Headmaster Dick is teaching a class on foreplay and how to turn on your partner. They demonstrate techniques to the class who grow more and more unruly as they already know that there is no one right way to fuck. They ignore the lesson and take off on thier own journey of exploration, learning what feels good to them. The resulting orgy is a testament to the reality that if...
It’s called play for a reason! Friends gather to play video games but are soon interrupted by others who want a turn with the controller. Unfortunately, there are rules to this game and in order to get a go the players have to lose first! It stands to reason then, that our slutty friends waiting to play need to accelerate that process by whatever means necessary! Our players are distracted...
A MeetUp group attracts people looking for forest adventures and new friends. The group ends up finding more exciting adventures than they expected as a rest on the hike turns into a full blown orgy. Cunt and ass are fucked standing against trees and on blankets. All sorts of hole stuffing occurs, including spitroast, DP, and facefucking. Both cis and trans women kiss each other while being fucked, and they...
Vanessa loves exploring and expanding her sexual boundaries. In the first edition of "Yes Day", Vanessa shares with the group that she's ready for a gangbang full of absolutely anything folks can imagine (as long as it's approved by porn sites, of course). They set to brainstorming wild list of gangbang goals and the first half of a two-hour long gangbang takes off. The first half of the scene includes...
The scene opens with an ostensibly straight couple hosting a gender reveal party. In a celebratory twist, they strip into unexpected undergarments, throw rainbow confetti and decide to repeal and rebel against the constructs of gender altogether. In the ensuing orgy, party guests ignore gender in their sexual choices and instead follow their carnal desire for touch and connection.
Vanessa and Josh have some very hungry holes, starving, in fact. So it’s no surprise that they enlisted the help of their good friend Colton to help feed that need. Colton is only to happy to oblige and takes turns filling each and every one of them. Josh sucks Colton’s cock Colton fucks them both back and forth until Vanessa receives a delicious anal creampie! A friend in need is...
At Cliff Media's first Fuck-A-Palooza music festival, the band opens with a song written by Adrian, performed with Stephan and Vanessa, thanking people for the diverse beauty of who they are! Dancing to the music gets everyone excited and leads to an orgy full of incredible diverse sexuality in the sun. All holes are worshipped with tongues, fingers, dicks and dildos. Cis, trans and genderqueer folx of diverse race and...
A compilation of some of the best and steamiest moments from the incomparable Kitty. Taken from numerous scenes you can watch them licking pussy, sucking cock, getting fucked, taking cum shots, and getting licked and fingered in so many delightful positions. Don't miss this one!
When Vanessa’s husband reveals his Christmas present, she’s initially confused, “What’s an Anal Hotwife Calendar?” Opening the first calendar window summons a sexy guy to the room. Eager and impatient, Vanessa opens the rest of the calendar all at once and soon the room is full of guys ready to fuck. A Merry Slutwife Christmas indeed.
If you’ve ever felt tired masturbating alone, never fear, the Gangbang Hotline is here for you! Roxie orders one “deluxe gangbang, backdoor style” and finds herself greeted at the door by the Gangbang Hotline representative. The rep, a flirty woman in a “Warning” dress, confirms Roxie’s enthusiastic consent, then ushers inside the people eager to fuck her. Before long, the rep is swept up in the hot scene before her...
It's that time again, Time for the next installment of Yes Day, a day that celebrates the power of saying yes. Vanessa is ready for anything and gets down to it after hearing the ideas of participants, from the vanilla, to the downright extreme. Watch Vanessa sucking cock, getting fucked, going airtight, skiing, and taking the first of many deep and huge fistings.
A bunch of queer friends gather to share their sex toys, showing each other their favorite vibrators and dildos of all sizes. The toys become the impetus for an orgy full of gay, lesbian and pansexual sex, including fucking with a monster dildo and fisting. Sex toys and lube fly everywhere and the friends fall into fuck piles and a chain of fucking.
