Kendall Penny Fetish Videos & Clips
I'm Kendall Penny, and I love taking control. My favorite scenes involve femdom and total domination where I get to be the mistress you need. I enjoy the process of breeding and the intensity of a creampie, often paired with bareback action.
If you're a virgin, I'm here for some virgin humiliation to show you exactly how things work. I love cock worship and ass worship, making sure you know your place while I'm in charge.
For those who want to be conditioned, I provide cum eating instruction and cei to ensure you're fully trained. We can start with a foot fetish session or some frotting before moving to facials and cumshots.
I'm always down for a threesome or a bit of spitting to keep things interesting. Whether it's cum in mouth or ass to mouth, I make sure every scene is a total power trip.
Kendall Penny Fetish Videos & Clips
I'm Kendall Penny, and I love taking control. My favorite scenes involve femdom and total domination where I get to be the mistress you need. I enjoy the process of breeding and the intensity of a creampie, often paired with bareback action.
If you're a virgin, I'm here for some virgin humiliation to show you exactly how things work. I love cock worship and ass worship, making sure you know your place while I'm in charge.
For those who want to be conditioned, I provide cum eating instruction and cei to ensure you're fully trained. We can start with a foot fetish session or some frotting before moving to facials and cumshots.
I'm always down for a threesome or a bit of spitting to keep things interesting. Whether it's cum in mouth or ass to mouth, I make sure every scene is a total power trip.
Kendall Penny XXX Latest Videos
Kendall Penny Punishes Task App Guy With Her Cock
8/18/26 1:00 PM•51 min•1863 MB•mp4•720p
Kendall Penny Punishes Task App Guy With Her Cock
8/18/26 1:00 PM•51 min•1863 MB•mp4•720pPrice$39.99 USDStoreKink - TS SeductionCategoryTrans WomanRelated CategoriesBDSM,Domination,FemdomKeywordsTs,Ts Fucks Male,Role Play,Anal,Blowjob,Cock Worship,Male Sub,Bottom,Humiliation,Ts Seduction,Kink Ts,Kink,Fetish Wear,Corbin Dallas,Kendall PennyPerformersKendall PennyDescriptionKendall Penny sits at the edge of her bed wearing long leather boots and a short skirt. She waits impatiently for her Task App guy to come over and fold her laundry. Corbin Dallas knocks on the door and when he enters, is immediately apologetic to Kendall for his tardiness. Kendall scolds him for being late and tells him to get on his knees. Kendall sits on her bed, kicks one long leg up and tells Corbin to worship her tall leather boots. He licks her boots all the way up and she pulls her hard cock out from her lacy panties. Corbin swallows her whole cock and sucks it with enthusiasm. She buries his head between her ass cheeks then puts him over her knee for some hard ass spankings. Kendall puts him on his back, pulls his head to the edge of the bed and shoves her hard cock down his throat and fucks his mouth. She gets Corbin's ass in the air and fucks his ass raw!!!
Quintuple Cumshot Handjob Scene that means 5 times fellas)
8/14/26 10:26 PM•13 min•681 MB•mp4•1080pClick for gif
Quintuple Cumshot Handjob Scene that means 5 times fellas)
8/14/26 10:26 PM•13 min•681 MB•mp4•1080pPrice$27.99 USDStoreTgirlOneGuyCategoryTrans WomanRelated CategoriesCumshots,Handjobs,Highly Arched Feet,Orgasms,SpittingPerformersKendall Penny, Quintuple EjaculatorDescriptionKendall Penny's very FIRST TRIPLE CUMSHOT! Never in my life, have I ever cum three times...consecutively. They call that a hat trick, don’t they boys?
This guy has me cumming non-stop for 60 ENTIRE seconds! Five cumshots, first handjob scene, one unforgettable career defining moment (takes bow).
