Maddy O’Reilly has the kind of cheerleader hotness that you don’t know if you should masturbate to when you see her, or pick up your bottle of lube and run for a touchdown. Maybe, instead of the school cheerleader, this girl was a glasses-wearing book nerd. If that were the case, then you’d use up your library privileges just to get in her good books. No matter what kind of character Maddy plays, you can’t help wanting to take this babe in your arms, whisper sweet nothings in her ear, and go headfirst into her million-dollar pussy with scuba diving gear, so you can stay submerged in her muff swamp for hours. If you ran into Maddy on the street, without fetish gear and stripper makeup, you might just mistake her for an average hottie, never guessing what kind of amazing slut acrobatics she is capable of. That’s because Maddy is a real girl who just happens to be an honest sex freak. We bet she does it so dirty, regardless of cameras, which only makes us love her more. Maddy can do sensual just as well as raunchy. She straps on a dildo like the Princess of Pegging and knows how to show her girlfriends who’s boss. Maddy has also racked up awards ranging from solo masturbation and butt bead insertion, to threesomes, gangbangs and cock trains. After a day’s work on her back, knees, or upside down, give this girl a nice shot of cum for happy hour.

Show more

Maddy OReilly's Most Viewed Videos

Maddy O'Reilly & Lexington Steele_1080p
54 707 views
38:47

Maddy O'Reilly & Lexington Steele_1080p

  • 6 years ago
  • 88%
devianthardcore - eva angelina and maddy oreilly
53 425 views
33:28

devianthardcore - eva angelina and maddy oreilly

  • 6 years ago
  • 88%
Maddy O´Reilly interracial
47 489 views
64:49

Maddy O´Reilly interracial

  • 6 years ago
  • 90%
Ass and pussy licking with Dani Daniels
46 325 views
20:19

Ass and pussy licking with Dani Daniels

  • 6 years ago
  • 66%
Ava Addams, Maddy OReilly - Roccos Perfect Slaves 04
38 596 views
52:15

Ava Addams, Maddy OReilly - Roccos Perfect Slaves 04

  • 4 years ago
  • 89%
Maddy O'Reilly - Maddy's PHAT Ass
36 616 views
56:08

Maddy O'Reilly - Maddy's PHAT Ass

  • 4 years ago
  • 97%
Maddy O'Reilly - Shades of Kink - scene 1
36 024 views
50:34

Maddy O'Reilly - Shades of Kink - scene 1

  • 4 years ago
  • 91%
Go Honey Go - Maddy O'Reilly and Chad White
33 352 views
19:07

Go Honey Go - Maddy O'Reilly and Chad White

  • 5 years ago
  • 79%
Maddy Oreilly Semen On Nice Babe s Pussy
32 351 views
41:46

Maddy Oreilly Semen On Nice Babe s Pussy

  • 6 years ago
  • 83%
Sloppy Blowjobs Compilation in 4K
32 221 views
20:00

Sloppy Blowjobs Compilation in 4K

  • 4 years ago
  • 80%
Maddy O'Reilly - Maddy - scene 2
32 038 views
37:01

Maddy O'Reilly - Maddy - scene 2

  • 4 years ago
  • 83%
Maddy O'Reilley first DAP with AJ Applegate
31 685 views
54:02

Maddy O'Reilley first DAP with AJ Applegate

  • 3 years ago
  • 94%
Maddy O'Reilly - Maddy - scene 1
31 563 views
45:03

Maddy O'Reilly - Maddy - scene 1

  • 4 years ago
  • 93%
Maddy O'Reilly - Rear View
30 571 views
40:52

Maddy O'Reilly - Rear View

  • 5 years ago
  • 89%
Maddy O'Reilly DEEP DEEP THROAT
29 698 views
19:05

Maddy O'Reilly DEEP DEEP THROAT

  • 7 years ago
  • 82%
Milfs Vs. Teens 2  Sexy Denim Diva Maddy OReilly Gets F
29 021 views
32:38

Milfs Vs. Teens 2 Sexy Denim Diva Maddy OReilly Gets F

  • 6 years ago
  • 92%
POWER DRIVER#4
27 385 views
64:49

POWER DRIVER#4

  • 5 years ago
  • 92%
Undercover Pleasure - Part One: The Prototype
27 201 views
37:32

Undercover Pleasure - Part One: The Prototype

  • 2 years ago
  • 87%
Maddy O'Reilly - White girl ass fucked by black dick
26 968 views
64:44

Maddy O'Reilly - White girl ass fucked by black dick

  • 4 years ago
  • 93%
Maddy's PHAT Ass
26 181 views
56:08

Maddy's PHAT Ass

  • 4 years ago
  • 94%
Ava Maddy Slaves
26 093 views
52:15

Ava Maddy Slaves

  • 5 years ago
  • 91%
Maddy O'Reilly - The Neighbors 3 - scene 2
25 464 views
34:22

