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Sissy Porn - Fetish Videos, Page 2

Sissy fetish videos on HighTide, page 2.

Mackenzie Moss' Strap-On Sissy Domination: A Chastity Nightmare

Mar 14

Strapon / Chastity / Femdom / Sissy / Anal / Strapon

Mackenzie Moss' Strap-On Sissy Domination: A Chastity Nightmare - Fetish Porn Video on HighTide

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14-03-2026, 08:48

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👤 Models: Mackenzie Moss

📺 Quality: FullHD 1080p

Mackenzie Moss' Strap-On Sissy Domination: A Nightmare of Cock Hunger and Submission. Mackenzie Moss goes all in and the strapon turns truly sleazy from first minute to last.

↓ Free download »

Kat Dior Dominates Lance Hart with Messy Strap-On Pegging

Feb 23

Emasculation / Cumshot / Big Tits / Chastity / Sissy / Big Booty / Pantyhose / Edging Begging To Cum / Strap On Pegging

Kat Dior Dominates Lance Hart with Messy Strap-On Pegging - Fetish Porn Video on HighTide

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23-02-2026, 12:19

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👤 Models: Kat Dior & Lance Hart

📺 Quality: SD

Mistress Kat Dior takes power in a messy strap-on pegging show with chaste slave Lance Hart. Will he be able to handle her cruel commands?

↓ Free download »

Transsexual Strapon Domination: Goddess Tangent, Natalie Mars &

Feb 20

StrapOn / Latex Maid / Chastity Devices / Sissy / Transsexuals / Shemale / Femdom

Transsexual Strapon Domination: Goddess Tangent, Natalie Mars & - Fetish Porn Video on HighTide

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20-02-2026, 20:00

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Check it out to watch some savage romp as dominant trans stars Goddess Tangent, Natalie Mars, and Jasmine Mendez take power in this dirty porn for hounds of transsexual strapon

↓ Free download »

EmperorHypnos - Emperor Hypnos: Transsexual Domination and Deepthroat

Feb 18

Submissive / Deepthroat / Music / Fetish / Black / Anal / Blowjobs / Shemale / VR / Sissy / Pmv

EmperorHypnos - Emperor Hypnos: Transsexual Domination and Deepthroat - Fetish Porn Video on HighTide

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18-02-2026, 13:27

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👤 Models: EmperorHypnos

📺 Quality: FullHD 1080p

Check out a wild ride as Emperor Hypnos dominates and humiliates his shemale partner in this dark and depraved transsexual fetish video!

↓ Free download »

Venus Lux's First Time - TS Blowjob, Futanari, Anal

Feb 16

Shemale / BlowJob / Dickgirl / Futanari / Bottom / TS / Tgirl / Brunette / Girl With Surprise / Anal / 2k / VR / CowGirl / Asian / Ladyboy / Sissy / Virtual Reality / RealFuta / Hardcore

Venus Lux's First Time - TS Blowjob, Futanari, Anal - Fetish Porn Video on HighTide

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16-02-2026, 17:05

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Venus Lux Gives You Her First Rowdy Transsexual Show! Her Take It All in This Wicked Blowjob and Anal Sleaze!

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Lydia Black: Anal Domination and Pegging - Femdom Porn

Feb 10

Anal / Femdom / Hardcore / Ballbusting / Ass Licking / Rimjob / Blowjob / Pussy Licking / Sissy

Lydia Black: Anal Domination and Pegging - Femdom Porn - Fetish Porn Video on HighTide

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10-02-2026, 10:31

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👤 Models: Lydia Black / Lance Hart

📺 Quality: FullHD 1080p

Of female domination, watch the heated power wild between dominant Lydia Black and her slave, Lance Hart, as she commands him to submit to her every desire.

↓ Free download »

Macy Cartel - Sissy Slut Husbands - Rough Femdom Kink Clip - Full HD

Feb 08

Ass Lick And Worship / Femdom / Sissy / Anilingus

Macy Cartel - Sissy Slut Husbands - Rough Femdom Kink Clip - Full HD - Fetish Porn Video on HighTide

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8-02-2026, 08:59

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👤 Models: Macy Cartel

📺 Quality: FullHD 1080p

Macy Cartel dominates her sissy slut husband with a powerful ass lick and worship clip. See she takes domination of the power crazy in this savage femdom video!

