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Collection

Group Sex MILF

41765 curated MILF videos

41765
Videos
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Welcome to our group sex milf collection 41765 hand-picked videos featuring experienced mature performers who truly embody the group sex fantasy. Whether you're new to group sex content or a longtime fan, this collection delivers only the highest-quality scenes. Every video is scored and ranked so the best always rises to the top. Bookmark this page it updates automatically as new group sex content is added to our library.
Group Sex41,765 videos · page 12 of 60
76:05 Barbara Bond, the Return (Usa 1994, Kylie Ireland, Kaitlyn Ashley)
MILF 23699

Barbara Bond, the Return (Usa 1994, Kylie Ireland, Kaitlyn Ashley)

0
vintageretroclassicus-vintage
17:55 Mature Young Ladies - Trashy
MILF 1544

Mature Young Ladies - Trashy

0
blowjobamateurmatureyoung
3:30 Taylors Arrive at Aunt Barb's House: Family Chaos Part 3
MILF 17686

Taylors Arrive at Aunt Barb's House: Family Chaos Part 3

0
road-tripfamilykenzie-taylorwhitney-oc
75:18 Carnappers (Usa 1995, Nikki Tyler, Anna Malle)
MILF 255227

Carnappers (Usa 1995, Nikki Tyler, Anna Malle)

0
vintageretroclassicus-vintage
12:18 Wild Orgy with Busty MILF Ashley Cum Star - Ashli Belle
MILF 42929

Wild Orgy with Busty MILF Ashley Cum Star - Ashli Belle

0
amateurbrunetteanaldouble-penetration
101:02 Frame of Mind (Usa 1995, Julie Ashton, Bionca)
MILF 12015

Frame of Mind (Usa 1995, Julie Ashton, Bionca)

0
vintageretroclassicus-vintage
83:37 Orgasm Specialists (Germany 1994, Samantha Wood, Jennifer Bond)
MILF 43804

Orgasm Specialists (Germany 1994, Samantha Wood, Jennifer Bond)

0
vintageretroclassicgerman-vintage
70:47 Big Blue Eyes (Usa 1992, Teri Weigel, Brittany Morgan)
MILF 37809

Big Blue Eyes (Usa 1992, Teri Weigel, Brittany Morgan)

0
vintageretroclassicus-vintage
76:39 Anal Fiesta (Usa 1991, Bionca, Nikki Sin, DVD)
MILF 23259

Anal Fiesta (Usa 1991, Bionca, Nikki Sin, DVD)

0
vintageretroclassicus-vintage
82:09 Welcome Stranger (Usa 1993, Racquel Darrian, Brittany O Connell)
MILF 46718

Welcome Stranger (Usa 1993, Racquel Darrian, Brittany O Connell)

0
vintageretroclassicus-vintage
76:32 Outstanding Students (Usa 1994, Rebecca Bardoux, Paula Price)
MILF 46688

Outstanding Students (Usa 1994, Rebecca Bardoux, Paula Price)

0
vintageretroclassicus-vintage
2:25 Two Dicks in One Sweet Pussy
MILF 6029

Two Dicks in One Sweet Pussy

0
amateurblondecougardouble-penetration
17:23 The Step-Mom Swapping Talk Show (Member Story)
MILF 71433

The Step-Mom Swapping Talk Show (Member Story)

0
swapmilfstepfamilychallenged
5:26 European Group Sex Mature - Friends Group, European Swingers Orgy
MILF 348

European Group Sex Mature - Friends Group, European Swingers Orgy

0
amateureuropeangroup-sexmature
8:01 Couple Invite Friend. Friend Fucks My Wife for the First Time
MILF 322172

Couple Invite Friend. Friend Fucks My Wife for the First Time

0
wife-sharingwife-sharedamateur-wife-sharinghusband-shares-wife
80:59 Wet Encounters (Germany 1995, Holly Black, Suzy Sex)
MILF 16836

Wet Encounters (Germany 1995, Holly Black, Suzy Sex)

0
vintageretroclassicgerman-vintage
64:37 Laura Fiorentino, 6on1, Anal Fisting, Atm, Dap, Gapes, Butt Rose
MILF 109609

Laura Fiorentino, 6on1, Anal Fisting, Atm, Dap, Gapes, Butt Rose

0
analbig-assbig-titspornstar
95:26 Facade (Usa 1997, Asia Carrera, Stephanie Swift)
MILF 55916

Facade (Usa 1997, Asia Carrera, Stephanie Swift)

0
vintageretroclassicus-vintage
79:23 Cicciolina's Confession (Italy 1987, German Dub, Illona Staller
MILF 55185

