Search Results for “Sissy Dressing”

Dressing Up My Princess MistressPetraHunter June 06, 2021 Manyvids (MistressPetraHunter) 15:36
Dressing Up My Princess MistressPetraHunter June 06, 2021 Manyvids (MistressPetraHunter)
MistressPetraHunter
0
29
One Week in Pink Panties MistressPetraHunter October 06, 2017 Manyvids (MistressPetraHunter) 11:23
One Week in Pink Panties MistressPetraHunter October 06, 2017 Manyvids (MistressPetraHunter)
MistressPetraHunter
0
18
A Slutty Night Out MistressPetraHunter October 15, 2019 Manyvids (MistressPetraHunter) 11:02
A Slutty Night Out MistressPetraHunter October 15, 2019 Manyvids (MistressPetraHunter)
MistressPetraHunter
0
27
Goddessopalonia Nicknamed Goddessopalonia Onlyfans Sissy Training Is When A Man Secretly Like Cross Dressing And Maybe Wants To (goddessopalonia) 03:17
Goddessopalonia Nicknamed Goddessopalonia Onlyfans Sissy Training Is When A Man Secretly Like Cross Dressing And Maybe Wants To (goddessopalonia)
goddessopalonia
0
47
Mistressmarks Welcome To The Fetish Emporium Extensive Sissy Wardrobes Perfect For Dressing Up Any Sissy Whether (mistressmarks) 06:55
Mistressmarks Welcome To The Fetish Emporium Extensive Sissy Wardrobes Perfect For Dressing Up Any Sissy Whether (mistressmarks)
mistressmarks
0
28
Divavegasgh Thick Ohio Package (Divavegasgh) 04:55
Divavegasgh Thick Ohio Package (Divavegasgh)
Divavegasgh
0
48
Chastity, High Heels, Sissy, Brunette, Step Son Domination, Femdom, Humiliation Goddess Alexandra Snow. Alexandra - Humiliates Her Step Son BratPrincess (Goddess Alexandra Snow) 12:49
Chastity, High Heels, Sissy, Brunette, Step Son Domination, Femdom, Humiliation Goddess Alexandra Snow. Alexandra - Humiliates Her Step Son BratPrincess (Goddess Alexandra Snow)
Goddess Alexandra Snow
0
79
Brie White Sissy Bimbo Makeover Sissification (Brie White) 09:33
Brie White Sissy Bimbo Makeover Sissification (Brie White)
Brie White
0
40
"HARPERMADI" humiliation, sissy training, humiliation task, sissy, sissy boy 746 Hi Panty Wearing Sissy manyvids (HARPERMADI) 04:01
"HARPERMADI" humiliation, sissy training, humiliation task, sissy, sissy boy 746 Hi Panty Wearing Sissy manyvids (HARPERMADI)
HARPERMADI
0
45
Ruby Onyx Sissy Training Joi (Ruby_Onyx) 10:15
Ruby Onyx Sissy Training Joi (Ruby_Onyx)
Ruby_Onyx
0
51
Misswhitneymorgan Goddess Valora Sissifies Step Dad (MissWhitneyMorgan) 08:20
Misswhitneymorgan Goddess Valora Sissifies Step Dad (MissWhitneyMorgan)
MissWhitneyMorgan
0
59
Larkin Love Mom Nursing Sissy (Larkin Love) 10:45
Larkin Love Mom Nursing Sissy (Larkin Love)
Larkin Love
0
51
Vivienne Lamour Barbie Gets Buttfucked (Vivienne lAmour) 19:57
Vivienne Lamour Barbie Gets Buttfucked (Vivienne lAmour)
Vivienne lAmour
0
51
Ladyannabelle666 Onlyfans Mahoghany And I Changed His Clothes Into A Cute Sissy Clothes With Red Stockings After Dressing Him (lady annabelle) 10:20
Ladyannabelle666 Onlyfans Mahoghany And I Changed His Clothes Into A Cute Sissy Clothes With Red Stockings After Dressing Him (lady annabelle)
lady annabelle
0
31
"Freya Reign" feminization, gfe, imposedcrossdressing, roleplay, sfw, sissification Snowed In Cross Dressing Encouragement manyvids (Freya Reign) 04:36
"Freya Reign" feminization, gfe, imposedcrossdressing, roleplay, sfw, sissification Snowed In Cross Dressing Encouragement manyvids (Freya Reign)
Freya Reign
0
84
Spookybunz Dressing You Up And Whoring You Out (Spookybunz) 11:46
