Surprise Videos - Trans (1,716)

Hot in the Kitchen: A Surprise Welcome

Hot in the Kitchen: A Surprise Welcome

Clips 2 weeks ago

A Big Surprise (4K)

58% 4K 0:13 / 7:35

A Big Surprise (4K)

Clips4sale 1 month ago

Tranny Surprise 27

HD 0:30 / 2:51:00

Tranny Surprise 27

AEBN 9 years ago

Chastity Release Challenge by Tranny Girl! You have to cum in one minute!! GERMAN

57% HD 0:30 / 6:34

Chastity Release Challenge by Tranny Girl! You have to cum in one minute!! GERMAN

Clips4sale 3 years ago

Wanted to be tied up but got a surprise Full HD (1080p) starring Mistress Biancabound

52% HD 0:30 / 12:57

Wanted to be tied up but got a surprise Full HD (1080p) starring Mistress Biancabound

Clips4sale 1 year ago

Natalie Foxx - My Girlfriend's Big Surprise

Natalie Foxx - My Girlfriend's Big Surprise

Erotik 7 years ago

Ember Snow- Fucking HOT Trans Girl Olivia Would

65% HD 0:10 / 24:20

Ember Snow- Fucking HOT Trans Girl Olivia Would

LoyalFans 1 month ago

Tranny Glory Hole Surprise 2

50% HD 0:30 / 2:08:00

Tranny Glory Hole Surprise 2

AEBN 10 years ago

Big Tits Blonde Bombshell with a SURPRISE!

69% 0:30 / 12:25

Big Tits Blonde Bombshell with a SURPRISE!

Clips4sale 1 year ago

Wife Satisfies Your Craving for Cock

52% HD 0:30 / 18:47

Wife Satisfies Your Craving for Cock

Clips4sale 4 years ago

Futa GF Steals Your MILF Instead!

4K 0:26 / 31:20

Futa GF Steals Your MILF Instead!

Clips4sale 2 months ago

Ember Snow- Fucking HOT Trans Girl Olivia Would

55% 0:13 / 24:20

Ember Snow- Fucking HOT Trans Girl Olivia Would

Clips4sale 1 month ago

Caged By Your Annoyed Futa Co-Worker

50% 4K 0:29 / 23:22

Caged By Your Annoyed Futa Co-Worker

Clips4sale 1 year ago

Sissy Slut Examination by a Surprise Latex Doctor

69% HD 0:10 / 25:33

Sissy Slut Examination by a Surprise Latex Doctor

LoyalFans 8 months ago

Dumb Bitch for BBC: FUTA CUSTOM 7 | MahoganyQen

Dumb Bitch for BBC: FUTA CUSTOM 7 | MahoganyQen

LoyalFans 3 years ago

Ass Sacrificed to Big Dick Ebony Tgirl by Strapon Girlfriend (4K)

57% 4K 0:13 / 36:55

Ass Sacrificed to Big Dick Ebony Tgirl by Strapon Girlfriend (4K)

Clips4sale 1 year ago

office punishment pegging from angry futa team lead - SD

66% 0:30 / 11:11

office punishment pegging from angry futa team lead - SD

Clips4sale 3 years ago

Trans Orgy with Pegging, Rimming, Double Anal and a Double Cumshot for Sluts

HD 0:10 / 21:16

Trans Orgy with Pegging, Rimming, Double Anal and a Double Cumshot for Sluts

LoyalFans 1 month ago

Stepsister Self-Inseminated with Futa Cock 4K

61% 4K 0:59 / 37:22

Stepsister Self-Inseminated with Futa Cock 4K

Clips4sale 1 year ago

Bratty Boy Becomes Busty Fuckdoll

66% HD 0:10 / 27:07

Bratty Boy Becomes Busty Fuckdoll

LoyalFans 9 months ago

5 trans women share extreme double penetration orgy with 2 guys (1080p ENG-sub) Trans Woman - Trans Gangbang - Trans DP - Trans Cock Sucker

68% HD 0:34 / 37:22

5 trans women share extreme double penetration orgy with 2 guys (1080p ENG-sub) Trans Woman - Trans Gangbang - Trans DP - Trans Cock Sucker

Clips4sale 2 months ago

A Girl With a Cock For a Guy Like You

67% 0:11 / 8:29

A Girl With a Cock For a Guy Like You

Clips4sale 4 years ago

Milking The Milkmaid (HD WMV)

57% HD 0:24 / 15:43

Milking The Milkmaid (HD WMV)

Clips4sale 4 years ago

🍆🤤 GIRLFRIEND SURPRISES YOU WITH YOUR FAVORITE COSPLAY... AND SOMETHING ELSE YOU NEVER KNEW YOU'D ENJOY! 🤤🍆 [SUBS GET 60% OFF!]

