Bailey O'Brien Fetish Videos & Clips
I'm Bailey O'Brien, a brunette milf who loves to play. I keep things all natural, showing off my small tits and pink pussy in every scene. You can find me wearing lingerie, high heels, or tight bodystockings while I enjoy solo masturbation.
I love the feel of dildos and big toys, but nothing beats the real thing. I enjoy giving blow jobs and practicing cock worship when I have a partner. Whether I'm acting as the naughty wife or a mature amateur, I always aim for a real orgasm.
I'm not afraid of a little risk, so I enjoy public nudity and filming outdoors. From finger fucking to pussy eating, I make sure my pussy is well taken care of. Come see why Bailey O'Brien is the mature brunette you've been looking for.
Bailey O'Brien Fetish Videos & Clips
I'm Bailey O'Brien, a brunette milf who loves to play. I keep things all natural, showing off my small tits and pink pussy in every scene. You can find me wearing lingerie, high heels, or tight bodystockings while I enjoy solo masturbation.
I love the feel of dildos and big toys, but nothing beats the real thing. I enjoy giving blow jobs and practicing cock worship when I have a partner. Whether I'm acting as the naughty wife or a mature amateur, I always aim for a real orgasm.
I'm not afraid of a little risk, so I enjoy public nudity and filming outdoors. From finger fucking to pussy eating, I make sure my pussy is well taken care of. Come see why Bailey O'Brien is the mature brunette you've been looking for.
- Clear All
- bee
- mack
- jason banger
- rick argo
Bailey O'Brien XXX Latest Videos
- 1/9/26 12:55 AM•12 min•558 MB•mp4•1080p
Milf Bailey Part Deux
1/9/26 12:55 AM•12 min•558 MB•mp4•1080pPrice$8.99 USDStoreBailey's HouseCategoryAmateurRelated CategoriesBlow Jobs,Fucking,Mature,Milf,Small TitsPerformersMack, Bailey O'Brien, Rick ArgoDescriptionFan fuck... One Lucky Guy. I love meeting my fans and on occasion someone gets lucky. This is my second encounter with this gentleman. Who's next?
- 1/8/26 11:24 PM•15 min•698 MB•mp4•1080p
Hot Milf Bailey
1/8/26 11:24 PM•15 min•698 MB•mp4•1080pPrice$8.99 USDStoreBailey's HouseCategoryAmateurRelated CategoriesBlow Jobs,Fucking,Pussy Eating,Small TitsPerformersBailey O'Brien, Rick ArgoDescriptionGot to meet a very special fan. I love meeting my fans. They think its just a meeting, but sometimes they get lucky. Come watch me fuck this... One Lucky Guy!
The Young Stud
10/15/25 11:08 PM•53 min•4049 MB•mp4•720pPrice$8.99 USDStoreBailey's HouseCategoryAmateurRelated CategoriesCougar,Milf,Older Woman / Younger Man,Submissive Sluts,Xxx HardcoreKeywordsCouple,Amateur,Fingering,Brunette,Titties,Cumming,Orgasm,Milf,Mature,Pussy,Small Tits,Legs,Wife,Pink Pussy,TightPerformersBailey O'Brien, BeeDescriptionI was so happy when my husband told me he found me a stud. And I was definitely surprised when he showed up!
He was a little shy at first but warmed up real quick. Once he was comfortable, we went upstairs to get a little bit more acquainted. We started making out, I could feel his cock getting hard. He laid me back and spread my legs wide open so he could get his face smothered between my legs. He started licking and sucking on my fat little pussy, fingering me. Then he started biting on my clit making it so hard. My pussy was getting so wet as he started to really devour me. I pulled my thick thighs further back so he could penetrate me deep and hard with his fingers, working that my pussy so good! Now that his cock was nice and hard, I couldn’t wait for him to slide his thick dick inside me. As he slide in, he went slow and deep letting me know how thick and long he was. Then he pumped me hard and deep a few times until my body moaned with pleasure. He then kept going hard and deep making me feel every inch. He teased and working my pussy so good. He made me cum over and over. I can’t remember the last time I got fucked so good and hard. Over 50 min of hardcore sucking, licking and pussy pounding.- 10/15/25 10:56 PM•14 min•2074 MB•mp4•1080p
My Neighbor
10/15/25 10:56 PM•14 min•2074 MB•mp4•1080pPrice$8.99 USDStoreBailey's HouseCategoryAmateurRelated CategoriesAll Natural,Bareback,Big Dicks,Big Loads,Blow JobsKeywordsAll NaturalPerformersMack, Jason Banger, Bailey O'BrienDescriptionI live when my neighbor stops by.... he has great timing. I take him upstairs right away. He starts kissing me while we undress. He continues to kiss and touch me. Making his way down to lick my cock starved twat, getting me so wet. I take his cock and start sucking him, feeling it get hard with every stroke. His nice big cock is so wonderful in my mouth. Then he slides that big cock in me...oh my gosh it feels so amazing. He gets so deep with my legs up high! He is pounding me so deep and hard. He wants more of my mouth sucking on him...his long thick cock fucking my hot mouth as I gag. He turns me on my knees..slides in deep and really pounds me good and hard doggie stlye. I can feel every inch of him slamming inside me. He can't handle the feeling on my tight pussy. I make him cum and take it deep in my hot pussy. I love fucking this guy!!
