Showing 80 of 114 results for "Sissy Fantasy".
Want better matches? Try refining your search terms or using more specific keywords.

Search Results for “Sissy Fantasy”

"Goddess Vanessa" blackmail fantasy, panty fetish, sissy sluts, sissy training, sissification Pink Panty Sissy Slut Blackmail Manyvids (Goddess Vanessa) 09:46
"Goddess Vanessa" blackmail fantasy, panty fetish, sissy sluts, sissy training, sissification Pink Panty Sissy Slut Blackmail Manyvids (Goddess Vanessa)
Goddess Vanessa
0
45
"ashleyjaymes" blackmail fantasy, boss, boss/employee, sissy training, slave training Sucking Cock To Keep Your Job Manyvids (ashleyjaymes) 17:04
"ashleyjaymes" blackmail fantasy, boss, boss/employee, sissy training, slave training Sucking Cock To Keep Your Job Manyvids (ashleyjaymes)
ashleyjaymes
0
50
You ll Wear Panties Forever MistressPetraHunter January 03, 2018 Manyvids (MistressPetraHunter) 11:53
You ll Wear Panties Forever MistressPetraHunter January 03, 2018 Manyvids (MistressPetraHunter)
MistressPetraHunter
0
86
"Starry Yume" blackmail fantasy, caught, femdom pov, panty fetish, sfw, sissy Blackmailed by Your Babysitter Manyvids (Starry Yume) 08:52
"Starry Yume" blackmail fantasy, caught, femdom pov, panty fetish, sfw, sissy Blackmailed by Your Babysitter Manyvids (Starry Yume)
Starry Yume
0
116
"Tara Tainton" femdompov, feminization, financialdomination, masturbationhumiliation, mentaldomination, sfw Get the Most Out of Your Therapy Session manyvids (Tara Tainton) 17:05
"Tara Tainton" femdompov, feminization, financialdomination, masturbationhumiliation, mentaldomination, sfw Get the Most Out of Your Therapy Session manyvids (Tara Tainton)
Tara Tainton
0
127
Goddess Versona 2025 08 01 Your Slutty Sissy Fantasy (Goddess Versona) 20:17
Goddess Versona 2025 08 01 Your Slutty Sissy Fantasy (Goddess Versona)
Goddess Versona
0
86
"UnfriendlyBlckHottie" blackmail fantasy, bulls, ebony female domination, sissification, verbal humiliation Get A Black boyfriend Or you re EXPOSED manyvids (UnfriendlyBlckHottie) 06:05
"UnfriendlyBlckHottie" blackmail fantasy, bulls, ebony female domination, sissification, verbal humiliation Get A Black boyfriend Or you re EXPOSED manyvids (UnfriendlyBlckHottie)
UnfriendlyBlckHottie
0
117
"SneezeGoddess" c2c, camgirl, camshow, cei, costume, cumcountdown, cumeatinginstruction, sissification, sissysluts, sissytraining C2C Sissification Fantasy manyvids (SneezeGoddess) 17:06
"SneezeGoddess" c2c, camgirl, camshow, cei, costume, cumcountdown, cumeatinginstruction, sissification, sissysluts, sissytraining C2C Sissification Fantasy manyvids (SneezeGoddess)
SneezeGoddess
0
117
"TheTabithaJane" feminization, gender transformation, penectomy, sissy training, fantasy, sfw feminization pussy prep manyvids (TheTabithaJane) 10:15
"TheTabithaJane" feminization, gender transformation, penectomy, sissy training, fantasy, sfw feminization pussy prep manyvids (TheTabithaJane)
TheTabithaJane
0
138
"GirlOnTop880" blackmail fantasy, cum eating instruction, femdom pov, pov strapon, sissy sluts A Sissy Slut Story Pegging Cameron manyvids (GirlOnTop880) 15:36
"GirlOnTop880" blackmail fantasy, cum eating instruction, femdom pov, pov strapon, sissy sluts A Sissy Slut Story Pegging Cameron manyvids (GirlOnTop880)
