Secretary Videos - Trans (220)

TS Office Girl Serena Darkheart - Panty Bulge, Hogtied and Ball Gagged

61% 0:34 / 10:24

TS Office Girl Serena Darkheart - Panty Bulge, Hogtied and Ball Gagged

Clips4sale 10 months ago

Sucking Sissy's Cock

Sucking Sissy's Cock

Clips4sale 1 year ago

Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

77% 0:11 / 42:29

Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

Tranny Walk & Wetting in hot white jeans !! Pissed in in public!

68% HD 0:30 / 8:03

Tranny Walk & Wetting in hot white jeans !! Pissed in in public!

Clips4sale 2 years ago

My New Sissy Secretary

59% HD 0:29 / 11:58

My New Sissy Secretary

Clips4sale 1 year ago

the end of a work week

68% 0:30 / 25:46

the end of a work week

Clips4sale 6 months ago

Sexy Sissy Secretary Crossdresser Mind Fuck OCT 2024

61% 0:30 / 8:17

Sexy Sissy Secretary Crossdresser Mind Fuck OCT 2024

Clips4sale 9 months ago

Sissy Sluts Part 1

49% HD 0:10 / 12:49

Sissy Sluts Part 1

LoyalFans 4 years ago

Bimbo Gives Boss A Blowjob

Premium HD 20:12

Bimbo Gives Boss A Blowjob

Clips4sale 1 year ago

I'm so good he cums twice

77% HD 0:43 / 6:24

I'm so good he cums twice

Clips4sale 4 months ago

From secretary to submissive - Intense bondage, CBT & edging + cumshot bonus clip

From secretary to submissive - Intense bondage, CBT & edging + cumshot bonus clip

Clips4sale 1 week ago

ABH052 Naughty secretary in chastity and a giant squirt

HD 0:30 / 33:34

ABH052 Naughty secretary in chastity and a giant squirt

Clips4sale 4 years ago

Femdom Anal Annihilation: Big Boob Mistress Drains Prostate and Balls with Extreme Anal Fisting Part 5 of 5 (1080p)

66% HD 0:30 / 9:03

Femdom Anal Annihilation: Big Boob Mistress Drains Prostate and Balls with Extreme Anal Fisting Part 5 of 5 (1080p)

Clips4sale 1 year ago

Anal Piggy Punishment: Big Boob Mistress, Pegging with Chastity, Extreme Humiliation, and Deep Fisting FULL-LENGTH (1080p)

67% HD 0:30 / 58:54

Anal Piggy Punishment: Big Boob Mistress, Pegging with Chastity, Extreme Humiliation, and Deep Fisting FULL-LENGTH (1080p)

Clips4sale 1 year ago

ABH050 Beauty secretary in chastity riding dildo with sexy heels and cum in chastity

71% HD 0:29 / 44:57

ABH050 Beauty secretary in chastity riding dildo with sexy heels and cum in chastity

Clips4sale 4 years ago

Secretary Gets Extreme Futanari Punishment

55% HD 0:10 / 50:21

Secretary Gets Extreme Futanari Punishment

LoyalFans 1 year ago

Secretary Tied #1 Bed Struggle

65% 0:30 / 1:07

Secretary Tied #1 Bed Struggle

Clips4sale 8 months ago

Cum On My New Cardigan

Cum On My New Cardigan

Clips4sale 7 months ago

Tania the sexy secretary

Premium HD 19:17

Tania the sexy secretary

Clips4sale 1 year ago

Your Trans Boss's Pink Slip

70% 0:11 / 12:36

Your Trans Boss's Pink Slip

Clips4sale 1 year ago

Playful secretary

65% 4K 0:11 / 6:36

Playful secretary

Clips4sale 1 year ago

Fireworks Fly With Brittney Kade

HD 0:11 / 21:21

Fireworks Fly With Brittney Kade

Clips4sale 3 years ago

Let's Fuck My Girlfriend 2: The T4T4W Rough Sex Sequel Anal Threesome Group Sex Doubleteam Eiffel Tower Tag Team

Premium HD 39:20

Let's Fuck My Girlfriend 2: The T4T4W Rough Sex Sequel Anal Threesome Group Sex Doubleteam Eiffel Tower Tag Team

Clips4sale 5 months ago

Kinky Niamh bound, gagged, and edged to orgasm by Jennifer Lunden

58% 0:30 / 17:49

Kinky Niamh bound, gagged, and edged to orgasm by Jennifer Lunden

Clips4sale 8 months ago

Secretary Niamh chairtied and double gagged, with a really tight tape wrap gag over a panties-stuffed ballgag

Secretary Niamh chairtied and double gagged, with a really tight tape wrap gag over a panties-stuffed ballgag

