Prostate (409)

First time with a new electrostimulator

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First time with a new electrostimulator

Clips4sale 4 years ago

BBC Training the Soggy Sissy: ThePrincessLuxy Reinforces and Threatens to Expose your True Place in the Sexual Heirarchy with Shemale Affirmations, Wet Diaper Humping, and Anal Preparation

HD 0:25 / 18:00

BBC Training the Soggy Sissy: ThePrincessLuxy Reinforces and Threatens to Expose your True Place in the Sexual Heirarchy with Shemale Affirmations, Wet Diaper Humping, and Anal Preparation

Clips4sale 4 months ago

Prostate Treatment with TS Patient

58% HD 0:10 / 16:03

Prostate Treatment with TS Patient

LoyalFans 7 months ago

Femdom ding-dong pegging on online translation

Femdom ding-dong pegging on online translation

BigTitsLust 4 years ago

Ashley Aspen Zapped in Bondage PART 1

56% 4K 0:29 / 9:44

Ashley Aspen Zapped in Bondage PART 1

Clips4sale 3 years ago

Fuck your Ass for Goddess - Sissy Anal JOI + Strapon by Goddess Nikki Kit

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LoyalFans 1 year ago

Strapon Fuck Doll - 1080HD

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Strapon Fuck Doll - 1080HD

Clips4sale 3 years ago

From Ass Rub to Ass Full of Cum – My Best Massage Ever feat. Ts Gem Gunn

From Ass Rub to Ass Full of Cum – My Best Massage Ever feat. Ts Gem Gunn

Clips4sale 3 months ago

FUCKED 2 ft. Ava Venom & Mistress Celene

63% HD 0:10 / 19:25

FUCKED 2 ft. Ava Venom & Mistress Celene

LoyalFans 1 year ago

Multiple Anal Sissy Orgasms in Chastity Cage & Then Unlocked Massive Cumshot - Jessica Bloom

Multiple Anal Sissy Orgasms in Chastity Cage & Then Unlocked Massive Cumshot - Jessica Bloom

xHamster 4 years ago

Holiday Party Surprise ft Cassie Cummings - 720 WMV

65% HD 0:30 / 15:33

Holiday Party Surprise ft Cassie Cummings - 720 WMV

Clips4sale 4 years ago

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

68% HD 0:30 / 58:54

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Clips4sale 2 years ago

Sissygasm is best feeling

Sissygasm is best feeling

xHamster 11 months ago

Black Transwoman Fucks Her Ass with Vibrating Butt Plug And Cums

Black Transwoman Fucks Her Ass with Vibrating Butt Plug And Cums

xHamster 10 months ago

TS Cassie Fisted by Masseuse Kaiia Eve - HD mp4

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TS Cassie Fisted by Masseuse Kaiia Eve - HD mp4

Clips4sale 4 years ago

Yasmine Lee: The Ass Fucking Masseuse cums in his mouth

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Yasmine Lee: The Ass Fucking Masseuse cums in his mouth

Clips4sale 1 year ago

Chastity Sissy Dildo Riding Anal Orgasms Using Cum As Lube - Jessica Bloom

Chastity Sissy Dildo Riding Anal Orgasms Using Cum As Lube - Jessica Bloom

xHamster 1 year ago

Blasphemous Prostate Pound

68% 0:42 / 10:46

Blasphemous Prostate Pound

Clips4sale 8 months ago

Naughty Nun Gets Pegged And Fed her Own Cum - Jessica Bloom And Polieana

Naughty Nun Gets Pegged And Fed her Own Cum - Jessica Bloom And Polieana

xHamster 2 years ago

FISTING TRAINING THIGH HIGH BOOTS CATSUIT RUBBER GLOVES SHEMALE DOMINATION 1

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Clips4sale 1 year ago

Trans girls need a special type of prostate exam

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Trans girls need a special type of prostate exam

Clips4sale 10 months ago

Please Be Mean To Me 2

Please Be Mean To Me 2

Clips4sale 1 year ago

Your Closet Monster is a Futa!

4K 0:25 / 17:34

Your Closet Monster is a Futa!

