sexstories.com
Male / Older Female
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My First MILF_(2) by kramerdr13
Rated 88.3%, Read 118161 times, Posted Tue 13th of December 2011
True Story , Black, Consensual Sex, Cum Swallowing, Hardcore, Interracial, Male / Older Female, Mature, Oral Sex -
One night at the Office by David Smith
Rated 88.3%, Read 102570 times, Posted Mon 4th of July 2005
True Story , Consensual Sex, Job/Place-of-work, Lactation, Male / Older Female -
Past life-A mother and her daughters boyfriend by mikejb
Rated 88.2%, Read 222949 times, Posted Fri 2nd of February 2007
Fiction , Blowjob, Cheating, Cum Swallowing, Male / Older Female, Mature, Wife -
Dinah by beloved1949
Rated 88.2%, Read 42054 times, Posted Tue 7th of August 2012
True Story , Cheating, Consensual Sex, Male / Older Female, Male/Female, Masturbation, Mature, Romance -
The Tutor That Taught Me by azn_hockeyplayer
Rated 88.2%, Read 47988 times, Posted Fri 2nd of December 2011
Fantasy , Anal, Asian, Blowjob, Cum Swallowing, Erotica, Hardcore, Interracial, Male / Older Female, Masturbation, Oral Sex, Teen, Teen Male / Female, Young -
SYLVIA, MAKING MY SEXUAL FANTASIES HAPPEN. by CecilBCK
«I am Sylvia a forty-five year old widow. When some of my girlfriends regale me with stories of their sex lives I realise I have a lot of catching up to do and have missed out on lots of sexual excitement.»
Rated 88.1%, Read 32622 times, Posted Mon 6th of April 2020
True Story , Ass to mouth, BDSM, Bi-sexual, Blowjob, Cheating, Consensual Sex, Cuckold, Erotica, Exhibitionism, Female Domination, Female exhibitionist, Group Sex, Hardcore, Lesbian, Male / Older Female, Males / Females, Masturbation, Older Female / Males, Oral Sex, Threesome -
My Aunt Christina Pt 1 by azn_hockeyplayer
Rated 88.1%, Read 69765 times, Posted Thu 26th of January 2012
Fiction , Asian, Blowjob, Cheating, Consensual Sex, Female Domination, First Time, Interracial, Latina, Male / Older Female, Mature, Oral Sex, Teen Male / Female, Virginity -
Mrs Jenny my last. by Vito Scaletta
Rated 88.1%, Read 33519 times, Posted Fri 16th of September 2011
Fantasy , Male / Older Female, Mature -
The True Story of My Second and Third Time by AZMotherLover
Rated 88.1%, Read 22605 times, Posted Fri 23rd of May 2014
True Story , Consensual Sex, Male / Older Female -
SlaveX - Utter Submission by ComorosXTR
«A suburban MILF submits to an internet master.»
Rated 88.1%, Read 148548 times, Posted Fri 1st of January 2016
Fantasm , Anal, Ass to mouth, Ass to pussy, Authoritarian, BDSM, Bi-sexual, Black, Blackmail, Bondage and restriction, Cruelty, Discipline, Domination/submission, Humiliation, Male / Older Female, Reluctance, Slavery -
Fiona takes on two by whoreinvader
Rated 88%, Read 81105 times, Posted Fri 31st of July 2009
True Story , Anal, Blowjob, Cheating, Cum Swallowing, Domination/submission, Group Sex, Hardcore, Male / Older Female, Males / Female, Mature, Older Female / Males, Threesome, Wife -
New Neighbours by jimfox
Rated 88%, Read 146207 times, Posted Mon 27th of November 2006
Fiction , Consensual Sex, Male / Older Female, Oral Sex, Wife -
Naruto:Kyuubi Secrets Ch.6 by UnknownRocker321
Rated 88%, Read 18615 times, Posted Sun 25th of November 2012
Fiction , Fan fiction, Male / Older Female, Romance -
The Sales Woman by john
Rated 88%, Read 79945 times, Posted Thu 27th of April 2006
Fiction , Anal, Cheating, Consensual Sex, Fisting, Job/Place-of-work, Male / Older Female -
Adam Martin - The Pupil CH02 by christiangkay
Rated 88%, Read 24231 times, Posted Fri 20th of November 2009
Fiction , Anal, Blowjob, Cum Swallowing, Erotica, First Time, Male / Older Female, Mature, Oral Sex, Romance, School, Teen, Teen Male / Female, Virginity -
The Love of Money I - Chapter 04: Helen by MindSketch
«Marcus and Helen turn up the heat, and then make a deal.»
