Hot Lily Thot Punished Hard With Slapping & Spanking
Release Year: 2022
Cast: Lily Thot
Genres: BDSM, Ass Licking, Rimming, Blowjob, Cumshot, Facial, Crying, Slapping, Spanking
Video language: English
Alas, we have reached Lily's final session from her recent stay at the Assylum. What this one lacks in creativity it gains in authenticity. You see, Lily did something bad: she slept through one of her previous sessions. So she and Dr. Mercies agreed she needed to be punished. Dr. Mercies punished her PAWG ass very hard with the vicious rubber tawse. He slapped her face. And he used her mouth roughly. You don't see many sessions like this at the Assylum, but Lily is a real-deal submissive masochist, and it was the right session at the right time.
Format: mp4
Duration: 30:43
Video: 1920x1080, AVC (H.264), 5581kbps
Audio: 119kbps
File size: 1.3 GB
Punished Lily
Release Year: 2024
Genres: BDSM, Bondage, Humilation
Video language: English
Alas, we have reached Lily's final session from her recent stay at the Assylum. What this one lacks in creativity it gains in authenticity. You see, Lily did something bad: she slept through one of her previous sessions. So she and Dr. Mercies agreed she needed to be punished. Dr. Mercies punished her PAWG ass very hard with the vicious rubber tawse. He slapped her face. And he used her mouth roughly. You don't see many sessions like this at the Assylum, but Lily is a real-deal submissive masochist, and it was the right session at the right time.
Format: mp4
Duration: 30:43
Video: 1920x1080, AVC (H.264), 5581kbps
Audio: 119kbps
File size: 1.3 GB
Lily Lane - Held Accountable
Release Year: 2017
Cast: Lily Lane
Genres: BDSM, Bondage, Torture, Humiliation
Video language: English
Lily Lane is a naughty accountant who is punished for her misdeeds. At INSEX we pay our debts. Lily Lane was hired as our accountant pay our bills. She couldn't even do that correctly. When OT checks the books he finds that several affiliates haven't been paid in a timely manner. It's a good thing Lily is pretty. OT finds a new way for her to be of use. As he strips her of her clothes and dignity she apologizes and pleads for forgiveness. It's not so easy. Now that he's seen whats under her skirt he's not about to let her get away without having a little fun. She needs to be punished for her transgressions and OT is going to enjoy every second of it. Stuck in stocks Lily has her legs spread wide. A bit gag holds her mouth open and the drool flows freely. OT wants to make her face as hideous as her soul. He puts a dental gag in her mouth to open her face up and then wraps her head. She's now just a face hole.
Format: mp4
Duration: 32:58
Video: 1280x720, AVC (H.264), 7296kbps
Audio: 109kbps
File size: 1.7 GB
Busty Babe Lily Lane Restricted & Punished Hard
Release Year: 2018
Cast: Lily Lane
Genres: BDSM, Bondage, Humiliation, Torture, Vibrator
Video language: English
Lily's every bodily function is restricted. Lily is used to sucking dick when she comes to visit Insex. However, OT has a bit of a twisted sense of humor. He shoves several hard inches of cold steel down her throat. She drools and coughs as it triggers her gag reflex. Her tight body flinches and twists as she tries to get off of the rod. OT Lily's ass with more steel. Her back is made to arch pushing her ass out in the most exquisite manner. Her tits are exposed and she's left to create a puddle on the floor. The theme of the day is restriction and Lily is definitely restricted. From the orgasm denial, to breath control, to sight restriction, to the strenuous bondage positions Lily is given no freedom. She is ours to play with. The bondage positions start hard and they only get harder.
Format: mp4
Duration: 40:07
Video: 1280x720, AVC (H.264), 7330kbps
Audio: 106kbps
File size: 2.1 GB
Golden fund bdsm video Punished Lily
Release Year: 2022
Studio: Assylum
Cast: Lily Thot
Genres: Ass Licking, Rimming, Blowjob, Cumshot, Facial, Crying, Slapping, Spanking
Video language: English
Alas, we have reached Lily's final session from her recent stay at the Assylum. What this one lacks in creativity it gains in authenticity. You see, Lily did something bad: she slept through one of her previous sessions.
