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 Top Rated Videos

Best of Barely Legal: A-Cup Angels DiSC 2
47 488 views
86:33

Best of Barely Legal: A-Cup Angels DiSC 2

  • 4 years ago
  • 100%
PURGATORYX Permission Vol 1 Part 1
16 306 views
11:32

PURGATORYX Permission Vol 1 Part 1

  • 5 years ago
  • 100%
Lesbian Adventures  Strap-On Specialists 5 Sc03
8 171 views
29:38

Lesbian Adventures Strap-On Specialists 5 Sc03

  • 4 years ago
  • 100%
Maddy O'Reilly Horny Teen 4
8 745 views
44:05

Maddy O'Reilly Horny Teen 4

  • 1 year ago
  • 100%
Lesbians have Fun after the Game
4 860 views
23:59

Lesbians have Fun after the Game

  • 4 years ago
  • 100%
Busty lesbian milf fingering a teen she met online
5 009 views
6:15

Busty lesbian milf fingering a teen she met online

  • 7 years ago
  • 100%
Charming lesbians using a black anal toy
4 841 views
5:27

Charming lesbians using a black anal toy

  • 6 years ago
  • 100%
Maddy OReilly - Super Stacked
4 338 views
8:00

Maddy OReilly - Super Stacked

  • 5 months ago
  • 100%
Three lesbians anal fuck and fist
7 745 views
5:09

Three lesbians anal fuck and fist

  • 6 years ago
  • 100%
Milf stepmom joins stepdaughter and gf
5 271 views
6:20

Milf stepmom joins stepdaughter and gf

  • 2 years ago
  • 100%
Penthouse Siterip - 17442_96713
5 324 views
13:41

Penthouse Siterip - 17442_96713

  • 8 years ago
  • 100%
Penthouse SiteRip - 16336_89989
4 203 views
19:40

Penthouse SiteRip - 16336_89989

  • 8 years ago
  • 100%
maddorrly
2 809 views
38:23

maddorrly

  • 8 years ago
  • 100%
Maddy OReilly - Maddy gets her mouth filled
3 992 views
8:00

Maddy OReilly - Maddy gets her mouth filled

  • 5 months ago
  • 100%
Love Stories Vol 1
785 views
105:08

Love Stories Vol 1

  • 6 days ago
  • 100%
maddy2cl
2 176 views
32:08

maddy2cl

  • 8 years ago
  • 100%
maddyorelly
2 199 views
18:49

maddyorelly

  • 7 years ago
  • 100%
Sexy redhead licks and fingers youngster
3 036 views
6:25

Sexy redhead licks and fingers youngster

  • 7 years ago
  • 100%
Filling up their anals with cream
3 422 views
5:27

Filling up their anals with cream

  • 6 years ago
  • 100%
[KissMeGirl] Lizz & Maddy Oreilly (720p)
23 263 views
44:43

[KissMeGirl] Lizz & Maddy Oreilly (720p)

  • 4 years ago
  • 98%
STORE MY COCK#8
13 977 views
59:20

STORE MY COCK#8

  • 7 months ago
  • 96%
Maddy O'Reilly - Maddy's PHAT Ass
50 278 views
56:08

Maddy O'Reilly - Maddy's PHAT Ass

  • 6 years ago
  • 95%
Maddy's PHAT Ass
32 731 views
56:08

Maddy's PHAT Ass

  • 6 years ago
  • 95%
Maddy OReilley ass fucked And manhandled
15 747 views
44:08

Maddy OReilley ass fucked And manhandled

  • 4 years ago
  • 95%
Penthouse SiteRip - 17058_94230
10 802 views
23:36

Penthouse SiteRip - 17058_94230

  • 8 years ago
  • 95%
Rump Raiders 5
17 084 views
121:42

Rump Raiders 5

  • 7 years ago
  • 94%
Maddy O'Reilly - Teens In Tight Jeans 2 in HD
13 091 views
32:24

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

  • 5 years ago
  • 94%
Maddy O'Reilly - Infidelity 3
16 567 views
26:56

Maddy O'Reilly - Infidelity 3

  • 5 years ago
  • 94%
Maddy is a Baddie
12 807 views
39:55

Maddy is a Baddie

  • 1 year ago
  • 94%
Maddy O'Reilly - Big Booty Pawg Back For BBC
14 691 views
41:47

