Diary of a Milf Porn Videos
Nikita Von James & Bill Bailey in Diary of a Milf
Nikita Von James has hired Bill, the neighborhood pool boy, to help her clean out her garage for the yard sale she...
Categories: Ass licking, Ball licking, Big Dick, Blonde, Cum on Tits, Facial, Foreign Accent, Innie Pussy, Mature, MILFs, Russian, Shaved, Small Ass, Squirting
Released: March 01, 2013
Cathy Barry, Carmel Moore, Christian & Will Powers in Diary of a Milf
Mrs. Barry is upset and all alone on her birthday. Her husband’s away and her best friend Mrs. Moore has forgotten...
Who: Married Woman, MILF, Stranger
Where: Couch, Living room
Categories: Big Ass, Big Dick, Big Tits, Blonde, Blow Job, Brunette, Facial, Fake Tits, Four or more, Girl on Girl, High Heels, Masturbation, MILFs, Piercings, Shaved, Voluptuous
Released: February 20, 2008
Josephine James & Christian in Diary of a Milf
Mrs. James’ husband wants her to go to a fancy dinner party, but she has other plans. She fakes a sickness so she...
Who: Married Woman, MILF
Categories: Big Ass, Big Dick, Big Tits, Blow Job, Brunette, Cum on Tits, Hairy Pussy, High Heels, MILFs, Natural Tits, Piercings, Stockings, Tattoos, Titty Fucking, Voluptuous
Released: February 13, 2008
Sandy Beach, Sky Taylor & Will Powers in Diary of a Milf
When Ms. Beach moves into a new house, she invites her best friend Ms. Taylor to come visit. But she doesn’t come...
Who: Girlfriend, Girlfriend's Friend, MILF
Categories: Ass licking, Ball licking, Big Ass, Big Tits, Blow Job, Brunette, Facial, Fake Tits, Girl on Girl, MILFs, Piercings, Tattoos, Threesome BGG
Released: February 06, 2008
Lisa Sparxxx & Chris Cannon in Diary of a Milf
Seems Lisa Sparxxx has gotten a reputation around the local pub after getting a ride home with Alex one night. This...
Categories: Big Ass, Big Tits, Blow Job, Brunette, Facial, MILFs, Natural Tits, Shaved, Tattoos, Voluptuous
Released: January 30, 2008
Holly Halston & Troy Halston in Diary of a Milf
Sexy milf Holly Halston is at it again with her foot fetish paramour, and this time he’s brought gifts. More shoes...
Where: Couch, Living room
Categories: Anal, Big Tits, Blonde, Blow Job, Facial, Fake Tits, High Heels, MILFs, Shaved, Tattoos
Released: January 24, 2008
Summer Sinn, Misty Vonage & Anthony Rosano in Diary of a Milf
Summer Sinn loves her new single life, but now she needs new carpet. So she invites her best friend Misty Vonage...
Where: Couch, Living room
Categories: Ball licking, Big Tits, Blonde, Blow Job, Cum on pussy, Fake Tits, Girl on Girl, High Heels, MILFs, Piercings, Shaved, Tattoos, Threesome BGG
Released: January 16, 2008
Teri Weigel, Kurt Lockwood & Anthony Rosano in Diary of a Milf
Teri Weigel is furious when she finds two private dicks hired by her husband to follow her around. Her husband thinks...
Who: Married Woman, MILF, Stranger
Categories: Ball licking, Big Tits, Blow Job, Brunette, Facial, Fake Tits, Hairy Pussy, High Heels, MILFs, Piercings, Threesome BBG
Released: January 10, 2008
Ava Devine, Tommy Gunn & Alex Sanders in Diary of a Milf
We all know Ava Devine doesn’t appreciate dirty talk ... ha! She’s the boss at the construction site and...
Who: Boss, Boss's Wife, Married Woman, MILF
Where: Construction Site
Categories: Asian, Big Ass, Big Tits, Blow Job, Brunette, Curvy, Deepthroating, Facial, Fake Tits, Hand Job, High Heels, MILFs, Shaved, Stockings, Tattoos, Threesome BBG
Released: January 03, 2008
Nina Hartley & Chris Cannon in Diary of a Milf
With Nina's husband out of town she decides it's the perfect time to put her new assistant to the test by getting him...
Who: Boss, Married Woman, MILF
Categories: Ass licking, Big Ass, Big Tits, Blonde, Blow Job, Facial, Fake Tits, High Heels, MILFs, Stockings
Released: December 27, 2007
Sienna West, Druuna & Christian in Diary of a Milf
Druuna and her teacher friends like to go to happy hour after school on Fridays, but today, Sienna West got them...
Where: Couch, Living room
Categories: Big Ass, Big Dick, Big Tits, Blow Job, Brunette, Facial, Fake Tits, Girl on Girl, Hairy Pussy, High Heels, Latina, MILFs, Natural Tits, Piercings, Shaved, Swallowing, Tattoos, Threesome BGG
Released: December 19, 2007
Daphne Rosen & Mikey Butders in Diary of a Milf
No one knows how monotonous business trips can be more than Daphne Rosen. So on her third morning of ordering the...
