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] [MSub] [BDSM] [Flogging] [Begging] [Punishment] [Bad Boy] [Moaning] [Cunnilingus] [All Yours] [Permission] [Masturbation] [Pegging]

9:4834,038 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] [MSub] [BDSM] [Flogging] [Begging] [Punishment] [Bad Boy] [Moaning] [Cunnilingus] [All Yours] [Permission] [Masturbation] [Pegging]

9:48 · 34,038 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] [MSub] [Desperate] [Begging] [Kissing] [Slapping] [Spanking] [Moaning] [Pegging] [Cunnilingus] [Mommy] [Mistress] [Good Boy] [Butt Stuff] [Hair Pulling] [At the Office] [Pretty Please]

12:2735,962 Plays

Visiting Mistress

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

[M4F] [MSub] [Desperate] [Begging] [Kissing] [Slapping] [Spanking] [Moaning] [Pegging] [Cunnilingus] [Mommy] [Mistress] [Good Boy] [Butt Stuff] [Hair Pulling] [At the Office] [Pretty Please]

12:27 · 35,962 Plays

4

Yes Ma'am

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

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

34:52134,958 Plays

Yes Ma'am

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

34:52 · 134,958 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] [Bar] [Strangers to Lovers] [Flirting] [Cheeky] [Cocky] [Foreplay] [In Public] [Teasing] [Dirty Talk] [Fingering] [Degradation] [Slut] [To Be Continued] [Age Difference]

15:1916,174 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] [Bar] [Strangers to Lovers] [Flirting] [Cheeky] [Cocky] [Foreplay] [In Public] [Teasing] [Dirty Talk] [Fingering] [Degradation] [Slut] [To Be Continued] [Age Difference]

15:19 · 16,174 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] [MDom] [Degradation] [Slut] [Praise] [Spit] [Oral] [Sloppy] [Fingering] [Squirting] [Penetration] [Spanking] [Rough] [Multiple Orgasms] [Cunnilingus] [Blowjob] [Age Difference] [Gentle To Rough] [Mutual Orgasm] [Finish Inside]

23:1036,682 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 · 36,682 Plays

7

Wedding Crush

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

[M4F] [Older Woman] [Auntie] [Flirty] [Mischievous] [Experienced] [In Public] [Risky] [Blowjob] [Praise] [Penetration] [Moaning] [Butt Stuff] [Minimal SFX] [Age Difference] [Oral] [Riding]

14:0116,133 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.

[M4F] [Older Woman] [Auntie] [Flirty] [Mischievous] [Experienced] [In Public] [Risky] [Blowjob] [Praise] [Penetration] [Moaning] [Butt Stuff] [Minimal SFX] [Age Difference] [Oral] [Riding]

14:01 · 16,133 Plays

8

Thinking About an Older Woman

EyesOfSuggestion

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

22:0235,422 Plays

Thinking About an Older Woman

EyesOfSuggestion

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

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

22:02 · 35,422 Plays

9

Taming an Older Woman

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

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

27:3422,314 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 · 22,314 Plays

10

No One Will Know

John York

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

17:109,316 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 · 9,316 Plays

11

Greg's Mom

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

[M4F] [Coworker Greg] [Older Woman] [Nervous] [Flirty] [Wine] [Cellar] [Tasting] [Passionate] [Switchy] [Oral] [Cunnilingus] [Fingering] [Begging] [Condom] [Penetration] [Praise] [Fucking Greg's Mom] [Desperate]

29:4852,220 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 · 52,220 Plays

12

Airport Connection

Tom York

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

23:5120,182 Plays

Airport Connection

Tom York

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

23:51 · 20,182 Plays

13

A Match

Have you ever been with a younger man?

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

13:2622,714 Plays

A Match

Have you ever been with a younger man?

13:26 · 22,714 Plays

14

The Painter - Part 1: Drawing My Attention

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

[Intro] [1M Plays] [Thank You] [M4F] [Series] [Inner Monologue] [Slow Burn] [Opposites Attract] [Watching You] [Ruined Painting] [Massage] [Fucking Greg] [Masturbation] [Watching Me] [Caught]

32:0143,453 Plays

The Painter - Part 1: Drawing My Attention

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

[Intro] [1M Plays] [Thank You] [M4F] [Series] [Inner Monologue] [Slow Burn] [Opposites Attract] [Watching You] [Ruined Painting] [Massage] [Fucking Greg] [Masturbation] [Watching Me] [Caught]

32:01 · 43,453 Plays

15

The Painter - Part 2: The Art of Teasing

This is my studio, my rules.