Clips4sale 1 month ago

trans secretary throatfucked by her boss and gets big facial

65% 0:09 / 10:50

trans secretary throatfucked by her boss and gets big facial

Clips4sale 8 months ago

(4K) Anal Piggy Punishment: Pegging with Chastity, Humiliation, and Deep Fisting (4K)

67% 4K 0:30 / 58:54

(4K) Anal Piggy Punishment: Pegging with Chastity, Humiliation, and Deep Fisting (4K)

Clips4sale 11 months ago

Sissy Femboy Secretary Interview

68% 0:30 / 15:40

Sissy Femboy Secretary Interview

Clips4sale 8 months ago

Sissy Club Slut: Deep Throating, Pegging, and More PART 1 OF 2 (1080p)

51% HD 0:30 / 21:43

Sissy Club Slut: Deep Throating, Pegging, and More PART 1 OF 2 (1080p)

Clips4sale 1 year ago

(4K) Femdom Anal Annihilation: Full-Length 60-MIN Huge Strap-on Cock, CBT, Extreme Fisting (4K)

67% 4K 0:30 / 1:04:09

(4K) Femdom Anal Annihilation: Full-Length 60-MIN Huge Strap-on Cock, CBT, Extreme Fisting (4K)

Clips4sale 1 year ago

(4K) Sissy Club Slut Part 1 of 2 : Mistress Stellina Trains Sissy for Deep Throating & Fat Cock Pegging (4K)

60% 4K 0:30 / 21:43

(4K) Sissy Club Slut Part 1 of 2 : Mistress Stellina Trains Sissy for Deep Throating & Fat Cock Pegging (4K)

Clips4sale 1 year ago

Skirts For A Sissy Secretary

Skirts For A Sissy Secretary

Clips4sale 1 week ago

Futanari - EXCLUSIVE CLIMAX

49% 4K 0:29 / 19:42

Futanari - EXCLUSIVE CLIMAX

Clips4sale 3 years ago

Latex Rubberdoll working as a Secretary

Latex Rubberdoll working as a Secretary

Clips4sale 3 months ago

OFFICE SISSY AND COLLEAGUE IN BONDAGE

OFFICE SISSY AND COLLEAGUE IN BONDAGE

Clips4sale 1 year ago

My secretary needs to be fucked

67% HD 0:30 / 3:56

My secretary needs to be fucked

Clips4sale 4 months ago

Your Secretary's A Homewrecker

HD 0:30 / 21:45

Your Secretary's A Homewrecker

Clips4sale 3 years ago

Hot secretary

59% 4K 0:12 / 6:38

Clips4sale 1 year ago

secretary caught jerking off

62% HD 0:10 / 39:44

secretary caught jerking off

Clips4sale 2 years ago

Sexy legs business woman

Sexy legs business woman

Clips4sale 4 years ago

Secretary tania

66% 4K 0:10 / 3:15

Secretary tania

Clips4sale 1 year ago

HOME INVASION AWRY: LEATHERGLOVE SMOTHERING

61% 0:11 / 15:44

HOME INVASION AWRY: LEATHERGLOVE SMOTHERING

Clips4sale 1 year ago

Please Be Mean To Me 2

Please Be Mean To Me 2

Clips4sale 1 year ago

Kendra James: Sage Pillar: Stuck at Work Futa - 720

HD 0:30 / 11:33

Kendra James: Sage Pillar: Stuck at Work Futa - 720

Clips4sale 10 months ago

ENF : WORKPLACE MISHAP *HD 1080*

61% HD 0:36 / 17:20

ENF : WORKPLACE MISHAP *HD 1080*

Clips4sale 1 year ago

No Soliciting Part 2

69% 0:22 / 20:34

No Soliciting Part 2

Clips4sale 6 months ago

Femdom Anal Annihilation: 60-Minutes of Giant Strap-on Pegging & Deep Fisting Full-Length (1080p)

45% HD 0:30 / 1:04:09

Femdom Anal Annihilation: 60-Minutes of Giant Strap-on Pegging & Deep Fisting Full-Length (1080p)

Clips4sale 1 year ago

Be My Sissy Secretary

Be My Sissy Secretary

Clips4sale 2 years ago

Secretary Slut Miss Helena - instead of dictation she gets her own sperm in her face!

60% HD 0:29 / 4:48

Secretary Slut Miss Helena - instead of dictation she gets her own sperm in her face!

Clips4sale 1 year ago

Yakiras Secretary Slut (Trans) on TheFlourishFetish

HD 0:10 / 11:56

Yakiras Secretary Slut (Trans) on TheFlourishFetish

LoyalFans 2 months ago

Ball Busting Secretaries Part 2!