Clips4sale 2 months ago

Asshole Fetish - Closeup Spreading, Oil, Toying and Cum Drip - Full Vid at LayneLove Manyvids

Asshole Fetish - Closeup Spreading, Oil, Toying and Cum Drip - Full Vid at LayneLove Manyvids

xHamster 2 years ago

Fuck Machine Plows Sissy Asshole Deep And Hard - Anal Orgasm in Chastity

Fuck Machine Plows Sissy Asshole Deep And Hard - Anal Orgasm in Chastity

xHamster 7 months ago

futa nurse pegging part 4: double Dommed, punished, facialed w/ Kendall Morr

HD 0:10 / 29:52

futa nurse pegging part 4: double Dommed, punished, facialed w/ Kendall Morr

LoyalFans 11 months ago

Ass Licking Tongue Fucking Prostate Milking With Cum Facial

Ass Licking Tongue Fucking Prostate Milking With Cum Facial

xHamster 5 years ago

Tested By Your GF's Futa MILF

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Tested By Your GF's Futa MILF

Clips4sale 1 month ago

Christmas milking and cum eating. Dominatrix Nika milks Sissy Blaire_18 into a cup. Then Sissy eats her own cum with gusto.

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xHamster 6 months ago

Prostate Exam from Your Futa Doctor

65% 0:30 / 20:34

Prostate Exam from Your Futa Doctor

Clips4sale 1 year ago

Milking myself for You

HD 0:21 / 11:43

Milking myself for You

Clips4sale 4 years ago

Sissygasm is best feeling Clip 2

Sissygasm is best feeling Clip 2

xHamster 10 months ago

Hard Cock Anal Orgasms From F Machine And Pegging - Jessica Bloom Prostate Milking

Hard Cock Anal Orgasms From F Machine And Pegging - Jessica Bloom Prostate Milking

xHamster 2 years ago

Your Futa Domme Pees on You After She Fucks You

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Clips4sale 1 year ago

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prostate exam turns into humiliating futa pegging and huge pov facial

LoyalFans 1 year ago

HuCow Inspection Part 3 Anal Sex StrapOn

HuCow Inspection Part 3 Anal Sex StrapOn

LoyalFans 3 years ago

Finding Your Pleasure Spot: Prostate JOI

HD 0:10 / 12:07

Finding Your Pleasure Spot: Prostate JOI

LoyalFans 4 years ago

Futa Anal Inoculation

HD 0:10 / 16:07

Futa Anal Inoculation

LoyalFans 4 months ago

Prostate fun

Clips4sale 7 months ago

Eat Cum! Spit Feeding

51% HD 0:30 / 16:28

Eat Cum! Spit Feeding

Clips4sale 4 years ago

Top 10 Sissy Ideas 2024

HD 0:54 / 10:14

Top 10 Sissy Ideas 2024

Clips4sale 1 year ago

Blasphemous Prostate Pound

HD 0:42 / 10:47

Blasphemous Prostate Pound

IWantClips 8 months ago

Yoga Babes Stretch You Open - POV Pegging

49% 0:29 / 20:22

Yoga Babes Stretch You Open - POV Pegging

Clips4sale 1 year ago

I Love Dildo SFX PMV

I Love Dildo SFX PMV

Clips4sale 2 years ago

Holiday Party Surprise ft Cassie Cummings - 720 MP4

67% HD 0:30 / 15:33

Holiday Party Surprise ft Cassie Cummings - 720 MP4

Clips4sale 4 years ago

Fucking and Breeding a Beautiful Trans Woman

Fucking and Breeding a Beautiful Trans Woman

xHamster 1 month ago

Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom

Sissy Guide - How to Anal Orgasm in Chastity Cage - Jessica Bloom

xHamster 2 years ago

The Ultimate Prostate Exam

45% HD 0:10 / 11:47

The Ultimate Prostate Exam

LoyalFans 2 years ago

Sexy shemale dressed in pink massaging her prostate and no hands sissygasm in 4K

Sexy shemale dressed in pink massaging her prostate and no hands sissygasm in 4K

Clips4sale 4 years ago

reward pegging for latex futa mommy's trained chastity submissive - full video on Veggiebabyy Manyvids

reward pegging for latex futa mommy's trained chastity submissive - full video on Veggiebabyy Manyvids

xHamster 9 months ago

CAGED SISSY receives ENEMA and wets DIAPER before SPANKING treatment

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CAGED SISSY receives ENEMA and wets DIAPER before SPANKING treatment