Maddy O'Reilly - The Neighbors 3 - scene 2

  • 4 years ago
  • 77%
TwistedFantasies-Daydreams - Derrick Pierce - Maddy O R
24 571 views
33:07

TwistedFantasies-Daydreams - Derrick Pierce - Maddy O R

  • 5 years ago
  • 83%
Sisterhood Orgy
24 289 views
32:39

Sisterhood Orgy

  • 3 years ago
  • 79%
Undisputed
23 737 views
56:38

Undisputed

  • 5 years ago
  • 91%
Black cock anally for Maddy O'Reilly
23 646 views
38:54

Black cock anally for Maddy O'Reilly

  • 6 years ago
  • 86%
Black guys white sluts
22 682 views
25:00

Black guys white sluts

  • 4 years ago
  • 58%
THE BBC#8
22 073 views
35:16

THE BBC#8

  • 5 years ago
  • 90%
Drilled - Maddy Oreilly - Thrilled To Be Getting Drille
22 033 views
34:45

Drilled - Maddy Oreilly - Thrilled To Be Getting Drille

  • 6 years ago
  • 87%
Booty Duty
21 066 views
32:23

Booty Duty

  • 5 years ago
  • 81%
Shes.DTF.Down.To.Fuck.Vol.2.Part.1.XXX.720p.WEBRip.MP4-VSEX
19 540 views
130:35

Shes.DTF.Down.To.Fuck.Vol.2.Part.1.XXX.720p.WEBRip.MP4-VSEX

  • 3 years ago
  • 81%
Maddy O'Reilly - Maddy's 2nd Anal
19 497 views
33:16

Maddy O'Reilly - Maddy's 2nd Anal

  • 4 years ago
  • 82%
Teach Me How To Squirt Part One - Maddy O Reilly Chad W
19 265 views
43:26

Teach Me How To Squirt Part One - Maddy O Reilly Chad W

  • 5 years ago
  • 81%
Maddy O'Reilly - Oil Me Up
18 465 views
45:25

Maddy O'Reilly - Oil Me Up

  • 5 years ago
  • 90%
Maddy O'Reilly & Chloe Cherry - Double The Stakes
18 283 views
43:57

Maddy O'Reilly & Chloe Cherry - Double The Stakes

  • 4 years ago
  • 87%
Maddy O'Reilly - A Love Triangle 2
17 813 views
43:08

Maddy O'Reilly - A Love Triangle 2

  • 4 years ago
  • 88%
Maddy Oreilly Analized
16 827 views
29:06

Maddy Oreilly Analized

  • 4 years ago
  • 91%
Booty Bumpin'
16 826 views
28:27

Booty Bumpin'

  • 5 years ago
  • 90%
Laverage (2012)
16 450 views
103:46

Laverage (2012)

  • 3 years ago
  • 77%
Amish Girls 2 (2017)
16 420 views
102:51

Amish Girls 2 (2017)

  • 3 years ago
  • 89%
Maddy O'Reilly - Barely Legal 133
16 044 views
21:44

Maddy O'Reilly - Barely Legal 133

  • 4 years ago
  • 78%
Anal fucking with the sexy Maddy O'Reilly
15 910 views
41:03

Anal fucking with the sexy Maddy O'Reilly

  • 6 years ago
  • 85%
TrickySpa - I Need A Fake Husband -  Derrick Pierce  Ma
15 155 views
17:23

TrickySpa - I Need A Fake Husband - Derrick Pierce Ma

  • 4 years ago
  • 75%
Maddy OReilly Gets The Brother Load 1st Interracial in HD
14 578 views
38:47

Maddy OReilly Gets The Brother Load 1st Interracial in HD

  • 4 years ago
  • 88%
PURGATORYX Permission Vol 1 Part 2
14 577 views
11:23

PURGATORYX Permission Vol 1 Part 2

  • 3 years ago
  • 76%
Hardcore anal compilation
14 077 views
25:00

Hardcore anal compilation

  • 4 years ago
  • 86%
Maddy O'Reilly gets bonked by a stud
14 022 views
14:01

Maddy O'Reilly gets bonked by a stud

  • 6 years ago
  • 80%
Rump Raiders 5
13 178 views
121:42

Rump Raiders 5

  • 5 years ago
  • 93%
She's DTF: Down To Fuck Vol. 1
12 614 views
118:57

She's DTF: Down To Fuck Vol. 1

  • 3 years ago
  • 100%
Maddy Gets Her Ass Destroyed by The Biggest BBC
12 189 views
46:23