- 2/7/25 12:42 AM•29 min•4288 MB•mp4•1080p
Solo Party
2/7/25 12:42 AM•29 min•4288 MB•mp4•1080pPrice$8.99 USDStoreBailey's HouseCategoryAmateurRelated CategoriesAll Natural,Big Butts,Big Toys,Brunette,DildosKeywordsAmateur,Amateurporn,Bigass,Boobs,Lingerie,Masturbation,Milf,Fingering,Orgasm,Tightpussy,Pinkpussy,Hugetoys,Closeup,HotmomPerformersBailey O'BrienDescriptionWas supposed to be getting ready for a party, didn't make it!
Wish You Were Here With Me!
9/7/24 2:26 PM•24 min•3625 MB•mp4•1080pPrice$8.99 USDStoreBailey's HouseCategoryAmateurRelated CategoriesAll Natural,Dildos,Masturbation,Orgasms,VibratorKeywordsAlone,Amateur,Fingering,Brunette,Titties,Dildos,Orgasm,Milf,Mature,Pussy,Small Tits,Legs,Wife,Pink Pussy,TightPerformersBailey O'BrienDescriptionJust a girl having a good time. Come watch me touch my soft smooth body. The feeling off my tits in my hands and my fingers in my pussy, such an amazing feeling. Experience me masturbating with my dildo, get close up and watch as my lips slide up and down, grabbing every inch. My clit getting harder and harder with every thrust. Now come watch, so you can write the ending!
Just Another Cock Sucking Video
6/27/23 8:52 PM•10 min•5681 MB•mp4•4kPrice$8.99 USDStoreBailey's HouseCategoryBlow JobsRelated CategoriesAmateur,Brunette,Cock Worship,Cum In Mouth,MilfKeywordsCouple,Amateur,Blow Jobs,Lingerie,Titties,Ass,Orgasm,Milf,Mature,Cum,Small Tits,Cum Shot,Wife,Shaved,TightPerformersMack, Bailey O'BrienDescriptionCum watch him fill my mouth with his tasty load.
Just Me
6/21/23 10:56 PM•11 min•1571 MB•mp4•1080pPrice$8.99 USDStoreBailey's HouseCategoryDildosRelated CategoriesAmateur,Brunette,Lingerie,Milf,Solo MasturbationKeywordsAlone,Amateur,Fingering,Brunette,Masturbation,Dildos,Orgasm,Milf,Mature,Pussy,Small Tits,Legs,Wife,Pink Pussy,Big AssPerformersBailey O'BrienDescriptionGot a new toy and I want to show you how much I like it! It’s long and thick and it got me so juicy. Cum hear the wetness and watch me cum while I take it deep.
The Monster
6/19/23 10:40 PM•9 min•5363 MB•mp4•4kPrice$8.99 USDStoreBailey's HouseCategoryDildosRelated CategoriesAmateur,Big Toys,Lingerie,Milf,Pussy ControlKeywordsAlone,Amateur,Fingering,Lingerie,Masturbation,Dildos,Orgasm,Milf,Mature,Pussy,Small Tits,Legs,Wife,Pink Pussy,TightPerformersBailey O'BrienDescriptionDo you think I can take it all? Come take a peek and watch this thing stretch my tight little pussy!
Bailey's Cum Show
5/29/23 6:16 PM•22 min•3302 MB•mp4•1080pPrice$8.99 USDStoreBailey's HouseCategoryAmateurRelated CategoriesCumshots,Dildos,Finger Fucking,Lingerie,OrgasmsKeywordsAlone,Amateur,Fingering,Lingerie,Masturbation,Dildos,Orgasm,Milf,Mature,Pussy,Small Tits,Legs,Wife,Pink Pussy,TightPerformersBailey O'BrienDescriptionCum watch me use my new vibrators (Lush & Domi) with my fat dildo. The juicy wet sound that my pussy makes after I slide the Lush in me, its so intense! Nothing better than imagining your cock teasing me as I rub my pussy. I then take on the Domi vibe to make my clit super hard. It made me even wetter, I rubbed my pussy until having the most amazing orgasm! Then I slide and pound my little used pussy with my large dildo until I cum again all over it. The sweet nectar that came out of me is so delicious, wish you we here to taste me and clean up the mess I made! Unlock to experience the cum show.... Bailey's Cum Show!
Outdoor Fun
1/10/23 9:48 PM•15 min•2263 MB•mp4•1080pPrice$8.99 USDStoreBailey's HouseCategoryOutdoorsRelated CategoriesAmateur,Boot Fetish,Dildos,Lingerie,MilfKeywordsAlone,Amateur,Fingering,Lingerie,Masturbation,High Heels,Orgasm,Milf,Mature,Pussy,Small Tits,Legs,Wife,Shaved,TightPerformersBailey O'BrienDescriptionThere's nothing like being free in the great outdoors. I love the breeze blowing though my hair. I love the silence and feeling like I'm the only one out there. Come watch and listen to me be free!
Pool Side Pussy Play
10/9/22 10:02 AM•9 min•1319 MB•mp4•1080pPrice$8.99 USDStoreBailey's HouseCategoryOutdoorsRelated CategoriesAmateur,Dildos,High Heels,Lingerie,MilfKeywordsAlone,Amateur,Fingering,Lingerie,Masturbation,High Heels,Orgasm,Milf,Mature,Pussy,Small Tits,Legs,Wife,Shaved,TightPerformersBailey O'BrienDescriptionHaving some fun by the pool. I love playing with this dildo, I call it Little Jimmie. It's really thick and gets my little pussy all stretched out.
