Free Role Play Porn Videos Sissy Boy

Page 27 of 100, showing 40 records out of 3,987 total

Anal Whore's Instructions For The CEI And Locked-Up Dicklet Strap On

15:15 462.8K 82.61%

Anal Whore's Instructions For The CEI And Locked-Up Dicklet Strap On

Busty Mary Uses Full Version Of Dildo Sucking And Pegging To Train Her Sissy Slave On ONLYFANS

3:28 38.29K 87.41%

Busty Mary Uses Full Version Of Dildo Sucking And Pegging To Train Her Sissy Slave On ONLYFANS

Pegging Humiliation For Sissy With Anal Sock Stuffing And Fuzzy Sock Gag By

2:41 35.85K 95.80%

Pegging Humiliation For Sissy With Anal Sock Stuffing And Fuzzy Sock Gag By

SPH Chastity Femdom Shrink Your Dick In A Cage

8:03 18.76K 91.89%

SPH Chastity Femdom Shrink Your Dick In A Cage

Your Girlfriend Wants You To Be Her Quickie Sissy

2:57 42.25K 90.27%

Your Girlfriend Wants You To Be Her Quickie Sissy

Sultry Femgirl Cums A Variety Of Bright Orgasms Up Close

4:26 90.95K 93.03%

Sultry Femgirl Cums A Variety Of Bright Orgasms Up Close

Would You Like To See Me Get Really Hot In Public With The Uber Boy

3:20 60.2K 79.92%

Would You Like To See Me Get Really Hot In Public With The Uber Boy

Trans Girl Gets Cumshot And Fucked By A Missionary Bareback

1:04 12.25K 95.65%

Trans Girl Gets Cumshot And Fucked By A Missionary Bareback

Anal Orgasm For A Tied Femgirl In A Chastity Cage

8:50 5.06K 97.78%

Anal Orgasm For A Tied Femgirl In A Chastity Cage

Schoolgirl Sweetie

16:17 44.62K 74.91%

Schoolgirl Sweetie

Preview Of The Halloween Party Outfit Cross-Dressing And Your Girlfriend's Encouragement

2:27 40.53K 93.71%

Preview Of The Halloween Party Outfit Cross-Dressing And Your Girlfriend's Encouragement

Sexy Femboy Climaxes From Her Moist Pussy And Experiences An Orgasm

1:14 16.76K 91.18%

Sexy Femboy Climaxes From Her Moist Pussy And Experiences An Orgasm

Trained To Be A Breeding Slut Sissy

1:20 22.43K 43.36%

Trained To Be A Breeding Slut Sissy

Put On A Slutty Plug And Feminize My Slave By Having Her Masturbate On All Fours

4:49 22.46K 91.36%

Put On A Slutty Plug And Feminize My Slave By Having Her Masturbate On All Fours

The Dirty Hindi Audio Shows A Stepmother And A Desi Boy Sharing A Bed

11:15 12.71K 84.62%

The Dirty Hindi Audio Shows A Stepmother And A Desi Boy Sharing A Bed

Domina Femdom Sustenance As A Servant

1:47 29.69K 83.12%

Domina Femdom Sustenance As A Servant

Christmas Role Play Featuring Transvestites

3:35 28K 91.35%

Christmas Role Play Featuring Transvestites

Diaper Sissy Facesits While Pissing Off Her Ass

1:04 13.84K 67.92%

Diaper Sissy Facesits While Pissing Off Her Ass

Slutty Eating And Training 1

21:28 26.14K 87.43%

Slutty Eating And Training 1

2023'S Top 10 Femdom Concepts

16:43 5.4K 96.43%

2023'S Top 10 Femdom Concepts

Pegging Anal Training And Over-The-Knee Spanking

10:03 5.2K 100.00%

Pegging Anal Training And Over-The-Knee Spanking

Sexy Shemale Brandy Teaches Cumslut Jason How To Smoke Like A Gay Man

68:19 8.12K 50.00%

Sexy Shemale Brandy Teaches Cumslut Jason How To Smoke Like A Gay Man

Sucked And Severely Strapped By Stepsister

3:09 81.72K 87.91%

Sucked And Severely Strapped By Stepsister

Futunari A Cross-Dressing Transvestite Is Revealed By Audrey's Inner Man Female Mask Cock

4:52 11.23K 82.61%

Futunari A Cross-Dressing Transvestite Is Revealed By Audrey's Inner Man Female Mask Cock

Snowball Feeding Him Cum And Femdom Kelsey Pegging Sissy In Red Underwear For Two Cumshots

16:43 107.53K 92.50%

Snowball Feeding Him Cum And Femdom Kelsey Pegging Sissy In Red Underwear For Two Cumshots

Full Version A Domineering Catboy Ties You Up And Gives You Milk Bdsm Femboy Moans And Purrs

14:35 5.51K 91.23%

Full Version A Domineering Catboy Ties You Up And Gives You Milk Bdsm Femboy Moans And Purrs

Sassy Student Receives A Spanking And Dildo Fucked

6:37 5.6K 91.23%

Sassy Student Receives A Spanking And Dildo Fucked

Halloween Bunny Boy Doms You M4M

13:54 15.93K 82.61%

Halloween Bunny Boy Doms You M4M

Transgirl Desires Cock Worship From Her BBC Friend

11:04 5.01K 82.93%

Transgirl Desires Cock Worship From Her BBC Friend

SPH Minor Humiliation Of The Penis For Losers Because Of Unclean Feet

4:40 17.5K 76.92%

SPH Minor Humiliation Of The Penis For Losers Because Of Unclean Feet

Femgirl Transvestite Having Anal Orgasm And Fucking His Ass Sissy Ts Shemale

2:57 12.66K 94.51%

Femgirl Transvestite Having Anal Orgasm And Fucking His Ass Sissy Ts Shemale

Now That April Has Passed It's Time For May To Arrive

7:27 82.86K 89.47%

Now That April Has Passed It's Time For May To Arrive

Egirl Mother Natalie Minx Provides Instructions For Sissification

3:00 5.31K 91.43%

Egirl Mother Natalie Minx Provides Instructions For Sissification

BBW Dominatrix Featuring A Sultry Body

33:38 81.85K 79.61%

BBW Dominatrix Featuring A Sultry Body

Femboy CJ Fucked From Behind While Dressed As A Sultry Sissy Maid

1:33 6.04K 90.32%

Femboy CJ Fucked From Behind While Dressed As A Sultry Sissy Maid

Massive Strapon For Sissy In A Prerecorded Clip

6:02 464.16K 87.92%

Massive Strapon For Sissy In A Prerecorded Clip

Sweet Sultry Schoolgirl

16:22 18.55K 94.70%

Sweet Sultry Schoolgirl

Pussy Aversion Promoted Bisexuality

6:18 18.94K 95.81%

Pussy Aversion Promoted Bisexuality

Grabbing My Strapon In Bondage And Pegging My Chaste Sissy Bimbo Dolls

6:09 95.6K 92.28%

Grabbing My Strapon In Bondage And Pegging My Chaste Sissy Bimbo Dolls

Part 1 Of Sweater Sissy's Outdoor Handcuffing To A Tree

2:23 6.47K 81.58%

Part 1 Of Sweater Sissy's Outdoor Handcuffing To A Tree