GirlOnTop880
0
167
Femdom, Humilation Best Of Kinky Sex 2 Severe Society (Robin Pachino, Amber Rayne) 01:27:44
Femdom, Humilation Best Of Kinky Sex 2 Severe Society (Robin Pachino, Amber Rayne)
Robin Pachino Amber Rayne Deviant Kade Rubber Necro Slave Mistress Melissa Sissy Jessica Princess Sheila Miss Olive Peter Pressure Mistress Eva Goddess Soma Snakeoil Mistress D. Severe Miss Vera Violante Switch Matty Boi
0
172
Misswhitneymorgan Miss Whitney Morgan Sissifies Step Dad (MissWhitneyMorgan) 11:23
Misswhitneymorgan Miss Whitney Morgan Sissifies Step Dad (MissWhitneyMorgan)
MissWhitneyMorgan
0
113
Blackmail Fantasy, Diaper Fetish, Humiliation Task, SPH, Wedgies diaper-loser-blackmail-timer-joi ManyVids (Lily Ann X) 08:50
Blackmail Fantasy, Diaper Fetish, Humiliation Task, SPH, Wedgies diaper-loser-blackmail-timer-joi ManyVids (Lily Ann X)
Lily Ann X
0
129
Valyrielutka Findom Futas Ruin You (ValyrieLutka) 12:40
Valyrielutka Findom Futas Ruin You (ValyrieLutka)
ValyrieLutka
0
92
"SavannahxSiren" deepthroat, dildosucking, femdompov, sfw, sissysluts, sissytraining Sissy Cocksucker Training manyvids (SavannahxSiren) 07:34
"SavannahxSiren" deepthroat, dildosucking, femdompov, sfw, sissysluts, sissytraining Sissy Cocksucker Training manyvids (SavannahxSiren)
SavannahxSiren
0
129
"Freya Reign" femdompov, imposedcrossdressing, roleplay, sfw, sissification, transformationfantasies Witch Turns You Into A Sissy Maid To Pay Off Your Debt manyvids (Freya Reign) 06:20
"Freya Reign" femdompov, imposedcrossdressing, roleplay, sfw, sissification, transformationfantasies Witch Turns You Into A Sissy Maid To Pay Off Your Debt manyvids (Freya Reign)
Freya Reign
0
145
GoddessTKelly Daddy's Little Sissy Whore ManyVids (GoddessTKelly) 12:30
GoddessTKelly Daddy's Little Sissy Whore ManyVids (GoddessTKelly)
GoddessTKelly
0
164
Littlepuck Obsession A Crazy Homewrecker Thriller Fantasy (Forced Bi) 33:07
Littlepuck Obsession A Crazy Homewrecker Thriller Fantasy (Forced Bi)
Forced Bi
0
108
Feminization, Latex, SFW, Sissification, Sissy Sluts, Transformation Fantasies sexy-sissification ManyVids (Scarlett Cummings) 06:09
Feminization, Latex, SFW, Sissification, Sissy Sluts, Transformation Fantasies sexy-sissification ManyVids (Scarlett Cummings)
Scarlett Cummings
0
70
GoddessTKelly Anal Training For Sissy Sluts ManyVids (GoddessTKelly) 08:55
GoddessTKelly Anal Training For Sissy Sluts ManyVids (GoddessTKelly)
GoddessTKelly
0
135
Maistressecherry Sissy Fashion Show (Maistressecherry) 12:15
Maistressecherry Sissy Fashion Show (Maistressecherry)
Maistressecherry
0
106
Kittencandy Sissy Blackmail Game (KittenCandy) 07:54
Kittencandy Sissy Blackmail Game (KittenCandy)
KittenCandy
0
87
Chastity Lynn Stuffed Amp Throttled By Panty (Chastity Lynn) 11:33
Chastity Lynn Stuffed Amp Throttled By Panty (Chastity Lynn)
Chastity Lynn
0
97
GoddessTKelly Sissy's First Night Out ManyVids (GoddessTKelly) 06:42
GoddessTKelly Sissy's First Night Out ManyVids (GoddessTKelly)
GoddessTKelly
0
93
"Candida Royalle, Bob Glen, Alan Colberg, Sharon Kane, Mimi Morgan, Tony Bond, Jesse Adams, Susan Nero, Aubrey Nichols, Lisa K. Loring, Jeff Scott, Laurien Dominique, John Holmes" Adult Sissy's Hot Summer SiteRip (John Holmes, Jeff Scott) 01:14:34
