Trisha,Jeremey Holmes in 'Dirt Cheap' - Professor Trisha fucking in the desk with her glasses (DC MILFs)

The "newbie" always gets roughed up ... even the new professor. Professor Trisha knows this and solicits the help of the BMOC - Big Man on Campus, Jeremy Holmes, to ease her transition. Like any BMOC, Jeremy's price to associate is high and Trisha will have to suck and fuck like the rest of the student body just to get his attention!

Released : October 18th, 2021
Tags : Big Fake Tits, Brunette, Classroom, Desk, Glasses, Hairy bush, MILF, My First Sex Teacher, Professor, Student



More 'Dirt Cheap' scenes from Trisha,Jeremey Holmes

Demi Delia in 'fucking in the couch with her medium ass'

Demi Delia - fucking in the couch with her medium ass

When Jeremy hurts his hand helping his friend's mom, Demi Delia, she immediately takes him inside to take care of him and wrap it. One thing leads to another and, next thing he knows, she's wrapping her lips around his cock for a nice sloppy deep throat followed by some pussy pounding.

Kimmie Morr in 'fucking in the couch with her piercings'

Kimmie Morr - fucking in the couch with her piercings

There's no better way to celebrate ripping off some dumb guy and taking all his money than fucking his two best friends and then running off to Maui. And that's exactly what horny milf Kimmie Morr does in her fourth diary entry. Now later suckas, I got money to spend.

Claudia Marie in 'fucking in the couch with her big natural tits'

Claudia Marie - fucking in the couch with her big natural tits

Jeremy the dog trainer comes over to train Claudia's dog Daisy, but once he gets a look at Claudia's bountiful breasts, he wants to train those puppies instead. And if he's lucky, he'll get a chance to train her kitty, too. But let's face it; you know that with Claudia, he's the one being trained. Heel, Jeremy.

Celestia in 'Brunette Celestia fucking in the living room with her'

Celestia - Brunette Celestia fucking in the living room with her

Celestia is interested in buying a house and finds Jeremy in the back house. She wants to know if he comes with the house. Maybe not, but Celestia is smokin' so he sure as hell will cum in the house.

Nina Hartley in 'fucking in the living room with her big ass'

Nina Hartley - fucking in the living room with her big ass

Jeremy knows that pity is a sure fire way into a woman's heart, so he pretends to break up with his girlfriend so he can get into the heart ... and panties of his best friend's mom, the beautiful and amazing Nina Hartley.

Mrs. Jewell in 'fucking in the couch with her big ass'

Mrs. Jewell - fucking in the couch with her big ass

Damn, that Mrs. Jewell sure does have a naughty side. Who knew that underneath the motherly exterior lays a belly button ring and leopard print panties? And she's quite a handful for her son's young stud friends Kris and Jeremy. They just can't keep up with her, especially once she starts sucking cock and riding them cowgirl style.

Kayla Kupcakes in 'fucking in the living room with her petite'

Kayla Kupcakes - fucking in the living room with her petite

Horny moms rock, especially when they are "stacked" like Kayla Kupcakes! And what's better, is that Kayla really enjoys downing cock, getting titty fucked and taking a hot, salty wad square on the chin

Sophia Mounds in 'fucking in the living room with her tattoos'

Sophia Mounds - fucking in the living room with her tattoos

To get the attention of his friend's mom Sophia Mounds, Jeremy sets a fire and tells her some kids set it, letting her think he saved the day by putting it out. What's a lady to do to thank her hero but fuck him and let him cum on her tits? Mmmm, that Jeremy loves those milfs ... they're milf-a-riffic!!


Jeremey Holmes in 'Austin Kincaid fucking in the desk with her tits'

Jeremey Holmes - Austin Kincaid fucking in the desk with her tits

There's that Jeremy, back in trouble again. This time he threw a frat party and has to become a teacher's assistant. When he shows up hungover with fingers shaking, he accidentally spills water all over the teacher, Austin Kincaid. So she strips off her clothes, and Jeremy offers to make her even wetter.

Dani Sexton in 'Dani Sexton'

Dani Sexton - Dani Sexton

What a biatch!! When Dani Sexton's best friend doesn't ask her to be maid of honor, she seeks revenge by fucking her fiancé. That should teach her a good lesson about true friendship, right?

