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‘sex with boss’ stories

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Deanne and I Reunite

Over ten years have passed. Are the feelings still there?

by trainman2k in Erotic Couplings 07/08/2023
4.36
2.4k
2
1
3
0

Happy Father's Day

Jenna gives the sweetest Father's Day Present.

by Curiousbusiness in Erotic Couplings 06/20/2022
4.43
18.4k
16
0
39
0

Quite an Impressive Scream

My stress-relief duties in the office are greatly expanded.

by BarracudaSwordfish in Mature 04/18/2022
H
4.73
27k
19
4
51

Who's The Boss?

He needed to show her who was still boss between them.

by DanDraper in Loving Wives 01/23/2022
4.12
30.5k
32
24
58
0

What Dreams May Come

Dreams mix with an erotic reality.

by Cybotic in Erotic Couplings 06/18/2021
H
4.64
4k
0
1
4
0

Oscar and Irene Pt. 09

Matt forces my wife to stick her tongue in his ass.

by RegularGuy2020 in Fetish 02/23/2021
4.12
12.9k
12
0
17

Oscar and Irene Pt. 08

Matt enjoys my wife and her best friend at a wedding.

by RegularGuy2020 in Fetish 02/21/2021
4.26
12.1k
11
3
14

Oscar and Irene Pt. 07

My wife is too sick to travel so Matt takes her best friend.

by RegularGuy2020 in Fetish 02/19/2021
4.09
8.1k
11
2
12

Oscar and Irene Pt. 04

My wife begs her boss to fuck her.

by RegularGuy2020 in Fetish 02/13/2021
4.35
13.9k
13
1
19

Oscar and Irene Pt. 03

Matt forces my wife to her knees to suck his cock.

by RegularGuy2020 in Fetish 02/11/2021
4.45
15.4k
11
3
14

Slut's Confession

Slut confesses to her Dom.

by CarnalCompendium in BDSM 10/13/2020
H
4.61
14.7k
13
4
23
0

A Very Informal Meeting

An informal meeting leads to an unexpected outcome.

by AlexFarrell in Erotic Couplings 06/12/2020
4.32
16.3k
3
0
4
0

Horny Slut Escapades 02: Mounika

Mounika returns the favour to her boss.

by redsravan in Exhibitionist & Voyeur 04/21/2020
3.5
9.1k
2
0
5

Jake's Resignation (2019)

Jake Resigned with a splash of selfishness and healing.

by JJEroticas in NonConsent/Reluctance 11/05/2019
3.74
5.4k
00
1
0

Office Treats

Boss gets blow job.

by Yorkiechai in Exhibitionist & Voyeur 05/22/2018
3.92
25.5k
8
1
13
0

Chastity is Rewarded

Her boss discovers her chastity belt.

by AlinaX in Fetish 07/22/2016
4.47
50.7k
26
2
50

Turning Tables

When his proposition threatens her career, she takes control.

by YesnohMaybe in Anal 03/02/2016
4.28
36.1k
7
7
12
0

Me and My PA Ch. 02

Megan's first day in the office.

by The_Boss_UK in Erotic Couplings 11/06/2015
4.23
21.6k
10
0
13

Swati, New at Office Ch. 01

Swati joins new office and enjoys Boss's company.

by indian_slut in Erotic Couplings 06/04/2015
3.79
22.5k
9
10
13

Wife's Mom, Sister & Best Friend Ch. 11

Roger implements stage on of his violent, sexual revenge.

by SusanJillParker in Incest/Taboo 04/02/2015
4.11
32.8k
45
4
53

Show & Tell - Valentine's Day Glory

Lovers discover new attractions.

by Praipus in Erotic Couplings 02/11/2015
3.9
15.1k
3
0
4
0

Milf Tails: The Benefits Package

Selena teaches Austin the meaning of hard at work.

