Collection

Drilling Mommy Collection

Collection of the Drilling Mommy films released by Reality Kings.

21 titles 2018–2026

All Titles in Order

Drilling Mommy
Drilling Mommy
Title 1

Drilling Mommy

2018 ★ 8.0

These mature babes are downright horny and crazy for cock. They'll do anything for that hot splash of cum all over their tits and face. There's just nothing like fucking a MILF who hasn't had it in a while!

Open title →
Drilling Mommy 2
Title 2

Drilling Mommy 2

2018 ★ 8.0

These mature babes are downright horny and crazy for cock. They'll do anything for that hot splash of cum all over their tits and face. There's just nothing like fucking a MILF who hasn't had it in a while!

Open title →
Drilling Mommy 3
Title 3

Drilling Mommy 3

2018 ★ 7.0

These mature babes are downright horny and crazy for cock. They'll do anything for that hot splash of cum all over their tits and face. There's just nothing like fucking a MILF who hasn't had it in a while!

Open title →
Drilling Mommy 4
Title 4

Drilling Mommy 4

2018 ★ 5.5

These mature babes are downright horny and crazy for cock. They'll do anything for that hot splash of cum all over their tits and face. There's just nothing like fucking a MILF who hasn't had it in a while!

Open title →
Drilling Mommy 5
Title 5

Drilling Mommy 5

2019

These mature babes are downright horny and crazy for cock. They'll do anything for that hot splash of cum all over their tits and face. There's just nothing like fucking a MILF who hasn't had it in a while!

Open title →
Drilling Mommy 6
Title 6

Drilling Mommy 6

2019 ★ 8.0

These mature babes are downright horny and crazy for cock. They'll do anything for that hot splash of cum all over their tits and face. There's just nothing like fucking a MILF who hasn’t had it in a while!

Open title →
Drilling Mommy 7
Title 7

Drilling Mommy 7

2019 ★ 6.4

These mature babes are downright horny and crazy for cock. They'll do anything for that hot splash of cum all over their tits and face. There's just nothing like fucking a MILF who hasn't had it in a while!

Open title →
Drilling Mommy 8
Title 8

Drilling Mommy 8

2019 ★ 7.0

When Duncan Saint sees hot MILF Crystal Rush washing her fancy car, he gets a good look at her big booty as she's bent over soaping up the hood. Kyle Mason has been looking for a chance to say hello to the hot blonde MILF with the massive tits who moved in down the street, so when he smells the sweet aroma of cookies wafting out of her house, he can't help but introduce himself! Sean Lawless doesn't go to open houses because he needs a new house, but because he wants a new home for his dick! Anna Morna's in a hurry and the elevator is a no-show, so she decides to take the stairs, but she gets locked in! Sexually frustrated MILF Alexis Fawx isn't satisfied with the job new gardener, Charles Dera, is doing in her yard, so she marches outside to tell him a thing or two about how to work his hose.

Open title →
Drilling Mommy 9
Title 9

Drilling Mommy 9

2019

Stunning MILF Lexi Luna is minding her own business, watering her plants on a hot summer day. She's looking sexy as fuck in her tight denim attire, showing off ample cleavage and getting her next door neighbor Damon Dice absolutely sprung! Damon's had the hots for this sexy MILF next door ever since she moved to the neighborhood and he and his buddy decide to peek in on how this busty slut spends her afternoon.

Open title →
Drilling Mommy 10
Title 10

Drilling Mommy 10

2019 ★ 7.0

These mature babes are downright horny and crazy for cock. They'll do anything for that hot splash of cum all over their tits and face. There's just nothing like fucking a MILF who hasn't had it in a while! Mommy is here and needs a drilling real bad! The hottest moms taking cock like teenage sluts, you can't go wrong!

Open title →
Drilling Mommy 12
Title 11

Drilling Mommy 12

2020

When you walk into Ryan Keely's house, you better be prepared to give her what she wants. Van Wylde is out playing disc golf when he throws just a BIT too far, landing next to Audrey Miles' window. Reagan Foxx wants to fool around, but her partner just HAS to get to work. Dominatrix Nicolette is busy. She's booking appointments, growing her fan base, spanking her clients... Busty blonde Alura Jenson loves helping her tattooed boyfriend Scott Nails get off, and she's always down to give him a sloppy blowjob before fucking him hard while her huge tits bounce.

Open title →
Drilling Mommy 13
Title 12

Drilling Mommy 13

2021 ★ 7.0

MILF Hunted: Zac is cruising a little intimate party when he comes across Isabella Deltorre. And she has having none of his things. She's feisty, fiery, ready to throw this boy back to the girls chattering and giggling down the hall. His cock isn't ready for this experienced cougar, eager to snatch his soul if he makes one wrong move. Not one to shy away from challenges, Isabella's attitude is just making him more curious and hungry for a glance down her tight white blouse...

Open title →
Drilling Mommy 15
Title 13

Drilling Mommy 15

2022 ★ 8.0

They may be moms, but these gorgeous babes are in need of a deep drilling!

Open title →
Drilling Mommy 14
Title 14

Drilling Mommy 14

2022

These mature babes are downright horny and crazy for cock. They'll do anything for that hot splash of cum all over their tits and face. There's just nothing like fucking a MILF who hasn't had it in a while!

Open title →
Drilling Mommy 16
Title 15

Drilling Mommy 16

2023 ★ 6.0

These mature babes are downright horny and crazy for cock. They'll do anything for that hot splash of cum all over their tits and face. There's just nothing like fucking a MILF who hasn't had it in a while!

Open title →
Drilling Mommy 17
Title 16

Drilling Mommy 17

2023 ★ 8.0

They may be moms, but these gorgeous babes are in need of a deep drilling!

Open title →
Drilling Mommy 18
Title 17

Drilling Mommy 18

2023 ★ 7.0

They may be moms, but these gorgeous babes are in need of a deep drilling!

Open title →
Drilling Mommy 19
Title 18

Drilling Mommy 19

2023
Open title →
Drilling Mommy 20
Title 19

Drilling Mommy 20

2026 ★ 7.0

Drilling Mommy 20

Open title →
Drilling Mommy 21
Title 20

Drilling Mommy 21

2026 ★ 7.0

Drilling Mommy 21

Open title →
Drilling Mommy 22
Title 21

Drilling Mommy 22

2026

They may be moms, but these gorgeous babes are in need of a deep drilling.

Open title →