Spookybunz Dressing You Up And Whoring You Out (Spookybunz)
Spookybunz
0
59
Fetishland Studios Sneaky Perv (Fetishland Studios) 08:51
Fetishland Studios Sneaky Perv (Fetishland Studios)
Fetishland Studios
0
42
Beatrixlove Hoe For Halloween (beatrixlove) 02:34
Beatrixlove Hoe For Halloween (beatrixlove)
beatrixlove
0
41
Cross-dressing, Female Domination, Feminization, Sissification, Sissy Training kimberly kane sissy task training reward video ManyVids (kimberly kane) 16:11
Cross-dressing, Female Domination, Feminization, Sissification, Sissy Training kimberly kane sissy task training reward video ManyVids (kimberly kane)
kimberly kane
0
45
Canadiansammy Sissy Cuckold Joi (CanadianSammy) 05:08
Canadiansammy Sissy Cuckold Joi (CanadianSammy)
CanadianSammy
0
46
Bareback, Cross-dressing, Crossdresser, Sissification, Sissy Sluts betty ramone breeding betty ManyVids (Betty Ramone) 14:40
Bareback, Cross-dressing, Crossdresser, Sissification, Sissy Sluts betty ramone breeding betty ManyVids (Betty Ramone)
Betty Ramone
0
40
Skysugaring 3228071837 03 06 2024 My Sexy Sissy Cross Dressing Assistant Alexacontu (skysugaring) 02:39
Skysugaring 3228071837 03 06 2024 My Sexy Sissy Cross Dressing Assistant Alexacontu (skysugaring)
skysugaring
0
27
Larkin Love Imposed Bi Sissy (Larkin Love) 18:07
Larkin Love Imposed Bi Sissy (Larkin Love)
Larkin Love
0
76
Jerk Off Instruction, Sissification, Sissy Training, Feminization, Ass Worship arena rome panty boi joi ManyVids (Arena Rome) 06:47
Jerk Off Instruction, Sissification, Sissy Training, Feminization, Ass Worship arena rome panty boi joi ManyVids (Arena Rome)
Arena Rome
0
41
Larkin Love Dressing My Sissy (Larkin Love) 12:21
Larkin Love Dressing My Sissy (Larkin Love)
Larkin Love
0
62
Goddess Stella Sol Mother May I Stroke (Goddess Stella Sol) 17:12
Goddess Stella Sol Mother May I Stroke (Goddess Stella Sol)
Goddess Stella Sol
0
53
Savannah Fox Gender Transformation Fuck Fest (Savannah Fox) 09:42
Savannah Fox Gender Transformation Fuck Fest (Savannah Fox)
Savannah Fox
0
56
Cross-dressing, Femdom, High Heels, PVC-Vinyl, Sissification shiny-sissy-stimuli ManyVids (Shannon Heels) 12:40
Cross-dressing, Femdom, High Heels, PVC-Vinyl, Sissification shiny-sissy-stimuli ManyVids (Shannon Heels)
Shannon Heels
0
44
Sissy Training, Chastity, Crossdressing, Humiliation, Behavioral Modification, Taboo, Femdom Brianna, Natalya & Chloe. Sister and Friend Turn Brother into Sissy with Help from Mother BratPrincess (Natalya, Chloe) 14:05
Sissy Training, Chastity, Crossdressing, Humiliation, Behavioral Modification, Taboo, Femdom Brianna, Natalya & Chloe. Sister and Friend Turn Brother into Sissy with Help from Mother BratPrincess (Natalya, Chloe)
Natalya Chloe Brianna
0
77
Goddess Shaye You Are Not A Man (Goddess Shaye) 10:45
Goddess Shaye You Are Not A Man (Goddess Shaye)
Goddess Shaye
0
52
Bbwprincessmary Blackmailing Boyfriend To Leave Wife (BBWPrincessMary) 05:34
Bbwprincessmary Blackmailing Boyfriend To Leave Wife (BBWPrincessMary)
BBWPrincessMary
0
45
Sissy Training, Slut Training, POV Strapon, Cock Worship, Humiliation goddesswolfe youre gonna be the slutty one ManyVids (GoddessWolfe) 27:22
Sissy Training, Slut Training, POV Strapon, Cock Worship, Humiliation goddesswolfe youre gonna be the slutty one ManyVids (GoddessWolfe)
GoddessWolfe
0
72
Cuckolding, Femdom, Imposed Crossdressing, Sissification, Sissy Training fuckingmilfmay halloween cuckolding sissification ManyVids (FuckingMILFmay) 09:48
