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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 27 of 60
83:16 Under the Skirt (Usa 1986, Taija Rae, Nina Hartley)
MILF 56907

Under the Skirt (Usa 1986, Taija Rae, Nina Hartley)

0
vintageretroclassicus-vintage
6:14 Nine Creampies?! You're a Machine Cassie!
MILF 23993

Nine Creampies?! You're a Machine Cassie!

0
gangbang-secretscomgangbangredheadbig-tits
10:11 10-Minute Blonde Blowjob - Loirona
MILF 174

10-Minute Blonde Blowjob - Loirona

0
blondelatinamilfblowjob
91:22 Experienced Vintage Cougar in Hot Retro Scene
MILF 24193

Experienced Vintage Cougar in Hot Retro Scene

0
vintageretroclassicfrench-vintage
47:00 Big Dick Group Sex Hannah Hilton 3 Some
MILF 31358

Big Dick Group Sex Hannah Hilton 3 Some

0
blowjobbig-dickbig-titsgroup-sex
81:18 Double Penetration Party (Usa 1988, Sheri St Clair, Teresa Orlowski)
MILF 23093

Double Penetration Party (Usa 1988, Sheri St Clair, Teresa Orlowski)

0
vintageretroclassicus-vintage
5:00 Sky Anal MILF You Never Know How This Type of Thing Will Work Out
MILF 557

Sky Anal MILF You Never Know How This Type of Thing Will Work Out

0
blackdoggystyleamateurgroup
70:58 Sex Games (Italy 1990, German Dub, Joy Karins, Miss Pomodoro)
MILF 26179

Sex Games (Italy 1990, German Dub, Joy Karins, Miss Pomodoro)

0
vintageretroclassicitalian-vintage
15:54 Crazy Sexual Orgy in a British Bar
MILF 28479

Crazy Sexual Orgy in a British Bar

0
big-boobsmommother
118:44 That (Usa 1996, Jeanna Fine, Nikki Sinn)
MILF 57605

That (Usa 1996, Jeanna Fine, Nikki Sinn)

0
vintageretroclassicus-vintage
87:14 Circle of Cougars (Germany 1997, Mature, Sandra Fox, Bea Dumas)
MILF 33737

Circle of Cougars (Germany 1997, Mature, Sandra Fox, Bea Dumas)

0
vintageretroclassicgerman-vintage
7:14 Three Mature Sluts on Sofa
MILF 496

Three Mature Sluts on Sofa

0
89373-clip-5-loganmadalyntigervixen
83:43 Beverly Hills Insatiables (Usa 1983, Lois Ayres, Teresa Orlowski)
MILF 21803

Beverly Hills Insatiables (Usa 1983, Lois Ayres, Teresa Orlowski)

0
vintageretroclassicus-vintage
71:17 Bosomy Countess (Usa 1988, Tracey Adams, Misty Regan)
MILF 30683

Bosomy Countess (Usa 1988, Tracey Adams, Misty Regan)

0
vintageretroclassicus-vintage
69:59 Just Lie Down (Usa 1988, Rachel Ashley, Susan Hart)
MILF 26375

Just Lie Down (Usa 1988, Rachel Ashley, Susan Hart)

0
vintageretroclassicus-vintage
82:16 Roman Whore (Germany 1992, Ilona Capriati, Carmen Castellano)
MILF 15943

Roman Whore (Germany 1992, Ilona Capriati, Carmen Castellano)

0
vintageretroclassicgerman-vintage
71:43 Sexy Roommates (Usa 1989, Barbara Dare, Keisha)
MILF 22667

Sexy Roommates (Usa 1989, Barbara Dare, Keisha)

0
vintageretroclassicus-vintage
46:15 Alice - Alice Ass Blasted!
MILF 66104

Alice - Alice Ass Blasted!

