Insertion Videos - Trans (391)

Monster Dildo Fantasy Gangbang

HD 0:12 / 28:09

Monster Dildo Fantasy Gangbang

Clips4sale 3 years ago

Hookup Leads to Double Pussy Vore - 720 MP4

HD 0:29 / 15:34

Hookup Leads to Double Pussy Vore - 720 MP4

Clips4sale 4 years ago

The plugged and milked TS Slavegirl wmv

HD 0:08 / 15:32

The plugged and milked TS Slavegirl wmv

Clips4sale 4 years ago

@obeyladymk & @jadestorm8 Deep **** @jasmine_dlight & Huge Strapon - Shemale Tearing Anal Slut Elbow Deep Anal Insertion Gape

HD 0:10 / 27:54

@obeyladymk & @jadestorm8 Deep **** @jasmine_dlight & Huge Strapon - Shemale Tearing Anal Slut Elbow Deep Anal Insertion Gape

LoyalFans 1 year ago

@jasmine_dlight @hannahblakeuk & @mistresslolalu DP Strapon Extreme Domination, Anal Shemale Gaped

63% HD 0:10 / 8:35

@jasmine_dlight @hannahblakeuk & @mistresslolalu DP Strapon Extreme Domination, Anal Shemale Gaped

LoyalFans 1 year ago

Heteroflexible K crossdressing 57: slender fit older hung transvestite sheer black dress odd anal insertion

Heteroflexible K crossdressing 57: slender fit older hung transvestite sheer black dress odd anal insertion

Clips4sale 4 years ago

TS Sissy Jenny's Anal Training with huge Eggplants & Cum Full Movie

TS Sissy Jenny's Anal Training with huge Eggplants & Cum Full Movie

Clips4sale 3 years ago

Heteroflexible K crossdressing 48: slender fit older hung twunk transvestite odd insertion

Heteroflexible K crossdressing 48: slender fit older hung twunk transvestite odd insertion

Clips4sale 4 years ago

Puzziboi's Booty Cleanout!! MOV Version

Puzziboi's Booty Cleanout!! MOV Version

Clips4sale 2 years ago

My first strange adult doll 1080HD

4K 0:30 / 22:47

My first strange adult doll 1080HD

Clips4sale 2 years ago

dressed in slutty PVC I cum hard on a massive anal dildo - Depth Queen TV Anal Slut deep and wide with rose

dressed in slutty PVC I cum hard on a massive anal dildo - Depth Queen TV Anal Slut deep and wide with rose

Clips4sale 2 years ago

WITH SUBTITLES: Futa Nurse's Cock Stretches You Out - Ft Imilia Audley

WITH SUBTITLES: Futa Nurse's Cock Stretches You Out - Ft Imilia Audley

Clips4sale 8 months ago

Trans Rachael Belle Experiences A Sexual Awakening

57% HD 0:30 / 29:22

Trans Rachael Belle Experiences A Sexual Awakening

Clips4sale 10 months ago

The Struggle Is Real (720p)

HD 0:30 / 19:35

The Struggle Is Real (720p)

Clips4sale 10 months ago

JOKER'S XXX FUN: Tgirl Harley Quinn Spank & Anal

64% HD 0:44 / 24:34

JOKER'S XXX FUN: Tgirl Harley Quinn Spank & Anal

Clips4sale 11 months ago

(523) Sissygasm: Crossdresser with Anal Plug and Wand Vibrator - Zoulette (1080p, MP4)

51% HD 0:20 / 11:09

(523) Sissygasm: Crossdresser with Anal Plug and Wand Vibrator - Zoulette (1080p, MP4)

Clips4sale 1 year ago

Shoving a Can of Deodorant Up My Ass

Shoving a Can of Deodorant Up My Ass

LoyalFans 7 months ago

Daily Anal Depth Queen Training using a through hole plug and a 1m anal snake

Daily Anal Depth Queen Training using a through hole plug and a 1m anal snake

Clips4sale 2 years ago

Heteroflexible K crossdressing 47a: slender fit older hung transvestite maid vacuum cleaner handle