58% HD 0:10 / 7:38

Ball Busting Secretaries Part 2!

LoyalFans 3 years ago

4K - Lewd Home Office EP1

4K 0:10 / 20:44

4K - Lewd Home Office EP1

Clips4sale 3 years ago

Sissy Club Slut: Femdom Fisting, Pegging, Dick Sticking Part 2 of 2 (1080p)

61% HD 0:22 / 29:58

Sissy Club Slut: Femdom Fisting, Pegging, Dick Sticking Part 2 of 2 (1080p)

Clips4sale 1 year ago

Femdom Anal Annihilation: Big Boob Mistress with Giant Futa Cock Pegging Tiny Submissive Male Part 4 of 5 (1080p)

HD 0:29 / 13:15

Femdom Anal Annihilation: Big Boob Mistress with Giant Futa Cock Pegging Tiny Submissive Male Part 4 of 5 (1080p)

Clips4sale 1 year ago

TS Secretary Anna Sky Bound in Her Blue Satin Blouse

TS Secretary Anna Sky Bound in Her Blue Satin Blouse

Clips4sale 2 years ago

Pleasing the Boss

4K 0:17 / 15:58

Pleasing the Boss

Clips4sale 2 years ago

Sniff my worn pantyhose nylon feet

HD 0:27 / 14:35

Sniff my worn pantyhose nylon feet

Clips4sale 1 year ago

Boss Bitch Secretary Trained To Be A Gape Slut In Anal BDSM

HD 0:29 / 30:57

Boss Bitch Secretary Trained To Be A Gape Slut In Anal BDSM

Clips4sale 3 months ago

Boss's Perverted Fantasy: Sexy Secretary Trans Findom Ass Worship

55% 0:30 / 7:05

Boss's Perverted Fantasy: Sexy Secretary Trans Findom Ass Worship

Clips4sale 3 months ago

It's So Big

68% HD 0:30 / 19:43

Clips4sale 6 months ago

Hot Tgirl Secretary Gets Rough Ass Fuck and Swallows Big Load at Job Interview

4K 0:27 / 18:17

Hot Tgirl Secretary Gets Rough Ass Fuck and Swallows Big Load at Job Interview

Clips4sale 8 months ago

4K - Girl Cock Worshipping + Secretary Dress Tearing {TEARING FEST}

69% 4K 0:11 / 23:50

4K - Girl Cock Worshipping + Secretary Dress Tearing {TEARING FEST}

Clips4sale 5 months ago

Witchy Woman: Trans Blasphemy Goddess Puts Magic Spell On Subby Wiccan Slut

HD 0:10 / 29:15

Witchy Woman: Trans Blasphemy Goddess Puts Magic Spell On Subby Wiccan Slut

Clips4sale 5 months ago

(4K) Femdom Anal Annihilation: Dick-Sticking & XL Strap-On Pegging Part 3 of 5 (4K)

70% 4K 0:30 / 11:02

(4K) Femdom Anal Annihilation: Dick-Sticking & XL Strap-On Pegging Part 3 of 5 (4K)

Clips4sale 11 months ago

Mrs H Cumshot Compilation

74% HD 0:30 / 8:10

Mrs H Cumshot Compilation

Clips4sale 7 months ago

BOUND TO MISS COURT (WMV FORMAT)

BOUND TO MISS COURT (WMV FORMAT)

Clips4sale 1 year ago

BOUND TO MISS COURT (MP4 FORMAT)

BOUND TO MISS COURT (MP4 FORMAT)

Clips4sale 1 year ago

I'll Stroke It For You

I'll Stroke It For You

Clips4sale 6 months ago

[Erotic Audio] Twilight Blush Ch II

HD 0:30 / 15:06

[Erotic Audio] Twilight Blush Ch II

Clips4sale 2 months ago

I Relax On Rita's Couch

I Relax On Rita's Couch

Clips4sale 3 years ago

Crossdresser Cumshots

Crossdresser Cumshots

Clips4sale 7 months ago

Feet And Cleavage

Feet And Cleavage

Clips4sale 1 year ago

Panties For Mike

Panties For Mike

Clips4sale 1 year ago

The Nightstand II

The Nightstand II

Clips4sale 1 year ago

So Much Cum!!!