0
amateuranalblowjobdouble-penetration
84:43 At Home with the Busters (Germany 1994, Dolly Buster, Mandy)
MILF 20129

At Home with the Busters (Germany 1994, Dolly Buster, Mandy)

0
vintageretroclassicgerman-vintage
63:00 In Too Deep (Usa 1971, Carmen Olivera, Linda Mc Dowell)
MILF 13725

In Too Deep (Usa 1971, Carmen Olivera, Linda Mc Dowell)

0
vintageretroclassicus-vintage
84:23 Blonde Blowjob Solo - Jailhouse Girls 1984
MILF 23305

Blonde Blowjob Solo - Jailhouse Girls 1984

0
hardcorevintageorgymilf
70:20 In and out of Wedlock (Usa 1972, Carol Connors, Susan Finnigan)
MILF 45084

In and out of Wedlock (Usa 1972, Carol Connors, Susan Finnigan)

0
vintageretroclassicus-vintage
88:00 Nursing School Discipline (Germany 1996, Susanne Lieb, Anja Ritter)
MILF 27741

Nursing School Discipline (Germany 1996, Susanne Lieb, Anja Ritter)

0
vintageretroclassicgerman-vintage
6:14 You Sure Know How to Handle a Cock or Two - Satine Summers
MILF 70718

You Sure Know How to Handle a Cock or Two - Satine Summers

0
gangbanggroup-sexcreampiepussy-creampie
87:20 Horny Girl (Italy 1996, Anita Blond, Maria Bellucci)
MILF 48895

Horny Girl (Italy 1996, Anita Blond, Maria Bellucci)

0
vintageretroclassicitalian-vintage
50:32 This Will Happen a Lot, Roomie Nzzb
MILF 85

This Will Happen a Lot, Roomie Nzzb

0
maturecumshotoutdoorhardcore
6:18 Cum in Mouth Group Sex Mature - Salopematurevc, Female Choice
MILF 414

Cum in Mouth Group Sex Mature - Salopematurevc, Female Choice

0
amateurcum-in-mouthgroup-sexmature
9:32 Group Sex Mature — Blowjob & Orgy
MILF 222

Group Sex Mature — Blowjob & Orgy

0
blowjobgroup-sexmatureorgy
105:45 CUCKOLD Mansion, No.11 [English Sub][Mosaic Reduced]
MILF 752952

CUCKOLD Mansion, No.11 [English Sub][Mosaic Reduced]

0
japanesepornstarswingershardcore
32:10 Lesbians Japanese Group Sex
MILF 594

Lesbians Japanese Group Sex

0
amateurmilfhardcorelesbians
83:26 Black and Horny (Germany 1990, Georgina Lempin, Marine Cartier)
MILF 13127

Black and Horny (Germany 1990, Georgina Lempin, Marine Cartier)

0
vintageretroclassicgerman-vintage
10:13 Handjob Gangbang Whore — Blowjob & Slut
MILF 165

Handjob Gangbang Whore — Blowjob & Slut

0
milfblowjobhandjobslut
10:26 Cumshot Shaved Foursome — Hardcore
MILF 39

Cumshot Shaved Foursome — Hardcore

0
cumshothardcoreshavedfoursome
39:51 Birthday Is a Family Celebration - Kathy Anderson & Lady Bug VR
MILF 168655

Birthday Is a Family Celebration - Kathy Anderson & Lady Bug VR

0
vr-porntaboomilfbirthday-is-a-family-celebration---vr
56:07 Doctor Is in (Usa 1973, Orita De Chadwick, Candy Samples)
MILF 23572

Doctor Is in (Usa 1973, Orita De Chadwick, Candy Samples)

0
vintageretroclassicus-vintage
89:28 In Town (Usa 1997, Sahara Sands, Dallas Whitacker)
MILF 28412

In Town (Usa 1997, Sahara Sands, Dallas Whitacker)

0
vintageretroclassicus-vintage
30:47 Mature Swingers Having Group Sex with Partner Swapping
MILF 21872

Mature Swingers Having Group Sex with Partner Swapping

0
german-porngroup-sexmature-womengerman
7:27 Cumshot Brazilian Smalltits - Homem Gostoso
MILF 292

Cumshot Brazilian Smalltits - Homem Gostoso

0
cumshothardcorebrazilianmilf
77:23 Goddess of Love (Italy 1993, Moana Pozzi, Andrea Molnar)
MILF 66567

Goddess of Love (Italy 1993, Moana Pozzi, Andrea Molnar)

0
vintageretroclassicitalian-vintage
8:09 Brazilian Gangbang Shaved Pussy
MILF 328

Brazilian Gangbang Shaved Pussy

0
brazilianmilfgangbangshaved-pussy
70:18 Fun on the Beach (Greece 1983, Ajita Wilson, Katerina Spathi)
MILF 102981

Fun on the Beach (Greece 1983, Ajita Wilson, Katerina Spathi)

0
vintageretroclassicus-vintage
6:14 Fuck Yeah Sloan! Double Vag and 4 Creampies!
MILF 155028

Fuck Yeah Sloan! Double Vag and 4 Creampies!