"Candida Royalle, Bob Glen, Alan Colberg, Sharon Kane, Mimi Morgan, Tony Bond, Jesse Adams, Susan Nero, Aubrey Nichols, Lisa K. Loring, Jeff Scott, Laurien Dominique, John Holmes" Adult Sissy's Hot Summer SiteRip (John Holmes, Jeff Scott)
John Holmes Jeff Scott Sharon Kane Jesse Adams Aubrey Nichols Laurien Dominique Susan Nero Lisa K. Loring Candida Royalle Mimi Morgan Alan Colberg Bob Glen Tony Bond
0
126
BBC,Bi Curious,Cuckolding,Pee,Verbal Hardcore Humiliation theunlimitedgroup p--ing cuckold verbal humiliation ManyVids (TheUnlimitedGroup) 20:55
BBC,Bi Curious,Cuckolding,Pee,Verbal Hardcore Humiliation theunlimitedgroup p--ing cuckold verbal humiliation ManyVids (TheUnlimitedGroup)
TheUnlimitedGroup
0
104
BuddahsPlayground - Sissy Mantras ManyVids (Buddahs Playground) 15:29
BuddahsPlayground - Sissy Mantras ManyVids (Buddahs Playground)
Buddahs Playground
0
80
Valyrielutka Be A Good Bitch And Gag On My Cock (ValyrieLutka) 10:08
Valyrielutka Be A Good Bitch And Gag On My Cock (ValyrieLutka)
ValyrieLutka
0
111
Makayla Divine Busty Latina Goddess Cock Loving Faggot Whore Fantasy (Forced Bi) 14:11
Makayla Divine Busty Latina Goddess Cock Loving Faggot Whore Fantasy (Forced Bi)
Forced Bi
0
99
Stellavendetta Feminizing My Boyfriend Blackmail Fant (stellavendetta) 06:07
Stellavendetta Feminizing My Boyfriend Blackmail Fant (stellavendetta)
stellavendetta
0
78
Thattrixiegirl Mommys Breeding Sissy (ThatTrixieGirl) 11:05
Thattrixiegirl Mommys Breeding Sissy (ThatTrixieGirl)
ThatTrixieGirl
0
82
Sissification, Sissy Sluts, Sissy Training, Taboo, Feminization princess fierce m0mmy dearest feminizes s0n ManyVids (Princess Fierce) 08:38
Sissification, Sissy Sluts, Sissy Training, Taboo, Feminization princess fierce m0mmy dearest feminizes s0n ManyVids (Princess Fierce)
Princess Fierce
0
98
Princessdi Sissy Chastitycastration Pt Wmv (PrincessDi) 18:01
Princessdi Sissy Chastitycastration Pt Wmv (PrincessDi)
PrincessDi
0
85
Ballbusting, CBT Fantasy, Cuckold, Feminization, Jerk Off Instruction, Masturbation Humiliation, Humiliation, Sissy Training valentine network so you wanna serve a pornstar full season 1 IWantClips (Valentine Network) 01:33:30
Ballbusting, CBT Fantasy, Cuckold, Feminization, Jerk Off Instruction, Masturbation Humiliation, Humiliation, Sissy Training valentine network so you wanna serve a pornstar full season 1 IWantClips (Valentine Network)
Valentine Network
0
118
Butt Plug, Castration Fantasy, Coerced Crossdressing, Female Supremacy, Feminization, Sissification, Sissy Training, Tattoos & Piercings, Chastity, Humiliation valentine network the office of extinction full season 1 IWantClips (Valentine Network) 01:30:07
Butt Plug, Castration Fantasy, Coerced Crossdressing, Female Supremacy, Feminization, Sissification, Sissy Training, Tattoos & Piercings, Chastity, Humiliation valentine network the office of extinction full season 1 IWantClips (Valentine Network)
Valentine Network
0
120
"Goddess Vanessa" blackmail fantasy, sissy training, sissification, make me bi, gay masturbation instructions Suck SANTA s COCK Holiday Blackmail manyvids (Goddess Vanessa) 08:38