Rated 87.9%, Read 25194 times, Posted Thu 21st of March 2024
Fiction , Cheating, Consensual Sex, Job/Place-of-work, Male / Older Female, Wife -
KCA&B Pt. 2 – Frog Jumpin’ by nudgeprawn
Rated 87.9%, Read 15849 times, Posted Sat 7th of January 2012
Fiction , Anal, Ass to mouth, Bondage and restriction, Domination/submission, Foot or shoe fetish, Hardcore, Job/Place-of-work, Male / Older Female -
The Ballad of Ms Jones by Vito Scaletta
Rated 87.9%, Read 20832 times, Posted Thu 17th of May 2012
Fantasy , Domination/submission, Hardcore, Male / Older Female, School, Spanking -
A Deadbeat's Diary - Older Woman who hadn't been laid in 19 years by deadbeatdude
Rated 87.9%, Read 40923 times, Posted Mon 30th of May 2011
True Story , Cheating, Consensual Sex, Male / Older Female, Pregnant, Romance -
Jon snow and the Ladies of Westeros Pt 4- Cercei Lannister. by Feedseed
«Jon takes the Queen of Westeros.»
Rated 87.9%, Read 41544 times, Posted Tue 19th of January 2016
Fantasy , Blowjob, Cheating, Cum Swallowing, Fan fiction, Male / Older Female, Pregnant -
SIX FOR SEX OR SEX FOR SIX. by CecilBCK
«I moonlight as a gigolo pleasuring women in their forties and there is a group of six women I want to connect with.»
Rated 87.8%, Read 22875 times, Posted Wed 22nd of April 2020
True Story , Bi-sexual, Erotica, Exhibitionism, Female exhibitionist, Group Sex, Hardcore, Job/Place-of-work, Lesbian, Male / Females, Male / Older Female, Masturbation, Mature, Older Female / Males, Voyeurism -
Wendy Substitute Teacher by wendy522
«I went to the ladies' room checked my makeup, and slipped in some panties. To be fully dressed. I did not want to show my pussy to the DEAN, that was for sure.»
Rated 87.8%, Read 18123 times, Posted Thu 23rd of October 2025
True Story , Male / Older Female, Older Female / Males -
A Xmas present by mikejb
Rated 87.8%, Read 245223 times, Posted Sun 15th of April 2007
Fiction , Blowjob, Cheating, Cum Swallowing, Erotica, Male / Older Female, Wife -
Dominant teacher by Dirrty_Gurl
Rated 87.8%, Read 20919 times, Posted Mon 14th of December 2009
Fantasy , Anal, Domination/submission, Male / Older Female, Male/Teen Female, Oral Sex -
Our Married Life Changes Part 4 chapters 7 & 8 by Canos50
«We continue our exploration of our sexuality»
Rated 87.8%, Read 20283 times, Posted Sat 7th of May 2022
Fiction , Anal, Bi-sexual, Cuckold, Cum Swallowing, Male / Older Female, Wife -
A teens dream by Calzone
«I lost my virginity while i was supposed to be getting my eyes checked»
Rated 87.8%, Read 26337 times, Posted Tue 2nd of February 2016
True Story , Blowjob, Cum Swallowing, Erotica, First Time, Latina, Male / Older Female, Teen, Teen Male / Female, Virginity, Young -
Son attends Mother's Dr. Appointment by Alex Mead
«A prude mom starts waking up with her panties and bedsheets soaked. She is having trouble going to the bathroom and she's nervous about what the Dr. will tell her. So she asks her son to please come with her for support.»
Rated 87.8%, Read 48246 times, Posted Wed 25th of October 2023
Fiction , Anal, Ass to mouth, Authoritarian, BDSM, Enema, Exhibitionism, Male / Older Female, Water Sports/Pissing -
The Summer Job I'll Never Forget - Part 2 by glyn613
«Robert begins his new job and discovers that there are a lot of perks.»