0
gangbangmilfmaturebig-tits
82:46 House Calls (Germany, Beatrice X, Shania)
MILF 34368

House Calls (Germany, Beatrice X, Shania)

0
vintageretroclassicgerman-vintage
85:05 Boardrooms and Bedrooms (Usa 1996, Asia Carrera, Anna Malle)
MILF 61611

Boardrooms and Bedrooms (Usa 1996, Asia Carrera, Anna Malle)

0
vintageretroclassicus-vintage
6:13 Her Stepmother Wanted to Suck, Too.
MILF 6864

Her Stepmother Wanted to Suck, Too.

0
amateurhousewivesmaturelatina
58:09 Sex Ghosts (Usa 1974, Tina Russell, Helen Madigan)
MILF 26277

Sex Ghosts (Usa 1974, Tina Russell, Helen Madigan)

0
vintageretroclassicus-vintage
92:15 Admirable Jeannie (Germany, Tyra Misoux, Lucia Angel)
MILF 64086

Admirable Jeannie (Germany, Tyra Misoux, Lucia Angel)

0
vintageretroclassicgerman-vintage
54:55 My Cousin's Visit (France 1981, Lise Pinson, Cathy Dupray)
MILF 25549

My Cousin's Visit (France 1981, Lise Pinson, Cathy Dupray)

0
vintageretroclassicfrench-vintage
5:06 Sensual Anal Stepmom Shares Amateur Pleasure
MILF 32015

Sensual Anal Stepmom Shares Amateur Pleasure

0
analamateurinterracialgroup-sex
1:41 Real Stepdad Busty Mom in Stepdaughter Encounter
MILF 37381

Real Stepdad Busty Mom in Stepdaughter Encounter

0
stepdadstepdaughterrivalkrewe
3:26 Sam Is Boardroom Slut
MILF 746

Sam Is Boardroom Slut

0
britishamateurcougargroup-sex
61:45 61-Min Full Scene Blonde Blowjob - Big Boob Mom Orgy
MILF 285588

61-Min Full Scene Blonde Blowjob - Big Boob Mom Orgy

0
big-titsgroup-sexblowjobbig-ass
100:14 Dolly, Hot and Horny (Germany 1992, Dolly Buster)
MILF 128236

Dolly, Hot and Horny (Germany 1992, Dolly Buster)

0
vintageretroclassicgerman-vintage
8:09 Gangbang Friends Swapping - Family Swap Videos
MILF 485

Gangbang Friends Swapping - Family Swap Videos

0
milfgangbangfriendsswapping
64:05 Paglet House Wife and Boy Enjoy Sex
MILF 172819

Paglet House Wife and Boy Enjoy Sex

0
amateurhomemadematuregroup-sex
66:35 Calling Dr. Deeeep (Usa 1991, Ashlyn Gere, Michelle Monroe)
MILF 37646

Calling Dr. Deeeep (Usa 1991, Ashlyn Gere, Michelle Monroe)

0
vintageretroclassicus-vintage
9:02 He Thought He Could Handle 3 Girls at Once
MILF 176983

He Thought He Could Handle 3 Girls at Once

0
group-sexamateur-couplelive-sextriple-blowjob
14:17 Secretary: Sydnee Steele, Alexandra Silk Upscaled
MILF 5974

Secretary: Sydnee Steele, Alexandra Silk Upscaled

0
group-sexpornstarbrunettethe-secretary-sydnee-steele
39:58 Wedding Party Turns into Nude Sex Orgy
MILF 21069

Wedding Party Turns into Nude Sex Orgy

0
big-assbig-titsmilfasian-porn
66:07 Calling Anal Specialists (Usa 1985, Erica Boyer, Keli Richards)
MILF 22907

Calling Anal Specialists (Usa 1985, Erica Boyer, Keli Richards)

0
vintageretroclassicus-vintage
8:08 Family Taboo Group Sex - Family Group Sex, Family Swap, Nade Nasty
MILF 408

