• Sissy Encouragement Playlist

    Curated by: KinkyKimmi | updated: 10 months
Added Oldest Views Uploaded
It's Her Turn! 9m
Strapon 39K 93%

It's Her Turn!

Get hard for me in chastity JOI HD 7m
Joi 92K 100%

Get hard for me in chastity JOI

Cocksucking Encouragement HD 14m
Handjob 44K 96%

Cocksucking Encouragement

Sissy Dominated And Rough Pegged By Mistress 5m
Femdom 15K 97%

Sissy Dominated And Rough Pegged By Mistress

Sissy Husband Pounded By Wifes Huge Strapon HD 7m
Strapon 25K 99%

Sissy Husband Pounded By Wifes Huge Strapon

you are sissy bitch 12m
Mistress 26K 92%

you are sissy bitch

Sissy experience HD 6m
sissy training 13K 80%

Sissy experience

we both know you are gay 9m
POV 35K 95%

we both know you are gay

Bitchy Girl Wants You to Take BBC 6m
Joi 9.5K 94%

Bitchy Girl Wants You to Take BBC

You like cock JOI HD 6m
Joi 61K 96%

You like cock JOI

You got caught sissy JOI 10m
Joi 22K 90%

You got caught sissy JOI

Alex Tanner JOI - pink dildo 7m
Alex Tanner 11K 95%

Alex Tanner JOI - pink dildo

gay sissy joi 7m
Amateur 20K 96%

gay sissy joi

Missy Strapon JOI HD 9m
Joi 79K 96%

Missy Strapon JOI

Mistress Pegging Sissy Hubby With Strapon HD 6m
Strapon 39K 98%

Mistress Pegging Sissy Hubby With Strapon

Sissy hubby 9m
Strapon 29K 97%

Sissy hubby

Tiffani - Bi Is Hot 7m
Fetish 36K 98%

Tiffani - Bi Is Hot

She Fucks Better Than Him HD 4m
Strapon 59K 92%

She Fucks Better Than Him

Be My Little Sissy Loser 7m
Joi 14K 97%

Be My Little Sissy Loser

Bikini Peeper Caught HD 6m
Femdom 27K 97%

Bikini Peeper Caught

Cherry Morgan spe 6m
Cherry Morgan 16K 97%

Cherry Morgan spe

So Small 7m
Small 14K 100%

So Small

Tiny dick initiation 8m
Veronica Ricci 53K 95%

Tiny dick initiation

your cock is too small 4m
Shemale 44K 88%

your cock is too small

The Guide to being an Ideal Girl 3m
Xvideos 23K 87%

The Guide to being an Ideal Girl

Babe wears panties HD 7m
POV 97K 99%

Babe wears panties

My wife faggot sissy 4m
sissy training 12K 85%

My wife faggot sissy

She Wants You To Be Her Sissy Cocksucker! 36m
Strapon 15K 94%

She Wants You To Be Her Sissy Cocksucker!

she found dicks on your compter 7m
Stripchat 28K 98%

she found dicks on your compter

MLR - SISSY HD 12m
Joi 21K 97%

MLR - SISSY

Mistress Turns You Into A Sissy HD 9m
Fetish 59K 95%

Mistress Turns You Into A Sissy

Sissy Kit Turns You into a Real Sissy 9m
Instruction 21K 92%

Sissy Kit Turns You into a Real Sissy

Sissy POV 4m
Femdom 11K 97%

Sissy POV

your little secret :) you love cock my fag 10m
worship joi gay fag 60K 95%

your little secret :) you love cock my fag

sissy 2m
POV 7.8K 96%

sissy

Admit that you're a fag 8m
Joi 86K 98%

Admit that you're a fag

Are you gay HD 11m
forcd bi 18K 84%

Are you gay

Gay therapy 9m
pornhub 54K 94%

Gay therapy

Sissy Submission Training 9m
Joi 9.6K 94%

Sissy Submission Training

Personal Mistress Sissy Training 6m
Joi 23K 92%

Personal Mistress Sissy Training

She Reassures You Of Your Small Penis HD 10m
Ugly 57K 92%

She Reassures You Of Your Small Penis

borrowing panties 5m
POV 3.8K 93%

borrowing panties

date night 19m
date 8.2K 99%

date night

Dress up 113m
Licking 6.7K 93%

Dress up

glitter goddess therapy joi 14m
Joi 86K 97%

glitter goddess therapy joi

Dirty sissy slut JOI 6m
Cum eating instructions 27K 98%

Dirty sissy slut JOI

Missy Strapon JOI Remix HD 8m
Strapon 15K 96%

Missy Strapon JOI Remix

Wifes Pantys JOI HD 4m
Joi 43K 95%

Wifes Pantys JOI

sissysuckscock HD 5m
Femdom 4.4K 100%

sissysuckscock

Gloryhole sissy 5m
Gloryhole 27K 84%

Gloryhole sissy

MJ Sissy Slut Training 15m
Anal 31K 94%

MJ Sissy Slut Training

Beta boy Loser gets fucked 10m
eporner 12K 98%

Beta boy Loser gets fucked

From alpha to sub 11m
Ass Worship 19K 98%

From alpha to sub

you love to suck dick 10m
Blowjob 13K 95%

you love to suck dick

Sissy SPH 10m
Joi 13K 90%

Sissy SPH

Be A Sissy Hooker In Public On Halloween 8m
Kelle Marie 55K 96%

Be A Sissy Hooker In Public On Halloween

sissymaker HD 4m
Chaturbate 75K 97%

sissymaker

Sissy instructions 4m
17K 89% 8 years

Sissy instructions

Turing You Into My Panty Sissy Slut 9m
Joi 29K 94%

Turing You Into My Panty Sissy Slut

Admit You're a Fag HD 15m
Blowjob 22K 96%

Admit You're a Fag

displaying 201 - 260 records in total 260
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