Cicciolina's Confession (Italy 1987, German Dub, Illona Staller

0
vintageretroclassicitalian-vintage
75:49 Swedish Countryside Sex (Sweden 1976, Anita Ericsson, Grete Lindner)
MILF 68796

Swedish Countryside Sex (Sweden 1976, Anita Ericsson, Grete Lindner)

0
vintageretroclassicswedish-vintage
85:04 Chesty Fantasy (Usa 1995, Heather Lee, Sally Layd)
MILF 50530

Chesty Fantasy (Usa 1995, Heather Lee, Sally Layd)

0
vintageretroclassicus-vintage
8:07 Smut Puppet - Hand Mouth and Pussy Occupied at the Same Time
MILF 36008

Smut Puppet - Hand Mouth and Pussy Occupied at the Same Time

0
smutpuppetcompilationgang-banghardcore
118:37 Asian Persuasion 7 (Usa 1994, Kirsty Waay, Tricia Yen)
MILF 19789

Asian Persuasion 7 (Usa 1994, Kirsty Waay, Tricia Yen)

0
vintageretroclassicus-vintage
11:34 Raw Casting Desperate Amateurs Hot Moms Getting Plowed by Big Hard
MILF 273499

Raw Casting Desperate Amateurs Hot Moms Getting Plowed by Big Hard

0
oldmommotherbig-boobs
79:21 Naked Tsarina 2 (Germany 1983, Sandra Nova, Renate Huber)
MILF 315440

Naked Tsarina 2 (Germany 1983, Sandra Nova, Renate Huber)

0
vintageretroclassicgerman-vintage
55:25 Waka Waka Goes Wet, Jada Sparks, 4on1, BBC, Atm, Dap, Big Gapes
MILF 44695

Waka Waka Goes Wet, Jada Sparks, 4on1, BBC, Atm, Dap, Big Gapes

0
analbig-assdouble-penetrationpornstar
71:06 Reignited Passions (Usa 1996, Dyanna Lauren, Holly Body)
MILF 46212

Reignited Passions (Usa 1996, Dyanna Lauren, Holly Body)

0
vintageretroclassicus-vintage
82:46 Coastal Mansion I (Germany, Kathlynn Lane, Monica Morell)
MILF 14369

Coastal Mansion I (Germany, Kathlynn Lane, Monica Morell)

0
vintageretroclassicgerman-vintage
25:29 Amateur For Women MILF — Hentai & Big Tits Action
MILF 247823

Amateur For Women MILF — Hentai & Big Tits Action

0
for-womenhentaibig-titsbig-ass
97:14 Biggest Blackest Orgies 3
MILF 84751

Biggest Blackest Orgies 3

0
big-assbig-dickebonygroup-sex
4:12 French Group Sex Mature
MILF 397

French Group Sex Mature

0
frenchamateurgroup-sexhomemade
19:56 Mais Dois Na Minha Cama
MILF 400

Mais Dois Na Minha Cama

0
grupalorgiacreampieblowjob
5:20 European Group Sex Mature - Friends Group, European Swingers Orgy
MILF 275

European Group Sex Mature - Friends Group, European Swingers Orgy

0
amateureuropeangroup-sexmature
79:29 A Fistful of Orgasms (Germany 1998, Kirstin Halborg, Andrea
MILF 16683

A Fistful of Orgasms (Germany 1998, Kirstin Halborg, Andrea

0
vintageretroclassicgerman-vintage
81:17 Buttfuck Overload (Usa 1996, David Ardell, Cort Knee)
MILF 30885

Buttfuck Overload (Usa 1996, David Ardell, Cort Knee)

0
vintageretroclassicus-vintage
71:12 71-Min Full Scene Brunette Blowjob - Double Penetration Group Sex DP
MILF 97759

71-Min Full Scene Brunette Blowjob - Double Penetration Group Sex DP

0
maturegroup-sexdouble-penetration-group-sex-dpblowjob
92:13 After Summer School (Usa 1983, Laurie Blue, Elaine Wells)
MILF 23489

After Summer School (Usa 1983, Laurie Blue, Elaine Wells)

0
vintageretroclassicus-vintage
121:57 Rpd-014 Showa Sex Crime History
MILF 136978

Rpd-014 Showa Sex Crime History

0
japanesemilfgroup-sexrpd-014-showa-sex-crime-history
30:13 School: How to Fuck a Big Tits Hot Blonde MILF Rough and Hard Properly
MILF 475

School: How to Fuck a Big Tits Hot Blonde MILF Rough and Hard Properly

0
mustnotfapmommotherbig-boobs
5:59 Meena's Steamy Blowjob & Explosive Cumshot Encounter
MILF 432

