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

Ava Addams, Maddy OReilly - Roccos Perfect Slaves 04
82 716 views
52:15

Ava Addams, Maddy OReilly - Roccos Perfect Slaves 04

  • 6 years ago
  • 91%
Maddy OReilley assfucked & manhandled by 4 men SZ1576 (
62 741 views
58:36

Maddy OReilley assfucked & manhandled by 4 men SZ1576 (

  • 9 years ago
  • 88%
Maddy O´Reilly interracial
54 486 views
64:49

Maddy O´Reilly interracial

  • 8 years ago
  • 90%
Best of Barely Legal: A-Cup Angels DiSC 2
53 916 views
86:33

Best of Barely Legal: A-Cup Angels DiSC 2

  • 4 years ago
  • 100%
Ass and pussy licking with Dani Daniels
52 800 views
20:19

Ass and pussy licking with Dani Daniels

  • 8 years ago
  • 68%
Maddy O'Reilly - Maddy's PHAT Ass
51 097 views
56:08

Maddy O'Reilly - Maddy's PHAT Ass

  • 6 years ago
  • 95%
Undercover Pleasure - Part One: The Prototype
48 931 views
37:32

Undercover Pleasure - Part One: The Prototype

  • 5 years ago
  • 88%
Maddy O'Reilley first DAP with AJ Applegate
48 263 views
54:02

Maddy O'Reilley first DAP with AJ Applegate

  • 5 years ago
  • 93%
Maddy O'Reilly - Shades of Kink - scene 1
47 888 views
50:34

Maddy O'Reilly - Shades of Kink - scene 1

  • 6 years ago
  • 87%
Maddy O'Reilly - White girl ass fucked by black dick
44 192 views
64:44

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

  • 6 years ago
  • 93%
Sisterhood Orgy
39 658 views
32:39

Sisterhood Orgy

  • 5 years ago
  • 77%
POWER DRIVER#4
38 501 views
64:49

POWER DRIVER#4

  • 7 years ago
  • 93%
Go Honey Go - Maddy O'Reilly and Chad White
38 212 views
19:07

Go Honey Go - Maddy O'Reilly and Chad White

  • 8 years ago
  • 80%
Maddy O'Reilly - Maddy - scene 2
38 110 views
37:01

Maddy O'Reilly - Maddy - scene 2

  • 6 years ago
  • 84%
Maddy O'Reilly - Maddy - scene 1
37 333 views
45:03

Maddy O'Reilly - Maddy - scene 1

  • 6 years ago
  • 93%
Maddy O'Reilly - Rear View
37 247 views
40:52

Maddy O'Reilly - Rear View

  • 7 years ago
  • 89%
Ava Maddy Slaves
35 962 views
52:15

Ava Maddy Slaves

  • 7 years ago
  • 89%
PMAO! Maddy O'Reilly interracial 3on1 anal DP and pee RS162
35 600 views
54:53

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

  • 3 years ago
  • 92%
Maddy O'Reilly - The Neighbors 3 - scene 2
33 996 views
34:22

Maddy O'Reilly - The Neighbors 3 - scene 2

  • 6 years ago
  • 76%
Maddy O'Reilly DEEP DEEP THROAT
33 405 views
19:05

Maddy O'Reilly DEEP DEEP THROAT

  • 9 years ago
  • 82%
Maddy's PHAT Ass
33 226 views
56:08

Maddy's PHAT Ass

  • 6 years ago
  • 95%
Milfs Vs. Teens 2  Sexy Denim Diva Maddy OReilly Gets F
33 102 views
32:38

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

  • 8 years ago
  • 92%
Maddy OReilly - All I Want
31 740 views
20:52

Maddy OReilly - All I Want

  • 6 years ago
  • 88%
Amish Girls 2 (2017)
31 108 views
102:51

Amish Girls 2 (2017)

  • 5 years ago
  • 91%
Teach Me How To Squirt Part One - Maddy O Reilly Chad W
29 601 views
43:26

