Lady Lila Stern Fetish Videos & Clips
I'm Lady Lila Stern, and I specialize in breaking you down. I love the process of sissy training, turning you into one of my sissy sluts while I wear latex.
I'll keep you locked in chastity and enforce strict diaper discipline to make sure you know your place. If you're lucky, you'll experience my strap-on in a femdom pov scene.
I enjoy cuckolding and small penis humiliation to keep my slaves feeling small. I'm a curvy Mistress who doesn't tolerate failure, so expect plenty of ballbusting and corporal bdsm if you slip up.
I also enjoy role play and blackmail fantasy to put you in a position you can't refuse. Whether it's ass smothering or double domination, Lady Lila Stern ensures you stay submissive.
I'll push you through submissive / slave training until you're the perfect object for my pleasure.
Lady Lila Stern Fetish Videos & Clips
I'm Lady Lila Stern, and I specialize in breaking you down. I love the process of sissy training, turning you into one of my sissy sluts while I wear latex.
I'll keep you locked in chastity and enforce strict diaper discipline to make sure you know your place. If you're lucky, you'll experience my strap-on in a femdom pov scene.
I enjoy cuckolding and small penis humiliation to keep my slaves feeling small. I'm a curvy Mistress who doesn't tolerate failure, so expect plenty of ballbusting and corporal bdsm if you slip up.
I also enjoy role play and blackmail fantasy to put you in a position you can't refuse. Whether it's ass smothering or double domination, Lady Lila Stern ensures you stay submissive.
I'll push you through submissive / slave training until you're the perfect object for my pleasure.
Lady Lila Stern XXX Latest Videos
Sissy Educational Part 2: Chastity, Keyholding and Panties
9/30/26 5:44 PM•18 min•2467 MB•mp4•1080p
Sissy Educational Part 2: Chastity, Keyholding and Panties
9/30/26 5:44 PM•18 min•2467 MB•mp4•1080pPrice$19.99 USDCategorySissy TrainingRelated CategoriesChastity,Femdom,Femdom Pov,Latex,Sissy SlutsKeywordsSissy SlutsPerformersLady Lila SternDescriptionIn this Sissy educational Part 2 : Chastity, Keyholding and Panties, We will discuss giving up even MORE control to your Mistress and the many reasons you need to be locked up and controlled. We will discuss types of chastity cages and what’s right for you sissy. We will talk about key holding and why it’s such a turn on. I will tell you why i LOVE controlling your sissy clit, owning your sexuality. We will Look at different styles of panties .. i will tell you what panties are best to wear with your chastity. Ultimately it’s up to your Mistress to decide what you will wear but this will give you a great start learning what I like, which of course is why you’re here slut. Well that, and to stare at me in a sexy latex dress.
Revenge In Latex (Blackmail Fantasy)
9/3/26 2:49 PM•14 min•1967 MB•mp4•1080p
Revenge In Latex (Blackmail Fantasy)
9/3/26 2:49 PM•14 min•1967 MB•mp4•1080pPrice$14.99 USDCategoryBlackmail FantasyRelated CategoriesFemdom,Femdom Pov,Latex,Role Play,Submissive / Slave TrainingKeywordsFemdomPerformersLady Lila SternDescriptionMistress Lila meets a man while she is out and about and invites him to her Dungeon for some “ private “playtime. He has never done anything like that before, but she’s so alluring. He cannot help but try it out. When he comes in, she’s wearing a very sexy Latex dress. She makes him kneel and she collars him, locks his hands behind his back and locks his dick in Chastity. Once he is completely restrained, she reveals an ulterior motive. She tells him that she knows who he is and thats why she invited him here . She knows about the bad things that he has done and tells him this is payback. That his dick will be permanently locked up and he will be consistently reporting to her for punishment until she says otherwise.