Meena's Steamy Blowjob & Explosive Cumshot Encounter

0
meenablowjobcumshotgroup-sex
81:57 Impregnation from the Future (Usa 1995, Kim Kitaine, Lovette)
MILF 38385

Impregnation from the Future (Usa 1995, Kim Kitaine, Lovette)

0
vintageretroclassicus-vintage
86:46 All-Girl Anal (Usa 1995, Suzi Suzuki, Paisley Hunter)
MILF 23287

All-Girl Anal (Usa 1995, Suzi Suzuki, Paisley Hunter)

0
vintageretroclassicus-vintage
27:35 Mature Swallow CUCKOLD — Wife
MILF 65

Mature Swallow CUCKOLD — Wife

0
sexmilfmaturewife
37:59 Hqcollect 4354 - Tiffany Rayne Caught
MILF 168

Hqcollect 4354 - Tiffany Rayne Caught

0
doggy-styleyesbiggroup-sex
86:42 Total Sexcall (Usa 1985, Christy Canyon, Bunny Bleu)
MILF 31023

Total Sexcall (Usa 1985, Christy Canyon, Bunny Bleu)

0
vintageretroclassicus-vintage
87:33 Fling (Usa 1984, Christy Canyon, Jessica Wylde)
MILF 35304

Fling (Usa 1984, Christy Canyon, Jessica Wylde)

0
vintageretroclassicus-vintage
12:59 Dirty Fetish Rough Sex - Lesbo Pissing, Piss Swapping Sluts
MILF 197

Dirty Fetish Rough Sex - Lesbo Pissing, Piss Swapping Sluts

0
hardcorewetdirtyfetish
5:07 Cumshot Mature Cowgirl - Oil Fingering
MILF 29

Cumshot Mature Cowgirl - Oil Fingering

0
cumshothardcoremilfmature
6:06 Filming My Girl Fucking Another Guy.
MILF 901

Filming My Girl Fucking Another Guy.

0
amateurgroup-sexmilfthreesome
2:16 Marge Simpson Alien Breeding - Double Penetration
MILF 23449

Marge Simpson Alien Breeding - Double Penetration

0
amateurmilfhardcoregroup-sex
15:05 MILF Instead of Borscht Treated Her Stepbrother to Anal Sex
MILF 992

MILF Instead of Borscht Treated Her Stepbrother to Anal Sex

0
handjobpublic-flashinghidden-cameradick-flashing
8:01 Group Gangbang Pussy Fucking
MILF 300

Group Gangbang Pussy Fucking

0
hardcoregroupgangbangpussy-fucking
65:17 Revolutionary Sex (Usa 1976, Annette Haven, Sandy Pinney)
MILF 71660

Revolutionary Sex (Usa 1976, Annette Haven, Sandy Pinney)

0
vintageretroclassicus-vintage
8:00 Bikini Mature Young - Lickingd
MILF 162

Bikini Mature Young - Lickingd

0
teenpussyhardcoreoutdoor
87:37 Gynecologist Dr. Cunt (Germany, Kelly Trump, Kira Red)
MILF 17777

Gynecologist Dr. Cunt (Germany, Kelly Trump, Kira Red)

0
vintageretroclassicgerman-vintage
105:18 Formula Sex (Usa 1992, Ashlyn Gere, Sunny Mc Kay)
MILF 86351

Formula Sex (Usa 1992, Ashlyn Gere, Sunny Mc Kay)

0
vintageretroclassicus-vintage
80:28 I Came Here for the Waters (Usa 1987, Tracey Adams, Krista Lane)
MILF 23357

I Came Here for the Waters (Usa 1987, Tracey Adams, Krista Lane)

0
vintageretroclassicus-vintage
14:32 Natural Swingers Swap Their Partners
MILF 27496

Natural Swingers Swap Their Partners

0
german-porngroup-sexmature-womengerman
74:13 Buttfucking Hunnies (Usa 1996, Kiki Doll, Alyssa Allure)
MILF 61812

Buttfucking Hunnies (Usa 1996, Kiki Doll, Alyssa Allure)

0
vintageretroclassicus-vintage
78:59 Missing Nieces (Usa 1978, Jill Munroe, Brooke Young)
MILF 42861

Missing Nieces (Usa 1978, Jill Munroe, Brooke Young)

0
vintageretroclassicus-vintage
71:02 Luck Be a Lady Tonight (Usa 1971, Sandy Beach, Bonnie Fayette)
MILF 42230