67% HD 0:10 / 10:18

🍆🤤 GIRLFRIEND SURPRISES YOU WITH YOUR FAVORITE COSPLAY... AND SOMETHING ELSE YOU NEVER KNEW YOU'D ENJOY! 🤤🍆 [SUBS GET 60% OFF!]

LoyalFans 10 months ago

Luci Belle's Big Burps

Luci Belle's Big Burps

Clips4sale 3 years ago

Surprise Fisting with Meatpuppet

Surprise Fisting with Meatpuppet

Clips4sale 7 months ago

Edged & Denial

70% 0:30 / 16:19

Clips4sale 1 year 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

Dominate TS Gets surprised by his BBC & becomes his bitch

58% 0:25 / 27:01

Dominate TS Gets surprised by his BBC & becomes his bitch

Clips4sale 1 year ago

Dominant Overtaken

69% 0:23 / 32:56

Dominant Overtaken

Clips4sale 2 years ago

tinder date gets pegged

HD 0:30 / 19:21

tinder date gets pegged

Clips4sale 3 years ago

From Voyeur to Boy Whore: TS Austin Summers Big Cock Karma covers him in cum

66% HD 0:10 / 24:10

From Voyeur to Boy Whore: TS Austin Summers Big Cock Karma covers him in cum

LoyalFans 1 year ago

Tranny Surprise 22

62% HD 0:30 / 3:17:00

Tranny Surprise 22

AEBN 9 years ago

Horny naked Hairdresser in Stockings hairy Pussy Teases married Client with Hair Cut his Head - Real barbershop Fantasy Begins, Female Supremacy over Male, Apron for a Maid, Lapsitting, Goddess Embarrassment Cheater man 4k

51% 4K 0:28 / 18:13

Horny naked Hairdresser in Stockings hairy Pussy Teases married Client with Hair Cut his Head - Real barbershop Fantasy Begins, Female Supremacy over Male, Apron for a Maid, Lapsitting, Goddess Embarrassment Cheater man 4k

Clips4sale 7 months ago

TS Sex In Thailand Scene 01

63% 4K 0:30 / 19:06

TS Sex In Thailand Scene 01

Clips4sale 2 years ago

Breed Me, Bro! Your FtM Trans Friend Has a Slutty Secret - Jaq Quicksilver - with seduction, lingerie, big clit, blowjob, crossdressing, creampie, POV - 1080p mp4

49% HD 0:30 / 14:20

Breed Me, Bro! Your FtM Trans Friend Has a Slutty Secret - Jaq Quicksilver - with seduction, lingerie, big clit, blowjob, crossdressing, creampie, POV - 1080p mp4

Clips4sale 1 year ago

trapped trans goddess JOI

trapped trans goddess JOI

Clips4sale 1 year ago

Pool Party Surprise, Besties Explore a Secret One Has Been Hiding

63% 0:11 / 49:46

Pool Party Surprise, Besties Explore a Secret One Has Been Hiding

Clips4sale 2 years ago

Mommy Fucks & CreamPies her Twink || TS MILF Karabella

Mommy Fucks & CreamPies her Twink || TS MILF Karabella

Clips4sale 1 year ago

Hung Trans Top Drills Me Open and fills me with Caulk

Premium 4K 14:44

Hung Trans Top Drills Me Open and fills me with Caulk

Clips4sale 1 week ago

Hellish Aroma Trapdoor Part 2

Hellish Aroma Trapdoor Part 2

Clips4sale 1 year ago

Futa step-mom breeds cuckold step-son's girlfriend

62% HD 0:29 / 10:21

Futa step-mom breeds cuckold step-son's girlfriend

Clips4sale 1 year ago

TWOFOLD: September SPH Bundle - Ft Imilia Audley

54% HD 0:30 / 42:31

TWOFOLD: September SPH Bundle - Ft Imilia Audley

Clips4sale 1 year ago

Helping a Futa Giantess Find Pleasure - Ft Imilia Audley

Helping a Futa Giantess Find Pleasure - Ft Imilia Audley

Clips4sale 8 months ago

Anal Threesome with Maxime Horns and Lilith Lix

HD 0:15 / 16:28

Anal Threesome with Maxime Horns and Lilith Lix

Clips4sale 3 years ago

Yasmin and Jasmine Share a Toy

52% HD 0:10 / 22:50

Yasmin and Jasmine Share a Toy

LoyalFans 2 years ago

Handsome FtM Twunk Boyfriend Wants You to Worship, Fuck, and Cum on His Hairy Armpits - 1080p

63% HD 0:30 / 7:06

Handsome FtM Twunk Boyfriend Wants You to Worship, Fuck, and Cum on His Hairy Armpits - 1080p

Clips4sale 3 years ago

Helloween filthy BDSM Party - Orgy - Full - FEMDOM - SPH - Tranny - Big Butt - Humiliation - Part 3

4K 0:55 / 17:37

Helloween filthy BDSM Party - Orgy - Full - FEMDOM - SPH - Tranny - Big Butt - Humiliation - Part 3

Clips4sale 11 months ago

SEX Coupon Book!

