‘roleplay’ stories

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roleplay 

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Academy Pt. 06

Abbi & the Sophomores play a game of strip volleyball.

H
4.55
5.6k
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2

Cuckquean and Cuckold

Because the husband wanted a wife who wasn't his to have...

H
4.61
38.7k
30
10
57
0

Daignault Family Experience 02

02 Coming Clean: Wife hears about Michel's sex-capade.

4.45
8.8k
16
4
27

Trying to Get that Promotion

Caroline tries to get a promotion.

4.15
7.4k
8
5
15
0

You Be My Hero, I'll Be Yours

If you don't ask, the answer is always 'No.'

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4.86
29.1k
34
14
87
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Academy Pt. 05

Abbi has an intimate encounter with her new tutor Mrs. Nixon.

4.4
7.9k
7
0
15

Tied Down and Dominated

Your hot gangster girlfriend has you at her mercy. [F4M]

4.49
15.5k
11
0
38
0

SBBR

Ride Sharing Service for Discerning Doms and Selective Subs.

3.83
5.7k
1
0
9
0

Colony Pt. 02

Pennie recalls first interrogation & meets Officer Claude.

4.29
10.6k
4
2
18

Pentacle Pt. 04

Sadie gets summoned to THE CROSS & meets the next tormentor.

4.4
6.2k
4
0
7

Academy Pt. 04

The Sophomores meet Mr. Harding and his devious machines.

4.36
12.2k
7
0
13

Mutatius Ch. 02

Tom is off to see the fairy queen.

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4.79
5.2k
15
5
27

Colony Pt. 01

Pennie plays prisoner in a Penal Colony for kinksters.

4.4
10.2k
16
3
42

Pentacle Pt. 03

Sadie bails on a kidnap scene & gets spanked by Nurse Joan.

4.32
4.2k
4
0
5

Academy Pt. 03

Abbi has a sexy time with her tutor Mr. Cleveland.

4.44
8.9k
5
1
11

Dinner is at 6

Sometimes lesbians need a straight man.

H
4.66
12.1k
32
3
73

Dungeons and Dicks Ch. 03

The players add an 'Expansion Set' to the D&D game...

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4.86
69k
38
14
74

Academy Pt. 02

Abbi has a sexy encounter with the history teacher Ms. Ford.

4.45
9.1k
6
0
10

The Wife | The Friend | The Panty

A wife visits her therapist for help with next steps...

4.35
24.6k
9
4
32
0

Starting Off The Weekend

Starting off the weekend for your enjoyment. [M4F]

4.43
7.7k
2
1
4
0

A Friend in Need is a Friend Indeed

Friends with benefits, D/s, roleplay and public play.

4.24
9.2k
6
0
16
0

In the Service of Science Ch. 01

Hori embarks on the erotic fantasy journey of a lifetime!

4.31
2.1k
1
0
2
0

Lisa's Frustration

Lisa wants something different after seven years of the same.

4.49
15.1k
17
12
34
0

A Draper Family Reunion

Kiernan Shipka and Jon Hamm reunite at a Hollywood party.

H
4.95
7k
24
7
39
0

Dream Girl

The woman of his dreams?

4.29
25.6k
35
35
65
0

The Electric Chair

Justice is served.

H
4.55
17.7k
16
5
30
0

Quaranteam Ch. 43

Andy has a turn playing "Professor Rook"...

H
4.84
25k
38
12
75

The Challenge

Could their sex lives be better? They plan, play.

4.35
10.4k
9
5
29
0

A Virtual Temptress Ch. 18

Misunderstanding and romantic seduction.

H
4.74
9.1k
15
19
23

The Virgin Maid

Based on my actual first time with a man.

3.99
15.8k
5
1
7
0

My Crazy Girlfriend Pt. 06 - The Wedding Shower Pt. 02

Liv treats herself to her neighbor, and costumes.