A BallBusting Punishment for Lady Lila's Chastity Slave
8/31/26 4:49 PM•9 min•1288 MB•mp4•1080p
A BallBusting Punishment for Lady Lila's Chastity Slave
8/31/26 4:49 PM•9 min•1288 MB•mp4•1080pPrice$10.99 USDCategoryBallbustingRelated CategoriesChastity,Female Domination,Femdom,Latex,Submissive / Slave TrainingKeywordsFemdomPerformersLady Lila SternDescriptionLady Lila calls for her Chastity slave. She is sexier than ever in her pink latex skirt that ties in the back exposing her perfect ass and a revealing latex bikini top. Her slave comes in wearing a new pair of pink Latex underwear with Miss Lila‘s name on them except he has not shined them, which is completely unacceptable. She tells him that he will now have to take a punishment for her and she’s in the mood to give him a hard ballbusting. She unlocks his chastity and proceeds to kick him several times with her high heels on. She then gets very close and seductive... encouraging him to take more for her.... She knees him in the balls several times and he cries out...Miss Lila decides to finish him by taking off her shoes and gives him several hard kick with her bare feet taking him down. She then tells him to lock back up and sends him away
Dinner Date Turns into the ULTIMATE FemDom Fantasy
8/26/26 7:13 PM•15 min•2125 MB•mp4•1080p
Dinner Date Turns into the ULTIMATE FemDom Fantasy
8/26/26 7:13 PM•15 min•2125 MB•mp4•1080pPrice$15.99 USDCategoryStrap-OnRelated CategoriesFemale Domination,Femdom,Humiliation,Sissy Sluts,Sissy TrainingKeywordsSissy SlutsPerformersLady Lila SternDescriptionOn his knees, only having memory of his hot dinner date with the gorgeous Lila Stern, her date finds himself in Miss Lila's Pretty Pink Palace of Kink, on his knees with her big strap on cock staring down at him. Eyes wide he realizes he is dressed like a girl and his cock is locked up in chastity. Fortunate to even be in this room with the most beautiful woman he has ever seen, he knows he must comply, open his mouth and all his other holes for her and take it like the sissy bitch he is.
- 8/24/26 8:40 PM•17 min•2297 MB•mp4•1080p

Sissy Education Series Part 1
8/24/26 8:40 PM•17 min•2297 MB•mp4•1080pPrice$15.99 USDCategorySissy TrainingRelated CategoriesFemdom,Femdom Bdsm,Femdom Pov,Gloryhole,Sissy SlutsKeywordsSissy SlutsPerformersLady Lila SternDescriptionWelcome to Mistress Lila’s Sissy Education Series, Part 1. GLORY HOLE ETIQUETTE.
After all her years of experience training the Sissy sluts of the world, Mistress Lila felt she should spread her knowledge deep and wide.. just like your hole Sissy!
The first part of the education series entails a favorite of all... The Pink Dungeon Glory Hole. For many years since she opened her pink palace Lady Lila Stern has gotten nonstop requests to suck and get fucked at the Pink Dungeon Gloryhole. Unfortunately, most of those requests go unanswered because sissies do not have the right etiquette or if they do get an opportunity to try, ...they do not know the proper glory hole cock sucking techniques. Of course this is always a huge disappointment for Mistress Lila and the pink Dungeon staff.. not to mention all the big cocks that made the effort to come out and get sucked by a slutty little Sissy like you only to be disappointed by your lackluster skills. today that all changes. Today you will listen closely to Mistress Lila’s instructions and next time you get a chance to cock suck at the pink Dungeon Gloryhole or any Dungeon glory hole . You will not make yourself more humiliated than you already are .
Look out for other parts of Mistress Lila’s Sissy Series coming soon...
Onto your face.
A Sissy Situation at the Office
8/19/26 5:00 PM•18 min•2473 MB•mp4•1080p
A Sissy Situation at the Office
8/19/26 5:00 PM•18 min•2473 MB•mp4•1080pPrice$20.99 USDCategoryStrap-OnRelated CategoriesFemdom,Latex,Office Domination,Office Scene,Sissy TrainingKeywordsOffice DominationPerformersLady Lila Stern, Sissy BubblesDescriptionJust another day at the office for Bubbles until Ms. Stern calls her in for a private meeting to discuss some concerns that have recently been brought to her attention. As a Woman Owned Company, Miss Lila prides her office as a safe space for women and ONLY WOMEN so you can imagine the shock Ms. Stern feels when she hears there may be some questions about one of HER employees. She demands Bubbles come immediately for a private meeting, When she arrives she sees Ms. Lila at her desk wearing a gorgeous pink latex jacket. Miss Lila confronts her and Bubbles is told to lift up her latex skirt and expose herself, she then reveals her little dick locked up in chastity. Bubbles begs for mercy and Ms. Lila tells her if she wants to be a girl, she will need to take it like a girl, bent right over Ms. Sterns pink desk. Bubbles is allowed to stay at the office as Ms. Sterns Forever and always Sissy Slave.