63% HD 0:10 / 24:07

SEX Coupon Book!

LoyalFans 2 years ago

Coco Lovelock & Kasey Kei - Trans-Active 19

4K 1:00 / 39:50

Coco Lovelock & Kasey Kei - Trans-Active 19

Erotik 3 years ago

Come Rub Sunscreen on the Wrong Thing. The Neighbor's Big Surprise

62% HD 0:25 / 12:00

Come Rub Sunscreen on the Wrong Thing. The Neighbor's Big Surprise

Clips4sale 1 month ago

I catch this sissy having sex with a trans woman

HD 0:25 / 10:38

I catch this sissy having sex with a trans woman

Clips4sale 3 weeks ago

Sissy Wife Eats My Bull's Cum Out of My Panties

HD 0:10 / 11:29

Sissy Wife Eats My Bull's Cum Out of My Panties

LoyalFans 3 months ago

FUTA EXPANSION SURGICAL TRANSFORMATION

Premium HD 34:00

FUTA EXPANSION SURGICAL TRANSFORMATION

Clips4sale 5 days ago

Giantess Surprise! The Lucky Tinys Couldn't Escape

HD 0:10 / 13:41

Giantess Surprise! The Lucky Tinys Couldn't Escape

LoyalFans 3 weeks ago

Gabriel Dalessandro - TS Mega Cocks 4

61% 1:00 / 31:11

Gabriel Dalessandro - TS Mega Cocks 4

Erotik 6 years ago

Variety Itsol starts her Bad Dragon training with Mistress Miguire

Variety Itsol starts her Bad Dragon training with Mistress Miguire

Clips4sale 1 year ago

COCK FILLED WHORE (1080p)

67% HD 0:22 / 12:23

COCK FILLED WHORE (1080p)

Clips4sale 1 year ago

Sissy training you my slave, strap on and a sext Tranny, its yor dream, isnt it slave? ;) xx

70% 4K 0:50 / 24:39

Sissy training you my slave, strap on and a sext Tranny, its yor dream, isnt it slave? ;) xx

Clips4sale 4 months ago

Lara Lopes - Trans-Active 19

4K 1:00 / 34:02

Lara Lopes - Trans-Active 19

Erotik 3 years ago

I was never going to post this, but fuck it (face unblurred)

53% HD 0:10 / 24:18

I was never going to post this, but fuck it (face unblurred)

LoyalFans 3 months ago

TS Zoe Swoze Gets Introduced to Bondage!

67% 0:41 / 29:17

TS Zoe Swoze Gets Introduced to Bondage!

Clips4sale 11 months ago

Fan Visit - Turning a Bad Boy into a good Slut

63% HD 0:10 / 20:17

Fan Visit - Turning a Bad Boy into a good Slut

LoyalFans 3 years ago

His first sperm load???

61% HD 0:10 / 5:23

His first sperm load???

LoyalFans 2 years ago

Hotel Room Heat: Korra Del Rio and Anna Foxxx

4K 0:25 / 28:54

Hotel Room Heat: Korra Del Rio and Anna Foxxx

Miran - TS Factor 10

Miran - TS Factor 10

Erotik 9 years ago

Valentines Creampie: Filling a hung trans up with cum

54% 0:29 / 15:26

Valentines Creampie: Filling a hung trans up with cum

Clips4sale 1 year ago

Party Girl Bound and Buttplugged Part 1

Premium 4K 30:12

Party Girl Bound and Buttplugged Part 1

Clips4sale 4 months ago

HA93 Gave the policewoman who gave me the ticket a blowjob

HA93 Gave the policewoman who gave me the ticket a blowjob

Clips4sale 11 months ago

Fertile futa step-mom breeds cuckold step-son's girlfriend

62% HD 0:10 / 10:22

Fertile futa step-mom breeds cuckold step-son's girlfriend

LoyalFans 1 year ago

minculta femboy sole fucked and milked

Premium HD 23:15

minculta femboy sole fucked and milked

Clips4sale 2 weeks ago

Ladyboy Mos Left Me a Slutty Surprise

55% HD 0:10 / 15:42

Ladyboy Mos Left Me a Slutty Surprise

LoyalFans 2 years ago

Futa Girlfriend's Fantasy- Sucking Maria's Cock (UHD WMV)

63% HD 0:11 / 11:01

Futa Girlfriend's Fantasy- Sucking Maria's Cock (UHD WMV)

Clips4sale 4 years ago

What Happens in Vegas... Fan Surprise Edition!