And one, and two, and three, everyone now! Sweating to the oldies has got nothing on Bitch Tits’ new workout routine that whips her class into shape by topping others with cocks and straps. Riding on top or bottoming down below, everyone gets a turn being fucked and fucking in this hilarious take on 80s fitness crazes.
Vanessa Cliff hosts her first gangbang party and welcomes 3 guys and 1 girl to join her at the hotel. They make her squirt everywhere, stuff a dick and a dildo in her cunt at the same time, handcuff her to the staircase, and paddle her ass. She ends up with cum all over her face and deep in her pussy, bred and deliciously spent.
Vanessa and her partner are out on a romantic date at the adult theater when they notice the gloryhole nearby. They love to explore and play together and soon they are celebrating her sluttiness with some hot fucking and sucking thro/ugh the gloryhole before every joins them on the other side for a searing hot gang bang ending with a big load on her face!
Instead of assuming straightness and “coming out” as LGBTQ, this group of femme folks have been pussy lovers for a long time and realize they also want to experience dick and pansexual sex! They write in Sharpie on each other’s bodies to indicate what they want done to them, then tops come to fulfill their fantasies, including filling all their holes.
Vanessa and her two partners are on a vacation together, lying in bed, making out and professing their love. Comfortable with sharing Vanessa, the guys lead her into the shower where they take turns spitroasting her and fucking her standing up. They laugh happily through the awkwardness of shower sex and return to the bedroom where they lick her pussy, make her squirt all over the bed, and cum in...
After 69 days abstaining from sex or masturbation, the right incantation brings on four hot, queer succubi. These demon goddesses are eager to fuck your brains out, quenching your sexual thirst, spreading their legs for with deep dicking and anal fucking, scratching and hard orgasms that squeeze life from your yearning body.
Adrian has some long distance partners visiting from out of town. After telling them all about Cliff Media they became very excited about performing in a scene of thier own! After meeting Serenity and Vanessa from CM the group discusses consent and shares sexual health information before stripping down and getting busy. The fuck pile that results is filled with moans, groans and laughter as everyone gets their share of...
A MeetUp group attracts people looking for forest adventures and new friends. The group ends up finding more exciting adventures than they expected as a rest on the hike turns into a full blown orgy. Cunt and ass are fucked standing against trees and on blankets. All sorts of hole stuffing occurs, including spitroast, DP, and facefucking. Both cis and trans women kiss each other while being fucked, and they...
Alice is at the hospital and the doctors are ignoring her, discussing her body as though she isn't even in the room. She is told that because her vagina has been damaged, she can never have sex again! As Alice drifts off to sleep however she is greeted in dreamland by helpful woodland creatures who show her that there are infinite ways to have sex and that she is in...
Vanessa’s personal trainer pushes her on the treadmill and machines, but by the time they get to the gymnasium for body weight exercises, the sexual tension is high and their flirting turns into making out with only panties on. Vanessa pulls her trainer into the gym bathroom where she sucks his dick against the wall, then invites him back to her apartment. Her husband comes home and finds them there,...
Tina Sparkles directs in this scene focused on the prevelence of fatphobia, not only in porn, but in society at large. At a dinner party conversations shift to experiences with fatphobia in peoples lives and and ultimately to Tina showing how sexy and desireable all bodies can be. This scene includes fucking, rimming, blow jobs, dildos and food play, with Hannah taking a spring roll in her ass. Sexy, yummy...
Masturbating on the couch, a cute, innocent unicorn dreams about the darkness on the other side of the rainbow, where she is used as a free-use whore. Her fantasies come true when three men in masks arrive to fill her mouth, cunt and ass, and stuff her not-so-innocent holes with loads of cum.
Vanessa and her boyfriend are making out together on the sofa and start talking about their secret fantasies. Vanessa confesses that she would be completely turned on by watching him with another guy. After he enthusiastically consents to give it a try it doesn't take long before her friend comes knocking at the door! He sucks his first cock before switching places and they all take turns fucking and licking...