Format: mp4
Duration: 30:43
Video: 1920x1080, AVC (H.264), 5581kbps
Audio: 119kbps
File size: 1.3 GB
Lily Starfire, Madison Wilde - Both had huge orgasms (2023)
Release Year: 2023
Cast: Lily Starfire, Madison Wilde
Genres: Lesbian, Interracial
Video language: English
Lily was on a dating app looking for guys to hook up with. She noticed that none of the guys looked hot to her. She started wondering if she even liked guys anymore. So Lily called in her roommate Madison to ask her how would she know if she liked girls. Madison said that’s easy. Let me kiss you and see if you like it. So Madison gave Lily a deep kiss and Lily seemed to like it. Then Madison asked Lily if she could undress her and play with her huge tits to see if she liked that. Lily seems to love how that felt. Madison seeing that Lily was all about it she went down and started licking Lily's pussy. Lily ended up having an orgasm and she asked her to eat her pussy from behind. Then after that Lily wanted to taste Madison's pussy. With Madison guiding Lily on what she liked, Madison had a huge orgasm. Then Madison busted out a vibrator that they both took turns on. Both had huge orgasms and Lily seemed all about girls now.
Format: mp4
Duration: 35:33
Video: 1920x1080, AVC (H.264), 9767kbps
Audio: 95kbps
File size: 2.5 GB
HardTied - Lily Lane, London River - With Love, Lily Lane
What an unfortunate turn of events for Lily Lane. Out for a drive through the country to reset she had some car troubles in the worst possible spot. Her cell phone has no signal. There's an upside though. Her biggest fan is about to have her wildest dreams made! London River has every DVD Lily has ever made. London finds Lily with a neck injury on the side of the road. That's where it all went wrong for Lily. There's something not quite right about her biggest fan. London has big plans for how she's going to rehabilitate Lily. She bathes and feeds Lily who is grateful, but just wants to go home. Lily is kept restrained while London gets her needs met. She makes Lily sign all of her DVDs and over 200 pictures. When and how will this nightmare end?
Format: mp4
Duration: 44:22
Video: 1920x1080, AVC (H.264), 15029kbps
Audio: 112kbps
File size: 4.8 GB
EverythingButt - Anal Sluts - Lily Thot And Stevie Moon
Gothic Lily Thot and shy Stevie Moon kiss and caress each other on a bed, slowly undressing. Lily begins licking and fingering Stevie’s asshole, eventually shoving all fingers inside. A Hitachi is introduced to Stevie’s clit which drives her over the edge. Lily fists and fingers Stevie to the point of an epic orgasm, then Lily gets their asshole eaten and tongue-fucked. Next, Lily is tied in a rope suspension, dangling in the air with their legs spread wide open, allowing easy ass access. Stevie fingers Lily’s ass and eats their pussy before sliding a huge glass toy inside Lily. Lily gets fucked harder and harder until they cum. Then, Lily sits on Stevie’s face, smothering her with their big, round asscheeks. Lily commands Stevie to insert more and more fingers rectally until fisting is achieved. Lily gets fisted until they cum, and their ass gapes after being thoroughly stretched by Stevie’s fist.
Format: mp4
Duration: 47:34
Video: 1920x1080, AVC (H.264), 9745kbps
Audio: 156kbps
File size: 3.4 GB
Lily Lane - Naughty Accountant
Genres: BDSM, Bondage, Rope Bondage, Submission, Domination, Torture, Spanking
Video language: English
Lily Lane was hired as our accountant pay our bills. She couldn't even do that correctly. When OT checks the books he finds that several affiliates haven't been paid in a timely manner. It's a good thing Lily is pretty. OT finds a new way for her to be of use.
As he strips her of her clothes and dignity she apologizes and pleads for forgiveness. It's not so easy. Now that he's seen whats under her skirt he's not about to let her get away without having a little fun. She needs to be punished for her transgressions and OT is going to enjoy every second of it.
