sexstories.com
Male / Older Female
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GIGOLO FOR A LADY BUSINESS TYCOON. by CecilBCK
«I moonlight as a gigolo for older wealthy women. This request for my services promises to be something special, very special.»
Rated 89.2%, Read 32550 times, Posted Tue 5th of May 2020
True Story , Anal, Authoritarian, Bi-sexual, Blowjob, Cum Swallowing, Erotica, Exhibitionism, Female Domination, Hardcore, Lesbian, Male / Females, Male / Older Female, Masturbation, Mature, Oral Sex, Threesome, Voyeurism -
Michelle's unexpected visit by apollo s.
Rated 78.4%, Read 32511 times, Posted Tue 18th of January 2011
Fantasy , Male / Older Female, Reluctance, Voyeurism -
Lonely Julie Chapter 10 by terrib9
Rated 87.7%, Read 32430 times, Posted Sat 13th of April 2013
Fiction , Boy, Male / Older Female, Masturbation, Older Female / Males, Scatology, Water Sports/Pissing -
A Good time at Gym class by KuroganeDiasane
Rated 83%, Read 32295 times, Posted Thu 15th of July 2010
Fantasy , Blowjob, Consensual Sex, Cum Swallowing, Gothic, Job/Place-of-work, Male / Older Female, Oral Sex, School -
TABLES TURNED FOR THE MILKBOY. by gest90
Rated 91%, Read 32244 times, Posted Mon 12th of December 2011
Fiction , Blowjob, Cum Swallowing, Female / Girl, Male / Older Female, Male/Teen Female, Mature, Older Male / Female, Threesome -
Jack's Internship - Part 3 by Wisernow51
«Jack is busted and in big trouble! Sara is just not having this behavior!»
Rated 90.4%, Read 32241 times, Posted Mon 4th of January 2016
True Story , Anal, Blowjob, Cheating, Discipline, Female Domination, Job/Place-of-work, Male / Older Female, Spanking, Threesome -
A Milestone to Remember (revised) by pureheart07kn
«A potential mid-life crisis quickly turns into a sexy vacation adventure»
Rated 96.1%, Read 32178 times, Posted Fri 9th of April 2021
Fiction , Exhibitionism, Male / Older Female, Teen Male / Female, Written by women -
Adventures in San Diego by newatit33
Rated 93.2%, Read 32163 times, Posted Mon 24th of February 2014
Fantasy , Anal, Consensual Sex, Cum Swallowing, First Time, Gay, Hardcore, Male / Older Female, Mature, Oral Sex, Threesome -
Luke & Violet 8 by Lukesmitty
«Mile-High Fun, Fresh Identities, and New Beginnings in the series finale.»
Rated 92.8%, Read 32022 times, Posted Fri 11th of December 2020
Fiction , Anal, Blowjob, Consensual Sex, Cum Swallowing, Erotica, Hardcore, Job/Place-of-work, Male / Older Female, Mature, Romance, Wife -
Summer Work With Benefits Pt 4 by hotjohn4321
Rated 93.2%, Read 31812 times, Posted Sat 8th of August 2015
Fantasy , Consensual Sex, Female/Female, Male / Older Female, Toys -
Stepmom Godaughter from Portugal Pt 2 by Dolphinman
«Stepmom Godaughter from Portugal that changed my life.»