Heteroflexible K crossdressing 47a: slender fit older hung transvestite maid vacuum cleaner handle

Clips4sale 4 years ago

Strap-on Addiction

48% HD 0:11 / 22:05

Strap-on Addiction

Clips4sale 4 years ago

50mins dressed in a PVC 50's dress, Playing with a range of big toys, inflatables and a fuck machine with hard orgasms

50mins dressed in a PVC 50's dress, Playing with a range of big toys, inflatables and a fuck machine with hard orgasms

Clips4sale 2 years ago

FootJob and A Fuck

4K 0:30 / 26:35

FootJob and A Fuck

Clips4sale 2 years ago

Jasmine_Dlight - Oiled up shemale extreme anal training, giant dildos with belly bulge, gapes and prolapse

HD 0:10 / 26:24

Jasmine_Dlight - Oiled up shemale extreme anal training, giant dildos with belly bulge, gapes and prolapse

LoyalFans 1 year ago

(529) Sissygasm: Crossdresser Rides Lifelike Suction Cup Dildo - Zoulette (4K, MP4)

61% 4K 0:20 / 8:28

(529) Sissygasm: Crossdresser Rides Lifelike Suction Cup Dildo - Zoulette (4K, MP4)

Clips4sale 1 year ago

(535) Sissygasm: Sissy Girl in Pink Stockings and Chastity Cage Reaches Hands-Free Orgasm - Zoulette (4K, MP4)

(535) Sissygasm: Sissy Girl in Pink Stockings and Chastity Cage Reaches Hands-Free Orgasm - Zoulette (4K, MP4)

LoyalFans 1 year ago

Long Legs blonde ts REDVEX dildo fun and dildo insertions

Long Legs blonde ts REDVEX dildo fun and dildo insertions

Clips4sale 2 years ago

Ladoy playing with her straigh cousin by videcall

HD 0:30 / 14:17

Ladoy playing with her straigh cousin by videcall

Clips4sale 2 years ago

4K First Time Anal Douche with Rippled Nozzle

4K 0:24 / 12:27

4K First Time Anal Douche with Rippled Nozzle

Clips4sale 1 year ago

Jasmine_dlight & Valentina Rosa & Ava Black - the Slut Sandwich Extreme Strapon Domination - Extreme Anal strapon Shemale Slut

HD 0:10 / 13:29

Jasmine_dlight & Valentina Rosa & Ava Black - the Slut Sandwich Extreme Strapon Domination - Extreme Anal strapon Shemale Slut

LoyalFans 1 year ago

Trans girl ladyboy gives furjob, handjob and blowjob

60% HD 0:59 / 15:45

Trans girl ladyboy gives furjob, handjob and blowjob

Clips4sale 1 year ago

Shrinking My Friend for a Wild Adventure Inside the Human Body and Discovering the Humbling Truth About Size and Importance 1080HD

51% HD 0:30 / 12:17

Shrinking My Friend for a Wild Adventure Inside the Human Body and Discovering the Humbling Truth About Size and Importance 1080HD

Clips4sale 1 year ago

(624) Sissygasm: Chubby Crossdresser in Pink Outfit Reaches Hand-Free Orgasm with Sex Toys - Zoulette (1080p)

4K 0:30 / 13:03

(624) Sissygasm: Chubby Crossdresser in Pink Outfit Reaches Hand-Free Orgasm with Sex Toys - Zoulette (1080p)

Clips4sale 9 months ago

Prostate fun

Clips4sale 9 months ago

Trans Ceyba Sol Goes Deep In A Wet Pussy

HD 0:30 / 22:57

Trans Ceyba Sol Goes Deep In A Wet Pussy

Clips4sale 8 months ago

WITH SUBTITLES: FUTA Giantess Hungry Holes - Imilia Audley

WITH SUBTITLES: FUTA Giantess Hungry Holes - Imilia Audley

Clips4sale 8 months ago

Trans woman inserting a bottle into her ass. Homemade.

Trans woman inserting a bottle into her ass. Homemade.

