Kacie Castle,Violet Monroe,Lily Lane - Anal Punishment for Lame Millennials. (Everything Butt)

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Scene Description

Lily Lane is doing a great job running her vintage hot Gothic store. She's been in business long enough to have seen and heard everything. What she's learned over the years is that she can not stand two things: People to try to shop while they are on their cell phones and Millennials. Today is her worst nightmare. Every customer who comes into her store is either blasting shitty music on their phones or having dumb conversations on their phone. Lily takes matters into her own hands. She sets up a trap for each of these annoying customers which leads them into the employee breakroom in bondage. The customers go through a barrage of anal punishment starting with spanking. Each girl is stripped down leaving their stockings on. Lily has Kacie tied up in bondage in stocking and bends her over and makes Violet Monroe sniff Kacie's ass through the stockings. The stockings get ripped so that Violet can inhale Kacie's unfiltered Asshole juices. Each girl is bent over and made to take large toys until their assholes gape open while the other girls lick and taste the inside of their assholes. Then the girls are flipped on to their backs and made to take Lily's fist all the way into their tight little soft assholes. When it's Violet's turn to take a fist she is warmed up by taking DP in her ass with two long toys that both go deep into her asshole. One the Double Penetration has opened her up, Lily rams her arm into Violet and demands that Kacie adds to the pain by trying to get her hand into Violet's stretched asshole. Lily must attend to more customers so she ties up Violet and Kacie for more punishment just in case there is going to be another addition to the party. Lily will teach any disrespectful millennial a lesson with Anal Punishment. ...Read More

Scene Tags

Straight, Anal, Lesbian, Lesbian Anal, Anal Stretching, Gaping, Anal Fingering, Anal Fisting, Prolapse, Dildo, Buttplug, LezDom, Dominatrix, Bondage, Fisting, Pain, Spanking, Gape, Ass To Mouth, Double Penetration, Stockings

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Kacie Castle - Anal Punishment for Lame Millennials. (Thumb 01)
Kacie Castle - Anal Punishment for Lame Millennials. (Thumb 02)
Kacie Castle - Anal Punishment for Lame Millennials. (Thumb 03)
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Kacie Castle - Anal Punishment for Lame Millennials. (Thumb 05)
Kacie Castle - Anal Punishment for Lame Millennials. (Thumb 06)
Kacie Castle - Anal Punishment for Lame Millennials. (Thumb 07)
Kacie Castle - Anal Punishment for Lame Millennials. (Thumb 08)
Kacie Castle - Anal Punishment for Lame Millennials. (Thumb 09)
Kacie Castle - Anal Punishment for Lame Millennials. (Thumb 10)
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Kacie Castle - Anal Punishment for Lame Millennials. (Thumb 14)
Kacie Castle - Anal Punishment for Lame Millennials. (Thumb 15)
The Upper Floor @ Kink.com
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Sarah Shevon - Deep Anal Slut

Sarah Shevon - Everything Butt

21st January - 18 inch anal penetration and Kinky anal sluts.
Lily Lane - Missy Martinez, Anal Rebel ASSault

Lily Lane - Everything Butt

15th December - Private Missy Martinez was taken by the resistance while on a routine scouting mission three months ago. America never leaves a soldier behind so they have launched a rescue mission to find her and they have sent the best Recovery Special Agent in the industry, Lily Lane. Lily finds Missy tied with ropes and chains to a tree in the amazon jungle. Lily Lane releases Missy from bondage and is in for a surprise. While Missy was missing, the resistance convinced her that America didn't understand their mission and was doomed to fail. The resistance only wants to spread their love for anal sex so for three months solid, Missy's asshole had been gaped opened, licked, sniffed, and fucked. Missy soon began to understand the mission of the resistance and she wants to turn Lily Lane into one of the chosen. Lily plays along. She gets her ass licked, sucked, and fucked by Missy only to trick Missy into thinking that she's on her team. Lily gets Missy tied up and then uses a variety of Large anal toys on Missy's asshole. Missy takes her anal punishment with thick and long toys. She has never taken the two foot slink before today and Lily pushes her to take nearly the entire thing. Missy also has never taken a fist in the ass before and Lily gets her to take all five fingers. Then Lily ties Missy up even more and fucks her ass good and hard with an anal strap on until she cums over and over and turns back in to an American loving Private. ...Read More
Lily Lane - The Princess and Her Pathetic Pet