Luck Be a Lady Tonight (Usa 1971, Sandy Beach, Bonnie Fayette)

0
vintageretroclassicus-vintage
89:30 Strong Desires (France 1997, Regina Sipos, Fovea)
MILF 149588

Strong Desires (France 1997, Regina Sipos, Fovea)

0
vintageretroclassicfrench-vintage
77:14 Couples Fantasies (Usa 1982, Lisa Deleeuw, Veronica Hart)
MILF 42130

Couples Fantasies (Usa 1982, Lisa Deleeuw, Veronica Hart)

0
vintageretroclassicus-vintage
102:47 Fashion Dolls (Germany, Jessica Moore, Mya Diamond)
MILF 23339

Fashion Dolls (Germany, Jessica Moore, Mya Diamond)

0
vintageretroclassicgerman-vintage
8:00 Family Group Sex Step Family
MILF 177

Family Group Sex Step Family

0
hardcorehotmilffamily
90:58 Little Sluts (Germany, Tyra Misoux, Alisha)
MILF 63025

Little Sluts (Germany, Tyra Misoux, Alisha)

0
vintageretroclassicgerman-vintage
81:04 Girls and Gangsters (Usa 1994, Racquel Darrian, Dyanna Lauren)
MILF 66871

Girls and Gangsters (Usa 1994, Racquel Darrian, Dyanna Lauren)

0
vintageretroclassicus-vintage
78:11 Fires of Transgression (Italy 1994, Gina Colany, Kristina Sodersky)
MILF 48921

Fires of Transgression (Italy 1994, Gina Colany, Kristina Sodersky)

0
vintageretroclassicitalian-vintage
2:05 Gangbang Whore Friends — Real & Amateur
MILF 129

Gangbang Whore Friends — Real & Amateur

0
sexrealamateurnurse
76:19 Face-Sitting Expert 2 (1993, Us, Leanna Foxxx, Tabatha Cash, DVD)
MILF 20335

Face-Sitting Expert 2 (1993, Us, Leanna Foxxx, Tabatha Cash, DVD)

0
vintageretroclassicus-vintage
2:36 Three Girls Sucking One Dick
MILF 3109

Three Girls Sucking One Dick

0
three-girlsdicksuckdo-blowjob
1:57 Taboo Group Sex Roommates
MILF 274

Taboo Group Sex Roommates

0
mmfftaboocougar
180:26 S*W*493 Wakaba Onoue, Oshikawa Yuri, Mei Matsumoto Busty Woman
MILF 196231

S*W*493 Wakaba Onoue, Oshikawa Yuri, Mei Matsumoto Busty Woman

0
amateurjapanesecumshotblowjob
18:04 Joy Karins & Tracy Adams FFM Threesome
MILF 8997

Joy Karins & Tracy Adams FFM Threesome

0
retroclassicvintagethreesome
72:15 Like Mother Like Daughter (Usa 1981, Juliet Anderson, Erica Boyer)
MILF 688144

Like Mother Like Daughter (Usa 1981, Juliet Anderson, Erica Boyer)

0
vintageretroclassicus-vintage
6:51 White Girl Has Fun with Two Black Guys
MILF 2192

White Girl Has Fun with Two Black Guys

0
amateurgroup-sexinterracialthreesome
90:25 Lonely Nights (1997, Germany, Kelly Hearne, Charlotte Climax)
MILF 30193

Lonely Nights (1997, Germany, Kelly Hearne, Charlotte Climax)

0
vintageretroclassicgerman-vintage
6:10 Four Housewives at Hot Mature Lesbian Sexparty
MILF 1054

Four Housewives at Hot Mature Lesbian Sexparty

0
blowjobcougareating-pussygroup-sex
69:55 Poker Di Donne (Better Quality)
MILF 9621

Poker Di Donne (Better Quality)

0
vintagematuregroup-sexblowjob
16:00 Adult Time - Lesbian Sex Addicts Group Sex Orgy! Sarah Arabic
MILF 89681

Adult Time - Lesbian Sex Addicts Group Sex Orgy! Sarah Arabic

0
realityhard-rough-sexorgygroup-sex
86:43 Sexy Sins (Usa 1998, Stephanie Swift, Toni James)
MILF 236848

Sexy Sins (Usa 1998, Stephanie Swift, Toni James)

0
vintageretroclassicus-vintage
68:37 Sex Action Team (Usa 1984, Joanna Storm, Tanya Lawson)
MILF 8855

Sex Action Team (Usa 1984, Joanna Storm, Tanya Lawson)

0
vintageretroclassicus-vintage
93:00 Naked Tsarina (Germany 1983, Sandra Nova, Renate Huber)
MILF 233619