Categories: Ball licking, Big Ass, Big Tits, Blow Job, Brunette, Curvy, Facial, Fake Tits, High Heels, MILFs, Shaved, Titty Fucking
Released: December 12, 2007
Tyann Mason, Rhyse Richards & Chris Strokes in Diary of a Milf
Tyann Mason's butcher has a crush on her. He always calls her "Lambchop" at the meat market and flirts with her, but...
Who: MILF
Where: Kitchen
Categories: BGG, Big Ass, Big Natural Tits, Blonde, Piercings, Shaved, Threesome
Released: December 05, 2007
Kelly Estelle & Christian in Diary of a Milf
Kelly Estelle has had her eye on Christian for a long time now and has been waiting for the right opportunity to heat...
Who: MILF
Where: Gym, Gym Equipment
Categories: Big Ass, Big Fake Tits, Blonde, MILFs, Shaved
Released: November 28, 2007
Milan, Misty Vonage & Derrick Pierce in Diary of a Milf
Misty Vonage needs to do some retail therapy, so she invites her friend Milan to do a little shopping. But shopping...
Who: MILF
Where: Couch, Living room
Categories: BGG, Big Ass, Big Fake Tits, Blonde, MILFs, Piercings, Shaved, Tattoos, Threesome
Released: November 21, 2007
Holly Halston & Troy Halston in Diary of a Milf
Holly Halston meets a guy at the ATM machine who loves her shoes, so she decides on a whim to take him home. Turns...
Categories: Big Ass, Big Fake Tits, Blonde, MILFs, Piercings, Shaved, Tattoos
Released: November 07, 2007
Brenda James & Otto Bauer in Diary of a Milf
Brenda James isn't thinking about sex when she goes to her son's parent/teacher conference. Well, not until the super...
Who: MILF, School Faculty (other than professor)
Where: Classroom
Categories: Big Ass, Blonde, MILFs, Petite
Released: November 03, 2007
Chloe Chanel, Slone Ryder & Brad Hardy in Diary of a Milf
Slone Ryder gets more than a paycheck when she goes looking for the couple whose anniversary party she catered. The...
Who: MILF
Where: Bedroom
Categories: BGG, Big Fake Tits, Big Natural Tits, Blonde, Brunette, MILFs, Piercings, Shaved, Tattoos, Threesome
Released: October 31, 2007
Soleil, Alex Sanders & Otto Bauer in Diary of a Milf
Soleil meets Alex in the produce section of her local grocery store and goes back to his house. Once there, she tries...
Who: MILF
Where: Kitchen
Categories: BBG, Big Ass, Big Natural Tits, Black, Brunette, MILFs, Shaved, Tattoos, Threesome
Released: October 24, 2007
Nina Hartley & Christian in Diary of a Milf
Nina Hartley thought she was about to endure yet another boring, stuffy work party, but she was pleasantly surprised...
Who: Co-worker, Married Woman, MILF
Where: Bathroom, Living room
Categories: Big Ass, Big Fake Tits, Blonde, MILFs, Shaved, Stockings
Released: October 17, 2007
Cali Chase & Brad Hardy in Diary of a Milf
When hot milf Cali Chase hires a magician for her son's birthday party, she asks to see a few tricks before the...
Who: MILF
Where: Couch, Living room
Categories: Big Ass, Big Natural Tits, Blonde, Curvy, MILFs, Shaved
Released: October 09, 2007
Milan, Shy Love & Kurt Lockwood in Diary of a Milf
Milan is the luckiest milf in the world. Her husband Kurt has planned the most special night for them, including...
Where: Bedroom
Categories: BGG, Big Ass, Big Fake Tits, Blonde, Brunette, MILFs, Piercings, Shaved, Tattoos, Threesome
Released: October 02, 2007
Kimmie Morr, Jeremy Holmes & Alex Gonz in Diary of a Milf
There's no better way to celebrate ripping off some dumb guy and taking all his money than fucking his two best...
Who: Friend's Girlfriend, MILF
Where: Couch, Living room
Categories: BBG, Big Ass, Big Natural Tits, Blonde, Hairy bush, MILFs, Piercings, Threesome
Released: September 28, 2007
Puma Swede, Kayla Synz & Tommy Gunn in Diary of a Milf
Puma Swede and her best friend Kayla Synz are two hot milfs out on the town, hoping to take home some big cock. But...
Where: Bar
Categories: BGG, Big Ass, Big Fake Tits, Blonde, MILFs, Piercings, Shaved, Threesome
Released: September 26, 2007
Penny Porsche, Brooke Belle & Jerry in Diary of a Milf
When Brooke Belle is caught fucking her boyfriend in the lobby of a Bed and Breakfast by the owner Penny Porsche,...
Who: MILF
Where: Couch, Hotel, Living room
Categories: BGG, Big Ass, Big Fake Tits, Big Natural Tits, Blonde, Hairy bush, MILFs, Small Tits, Threesome
Released: September 19, 2007
Maya Divine & Alan Stafford in Diary of a Milf
Maya Divine, the hot and horny wedding planner, is at it again. This time she's planning Alan's wedding, but his...
Who: MILF
Where: Couch, Living room
Categories: Big Ass, Big Fake Tits, Brunette, Hairy bush, MILFs, Piercings
Released: September 12, 2007
Donna Doll, Victoria Valentina & Otto Bauer in Diary of a Milf
Donna Doll just bought a new loft and invites her friend Victoria Valentino over to see it. Their husbands are out of...