Kitty Langdon in 'Shaved Kitty Langdon fucking in the couch with her'

Kitty Langdon - Shaved Kitty Langdon fucking in the couch with her

You've never been seduced by a sexy older woman, but here is Kitty to rip off your clothes and have her way with you. Kitty says she needs help fixing her stereo, but she doesn't even own one. She just wants to speak into Jeremy's microphone, and he doesn't mind getting ridden by a sexy mature older woman who loves his cock.

Angel Caliente in 'fucking in the couch with her big ass'

Angel Caliente - fucking in the couch with her big ass

Jeremy's a little unsure about going on vacation with his best friend's family because he knows his friend's parents are nudist swingers. The only way he'll go is if his friend's mom convinces him he will be the only wiener in the room. Once she says ok to that, he is all about showing her what his wiener can do!!

Whitney Wonders in 'Red head Whitney Wonders fucking in the with her big ass'

Whitney Wonders - Red head Whitney Wonders fucking in the with her big ass

Whitney Wonders suspects her daughter's ex is gay, but he only said that to make for an easy breakup. Even after getting her box mowed and sucking dick, Whitney felt she needed to feel that cock fill her pussy and explode on her face before making a decision on his sexuality!

Lisa Ann in 'fucking in the bedroom with her piercings'

Lisa Ann - fucking in the bedroom with her piercings

Lisa Ann was supposed to spend the weekend with her "sugar daddy," fucking him on his private plane and being "arm candy" in Vegas, but the driver he sent her was late. That driver had no choice but to "drive" Lisa to orgasmic ecstasy!

Lorena Sanchez in 'fucking in the dorm with her piercings'

Lorena Sanchez - fucking in the dorm with her piercings

Sexy girls like Lorena Sanchez will make you want to go to college in Southern California . She's hot. She's horny. And she likes sex A LOT. She says she needs a dick so bad, so, lucky for her, in all California dorm rooms, they have Cock On Demand!!

Leah Wilde in 'Petite Leah Wilde fucking in the classroom with her petite'

Leah Wilde - Petite Leah Wilde fucking in the classroom with her petite

Leah Wilde and boyfriend, Jeremy, need A's but aren't willing to put in extra time after class ... unless it's an after class threesome with Professor Eli!


Echo Valley in 'fucking in the living room with her hairy bush'

Echo Valley - fucking in the living room with her hairy bush

Echo Valley thought she had a special date with her favorite coffee shop owner. To her surprise, Jeremy shows up in shorts and with a college chum, Alex! Well, when given lemons you make lemonade or when given two guys you take both dicks like a champ!

Puma Swede in 'Shaved Puma Swede fucking in the bedroom with her big ass'

Puma Swede - Shaved Puma Swede fucking in the bedroom with her big ass

Its Puma Swede's birthday, her man has been out of town for two weeks and her pussy is about to shrivel up from lack of dick! Once her beaux, Kurt Lockwood, showed up with his college buddy, Jeremy Holmes, as a birthday surprise she was getting a double-dose of throbbing cock!

Eve Laurence in 'Blonde nanny Eve Laurence fucking in the couch with her tits'

Eve Laurence - Blonde nanny Eve Laurence fucking in the couch with her tits

When Johnny and Jeremy hear that Mr. Vega's hot nanny Eve Laurence is packing up and leaving, of course they want a piece of ass before she goes, so they decide on the perfect going away present: a two hard cock tag team she'll never forget.

Kapri Styles in 'Black Kapri Styles fucking in the couch with her tattoos'

Kapri Styles - Black Kapri Styles fucking in the couch with her tattoos

Kapri (anal) has a perfect ass, so Jeremy sticks his face in and takes it all in. She returns the favor when he sticks his dick right in her ass, and she takes it all in. With her gymnastic moves, she is the "fucking ass masterpiece."


Scenes from other sites featuring Trisha,Jeremey Holmes

Trisha in 'Incorporated Heather'

Trisha - Incorporated Heather

Heather has been sent to Punishment Incorporated for conduct unbecoming a wife! Refusal to take her husband?s cock in her mouth and a downright dirty attitude has landed yet another woman in hot water. Tony takes this filly and breaks her will with a barrage of flogging, cropping, and caning. Having warmed her up, Tony whips out his raging hard cock and presents it to her. She whimpers with delight?