Maddy Gets Her Ass Destroyed by The Biggest BBC

  • 4 years ago
  • 91%
Booty Bustin'
12 098 views
38:47

Booty Bustin'

  • 6 years ago
  • 91%
PURGATORYX Permission Vol 1 Part 3
11 857 views
11:11

PURGATORYX Permission Vol 1 Part 3

  • 3 years ago
  • 81%
Horny Sluts Compilation
11 837 views
25:00

Horny Sluts Compilation

  • 4 years ago
  • 90%
Maddy O'Reilly - Infidelity 3
11 774 views
26:56

Maddy O'Reilly - Infidelity 3

  • 3 years ago
  • 100%
PURGATORYX Permission Vol 1 Part 1
11 664 views
11:32

PURGATORYX Permission Vol 1 Part 1

  • 3 years ago
  • 100%
Maddy Oreilly in Interracial Intense
11 406 views
25:59

Maddy Oreilly in Interracial Intense

  • 3 years ago
  • 83%
Maddy O'Reilly interracial 3on1 anal DP and pee RS162
11 111 views
54:53

Maddy O'Reilly interracial 3on1 anal DP and pee RS162

  • 2 months ago
  • 95%
Maddy O´Reilly - Gaping Her Phat White Ass
10 837 views
52:54

Maddy O´Reilly - Gaping Her Phat White Ass

  • 3 years ago
  • 98%
Sizzling Squirt Sluts (2021)
10 244 views
121:37

Sizzling Squirt Sluts (2021)

  • 3 years ago
  • 90%
Maddy OReilley ass fucked And manhandled
9 609 views
44:08

Maddy OReilley ass fucked And manhandled

  • 2 years ago
  • 94%
Interracial anal threesome with brunette
9 562 views
5:27

Interracial anal threesome with brunette

  • 4 years ago
  • 57%
Freaky 2 The Deaky!
9 507 views
46:23

Freaky 2 The Deaky!

  • 4 years ago
  • 89%
Her boss has an offer that you just
9 454 views
33:10

Her boss has an offer that you just

  • 4 years ago
  • 89%
Maddy O'Reilly,Penny Pax at Gloryhole
9 304 views
25:38

Maddy O'Reilly,Penny Pax at Gloryhole

  • 2 years ago
  • 90%
Pinarello Prince
9 061 views
37:47

Pinarello Prince

  • 3 years ago
  • 87%
Infidelity 3 (2020)
8 901 views
119:01

Infidelity 3 (2020)

  • 2 years ago
  • 90%
Two Big Ass Sexbomb Assfucked Together
8 103 views
33:20

Two Big Ass Sexbomb Assfucked Together

  • 3 years ago
  • 92%
SweetSinner - Infidelity 3 Scene 2
8 009 views
26:55

SweetSinner - Infidelity 3 Scene 2

  • 3 years ago
  • 95%
Community Craving
8 003 views
48:23

Community Craving

  • 4 years ago
  • 88%
Try round the back
7 782 views
59:02

Try round the back

  • 4 years ago
  • 58%
Penthouse SiteRip - 17058_94230
7 743 views
23:36

Penthouse SiteRip - 17058_94230

  • 6 years ago
  • 100%
Maddy O'Reilly - Teens In Tight Jeans 2 in HD
7 661 views
32:24

Maddy O'Reilly - Teens In Tight Jeans 2 in HD

  • 3 years ago
  • 93%
[KissMeGirl] Lizz & Maddy Oreilly (720p)
7 631 views
44:43

[KissMeGirl] Lizz & Maddy Oreilly (720p)

  • 2 years ago
  • 100%
Maddy OReilly - All I Want
7 555 views
20:52

Maddy OReilly - All I Want

  • 3 years ago
  • 86%
Lesbian Analingus 3 Sc03
6 923 views
26:11

Lesbian Analingus 3 Sc03

  • 2 years ago
  • 96%
maddddorrttll
6 842 views
52:54

maddddorrttll

  • 6 years ago
  • 96%
Maddy Oreilly - Performers Of The Year 2014
6 655 views
36:05

Maddy Oreilly - Performers Of The Year 2014

  • 3 years ago
  • 94%
[KissMeGirl] Maddy Oreilly & Serena (720p)
6 322 views
49:13

[KissMeGirl] Maddy Oreilly & Serena (720p)