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

  • 7 years ago
  • 83%
Shes.DTF.Down.To.Fuck.Vol.2.Part.1.XXX.720p.WEBRip.MP4-VSEX
29 593 views
130:35

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

  • 6 years ago
  • 82%
Undisputed Maddy
29 348 views
56:38

Undisputed Maddy

  • 7 years ago
  • 93%
TwistedFantasies-Daydreams - Derrick Pierce - Maddy O R
28 769 views
33:07

TwistedFantasies-Daydreams - Derrick Pierce - Maddy O R

  • 7 years ago
  • 83%
THE BBC#8
28 153 views
35:16

THE BBC#8

  • 7 years ago
  • 91%
Drilled - Maddy Oreilly - Thrilled To Be Getting Drille
28 083 views
34:45

Drilled - Maddy Oreilly - Thrilled To Be Getting Drille

  • 8 years ago
  • 88%
Black cock anally for Maddy O'Reilly
27 937 views
38:54

Black cock anally for Maddy O'Reilly

  • 8 years ago
  • 88%
Booty Duty
26 291 views
32:23

Booty Duty

  • 7 years ago
  • 81%
Laverage (2012)
25 750 views
103:46

Laverage (2012)

  • 5 years ago
  • 78%
Maddy O'Reilly - Maddy's 2nd Anal
25 335 views
33:16

Maddy O'Reilly - Maddy's 2nd Anal

  • 6 years ago
  • 82%
Maddy O'Reilly & Chloe Cherry - Double The Stakes
24 651 views
43:57

Maddy O'Reilly & Chloe Cherry - Double The Stakes

  • 6 years ago
  • 88%
[KissMeGirl] Lizz & Maddy Oreilly (720p)
23 960 views
44:43

[KissMeGirl] Lizz & Maddy Oreilly (720p)

  • 5 years ago
  • 98%
Maddy O'Reilly - A Love Triangle 2
23 826 views
43:08

Maddy O'Reilly - A Love Triangle 2

  • 6 years ago
  • 89%
Maddy O'Reilly - Oil Me Up
22 986 views
45:25

Maddy O'Reilly - Oil Me Up

  • 7 years ago
  • 88%
Maddy Oreilly Analized
22 461 views
29:06

Maddy Oreilly Analized

  • 6 years ago
  • 86%
PURGATORYX Permission Vol 1 Part 2
21 353 views
11:23

PURGATORYX Permission Vol 1 Part 2

  • 5 years ago
  • 78%
Maddy OReilly Gets The Brother Load 1st Interracial in HD
21 019 views
38:47

Maddy OReilly Gets The Brother Load 1st Interracial in HD

  • 6 years ago
  • 90%
Maddy O'Reilly - Barely Legal 133
20 910 views
21:44

Maddy O'Reilly - Barely Legal 133

  • 6 years ago
  • 80%
TrickySpa - I Need A Fake Husband -  Derrick Pierce  Ma
20 629 views
17:23

TrickySpa - I Need A Fake Husband - Derrick Pierce Ma

  • 7 years ago
  • 76%
Booty Bumpin'
19 708 views
28:27

Booty Bumpin'

  • 7 years ago
  • 90%
Anal fucking with the sexy Maddy O'Reilly
18 587 views
41:03

Anal fucking with the sexy Maddy O'Reilly

  • 8 years ago
  • 86%
Infidelity 3 (2020)
18 309 views
119:01

Infidelity 3 (2020)

  • 5 years ago
  • 90%
Maddy Oreilly - My boss wife
18 240 views
38:23

Maddy Oreilly - My boss wife

  • 8 years ago
  • 92%
Rump Raiders 5
17 334 views
121:42

Rump Raiders 5

  • 8 years ago
  • 94%
Maddy Gets Her Ass Destroyed by The Biggest BBC
17 327 views
46:23