Who: Married Woman, MILF, Plumber
Where: Kitchen
Categories: BGG, Big Ass, Big Fake Tits, Blonde, Brunette, MILFs, Shaved, Threesome
Released: September 05, 2007
Payton Leigh & Johnny Sins in Diary of a Milf
Talk about ... score! Payton Leigh goes to her nephew's soccer game and ends up nailing the coach! When Coach Johnny...
Where: Couch, Living room
Categories: Blonde, MILFs, Petite, Piercings, Shaved, Small Tits, Tattoos
Released: August 29, 2007
Eva Angelina, Darryl Hanah & Jordan Ash in Diary of a Milf
Eva Angelina is the coolest girlfriend ever. While vacationing with her boyfriend, she finds his ultimate fantasy...
Who: MILF
Where: Couch, Hotel, Living room, Public Place
Categories: Big Ass, Big Fake Tits, Big Natural Tits, Blonde, Brunette, MILFs, Piercings, Shaved, Tattoos, Threesome
Released: August 22, 2007
Sienna West & Ben English in Diary of a Milf
When Sienna West meets Ben on a plane, there's an instant lust connection, so as soon as her husband goes out of...
Who: Married Woman, MILF
Categories: Big Ass, Big Fake Tits, Hairy bush, Latina, MILFs
Released: August 15, 2007
Ava Devine & Manuel Ferrara in Diary of a Milf
Ava Devine is a terrible friend. She tells her best friend's husband that his wife is having an affair just so she...
Who: MILF
Where: Couch, Living room
Categories: Asian, Big Ass, Big Fake Tits, Brunette, MILFs, Shaved, Stockings
Released: August 08, 2007
Lisa Sparxxx & Alex Gonz in Diary of a Milf
Lisa Sparxxx thought it was going to be a mellow night out with a girlfriend, but it turned into a tequila-fueled...
Where: Couch
Categories: Big Ass, Big Natural Tits, Brunette, MILFs, Red Head, Shaved
Released: August 01, 2007
Porscha Ride & Derrick Pierce in Diary of a Milf
Porscha Ride loves taking her son to baseball games ... not for the game but to pick up cute concession stand guys,...
Who: MILF
Where: Couch, Living room
Categories: Big Ass, Blonde, MILFs, Piercings, Shaved, Small Tits, Tattoos
Released: July 24, 2007
Demi Delia & Lisa Daniels in Diary of a Milf
When the men are scarce, don't overlook your best girlfriend who's right in front of you. That's what Demi Delia and...
Who: MILF
Where: Couch, Living room
Categories: Big Ass, Big Fake Tits, Brunette, GG, MILFs, Piercings, Shaved, Tattoos
Released: July 16, 2007
Calliste & Jordan Ashley in Diary of a Milf
Special delivery for Calliste! When the mailman shows up at the door with a package, horny milf Calliste immediately...
Who: MILF
Where: Couch
Categories: Big Ass, Big Natural Tits, MILFs, Red Head, Shaved
Released: July 09, 2007
India Summer, Cody Lane & Kurt Lockwood in Diary of a Milf
When Cody Lane stops by to see her boyfriend's mom India Summer and tells her she's curious about girls, things heat...
Who: Family Friend, Gardener, MILF
Categories: BGG, Big Ass, Big Fake Tits, Brunette, MILFs, Piercings, Shaved, Small Tits, Threesome
Released: July 03, 2007
Monica Mayhem, Maya Divine & Jordan Ashley in Diary of a Milf
Wedding planner gone wild! Maya Divine is helping Monica Mayhem plan her wedding to Jordan and tells them it's silly...
Where: Couch, Living room
Categories: BGG, Big Ass, Big Fake Tits, Brunette, MILFs, Piercings, Red Head, Shaved, Tattoos, Threesome
Released: June 27, 2007
Selena Steele & Justice Young in Diary of a Milf
When her best friend gets stuck at work and her son needs a lift from the airport, Selena Steele is more than happy...
Who: Family Friend, MILF
Where: Couch, Living room
Categories: Big Ass, Big Fake Tits, Brunette, Hairy bush, MILFs, Piercings, Tattoos
Released: June 20, 2007
Deauxma & Charles Dera in Diary of a Milf
Deauxma may have been at the furniture store with her husband, but she only had eyes for the store clerk. So she...
Who: Married Woman, MILF
Where: Bedroom
Categories: Big Ass, Big Fake Tits, MILFs, Red Head, Shaved
Released: June 12, 2007
Puma Swede & Tony DeSergio in Diary of a Milf
Puma Swede is tired of her husband, so she calls a lawyer to find out what she'd get if he were to ... uh, disappear...
Who: Married Woman, MILF
Where: Couch, Living room
Categories: Big Ass, Big Fake Tits, Blonde, MILFs, Shaved
Released: June 06, 2007
Teri Weigel & Ron Jeremy in Diary of a Milf
Teri Weigel can't wait for her boy toy Ron Jeremy to come over for dinner because she has a sexy evening planned. But...