Family Taboo Group Sex - Family Group Sex, Family Swap, Nade Nasty

0
milffamilyswaptaboo
71:41 Buttfucks Across the Board (Usa 1995, Heather Lee, Sierra)
MILF 481638

Buttfucks Across the Board (Usa 1995, Heather Lee, Sierra)

0
vintageretroclassicus-vintage
17:25 17-Minute Stepmom Blowjob - Stepmoms Teach Sex
MILF 784

17-Minute Stepmom Blowjob - Stepmoms Teach Sex

0
milfblowjobmaturefoursome
132:05 Steamy Big Tits & Blowjob with Experienced Mature Wife
MILF 76129

Steamy Big Tits & Blowjob with Experienced Mature Wife

0
big-titsblowjobcumshotgroup-sex
8:00 Can You Handle a Blowbang, Rachael?!
MILF 6910

Can You Handle a Blowbang, Rachael?!

0
gangbang-secretscomblowbangmilfgangbang
115:21 Oh, Rosalia! (Italy, Jessica Fiorentino, Jasmine Rouge)
MILF 23925

Oh, Rosalia! (Italy, Jessica Fiorentino, Jasmine Rouge)

0
vintageretroclassicitalian-vintage
125:14 From Bavaria to Ibiza (Germany 1990s, Biggi Mondi, Amy Love)
MILF 20508

From Bavaria to Ibiza (Germany 1990s, Biggi Mondi, Amy Love)

0
vintageretroclassicgerman-vintage
8:00 Curvy Kitchen Fantasy: Mature Beauty Anal & Deep Throat Action
MILF

Curvy Kitchen Fantasy: Mature Beauty Anal & Deep Throat Action

0
milfblowjobbig-assbig-tits
21:55 Hwr Roly Poly Gang Bang Vol4 03 1 Monty St James, Ricky Lee, Wil
MILF 1629

Hwr Roly Poly Gang Bang Vol4 03 1 Monty St James, Ricky Lee, Wil

0
ricky-leewil-ravageblowjobbrunette
79:49 Naughty Young Girls (France 1981, Marilyn Jess, Dominique Aveline
MILF 24618

Naughty Young Girls (France 1981, Marilyn Jess, Dominique Aveline

0
vintageretroclassicus-vintage
8:00 Paige Ashley - Fucking Her Friends in Orgy Party
MILF 78200

Paige Ashley - Fucking Her Friends in Orgy Party

0
europeanswingersgroupsexorgy-sex
72:27 Paglet Again , Housewife Enjoys Boy Sex
MILF 130913

Paglet Again , Housewife Enjoys Boy Sex

0
amateurhomemademasturbationgroup-sex
16:57 Loss Prevention Officers Gangbang Stepmom Vivianne De Silva
MILF 132020

Loss Prevention Officers Gangbang Stepmom Vivianne De Silva

0
vivianne-desilvajack-vegasjames-bangelias-cash
83:03 Shower Report (Germany 1996, Kelly Trump, Terry Rubens)
MILF 21830

Shower Report (Germany 1996, Kelly Trump, Terry Rubens)

0
vintageretroclassicgerman-vintage
29:39 Try Not to Cum Challenge Iv - Edging Edition
MILF 275785

Try Not to Cum Challenge Iv - Edging Edition

0
edgingtry-not-to-cumcum-challengecock-hero
12:51 Stepdad Fucks Stepdadughter While Stepmom Fucks Stepson
MILF 905836

Stepdad Fucks Stepdadughter While Stepmom Fucks Stepson

0
buttbig-cockoldsgt-miles
90:02 Indian Whore (Usa 1988, Hyapatia Lee, Nina Hartley)
MILF 157513

Indian Whore (Usa 1988, Hyapatia Lee, Nina Hartley)

0
vintageretroclassicus-vintage
15:59 Wanna See What a Girls Night out Really Looks Like?
MILF 99820

Wanna See What a Girls Night out Really Looks Like?