"Goddess Vanessa" blackmail fantasy, sissy training, sissification, make me bi, gay masturbation instructions Suck SANTA s COCK Holiday Blackmail manyvids (Goddess Vanessa)
Goddess Vanessa
0
100
"Katy Faery" blackmail fantasy, female domination, imposed crossdressing, sissification, sissy training five domme pov blackmail sissification Manyvids (Katy Faery) 08:53
"Katy Faery" blackmail fantasy, female domination, imposed crossdressing, sissification, sissy training five domme pov blackmail sissification Manyvids (Katy Faery)
Katy Faery
0
120
Female Domination, Goddess Worship, Humiliation, Strap-On, Taboo misslawanda femdom misslawanda fucks his ass and pun ManyVids (MissLawanda) 11:58
Female Domination, Goddess Worship, Humiliation, Strap-On, Taboo misslawanda femdom misslawanda fucks his ass and pun ManyVids (MissLawanda)
MissLawanda
0
92
Make me Bi, Gay, Gay Humiliation, Anal Masturbation, Sissy Training natashas bedroom the ultimate faggot task ManyVids (Natashas Bedroom) 16:27
Make me Bi, Gay, Gay Humiliation, Anal Masturbation, Sissy Training natashas bedroom the ultimate faggot task ManyVids (Natashas Bedroom)
Natashas Bedroom
0
136
"Goddess Vanessa" blackmail fantasy, feminization, sissy sluts, sissy training, sissification Feminized Sissy Blackmailed Manyvids (Goddess Vanessa) 13:39
"Goddess Vanessa" blackmail fantasy, feminization, sissy sluts, sissy training, sissification Feminized Sissy Blackmailed Manyvids (Goddess Vanessa)
Goddess Vanessa
0
106
Bratprincess Christina Human Toilet Facesitting Fantasy With A Cheerleader (BratPrincess) 14:01
Bratprincess Christina Human Toilet Facesitting Fantasy With A Cheerleader (BratPrincess)
BratPrincess
0
81
Princessdi Sissy Castrationfeminization Pt Wmv (PrincessDi) 17:47
Princessdi Sissy Castrationfeminization Pt Wmv (PrincessDi)
PrincessDi
0
79
"Freya Reign" bisexual, fantasies, femdom, sissification, sissytraining Making You Into A Sissy Maid Who Sucks Dick manyvids (Freya Reign) 09:47
"Freya Reign" bisexual, fantasies, femdom, sissification, sissytraining Making You Into A Sissy Maid Who Sucks Dick manyvids (Freya Reign)
Freya Reign
0
77
"Honey Barefeet" femaledomination, hairyarmpits, pegging, sfw, sissysluts, sissytraining POV-Sissy-Pegging-with-Armpits-Worship Manyvids (Honey Barefeet) 10:07
"Honey Barefeet" femaledomination, hairyarmpits, pegging, sfw, sissysluts, sissytraining POV-Sissy-Pegging-with-Armpits-Worship Manyvids (Honey Barefeet)
Honey Barefeet
0
109
Princessaurora There Is So Much To Love In This Pov Sissy Intox Fantasy Chastity Nylon Foot Worship (princessaurora) 15:51
Princessaurora There Is So Much To Love In This Pov Sissy Intox Fantasy Chastity Nylon Foot Worship (princessaurora)
princessaurora
0
59
Idelsy Love Owning You Through Black Mail (Idelsy Love) 05:51
Idelsy Love Owning You Through Black Mail (Idelsy Love)
Idelsy Love
0
97
Mistresskarino We Own You Sissy Slut Sissyfication Blackmail Fantasy (mistresskarino) 11:00
Mistresskarino We Own You Sissy Slut Sissyfication Blackmail Fantasy (mistresskarino)
mistresskarino
0
117
Goddess Green Eyed Soles Joi With Cei For John (Goddess Green Eyed) 05:35
Goddess Green Eyed Soles Joi With Cei For John (Goddess Green Eyed)