Clips4sale 1 year ago

Plugged Sub Obedience Training

57% 0:20 / 34:57

Plugged Sub Obedience Training

Clips4sale 1 year ago

Kandys Sissy Bitch Jizelle Gets A Caged Prostate Milking

HD 0:22 / 12:08

Kandys Sissy Bitch Jizelle Gets A Caged Prostate Milking

Clips4sale 4 months ago

Prostate Milking

64% HD 0:23 / 11:09

Prostate Milking

Clips4sale 1 year ago

Self-Sucking & Sissygasm PMV Compilation #2 Jessica Bloom

Self-Sucking & Sissygasm PMV Compilation #2 Jessica Bloom

xHamster 2 years ago

Strapon Sex with Mistress Youko Part 1 [FullHD MP4]

Strapon Sex with Mistress Youko Part 1 [FullHD MP4]

Clips4sale 1 year ago

Rubber Slut in Ropes Series - Full Length Film - Bound, hooded, and suspended in latex ropes by Vivienne l'Amour, Fistress endures a relentless scene of strap-on pegging, electro stimulation, breath control, and deep anal fisting (1080p)

HD 0:51 / 37:43

Rubber Slut in Ropes Series - Full Length Film - Bound, hooded, and suspended in latex ropes by Vivienne l'Amour, Fistress endures a relentless scene of strap-on pegging, electro stimulation, breath control, and deep anal fisting (1080p)

Clips4sale 8 months ago

A Hard Fucking

47% 0:19 / 24:17

Clips4sale 3 years ago

Bubble Baths Lead To - Chelsea Marie And Sinn Sage WMV

69% 0:17 / 31:35

Bubble Baths Lead To - Chelsea Marie And Sinn Sage WMV

Clips4sale 3 years ago

Ts Strokka's ASStronomical Toying and Creaming

Ts Strokka's ASStronomical Toying and Creaming

Clips4sale 2 years ago

NiKola Ophan Topped With Sinn Sage MP4

68% 0:13 / 21:59

NiKola Ophan Topped With Sinn Sage MP4

Clips4sale 3 years ago

prostate exam turns into humiliating futa pegging and huge pov facial

HD 0:30 / 10:32

prostate exam turns into humiliating futa pegging and huge pov facial

IWantClips 1 year ago

Prostate Massage

Prostate Massage

xHamster 2 months ago

BBC Training the Soggy Sissy: ThePrincessLuxy ReinEncourages and Threatens to Expose your True Place in the Sexual Heirarchy with Shemale Affirmations, Wet Diaper Humping, and Anal Preparation

HD 0:25 / 18:01

BBC Training the Soggy Sissy: ThePrincessLuxy ReinEncourages and Threatens to Expose your True Place in the Sexual Heirarchy with Shemale Affirmations, Wet Diaper Humping, and Anal Preparation

IWantClips 5 days ago

Hot Girls Kissing & Making Out Anal Fingering & Cum Swallowing

Hot Girls Kissing & Making Out Anal Fingering & Cum Swallowing

xHamster 1 year ago

Sadistic Experimentation

53% 0:37 / 27:25

Sadistic Experimentation

Clips4sale 1 year ago

Wanna Get Horny with This Tranny Pussy?

Wanna Get Horny with This Tranny Pussy?