0
lisariveraxxxbuttbig-boobsblack
38:48 38-Min Full Scene Brunette Blowjob - Foursome of Paris
MILF 23090

38-Min Full Scene Brunette Blowjob - Foursome of Paris

0
group-sexfoursome-of-parisinterracialhardcore
82:53 Prosecuted Twice (Usa 1990, Busty Bell, Rachel Ryan)
MILF 15304

Prosecuted Twice (Usa 1990, Busty Bell, Rachel Ryan)

0
vintageretroclassicus-vintage
4:06 Group Sex Wife Sharing New Wife
MILF 298

Group Sex Wife Sharing New Wife

0
amateurgroup-sexwifewife-sharing
78:05 Miami Sex Cop (Usa 1986, Barbara Dare, Candie Evans)
MILF 32511

Miami Sex Cop (Usa 1986, Barbara Dare, Candie Evans)

0
vintageretroclassicus-vintage
20:35 Accidental Gangbang - Busty MILFS Get Fucked While Being Stuck
MILF 126191

Accidental Gangbang - Busty MILFS Get Fucked While Being Stuck

0
gangbanggroup-sexorgyhardcore
87:31 Bizarr Sex 2 (Germany 1994, Tania Lariviere, Michelle Janssen)
MILF 27781

Bizarr Sex 2 (Germany 1994, Tania Lariviere, Michelle Janssen)

0
vintageretroclassicgerman-vintage
60:48 Student Sexcapades (Usa 1974, Any Mathieu, Helen Madigan)
MILF 21623

Student Sexcapades (Usa 1974, Any Mathieu, Helen Madigan)

0
vintageretroclassicus-vintage
0:50 Anke Naujack Happy New Year
MILF 857

Anke Naujack Happy New Year

0
anke-naujackhappy-new-yearmilfmature
10:50 Suceuses Chaudes Se Mettent a Lecher La Teub En Public
MILF 48273

Suceuses Chaudes Se Mettent a Lecher La Teub En Public

0
amateurfrenchfrancaisfrancaise
35:29 Mona Azar Big Titty MILF Peaches
MILF 375

Mona Azar Big Titty MILF Peaches

0
maturefilledhandjobmilf
9:37 Mature Hooker Caroline Hamsel Gets Dp'd
MILF 11025

Mature Hooker Caroline Hamsel Gets Dp'd

0
analblowjobcum-in-mouthcum-swallow
85:41 Comely Wife (Germany 1995, Carmen Herzog, Iris Cash)
MILF 26558

Comely Wife (Germany 1995, Carmen Herzog, Iris Cash)

0
vintageretroclassicgerman-vintage
60:20 Virginie, Her First Sex Adventure (France 1980, Barbara Moose
MILF 162635

Virginie, Her First Sex Adventure (France 1980, Barbara Moose

0
vintageretroclassicfrench-vintage
25:52 MILF Cum Soaked Gangbang Part 2
MILF 10439

MILF Cum Soaked Gangbang Part 2

0
blowjobcumshotmilfcreampie
10:18 Mature Grandpa Foursome — Blowjob & Doggystyle
MILF 734

Mature Grandpa Foursome — Blowjob & Doggystyle

0
blowjobdoggystylematuregrandpa
110:07 Ibiza Parties (Germany 1988, Sheila Princess, Marie Noelly)
MILF 38525

Ibiza Parties (Germany 1988, Sheila Princess, Marie Noelly)

0
vintageretroclassicgerman-vintage
88:44 Studs for Hire (Germany 1999, Nicole London, Alina Mercury)
MILF 13784

Studs for Hire (Germany 1999, Nicole London, Alina Mercury)

0
vintageretroclassicgerman-vintage
17:18 Versaute Deutsche Swinger Party Uncut
MILF 1481

Versaute Deutsche Swinger Party Uncut

0
andystarswingerswingersgerman-swinger
35:39 Busty Curvy Latina Housewife Loves Intense Prostitute
MILF 23130

Busty Curvy Latina Housewife Loves Intense Prostitute

0
prostituteprostitutamexicanaputa-mexicana
38:22 Ashleycum Star Gangbang Orgy
MILF 32324

Ashleycum Star Gangbang Orgy

0
ashley-cum-starbig-assblowjobcumshot
86:08 86-Min Full Scene Blonde Anal - Illicit Entry 1996
MILF 21068

86-Min Full Scene Blonde Anal - Illicit Entry 1996

0
vintagethreesomelesbiansgroup-sex
7:31 Berlin Anal Gruppensex Orgie
MILF 1488

Berlin Anal Gruppensex Orgie

0
german-maturegerman-group-sexgerman-analgerman-amateur

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 54 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.