Maddy O'Reilly - Big Booty Pawg Back For BBC

  • 1 year ago
  • 94%
Maddy O'Reilley first DAP with AJ Applegate
47 364 views
54:02

Maddy O'Reilley first DAP with AJ Applegate

  • 5 years ago
  • 93%
Maddy O'Reilly - Maddy - scene 1
36 966 views
45:03

Maddy O'Reilly - Maddy - scene 1

  • 6 years ago
  • 93%
POWER DRIVER#4
37 817 views
64:49

POWER DRIVER#4

  • 7 years ago
  • 93%
Maddy O'Reilly - White girl ass fucked by black dick
43 298 views
64:44

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

  • 6 years ago
  • 93%
Undisputed Maddy
28 967 views
56:38

Undisputed Maddy

  • 7 years ago
  • 93%
Milfs Vs. Teens 2  Sexy Denim Diva Maddy OReilly Gets F
32 882 views
32:38

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

  • 8 years ago
  • 92%
Cuckold - The Best BBC + Pawg Scene
10 697 views
27:38

Cuckold - The Best BBC + Pawg Scene

  • 3 years ago
  • 92%
[KissMeGirl] Maddy Oreilly & Serena (720p)
12 797 views
49:13

[KissMeGirl] Maddy Oreilly & Serena (720p)

  • 4 years ago
  • 92%
Booty Bustin'
14 618 views
38:47

Booty Bustin'

  • 8 years ago
  • 92%
PMAO! Maddy O'Reilly interracial 3on1 anal DP and pee RS162
34 677 views
54:53

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

  • 3 years ago
  • 91%
Maddy O'reilly And Lilly Banks Kiss
8 542 views
29:12

Maddy O'reilly And Lilly Banks Kiss

  • 5 years ago
  • 91%
THE BBC#8
27 693 views
35:16

THE BBC#8

  • 7 years ago
  • 91%
Amish Girls 2 (2017)
30 205 views
102:51

Amish Girls 2 (2017)

  • 5 years ago
  • 91%
Ava Addams, Maddy OReilly - Roccos Perfect Slaves 04
78 433 views
52:15

Ava Addams, Maddy OReilly - Roccos Perfect Slaves 04

  • 6 years ago
  • 91%
Maddy O´Reilly interracial
54 090 views
64:49

Maddy O´Reilly interracial

  • 8 years ago
  • 90%
Maddy Gets Her Ass Destroyed by The Biggest BBC
17 006 views
46:23

Maddy Gets Her Ass Destroyed by The Biggest BBC

  • 6 years ago
  • 90%
Infidelity 3 (2020)
17 831 views
119:01

Infidelity 3 (2020)

  • 4 years ago
  • 90%
Her boss has an offer that you just
12 167 views
33:10

Her boss has an offer that you just

  • 6 years ago
  • 90%
Booty Bumpin'
19 501 views
28:27

Booty Bumpin'

  • 7 years ago
  • 90%
Maddy O'Reilly - Rear View
36 808 views
40:52

Maddy O'Reilly - Rear View

  • 7 years ago
  • 89%
Maddy OReilly Gets The Brother Load 1st Interracial in HD
20 664 views
38:47

Maddy OReilly Gets The Brother Load 1st Interracial in HD

  • 6 years ago
  • 89%
Ava Maddy Slaves
35 409 views
52:15

Ava Maddy Slaves

  • 7 years ago
  • 89%
Maddy O'Reilly - A Love Triangle 2
23 390 views
43:08

Maddy O'Reilly - A Love Triangle 2

  • 6 years ago
  • 89%
Maddy O'Reilly - Shades of Kink - scene 1
47 172 views
50:34

Maddy O'Reilly - Shades of Kink - scene 1

  • 6 years ago
  • 89%
Maddy O'Reilly & Chloe Cherry - Double The Stakes
24 216 views
43:57