H
4.8
12.2k
15
5
33

Charles & Midori Pt. 06

Charles enjoys a game with Midori

4.5
1.8k
2
0
5

Invisible Girl - An Erotic Romance Pt. 02

Their romantic and erotic relationship deepens.

H
4.82
9k
5
1
8

Pandora's Box Ch. 02d

Dani plays with fire in her second game of Craps.

H
4.9
12.6k
19
5
37

Singlehanded

When every woman in the Larp remembers his cock inside her.

4.41
21.3k
23
3
64
0

Is She Smiling at Me? Pt. 13

A lunch date leads to a sexy surprise from Alex.

H
4.82
9.6k
12
5
21

The Naughty Wife's Secret

Will a wife admit her affair or leave a husband guessing...?

4.06
27.6k
13
6
42
0

Standing in for Dad Ch. 05

Sue and Harry meet pleasant and unwanted people.

H
4.74
17.9k
45
3
57

BDSM Manor Ch. 08: Movie Star

Alex in jeopardy at the movies.

H
4.95
9.8k
5
10
13

Fashion Show

Guy gets a strip tease fashion show.

3.21
4.8k
2
1
5
0

Andrea is Taken

Andrea is taken from her hotel, but not all is as it seems.

4.19
16.4k
17
1
31
0

A Wife's Lust for Submission

Will her wedding vows hold true or will the wife give in?

H
4.63
42.3k
25
11
74
0

You Were Naughty

Daddy's Little Girl caught misbehaving then punished.

4.28
21.7k
10
1
29
0

3-2-1 Go!

A human and his anthro lover play a sexy game in the woods.

3.91
6.3k
6
1
17
0

The Island: Pt. 17 - Kdy

A workout does you good they say.

H
4.58
6.4k
2
4
7
0

Incestuous Harem's Passion Ch. 06

The sisters' naughty roleplay gives their brother a treat.

H
4.73
16.6k
32
1
55

A Shrinking Girlfriend

Her boyfriend surprises her with shrinking pills.

3.82
15.9k
11
4
31
0

A Whole New World

First time in a BDSM club.

4.3
7.9k
9
1
15
0

Pandora's Box Ch. 01c

A cute college girl takes a huge risk. Will she get lucky?

H
4.73
20.2k
23
7
50

Jada and Ayano - Collection 01

Japanese-Brazilian woman falls for her martial arts teacher.

3.33
2.6k
4
0
10

Got Milk? 02 - The Reunion Ch. 10

After a slight scare, Mac and Delilah resume their foot fun.

4.5
3.4k
2
1
6
0

Weekend Work Pt. 06

Jay is invited to a party, but finds she's the entertainment

4.41
19.1k
9
0
16

The Games People Play

Hot role playing with the wife.

H
4.53
19.3k
24
7
52
0

The Test School Ch. 03

Ms Smith knows what to do when the Headmaster is tense.

4.42
10.3k
8
1
15

Exploration Ch. 02

Lila and Adam start exploring some of their shared kinks.

H
4.77
22.9k
9
3
20

Wonton Lust

Things get steamy with an after-hours customer.

H
4.85
16.4k
19
12
42
0

Rose's Dolly Pt. 10

While Rose is out, Nicky and Skye and Laina have some fun...

H
4.65
8.6k
13
3
20

Mike Ch. 03

I had no idea how much I would love Mike's surprise!

H
4.69
5.9k
14
4
18

Bedburn Beck

A man arranges to meet his wife for dinner.

4.23
5.1k
1
5
2
0

Prissy Blonde and Playful Brunette Ch. 03

Sarah starts the academy. Brit waits for her at home.

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4.75
7.8k
20
7
26

Nurse Roleplay Turns Naughty

Your roleplay with your girlfriend gets naughty.

4.47
26.5k
11
2
27
0

Teaching Kat 05: Roleplaying Fun

Brian and Kat engage in some impromptu roleplaying...

H
4.61
8.3k
9
2
18

Langley Circle Beginning Ch. 24

Bed hopping antics in the dead of night.

4.48
3k
6
8
11

The Birthday Present

Presents come in all shapes, sizes, and colors.