Lisa Ann in 'Diary of a Milf'

Lisa Ann - Diary of a Milf

Lisa Ann was supposed to spend the weekend with her "sugar daddy," fucking him on his private plane and being "arm candy" in Vegas, but the driver he sent her was late. That driver had no choice but to "drive" Lisa to orgasmic ecstasy!

Trisha in 'A Day of Indulgence'

Trisha - A Day of Indulgence

Mistress Irony decides to deny her pet slave, Trisha Uptown, any orgasms. It's not that Trisha has done anything wrong, it's rather the fact that Mistress Irony has decided that the day should be all about her and her wants. So she starts off by tying Trisha to the frame of a bed, flogging and paddling her. She makes herself laugh by tying up Trisha's tongue and having her try to enunciate her words. She plunges a fucking machine into Trisha's pussy while spanking her, of course, she also demands that Trisha please her until she shivers and quakes in multiple orgasms. All said and done, it may not have been a good day for Trisha but her Mistress sure as hell had a great time in this lezdom session!

Audrey Bitoni in 'gets fucked in the office'

Audrey Bitoni - Naughty Office

Jeremy's a gambler and isn't afraid to get ahead by banging the boss, but when he offers Audrey Bitoni a chance at the big time, she thinks she's over qualified to work for him. Want to prove it and impress me with your skills, Audrey? What the hell ... why not kiss some ass by sucking some dick?

Trisha in 'Tickle Bedlam'

Trisha - Tickle Bedlam

Poor Mistress Irony, she tries and tries to keep a tight rein on her slaves but somehow they always seem to break free and misbehave. Unfortunately after all is said and done, and the fun is over...the punishment must be dealt out. Trisha Uptown learns this the hard way after a night of dancing, stumbling and tripping over herself while wearing Mistress Irony's favorite shoes. In a bizarre twist Trisha has formed some demented attachment to these shoes and kind of goes off the deep end. Plenty of shocking wand fun, foot worship and pussy play!

Trisha in 'Upton: Slut in a Box'

Trisha - Upton: Slut in a Box

Adult superstar Trisha Uptown usually plays the cute and innocent "girl next door" type in her films, but Wasteland.com discovered her kinky side, and it is quite amazing to see! Mistress Irony has a propensity to inflict intense and unusual torment on her subs. Locking Trisha Uptown in a box and playing with her sweet little ass for hours on end is just the appetizer in this week's hardcore wet and wild update! Trisha Uptown loves to misbehave, and Mistress Irony knows just what to do when she wants her to fall in line. Caning, cropping, ultraviolet wand, hot wax and an incredibly large dildo make up a tantalizing recipe for this weeks escapade! Hard hitting lesbian BDSM at its finest.

Jeremey Holmes in 'My First Sex Teacher'

Jeremey Holmes - My First Sex Teacher

There's that Jeremy, back in trouble again. This time he threw a frat party and has to become a teacher's assistant. When he shows up hungover with fingers shaking, he accidentally spills water all over the teacher, Austin Kincaid. So she strips off her clothes, and Jeremy offers to make her even wetter.

Maitresse Madeline Marlowe in 'Maligned Mistress (Part 2 of 2)'

Maitresse Madeline Marlowe - Maligned Mistress (Part 2 of 2)

Mistress Madeline decided to give her new found slave something to remember. She wants to make her beg to cum.The Magic Wand and big purple dildo do their job, and she explodes! Only to be made to suck her own juices off the dildo. Then it's Mistress Madeline's turn and she makes her slave hold the very same dildo in her mouth ' while she rides her face, fucking the dildo, and getting herself off with the Magic Wand.


Kapri Styles in 'Takes An Ass Pounding '

Kapri Styles - Ass Masterpiece

Kapri Styles has a perfect ass, so Jeremy sticks his face in and takes it all in. She returns the favor when he sticks his dick right in her ass, and she takes it all in. With her gymnastic moves, she is the "fucking ass masterpiece."