Maddy O'Reilly & Chloe Cherry - Double The Stakes

  • 6 years ago
  • 88%
Community Craving
9 121 views
48:23

Community Craving

  • 6 years ago
  • 88%
Maddy OReilley assfucked & manhandled by 4 men SZ1576 (
62 442 views
58:36

Maddy OReilley assfucked & manhandled by 4 men SZ1576 (

  • 9 years ago
  • 88%
Undercover Pleasure - Part One: The Prototype
47 800 views
37:32

Undercover Pleasure - Part One: The Prototype

  • 4 years ago
  • 88%
Drilled - Maddy Oreilly - Thrilled To Be Getting Drille
27 715 views
34:45

Drilled - Maddy Oreilly - Thrilled To Be Getting Drille

  • 8 years ago
  • 88%
Maddy OReilly - All I Want
29 762 views
20:52

Maddy OReilly - All I Want

  • 5 years ago
  • 88%
Black cock anally for Maddy O'Reilly
27 660 views
38:54

Black cock anally for Maddy O'Reilly

  • 8 years ago
  • 88%
Maddy O'Reilly - Oil Me Up
22 637 views
45:25

Maddy O'Reilly - Oil Me Up

  • 7 years ago
  • 88%
Maddy O'Reilly Horny Teen 3
8 251 views
27:19

Maddy O'Reilly Horny Teen 3

  • 3 years ago
  • 87%
Maddy OReilly Double
12 432 views
17:13

Maddy OReilly Double

  • 1 year ago
  • 87%
Maddy O'Reilly Horny Schoolgirl
13 226 views
26:49

Maddy O'Reilly Horny Schoolgirl

  • 2 years ago
  • 87%
Anal fucking with the sexy Maddy O'Reilly
18 400 views
41:03

Anal fucking with the sexy Maddy O'Reilly

  • 8 years ago
  • 86%
Maddy Oreilly Analized
22 174 views
29:06

Maddy Oreilly Analized

  • 6 years ago
  • 86%
Pinarello Prince
12 545 views
37:47

Pinarello Prince

  • 5 years ago
  • 86%
Maddy Oreilly in Interracial Intense
16 013 views
25:59

Maddy Oreilly in Interracial Intense

  • 5 years ago
  • 85%
Infidelity 3 Scene 2
7 228 views
26:56

Infidelity 3 Scene 2

  • 5 years ago
  • 85%
Sizzling Squirt Sluts (2021)
16 200 views
121:37

Sizzling Squirt Sluts (2021)

  • 5 years ago
  • 84%
Maddy O'Reilly - Maddy - scene 2
37 477 views
37:01

Maddy O'Reilly - Maddy - scene 2

  • 6 years ago
  • 84%
Sexy sub Maddy O’Reilly does everything her buff black
6 887 views
23:53

Sexy sub Maddy O’Reilly does everything her buff black

  • 5 years ago
  • 84%
Maddy Oreilly - Performers Of The Year 2014
11 835 views
36:05

Maddy Oreilly - Performers Of The Year 2014

  • 5 years ago
  • 84%
KissMeGirl - Maddy Oreilly & Serena
16 584 views
49:48

KissMeGirl - Maddy Oreilly & Serena

  • 1 year ago
  • 84%
TwistedFantasies-Daydreams - Derrick Pierce - Maddy O R
28 540 views
33:07

TwistedFantasies-Daydreams - Derrick Pierce - Maddy O R

  • 7 years ago
  • 83%
Teach Me How To Squirt Part One - Maddy O Reilly Chad W
29 034 views
43:26

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

  • 7 years ago
  • 83%
Maddy O'reilly - My Amazing Girlfriend
5 665 views
16:54

Maddy O'reilly - My Amazing Girlfriend

  • 2 years ago
  • 83%
Maddy O'Rielly - Hot Brunette Babe With Big Ass Gets Fucked
11 438 views
41:46

Maddy O'Rielly - Hot Brunette Babe With Big Ass Gets Fucked

  • 1 year ago
  • 83%
Maddy O'Reilly - Maddy's 2nd Anal
24 869 views
33:16

Maddy O'Reilly - Maddy's 2nd Anal

  • 6 years ago
  • 82%
Shes.DTF.Down.To.Fuck.Vol.2.Part.1.XXX.720p.WEBRip.MP4-VSEX
29 055 views
130:35