He finishes stroking my milky covered cock, spewing a DOUBLE ejaculate, bathing me in his boy batter.Anal Instinct: Kendall Penny & Tony Orlando
8/7/26 1:00 PM•45 min•1634 MB•mp4•720p
Anal Instinct: Kendall Penny & Tony Orlando
8/7/26 1:00 PM•45 min•1634 MB•mp4•720pPrice$35.99 USDStoreKink - TS SeductionCategoryTrans WomanRelated CategoriesBDSM,Domination,Foot Fetish,Submissive SlutsKeywordsTs,Ts Fucks Male,Role Play,Anal,Blowjob,Cock Worship,Male Sub,Brunet,Bdsm,Blindfold,Clover Clamps,Kink,Kendall Penny,Tony OrlandoPerformersKendall Penny, Tony OrlandoDescriptionDressed in all white, Kendall Penny walks into an FBI interrogation room. She's been brought in to be questioned by Detective Tony Orlando. She grabs him by the hair and shoves his mouth onto her hard cock. He takes her cock balls deep down his throat. She bends him over the chair, ships his ass with her belt, and shoves her fingers deep in his ass. Kendall sits him down in the chair and puts a latex hood over his head. She slaps his chest and puts clover clamps on his nipples. She stuffs her cock back in his mouth and fucks his face. She commands him to lick her feet and he drops immediately and licks her feet. Kendall places a blindfold over Tony's eyes and torments him with a On top of a dirty mattress she gets him on his back and cuffs his ankles to his wrists. She fucks his ass deep hard and raw!!!
Southern Sass: Kendall Penny Submits for the First Time!
7/31/26 1:00 PM•45 min•1623 MB•mp4•720p
Southern Sass: Kendall Penny Submits for the First Time!
7/31/26 1:00 PM•45 min•1623 MB•mp4•720pPrice$35.99 USDStoreKink - TS SeductionCategoryTrans WomanRelated CategoriesBDSM,Femdom,Foot Fetish,Submissive SlutsKeywordsC4sdominate22,Big Dick,Ts,Role Play,Anal,Blowjob,Cock Worship,Feet,Bondage,Male Fucks Ts,Kink Ts,Kink,Ts Seduction,Pierce Paris,Kendall PennyPerformersPierce Paris, Kendall PennyDescriptionFierce and fiery Kendall Penny is tough badass southern woman who craves to be roughly taken and put in her place by a real man. She doesn't know if pretty built blonde Pierce Paris is up to the challenge. He flogs her ass and back as she taunts him and tells him her even her Step-daddy hits harder. Unfazed by her goading, Pierce cuts off her panties and shoves them in her mouth. He slaps her tits, spanks her ass, and continues working on Kendall's flesh, setting a pace that eventually leaves her in tears. Kendall sobs and giggles, enjoying the cathartic release that comes with the pain. Next, Kendall is tied down spread eagle. Pierce edges her slowly until Kendall is begging to cum. Unfortunately for her, Pierce has other plans. He crops and zaps her sensitive thighs until she's squirming in bondage. He rips off her stockings, takes off her heels, and exposes her feet. He canes and zaps them as Kendall yelps in surprise. Then he puts Kendall on her knees. She looks up at him through her lashes as she swallows inch after inch of his fat cock!!!

Therapy Makes Everything Better
7/7/26 12:19 PM•24 min•1286 MB•mp4•1080pPrice$25.99 USDStoreTgirlOneGuyCategoryTrans WomanRelated CategoriesBareback,Confessions,Cum In Mouth,Face Fucking,FacialsPerformersKendall Penny, Therapy ClientDescriptionDr. Penny discovers what her patient has been struggling to put into words. Little does he know that she has just the solution to his problem right between her very thighs!
She unpacks all the tension he has be holding, with her cock in his thirsty man holes and leaves him covered in her cum. Who knows what she will uncovers in next week’s session!
JOI Conversion Therapy
6/24/26 2:41 PM•13 min•669 MB•mp4•1080pPrice$15.99 USDStoreTgirlOneGuyCategoryJOIRelated CategoriesCei,Cum Eating Instruction,Jerk Off Instruction,JOI Games,Trans WomanPerformersKendall PennyDescriptionGive it up darling. You aren’t strong enough to resist what it is that you desire most. I guide you to jerk your cock off with Mistress and taste your load with me. Become the cum slut you were born to be Str8 boy.

Breeding Nylon Virgin Fetishist
3/12/26 2:45 AM•24 min•1633 MB•mp4•1080pPrice$28.99 USDStoreTgirlOneGuyCategoryNylon ClothingRelated CategoriesAss Fetish,Breeding,Shoe & Boot Worship,Virgin HumiliationPerformersKendall Penny, Nylon BottomDescriptionThis Canadian cuck is a total nylon slut. He had NEVER had a real cock in his ass, much less feel his first load shooting up his cunt.