At a sexy costume party, Maleficunt has a group of innocent bystanders tied together. SuperQueer and Hazel Havoc appear to save the day. Maleficunt is subdued by the superheroes and victims taking back their power. The group fucks up Maleficunt, before turning to each other in a queer morass of dicks, cunts, asses, fingers and dildos.
En esta clase, los maestros Jaco y Enrique enseñan a los alumnos como pedir sexo y cosas pervertidas a otras personas en espanol. Con muchos voluntarios para practicar todo, se empezó a poner muy caliente. Después de aprender unas frases y los básicos, pasó a ser una orgia de aprendizaje donde nunca dejaron de preguntar al maestro Enrique las cosas más sucias en español. // In this class, teachers Jaco...
Vanessa’s friend calls in a barely disguised booty call. She agrees to come, but only if she can bring the fuck buddy she’d already been busy fucking. The spontaneous threesome turns into a hot play session, with dicks in both holes and two back-to-back anal creampies.
A skilled Shibari rope artist ties up Vanessa while a group of guys talk and laugh about their shared interest in kink. The conversation leads to a hardcore gangbang on Vanessa, using the rope harness to pull her where they want her. She’s spitroasted, choked and slapped, causing her to orgasm and squirt hard from the power play. The Shibari artist creates a new rope tie while the group talks...
Vanessa and her girlfriend, Zina, are making out in bed but before they can get into it, Zina has a quick thing to do for work. After discovering that the internet is down Zina calls for a repair team to come but as they wait for them to arrive Vanessa and Zina can’t resist each other! The three guys arrive to fix the internet only to discover our loving couple...
From the grounding of a strong relationship, adding a play partner to the mix can make for a damn good time. When Vanessa and her husband invited their friend to join a threesome, they got dirty and down with surprise anal, double penetration, a cum in her pussy and all over her body. But it was the jokes and laughter that made the night a memorable adventure.
On the morning after a full day of orgy fucking, the group of queer swinger friends are STILL horny. Although sex started in a sleepy cuddly sort of way, it turned into a heavy queer orgy, with oral leading to heavy squirting, anal and DP, gay, lesbian and pansexual sex, and two huge creampies that were eagerly licked up.
Join Sigh and her perverted puppet friends Sam and Pam in an alphabet singalong with a decidedly sexy bent. The song gets to the letter D and in a flash Sigh is being throat fucked by a large dildo while all of their queer friends pick up the melody. Sighs mascara runs and drool flows freely along to a jaunty tune that teaches us the ABCs of smoldering sex! The...
Vanessa describes her long-time fantasy craving for an anal gangbang to a group of guys. They eagerly follow her into the hotel bedroom and take turns fucking her ass. She takes every dick, sometimes cringing in enthusiastically consensual pain, but determined to push herself to the ecstasy on the other side of the intensity. She experiences her first DP, stares at the camera when experiencing the most intense fucking, using...
At “Bottoms R Us”, you can try out your bottoms, the recipient of penetration, before you buy them. Queer bottoms start dispersed around the room on display, some blindfolded, masked or tied up. Tops are handed lube as they enter the store and approach the bottoms of their choosing. The tops fist the bottoms, fuck them with a foot pressing their face into the ground, slap their faces, hard fuck...
Something is amiss as the Porn Scene Investigator squad arrives at the house in search of clues. They quickly discover dildos, condoms, squirt blankets and loads of evidence, everywhere. They deduce it must be Cliff Media. They are forced to hide as the brew arrives for more fucking but they quickly discover the investigators and invite them to join their sexy fun. This scene has anal, topping, fucking, cum shots,...
Vanessa and friends get together and a conversation starts about the difficulties in pulling off a good DP. Several strategies are discussed including the fuck box! Nothing teaches like experience however and Vanessa decides to try them all! They try DP, airtight, and every iteration of hot fucking they can imagine.