[M4F] [Inner Monologue] [Narration] [In Medias Res] [Switching] [Taking Control] [MDom] [Teasing] [Pinning You Down] [Power Struggle] [My Turn] [Edging You] [Oral] [Cunnilingus] [Fingering] [Praise] [The Janitor] [Interrupted] [Switch] [Cliffhanger]

26:1731,050 Plays

The Painter - Part 2: The Art of Teasing

This is my studio, my rules.

26:17 · 31,050 Plays

16

The Painter - Part 3: Ruining Something Beautiful

I’ve never been this nervous for a showing.

[M4F] [Finale] [Dark Blue Suit] [Stealing Glances] [Sneaking Away] [It Has Pockets] [Against the Wall] [Good Boy] [Switch] [Power Struggle] [Fingering] [Penetration] [Infinity Mirror] [Finish Inside]

29:5329,096 Plays

The Painter - Part 3: Ruining Something Beautiful

I’ve never been this nervous for a showing.

[M4F] [Finale] [Dark Blue Suit] [Stealing Glances] [Sneaking Away] [It Has Pockets] [Against the Wall] [Good Boy] [Switch] [Power Struggle] [Fingering] [Penetration] [Infinity Mirror] [Finish Inside]

29:53 · 29,096 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] [MSub] [Coworkers] [Boss] [Business Trip] [Hotel] [One Bed] [Whispering] [Obedient] [Oral] [Fingering] [Good Boy] [Squirting] [Cunnilingus]

21:4325,301 Plays

Manage Me...

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

[M4F] [MSub] [Coworkers] [Boss] [Business Trip] [Hotel] [One Bed] [Whispering] [Obedient] [Oral] [Fingering] [Good Boy] [Squirting] [Cunnilingus]

21:43 · 25,301 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] [MSub] [Strangers to Lovers] [Dirty Talk] [Fingering] [Check Ins] [Oral] [Cunnilingus] [Rough] [Use Me] [Teasing] [Yes Ma'am] [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]

31:1139,394 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 · 39,394 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] [Cunnilingus] [Blowjob] [Whimpering] [Moaning] [Penetration] [Countdown] [Finish Inside]

35:5433,550 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] [Cunnilingus] [Blowjob] [Whimpering] [Moaning] [Penetration] [Countdown] [Finish Inside]

35:54 · 33,550 Plays

20

Keeping Up

axolotl

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

27:097,843 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] [Cunnilingus] [Penetration] [Finish Inside] [Multiple Orgasms] [Pounding] [Flirty] [Aftercare]

27:09 · 7,843 Plays

21

Yes, Father...

The Devil of Dublin

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

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

26:2629,907 Plays

Yes, Father...

The Devil of Dublin

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

26:26 · 29,907 Plays

22

On the Rocks

Adrian

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

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

23:4014,915 Plays

On the Rocks

Adrian

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

23:40 · 14,915 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] [Cunnilingus] [Eager] [Finish Inside] [Age Difference] [Bathroom]

27:0046,163 Plays

Power Struggle

Zach Cowman

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

27:00 · 46,163 Plays

24

Your Husband Seems Nice

Congratulations on the promotion—you deserve it.

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

26:58286,353 Plays

Your Husband Seems Nice

Congratulations on the promotion—you deserve it.

26:58 · 286,353 Plays

25

Your Husband Seems Nice (Part 2)

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

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

46:21160,739 Plays

Your Husband Seems Nice (Part 2)

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

46:21 · 160,739 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] [Cunnilingus] [Begging] [Penetration] [Pleading] [Gentle] [Finish Inside] [Mutual Orgasm] [Aftercare] [SFX] [Series] [Shower]

32:3949,992 Plays

Locked In (Part 1)

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

32:39 · 49,992 Plays

27

Brat Problem

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

[M4F] [MSub] [Brat] [At Work] [In Public] [Mistress] [Under Your Desk] [Oral] [Cunnilingus] [Begging] [Bad Boy] [Moaning] [Masturbation] [Defiant] [Use Me] [Keep Me Quiet]

19:2245,778 Plays

Brat Problem

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

[M4F] [MSub] [Brat] [At Work] [In Public] [Mistress] [Under Your Desk] [Oral] [Cunnilingus] [Begging] [Bad Boy] [Moaning] [Masturbation] [Defiant] [Use Me] [Keep Me Quiet]

19:22 · 45,778 Plays

28

Tongue Tied

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

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

15:12125,851 Plays

Tongue Tied

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

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

15:12 · 125,851 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] [Cunnilingus] [Penetration] [Finish Inside] [Yes Ma'am]

21:1923,625 Plays

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