Where: Couch, Dining Room, Living room, Table
Categories: Big Fake Tits, Brunette, MILFs, Piercings
Released: June 06, 2007
Ava Lauren, Harmony Bliss & Christian in Diary of a Milf
Harmony Bliss and her boyfriend Christian are swingers, so when Ava Lauren accidentally leaves a casserole dish...
Who: MILF
Where: Kitchen
Categories: BGG, Big Ass, Big Fake Tits, Blonde, Brunette, MILFs, Shaved, Tattoos, Threesome
Released: June 01, 2007
India Summer & Scott Nails in Diary of a Milf
India Summer is one hot horny milf whose pussy's been wet ever since Scott, the TV repairman, delivered her TV. So...
Who: MILF
Where: Couch, Living room
Categories: Brunette, MILFs, Petite, Piercings, Shaved, Small Tits
Released: May 22, 2007
Lexi Lamour & Alan Stafford in Diary of a Milf
Sometimes a hot milf just needs to get in touch with her inner whore, and that's just what Lexi Lamour does with her...
Where: Couch, Living room
Categories: Big Ass, Big Fake Tits, Blonde, MILFs, Shaved, Tattoos
Released: May 15, 2007
Claudia Marie & Christian in Diary of a Milf
When Claudia leaves South Carolina to visit her sister and brother-in-law, he can't understand how the two ladies are...
Who: Family Friend, MILF
Where: Couch, Living room
Categories: Big Ass, Big Natural Tits, Blonde, MILFs, Shaved
Released: May 08, 2007
Sienna West & Kurt Lockwood in Diary of a Milf
Sienna West loves her husband so much that she wants to give him a special anniversary dessert after he takes her to...
Where: Dining Room, Table
Categories: Big Ass, Big Fake Tits, Latina, MILFs, Red Head
Released: May 01, 2007
Sheila Marie & Christian in Diary of a Milf
Poor Sheila Marie. She's at home lonely and horny because her husband's out of town ... again. But she finds a cure...
Who: Married Woman, MILF
Categories: Big Ass, Big Fake Tits, Brunette, Hairy bush, MILFs
Released: April 24, 2007
Devon Lee & Cheyne Collins in Diary of a Milf
Devon Lee's been too busy to meet men lately, so she puts a fake ad in the paper for an assistant. Males only, of...
Who: MILF
Where: Office
Categories: Big Ass, Big Fake Tits, Blonde, MILFs, Piercings, Shaved
Released: April 17, 2007
Nadia Styles, Vicky Vette & Derrick Pierce in Diary of a Milf
Vicky Vette isn't sure how she'll fit in when she returns to school after her divorce, but she soon finds out during...
Who: MILF
Where: Couch, Living room
Categories: BGG, Big Ass, Big Fake Tits, Blonde, Brunette, MILFs, Piercings, Shaved, Small Tits, Threesome
Released: April 11, 2007
Ava Lauren & Cheyne Collins in Diary of a Milf
You know what they say about what happens when the cat's away. The beautiful busty mature Ava Lauren's husband is out...
Who: Married Woman, MILF
Where: Couch, Living room
Categories: Big Ass, Big Fake Tits, Brunette, MILFs, Shaved
Released: April 06, 2007
Teri Weigel & Herschel Savage in Diary of a Milf
Herschel doesn't understand why his wife Teri Weigel is so jealous of his new 18 year old secretary. Doesn't she know...
Who: MILF
Where: Couch, Living room
Categories: Big Fake Tits, Brunette, MILFs, Piercings, Shaved
Released: March 21, 2007
Kimmie Morr & Anthony Rosano in Diary of a Milf
You go, girl!! Kimmie Morr fucked her friend's 20 year old son and is pretty damn proud of herself. After all,...
Who: Family Friend, MILF
Where: Couch, Living room
Categories: Big Ass, Big Natural Tits, Blonde, Hairy bush, MILFs, Piercings
Released: March 16, 2007
Amber Lynn & Tommy Gunn in Diary of a Milf
Amber Lynn knows her boyfriend is probably fucking around with his ex-girlfriend, but she's trying to be a grown up...
Who: Girlfriend, MILF
Where: Couch, Living room
Categories: Big Ass, Big Fake Tits, Blonde, Hairy bush, MILFs
Released: March 08, 2007
Kayla Kupcakes & Frank Towers in Diary of a Milf
Awkward!! When Kayla Kupcakes' husband walks in and hears her calling out another man's name in her sleep, what is he...
Where: Chair, Living room
Categories: Big Ass, Big Fake Tits, Blonde, MILFs, Piercings, Shaved
Released: February 28, 2007
Puma Swede & Alex Gonz in Diary of a Milf
Puma Swede has been horny all day, like a hot cat in heat, so when her boyfriend's stuck at work, he sends his...
Who: Friend's Girlfriend, Married Woman, MILF
Categories: Big Ass, Big Fake Tits, Blonde, MILFs, Shaved
Released: February 22, 2007
Houston Uluvpunani & Alan Stafford in Diary of a Milf
Houston Uluvpunani is worried that her friend's son Alan will never be smooth with the ladies, so won't he let her...
Who: Married Woman, MILF
Categories: Big Ass, Big Fake Tits, Blonde, MILFs, Shaved
Released: February 14, 2007
Selena Steele & Bridgette Monroe in Diary of a Milf
Selena Steele, Bridgette Monroe, and a dildo named Brett. Sounds like a good time, and that's just what these two...