In this continuation of the second installment of Yes Day Venessa takes on some of the more extreme suggestions of the participants. She takes huge fists in both holes, multiple creampies, throat fucking, deep throating, foot fucking, squirting and finally drinking the cum that she pushed out of her pussy into a glass.
The scene opens with people in difficult conversations about struggle and trying hard not to despair. KL, a ray of bright sunshine swoops in to remind them all in turn that though the struggle is very real, there is always light to be found in community, friends and mutual support. Before long everyone is feeling a shade or two brighter which leads to one thing that almost always brings a...
Over the course of a year, Vanessa went from being unable to take a dick in her ass to enthusiastically taking 15 dicks in her ass in one night. This compilation chronicles her journey on the pathway to becoming a wild anal whore, including double penetration, anonymous anal fucking, ass-to-mouth, getting fucked while tied up, and cumming hard from hard anal pounding.
After a game of silly and sexy dares at Vanessa’s birthday party, her guests descend into a gangbang on her. It remains light-hearted while they play with whip cream that she licks off dicks, and becomes more intense as she’s fucked in the ass, then filled with three dicks at once in all her holes. She’s fucked standing up and face fucked until her eyes water. The scene ends with...
On the eve of Valentine's Day, a dance club hosts a celebration of abundant of love. The event looks beyond the Hallmark-style glorification of romantic monogamy, celebrating love for our partners, whether 1, 2, 3, 4 or more, chosen family, whether biological or not, friends, the ones we fuck and the ones we don't, and the ever difficult but absolutely transformative self-love. As folks dance to the original music of...
Jesus is struggling with asking for what they need. On a drive to the Cliff House with Steph they open up about it and receive some good advice. Upon arriving they find a consent circle already in progress and its Jesus' turn. To thier surprise they take a chance and ask for a blow job from Vanessa and she happily obliges. This sexy exercise in owning our own pleasure leads...
While hanging out with three friends, Vanessa admits that she has been wanting to get pregnant and asks for their help. They start fucking her, but collectively decide that calling in more of their friends would increase the chances of successful impregnation. She asks the room full of guys to thoroughly stuff her. They comply in earnest, including double vaginal penetration, double penetration, and airtight, filling all three holes at...
As our adventurous naturalists enjoy their fruit party in the forest, they happened upon by a group of lost hikers who are stunned, but fascinated by the scene before them. It doesn't take long before the hikers strip off their own clothes and get in on the parfait fun! What happened next is nothing short of an epic queer orgy for the ages!
Six horny sluts position themselves in a line on the floor, doggystyle with naked asses up. A group of dominant tops ask each slut if they want to receive spanking or pegging and write each request on their asses. The sluts’ fantasies are fulfilled in earnest, including deep anal fucking with dick and dildos.
A group of queer and trans friends are playing spin the bottle when they’re joined by a new friend. The interloper pushes the game toward sexual contact, and before long, the friends are making out while naked grinding on each other, riding each other’s cocks, and cumming hard. What a party!
Two college guys are hanging out and decide to order a pizza. When the delivery girl shows up at the door however, she has more than one kind of pie on offer. Vanessa invites herself in and soon is on her knees taking both of their cocks in turn. The three fuck and sick and lick across every corner of the room including right in front of the open window...
At a wedding turned breeding gangbang, Vanessa rejects the expectations of traditional monogamy and proposes that her wedding guests help her and her husband start a family that same day! Her step-father and the priest are the first to creampie Vanessa, followed by other guests, who fuck her against the altar and DP her on the floor. Vanessa and her now-husband reunite at the end, happily anticipating their slutty future...
Aphrodite, Goddex of desire is just trying to take a shower when a group of queer hopefuls begin a ritual to summon them, hoping for a lesson in pleasure. Our Goddex is irritated at first, but soon consents to teaching the assembled coven a much needed course in the art of desire. As they cast their divine spell the togas come off and the hot group fucking is not far...