FapHouse 2 years ago

Cassie Cumming's Happy Ending Massage - A sensual massage scene features prostate massage, trans woman, real couple, and BBW with trans - 1080 MP4

43% HD 0:26 / 14:29

Cassie Cumming's Happy Ending Massage - A sensual massage scene features prostate massage, trans woman, real couple, and BBW with trans - 1080 MP4

Clips4sale 3 years ago

Sissygasm Guide & How A Wonderful Doxy Cleans Up Jessica Bloom

Sissygasm Guide & How A Wonderful Doxy Cleans Up Jessica Bloom

ShemaleSin 4 years ago

I_LOVE_ME 38-06 Crossdresser Hard and Deep Anal Dildo Riding

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I_LOVE_ME 38-06 Crossdresser Hard and Deep Anal Dildo Riding

Clips4sale 3 years ago

Cuckold PoV Rollplay Anal Orgasms Jessica Bloom

Cuckold PoV Rollplay Anal Orgasms Jessica Bloom

xHamster 3 years ago

BBC Sex Machine Touches Tgirls Prostate

BBC Sex Machine Touches Tgirls Prostate

aShemaleTube 3 years ago

Ruined by Her Massive Strap

Ruined by Her Massive Strap

Clips4sale 1 year ago

Chastity Sissy Cumslut Trains Her Asshole And Swallows Her Own Cum, Multiple Prostate Orgasms

Chastity Sissy Cumslut Trains Her Asshole And Swallows Her Own Cum, Multiple Prostate Orgasms

xHamster 1 year ago

TS Superstar Gives a Horny Guy a Prostate Orgasm

HD 0:26 / 12:33

TS Superstar Gives a Horny Guy a Prostate Orgasm

Clips4sale 1 year ago

Cumpilation !

Clips4sale 4 years ago

I_LOVE_ME 38-05 Crossdresser Thick Dildo Anal Riding Deep Penetration

I_LOVE_ME 38-05 Crossdresser Thick Dildo Anal Riding Deep Penetration

Clips4sale 3 years ago

F-Machine Alpha - Makes Jessica Bloom Cum Thick Load of Cum Wich She Licks up

F-Machine Alpha - Makes Jessica Bloom Cum Thick Load of Cum Wich She Licks up

xHamster 2 years ago

VIVIENNE L'AMOUR - SUSPENDED IN ROPE FOR A GOOD FISTING (720P FULL HD)

HD 0:21 / 26:48

VIVIENNE L'AMOUR - SUSPENDED IN ROPE FOR A GOOD FISTING (720P FULL HD)

Clips4sale 2 years ago

Sissy anal dildo masturbation and cum milking with final cumshot inside panties in 4K

Sissy anal dildo masturbation and cum milking with final cumshot inside panties in 4K

Clips4sale 4 years ago

Sizzling black trans damsel nailing herself sensless (total video on Onlyfans)

Sizzling black trans damsel nailing herself sensless (total video on Onlyfans)

Transvids.tv 11 months ago

Sissy Club Slut Part 2/2: Sissy Femboy Fucked with Femdom Pegging, Anal ****, and Huge Dildo Fucking with Mistress Stellina Obscura

59% HD 0:10 / 29:59

Sissy Club Slut Part 2/2: Sissy Femboy Fucked with Femdom Pegging, Anal ****, and Huge Dildo Fucking with Mistress Stellina Obscura

LoyalFans 1 year ago

Futa Uses You - Part 2

61% 4K 0:26 / 37:09

Futa Uses You - Part 2

Clips4sale 1 year ago

Ass Inflation JOI

HD 0:28 / 10:52

Ass Inflation JOI

Clips4sale 1 year ago

Prostate exam my slave with helper countess

Prostate exam my slave with helper countess

Clips4sale 3 years ago

Jockstrap Stud Flip Fucks with a Trans Asian Goddess

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Jockstrap Stud Flip Fucks with a Trans Asian Goddess

Clips4sale 1 year ago

Double Anal Prolapse Making Sissy Girl Asshole Lose Clip 1

Double Anal Prolapse Making Sissy Girl Asshole Lose Clip 1

xHamster 1 month ago

Mistress Noir's anal massage

Mistress Noir's anal massage

Clips4sale 8 months ago

Prostate massage cumshot

Prostate massage cumshot

Clips4sale 2 years ago

Cum 3 times hands-free in my favorite skirt

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Cum 3 times hands-free in my favorite skirt

Clips4sale 4 years ago

Ass Invaders Part 1 Delving Dommes StrapOn

Ass Invaders Part 1 Delving Dommes StrapOn

Clips4sale 3 years ago

Hot anal dildo riding

Hot anal dildo riding

Clips4sale 1 year ago

SISSYGASMS after ANAL stretching

HD 0:38 / 19:33

SISSYGASMS after ANAL stretching

Clips4sale 1 year ago

Mimsy Demonstrates her Lack of Restraint

Mimsy Demonstrates her Lack of Restraint

xHamster 5 years ago

Almost Lesbian!