Rated 87.8%, Read 123933 times, Posted Mon 14th of March 2016
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Male / Older Female, Male/Female, Oral Sex -
The Email Trail by titsMaria
«A group of young men join an email trail that leads to the time of their lives.»
Rated 87.8%, Read 17325 times, Posted Fri 7th of April 2017
Fiction , Anal, Ass to mouth, Blowjob, Consensual Sex, Group Sex, Male / Older Female -
Dorm, Chapter 2 by C B
«A man finds some college guys to enjoy his wife»
Rated 87.8%, Read 12303 times, Posted Mon 6th of May 2019
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Erotica, Exhibitionism, Group Sex, Male / Older Female, Males / Female, Oral Sex, Reluctance, Threesome, Voyeurism, Wife -
My sexy lover Angie part two by jaycon
Rated 87.8%, Read 14388 times, Posted Sun 24th of June 2012
Fiction , Anal, Blowjob, Cheating, Male / Older Female, Romance -
A cougar experience by YorksLad
«A young lad finally gets a cougar»
Rated 87.7%, Read 38472 times, Posted Sat 29th of July 2017
True Story , Anal, Consensual Sex, Drug, Male / Older Female -
THE SEX CLUB. by CecilBCK
«My man takes me to a high end sex club.»
Rated 87.7%, Read 38439 times, Posted Sun 30th of August 2020
True Story , Ass to mouth, Bi-sexual, Blowjob, Cheating, Cuckold, Erotica, Exhibitionism, Female exhibitionist, Female/Female, Lesbian, Male / Older Female, Masturbation, Oral Sex, Threesome, Voyeurism -
DAMIAN’S NEW CAREER. by CecilBCK
«I am Damian, a twenty-five year old bisexual male, though in recent times I much prefer older women.»
Rated 87.7%, Read 17775 times, Posted Wed 20th of January 2021
True Story , Bi-sexual, Blowjob, Consensual Sex, Cuckold, Exhibitionism, Female Domination, Female exhibitionist, Female solo, Female/Female, Group Sex, Hardcore, Lesbian, Male / Older Female, Male Solo, Masturbation, Mature, Older Female / Males, Oral Sex, Threesome, Voyeurism -
Alice undergo's D.P training by whoreinvader
Rated 87.7%, Read 68346 times, Posted Wed 13th of January 2010
True Story , Anal, Authoritarian, Cheating, Domination/submission, Exhibitionism, Female solo, Humiliation, Male / Females, Male / Older Female, Male/Teen Female, Masturbation, Mature, Teen, Threesome, Toys, Wife -
Me and Mrs. Jenkins by Contractor
Rated 87.7%, Read 38034 times, Posted Sat 19th of September 2009
Fantasy , Cheating, Male / Older Female -
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 -
Elaine's Panties by Walt_Whitman
«A surprising act of kindness brightens my adolescence (a sexual story without a lot of sex)»
Rated 87.7%, Read 36429 times, Posted Tue 10th of September 2024
True Story , Boy, Male / Older Female, Virginity -
My College Roommate's Mom by opine
Rated 87.6%, Read 132120 times, Posted Tue 12th of May 2009
True Story , Consensual Sex, Male / Older Female, Mature -
TWO WELL HUNG MEN FOR SARAH. by CecilBCK
«I am of French descent, bilingual, fluent in both French and English and as I recently discovered with a little prompting from my man, bi-sexual, though I didn’t need a great deal of prompting. I am to please and be pleased sexually. And I love having a second man every four weeks or so.»