Rated 94.9%, Read 31779 times, Posted Sun 7th of February 2021
Diary , Blowjob, Cum Swallowing, Male / Older Female, Romance -
The Unexpected House Guest by slick_chick
«How a late-night sexual encounter with an unexpected house guest changed my husband's and my relationship»
Rated 81%, Read 31710 times, Posted Sun 8th of December 2024
Fiction , Cuckold, Male / Older Female, Masturbation, Oral Sex, Reluctance, Water Sports/Pissing, Written by women -
Movie Theater by jtwlover
Rated 50%, Read 31647 times, Posted Sat 25th of May 2013
Fantasy , Authoritarian, Bi-sexual, Blowjob, Cum Swallowing, Discipline, Domination/submission, Group Sex, Male / Older Female, Oral Sex, Threesome -
Millie Part 2 by Tommy
Rated 87.6%, Read 31555 times, Posted Mon 20th of February 2006
True Story , Blowjob, Consensual Sex, Female/Female, First Time, Male / Older Female, Threesome -
New job; new start; not for Fiona: 6 by whoreinvader
Rated 85.5%, Read 31515 times, Posted Mon 5th of September 2011
True Story , Authoritarian, Blackmail, Domination/submission, Exhibitionism, Humiliation, Job/Place-of-work, Male / Older Female, Males / Female, Mature, Older Female / Males, Reluctance, Wife -
My favorite cousin pt. 3 of 3 by john_carlyle
Rated 80%, Read 31494 times, Posted Fri 23rd of June 2006
Fiction , Anal, Domination/submission, Female Domination, Male / Older Female, Mature, Oral Sex -
My Favorite Babysitter, Part IV by Beerz
Rated 88.3%, Read 31458 times, Posted Sun 6th of July 2014
True Story , Blowjob, Cheating, Coercion, Cum Swallowing, Hardcore, Job/Place-of-work, Male / Older Female, Mature, Oral Sex, Reluctance, Teen Male / Female -
Bobby by Doc_1
Rated 82.3%, Read 31445 times, Posted Sat 31st of December 2005
True Story , Consensual Sex, Erotica, Male / Older Female, Oral Sex, Romance -
My initiation in the world of nasty sex part 2 by pietuitdebroek
Rated 86.6%, Read 31422 times, Posted Wed 22nd of July 2009
Fantasy , Cum Swallowing, Domination/submission, Male / Older Female, Masturbation, Mature, Water Sports/Pissing -
King Kevin by Mikellybok
«A frumpy high shcool nerd gets the wish of a lifetime.»
Rated 74.4%, Read 31380 times, Posted Mon 10th of July 2017
Science-Fiction , Alien, Bi-sexual, Body modification, Consensual Sex, Male / Older Female, Teen Male / Female, Young -
Better than Porn 2 by GirlsLikeSex2
«Sequel to "Better than Porn"»
Rated 100%, Read 31302 times, Posted Wed 27th of May 2026
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Group Sex, Male / Older Female, Oral Sex, Threesome -
The Green Stone_(3) by biggrandad
«When a young lad finds a green Stone inside a fish, his whole world changes.»
Rated 91.7%, Read 31293 times, Posted Sun 12th of November 2017
Fiction , Consensual Sex, Male / Female Teens, Male / Older Female, Virginity -
TWO TOY BOYS FOR SARAH. by CecilBCK
«My lady Sarah wants to have two toy boys while I watch.»
Rated 82.4%, Read 31254 times, Posted Mon 9th of August 2021
True Story , Ass to mouth, Bi-sexual, Blowjob, Consensual Sex, Cuckold, Cum Swallowing, Exhibitionism, Female exhibitionist, Group Sex, Male / Older Female, Male Solo, Mature, Older Female / Males, Oral Sex, Threesome, Voyeurism -
Barbra's Reawakening-Exploration-chapter 2 by Frodov
««Barbra is a lonely neglected woman, her only outlet is an online chatroom where friends go to talk and play games. She discovers that meeting friends offline can lead to games that are much more exciting and fulfilling. This is a continuation of that story.»»
Rated 92.1%, Read 31242 times, Posted Sun 9th of February 2020
True Story , Cheating, Consensual Sex, Erotica, Male / Older Female, Oral Sex -
ashley barbie by DarkIrishClover
Rated 57.7%, Read 31109 times, Posted Sun 28th of May 2006
Fantasy , Anal, Bi-sexual, Cum Swallowing, Male / Older Female, Threesome, Wife -
War on Geminar part 4 by dragoon173
Rated 91.3%, Read 31092 times, Posted Mon 4th of November 2013
Fantasy , Consensual Sex, Cum Swallowing, Fan fiction, Female/Female, Male / Older Female -
School Afair 2.0_(1) by Weird1
Rated 67.9%, Read 31029 times, Posted Fri 3rd of June 2011
