ago

You're a Pretty Little Slut: feminization with your Sex Therapist

HD 0:10 / 18:01

You're a Pretty Little Slut: feminization with your Sex Therapist

LoyalFans 2 years ago

futa council takes your virginity

futa council takes your virginity

Clips4sale 1 year ago

Ogenki clinic leather, lace and lesbians!

51% 0:39 / 10:07

Ogenki clinic leather, lace and lesbians!

FapHouse 5 years ago

Jessica Dolls Weekly Fuckmachine Therepy

65% HD 0:39 / 12:59

Jessica Dolls Weekly Fuckmachine Therepy

FapHouse 8 months ago

Gia Darling and Sky Burn

65% 0:11 / 42:19

Gia Darling and Sky Burn

C4S 2 years ago

It’s Just Curiosity, Right? Touch the Fear

It’s Just Curiosity, Right? Touch the Fear

Clips4sale 10 months ago

The Evil Neighbour She Is Coming for Your Wife with Her Cock

HD 0:39 / 54:45

The Evil Neighbour She Is Coming for Your Wife with Her Cock

FapHouse 5 months ago

Sissy slut therapy

61% HD 0:10 / 10:24

Sissy slut therapy

LoyalFans 1 year ago

Best ethetic salon for trans: salon secret menu, sexual and seductive full course.

53% HD 0:39 / 4:00:00+

Best ethetic salon for trans: salon secret menu, sexual and seductive full course.

FapHouse 3 years ago

Surgical Glove Inspection - Strict Stepmom Examines Trans Stepdaughter Then Fucks Her with Strapon. Strict MILF in Raincoat and Thigh High Boots, on the Kitchen with her Slave in Leather (720p)

55% 4K 0:29 / 24:40

Surgical Glove Inspection - Strict Stepmom Examines Trans Stepdaughter Then Fucks Her with Strapon. Strict MILF in Raincoat and Thigh High Boots, on the Kitchen with her Slave in Leather (720p)

Clips4sale 2 months ago

Manssieres are pricey (720)

Manssieres are pricey (720)

Clips4sale 3 years ago

Femsub Therapy Fantasy

56% HD 0:13 / 18:00

Femsub Therapy Fantasy

Clips4sale 2 years ago

Hand Over Mouth + Wall Dildo - Only I Decide. Trans Stepdaughter Gets Stretched & Washed (4K)

4K 0:25 / 17:53

Hand Over Mouth + Wall Dildo - Only I Decide. Trans Stepdaughter Gets Stretched & Washed (4K)

Clips4sale 4 weeks ago

Goddess Sondra disciplines Barbie Satin

63% HD 0:10 / 8:20

Goddess Sondra disciplines Barbie Satin

LoyalFans 3 years ago

Sounding for tranny girl (720p)

66% HD 0:19 / 17:02

Sounding for tranny girl (720p)

Clips4sale 3 years ago

Surgical Glove Inspection - Strict Stepmom Examines Trans Stepdaughter Then Fucks Her with Strapon. Strict MILF in Raincoat and Thigh High Boots, on the Kitchen with her Slave in Leather (4K)

4K 0:29 / 24:40

Surgical Glove Inspection - Strict Stepmom Examines Trans Stepdaughter Then Fucks Her with Strapon. Strict MILF in Raincoat and Thigh High Boots, on the Kitchen with her Slave in Leather (4K)

Clips4sale 2 months ago

100th clip, balloon popping therapy 001

100th clip, balloon popping therapy 001

Clips4sale 2 years ago

1 2 3 4 5

490 results found

Related categories

Therapist Milking Table Poker POV Facial Happy Ending POV Threesome Cum Swapping Edging Compilation Encouragement Fantasy Massage Edging Blowjob Babysitter Teen Massage 18+ Braces Edging Medical Mutual Masturbation Massage Threesome FFM POV Blowjob

Narrow your search

perv therapy couple therapy couples therapy sex therapy secret therapy anal therapy therapy threesome lesbian therapy penny barber therapy physical therapy massage therapy hookup therapy therapy dick massage secret therapy secret therapy milf therapy anal stepmom therapy pervert therapy therapy mom angela white therapy

Categories Pornstars

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.