by lovecraft68 in Mature 01/09/2015
H
4.79
178.7k
224
52
286

Lunch Break at The Office

Alison gets more than she is paid for at the office when her

by EsmeraudeCamus in Romance 02/09/2014
3.43
31.8k
7
3
7
0

Asian Girl Nylon Humiliation

Asian office girl loves her nylons and gets into trouble.

by fanofpantyhose in Fetish 07/21/2013
4.38
62.2k
30
2
51
0

Vanessa James Goes to the Future Ch. 01

A lab assistant falls for her boss.

by norasandalwood in Sci-Fi & Fantasy 06/06/2013
3.86
10.1k
1
0
3
0

Miss Linda Ch. 05

Miss Linda fucks her boss.

by Bluepen451 in Erotic Couplings 04/09/2013
4.43
39.3k
9
0
12

My Boss Didn't Know How to Ask

Bossy boss knows how to get what she wants.

by shavedkitty23 in Anal 05/28/2012
4.48
147.9k
80
6
105
0

Stepping a Little Further

A formerly reserved woman rewrites the rules at work.

by OntarioCavegirl in NonConsent/Reluctance 04/29/2011
4.35
27k
2
1
4
0

Blazing Success

Aged twenty-one, firery Blaze takes on a huge challenge.

by EgmontGrigor2011 in Romance 04/13/2011
H
4.71
33.2k
8
8
14
0

Backdoor Business

She gives anal to boss to save job.

by Bakeboss in Anal 12/05/2009
4.15
152.3k
20
20
28
0

Erotic Weekend with the Boss

Our boss takes husband and me for a weekend away.

by fulfilled_ann in Illustrated 09/09/2009
0
803k
109
24
168
0

Kirsten

She bends to her boss's will.

by kmakemepurr in NonConsent/Reluctance 07/05/2009
4.15
222.5k
50
15
64
0

Beth and her Boss Ch. 02

My wife does what she has to do.

by Belgarion10 in Loving Wives 03/02/2009
4.34
168.7k
64
6
90

Sex with Boss Lady Becky Ch. 02

Continuing saga of sex with boss.

by gomets13 in Anal 09/15/2008
4.42
66.8k
11
0
12

Sex with Boss Lady Becky Ch. 01

Sex with the boss.

by gomets13 in Anal 09/11/2008
4.31
121.3k
31
4
37

Worker's Delight

Young black woman and her sexy boss get intimate.

by SexxxyCuriosity in Interracial Love 06/23/2008
4.26
108.5k
49
5
62
0

Betty's Self Discovery Ch. 03

Betty's Thurs. night with Denise and Fri. night with Sara.

by Pelios in Lesbian Sex 06/08/2008
H
4.8
63.2k
27
12
32

Mallory's Paradise

Wanting to stay in paradise, he thought it was only a job.

by bighugs101 in Erotic Couplings 01/23/2008
H
4.71
13.7k
2
0
7
0

A Billionaire Strip Golf Foursome Ch. 01

Carnal adventures with Amber.

by JamesBouren in Group Sex 11/06/2007
4.39
75.3k
16
0
25
0

Dirt and Oil

A continuation of the story of Mister and she.

by KrystaBelle in Erotic Couplings 11/16/2006
3.92
12.1k
0000

My Forbidden Desire

Sexy boss inspires her sexy daydream.

by KrystaBelle in Erotic Couplings 11/04/2006
3.53
19.4k
2
5
3
0

Cake Wench

Boss gives her a birthday to remember.

by Mistress Drusilla in NonConsent/Reluctance 08/27/2005
3.98
120.9k
3
2
6
0

Kiss

She receives smooch from the boss.

by cllatm in Erotic Couplings 01/23/2004
4.28
50.4k
00
1
0

The Proposal

Jan spends the night with Chuck, he makes her an offer

by janandjustin in Loving Wives 02/16/2003
4.2
129k
41
0
73
0

A Working Girl's G-String

What won't naughty PA do for right boss?

by Porthos in Erotic Couplings 03/09/2002
3.62
45.4k
2
2
5
0
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