Quinn - Cougars Ride! Older Woman Playlist

I know you told me to never come to your home, but tonight I need my Mistress. I'll do anything to make it up to you.

[M4F] [Punishing Your Bad Boy] [MSub] [BDSM] [Flogging] [Begging] [Moaning] [Oral] [Going Down on You] [Permission] [Masturbation] [Toys] [Strap] [Pegging]

9:4836,336 Plays

Midnight Mistress

I know you told me to never come to your home, but tonight I need my Mistress. I'll do anything to make it up to you.

[M4F] [Punishing Your Bad Boy] [MSub] [BDSM] [Flogging] [Begging] [Moaning] [Oral] [Going Down on You] [Permission] [Masturbation] [Toys] [Strap] [Pegging]

9:48 · 36,336 Plays

3

Visiting Mistress

I shouldn't visit you at your office, but I wanted to ask if you'd like a break from work.

[M4F] [At the Office] [Desperate for You] [MSub] [Begging] [Kissing] [Slapping] [Spanking] [Moaning] [Pegging] [Oral] [Going Down on You] [Mommy] [Good Boy] [Butt Stuff] [Hair Pulling] [Pretty Please]

12:2738,873 Plays

Visiting Mistress

I shouldn't visit you at your office, but I wanted to ask if you'd like a break from work.

12:27 · 38,873 Plays

4

Yes Ma'am

We're traveling together on business and you knock on my hotel room door.

[M4F] [Boss x Employee] [Work Trip] [Confession] [Hotel Hookup] [MSub] [Coworkers] [Praise] [Oral] [Face Sitting] [Going Down on You] [Begging] [Blowjob] [69] [Orgasm Control] [Edging] [Whimpering] [Yes Ma'am] [Penetration] [Finish Inside] [Mention of Tightness] [Eating You Out After] [Clit Play] [Your Toy]

34:52146,610 Plays

Yes Ma'am

We're traveling together on business and you knock on my hotel room door.

34:52 · 146,610 Plays

5

I'm Not Cheeky, You're Cheeky...

Seeing you on the dancefloor, I reckon you love a younger guy who can keep up.

[M4F] [Older Woman] [Flirting at the Bar] [Strangers to Lovers] [Cheeky] [Cocky] [Foreplay] [In Public] [Teasing] [Dirty Talk] [Fingering] [Degradation] [Slut] [Age Difference] [TBC]

15:1918,467 Plays

I'm Not Cheeky, You're Cheeky...

Seeing you on the dancefloor, I reckon you love a younger guy who can keep up.

[M4F] [Older Woman] [Flirting at the Bar] [Strangers to Lovers] [Cheeky] [Cocky] [Foreplay] [In Public] [Teasing] [Dirty Talk] [Fingering] [Degradation] [Slut] [Age Difference] [TBC]

15:19 · 18,467 Plays

6

I'm Not Filthy, You're Filthy

The sexual tension in the club was intense, but now that we're alone, I won't hold back.

[M4F] [Sequel] [Older Woman] [Degradation] [Gentle to Rough] [MDom] [Slut] [Praise] [Spit] [Oral] [Going Down on You] [Blowjob] [Sloppy] [Fingering] [Squirting] [Spanking] [Penetration] [Multiple Orgasms] [Finish Inside] [Mutual Orgasm] [Age Difference]

23:1042,294 Plays

I'm Not Filthy, You're Filthy

The sexual tension in the club was intense, but now that we're alone, I won't hold back.

23:10 · 42,294 Plays

7

Wedding Crush

I need to stay away from you before we get into trouble.

[M4F] [Best Mate's Wedding] [Experienced Older Woman] [Mischievous] [Age Difference] [Auntie] [In Public] [Risky] [Flirting] [Praise] [Oral] [Blowjob] [Riding] [Penetration] [Moaning] [Butt Stuff] [Minimal SFX]

14:0119,159 Plays

Wedding Crush

I've always fantasized about an older woman—maybe a professor or neighbor.

I need to stay away from you before we get into trouble.

14:01 · 19,159 Plays

8

Thinking About an Older Woman

EyesOfSuggestion

[M4F] [MSub] [Unfulfilled Fantasy] [Older Woman] [Age Difference] [Ramble] [Whispers] [Breast Play] [Oral] [Going Down on You] [Dirty Talk] [Moaning] [Penetration] [Good Boy] [Multiple Orgasms] [No SFX]

22:0236,762 Plays

Thinking About an Older Woman

EyesOfSuggestion

I've always fantasized about an older woman—maybe a professor or neighbor.

22:02 · 36,762 Plays

9

Taming an Older Woman

You're not sure about our age gap... Let me change your mind.