Where: Living room, Office
Categories: Big Ass, Big Fake Tits, Brunette, Curvy, Hairy bush, MILFs, Petite, Piercings, Shaved, Tattoos
Released: February 07, 2007
Shayna Storm & Cheyne Collins in Diary of a Milf
Shayna Storm just got released early from jail for good behavior, so of course she's horny as hell. Good thing her...
Where: Bed, Bedroom, Couch, Living room
Categories: Big Ass, Big Natural Tits, Brunette, Curvy, MILFs, Shaved, Tattoos
Released: January 31, 2007
Danielle Derek, Ben English & Anthony Hardwood in Diary of a Milf
Danielle Derek has never felt as open with anyone as she does with her latest fling Ben, so Ben sees that as the...
Who: Married Woman, MILF
Where: Bedroom
Categories: BBG, Big Fake Tits, Blonde, MILFs, Petite, Shaved, Tattoos, Threesome
Released: January 24, 2007
India Summer & Kurt Lockwood in Diary of a Milf
India Summer makes an appointment with Kurt, the vacuum cleaner salesman, because she wants to know if it sucks good....
Who: MILF
Categories: Big Ass, Brunette, MILFs, Piercings, Shaved, Small Tits
Released: January 18, 2007
Maya Divine, Eric Masterson & Vincent Vega in Diary of a Milf
Wendy Divine and Vince are in marriage counseling, but Wendy thinks fucking the doctor is the key to saving her...
Who: Client, Married Woman, MILF
Where: Living room, Office
Categories: Anal, Big Ass, Big Fake Tits, Brunette, Hairy bush, MILFs
Released: January 10, 2007
Deauxma & Christian in Diary of a Milf
Deauxma puts a new twist on getting fucked in the ass by the tax man. Usually people don't like it when it happens,...
Who: Client, Married Woman, MILF
Where: Couch
Categories: Anal, Big Ass, Big Fake Tits, Brunette, MILFs, Shaved, Stockings
Released: January 04, 2007
Devon Michaels & Billy Glide in Diary of a Milf
Devon Michaels is pissed when she hears that her boyfriend Billy had lunch with his ex-girlfriend. Don't I take care...
Where: Couch
Categories: Big Ass, Big Fake Tits, Brunette, MILFs
Released: December 27, 2006
Devon Lee & Alex Gonz in Diary of a Milf
Devon Lee is a little lonely after her divorce, so she invites her friend's son Alex over to fix her fireplace and he...
Who: Boss, Co-worker, Family Friend, MILF
Where: Couch, Living room
Categories: Big Ass, Big Fake Tits, Blonde, MILFs, Piercings, Shaved
Released: December 19, 2006
Angel Cassidy & Christian in Diary of a Milf
Angel Cassidy doesn't want her husband to go to Vegas, so she gives him an ultimatum: give me an orgasm or take a cab...
Who: MILF
Where: Couch, Living room
Categories: Big Ass, Big Fake Tits, Blonde, MILFs
Released: December 06, 2006
Vicky Vette, Alex Sanders & Anthony Hardwood in Diary of a Milf
Vicky Vette is pissed when the plumbers can't fix her pisser, the toilet. She decides to give them another chance to...
Who: MILF
Where: Bedroom
Categories: BBG, Big Ass, Big Fake Tits, Blonde, Hairy bush, MILFs, Piercings, Threesome
Released: December 06, 2006
India Summer & Jack Lawrence in Diary of a Milf
India Summer just loves a good afternoon delight and begs her husband Jack for his Saturday afternoon cum in this hot...
Who: MILF
Where: Bathroom
Categories: Big Ass, Brunette, MILFs, Piercings, Shaved, Small Tits
Released: November 30, 2006
TJ Powers & Billy Glide in Diary of a Milf
TJ Powers has heard of "friends with benefits" but never really knew if they existed. But now that she is finally out...
Where: Couch, Living room
Categories: Big Ass, Big Fake Tits, Blonde, MILFs, Shaved
Released: November 21, 2006
Cat Cleavage & Kurt Lockwood in Diary of a Milf
It ain't easy being a kept man. Just ask Kurt. His sugar mama pays the bills as long as he gives her a hard dick...
Who: MILF
Categories: Big Ass, Big Fake Tits, Blonde, Hairy bush, MILFs
Released: November 15, 2006
Kimmie Morr & Christian in Diary of a Milf
Kimmie Morr is pissed she's being stood up by her secret lover because she's already called a cab. When the cab shows...
Who: Married Woman, MILF
Where: Couch, Living room
Categories: Anal, Big Ass, Big Natural Tits, Blonde, Hairy bush, MILFs, Piercings
Released: November 08, 2006
Stephanie Wylde & Kris Slater in Diary of a Milf
My sister's hot milf!! Stephanie Wylde has thought Kris was cute ever since she saw him at his sister's wedding, so...
Who: Family Friend, MILF, Professor, Student
Where: Couch, Living room
Categories: Big Ass, Big Fake Tits, Brunette, MILFs, Piercings, Shaved
Released: November 01, 2006
Elle Cee & Jerry in Diary of a Milf
Elle Cee believes sharing is caring, so that's why she wants to fuck her best friend's husband. Well, that and he is...