Zina and Vanessa are on a date weekend, turnt up and horny after a sexy dancing night out. They run into Vanessa’s friend from the swinger lifestyle and the lesbian couple invite him to join. Vanessa swoons watching her girlfriend gets deepthroated and ass fucked. Then Zina, a trans woman, joins their friend in DP’ing Vanessa, leading to cum and squirt everywhere.
Two queer lovers are cooking in the kitchen when they’re joined by their third, just waking up and horny. She draws them into a hot poly threesome. While Steph eats Vanessa out on the kitchen counter, Vanessa cums so hard that she accidentally pulls open the microwave. They all take turns sucking each other and fill her holes while she squirts all over the floor.
Josh and Vanessa are making out on the bed in the captain’s chambers of the boat when they hear a noise. They drag the stowaway, Zane, onto the bed to interrogate him. He offers his services as a submissive slut boy for the bisexual couple, which appeases their concern, and, with the sexual tension building, turns out to be enthusiastically consensual for all three of them. Hot kink play ensues,...
Roxie is hosting a pajama party for the tops. Vanessa is horny and wants to join, but Roxie tells her it’s a party for tops only. Nonetheless, Vanessa invites over her bottom friends and crawls over to Roxie, begging. Roxie finally relents and orgy breaks out, with the bottoms asking and pursuing, and, once asked, the tops penetrating the bottoms.
While fucking one night, Vanessa tells her boyfriend about her fantasy of being tied up, blindfolded and fucked by a group of strangers. Her boyfriend makes her fantasy come true. They use the ropes binding Vanessa’s arms and chest as a handle for fucking, spitroast and anal. They carry her to the laundry room where they fuck her ass on the vibrating washing machine, then bring her to the bedroom....
Vanessa Cliff and her girlfriend are making out, feeling horny and adventurous. They call four of their guy friends to join them in an orgy. The girls hold hands while they’re fucked by multiple guys at once. The guys make the girls cum hard, use vibrators for forced orgasm, spitroast the girls, slide two dicks in Vanessa’s cunt, and cum in and on the girls, before they collapse into romantic...
Endless horny desire and fascination with sexual challenge has driven Vanessa, on many occasions, to take on multiple dicks at once. From two dicks crammed in her cunt, to a dick on each end of her body, a dick in her cunt and ass at once, and three dicks stuffing all three holes at once, this compilation video chronicles Vanessa’s desperate pursuit of sexual satisfaction through being intensely and completely...
A group of friends have an appointment for a house viewing. The person at the house is busy with nefarious activities but pretends to be a realtor and gives the group a tour to move them on their way. But the friends aren’t fooled, especially when they see a briefcase full of sex toys! They rip off the fraudulent realtor’s business suit and find sexy femme lingerie underneath. They’re delighted...
Vanessa and her husband are spending quality time together, holding hands and talking on the sofa. When Vanessa’s phone rings it turns out to be Issac, a friend she fucked a few months back. Issac wants another go but this time he has invited his stepbrother to join in on the fun! After her husband warms her up with a good fucking Issac and his stepbrother arrive, taking turns in...
A big group of college students is gathered to review for a test on the sociology of sexuality. They find that a little hands-on learning hammers home the lessons. Papers get covered in squirt and cum. Two women in the group line the guys up on the floor and play “musical dicks”, hopping from one guy to the next. Play includes deepthroating, anal, double penetration, and creampies. This class is...
Vanessa is at it again, this time in cum compilation number 3! Vanessa takes cum everywhere in this sexy assembly of clips from some of your favorite scenes. Creampies, facials, body shots, anal creampies, cum swallowing, painting her tits, her ass and her feet. If you like cum shots, this one is for you.
For Vanessa’s birthday, her friends hired Zane, a hot stripper. Bucking the standard rules of stripping gigs, he sensually touches people of all genders, a guy in the group kisses him, then Vanessa pushes him up against the wall to suck his dick. Inspired, everyone starts playing with each other. Zane and Vanessa do sex stunts; she suspends from the staircase while he eats her out and he lifts her...
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