Cuckolding, Femdom, Imposed Crossdressing, Sissification, Sissy Training fuckingmilfmay halloween cuckolding sissification ManyVids (FuckingMILFmay)
FuckingMILFmay
0
57
Divavegasgh Inch Gym Babe (Divavegasgh) 03:46
Divavegasgh Inch Gym Babe (Divavegasgh)
Divavegasgh
0
46
Beatrixlove Train To Dress For A Man (beatrixlove) 05:49
Beatrixlove Train To Dress For A Man (beatrixlove)
beatrixlove
0
34
Vieramayxxx Best Friend Turns You Into A Sissy Boy (VieraMayXXX) 16:53
Vieramayxxx Best Friend Turns You Into A Sissy Boy (VieraMayXXX)
VieraMayXXX
0
44
"Helenas Cock Quest" cross-dressing, face fucking, female supremacy, sissy sluts, sissy training I Train Sissy slut bitch boi Pt 1 of 2 manyvids (Helenas Cock Quest) 17:59
"Helenas Cock Quest" cross-dressing, face fucking, female supremacy, sissy sluts, sissy training I Train Sissy slut bitch boi Pt 1 of 2 manyvids (Helenas Cock Quest)
Helenas Cock Quest
0
41
Sloane Sabbath Gf Vs Sis She Ll Never Be Me (sloane sabbath) 25:53
Sloane Sabbath Gf Vs Sis She Ll Never Be Me (sloane sabbath)
sloane sabbath
0
53
Goddessnicholea Your New Sissy Gf (GoddessNicholeA) 04:20
Goddessnicholea Your New Sissy Gf (GoddessNicholeA)
GoddessNicholeA
0
59
Feetfundoll Roll For Freedom (FeetFunDoll) 28:11
Feetfundoll Roll For Freedom (FeetFunDoll)
FeetFunDoll
0
44
Chastity April Voiced Making Him My Sissy Secretary (Chastity April) 08:43
Chastity April Voiced Making Him My Sissy Secretary (Chastity April)
Chastity April
0
46
Cross-dressing,Crossdresser,Feminization,Sissification,Sissy Sluts dame olga feminization vol 1 worshipping feet ManyVids (Dame Olga) 04:42
Cross-dressing,Crossdresser,Feminization,Sissification,Sissy Sluts dame olga feminization vol 1 worshipping feet ManyVids (Dame Olga)
Dame Olga
0
34
Hardcore, Bareback, POV, Anal, Shemale, Blowjob Aliza Breeze - Black Beauty Is A Submissive Sissy SiteRip (Mix) 16:22
Hardcore, Bareback, POV, Anal, Shemale, Blowjob Aliza Breeze - Black Beauty Is A Submissive Sissy SiteRip (Mix)
Mix
0
51
Princessdi Panty Wearing Sissy Caught (PrincessDi) 22:26
Princessdi Panty Wearing Sissy Caught (PrincessDi)
PrincessDi
0
27
Mistresseeclips Dressing A Sissy (mistresseeclips) 04:38
Mistresseeclips Dressing A Sissy (mistresseeclips)
mistresseeclips
0
26
Brie White Our New Sister Pt Dress Up (Brie White) 08:46
Brie White Our New Sister Pt Dress Up (Brie White)
Brie White
0
50
Divavegasgh Newcummer Fan From Las Vegas (Divavegasgh) 03:51
Divavegasgh Newcummer Fan From Las Vegas (Divavegasgh)
Divavegasgh
0
41
Mistress Kara Nicknamed Allthingsannnal04 Onlyfans Dressing Him Up And Turning Him Into My Sissy Girlfriend Is So Hot Look At Him Turn Into Full Slut R (Mistress Kara) 24:43
Mistress Kara Nicknamed Allthingsannnal04 Onlyfans Dressing Him Up And Turning Him Into My Sissy Girlfriend Is So Hot Look At Him Turn Into Full Slut R (Mistress Kara)
Mistress Kara
0
33
Cross-dressing, Crossdresser, Cum Eating Instruction, Female Domination, Imposed Crossdressing liz lovejoy crossdresser eating cum crossdresser cei ManyVids (Liz Lovejoy) 07:30
Cross-dressing, Crossdresser, Cum Eating Instruction, Female Domination, Imposed Crossdressing liz lovejoy crossdresser eating cum crossdresser cei ManyVids (Liz Lovejoy)
Liz Lovejoy
0
33
Penny Lee Dressing Up My Sissy (penny lee) 05:10
Penny Lee Dressing Up My Sissy (penny lee)
penny lee
0
57