True Story , Blowjob, Boy, Cheating, Cum Swallowing, Extreme, Foot or shoe fetish, Hardcore, Job/Place-of-work, Male / Older Female, Masturbation, Mature, Older Female / Males, Oral Sex, Pregnant, Romance, School, Wife -
Sheryl 3 by Thickexperienced80
Rated 92.7%, Read 31017 times, Posted Mon 29th of June 2015
True Story , Job/Place-of-work, Male / Older Female -
Marilyn F. 2 by Pete R Bishop
Rated 92.5%, Read 30960 times, Posted Sun 14th of September 2008
Fantasm , Erotica, Female exhibitionist, Male / Older Female, Mature, Voyeurism -
naruto's affliction by pearldrop336
Rated 65.7%, Read 30822 times, Posted Wed 5th of October 2011
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Fan fiction, First Time, Job/Place-of-work, Male / Older Female, Mind Control, Teen Male / Female -
Letter to Readers by Keith
Rated 65.8%, Read 30815 times, Posted Sun 14th of November 2004
Fantasy , Blowjob, Cum Swallowing, Exhibitionism, Male / Older Female, Masturbation -
FOR C.J. by tenorman
«Young man returns home for a funeral and confronts the life and love he'd left behind»
Rated 83.5%, Read 30756 times, Posted Fri 29th of April 2022
Fiction , Anal, Blowjob, Erotica, Male / Older Female, Mature, Oral Sex -
The Party Pt. 2-cleanup/older neighbor by WiggityJoe
Rated 93.1%, Read 30681 times, Posted Wed 19th of August 2009
Fantasy , Blowjob, Boy, Consensual Sex, Cum Swallowing, Hardcore, Male / Older Female, Oral Sex, Teen -
Abusing Nadia - 4 by InTheMindsEye
Rated 92.2%, Read 30633 times, Posted Tue 26th of October 2010
Fiction , Bondage and restriction, Discipline, Domination/submission, Male / Older Female, Male Domination, Water Sports/Pissing -
Our New Plaything, Her Name is Amanda by Mikellybok
Rated 82.4%, Read 30621 times, Posted Fri 2nd of March 2012
Fiction , Anal, Gothic, Group Sex, Male / Older Female, Male/Teen Female, Older Male / Female, Oral Sex, Teen Male/Teen Female -
The Quarterback ,The Coach's Wife & Other Women by nutzbubby
«Bev was the Coach's Wife & Arthur was her Master»
Rated 85%, Read 30594 times, Posted Tue 31st of October 2017
Fiction , Authoritarian, BDSM, Cuckold, Drug, Male / Older Female, Mature, Mind Control -
ON HOLIDAY. by CecilBCK
«Sarah and I are on holiday. She expects a new third man every four weeks at least for her sexual pleasure and gratication. However, she hasn't had a third man for six weeks.»
Rated 82.8%, Read 30576 times, Posted Tue 8th of May 2018
True Story , Ass to mouth, BDSM, Bi-sexual, Blowjob, Cheating, Cuckold, Erotica, Exhibitionism, Female Domination, Female exhibitionist, Female solo, Gay, Hardcore, Male / Older Female, Male Solo, Oral Sex -
Wee Small Hours by Missye K
Rated 72%, Read 30538 times, Posted Wed 5th of October 2005
Fiction , Consensual Sex, Erotica, First Time, Male / Older Female, Oral Sex, Teen Male / Female -
My Old Next-Door Neighbor Nurse. by Speedinator72
«When a young, college guy comes out of a three-year coma, he gets an unexpected surprise from an old neighbor.»
Rated 95.1%, Read 30495 times, Posted Thu 10th of June 2021
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Male / Older Female -
Idella 2 by RUSTY RUSTY
Rated 65.4%, Read 30396 times, Posted Sun 6th of February 2005
Fiction , Consensual Sex, Cum Swallowing, Male / Older Female, Masturbation -
My music teacher by O_o stories
Rated 78.8%, Read 30363 times, Posted Sun 13th of December 2009
Fantasy , Anal, Blowjob, Cum Swallowing, Hardcore, Male / Older Female, Teen, Teen Male / Female -
The House wife or step mom palaver in the house by Samuel Galax
«Its all about my whore step mom cheating and still controlling»
Rated 78.7%, Read 30291 times, Posted Fri 13th of January 2017
Fantasm , Blackmail, Male / Older Female, Masturbation, Older Female / Males -
CONSEQUENCES, Pt.5 by smokycat67
«Sarah Holland finds out the hard way that all actions have consequences»
Rated 94.6%, Read 30225 times, Posted Thu 25th of February 2021
Fiction , Blackmail, Blowjob, Cheating, Consensual Sex, Male / Older Female, Oral Sex -
My Mom's Secret, Part 5: Our New Friend by badson
«A 10-Part story about a son's fantasy, a mother's betrayal, and a secret that the two would share.»