HD 0:11 / 12:47

Clips4sale 2 years ago

Nylons Make Me Wet

Nylons Make Me Wet

Clips4sale 9 months ago

Cameras, Lipstick, And Precum

Cameras, Lipstick, And Precum

Clips4sale 1 year ago

Friday Night To Myself

Friday Night To Myself

Clips4sale 3 years ago

I Cum In A Glass The Sequel Remastered

I Cum In A Glass The Sequel Remastered

Clips4sale 3 years ago

The Sissy Suckretary Part Two Erotic Short Story

The Sissy Suckretary Part Two Erotic Short Story

Clips4sale 1 year ago

By Request Another Date With The Jeep Girl

By Request Another Date With The Jeep Girl

Clips4sale 3 months ago

Getting Wet For My Date

66% HD 0:30 / 11:41

Getting Wet For My Date

Clips4sale 6 months ago

Skirts For A Sissy Secretary

HD 0:10 / 12:23

Skirts For A Sissy Secretary

LoyalFans 1 week ago

Sandra Gibbons - Leather Locked Secretary (mp4 HD 720)

Sandra Gibbons - Leather Locked Secretary (mp4 HD 720)

Clips4sale 6 months ago

Go Outside And Play

HD 0:11 / 24:05

Go Outside And Play

Clips4sale 2 years ago

Waiting For Kevin

Waiting For Kevin

Clips4sale 1 year ago

Big Ass Shemale Employee Bottoms Their Way Into a Job

Big Ass Shemale Employee Bottoms Their Way Into a Job

Cum In A Glass III

HD 0:11 / 16:23

Cum In A Glass III

Clips4sale 2 years ago

Unaware Giantess Secretary Upskirt

Unaware Giantess Secretary Upskirt

Clips4sale 4 years ago

Special Order Panties

Special Order Panties

Clips4sale 2 years ago

Throwback Thursday Episode 4, the never ending orgasm

Throwback Thursday Episode 4, the never ending orgasm

Clips4sale 3 years ago

A Solo Clip For A Big Fan

A Solo Clip For A Big Fan

Clips4sale 3 years ago

Some Alone Time

Premium HD 13:38

Some Alone Time

Clips4sale 3 years ago

Warming Up My Hotel Room

HD 0:11 / 10:34

Warming Up My Hotel Room

Clips4sale 3 years ago

I Cum On My Feet

Premium HD 15:45

I Cum On My Feet

Clips4sale 3 years ago

My Sexy Heels

Clips4sale 3 years ago

My Precum Feels So Good On My Pussy

My Precum Feels So Good On My Pussy

Clips4sale 9 months ago

Do You Like My Nylons?

Do You Like My Nylons?

Clips4sale 10 months ago

Touching Myself

Touching Myself

Clips4sale 5 months ago

Chairfuck and huge Sperm in my Mouth

Chairfuck and huge Sperm in my Mouth

Clips4sale 1 year ago

Anal Creampie Workplace Harassment

Premium HD 37:13

Anal Creampie Workplace Harassment

Clips4sale 1 year ago

Sailor Moon Cosplay Collection

HD 0:19 / 1:12:55

Sailor Moon Cosplay Collection

Clips4sale 2 years ago

A Hot Motel Solo Shoot

HD 0:11 / 16:28

A Hot Motel Solo Shoot

Clips4sale 3 years ago

Oh Diane

Clips4sale 3 years ago

Fuck Machine Episode Five

HD 0:11 / 11:29

Fuck Machine Episode Five

Clips4sale 1 year ago

My Red Body Stocking

My Red Body Stocking

Clips4sale 1 year ago

Succubus Secretary Pt2

HD 0:30 / 20:29

Succubus Secretary Pt2

Clips4sale 9 months ago

I Drench Myself

HD 0:25 / 13:15

I Drench Myself

Clips4sale 8 months ago

I Hope My Neighbors Aren't Watching Through The Fence

I Hope My Neighbors Aren't Watching Through The Fence

Clips4sale 10 months ago

DINA THE FOOTJOB SECRETARY

DINA THE FOOTJOB SECRETARY

Clips4sale 1 year ago

Your Secretary Is Craving Cock

Your Secretary Is Craving Cock

Clips4sale 7 months ago

Thinking Of Will

Thinking Of Will

Clips4sale 3 months ago

Cum On My Shoe

Clips4sale 5 months ago

Secret FUTA Secretary

Secret FUTA Secretary

Clips4sale 3 days ago

Tickling My Pussy

Tickling My Pussy

Clips4sale 1 year ago

Trans secretary makes her own rules

Trans secretary makes her own rules

Clips4sale 3 years ago

I Am In Love With My New Buttplug

HD 0:11 / 21:32

I Am In Love With My New Buttplug

Clips4sale 3 years ago

COUPLES BONDAGE THERAPY

61% 0:06 / 10:12

COUPLES BONDAGE THERAPY

Clips4sale 2 years ago

Unwrap Me, I'm Yours!

Unwrap Me, I'm Yours!

Clips4sale 3 years ago

Precum Is Fun

55% HD 0:30 / 1:35

Clips4sale 6 months ago

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