Stuck in stocks Lily has her legs spread wide. A bit gag holds her mouth open and the drool flows freely. OT wants to make her face as hideous as her soul. He puts a dental gag in her mouth to open her face up and then wraps her head. She's now just a face hole.
Format: mp4
Duration: 32:58
Video: 1280x720, AVC (H.264), 7296kbps
Audio: 109kbps
File size: 1.7 GB
Office ass-istant Lily Lovecraft punished with dondage & spanking
Release Year: 2015
Cast: Lily Lovecraft
Genres: Rimming, Asslicking, Bondage, Spanking, Oral, BDSM, Domination, Humiliation, Toys
Video language: English
Pervert man is definitely going to have some fun with her. He takes on sub Lily Lovecraft in this erotic BDSM play session.
-After explaining the concept of the safe word, Master dominates the pretty babe! She really likes to spice up sex with a tiny bit o
Format: mp4
Duration: 1:01:02
Video: 1280x720, AVC (H.264), 3401kbps
Audio: 122kbps
File size: 1.5 GB
Jack and Jill - LilyKawaii's First Double Team
Release Year: 2021
Studio: Jack and Jill
Genres: Gonzo, Hardcore, Group Sex (FFMM), Petite, All Sex
Lilykawaii said she wanted to come back and visit us and try something new! We decided to set her up with our friend SamShockX for their first show and her first ever double team/spit roast. Lily said she was a bit nervous, but the show went perfectly! Lots of fun clips in the public show of us all spanking eachother, stripping our clothes off, massaging Lily and Lily giving her first double handjob. Show starts with Jill sucking Jack, Lily sucking Sam. Jill helps Lily with Sam, Jill sucks Sam's balls and feeds Sam's dick to Lily. Lily then gives her first ever double blowjob. Next Jill and Lily get fucked side by side riding cowgirl facing away and towards the camera and then in missionary. Sam then fucks Lily in while she sucks Jack's cock. Jack then fucks Lily in side- while Lily sucks Sam. Lily then tries the fuck bench for the first time and gets spit roasted by both guys. Show ends with Sam and Jack cumming all over Lily's perfect boobs and Jill licking off both guys cum. Multiple camera angles not featured in live show are shown in this recording. Jill and Lily give pussy close-ups before we say our goodbye's.
Format: mp4
Duration: 1:49:31
Video: 1920x1080, AVC (H.264), 2803kbps
Audio: 62kbps
File size: 2.3 GB
Kenzie Taylor, Lily Larimar - Hump In The Night (2022)
Release Year: 2022
Cast: Kenzie Taylor, Lily Larimar
Genres: Lesbian
Video language: English
After moving into a creepy new house with her stepmom (Kenzie Taylor), Lily Larimar hasn't been able to get a wink of shut-eye since the house is so creepy. Kenzie tries to console her at times, but Lily insists she's fine. She'll grow out of this! She's a big girl now, right? But comforting her isn't the only reason Kenzie wants to give Lily some comfort- she's actually got a mega crush on her!
Kenzie puts a plan in motion to seduce Lily. She invites her to watch a movie that evening, promising her they'll find something not scary to watch. But Kenzie ends up tricking Lily into watching a horror movie by choosing a movie that looks unsuspecting. She's hoping that Lily will get so scared that she'll have no choice but to leap into her stepmom's arms. Though Lily does end up getting scared, the plan backfires, with Lily going off to her room.
But Kenzie has one more trick up her sleeve. She starts making creepy noises through the walls of Lily's bedroom, which creeps Lily out so much that she ends up calling Kenzie into her bed. Kenzie is happy to oblige, and Lily has no idea that Kenzie was actually the reason for all the jump scares. They cuddle in bed, though Lily still can't calm down enough to get some rest. Well... Kenzie does have one idea that might help Lily relax. A little 'hump' in the night might be just what the doctor ordered!