Who: Married Woman, MILF
Categories: Big Ass, Big Fake Tits, Brunette, MILFs, Shaved
Released: October 25, 2006
Kayla Synz & Matt Bixel in Diary of a Milf
Kayla Synz is one hot sexy milf, and this horny mom doesn't care what kind of meat Matt, the door-to-door salesman,...
Who: MILF
Categories: Big Ass, Blonde, MILFs, Piercings, Shaved, Small Tits
Released: October 18, 2006
Echo Valley & Reno in Diary of a Milf
Echo Valley's little sister is leaving her husband but can't bring herself to tell him face-to-face. As a hot MILF,...
Who: Married Woman, MILF
Where: Bedroom
Categories: Big Fake Tits, Blonde, Hairy bush, MILFs
Released: October 11, 2006
Rebecca Love & Tylene Buck in Diary of a Milf
Rebecca Love thought Tylene Buck was open-minded, a swinger in fact. Turns out, Tylene is shy despite her suggestive...
Who: MILF, Neighbor, Neighbor's Wife
Where: Couch, Living room
Categories: Blonde, GG, Hairy bush, MILFs, Piercings, Red Head, Shaved
Released: October 04, 2006
Whitney Wonders & Jeremy Holmes in Diary of a Milf
Whitney Wonders suspects her daughter's ex is gay, but he only said that to make for an easy breakup. Even after...
Who: Family Friend, MILF
Where:
Categories: Big Ass, Big Fake Tits, MILFs, Piercings, Red Head, Shaved, Tattoos
Released: September 27, 2006
Angel Caliente & Jack Venice in Diary of a Milf
Angel Caliente is in the middle of remodeling negotiations for her kitchen and baths and if she wasn't "caliente"...
Who: Married Woman, MILF
Where: Couch, Living room
Categories: Big Fake Tits, Brunette, Latina, MILFs, Shaved
Released: September 20, 2006
Lisa Ann & Jeremy Holmes in 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...
Who: Boss's Girlfriend, MILF
Categories: Big Ass, Big Fake Tits, Brunette, MILFs, Piercings, Stockings
Released: September 13, 2006
Alisandra Monroe & Jack Lawrence in Diary of a Milf
Alisandra Monroe's idea of "sexy" isn't quite up to par with her husband's idea of "sexy." He's given her short...
Where: Couch, Living room
Categories: Big Ass, Big Fake Tits, Brunette, MILFs, Shaved
Released: September 08, 2006
Demi Delia & Randy Spears in Diary of a Milf
After their first date, Demi was kicking herself for having waited so long to muster up the courage to ask Randy out....
Categories: Anal, Big Ass, Big Fake Tits, Brunette, MILFs, Piercings, Shaved, Tattoos
Released: August 30, 2006
Niki Wylde & Kurt Lockwood in Diary of a Milf
The jig is up for Niki Wylde. She's been fucking one of her students and his big brother pays her a visit to confront...
Who: MILF
Categories: Big Ass, Big Fake Tits, Blonde, MILFs, Shaved, Tattoos
Released: August 23, 2006
Sammy Sparks & Matt Bixel in Diary of a Milf
The Diamond 200*6 - "You'll love how great this vacuum sucks!" Sammy Sparks has been suckered into putting up with a...
Who: Married Woman, MILF
Where: Couch, Living room
Categories: Big Ass, Blonde, Fake Tits, Hairy bush, MILFs, Piercings
Released: August 16, 2006
Deauxma & Alex Sanders in Diary of a Milf
Deauxma's husband spends cash like it grows on trees but she knows the value of a dollar and the concept of...
Who: Client, Married Woman, MILF
Where: Couch, Living room
Categories: Anal, Big Ass, Big Fake Tits, Brunette, MILFs, Shaved
Released: August 09, 2006
Kimmie Morr & Seth Dickens in Diary of a Milf
Kimmie Morr and best friend's husband, Seth, have had the hots for each other since forever. After two "couples"...
Who: Married Woman, MILF
Categories: Big Ass, Big Natural Tits, Blonde, Hairy bush, MILFs, Piercings
Released: August 02, 2006
Devon Michaels & Tommy Gunn in Diary of a Milf
Devon Michaels thinks that her mechanic is taking her for ride so she gives him an ultimatum. She could've paid him...
Who: MILF
Where: Couch, Living room
Categories: Big Ass, Big Fake Tits, Brunette, Hairy bush, MILFs
Released: July 26, 2006
Danielle Derek & Barry Scott in Diary of a Milf
Danielle Derek is a serious trainer and fitness buff - just look at her chest but don't stop there, she's a top-tier...
Who: MILF
Where: Exercise Ball, Gym Equipment, Living room
Categories: Anal, Big Fake Tits, Blonde, MILFs, Petite, Shaved, Tattoos
Released: July 19, 2006
Echo Valley, Jeremy Holmes & Alex Gonz in Diary of a Milf
Echo Valley thought she had a special date with her favorite coffee shop owner. To her surprise, Jeremy shows up in...
Who: MILF
Where: Couch, Living room
Categories: Big Fake Tits, Blonde, Hairy bush, MILFs
Released: July 12, 2006
Puma Swede, Kurt Lockwood & Jeremy Holmes in Diary of a Milf
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...