Lily Lane - Divine Bitches

4th August - Princess Lily Lane with her beautiful big tits, fishnet thigh-high stockings and latex mini-skirt, sits in her throne upon the lap of Ruckus as they both point and laugh at their pathetic house slave, Jay Wimp who is on his knees in a cage in the corner of the room, wearing only an acrylic cock-cage and a latex jock strap. Jay Wimp has been their slave for years and occasionally Lily and Ruckus will let him out to be teased and tormented. On this occasion Lily opens Jay's cage, clips a leash on his cock-cage, has him shove a butt-plug up his own ass and tells him to lick Ruckus' boots clean while he gets flogged. Lily then has Jay get on his back and canes his legs until both legs get covered in red stripes while Ruckus keeps tension on the cock-leash. Next Jay is ordered to get on all fours and Lily pegs his slutty ass while Ruckus shoves his cock down his throat. Lily pounds Jay's ass deep and hard as he moans into Ruckus' balls in ecstasy. Jay then is allowed to watch Lily and Ruckus fuck just inches from his face while his pathetic encapsulated cock tries to grow inside of its tiny cage. Lily lets Jay have a taste of her pussy by letting him lick it off of Ruckus' cock. Finally after being completely humiliated, Jay is told to get on his back and Lily jerks Ruckus's cock over Jays face until cum explodes into his mouth and all over his face. It's back in the cage after that and as Ruckus' cum dries on Jay Wimp's face, and his balls begin to ache from denial, there he'll stay waiting until the next time his generous Princess will let him out to play again. ...Read More
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Lily Lane - Alternative Hottie Lily Lane Vibrated and Throat Fucked in Severe Belt Bondage!

Lily Lane - Sexually Broken

19th December - Lily Lane has a body that is out of this world, so when we get her bound we are already eager to cut her clothes away revealing her big, perfect tits. Lily didn't come to us for a strip tease though. The strict belt bondage has her excited already, and she can't help but cum uncontrollably when the vibrator is turned on.Lily opens her mouth eagerly to accept cock, and we deliver. She is face fucked without pause until completely overwhelmed and gasping for breath. By the time we are finished with her she is sputtering, drooling and writhing against her restraints. This is what Sexually Broken looks like. ...Read More
Violet Monroe - Getting The Devil Out

Violet Monroe - Device Bondage

2nd October - There are certain girls who inspire me enough to really just be the sadistic fuck that I am. There is a short list, but today that list got a little longer as I add Violet to it. She asked to be totally fucking destroyed, and I like to think of myself as a giver, and don't want to keep anyone from getting what they want. The first position is to see if she was sincere with her request to suffer. Her desires are genuine so I go forward with the plan to wreak havoc on this slut. The brutality that is unleashed on her is something that is not a commonly seen due to most girls can't get marked like this or take this brutality. By the end of the day she has been utterly destroyed by terrorizing torment, made to cum more than she knew she could, and yet she has a smile on her face..that's why she is being added to the list. ...Read More
Lily Lane - Fuck It Out Of Me

Lily Lane - Fucking Machines

3rd January - Lily may be new to us here at Fucking Machines, but she has already made her rounds on other Kink sites. She has lots of tattoos and has the Alt look, but her massive tits, and plump ass make for a good candidate for us. We watch as she strips off her clothes and starts her seduction. Her eager pussy is dripping with anticipation, and she cannot wait to get into position and get her first taste of the machines. We start with Lily on her hands and knees, insert the dildo into her anxious pussy. The speed builds up and the room fills up with more and more moans and screams. After several orgasms we finally get to see this slut squirt for the first of many times. Next we have her lying on her side in a spooning position and talking dirty to us. It doesn’t take long before we are milking squirting orgasms out of her willing pussy. Once they start it doesn’t seem to want to stop, and we are OK with that. She massages her tight asshole, then sucks her slut juices off of her fingers. Lily loves the fact that she is in a puddle of her own orgasmic squirt juices, and continues to lap up as much as she can. In the final scene we put Lily in a chair that has a sybian on it. She starts to experiment with the new found machine to see what her pussy is capable of handling after being fucked by our other machines. She continues to turn up the sybian, but when she thinks she cannot take any more, she finds the strength to turn it up just a little more. Countless orgasms have her overwhelmed, but Lily decides to take it to the next level and cranks the sybian up to 11! Hereyes roll back in her head and the top of her head explodes with mind blowing orgasms. ...Read More
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Lily Lane - Cum On My Tattoo and Tank

Lily Lane - Cum On My Tattoo and Tank

19th October - Gothic girlfriends Lily Lane and Tank lavished themselves in lesbian makeouts and big titty teasing when Owen Gray added himself into the mix making their twosome into a threesome! This is great, because their perfect little assholes weren't going to fuck themselves! It's nice to share a big cock, satisfying their craving for anal sex and an oral fixation once they can take their mouths off each other's pussies long enough to drain his fucking balls of tasty cum for their tattoos. Watch those round booties bounce as they work hard for the jizz they've been dreaming about! ...Read More
Joanna Angel - Between Scenes Hang Out Sex 2

Joanna Angel - Between Scenes Hang Out Sex 2

1st December - I joined Lily and Xander who were already having naked fun. Their relationship wouldn't be official unless I fucked them too, having set them up like a porno matchmaker. I obliged and hopped in to pleasure Lily's clit as she got railed by her man. I sat on Xander's face and made him lick my pussy, among other things. Fucking your boss and girlfriend in the ass at the same time is awesome! And since we're just having a big sex party, Small Hands and Vera Drake came to finish this sticky shindig right - I had to gift Lily with another DP and Vera with a face full of cum! We're one big happy porno family. ...Read More
Lily Lane - All Lily Lane wants for Christmas is a Nice Hard Cock