Clips4sale 2 months ago

Trans Vanessa inserts a 16-inch dildo into her ass

Trans Vanessa inserts a 16-inch dildo into her ass

Clips4sale 3 months ago

A live Futa streaming session using large and deep anal toys

A live Futa streaming session using large and deep anal toys

Clips4sale 2 years ago

The Sissy Slut - WMV - 1920

The Sissy Slut - WMV - 1920

Clips4sale 2 years ago

Stroking My Insertable Cock (WMV)

Stroking My Insertable Cock (WMV)

Clips4sale 3 years ago

PLUGGED + LOCKED = THE SISSY WHORE [Sissy Training Reinforcement] [Sissy] [Chastity] [Chastity Device] [ButtPlug] [Plugged] [Plugged in Chastity] [Plug] [Butt] [Chastity Training] [Locked in Chastity] [Chastity Cage]

HD 0:30 / 17:10

PLUGGED + LOCKED = THE SISSY WHORE [Sissy Training Reinforcement] [Sissy] [Chastity] [Chastity Device] [ButtPlug] [Plugged] [Plugged in Chastity] [Plug] [Butt] [Chastity Training] [Locked in Chastity] [Chastity Cage]

Clips4sale 6 days ago

Heteroflexible K crossdressing 53: slender fit older hung twunk transvestite odd anal insertion

Heteroflexible K crossdressing 53: slender fit older hung twunk transvestite odd anal insertion

Clips4sale 4 years ago

I_LOVE_ME 37-22 Anal Dildo Fucking Bondage & ATM

I_LOVE_ME 37-22 Anal Dildo Fucking Bondage & ATM

Clips4sale 4 years ago

Trans Lesbian Anal Fisting and Toying

65% 4K 0:30 / 33:54

Trans Lesbian Anal Fisting and Toying

Clips4sale 3 years ago

TS Cassie Fisted by Masseuse Kaiia Eve - HD wmv

66% HD 0:30 / 16:51

TS Cassie Fisted by Masseuse Kaiia Eve - HD wmv

Clips4sale 4 years ago

Futa Cock Vore Doctor Insertion and Cum Transformation WMV

65% HD 0:30 / 20:15

Futa Cock Vore Doctor Insertion and Cum Transformation WMV

Clips4sale 4 years ago

Ass worship, fingering and butt plug

Ass worship, fingering and butt plug

Clips4sale 4 years ago

Heteroflexible K crossdressing 47 FULL: slender fit older hung transvestite maid vacuum cleaner handle

Heteroflexible K crossdressing 47 FULL: slender fit older hung transvestite maid vacuum cleaner handle

Clips4sale 4 years ago

Red Devil Part 1

Red Devil Part 1

Clips4sale 2 years ago

First Time Anal Douche with Rippled Nozzle 1080p

66% 4K 0:24 / 12:28

First Time Anal Douche with Rippled Nozzle 1080p

Clips4sale 1 year ago

Jasmine_dlight & Ava Black - Pool Balls Part 1 - Over Stuffing Your Shemale Outdoors in the garden

Jasmine_dlight & Ava Black - Pool Balls Part 1 - Over Stuffing Your Shemale Outdoors in the garden

Clips4sale 1 year ago

Get Pegged or STAY TINY - Ft Jordy Jett & Skylar Bird

63% HD 0:59 / 26:09

Get Pegged or STAY TINY - Ft Jordy Jett & Skylar Bird

Clips4sale 1 year ago

Shemale Stripper Jasmine Dlight DP Hard Anal Fuck From @missavablack & @obeyladymk Using @amsterdam_pro Lube

HD 0:10 / 21:56

Shemale Stripper Jasmine Dlight DP Hard Anal Fuck From @missavablack & @obeyladymk Using @amsterdam_pro Lube

LoyalFans 1 year ago

(517) Sissygasm: Crossdresser Anal Masturbation with Glass Dildo and Hands-Free Orgasm - Zoulette (4K, WMV)

(517) Sissygasm: Crossdresser Anal Masturbation with Glass Dildo and Hands-Free Orgasm - Zoulette (4K, WMV)