58% HD 0:10 / 26:19

What Happens in Vegas... Fan Surprise Edition!

LoyalFans 3 years ago

Fun with 2 Latex Sissy Sluts

HD 0:10 / 39:10

Fun with 2 Latex Sissy Sluts

LoyalFans 5 months ago

Jamie Page - Warning Hot Trans

Jamie Page - Warning Hot Trans

Erotik 7 years ago

Trans Focus presents Dana Delvey

65% 0:29 / 24:47

Trans Focus presents Dana Delvey

Clips4sale 2 years ago

Caught In Her Lingerie - Exposed Fetish Fantasy - Graceful Control Audios

Caught In Her Lingerie - Exposed Fetish Fantasy - Graceful Control Audios

Clips4sale 1 week ago

Eros Orisha & Keira Croft - Trans-Active 19

4K 1:00 / 42:34

Eros Orisha & Keira Croft - Trans-Active 19

Erotik 3 years ago

FedEx drivers delivery turns into hung ts surprise sex

63% 0:29 / 20:06

FedEx drivers delivery turns into hung ts surprise sex

Clips4sale 2 years ago

BBC owned sissy gapes hole and fills her ass with black seed

BBC owned sissy gapes hole and fills her ass with black seed

Clips4sale 2 years ago

BubblePinkElle Fucked WHAT?!

59% HD 0:10 / 21:02

BubblePinkElle Fucked WHAT?!

LoyalFans 1 year ago

Andreia Mel - Shemale Muse

Andreia Mel - Shemale Muse

Erotik 2 years ago

Surprised By Your First Trans Cock at the Porn Shop

60% 0:30 / 10:50

Surprised By Your First Trans Cock at the Porn Shop

Clips4sale 1 year ago

Fucking Crossdressers is GAY!

57% HD 0:25 / 11:36

Fucking Crossdressers is GAY!

Clips4sale 3 years ago

caged TGIRL gives spit covered BBC insane SLOPPY DEEPTHROAT

Premium HD 10:00

caged TGIRL gives spit covered BBC insane SLOPPY DEEPTHROAT

Clips4sale 4 months ago

11 Babes & 5 Dudes Hotel Orgy

73% 4K 0:48 / 1:26:48

11 Babes & 5 Dudes Hotel Orgy

Clips4sale 8 months ago

Sissy Sluts Part 1

48% HD 0:10 / 12:49

Sissy Sluts Part 1

LoyalFans 5 years ago

Your Girlfriend Found a BIGGER Cock - Sissy, SPH, Cucking, Futa, Bully

64% 4K 0:30 / 18:59

Your Girlfriend Found a BIGGER Cock - Sissy, SPH, Cucking, Futa, Bully

Clips4sale 1 year ago

Tranny Christmas Surprise

59% HD 0:30 / 1:48:00

Tranny Christmas Surprise

AEBN 10 years ago

Giantess Futa Date - A vore futanari scene featuring: cock vore, GTSV, futa cock, sensual domination, and cock worship POV - 1080 WMV

HD 0:17 / 13:59

Giantess Futa Date - A vore futanari scene featuring: cock vore, GTSV, futa cock, sensual domination, and cock worship POV - 1080 WMV

Clips4sale 2 years ago

I always wanted a girl MP4720

57% 0:31 / 11:40

I always wanted a girl MP4720

Clips4sale 2 years ago

Slutty Nanny Gets A Futanari Surprise

63% 4K 0:57 / 15:08

Slutty Nanny Gets A Futanari Surprise

Clips4sale 2 years ago

Trans Christmas Special - Hot Santa Surprise

4K 0:26 / 11:14

Trans Christmas Special - Hot Santa Surprise

BoLatino 4 years ago

Your Trans Stepmom Crawls Into Your Bed

HD 0:25 / 11:02

Your Trans Stepmom Crawls Into Your Bed

Clips4sale 2 weeks ago

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

56% 0:30 / 17:49

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

Clips4sale 1 year ago

cute girl in pantyhose shows you her secret in the forest - Emily Adaire TS

72% HD 0:30 / 13:18

cute girl in pantyhose shows you her secret in the forest - Emily Adaire TS

Clips4sale 3 years ago

Tranny Surprise 22

HD 0:30 / 3:17:00

Tranny Surprise 22

AEBN 9 years ago

Wendy Summers is Your Trans Stepmom

57% 0:30 / 17:16

Wendy Summers is Your Trans Stepmom

Clips4sale 1 year ago

FTM in net bodysuit squirting with two vibrators

FTM in net bodysuit squirting with two vibrators

Clips4sale 2 years ago

German tranny gets fucked by teacher!