Lily Lane - All Lily Lane wants for Christmas is a Nice Hard Cock

18th December - Lily Lane LOVES Christmas. She can't seem to focus on anything other than Christmas even when she's at work. Her love and obsession for the holiday have interfered with her job. Her hot sexy lady boss, Aubrey Kate, thinks the holidays are really dumb. She won't even allow the office to get decorated. Kate feels the holidays are just a distraction and it makes her steaming mad that no one gets any work done around the office during the holidays so Aubrey makes it VERY VERY clear to Lily that she must have a report turned in before the end of day on the eve of Christmas. Lily assures her boss that the report will get done however after being distracted by baby Jesus videos, Lily loses track of time and runs out of the office so she can go home and wait for Santa. Lily is cozied up by her Holiday tree writing a letter to Santa in which she requests a big cock for the holidays. There's a knock at the door and Lily instantly assumes the greatest of all time Santa has delivered her wish within seconds. She invites the presumed cock into her home only to find out the uninvited guest is actually her boss, Aubrey Kate who is there to collect the report that Lily Promised. Aubrey finds the note to Santa and instantly feels sorry for Lily. Aubrey knows how she can punish Lily for not turning in the report in time AND give Lily her Holiday bonus all at once. Aubrey ties up Lily with rope bondage and chain bondage and gives Lily exactly what she asked Santa for: a big hard cock. Lily gives Aubrey a foot job, blow job and strap-on ass fucking job. Lily really takes her aggression out on her mean boss but she also shows tenderness to her awesome boss who has given her exactly what she wanted for xmas ...Read More
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Joanna Angel - Hot Yoga Threesome

Joanna Angel - Hot Yoga Threesome

31st July - Lily Lane was helping me with my yoga stretching, and I was not feeling very limber, but I WAS feeling very silly. I couldn't be serious with her nice titties popping out of her sports top like that, plus I don't find yoga relaxing - I relax by having sex. I RELAX BY HAVING SEX - enter Seth Gamble, who entered both of us. Threesomes. More fun than yoga! ...Read More
Penny Pax - Penny Loves Violet

Penny Pax - Penny Loves Violet

16th October - You know what I've always wanted to do? Have sex with another sexy redhead just like me (Penny Pax). Fair skinned, big pretty eyes, that's my favorite part of a woman. Those beautiful eyes looking up at me. I just want to stare into them. You know what I really like though, I like cumming all over a girls face. I've never tried this before but, I think it'd be really hot to use a strapon, if she (Violet Monroe) had it in her mouth. Mmm that sounds so hot. Just imagine looking down on her, I might have to put my hands in her hair, pull her face deeper inside me. Mmmm god. It's going to be so exciting just thinking about it. You know my absolute biggest fantasy? I wanna wear that strapon harness too, and I wanna watch her look into my eyes as I fuck her. I wanna grab onto her ass when she's looking back at me. I'm just gonna keep slammin' my face into her holes. You know, I'd really like her to cum all over my face. It'd be so hot just to have her pussy juice drip right onto my face. And then she's just gonna do the same thing on me. I'm gonna cum all over her pretty little face. And I'm gonna ask her to stare deep into my eyes, and I want her to look at me as I'm cumming. That's my fantasy. ...Read More
Violet Monroe - Cuckold Sessions

Violet Monroe - Cuckold Sessions

5th January - I'm a fan of interracial porn so you can imagine my shock when I saw Shane Diesel at my local yogurt shop. My boyfriend was afraid of me giving Shane much deserved praise but I couldn't help myself. The entire time I spoke to him I was picturing his gigantic black cock violating all my holes. Needless to say my limp loser of a boyfriend didn't approve of me being star struck. Shane Diesel agreed to come over and fuck the life out of me while Mr. Waste Of Space looked on and took notes. Shane took off each item of clothing (stuff the loser bought) and my mouth soon found its way to Shane's third leg. I sucked on that black meat in a manner that I've never done before since cocks I've dealt with can't even reach the back of my teeth. My soaking wet fuck box was next for Shane to bombard with his black donkey dick. Each thrust made my white pussy stretch to the point where it's now ruined for whitey but that doesn't concern me. The images of interracial porn where Shane destroys white ass were dancing around in my head. I had to have him spread apart my cheeks for maximum black cock penetration. It felt like a long soup can was entering my ass and I was thrilled to be doing this in front of the white wuss. I managed to kiss him on his cheeks as mine were getting pummeled with a black cannon. I couldn't take anymore and came close to passing out from this never ending assault on my ass. I had Shane shoot his goo on my beaten pussy and my lover lapped it all up. ...Read More