Maddy Gets Her Ass Destroyed by The Biggest BBC

  • 6 years ago
  • 90%
KissMeGirl - Maddy Oreilly & Serena
17 295 views
49:48

KissMeGirl - Maddy Oreilly & Serena

  • 1 year ago
  • 84%
PURGATORYX Permission Vol 1 Part 3
16 888 views
11:11

PURGATORYX Permission Vol 1 Part 3

  • 5 years ago
  • 71%
Maddy O'Reilly - Infidelity 3
16 848 views
26:56

Maddy O'Reilly - Infidelity 3

  • 5 years ago
  • 94%
PURGATORYX Permission Vol 1 Part 1
16 543 views
11:32

PURGATORYX Permission Vol 1 Part 1

  • 6 years ago
  • 100%
Sizzling Squirt Sluts (2021)
16 533 views
121:37

Sizzling Squirt Sluts (2021)

  • 5 years ago
  • 84%
Maddy Oreilly in Interracial Intense
16 348 views
25:59

Maddy Oreilly in Interracial Intense

  • 5 years ago
  • 85%
Maddy OReilley ass fucked And manhandled
16 237 views
44:08

Maddy OReilley ass fucked And manhandled

  • 4 years ago
  • 95%
Maddy O'Reilly gets bonked by a stud
16 143 views
14:01

Maddy O'Reilly gets bonked by a stud

  • 8 years ago
  • 80%
Maddy O'Reilly - Big Booty Pawg Back For BBC
15 734 views
41:47

Maddy O'Reilly - Big Booty Pawg Back For BBC

  • 1 year ago
  • 94%
Maddy O'Reilly - Teens In Tight Jeans 2 in HD
15 363 views
32:24

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

  • 5 years ago
  • 94%
STORE MY COCK#8
15 275 views
59:20

STORE MY COCK#8

  • 8 months ago
  • 96%
Booty Bustin'
14 799 views
38:47

Booty Bustin'

  • 8 years ago
  • 92%
Maddy O'Reilly Horny Schoolgirl
13 719 views
26:49

Maddy O'Reilly Horny Schoolgirl

  • 2 years ago
  • 87%
Interracial anal threesome with brunette
13 397 views
5:27

Interracial anal threesome with brunette

  • 6 years ago
  • 65%
Maddy is a Baddie
13 319 views
39:55

Maddy is a Baddie

  • 1 year ago
  • 89%
[KissMeGirl] Maddy Oreilly & Serena (720p)
13 245 views
49:13

[KissMeGirl] Maddy Oreilly & Serena (720p)

  • 5 years ago
  • 92%
Maddy OReilly Double
12 938 views
17:13

Maddy OReilly Double

  • 2 years ago
  • 87%
Pinarello Prince
12 776 views
37:47

Pinarello Prince

  • 5 years ago
  • 86%
Her boss has an offer that you just
12 312 views
33:10

Her boss has an offer that you just

  • 6 years ago
  • 90%
Maddy O'Rielly - Hot Brunette Babe With Big Ass Gets Fucked
12 278 views
41:46

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

  • 1 year ago
  • 84%
Maddy Oreilly - Performers Of The Year 2014
12 149 views
36:05

Maddy Oreilly - Performers Of The Year 2014

  • 5 years ago
  • 84%
Penthouse SiteRip - 17058_94230
11 044 views
23:36

Penthouse SiteRip - 17058_94230

  • 8 years ago
  • 95%
Cuckold - The Best BBC + Pawg Scene
10 909 views
27:38

Cuckold - The Best BBC + Pawg Scene

  • 3 years ago
  • 92%
Try round the back
9 216 views
59:02

Try round the back

  • 6 years ago
  • 58%
Community Craving
9 189 views
48:23

Community Craving

  • 6 years ago
  • 88%
Maddy O'Reilly Horny Teen 4
9 095 views
44:05

Maddy O'Reilly Horny Teen 4

  • 1 year ago
  • 100%
Maddy O'reilly - My Boss' Wife
8 983 views
38:23

Maddy O'reilly - My Boss' Wife

  • 2 years ago
  • 80%
Maddy O'reilly And Lilly Banks Kiss
8 803 views
29:12

Maddy O'reilly And Lilly Banks Kiss

  • 5 years ago
  • 91%
Lesbian Adventures  Strap-On Specialists 5 Sc03
8 523 views
29:38