  • 2 years ago
  • 95%
Penny Pax - Gloryhole
5 963 views
25:37

Penny Pax - Gloryhole

  • 1 year ago
  • 88%
Maddy likes to get double penetrated
5 834 views
19:15

Maddy likes to get double penetrated

  • 6 years ago
  • 77%
Cuckold - The Best BBC + Pawg Scene
5 485 views
27:38

Cuckold - The Best BBC + Pawg Scene

  • 1 year ago
  • 90%
Three lesbians anal fuck and fist
5 389 views
5:09

Three lesbians anal fuck and fist

  • 4 years ago
  • 100%
Infidelity 3 Scene 2
4 685 views
26:56

Infidelity 3 Scene 2

  • 3 years ago
  • 91%
Maddy O'reilly And Lilly Banks Kiss
4 393 views
29:12

Maddy O'reilly And Lilly Banks Kiss

  • 3 years ago
  • 100%
Penthouse Siterip - 17442_96713
3 982 views
13:41

Penthouse Siterip - 17442_96713

  • 6 years ago
  • 100%
Sexy sub Maddy O’Reilly does everything her buff black
3 799 views
23:53

Sexy sub Maddy O’Reilly does everything her buff black

  • 3 years ago
  • 82%
Lesbian Adventures  Strap-On Specialists 5 Sc03
3 797 views
29:38

Lesbian Adventures Strap-On Specialists 5 Sc03

  • 2 years ago
  • 100%
Lesbian centerfolds open up their extreme anals and sha
3 716 views
5:31

Lesbian centerfolds open up their extreme anals and sha

  • 4 years ago
  • 66%
Maddy O'reilly - My Boss' Wife
3 657 views
38:23

Maddy O'reilly - My Boss' Wife

  • 9 months ago
  • 82%
Busty lesbian milf fingering a teen she met online
3 327 views
6:15

Busty lesbian milf fingering a teen she met online

  • 5 years ago
  • 100%
Maddy O'Reilly Horny Teen 3
3 263 views
27:19

Maddy O'Reilly Horny Teen 3

  • 1 year ago
  • 85%
Penthouse SiteRip - 17754_98104
3 178 views
22:49

Penthouse SiteRip - 17754_98104

  • 6 years ago
  • 80%
Maddy O'Reilly Horny Schoolgirl
2 999 views
26:49

Maddy O'Reilly Horny Schoolgirl

  • 1 month ago
  • 100%
Charming lesbians using a black anal toy
2 786 views
5:27

Charming lesbians using a black anal toy

  • 4 years ago
  • 100%
Penthouse SiteRip - 16336_89989
2 667 views
19:40

Penthouse SiteRip - 16336_89989

  • 6 years ago
  • 100%
Lesbians have Fun after the Game
2 488 views
23:59

Lesbians have Fun after the Game

  • 2 years ago
  • 100%
Filling up their anals with cream
2 086 views
5:27

Filling up their anals with cream

  • 4 years ago
  • 100%
SCAMANGELS - Maddy O'Reilly & Chloe Cherry Do All The W
1 976 views
15:30

SCAMANGELS - Maddy O'Reilly & Chloe Cherry Do All The W

  • 1 year ago
  • 66%
Sexy redhead licks and fingers youngster
1 941 views
6:25

Sexy redhead licks and fingers youngster

  • 5 years ago
  • 100%
Maddy O'reilly - My Amazing Girlfriend
1 812 views
16:54

Maddy O'reilly - My Amazing Girlfriend

  • 11 months ago
  • 81%
Black doctor anal fucks a busty patient
1 797 views
6:11

Black doctor anal fucks a busty patient

  • 11 months ago
  • 41%
maddorrly
1 509 views
38:23

maddorrly

  • 6 years ago
  • 100%
maddyorelly
1 150 views
18:49

maddyorelly

  • 5 years ago
  • 100%
Undercover agent rimmed by a busty boss
1 019 views
6:10

Undercover agent rimmed by a busty boss

  • 10 months ago
  • 80%
Milf stepmom joins stepdaughter and gf
986 views
6:20

Milf stepmom joins stepdaughter and gf

  • 11 months ago
  • 100%
Online date has a threesome with roomies 2
721 views
6:10

Online date has a threesome with roomies 2

  • 1 year ago
  • 50%
:) 8-) ;( :D :( :O :P ;) :heart: :ermm: :angel: :angry: :alien: :blink: :blush: :cheerful: :devil: :dizzy: :getlost: :happy: :kissing: :ninja: :pinch: :pouty: :sick: :sideways: :silly: :sleeping: :unsure: :woot: :wassat:
The captcha is not valid, please try once again
theMK39

1 year ago

:kissing: :woot: :heart: Mad About Maddy :heart: :woot: :kissing:

-30
b站
b站

2 years ago

b站观光团:)

0
Makaku997

3 years ago

Maddy oreilly en BangBros????????

0
kamakazi88

4 years ago

Maddy got a Phattie and I love it

1
Moha12vh

4 years ago

Maddy

0