Rated 89.4%, Read 30156 times, Posted Mon 13th of November 2017
Fiction , Blowjob, Cheating, Male / Older Female, Mature, Oral Sex, Voyeurism, Wife -
the widow by BostonSailor
Rated 66.7%, Read 30141 times, Posted Tue 19th of June 2012
Fantasy , Blowjob, Cum Swallowing, Job/Place-of-work, Male / Older Female -
Denise the submissive mom Chapter 3, 6 months later_(0) by nutzbubby
«Nina Rogers is now part of the fun with Rocky and Denise , she is Cindys Mom»
Rated 91%, Read 30129 times, Posted Sat 18th of March 2017
Fiction , BDSM, Domination/submission, Male / Older Female -
I Accidentally Called My Boss Mom Pt.5 by Deep Rest
«Amanda finally meets Kiya . . .»
Rated 87.3%, Read 30024 times, Posted Tue 23rd of July 2024
Fiction , Anal, Ass to mouth, Authoritarian, BDSM, Bi-sexual, Consensual Sex, Cum Swallowing, Domination/submission, Erotica, Female Domination, Group Sex, Hardcore, Interracial, Male / Females, Male / Older Female, Male/Female, Oral Sex, Romance, Threesome -
Blind Sex; Attempt Number 1 by ICEEE
Rated 92.6%, Read 29973 times, Posted Sat 10th of May 2014
Fantasy , Blowjob, Consensual Sex, Domination/submission, Male / Older Female -
CONSEQUENCES, Pt.3 by smokycat67
«Sarah Holland finds out the hard way that all actions have consequences»
Rated 92.3%, Read 29907 times, Posted Thu 25th of February 2021
Fiction , Blackmail, Cheating, Coercion, Male / Older Female, Oral Sex -
The Boss Lady Part I-Rewrite by jhw86
Rated 93.3%, Read 29853 times, Posted Sun 28th of June 2015
Fiction , Blowjob, Cum Swallowing, Job/Place-of-work, Male / Older Female, Male/Female, Oral Sex -
TWO NEW BOYS FOR MY LADY AND ME by CecilBCK
«My lady and I enjoy sex with an extra partner of either sex. This time I have organized two extra boys for us.»
Rated 71.2%, Read 29748 times, Posted Tue 7th of June 2022
True Story , Ass to mouth, Bi-sexual, Blowjob, Boy / Boy, Cheating, Consensual Sex, Cuckold, Erotica, Exhibitionism, Female Domination, Female exhibitionist, Group Sex, Hardcore, Male / Older Female, Males / Female, Masturbation, Older Female / Males, Oral Sex, Threesome, Voyeurism -
Didn't Have Anything Else To Do. (First Story) by Gtownballer
Rated 67.6%, Read 29733 times, Posted Sat 4th of June 2011
True Story , Blowjob, Boy, First Time, Interracial, Male / Older Female, Reluctance, Teen Male / Female -
Our New Plaything by Mikellybok
Rated 91.7%, Read 29733 times, Posted Fri 20th of January 2012
Fiction , Anal, Gothic, Male / Older Female, Oral Sex, Threesome -
Phone AD by darklover69
Rated 79.7%, Read 29679 times, Posted Tue 23rd of August 2011
True Story , Interracial, Male / Older Female, Mature, Plumper -
Library Encounter_(1) by dino union
«chance encounter at the library»
Rated 82.9%, Read 29631 times, Posted Sun 29th of November 2015
True Story , Black, Job/Place-of-work, Male / Older Female, Mature, Plumper -
I WANT TO REWARD MY PA, CAN YOU COME TO OUR HOTEL?. by CecilBCK
«After a wide range of experiences as a gigolo, I developed a preference for a certain type of client: elegant, sophisticated women aged around forty five years old, with bodies anywhere between size ten to fourteen and not overweight.»
Rated 83.1%, Read 29598 times, Posted Thu 3rd of October 2019
True Story , Ass to mouth, Authoritarian, Bi-sexual, Blowjob, Consensual Sex, Cuckold, Cum Swallowing, Exhibitionism, Female exhibitionist, Gay, Male / Older Female, Male Solo, Masturbation, Older Female / Males, Oral Sex, Threesome, Water Sports/Pissing -
Movie Theater in the Summer VII by Unknown user
Rated 83.6%, Read 29571 times, Posted Thu 15th of January 2009
Fiction , Anal, Ass to pussy, Blowjob, Cheating, Hardcore, Interracial, Job/Place-of-work, Male / Older Female, Male/Female, Oral Sex, Romance -
The Love of Money I - Chapter 03: Inheritance by MindSketch
«Helen, one of the lawyers from Yunger, Price, and VanCamp visits him and makes an intriguing proposition.»