Clips4sale 1 year ago

Mistress Baton Does The Thousand Fist Challenge HD for QT

Premium 4K 37:46

Mistress Baton Does The Thousand Fist Challenge HD for QT

Clips4sale 2 years ago

Trans girl ladyboy gives furjob, handjob and blowjob

61% HD 0:10 / 15:46

Trans girl ladyboy gives furjob, handjob and blowjob

LoyalFans 1 year ago

Slutboi Gets an Overdue Butfucking

4K 0:30 / 11:54

Slutboi Gets an Overdue Butfucking

Clips4sale 1 year ago

Master Faith and Adda - **** and farting with TS Jenifer

HD 0:10 / 13:38

Master Faith and Adda - **** and farting with TS Jenifer

LoyalFans 1 year ago

RedVex bored at home dildo insertions and masturbating her cock

RedVex bored at home dildo insertions and masturbating her cock

Clips4sale 3 years ago

Kylo Fucks His Lightsaber

Kylo Fucks His Lightsaber

Clips4sale 4 years ago

Heteroflexible K crossdressing 49: slender fit older hung transvestite odd insertion curling iron in ass

Heteroflexible K crossdressing 49: slender fit older hung transvestite odd insertion curling iron in ass

Clips4sale 4 years ago

TS Cassie Fisted by Masseuse Kaiia Eve - HD mp4

HD 0:30 / 16:51

TS Cassie Fisted by Masseuse Kaiia Eve - HD mp4

Clips4sale 4 years ago

Anal Slut Training by Goddess Kyaa - 720p MP4

53% HD 0:16 / 10:34

Anal Slut Training by Goddess Kyaa - 720p MP4

Clips4sale 2 years ago

Your blonde cousin sucking deep and making a huge cum on you

Your blonde cousin sucking deep and making a huge cum on you

Clips4sale 2 years ago

Roped and Buggered

4K 0:30 / 29:15

Roped and Buggered

Clips4sale 2 years ago

Puzziboi's Booty Cleanout!!

Puzziboi's Booty Cleanout!!

Clips4sale 2 years ago

Snow and Candles

Snow and Candles

Clips4sale 2 years ago

Kinky Cuntboy Maintenance DP in Hairy Ass and Pussy

Kinky Cuntboy Maintenance DP in Hairy Ass and Pussy

Clips4sale 1 year ago

Huge belly bulge with my fucking machine and cumshot

63% HD 0:10 / 13:09

Huge belly bulge with my fucking machine and cumshot

LoyalFans 1 year ago

YOUR ASS ON MY CANDLE - PART 2

YOUR ASS ON MY CANDLE - PART 2

Clips4sale 2 years ago

Being a slut, ****, Huge buttplug fucking, Deep inserting, and cumshot

HD 0:10 / 31:43

Being a slut, ****, Huge buttplug fucking, Deep inserting, and cumshot

LoyalFans 1 year ago

wearing lingerie lowering onto a 2 foot long pole dildo - Depth Queen TV Anal Slut deep and wide with rose

wearing lingerie lowering onto a 2 foot long pole dildo - Depth Queen TV Anal Slut deep and wide with rose

Clips4sale 2 years ago

Thick Ass Trans Pandora Melaine Steamy Solo Masturbation

HD 0:30 / 27:08

Thick Ass Trans Pandora Melaine Steamy Solo Masturbation

Clips4sale 7 months ago

Petite Teen Trans Pietra Candy Toys Her Ass And Jerks

HD 0:30 / 24:08

Petite Teen Trans Pietra Candy Toys Her Ass And Jerks

Clips4sale 1 year ago

burlesque corset long dildo riding - Depth Queen TV Anal Slut deep and wide with rose

burlesque corset long dildo riding - Depth Queen TV Anal Slut deep and wide with rose

Clips4sale 2 years ago

TWOFOLD: Pegged By Huge Futa Cocks - Ft Imilia Audley

53% HD 0:29 / 47:06

TWOFOLD: Pegged By Huge Futa Cocks - Ft Imilia Audley

Clips4sale 1 year ago

(529) Sissygasm: Crossdresser Rides Lifelike Suction Cup Dildo - Zoulette (4K, MP4)