[M4F] [Date Night] [Older Woman] [BDSM] [MDom] [Age Difference] [Taking Photos] [Degradation] [Bondage] [Collar and Leash] [Intense] [Name-Calling] [Rough] [Spitting] [Penetration] [Oral] [Blowjob] [Masturbation] [Spanking] [Strong Language]

27:3425,251 Plays

Taming an Older Woman

I'd hate to think you're not enjoying the party. How about we fix that?

You're not sure about our age gap... Let me change your mind.

27:34 · 25,251 Plays

10

No One Will Know

John York

[M4F] [British] [Party] [Older Woman] [Age Gap] [Recently Single] [Forward] [Cocky] [Cheeky] [Kissing] [Quickie] [Oral] [Going Down on You] [Moaning] [Praise] [Risky] [Our Secret] [Penetration] [Finish Inside]

17:1010,904 Plays

No One Will Know

John York

I'd hate to think you're not enjoying the party. How about we fix that?

17:10 · 10,904 Plays

11

Greg's Mom

I was about to leave my shift at the wine bar when you showed up.

[M4F] [Wine Cellar] [Fucking Greg's Mom] [Older Woman] [Strangers to Lovers] [Switchy] [Coworker Greg] [Nervous] [Flirty] [Wine Tasting] [Passionate] [Oral] [Going Down on You] [Fingering] [Begging] [In Public] [Praise] [Desperate] [Condom] [Penetration]

29:4857,634 Plays

Greg's Mom

Eight hours until the next flight... How should we pass the time?

I was about to leave my shift at the wine bar when you showed up.

29:48 · 57,634 Plays

12

Airport Connection

Tom York

[M4F] [Missed Flight] [Strangers to Lovers] [Older Woman] [Binaural] [Banter] [Confident] [Chemistry] [Hotel] [Oral] [Going Down on You] [Begging] [Use Me] [Eager] [Feral] [Butt Stuff] [Praise] [Breast Play] [Riding] [Penetration] [Finish Inside] [Age Difference]

23:5121,651 Plays

Airport Connection

Tom York

Eight hours until the next flight... How should we pass the time?

23:51 · 21,651 Plays

13

A Match

Have you ever been with a younger man?

[M4F] [Strangers to Lovers] [Age Difference] [App Hookup] [Light MSub] [Older Woman] [Compliments] [Nervous] [Consent] [Communication] [Kissing] [Use Me] [Hair Pulling] [Oral] [Going Down on You] [Mistress] [Casual Sex] [Penetration] [Riding] [Clit Play]

13:2624,332 Plays

A Match

Have you ever been with a younger man?

13:26 · 24,332 Plays

14

The Painter - Part 1: Drawing My Attention

The critics call my paintings “abstract,” but I call them order.

[Intro] [Celebrating 1M Plays] [Thank You] [M4F] [Painter] [Storytelling] [Neighbor Meet Cute] [Inner Monologue] [Opposites Attract] [Watching You] [Ruined Painting] [Hand Massage] [Slow Burn] [Romance] [Neighboring Studios] [Sculptor] [Fantasizing] [Finger Sucking] [Handjob] [Fucking Greg] [Spit] [Masturbation] [Moaning] [Watching Me] [Caught] [Cliffhanger] [Series]

32:0145,969 Plays

The Painter - Part 1: Drawing My Attention

The critics call my paintings “abstract,” but I call them order.

32:01 · 45,969 Plays

15

The Painter - Part 2: The Art of Teasing

This is my studio, my rules.

[M4F] [Inner Monologue] [Art Studio Neighbor] [Power Struggle] [Switchy] [In Medias Res] [Using Me] [Narration] [Taking Control] [Teasing] [Pinning You Down] [My Turn] [Edging You] [Oral] [Going Down on You] [Fingering] [Clit Play] [Praise] [Needy] [Pull My Hair] [Feral] [Choking] [Interrupted] [Janitor] [Storytelling] [Good Girl] [Cliffhanger] [Series]

26:1733,270 Plays

The Painter - Part 2: The Art of Teasing

This is my studio, my rules.

26:17 · 33,270 Plays

16

The Painter - Part 3: Ruining Something Beautiful

I’ve never been this nervous for a showing.

[M4F] [Art Show] [Stealing Glances] [Sneaking Away] [Power Struggle] [Switchy] [MSub to MDom to MSub] [Finale] [Storytelling] [Dark Blue Suit] [Desperate] [Tension] [It Has Pockets] [Against the Wall] [Good Boy] [Good Girl] [Praise] [Whispering] [Fingering] [Handjob] [Orgasm Encouragement] [Infinity Mirror] [Penetration] [Riding] [Grinding] [Nipple Play] [Finish Inside] [Series]

29:5331,353 Plays

The Painter - Part 3: Ruining Something Beautiful

I’ve never been this nervous for a showing.