Almost Lesbian!

Clips4sale 2 years ago

Locked and Stretching my Bussy on a Fat Dildo

Locked and Stretching my Bussy on a Fat Dildo

Clips4sale 2 years ago

All the Loads for Sissy

61% 0:11 / 8:31

All the Loads for Sissy

Clips4sale 2 years ago

38-25 Crossdresser Hardcore Deep Anal Dildo Fucking Ass to Mouth Prostate Orgasm

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Clips4sale 3 years ago

9 inch dildo anal riding

9 inch dildo anal riding

Clips4sale 1 year ago

Rosy Cutie Reina: Playing with Two Way Rose Vibrator

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Rosy Cutie Reina: Playing with Two Way Rose Vibrator

LoyalFans 2 months ago

prostate exam turns into humiliating futa pegging and huge pov facial - full video on Veggiebabyy Manyvids

prostate exam turns into humiliating futa pegging and huge pov facial - full video on Veggiebabyy Manyvids

XVideos 1 year ago

Prostate Massage

Prostate Massage

xHamster 1 month ago

Hitting the "P" Point - Small dildos lead to 2 PROSTATE ORGASMS

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Hitting the "P" Point - Small dildos lead to 2 PROSTATE ORGASMS

Clips4sale 1 year ago

Crossdresser Moaning & Dildoing Ass in High Heels Assgasms Multiple Sissygasms Until Huge Cumshot #4

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Clips4sale 1 year ago

Squirting Chain And Orgasmic Big Dick In Insolence.

Squirting Chain And Orgasmic Big Dick In Insolence.

xHamster 3 years ago

HA46Insert prostate vibrator, pass by people in a crowded building, and almost be discovered

HA46Insert prostate vibrator, pass by people in a crowded building, and almost be discovered

aShemaleTube 2 years ago

TRANS Pegging and Anal Threesome with Role Change and Prostate Orgasm - Pure Pleasure

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Clips4sale 1 year ago

POV JOI: Pegging You with Dragon Dick

55% HD 0:27 / 10:37

POV JOI: Pegging You with Dragon Dick

Clips4sale 4 years ago

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xHamster 4 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

Train u to be my fuck toy Trans Anal JOI ep1

Train u to be my fuck toy Trans Anal JOI ep1

xHamster 4 years ago

Crossdresser riding toy POV and cum milking with dildo in the ass

Crossdresser riding toy POV and cum milking with dildo in the ass

Clips4sale 4 years ago

Locked and Stretching my Bussy on a Fat Dildo SD

Locked and Stretching my Bussy on a Fat Dildo SD

Clips4sale 2 years 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 1 year ago

Cum Eating Together 2! CEI

HD 0:13 / 10:50

Cum Eating Together 2! CEI

Clips4sale 2 years ago

Discussing My First Prostate Orgasm Hands Free

Discussing My First Prostate Orgasm Hands Free

xHamster 2 years ago

Gaping wide in a new sexy black dress!

Gaping wide in a new sexy black dress!

Clips4sale 4 years ago

Leak In Your Pantyhose for Me

HD 0:28 / 16:22

Leak In Your Pantyhose for Me

Clips4sale 3 years ago

I_LOVE_ME 37-22 Anal Dildo Fucking Bondage & ATM

I_LOVE_ME 37-22 Anal Dildo Fucking Bondage & ATM

Clips4sale 3 years ago

Strap - on my slave in chastity on a swing with my helper countess

Strap - on my slave in chastity on a swing with my helper countess

Clips4sale 3 years ago

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