Who: MILF
Categories: BBG, Big Ass, Big Fake Tits, Blonde, MILFs, Shaved, Threesome
Released: July 06, 2006
Stephanie Wylde & Ram in Diary of a Milf
Stephanie Wylde's excited for her friend's wedding and even more excited to show off her date, Ram. When he showed up...
Where: Couch, Living room
Categories: Big Ass, Big Fake Tits, Brunette, MILFs, Piercings, Shaved
Released: June 28, 2006
Selena Steele & Anthony Rosano in Diary of a Milf
Selena Steele and Kala hit it off pretty good and have been mowing each other's box ever since. But now that Kala is...
Who: MILF
Where: Couch, Living room
Categories: Big Fake Tits, Brunette, Glasses, Hairy bush, MILFs, Piercings
Released: June 21, 2006
Emma Starr, Billy Glide & Nat Turner in Diary of a Milf
Mrs. Starr is alone again but luckily her co-worker, Sigred, filled her in on how to pass the time while the husband...
Who: Married Woman, MILF
Where: Bed, Bedroom, Living room
Categories: Big Fake Tits, Blonde, Interracial, MILFs, Shaved, Tattoos, Threesome BBG
Released: June 14, 2006
Chennin Blanc & Cheyne Collins in Diary of a Milf
Chennin Blanc is the bread-winner in the relationship and doesn't hesitate to remind husband, Cheyne, that she wears...
Who: MILF
Where: Living room, Piano
Categories: Big Ass, Big Fake Tits, Blonde, MILFs, Piercings, Shaved, Tattoos
Released: June 07, 2006
Cheyenne Hunter & Anthony Rosano in Diary of a Milf
Cheyenne Hunter and daughter, Tiffany, share all of their secrets ... it's a typical mother/daughter relationship....
Who: Family Friend, MILF
Where: Couch
Categories: Big Ass, Big Fake Tits, Brunette, Hairy bush, MILFs, Tattoos
Released: June 01, 2006
Demi Delia & Randy Spears in Diary of a Milf
Demi Delia has been in a drought. It's taken her a year to get the courage to ask a certain interest, Randy Spears,...
Where: Couch, Living room
Categories: Big Ass, Big Fake Tits, Brunette, MILFs, Piercings, Shaved, Tattoos
Released: May 24, 2006
Lexi Carrington & Matt Bixel in Diary of a Milf
Ever since Alexi Carrington's divorce she has been feeling a little insignificant. After laying down her sob story...
Who: MILF
Where: Couch, Living room
Categories: Big Fake Tits, Blonde, MILFs, Piercings, Shaved, Tattoos
Released: May 17, 2006
Kayla Kupcakes & Reno in Diary of a Milf
Kayla Kupcakes is having her bathroom remodeled and when she gets home she sees the worker is taking a nap in her...
Where: Bedroom
Categories: Big Fake Tits, Blonde, MILFs, Piercings, Shaved
Released: May 10, 2006
Darryl Hanah & Kris Slater in Diary of a Milf
Darryl Hanah is an educator and she has had a crush on one of her students, Kris Slater. He was flattered and she was...
Where: Couch
Categories: Blonde, Hairy bush, MILFs, Petite, Small Tits, Tattoos
Released: May 03, 2006
Giovanna & Joe Friday in Diary of a Milf
Giovanna decides to prepare a nice dinner for her husband but she doesn't know how to cook. She hired a helping hand...
Who: Client, Married Woman, MILF
Categories: Big Ass, Big Natural Tits, Brunette, MILFs, Shaved, Tattoos
Released: April 26, 2006
Totally Tabitha & TJ Cummings in Diary of a Milf
Tabitha suffers from migraines as well as an intense craving for younger cock. As soon she convinced her doctor to...
Who: MILF
Categories: Big Ass, Big Natural Tits, Hairy bush, MILFs
Released: April 19, 2006
Niki Wylde & Johnny Castle in Diary of a Milf
Niki Wylde has a student, Johnny Castle, who has a MAJOR crush on her and always "happens" to be in the neighborhood....
Who: MILF
Where: Couch, Living room
Categories: Big Ass, Big Fake Tits, Blonde, MILFs, Shaved
Released: April 13, 2006
Devon Lee & Sergio in Diary of a Milf
Devon Lee was a little hesitant to go out on this first date after the divorce but a good meal and some wine got her...
Who: MILF
Where: Couch, Living room
Categories: Big Ass, Big Fake Tits, Blonde, MILFs, Shaved
Released: April 06, 2006
Danielle Frost & Seth Dickens in Diary of a Milf
Danielle Frost is preoccupied with meeting deadlines at work and it's been the cause for many an argument at home....
Categories: Big Ass, Big Natural Tits, Blonde, Hairy bush, MILFs
Released: March 30, 2006
Deauxma & Christian in Diary of a Milf
Yep, it's tax time. A time when CPA Christian cringes, especially when he has to make a house call for Deauxma. She...
Where: Couch, Living room
Categories: Big Ass, Big Fake Tits, Brunette, MILFs, Shaved
Released: March 30, 2006
Summer Sinn & Anthony Rosano in Diary of a Milf
Summer Sinn is glad to see her brother-in-law since he is the nicest of the in-laws plus, she really needs to get...