(529) Sissygasm: Crossdresser Rides Lifelike Suction Cup Dildo - Zoulette (4K, MP4)

LoyalFans 1 year ago

Extreme Anal Footing with Shemale Jasmine_Dlight and Valencia Roco

58% 0:31 / 7:17

Extreme Anal Footing with Shemale Jasmine_Dlight and Valencia Roco

Clips4sale 1 year ago

Dirty Girls, Anal Insertions in the Shower! – Jasmine_Dlight & Peggy Deville

Dirty Girls, Anal Insertions in the Shower! – Jasmine_Dlight & Peggy Deville

Clips4sale 8 months ago

Trans woman inserts a giant dildo into her ass

Trans woman inserts a giant dildo into her ass

Clips4sale 2 months ago

Prolapse fucking with fingers, toys and cock - on a live stream I discovered something new my body can do and i use my prolapse as a fleshlight

Prolapse fucking with fingers, toys and cock - on a live stream I discovered something new my body can do and i use my prolapse as a fleshlight

Clips4sale 2 years ago

Fucking a cucumber

Fucking a cucumber

Clips4sale 2 years ago

TS Sissy Jenny's Anal Training with huge Eggplants & Cum Part 2

TS Sissy Jenny's Anal Training with huge Eggplants & Cum Part 2

Clips4sale 3 years ago

Heteroflexible K solo anal 18: slim fit older muscular twunk ass anal odd insertion toys

Heteroflexible K solo anal 18: slim fit older muscular twunk ass anal odd insertion toys

Clips4sale 4 years ago

Impregnate My Trans Pussy

Impregnate My Trans Pussy

Clips4sale 3 years ago

metal balls in my pussy

HD 0:10 / 12:37

metal balls in my pussy

LoyalFans 3 years ago

Electroslut Violet Has A Shocking Experience FULL SCENE

HD 0:30 / 28:25

Electroslut Violet Has A Shocking Experience FULL SCENE

Clips4sale 4 years ago

Outdoor Fisting Gangbang – The Warmup Starring: Jasmine_Dlight, Hairy Kink Mother & Roxxie Sweetheart

Outdoor Fisting Gangbang – The Warmup Starring: Jasmine_Dlight, Hairy Kink Mother & Roxxie Sweetheart

Clips4sale 11 months ago

Jasmine_dlight & Ava Black - Pool Balls Part 1 - Over Stuffing Your Shemale Outdoors in the garden

HD 0:10 / 16:36

Jasmine_dlight & Ava Black - Pool Balls Part 1 - Over Stuffing Your Shemale Outdoors in the garden

LoyalFans 1 year ago

(535) Sissygasm: Sissy Girl in Pink Stockings and Chastity Cage Reaches Hands-Free Orgasm - Zoulette (1080p, MP4)

(535) Sissygasm: Sissy Girl in Pink Stockings and Chastity Cage Reaches Hands-Free Orgasm - Zoulette (1080p, MP4)

Clips4sale 1 year ago

(523) Sissygasm: Crossdresser with Anal Plug and Wand Vibrator - Zoulette (1080p, WMV)

HD 0:20 / 11:09

(523) Sissygasm: Crossdresser with Anal Plug and Wand Vibrator - Zoulette (1080p, WMV)

Clips4sale 1 year ago

The Sissy Slut - MP4 - 1920

The Sissy Slut - MP4 - 1920

Clips4sale 2 years ago

CALL ME STEP-DADDY - PART 1

54% HD 0:10 / 9:59

CALL ME STEP-DADDY - PART 1

LoyalFans 2 years ago

Blindfolded Ass Fucker

4K 0:30 / 26:35

Blindfolded Ass Fucker

Clips4sale 2 years ago

CALL ME STEP-DADDY - PART 3

CALL ME STEP-DADDY - PART 3

Clips4sale 1 year ago

(523) Sissygasm: Crossdresser with Anal Plug and Wand Vibrator - Zoulette (4K, MP4)

57% 4K 0:10 / 11:10

(523) Sissygasm: Crossdresser with Anal Plug and Wand Vibrator - Zoulette (4K, MP4)