29:53 · 31,353 Plays

17

Manage Me...

I know I'm not always professional or easy to manage, but sometimes I can do as I'm told.

[M4F] [Boss x Employee] [Business Trip] [Just One Hotel Bed] [MSub] [Coworkers] [Whispering] [Obedient] [Oral] [Going Down on You] [Fingering] [Squirting] [Good Boy]

21:4328,982 Plays

Manage Me...

I know I'm not always professional or easy to manage, but sometimes I can do as I'm told.

[M4F] [Boss x Employee] [Business Trip] [Just One Hotel Bed] [MSub] [Coworkers] [Whispering] [Obedient] [Oral] [Going Down on You] [Fingering] [Squirting] [Good Boy]

21:43 · 28,982 Plays

18

The Butler

You're plagued with chronic insomnia and require attendants to aid you nightly. I'm your latest hire and, tonight, I'm at your service.

[M4F] [Employer x Employee] [Strangers to Lovers] [Use Me] [MSub] [Dirty Talk] [Fingering] [Check Ins] [Oral] [Going Down on You] [Rough] [Teasing] [Butt Stuff] [Rimming] [Lube] [Face Sitting] [Clit Play] [Eye Contact] [Pull My Hair] [Body Worship] [Penetration] [From Behind] [Spanking] [Countdown] [Finish Inside] [Eating You Out After]

31:1143,142 Plays

The Butler

You're plagued with chronic insomnia and require attendants to aid you nightly. I'm your latest hire and, tonight, I'm at your service.

31:11 · 43,142 Plays

19

From Top to Bottom

They just had to pick the oldest building in this city for their rooftop wedding, huh?

[M4F] [MSub] [Strangers to Lovers] [Wedding] [Elevator] [Age Difference] [Older Woman] [Oral] [Going Down on You] [Blowjob] [Whimpering] [Moaning] [Penetration] [Countdown] [Finish Inside]

35:5435,890 Plays

From Top to Bottom

You've hired me, your handyman neighbor, to help clean your house, and maybe one other favor.

They just had to pick the oldest building in this city for their rooftop wedding, huh?

[M4F] [MSub] [Strangers to Lovers] [Wedding] [Elevator] [Age Difference] [Older Woman] [Oral] [Going Down on You] [Blowjob] [Whimpering] [Moaning] [Penetration] [Countdown] [Finish Inside]

35:54 · 35,890 Plays

20

Keeping Up

axolotl

[M4F] [Older Woman] [Playful] [Neighbors] [Handyman] [Massage] [Spanking] [Rough] [Oral] [Going Down on You] [Penetration] [Finish Inside] [Multiple Orgasms] [Pounding] [Flirty] [Aftercare]

27:098,682 Plays

Keeping Up

axolotl

You've hired me, your handyman neighbor, to help clean your house, and maybe one other favor.

[M4F] [Older Woman] [Playful] [Neighbors] [Handyman] [Massage] [Spanking] [Rough] [Oral] [Going Down on You] [Penetration] [Finish Inside] [Multiple Orgasms] [Pounding] [Flirty] [Aftercare]

27:09 · 8,682 Plays

21

Yes, Father...

The Devil of Dublin

This isn't a corruption, this is a conversion.

[M4F] [Confessional With Priest] [Strangers to Lovers] [Older Woman] [Divorcee] [Masturbation] [Punishment] [Spanking] [Feral] [Sinner] [Penetration] [Worship] [Losing My Religion] [Forbidden] [Desperate] [Finish Inside]

26:2632,957 Plays

Yes, Father...

The Devil of Dublin

This isn't a corruption, this is a conversion.

26:26 · 32,957 Plays

22

On the Rocks

Adrian

Out of everyone at this resort, you caught my eye.

[M4F] [Beach Resort] [Strangers to Lovers] [Older Woman] [MSub] [Curve Appreciation] [Consent] [Kissing] [In Public] [Breast Play] [Riding] [Begging] [Good Boy] [Penetration] [Finish Inside] [Outdoors] [Plus Size Appreciation] [Praise] [Moaning] [Series]

23:4017,561 Plays

On the Rocks

Adrian

Out of everyone at this resort, you caught my eye.

23:40 · 17,561 Plays

23

Power Struggle

Zach Cowman

I find myself at a local bar attempting to find a meaningful connection.

[M4F] [Local Bar] [Buying Shots] [Striking Out] [Older Woman] [Watching Me Touch Myself] [Bathroom Sex] [MSub] [Coaxing Me Out of My Shell] [Mommy] [Penetration] [Good Boy] [Oral] [Blowjob] [Going Down on You] [Eager] [Finish Inside] [Age Difference] [Bathroom]

27:0050,099 Plays

Power Struggle

Zach Cowman

I find myself at a local bar attempting to find a meaningful connection.