Bareback, Hardcore, Blowjob, Anal, Shemale, POV Lunara Kitten - Babygirl Is Here To Please You SiteRip (Mix) 13:34
Bareback, Hardcore, Blowjob, Anal, Shemale, POV Lunara Kitten - Babygirl Is Here To Please You SiteRip (Mix)
Mix
0
21
Kaylalouise Sissys First Dressing Up Session (Kaylalouise) 08:11
Kaylalouise Sissys First Dressing Up Session (Kaylalouise)
Kaylalouise
0
50
Shanaxnow Goddess Shana React Gay Humiliation (Shanaxnow) 13:11
Shanaxnow Goddess Shana React Gay Humiliation (Shanaxnow)
Shanaxnow
0
46
Chastity April Turning My Boyfriend Into A Sissy Maid (Chastity April) 04:22
Chastity April Turning My Boyfriend Into A Sissy Maid (Chastity April)
Chastity April
0
48
Kaz B Nicknamed Kazbxx Femdom 01 15 2018 Onlyfans Video Who Loves Big Cocks In Their Sissy Arse Cross Dressing Sissy Slut Jemma Takes My Strap (kaz b aka kazbxx femdom) 05:40
Kaz B Nicknamed Kazbxx Femdom 01 15 2018 Onlyfans Video Who Loves Big Cocks In Their Sissy Arse Cross Dressing Sissy Slut Jemma Takes My Strap (kaz b aka kazbxx femdom)
kaz b aka kazbxx femdom
0
24
Blackmail Fantasy, Femdom POV, POV Strapon, Sissy Training, Strap-On alannavcams sissy is in trouble ManyVids (AlannaVcams) 24:28
Blackmail Fantasy, Femdom POV, POV Strapon, Sissy Training, Strap-On alannavcams sissy is in trouble ManyVids (AlannaVcams)
AlannaVcams
0
41
Divavegasgh Mixed Black Curved Down Dick (Divavegasgh) 05:22
Divavegasgh Mixed Black Curved Down Dick (Divavegasgh)
Divavegasgh
0
37
Divavegasgh Florida Daddy Gets This Throat (Divavegasgh) 03:41
Divavegasgh Florida Daddy Gets This Throat (Divavegasgh)
Divavegasgh
0
43
Sissy Training, Cross-dressing, Crossdresser, Imposed Crossdressing, Mommy Roleplay spoiled mean milfs son caught with sissy clothes ManyVids (Spoiled Mean MILFs) 07:06
Sissy Training, Cross-dressing, Crossdresser, Imposed Crossdressing, Mommy Roleplay spoiled mean milfs son caught with sissy clothes ManyVids (Spoiled Mean MILFs)
Spoiled Mean MILFs
0
48
Brunette, Mature, Masturbation, Stockings, Lesbian, MILF, Lingerie, Girl, Blonde Cherie Deville, Julia Ann - Striptease For Sissy Boy SiteRip (Cherie Deville, Julia Ann) 10:31
Brunette, Mature, Masturbation, Stockings, Lesbian, MILF, Lingerie, Girl, Blonde Cherie Deville, Julia Ann - Striptease For Sissy Boy SiteRip (Cherie Deville, Julia Ann)
Cherie Deville Julia Ann
0
60
"MadameBeatrix" pantyhose, sissy training, cross-dressing, mommy roleplay, family Cool Aunt Makes You Wear Pantyhose amp Jerks You Off manyvids (MadameBeatrix) 28:15
"MadameBeatrix" pantyhose, sissy training, cross-dressing, mommy roleplay, family Cool Aunt Makes You Wear Pantyhose amp Jerks You Off manyvids (MadameBeatrix)
MadameBeatrix
0
50
Misswhitneymorgan Vicky Vixxx Sissifies Jordan Pt (MissWhitneyMorgan) 09:29
Misswhitneymorgan Vicky Vixxx Sissifies Jordan Pt (MissWhitneyMorgan)
MissWhitneyMorgan
0
37
Sissification, Sensual Domination, Cross-dressing, Makeup, Gender Transformation hentaidreamgirl super sensual sissification session ManyVids (Hentaidreamgirl) 10:18
Sissification, Sensual Domination, Cross-dressing, Makeup, Gender Transformation hentaidreamgirl super sensual sissification session ManyVids (Hentaidreamgirl)
Hentaidreamgirl
0
42
Mistress Eclipse Nicknamed Mistresseeclips Femdom 03 22 2023 Onlyfans Video Dressing A Sissy (mistress eclipse) 04:44
Mistress Eclipse Nicknamed Mistresseeclips Femdom 03 22 2023 Onlyfans Video Dressing A Sissy (mistress eclipse)
mistress eclipse
0
28