- 8/17/26 2:51 PM•11 min•1463 MB•mp4•1080p

MY ASS IS YOUR NEW RELIGION
8/17/26 2:51 PM•11 min•1463 MB•mp4•1080pPrice$15.99 USDCategoryReligiousRelated CategoriesAss Fetish,Ass Worship,Femdom,Femdom Pov,HumiliationKeywordsAssaugust,AllassaugustPerformersLady Lila SternDescriptionSo you want to worship my ass? Well, ass worship is only a reward for good behavior... have you been well behaved? Have you suffered enough for me? Been generous enough? If not then you’ll have to make some kind of sacrifice for me ass slave... I know just the thing...MY ASS can be YOUR GOD... in fact, my ass is so good it can even be your new religion! You will abandon all other Gods. You will practice no other religion but mine. You will convince your family and friends to do the same... you are afraid that might be too for her, but looking at me and my short tight dress.... you know that you must worship. That my ass must become the ONLY thing you worship. My ASS is your temple, your GOD, your NEW Religion.
Latex Ballbusting Ft Lady Lila and @GoddessEmmeline
8/3/26 10:19 PM•11 min•1467 MB•mp4•1080p
Latex Ballbusting Ft Lady Lila and @GoddessEmmeline
8/3/26 10:19 PM•11 min•1467 MB•mp4•1080pDescriptionGoddess Emmeline and Lady Lila love to enjoy themselves at The Pink Dungeon with some Ballbusting.They deliver one hard barefoot kick after the next to the slave who is mounted on the St Andrews cross while their latex sissy maid lurks in the background available for service at any time.
My Latex Sissy Secretary Ashtray
8/3/26 8:51 PM•8 min•1084 MB•mp4•1080p
My Latex Sissy Secretary Ashtray
8/3/26 8:51 PM•8 min•1084 MB•mp4•1080pPrice$10.99 USDCategorySmokingRelated CategoriesClassic Smoking,Femdom,Latex,Office Domination,Sissy TrainingKeywordsClassic SmokingPerformersLady Lila Stern, Sissy BubblesDescriptionLady Lila has a Latex Sissy Secretary and she's putting her to good use....As her human ashtray. Watch The sexy Lady Lila in her shiny latex smoke and use her sissy as an ashtray... with a few other naughty humiliating surprises . at the end, She uses her ashtray and then puts her cigarette out on her tongue and dismisses her.
- 7/29/26 9:36 PM•11 min•1536 MB•mp4•1080p

Public Foot Seduction POV
7/29/26 9:36 PM•11 min•1536 MB•mp4•1080pPrice$11.99 USDCategoryFoot DominationRelated CategoriesBarefoot,Femdom,Femdom Pov,Foot Fetish,Foot HumiliationKeywordsBarefootPerformersLady Lila SternDescriptionYou're casually walking in the park and you see a beautiful woman with her shoes off. You try not to look but she beckons you over for "help" and somehow you get seduced into worshipping her gorgeous size 7 feet in PUBLIC!
Locked Virgin Loses His Sissy Virginity
7/29/26 6:48 PM•8 min•1093 MB•mp4•1080p
Locked Virgin Loses His Sissy Virginity
7/29/26 6:48 PM•8 min•1093 MB•mp4•1080pPrice$9.99 USDCategoryHumiliationRelated CategoriesChastity,Female Domination,Femdom,Femdom Pov,Virgin HumiliationKeywordsFemdom PovPerformersLady Lila SternDescriptionil Sissy Virgin is locked for life but Mistress Lila, hot as she is has mercy on this pathetic useless locked virgin and decides maybe you should be allowed to at least lose your virginity before you are locked for life. Unfortunately it was not the way you had in mind... you don't get to fuck pussy loser haha...it's COCK of course. You are going to lose your ANAL virginity silly!

Step-Mommy likes to keep you wet
7/16/26 1:08 AM•6 min•141 MB•mp4•720pDescriptionYou know that ONLY your Step-Daddy and the nannies change you. I CANNOT be bothered with filthy little nappies! I guess you'll just have to wait all WET like the naughty boy you are. You will be so ashamed sitting in your mess!