27:00 · 50,099 Plays

24

Your Husband Seems Nice

Congratulations on the promotion—you deserve it.

[M4F] [Coworkers] [Infidelity] [Desk Sex] [Mean] [MDom] [Binaural] [Corner Office] [Face Slaps] [Rough] [Name-calling] [Degradation] [Daddy] [Slut] [Whore] [Strong Language] [Fingering] [Dirty Talk] [Clit Play] [Moaning] [Penetration] [From Behind] [Spanking] [Multiple Orgasms] [Oral] [Blowjob] [Swallowing] [Possessive] [Series]

26:58334,710 Plays

Your Husband Seems Nice

Congratulations on the promotion—you deserve it.

26:58 · 334,710 Plays

25

Your Husband Seems Nice (Part 2)

You’re fidgeting. Is the anticipating getting to you?

[M4F] [Continued] [Coworkers] [Infidelity] [Office Sex] [Using You] [MDom] [Oral] [Under My Desk] [Rough] [Degradation] [Spanking] [Butt Stuff] [Praise] [Dirty Talk] [Whore] [Stong Language] [Masturbation] [Eye Contact] [Good Girl] [Possessive] [Blowjob] [Going Down on You] [Rimming] [Fingering] [Penetration] [Finish Inside] [Mutual Orgasm] [Series]

46:21181,111 Plays

Your Husband Seems Nice (Part 2)

You’re fidgeting. Is the anticipating getting to you?

46:21 · 181,111 Plays

26

Locked In (Part 1)

I saw your post about the room for rent just as my plane landed.

[M4F] [MSub] [Strangers to Lovers] [Roommates] [Infidelity] [Shower Sex] [Handjob] [Nipple Play] [Blowjob] [Oral] [Going Down on You] [Begging] [Penetration] [Pleading] [Gentle] [Finish Inside] [Mutual Orgasm] [Aftercare] [SFX] [Series] [Shower]

32:3951,487 Plays

Locked In (Part 1)

I saw your post about the room for rent just as my plane landed.

32:39 · 51,487 Plays

27

Brat Problem

I'm not supposed to bother you at work, but I decided to be bad today and surprise you.

[M4F] [Being a Brat] [Under Your Desk] [Keep Me Quiet] [MSub] [At Work] [In Public] [Mistress] [Oral] [Going Down on You] [Begging] [Bad Boy] [Moaning] [Masturbation] [Defiant] [Use Me]

19:2250,907 Plays

Brat Problem

I'm not supposed to bother you at work, but I decided to be bad today and surprise you.

[M4F] [Being a Brat] [Under Your Desk] [Keep Me Quiet] [MSub] [At Work] [In Public] [Mistress] [Oral] [Going Down on You] [Begging] [Bad Boy] [Moaning] [Masturbation] [Defiant] [Use Me]

19:22 · 50,907 Plays

28

Tongue Tied

I’m sorry I was late. I promise I’ll do better.

[M4F] [I Belong to You] [Punishing Me] [Bondage] [MSub] [Safe Word] [Handjob] [Edging] [Begging] [Honey] [Desperate] [Whimpering] [Penetration] [Riding] [Gagging] [Muffled Moaning] [Finish Inside]

15:12142,939 Plays

Tongue Tied

I’m sorry I was late. I promise I’ll do better.

[M4F] [I Belong to You] [Punishing Me] [Bondage] [MSub] [Safe Word] [Handjob] [Edging] [Begging] [Honey] [Desperate] [Whimpering] [Penetration] [Riding] [Gagging] [Muffled Moaning] [Finish Inside]

15:12 · 142,939 Plays

29

Are We Both Going on This Trip, Ma'am?

You ask me if I can go on a work trip, and I later find out you meant WITH you—not alone.

[M4F] [MSub] [Series] [Butt Stuff] [Coworkers] [Office] [Power Dynamic] [Body Appreciation] [Wet Sounds] [Oral] [Going Down on You] [Penetration] [Finish Inside] [Yes Ma'am]

21:1924,387 Plays

Are We Both Going on This Trip, Ma'am?

You ask me if I can go on a work trip, and I later find out you meant WITH you—not alone.

[M4F] [MSub] [Series] [Butt Stuff] [Coworkers] [Office] [Power Dynamic] [Body Appreciation] [Wet Sounds] [Oral] [Going Down on You] [Penetration] [Finish Inside] [Yes Ma'am]

21:19 · 24,387 Plays

30

Naughty Employee