Goddess Green Eyed
0
90
Queenmothersoles Sissy Jerry Office Feet (QueenMotherSoles) 18:59
Queenmothersoles Sissy Jerry Office Feet (QueenMotherSoles)
QueenMotherSoles
0
82
Goddess Kawaii Sissy Panty Boy (Goddess Kawaii) 10:48
Goddess Kawaii Sissy Panty Boy (Goddess Kawaii)
Goddess Kawaii
0
93
Feetfundoll Substitution Therapy Sissy (FeetFunDoll) 16:15
Feetfundoll Substitution Therapy Sissy (FeetFunDoll)
FeetFunDoll
0
115
BuddahsPlayground - Sissy Pop Quiz ManyVids (Buddahs Playground) 15:14
BuddahsPlayground - Sissy Pop Quiz ManyVids (Buddahs Playground)
Buddahs Playground
0
65
Fetish Kitty Glory Hole Fantasy Pov (Forced Bi) 14:50
Fetish Kitty Glory Hole Fantasy Pov (Forced Bi)
Forced Bi
0
84
Revengestar Sissy Fantasy Custom Thong Wearing Slut Blackmailed To Suck Cock (revengestar) 05:38
Revengestar Sissy Fantasy Custom Thong Wearing Slut Blackmailed To Suck Cock (revengestar)
revengestar
0
37
Lourdes Noir Blackmailed By A Milf Be My Sissy Slut (Lourdes Noir) 15:55
Lourdes Noir Blackmailed By A Milf Be My Sissy Slut (Lourdes Noir)
Lourdes Noir
0
114
Bbwprincessmary Blackmailing Boyfriend To Leave Wife (BBWPrincessMary) 05:34
Bbwprincessmary Blackmailing Boyfriend To Leave Wife (BBWPrincessMary)
BBWPrincessMary
0
79
Female Domination, Goddess Worship, Humiliation, Strap-On, Taboo misslawanda sissy at mercy of femdom misslawanda ManyVids (MissLawanda) 01:07:38
Female Domination, Goddess Worship, Humiliation, Strap-On, Taboo misslawanda sissy at mercy of femdom misslawanda ManyVids (MissLawanda)
MissLawanda
0
105
Goddess Vanessa Cei Virgin Loser Position (Goddess Vanessa) 09:02
Goddess Vanessa Cei Virgin Loser Position (Goddess Vanessa)
Goddess Vanessa
0
124
Ruby Onyx Preparing Our Sissy Slut (Ruby_Onyx) 12:46
Ruby Onyx Preparing Our Sissy Slut (Ruby_Onyx)
Ruby_Onyx
0
107
BuddahsPlayground - Proper Sissy Protocol ManyVids (Buddahs Playground) 16:06
BuddahsPlayground - Proper Sissy Protocol ManyVids (Buddahs Playground)
Buddahs Playground
0
77
BuddahsPlayground - Sissy Blackmail ManyVids (Buddahs Playground) 16:19
BuddahsPlayground - Sissy Blackmail ManyVids (Buddahs Playground)
Buddahs Playground
0
70
"Goddess Vanessa" blackmail fantasy, feminization, panty fetish, sissy training, sissification PANTY Thief Feminization Blackmail manyvids (Goddess Vanessa) 08:47
"Goddess Vanessa" blackmail fantasy, feminization, panty fetish, sissy training, sissification PANTY Thief Feminization Blackmail manyvids (Goddess Vanessa)
Goddess Vanessa
0
76
Fantasies, Medical Fetish, Pregnant, Role Play, Sissy Training, Pregnant Fantasy, Sissy Slave kendi olsen sissyboy gives birth pov IWantClips (Kendi Olsen) 21:15
Fantasies, Medical Fetish, Pregnant, Role Play, Sissy Training, Pregnant Fantasy, Sissy Slave kendi olsen sissyboy gives birth pov IWantClips (Kendi Olsen)
Kendi Olsen
0
79
BuddahsPlayground - Sissy Cock Sucking Challenge ManyVids (Buddahs Playground) 17:55
BuddahsPlayground - Sissy Cock Sucking Challenge ManyVids (Buddahs Playground)
Buddahs Playground
0
75
Fingering, JOI, Masturbation Encouragement, Panty Fetish, Taboo kitty leroux caught with your sisters panties ManyVids (Kitty_LeRoux) 11:13