Format: mp4
Duration: 37:51
Video: 3840x2160, AVC (H.264), 14646kbps
Audio: 125kbps
File size: 4.0 GB
WhippedAss - Gorgeous 19 Year Old Punished and Fist Fucked by Sinn Sage
Cast: Lily LaBeau
Lily LaBeau; beautiful face, gorgeous long legs, all natural perky tits and she’s dying to get fist fucked by a girl! Sinn Sage is hot as ever and makes Lily earn her attention with heavy punishment and hot girl on girl BDSM. She’s made to worship ass, takes two painful zippers, ass hooked, fisted and fucked in tight bondage with a large strap-on cock.
Format: mp4
Duration: 1:02:21
Video: 1920x1080, AVC (H.264), 10616kbps
Audio: 100kbps
File size: 4.8 GB
Lily Lou - Do Not Dry My Load
Release Year: 2024
Cast: Lily Lou
Video language: English
Lily Lou is washing her delicates when Mick Blue shows up and can’t help but take a long leer at her fine ass. When Lily’s girlfriend catches him, he’s told to stay the F away from her. Mick acts innocent but within a minute he purposely dries Lily’s already tight tops too small. Lily’s finds her fucked up load and cries to her girlfriend. Mick slips in just in time to point out that Lily’s tops look super-hot barley hanging on to her big tits. Lily bounces her titties in joy and instantly gets horny. Mick’s happy to help with his hard cock.
Format: mp4
Duration: 27:25
Video: 1920x1080, AVC (H.264), 5144kbps
Audio: 111kbps
File size: 1.0 GB
Impressionable Teen
Release Year: 2020
Studio: Mommy's Girl
Cast: Serene Siren, Lily Larimar
Genres: Blonde, Big Tits, Natural Tits, Fingering, Teen, Milf, Family Roleplay, Tribbing, Lesbian, Lingerie, , rimming, stepmom, pussy eating
Video language: English
Serene Siren is relaxing at home when her Lily Larimar walks by, just passing through. Serene stops her. They chat for a minute and Serene is frustrated to learn that Lily still hasn't cleaned her room like Serene asked her to. When Lily leaves, Serene, trying to find ways to motivate her somewhat lazy , looks something up on her phone that piques her interest.
Later, Serene is lying in bed when she asks Lily to come and see her. Serene tells her that she knows it can be hard to be motivated and to develop good habits. Lily is only 18, but Serene already sees so much potential in Lily. She's seen that potential since the she became Lily's step-mom. Lily just needs a little help this potential. To that end, Serene asks Lily to listen to meditation messages that Serene has recorded for her while she slumbers. Lily agrees.
The next morning, Serene is pleased to see that the recording seems to be working already: Lily has finally cleaned her room!
The next day, Serene is ecstatic to see that the recording is still working: Lily happily offers to help Serene cook dinner, in stark contrast to her previous lazy attitude.
But that night, Serene gets even more than she bargained for when Lily creeps into her room as Serene dozes. She stirs and sees Lily standing over her in a come-hither pose. It seems like the recording didn't just unlock Lily's hidden potential, it ALSO unlocked a hidden attraction to her step-mom!
Format: mp4
Duration: 34:18
Video: 3840x2160, AVC (H.264), 14730kbps
Audio: 125kbps
File size: 3.6 GB
Lily Thot And Stevie Moon
Cast: Lily Thot, Stevie Moon
Genres: Lesbian, Anal, Anal Fisting, Dildo, LezDom, Ass Licking, Rimming, Pussy Licking, BDSM, Bondage, Anal Fingering, Masturbation, Suspension, Facesitting, Vibrato
Video language: English
Gothic Lily Thot and shy Stevie Moon kiss and caress each other on a bed, slowly undressing. Lily begins licking and fingering Stevie’s asshole, eventually shoving all fingers inside. A Hitachi is introduced to Stevie’s clit which drives her over the edge. Lily fists and fingers Stevie to the point of an epic orgasm, then Lily gets their asshole eaten and tongue-fucked. Next, Lily is tied in a rope suspension, dangling in the air with their legs spread wide open, allowing easy ass access. Stevie fingers Lily’s ass and eats their pussy before sliding a huge glass toy inside Lily. Lily gets fucked harder and harder until they cum. Then, Lily sits on Stevie’s face, smothering her with their big, round asscheeks. Lily commands Stevie to insert more and more fingers rectally until fisting is achieved. Lily gets fisted until they cum, and their ass gapes after being thoroughly stretched by Stevie’s fist.