Naked Tsarina (Germany 1983, Sandra Nova, Renate Huber)

0
vintageretroclassicgerman-vintage
78:37 Shameless Desire (Usa 1986, Joanna Storm, Tamara Longley)
MILF 31509

Shameless Desire (Usa 1986, Joanna Storm, Tamara Longley)

0
vintageretroclassicus-vintage
161:11 Awesome Asses (Usa 1985, Erica Boyer, Karen Summer)
MILF 108643

Awesome Asses (Usa 1985, Erica Boyer, Karen Summer)

0
vintageretroclassicus-vintage
83:52 Encounters (Germany 1995, Dolly Buster, Deborah Crystal)
MILF 51863

Encounters (Germany 1995, Dolly Buster, Deborah Crystal)

0
vintageretroclassicgerman-vintage
91:03 She Is the One (Usa 1995, Asia Carrera, Marilyn Star)
MILF 71547

She Is the One (Usa 1995, Asia Carrera, Marilyn Star)

0
vintageretroclassicus-vintage
73:30 Sexy Pieces (1995, Us, Felecia, Anna Malle)
MILF 86949

Sexy Pieces (1995, Us, Felecia, Anna Malle)

0
vintageretroclassicus-vintage
8:00 Mature Young Pussy Licking - Daugther Swap
MILF 42

Mature Young Pussy Licking - Daugther Swap

0
blowjobmatureyoungpussy-licking
80:29 Ashlyn's Rebellion (Usa 1995, Ashlyn Gere, Nina Hartley)
MILF 70604

Ashlyn's Rebellion (Usa 1995, Ashlyn Gere, Nina Hartley)

0
vintageretroclassicus-vintage
83:48 Legal Eagles (Usa 1987, Krista Lane, Shanna Mc Cullough)
MILF 24060

Legal Eagles (Usa 1987, Krista Lane, Shanna Mc Cullough)

0
vintageretroclassicus-vintage
70:38 Sex Reporter (Usa 1979, Kandi Barbour)
MILF 46370

Sex Reporter (Usa 1979, Kandi Barbour)

0
vintageretroclassicus-vintage
88:39 Something About Ginger (Usa 1986, Vivid, Ginger Lynn, Erica Boyer)
MILF 79972

Something About Ginger (Usa 1986, Vivid, Ginger Lynn, Erica Boyer)

0
vintageretroclassicus-vintage
82:31 Memories, Memories (Usa 1986, Amber Lynn, Nina Hartley)
MILF 35663

Memories, Memories (Usa 1986, Amber Lynn, Nina Hartley)

0
vintageretroclassicus-vintage
6:14 Fuck Yeah Nikki, Let It Drip out Again!
MILF 25690

Fuck Yeah Nikki, Let It Drip out Again!

0
gangbang-secretscomcreampiepussy-creampiecumshot
75:49 Family Betrayals (Sweden 1976, Anita Ericsson, Marie Forsa)
MILF 103659

Family Betrayals (Sweden 1976, Anita Ericsson, Marie Forsa)

0
vintageretroclassicswedish-vintage
89:51 CUCKOLD Mansion, No. 1
MILF 739610

CUCKOLD Mansion, No. 1

0
wife-turned-into-slutgroup-sexhotelhousewives
80:44 Big Boob Hunters (Usa 1994, Letha Weapons, Deanna Devlin)
MILF 49052

Big Boob Hunters (Usa 1994, Letha Weapons, Deanna Devlin)

0
vintageretroclassicus-vintage
6:00 Home Party with Three Moms and One Son Babe Handjob Tattoo Teen
MILF 6568

Home Party with Three Moms and One Son Babe Handjob Tattoo Teen

0
amateurblowjobgrannygroup-sex
1:22 Experienced Blowjob Cougar in Hot Doggy Style Scene
MILF 1229

Experienced Blowjob Cougar in Hot Doggy Style Scene

0
blowjobdoggy-stylefinnishgroup-sex

Common questions

How many group sex milf videos are there?

There are 41,765 group sex milf videos in this collection, and the library grows as new titles are added.

How long is a typical group sex milf video?

Most run around 75 minutes. Lengths vary, and the duration is shown on every thumbnail before you open it.

What else is in the group sex milf collection?

Videos here are also commonly tagged milf, big tits, blowjob, blonde. Each of those has its own collection you can browse.

Can I see more than one page of group sex milf videos?

Yes. This collection runs to 60 pages, ordered so the highest-quality videos appear first.

Is it free to watch group sex milf videos here?

Yes. Every video is free to watch, with no account or signup required.