Rated 90.3%, Read 29550 times, Posted Thu 21st of March 2024
Fiction , Blowjob, Cheating, Consensual Sex, Job/Place-of-work, Male / Older Female, Wife -
A Snowy Mounatin Road Part 1 by TurboTurbine
«Two motorists become stranded in the back of a station wagon on a frozen mountain road and must get creative to stay warm. Part 1 in a multipart series. Note: sexy bits start after the prologue.»
Rated 76.5%, Read 29508 times, Posted Thu 26th of May 2022
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Interracial, Male / Older Female, Oral Sex -
I had the bottle! by oblakeseven
Rated 85.5%, Read 29253 times, Posted Fri 22nd of January 2010
True Story , Female solo, Male / Older Female, Reluctance, Toys, Voyeurism -
Story of Matthew, Sexual desires. by Mattfry1994
Rated 78.6%, Read 29238 times, Posted Thu 24th of May 2012
True Story , Boys/Teen Female, Cheating, Cum Swallowing, Erotica, Exhibitionism, First Time, Male / Older Female, massage, Older Female / Males, Romance -
School Afair 2.0_(0) by Weird0
Rated 71%, Read 29205 times, Posted Fri 3rd of June 2011
True Story , Blowjob, Boy, Cheating, Consensual Sex, Cum Swallowing, Foot or shoe fetish, Hardcore, Job/Place-of-work, Male / Older Female, Masturbation, Mature, Oral Sex, Romance, School, Spanking, Teen, Teen Male / Female, Wife, Young -
Fuck Thy Neighbor by Londebaaz
«Seth had his both hands on her head, helping her to control the cock sucking activity while moaning.»
Rated 92.2%, Read 29145 times, Posted Thu 29th of April 2021
Fiction , Consensual Sex, Male / Older Female -
My Sweet Sue From '82 by daydriver2010
Rated 91.5%, Read 29139 times, Posted Wed 31st of July 2013
Fantasy , Cheating, Consensual Sex, Hardcore, Job/Place-of-work, Male / Older Female, Reluctance -
Billy's Sexlife begins by Unknown user
Rated 88.9%, Read 29106 times, Posted Fri 27th of September 2013
True Story , Erotica, Female Domination, First Time, Male / Older Female, Teen Male / Female, Young -
The Love of Money I - Chapter 05 - Fiscally Responsible Pettiness by MindSketch
«Marcus decides to move forward with YPV, enjoys some fun in their restroom, and makes his first purchase.»
Rated 89.1%, Read 29052 times, Posted Sun 24th of March 2024
Fiction , Blowjob, Male / Older Female -
My Hot Boss by Filfdog
Rated 70.5%, Read 29022 times, Posted Mon 19th of March 2012
True Story , Job/Place-of-work, Male / Older Female -
ONE SEXY GYM TEACHER PART 2 by tonguewaver
Rated 77.9%, Read 28956 times, Posted Mon 23rd of October 2006
Fiction , Blowjob, Cheating, Cum Swallowing, Exhibitionism, Hardcore, Male / Older Female -
DOUBLE HEADER WITH A MAN AND A WOMAN. by CecilBCK
«I moonlight as a gigolo and this offer piqued my interest. Sexual pleasure from a male and a female on the same day with a group of four people.»
Rated 76.5%, Read 28950 times, Posted Fri 1st of May 2020
True Story , Ass to mouth, Bi-sexual, Blowjob, Cuckold, Erotica, Exhibitionism, Group Sex, Lesbian, Male / Females, Male / Older Female, Oral Sex, Threesome, Voyeurism, Water Sports/Pissing -
My Mom's Secret, Part 6 - Welcome to Miami, Part 1_(0) by badson
«A 10-Part story about a son's fantasy, a mother's betrayal, and a secret that the two would share.»
Rated 85.9%, Read 28935 times, Posted Sat 5th of May 2018
Fantasy , Anal, Blackmail, Blowjob, Cheating, Male / Older Female, Mature, Wife