Rated 87.6%, Read 33462 times, Posted Sat 20th of April 2019
True Story , Ass to mouth, Bi-sexual, Blowjob, Cheating, Cuckold, Erotica, Exhibitionism, Female Domination, Female exhibitionist, Group Sex, Hardcore, Male / Older Female, Masturbation, Older Female / Males, Oral Sex, Threesome, Water Sports/Pissing, Written by women -
My First_(5) by dvs9mm1971
Rated 87.6%, Read 55860 times, Posted Thu 16th of October 2008
True Story , Anal, Blowjob, Consensual Sex, Cum Swallowing, First Time, Male / Older Female, Masturbation, Toys, Virginity, Young -
The photo shoot with mom by pappa smurf
Rated 87.6%, Read 128553 times, Posted Fri 14th of August 2009
Fiction , Consensual Sex, Male / Older Female, Oral Sex, Teen Male/Teen Female -
The Old-Man Part 1 by pdocker5000
«A Old-Man Takes a Young Lad To get fucked for the first time»
Rated 87.6%, Read 21729 times, Posted Wed 30th of October 2019
Fiction , First Time, Male / Older Female, massage -
Alice stuffed full & Fiona the spunk target by whoreinvader
Rated 87.6%, Read 92472 times, Posted Wed 28th of April 2010
True Story , Anal, Ass to mouth, Ass to pussy, Authoritarian, Blowjob, Cheating, Exhibitionism, Group Sex, Hardcore, Humiliation, Male / Older Female, Male Domination, Male Male/Teen Female, Males / Female, Males / Females, Mature, Older Female / Males, Older Male / Female, Reluctance, Threesome, Voyeurism, Wife -
INNOCENT DEVIL'S HAREM CH. 13 by KaizerWolf
«He risks everything to save her. Even his two biggest secrets.»
Rated 87.6%, Read 11526 times, Posted Fri 10th of June 2022
Fantasy , Consensual Sex, Female Domination, First Time, Group Sex, Male / Females, Male / Older Female, 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 -
Jon Snow And The Ladies of Westeros pt 2- Catelyn Stark. by Feedseed
«Jon Snow goes about Ravishing the ladies of Westeros one by one, Gaining political strength and power along the way.»
Rated 87.6%, Read 49350 times, Posted Tue 15th of December 2015
Fantasy , Fan fiction, Hardcore, Male / Older Female, Pregnant, Wife -
An apologetic E-Mail by mikejb
Rated 87.5%, Read 71813 times, Posted Tue 27th of March 2007
Fiction , Cheating, Consensual Sex, Erotica, Male / Older Female, Mature -
my so-called life by shyguy984
Rated 87.5%, Read 46773 times, Posted Fri 15th of April 2011
Fiction , Ass to mouth, BDSM, Bi-sexual, Blackmail, Cock & ball torture, Female Domination, Hardcore, Male / Older Female, Older Female / Males -
The Werewolf by BlackRonin
Rated 87.5%, Read 26772 times, Posted Sat 27th of December 2014
Fantasm , Cheating, Coercion, Cuckold, Exhibitionism, First Time, Horror, Male / Older Female, Mature, Monster, School, Teen, Virginity -
A Little Ways To Go, Pt 4 by MirrorDream
Rated 87.5%, Read 13218 times, Posted Mon 25th of November 2013
Fiction , Cheating, Female Domination, Job/Place-of-work, Male / Older Female, Oral Sex -
Jon Snow Takes Westeros(Or just its women) by Storyup
«A sexual tale following everyone's favourite Snow»
Rated 87.5%, Read 38352 times, Posted Thu 10th of November 2016
Fantasm , Cheating, Male / Older Female, Male Domination, Pregnant -
I GATHER THIS IS JUST A FANTASY? by CecilBCK
«My lady Sarah and I love to stretch our sexual boundaries. She has a penchant for talented boys (read well hung, gender fluid boys. Like most men I like to please her in anticipation of something in return.»
Rated 87.5%, Read 4563 times, Posted Sun 7th of April 2024
True Story , Ass to mouth, Ass to pussy, Bi-sexual, Blowjob, Boys/Teen Female, Consensual Sex, Erotica, Exhibitionism, Extreme, Female exhibitionist, Group Sex, Hardcore, Male / Older Female, Males / Female, Masturbation, Older Female / Males, Oral Sex, Threesome, Voyeurism -
DIARY OF A MALE ESCORT by CecilBCK
«After a wide range of experiences as a male escort, 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 87.5%, Read 3570 times, Posted Wed 3rd of December 2025
Diary , Erotica, Exhibitionism, Male / Older Female, Mature, Oral Sex, Prostitution, Threesome, Voyeurism -
The Path to Manhood. by lone_randomnumbers
«Mark is alone on his 18th birthday. Lucky his Dad steps in and takes him to a brothel.»