↓ Free download »

Harlee Chanel's Sissy Maid Transformation - Depraved SissyPOV Porn

Feb 05

Harlee Chanel's Sissy Maid Transformation - Depraved SissyPOV Porn - Fetish Porn Video on HighTide

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5-02-2026, 16:21

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Embrace the Depravity: Sissy Goddess Harlee Chanel Transforms You into a Sissy Maid - SissyPOV

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Goddess Tangent's Bimbofication Clinic - A Strap-On Fetish Fantasy

Jan 27

Trans / Sissy / Strapon / Chastity / Fetish / Latex / Forced Bi / Femdom

Goddess Tangent's Bimbofication Clinic - A Strap-On Fetish Fantasy - Fetish Porn Video on HighTide

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27-01-2026, 10:11

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👤 Models: Goddess Tangent / Eva Maxim

📺 Quality: FullHD 1080p

Peep Goddess Tangent skillfully transforms her submissive into a bimbofied plaything in this shemale video with a messy strap-on fetish fantasy.

↓ Free download »

Sissy Joyce's First Interracial Thrill with a Mighty Black Cock!

Jan 26

Blowjob / Sissy / Interracial / Male Fucks Trans / Chastity / Condom / Anal / Transsexual

Sissy Joyce's First Interracial Thrill with a Mighty Black Cock! - Fetish Porn Video on HighTide

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26-01-2026, 22:24

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👤 Models: Sissy Joyce / male

📺 Quality: FullHD 1080p

Sissy Joyce's erotic clip begins with her first interracial clip, starring a massive black cock in an anal encounter that will leave you worked up.

↓ Free download »

Charlotte Sins' Kinky Domination: Train and Break Them

Jan 13

Hand Jobs / Pantyhose + Leotard / Cumshot / Leotard / Sissy

Charlotte Sins' Kinky Domination: Train and Break Them - Fetish Porn Video on HighTide

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13-01-2026, 18:46

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👤 Models: Charlotte Sins

📺 Quality: HD 720p

Granular, sleazy details of Charlotte Sins as she dominates and breaks her helpless submissive in this hardcore femdom clip, focusing on hand jobs, pantyhose, leotards

↓ Free download »

Miss Eve Harper's Sissy Playtime - A Bound Femdom Fetish - Full HD

Jan 04

Sissy / Femdom / Chastity / Bondage / Fucking Machine

Miss Eve Harper's Sissy Playtime - A Bound Femdom Fetish - Full HD - Fetish Porn Video on HighTide

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4-01-2026, 09:43

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👤 Models: Eve Harper

📺 Quality: FullHD 1080p

See Mistress Eve Harper dominates her sissy slave with a chastity cage and spreader bar bondage before using a fucking machine to train her mouth.

↓ Free download »

Mackenzie Moss - Sissies Lick Better - Ass Worship Fetish

Dec 30

Pussy Licking / FaceSitting / Sissy / Vibrator / Femdom / Chastity / Pussy Worship

Mackenzie Moss - Sissies Lick Better - Ass Worship Fetish - Fetish Porn Video on HighTide

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30-12-2025, 20:23

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👤 Models: Mackenzie Moss

📺 Quality: FullHD 1080p

Mackenzie Moss dominates a sissy boy with face-sitting and pussy licking, leaving him frustrated yet obedient.

↓ Free download »

Layla Leoni & Taya Sissify Mr. Jones - Femdom Porn TransFetish

Dec 19

Forced Feminization / Domination / Sissy / Transvestite / FemDom / Fetish / Crossdress / StrapOn / Cuckold / Dildo

Layla Leoni & Taya Sissify Mr. Jones - Femdom Porn TransFetish - Fetish Porn Video on HighTide

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19-12-2025, 08:12

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👤 Models: Layla Leoni / Taya / Sissy Slut Holly

📺 Quality: SD

Two Russian dommes see an unsuspecting man's hidden desires and transform him into a sissy slut named Nikki in this rough fetish video.

↓ Free download »

Sissy Goes Hard: A Divine Pee Drinking Cum Swallowing Fetish Movie!

Jul 22

Pissing / Crazy / Degustation / Pussy Wash / BoyGirl / Teen

Sissy Goes Hard: A Divine Pee Drinking Cum Swallowing Fetish Movie! - Fetish Porn Video on HighTide

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22-07-2025, 19:13

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👤 Models: Sissy

📺 Quality: Full HD

Let your wildest fantasies run free as sissy enjoys her favorite fetishes - pee drinking and cum swallowing!

↓ Free download »

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