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

  • 5 years ago
  • 82%
Maddy O'Reilly DEEP DEEP THROAT
33 152 views
19:05

Maddy O'Reilly DEEP DEEP THROAT

  • 9 years ago
  • 82%
Booty Duty
26 008 views
32:23

Booty Duty

  • 7 years ago
  • 81%
Go Honey Go - Maddy O'Reilly and Chad White
37 875 views
19:07

Go Honey Go - Maddy O'Reilly and Chad White

  • 7 years ago
  • 80%
Maddy O'Reilly - Barely Legal 133
20 640 views
21:44

Maddy O'Reilly - Barely Legal 133

  • 6 years ago
  • 80%
Maddy likes to get double penetrated
7 667 views
19:15

Maddy likes to get double penetrated

  • 8 years ago
  • 80%
Penthouse SiteRip - 17754_98104
4 621 views
22:49

Penthouse SiteRip - 17754_98104

  • 8 years ago
  • 80%
Maddy O'Reilly gets bonked by a stud
15 953 views
14:01

Maddy O'Reilly gets bonked by a stud

  • 8 years ago
  • 80%
Undercover agent rimmed by a busty boss
3 513 views
6:10

Undercover agent rimmed by a busty boss

  • 2 years ago
  • 80%
Maddy O'reilly - My Boss' Wife
8 676 views
38:23

Maddy O'reilly - My Boss' Wife

  • 2 years ago
  • 79%
PURGATORYX Permission Vol 1 Part 2
21 044 views
11:23

PURGATORYX Permission Vol 1 Part 2

  • 5 years ago
  • 78%
Laverage (2012)
25 120 views
103:46

Laverage (2012)

  • 5 years ago
  • 78%
Sisterhood Orgy
38 733 views
32:39

Sisterhood Orgy

  • 5 years ago
  • 77%
My Wife's Sister 2 - 1 Veruca
64 038 views
28:28

My Wife's Sister 2 - 1 Veruca

  • 9 years ago
  • 77%
TrickySpa - I Need A Fake Husband -  Derrick Pierce  Ma
20 364 views
17:23

TrickySpa - I Need A Fake Husband - Derrick Pierce Ma

  • 6 years ago
  • 76%
Maddy O'Reilly - The Neighbors 3 - scene 2
33 516 views
34:22

Maddy O'Reilly - The Neighbors 3 - scene 2

  • 6 years ago
  • 76%
My Wife's Sister 2 - 2 Kimber
39 410 views
28:29

My Wife's Sister 2 - 2 Kimber

  • 9 years ago
  • 72%
PURGATORYX Permission Vol 1 Part 3
16 675 views
11:11

PURGATORYX Permission Vol 1 Part 3

  • 5 years ago
  • 71%
SCAMANGELS - Maddy O'Reilly & Chloe Cherry Do All The W
6 845 views
15:30

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

  • 3 years ago
  • 70%
Ass and pussy licking with Dani Daniels
52 484 views
20:19

Ass and pussy licking with Dani Daniels

  • 8 years ago
  • 68%
Lesbian centerfolds open up their extreme anals and sha
5 477 views
5:31

Lesbian centerfolds open up their extreme anals and sha

  • 6 years ago
  • 66%
Interracial anal threesome with brunette
13 214 views
5:27

Interracial anal threesome with brunette

  • 6 years ago
  • 65%
Online date has a threesome with roomies 2
2 594 views
6:10

Online date has a threesome with roomies 2

  • 3 years ago
  • 60%
Try round the back
9 127 views
59:02

Try round the back

  • 6 years ago
  • 58%
Black doctor anal fucks a busty patient
4 656 views
6:11

Black doctor anal fucks a busty patient

  • 2 years ago
  • 46%
:) 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

3 years ago

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

-30
b站
b站

4 years ago

b站观光团:)

0
Makaku997

5 years ago

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

0
kamakazi88

6 years ago

Maddy got a Phattie and I love it

1
Hsbshgshaga

6 years ago

Maddy

0