He reveled in worshiping my ass and cock. Mistress feeds that bussy such a juicy milky first load. One he will never forget!
#trans #nylonfetish #assworship #cockgagging #virgin
#breeding #orgasmdenial
The Last Virgin of 2025
1/26/26 9:26 PM•29 min•1999 MB•mp4•1080pPrice$35.99 USDStoreTgirlOneGuyCategoryVirgin HumiliationRelated CategoriesCbt,Cum In Mouth,Orgasm Control,Small Penis Humiliation,Trans WomanKeywordsFacial,Made To Eat Own Cum,Dick Comparison,Virgin,Cum Swap,Panty Boy,Ass Worship,Cock Training,Pit Worship,Humilation,Cum Denial,SpitPerformersKendall Penny, Last Virgin 2025DescriptionThe final virginity I took of 2025 was def one for the books! This fella learns what it's like to be truly turned out. He learns how to suck cock, eat ass, frot cocks, admit the truth about his small useless cock, deep throat, eat my cum and then made to eat his own after nutting on my dick!
#virgin
#dickcomparison
#assworship
#pantyboy
#pitworship
#spit
#sph
#cockring
#cumdenialtease
#madetoeathisownload
#orgasmdenial
#madetoeathisownload
New Year, New You CEI
1/14/26 5:48 PM•13 min•1178 MB•mp4•1080pPrice$16.99 USDStoreTgirlOneGuyCategoryCeiRelated CategoriesCum Countdown,Cum Eating Instruction,Femdom,JOI,Trans WomanKeywordsTrans WomanPerformersKendall PennyDescriptionLet’s start the year off right boys! Time for more conditioning away from pussy and to worshipping my cock!
You are made to eat your load with me to prove to Mistress that you have what it takes to be my good subbie boy.Sniff Tgirl ass till you cum on command & eat your load!
1/7/26 9:51 PM•5 min•1242 MB•mp4•4kClick for gif
Sniff Tgirl ass till you cum on command & eat your load!
1/7/26 9:51 PM•5 min•1242 MB•mp4•4kPrice$14.99 USDCategoryCum CountdownKeywordsC4sgooning26,Trans,Kendal Penny,Tgirl,Cumshots,Big Dick,Black Dick,Interracial,Cum Countdown,Oral Training,Smother,DominationPerformersSlayer, Kendall PennyDescriptionYea thats right, Ts Kendall penny is going to drain your balls as she rides your face and stuffs your mouth with her cock. The deal is you cum and eat ever drop??
Get to stroking !!
Happy New Year! Time to celebrate with the most epic load imaginable.
1/4/26 3:48 PM•8 min•686 MB•mp4•1080pClick for gif
Happy New Year! Time to celebrate with the most epic load imaginable.
1/4/26 3:48 PM•8 min•686 MB•mp4•1080pPrice$24.99 USDStoreTgirlOneGuyCategoryCumshotsRelated CategoriesBodystockings,Cei,Slow Motion,Solo Masturbation,Trans WomanKeywordsSlow Motion,Trans,CumshotsPerformersKendall PennyDescriptionSlow-Mo solo cumshot scene. By far the LARGEST ever caught on film. And it repeats the cumshot!
Anal ASS-ault | Lady Vi, Kendall Penny and Bondage Toy
12/16/25 8:12 PM•23 min•1709 MB•mp4•1080p
Anal ASS-ault | Lady Vi, Kendall Penny and Bondage Toy
12/16/25 8:12 PM•23 min•1709 MB•mp4•1080pPrice$22.99 USDStoreSatanatrixCategoryStrap-OnRelated CategoriesAnal,Double Domination,Femdom,Fisting,PeggingKeywordsObjectification,Huge Insertions,Large Toys,Extreme Anal Stretching,Big Strap On,Hole To Be Used,Hood,Bondage Bed,Dungeon,Dominatrix,Satanatrix,Church Of Satanatrix,Lady Vi,Kendall Penny,Bondage ToyPerformersLady Vi, Bondage Toy, Kendall PennyDescriptionLady Vi and Kendall Penny take turns fucking and fisting Bondage Toy until it taps out. Bondage Toy is passed back and forth until it can't take anymore. Real scenes, authentic and unscripted. Featuring: Lady Vi, Kendall Penny, and Bondage Toy | Videographer: Stefinatrix