63% HD 0:10 / 9:58

German tranny gets fucked by teacher!

LoyalFans 3 years ago

Sandra in Zipties and Handcuffs with Cruel Domme Star Nine

Sandra in Zipties and Handcuffs with Cruel Domme Star Nine

Clips4sale 2 years ago

Kitty gets an intimate massage from Tyler

Kitty gets an intimate massage from Tyler

Clips4sale 8 months ago

The Stepsister’s Unexpected Discovery

65% 0:30 / 32:49

The Stepsister’s Unexpected Discovery

Clips 1 week ago

German TS surprised by burglar - as a punishment, he is being fucked hard and pissed on

62% 4K 0:56 / 17:35

German TS surprised by burglar - as a punishment, he is being fucked hard and pissed on

Clips4sale 4 years ago

Sissy Slut Adventures Volume 1 - Jessica Dynamic

58% HD 0:29 / 18:38

Sissy Slut Adventures Volume 1 - Jessica Dynamic

Clips4sale 2 years ago

Futa Goth GF Experience

65% 4K 0:25 / 10:46

Futa Goth GF Experience

Clips4sale 1 year ago

19 yo skinny dick girl does not need your attention, fc294x 1080p

61% HD 0:24 / 15:21

19 yo skinny dick girl does not need your attention, fc294x 1080p

Clips4sale 3 months ago

TVs In Leather and Pain Scene 01

65% HD 0:30 / 12:49

TVs In Leather and Pain Scene 01

Clips4sale 2 years ago

Bimbo Slut Training, Part 4: Anal Training - Goddess Lilith

Bimbo Slut Training, Part 4: Anal Training - Goddess Lilith

Clips4sale 8 months ago

Tgirl Arya in a tickling torment part 1 (720p) - Shemale dominated tied and tickled on her feet, legs and balls. copy

Premium HD 13:37

Tgirl Arya in a tickling torment part 1 (720p) - Shemale dominated tied and tickled on her feet, legs and balls. copy

Clips4sale 10 months ago

The Cleaning Lady�s Surprise

65% HD 0:30 / 21:00

The Cleaning Lady�s Surprise

AEBN 2 months ago

Girl Cocks: A Futanari Story

HD 0:10 / 36:52

Girl Cocks: A Futanari Story

LoyalFans 2 years ago

From Voyeur to Boy Whore for Trans: Austin Summers Big Cock Karma covers him in cum

60% 0:28 / 24:09

From Voyeur to Boy Whore for Trans: Austin Summers Big Cock Karma covers him in cum

Clips4sale 1 year ago

Raiane & Tayla - Trans-Active 4

Raiane & Tayla - Trans-Active 4

Erotik 6 years ago

Suck my girl cock before we go out

66% HD 0:29 / 10:18

Suck my girl cock before we go out

Clips4sale 3 years ago

Lingerie Lover - Sissy Pegging POV

66% 4K 0:30 / 15:25

Lingerie Lover - Sissy Pegging POV

Clips4sale 1 year ago

You're My Faggot Cumdumpster

53% 0:11 / 14:20

You're My Faggot Cumdumpster

Clips4sale 3 years ago

Sissy Slut - Dance to the Rhythm of My Single Tail - Real Time Session Recording

Sissy Slut - Dance to the Rhythm of My Single Tail - Real Time Session Recording

Clips4sale 3 years ago

Bullied into Halloween Diapers

HD 0:29 / 12:28

Bullied into Halloween Diapers

Clips4sale 11 months ago

1 2 3 4 5

1,716 results found

Related categories

Gift Surprise Cum In Mouth Birthday Birthday Surprise Shower Surprise Caught Christmas Watching Creampie Surprise Surprise Mom Lucky Dare Tease Secret POV Threesome Anal Surprise Fantasy Threesome Blindfolded Surprise FFM DILF

Narrow your search

surprise i have a dick massage surprise trans surprise surprise shemale trans fucks girl surprise tranny surprise wife surprise shemale surprise surprise threesome surprise tranny trans surprise girl surprise compilation ladyboy surprise sleepover surprise surprise cumshot cum surprise big surprise gloryhole surprise stepsister surprise surprise cum in mouth

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.