LoyalFans 1 year ago

This Sissy Slut Cross-Dresser Fucks Herself with a Big Cucumber

This Sissy Slut Cross-Dresser Fucks Herself with a Big Cucumber

Clips4sale 1 year ago

Placing the vibrator as deep as I can

Placing the vibrator as deep as I can

Skyprivate 2 years ago

Pegged and Milked [HD WMV]

Pegged and Milked [HD WMV]

Clips4sale 1 year ago

Snow and Candles

Snow and Candles

Clips4sale 3 years ago

90 minute Live stream with deep anal training on my new remote controlled fuck machine

90 minute Live stream with deep anal training on my new remote controlled fuck machine

Clips4sale 2 years ago

Bubble Butt Teen Shemale Plugs Her Booty with Thick Dildo to Masturbate

HD 0:30 / 22:22

Bubble Butt Teen Shemale Plugs Her Booty with Thick Dildo to Masturbate

Clips4sale 7 months ago

Heteroflexible K crossdressing 71: slender fit older hung transvestite can opener in ass

Heteroflexible K crossdressing 71: slender fit older hung transvestite can opener in ass

Clips4sale 4 years ago

Transgirl Rubberpussy play on the Swing

Transgirl Rubberpussy play on the Swing

Clips4sale 3 years ago

Cam Show 2 Fuck My Ass Lola Minaj Trans Toys Ass

Cam Show 2 Fuck My Ass Lola Minaj Trans Toys Ass

Clips4sale 2 years ago

(523) Sissygasm: Crossdresser with Anal Plug and Wand Vibrator - Zoulette (4K, WMV)

4K 0:20 / 11:09

(523) Sissygasm: Crossdresser with Anal Plug and Wand Vibrator - Zoulette (4K, WMV)

Clips4sale 1 year ago

A huge inflation session with giant inflatable anal dildo - 55cm pump up toy massively inflated

A huge inflation session with giant inflatable anal dildo - 55cm pump up toy massively inflated

Clips4sale 2 years ago

HOLE CONTROL: BBW Milf piledrives trans boy with her strapon dragon cock - featuring oral, rimming, anal, and hard fucking - 720p

HD 0:28 / 25:03

HOLE CONTROL: BBW Milf piledrives trans boy with her strapon dragon cock - featuring oral, rimming, anal, and hard fucking - 720p

Clips4sale 3 years ago

Puzziboi's Enema squirts

Puzziboi's Enema squirts

Clips4sale 2 years ago

Stick It In My Ass

4K 0:30 / 31:38

Stick It In My Ass

Clips4sale 2 years ago

Inverted Buttplugged Suspension

53% 0:22 / 22:01

Inverted Buttplugged Suspension

Clips4sale 2 years ago

CALL ME STEP-DADDY - PART 1

43% 0:30 / 9:59

CALL ME STEP-DADDY - PART 1

Clips4sale 2 years ago

The Reformatory Part 3

The Reformatory Part 3

Clips4sale 1 year ago

Anal Annihilation JOI

Anal Annihilation JOI

Clips4sale 1 year ago

Jasmine_dlight & Valentina Rosa - Big Dick Delivery Girl Gets a Tip - Giant Anal Dildo From @johnthomastoys

57% HD 0:10 / 7:31

Jasmine_dlight & Valentina Rosa - Big Dick Delivery Girl Gets a Tip - Giant Anal Dildo From @johnthomastoys

LoyalFans 1 year ago

Your blonde step-sis getting double prostate massages

HD 0:29 / 10:00

Your blonde step-sis getting double prostate massages

Clips4sale 1 year ago

CALL ME STEP-DADDY - PART 3

CALL ME STEP-DADDY - PART 3

LoyalFans 1 year ago

CALL ME STEP-DADDY - PART 2

61% 0:30 / 12:15

CALL ME STEP-DADDY - PART 2

Clips4sale 2 years ago

Making my Boyfriend a Sissy Ep 3

Premium HD 7:48

Making my Boyfriend a Sissy Ep 3

Clips4sale 2 years ago

Hot Trans Shower Sex

Hot Trans Shower Sex

Clips4sale 2 years ago

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