3.83
23.7k
21
11
57
0

Blonde vs Blonde Pt. 06

Chasidy springs her sexual trap, Wendi admits the truth.

H
4.81
20.2k
39
10
61

Weekend Work Pt. 04

Jay and her boss make up and make plans.

H
4.69
8.1k
7
2
11

Langley Circle Beginning Ch. 17

They show him just how nasty they can be!

H
4.64
3.9k
4
2
9

Langley Circle Beginning Ch. 12

Victorian maid roleplay and a couple becomes a throuple.

H
4.78
5.3k
4
1
13

Roommates in Lockdown

New roommates explore in lockdown.

H
4.82
74.5k
117
10
229

Turning the Page Ch. 01

Newly engaged Ashley reunites with old flame.

4.46
8.9k
10
6
16

Jada's roleplay: The Field Trip

Jada pretends to be a scared schoolgirl for her lover.

H
4.69
13.6k
8
0
25
0

Langley Circle Beginning Ch. 10

Their marriage takes a lover, the girls stay home and play.

H
4.69
4k
5
3
11

Dowdy Mother in Law Ch. 06

Her transformation is complete.

H
4.7
36.4k
37
9
57

Masks That We Wear Ch. 04

A hot MILF turns to prostitution to cover her husband's debt.

H
4.57
16k
14
2
36

The Conquest Club Files 16

Convention Cosplay Time!

4.46
5k
7
1
12

Langley Circle Beginning Ch. 09

They explore each other's bodies for the first time.

H
4.63
4k
3
1
10

Langley Circle Beginning Ch. 08

She's ready to let her BFF take her to bed.

H
4.6
3.7k
5
2
10

Langley Circle Beginning Ch. 07

Blowjobs and drugs and R&B at the corporate social.

H
4.73
3.7k
3
4
8

Risky Roleplaying - Prequel

More Risky Roleplaying with sexy friend.

H
4.55
19.3k
23
3
66

The Golden Serpent Pt. 03: The Glass Tower

Tom gets his dream job and meets Danielle.

H
4.5
2.5k
1
2
8

Langley Circle Beginning Ch. 05

She reports to headmaster for her punishment.

H
4.6
6.8k
7
3
12

Before She's Thirty

The only thing stopping her was herself.

4.45
12.1k
6
4
10
0

Whitewash High Ch. 32

Nik and Gale's Hotel Visit Fun.

H
4.68
9.5k
29
1
42

Liotta Lad Pt. 08

Trucker and his boy on the run.

4.09
5.1k
1
0
2

Langley Circle Beginning Ch. 01

Roleplay in school uniform is just the beginning.

H
4.61
15.6k
20
5
58

Spring Break Ch. 03: Sat Afternoon

Steve has sex on the theme of Final Fantasy.

H
4.63
4.7k
15
2
18

The Last Scene

Body double Sophie films a scorching sex scene.

H
4.62
10.2k
21
6
43
0

Super Krissy and Her Nephews Pt. 05

A fictional tale of Super Krissy getting roped up by her nephew.

4.37
3.4k
2
0
5

The Black Diary of Cinderella Pt. 02

At the luxury hotel room roleplay and surprises awaits..

4.5
3.9k
00
1

Half-Day At Work Pt. 02

Mrs. Royce get her first labor day gift.

4.32
4.4k
3
0
4

A Doll to Play With

Andrea plays with her "new" Doll.

3.67
16.1k
10
0
18
0

From Dusk Till Dawn

Selena and her man go deep in the Halloween spirit.

H
4.69
6.9k
13
0
20
0

The 'Lee Guide

A Guide for Tickle Masochists.

4.18
9.5k
3
0
9
0

Third Position

A class in endurance, and discipline…

H
4.55
16.5k
6
2
12
0

Super Krissy and Her Nephews Pt. 04

A fictional tale of Super Krissy getting roped up by her nephews.

H
4.53
4.4k
4
4
6
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roleplay
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