Who: Married Woman, MILF
Categories: Big Ass, Big Fake Tits, Blonde, MILFs, Red Head, Shaved, Tattoos
Released: March 23, 2006
Christian & Bailey O'dare in Diary of a Milf
Bailey O'Dare is just getting back into the dating scene and is a little nervous about coming across as a lady on the...
Who: MILF
Where: Couch, Living room
Categories: Big Ass, Big Fake Tits, MILFs, Piercings, Red Head, Shaved
Released: March 23, 2006
Sammy Sparks & Sergio in Diary of a Milf
Sammie Sparks is attending a conference in Vegas and for the first time without her husband. There's a lot on her...
Who: MILF
Where: Bed, Couch, Hotel, Living room
Categories: Big Ass, Big Fake Tits, Blonde, MILFs, Piercings
Released: March 20, 2006
Phyllisha Anne & Kris Knight in Diary of a Milf
Phillisha Anne is very giving and she doesn't mind spreading her wealth when it comes to purchasing a home for her...
Who: MILF
Where: Couch, Living room
Categories: Big Ass, Blonde, Hairy bush, MILFs
Released: March 20, 2006
Lisa DeMarco, Marco Banderas & Alberto Rey in Diary of a Milf
Lisa Lee gives private English lessons but when she learns that her star pupil, the very sexy Marco, is thinking...
Who: MILF
Where: Couch, Living room
Categories: BBG, Big Fake Tits, Blonde, Hairy bush, MILFs, Threesome
Released: March 13, 2006
Selena Steele, Kala Prettyman & Anthony Rosano in Diary of a Milf
Selena has this retro-thing going ... a substantial bush and her friend, Kala, is dying to check it out. When Kala's...
Who: MILF
Where: Couch, Living room
Categories: BGG, Big Ass, Big Fake Tits, Big Natural Tits, Blonde, Brunette, Hairy bush, MILFs, Piercings, Tattoos, Threesome
Released: March 13, 2006
Michelle Lay, Slim & Jean Val Jean in Diary of a Milf
Men have habits and sometimes they really rub women the wrong way. Just like Michelle Lay's man who can't seem to...
Who: Married Woman, MILF, Stranger
Where: Hotel
Categories: Big Ass, Brunette, Hairy bush, MILFs, Petite, Small Tits, Tattoos
Released: March 06, 2006
Trixie Cas & Matt Bixel in Diary of a Milf
Trixie Cas is feeling the pressures of getting married too soon. Her husband, Jimmie, has way too many rules for such...
Who: Married Woman, MILF
Where: Couch, Living room
Categories: Big Fake Tits, Brunette, MILFs, Shaved, Tattoos
Released: March 06, 2006
Mason Storm & Randy Spears in Diary of a Milf
Mason has been trying to convince her husband to help her fulfill her deepest and darkest fantasies. Not being one to...
Who: MILF
Categories: Big Ass, Big Fake Tits, Brunette, MILFs, Piercings, Shaved, Tattoos
Released: February 27, 2006
Lezley Zen, Joey Ray & Mark Davis in Diary of a Milf
Lezley Zen and Joey have a good sex life but they have always longed for some experimentation ... a three-way. After...
Who: MILF
Where: Living room
Categories: BBG, Big Ass, Big Fake Tits, Brunette, Hairy bush, MILFs, Piercings, Threesome
Released: February 27, 2006
Mika Tan, Lauren Lee & Talon in Diary of a Milf
Lauren Lee's divorce has been finalized and to celebrate her "independence day," her friend, Mika Tan, takes her on a...
Who: Friend, MILF, Professor, Student
Where: Couch, Living room
Categories: Asian, BGG, Big Ass, Big Fake Tits, Big Natural Tits, Blonde, Brunette, MILFs, Shaved, Tattoos, Threesome
Released: February 20, 2006
Diana Doll & Marcus London in Diary of a Milf
Who wouldn't be ecstatic to get their dream job? Sue Diamond is more than grateful and what enterprising woman...
Who: Boss, Married Woman, MILF, Secretary
Where: Office
Categories: Big Ass, Big Natural Tits, Blonde, Foreign Accent, MILFs, Shaved
Released: February 20, 2006
Davia Ardell & Billy Glide in Diary of a Milf
There is no pleasing Davia Ardell's husband. She is putting all the effort into the relationship and there is still...
Who: Client, Doctor, Married Woman, MILF
Where: Couch, Doctor\'s Office, Living room, Office
Categories: Big Fake Tits, Blonde, MILFs, Piercings, Shaved, Tattoos
Released: February 20, 2006
Danielle Derek & Ben English in Diary of a Milf
Danielle Derek can't quite forget about her adventures in backpacking across Europe but after 10 years of marriage,...
Who: Married Woman, MILF
Where: Bathroom
Categories: Anal, Big Fake Tits, Blonde, MILFs, Petite, Shaved, Tattoos
Released: February 20, 2006
Emma Starr & Tony T. in Diary of a Milf
Mrs. Starr's husband is constantly neglecting her when he is always extending his business trips. Left all alone in a...
Who: Gardener, Married Woman, MILF
Where: Bedroom
Categories: Big Ass, Big Fake Tits, Blonde, MILFs, Piercings, Shaved
Released: February 20, 2006
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