Fingering, JOI, Masturbation Encouragement, Panty Fetish, Taboo kitty leroux caught with your sisters panties ManyVids (Kitty_LeRoux)
Kitty_LeRoux
0
93
Taboo,Role Play,Virtual Sex,Impregnation Fantasy,Pussy Spreading girlontop880 sister teaches virgin brother to fuck ManyVids (GirlOnTop880) 15:02
Taboo,Role Play,Virtual Sex,Impregnation Fantasy,Pussy Spreading girlontop880 sister teaches virgin brother to fuck ManyVids (GirlOnTop880)
GirlOnTop880
0
97
Jamiett Sissy Station Session (JamieTT) 10:18
Jamiett Sissy Station Session (JamieTT)
JamieTT
0
62
"kristenwylde" cei, cuckolding, femdom, humiliation, soles Cuckold Fantasy CEI and spit feets manyvids (kristenwylde) 10:52
"kristenwylde" cei, cuckolding, femdom, humiliation, soles Cuckold Fantasy CEI and spit feets manyvids (kristenwylde)
kristenwylde
0
91
Britini Starr No Luck For Betas (Britini Starr) 08:06
Britini Starr No Luck For Betas (Britini Starr)
Britini Starr
0
64
Kendi Olsen Closet Faggot Blowjob Fantasy (Forced Bi) 11:56
Kendi Olsen Closet Faggot Blowjob Fantasy (Forced Bi)
Forced Bi
0
69
Idelsy Love Strap On Addict (Idelsy Love) 09:19
Idelsy Love Strap On Addict (Idelsy Love)
Idelsy Love
0
93
Blackmail Fantasy, Boss/Employee, Female Domination, JOI, Psychological Domination abigail dupree domina boss blackmails sub male employee ManyVids (Abigail Dupree) 24:23
Blackmail Fantasy, Boss/Employee, Female Domination, JOI, Psychological Domination abigail dupree domina boss blackmails sub male employee ManyVids (Abigail Dupree)
Abigail Dupree
0
60
GoddessCheyenne Foot Fetish Fantasy OpulentFetish (GoddessCheyenne) 06:52
GoddessCheyenne Foot Fetish Fantasy OpulentFetish (GoddessCheyenne)
GoddessCheyenne
0
53
Sissy Training, Sissification, Sissy Humiliation, Sissy Fantasy, Sissyboy, Bi Humiliation Goddess Gracie Haze - Sissy Boy SiteRip (Goddess Gracie Haze) 10:03
Sissy Training, Sissification, Sissy Humiliation, Sissy Fantasy, Sissyboy, Bi Humiliation Goddess Gracie Haze - Sissy Boy SiteRip (Goddess Gracie Haze)
Goddess Gracie Haze
0
77
"Molly Darling" cuckolding, domination, kink, pee, sissy training Serve Us Both Cuckmaid POV Manyvids (Molly Darling) 10:35
"Molly Darling" cuckolding, domination, kink, pee, sissy training Serve Us Both Cuckmaid POV Manyvids (Molly Darling)
Molly Darling
0
92
BBC, Cuckolding, Fantasy, Humiliation, JOI sucia loves boyfriend fantasy bbc cuckold ManyVids (Sucia Loves) 07:20
BBC, Cuckolding, Fantasy, Humiliation, JOI sucia loves boyfriend fantasy bbc cuckold ManyVids (Sucia Loves)
Sucia Loves
0
109
Mommy Roleplay, Adult Babies, JOI, Sissy Training, Diaper Fetish goddess miss jade mommy pleasure joi ManyVids (Goddess Miss Jade) 05:30
Mommy Roleplay, Adult Babies, JOI, Sissy Training, Diaper Fetish goddess miss jade mommy pleasure joi ManyVids (Goddess Miss Jade)
Goddess Miss Jade
0
93
"Larah_Sky" femdom, make me bi, sfw, sissy sluts, slave, slave training Pimped Slave Fantasy manyvids (Larah_Sky) 07:56
"Larah_Sky" femdom, make me bi, sfw, sissy sluts, slave, slave training Pimped Slave Fantasy manyvids (Larah_Sky)
Larah_Sky
0
108
Jamiett Feminine Itch (JamieTT) 09:09
Jamiett Feminine Itch (JamieTT)
JamieTT
0
66
Goddess Lacey Sissy Blackmail (Goddess Lacey) 06:49
Goddess Lacey Sissy Blackmail (Goddess Lacey)
Goddess Lacey
0
47