Format: mp4
Duration: 47:34
Video: 1920x1080, AVC (H.264), 9745kbps
Audio: 156kbps
File size: 3.4 GB
Lily Lou - Dad's Friend Trains My Ass
Release Year: 2023
Cast: Lily Lou
Video language: English
Lily Lou tries to sneak her boyfriend into her place, but she's caught by her overprotective dad, who quickly shows the out. Lily, down to get her ass fucked, turns her attention to dad's friend (Scott Nails); it doesn't take much convincing for Scott to sneak off and fuck Lily. Scott uses his fingers and sextoys on Lily's tight asshole, before sliding his dick in. This ass fucking is totally worth pissing off Lily's dad!
Format: mp4
Duration: 29:32
Video: 1920x1080, AVC (H.264), 4900kbps
Audio: 114kbps
File size: 1.1 GB
Lily Lou - Do not Dry My Load (2024)
Release Year: 2024
Cast: Lily Lou
Genres: Big Tits
Video language: English
Lily Lou is washing her delicates when Mick Blue shows up and can’t help but take a long leer at her fine ass. When Lily’s girlfriend catches him, he’s told to stay the F away from her. Mick acts innocent but within a minute he purposely dries Lily’s already tight tops too small. Lily’s finds her fucked up load and cries to her girlfriend. Mick slips in just in time to point out that Lily’s tops look super-hot barley hanging on to her big tits. Lily bounces her titties in joy and instantly gets horny. Mick’s happy to help with his hard cock.
Format: mp4
Duration: 27:25
Video: 3840x2160, AVC (H.264), 7056kbps
Audio: 111kbps
File size: 1.4 GB
Lily Lou - Hot Gamer Craves Freeuse Anal
Release Year: 2023
Cast: Lily Lou
Video language: English
Pink-haired gamer girl Lily Lou has her bestie over for a serious play session, but as they're lying on the floor, Lily's pervy roommate Van Wylde notices Lily's short skirt isn't hiding her big booty and lack of panties! Van reaches for that ass and sneakily puts a vibrator in her pussy... and her friend notices as Lily takes out her big tits and Van cums all over her! She leaves, leaving Lily free for the freeuse anal the two roommates have both been wanting. Van fucks Lily's pussy and ass, and after he cums in her hole, she fucks herself with the controller!
Format: mp4
Duration: 31:47
Video: 1920x1080, AVC (H.264), 5070kbps
Audio: 111kbps
File size: 1.2 GB
Held Accountable
At Insex We Pay Our Debts. Lily Lane Was Hired As Our Accountant Pay Our Bills. She Couldn't Even Do That Correctly. When Ot Checks The Books He Finds That Several Affiliates Haven't Been Paid In A Timely Manner. It's A Good Thing Lily Is Pretty. Ot Finds A New Way For Her To Be Of Use.
As He Strips Her Of Her Clothes And Dignity She Apologizes And Pleads For Forgiveness. It's Not So Easy. Now That He's Seen Whats Under Her Skirt He's Not About To Let Her Get Away Without Having A Little Fun. She Needs To Be Punished For Her Transgressions And Ot Is Going To Enjoy Every Second Of It.
Stuck In Stocks Lily Has Her Legs Spread Wide. A Bit Gag Holds Her Mouth Open And The Drool Flows Freely. Ot Wants To Make Her Face As Hideous As Her Soul. He Puts A Dental Gag In Her Mouth To Open Her Face Up And Then Wraps Her Head. She's Now Just A Face Hole.
Format: mp4
Duration: 32:58
Video: 1280x720, AVC (H.264), 7296kbps
Audio: 109kbps
File size: 1.7 GB
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