Lesbian Adventures Strap-On Specialists 5 Sc03

  • 5 years ago
  • 100%
Maddy O'Reilly Horny Teen 3
8 506 views
27:19

Maddy O'Reilly Horny Teen 3

  • 3 years ago
  • 87%
Three lesbians anal fuck and fist
7 899 views
5:09

Three lesbians anal fuck and fist

  • 6 years ago
  • 100%
Maddy likes to get double penetrated
7 764 views
19:15

Maddy likes to get double penetrated

  • 8 years ago
  • 80%
Infidelity 3 Scene 2
7 480 views
26:56

Infidelity 3 Scene 2

  • 5 years ago
  • 85%
Sexy sub Maddy O’Reilly does everything her buff black
7 363 views
23:53

Sexy sub Maddy O’Reilly does everything her buff black

  • 5 years ago
  • 84%
SCAMANGELS - Maddy O'Reilly & Chloe Cherry Do All The W
7 218 views
15:30

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

  • 3 years ago
  • 70%
Maddy O'reilly - My Amazing Girlfriend
5 882 views
16:54

Maddy O'reilly - My Amazing Girlfriend

  • 3 years ago
  • 83%
Milf stepmom joins stepdaughter and gf
5 636 views
6:20

Milf stepmom joins stepdaughter and gf

  • 3 years ago
  • 100%
Lesbian centerfolds open up their extreme anals and sha
5 612 views
5:31

Lesbian centerfolds open up their extreme anals and sha

  • 6 years ago
  • 66%
Penthouse Siterip - 17442_96713
5 422 views
13:41

Penthouse Siterip - 17442_96713

  • 8 years ago
  • 100%
Busty lesbian milf fingering a teen she met online
5 146 views
6:15

Busty lesbian milf fingering a teen she met online

  • 7 years ago
  • 100%
Lesbians have Fun after the Game
4 988 views
23:59

Lesbians have Fun after the Game

  • 5 years ago
  • 100%
Charming lesbians using a black anal toy
4 986 views
5:27

Charming lesbians using a black anal toy

  • 6 years ago
  • 100%
Black doctor anal fucks a busty patient
4 856 views
6:11

Black doctor anal fucks a busty patient

  • 3 years ago
  • 42%
Penthouse SiteRip - 17754_98104
4 748 views
22:49

Penthouse SiteRip - 17754_98104

  • 8 years ago
  • 80%
Maddy OReilly - Maddy gets her mouth filled
4 697 views
8:00

Maddy OReilly - Maddy gets her mouth filled

  • 7 months ago
  • 100%
Maddy OReilly - Super Stacked
4 680 views
8:00

Maddy OReilly - Super Stacked

  • 7 months ago
  • 100%
Penthouse SiteRip - 16336_89989
4 327 views
19:40

Penthouse SiteRip - 16336_89989

  • 8 years ago
  • 100%
Undercover agent rimmed by a busty boss
3 730 views
6:10

Undercover agent rimmed by a busty boss

  • 2 years ago
  • 80%
Filling up their anals with cream
3 516 views
5:27

Filling up their anals with cream

  • 6 years ago
  • 100%
Sexy redhead licks and fingers youngster
3 086 views
6:25

Sexy redhead licks and fingers youngster

  • 7 years ago
  • 100%
maddorrly
2 889 views
38:23

maddorrly

  • 8 years ago
  • 100%
Online date has a threesome with roomies 2
2 801 views
6:10

Online date has a threesome with roomies 2

  • 3 years ago
  • 60%
Love Stories Vol 1
2 651 views
105:08

Love Stories Vol 1

  • 1 month ago
  • 100%
maddy2cl
2 276 views
32:08

maddy2cl

  • 9 years ago
  • 100%
maddyorelly
2 260 views
18:49

maddyorelly

  • 7 years ago
  • 100%
:) 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:

-29
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