Rated 87.5%, Read 34095 times, Posted Wed 27th of November 2019
Fiction , Blowjob, Boy, Consensual Sex, First Time, Job/Place-of-work, Male / Older Female, Male/Female, Oral Sex, Prostitution, Teen, Teen Male / Female, Virginity, Young -
Helping out a Lonely Horny Mom by blueheatt
Rated 87.5%, Read 88686 times, Posted Thu 21st of July 2011
Fiction , Blowjob, Cheating, Consensual Sex, Male / Older Female, Masturbation, Oral Sex, Teen Male / Female -
Water Sports by Jacob_McCandles
Rated 87.5%, Read 37137 times, Posted Sun 28th of September 2014
Fiction , Blowjob, Consensual Sex, Male / Older Female, Water Sports/Pissing -
YOUR LOVER NEED NEVER KNOW by CecilBCK
«Alice, a lover from my past is visiting my home town and has arranged a catch up meeting with me, I was determined to have her and relive the past.»
Rated 87.5%, Read 5589 times, Posted Sat 23rd of November 2024
True Story , Ass to mouth, Bi-sexual, Blowjob, Boy, Cheating, Erotica, Exhibitionism, Hardcore, Male / Older Female, Males / Female, Oral Sex, Spanking, Threesome, Voyeurism -
Sugar Bro 2 (The Interviews) by Ropeshooter
«Rich High Tech guy tired of dating, goes the Sugar Daddy route.»
Rated 87.5%, Read 4293 times, Posted Tue 23rd of September 2025
Fiction , Anal, Blowjob, Consensual Sex, Cum Swallowing, Male / Females, Male / Older Female, Oral Sex -
Jes 2 by danny_h
Rated 87.5%, Read 33555 times, Posted Mon 19th of December 2005
Fantasm , BDSM, Female Domination, Gothic, Male / Older Female -
The Summer Job I'll Never Forget - Part 4 by glyn613
«Alisha and Robert graduate from college and begin their lives together.»
Rated 87.4%, Read 60654 times, Posted Mon 25th of April 2016
Fiction , Cum Swallowing, Male / Older Female, Males / Female, Oral Sex, Threesome -
Glory hole mom by german-rosi
«found a nice glory hole»
Rated 87.4%, Read 88962 times, Posted Sat 12th of November 2016
Fantasm , Anal, Bi-sexual, Blowjob, Consensual Sex, Cum Swallowing, Exhibitionism, Male / Older Female, Mature, Older Female / Males, Oral Sex, Voyeurism, Wife, Written by women -
Babysitting Amanda, Part 2: The Mom Comes Home by Unknown user
Rated 87.3%, Read 70717 times, Posted Wed 6th of June 2007
Fantasy , Bondage and restriction, Lesbian, Male / Older Female, Water Sports/Pissing, Young -
A Shower with the Babysitter by BiGuyPisser
«Babysitting takes a turn when Samantha promises to shower with Jack to get him clean. What starts as innocent quickly spirals into a forbidden game of pee and arousal. How far will they go?»
Rated 87.3%, Read 48984 times, Posted Mon 16th of June 2025
Diary , First Time, Male / Older Female, Reluctance, Teen, Teen Male / Female, Water Sports/Pissing, Young -
I FUCKED MY DAUGHTER'S BOYFRIEND by FrameByFrame
«My daughter's boyfriend, Trent, is swimming at our house, and his huge cock is evident through his wet swim trunks clinging to his hips. While my daughter sunbathes by the pool, Trent pulls out his prick and I end up giving him a blowjob in the kitchen.»
Rated 87.3%, Read 64992 times, Posted Thu 22nd of September 2022
Fiction , Blowjob, Cheating, Consensual Sex, Male / Older Female, Teen Male / Female, Written by women -
THE ENGLISH CLIENT. by CecilBCK
«I am Michael, I live in Sydney, Australia and used to moonlight as a gigolo or male escort.»
Rated 87.3%, Read 11325 times, Posted Tue 2nd of November 2021
True Story , Ass to mouth, Blowjob, Cuckold, Cum Swallowing, Erotica, Exhibitionism, Female Domination, Female exhibitionist, Group Sex, Hardcore, Male / Older Female, Masturbation, Mature, Older Female / Males, Oral Sex, Voyeurism -
The Interview_(1) by kasbah982
Rated 87.3%, Read 21192 times, Posted Sat 28th of May 2011
Fantasy , Blowjob, Job/Place-of-work, Male / Older Female, Masturbation, Voyeurism -
50 IS JUST A NUMBER by CecilBCK
«I was almost fifty when my third husband and me parted company. My previously wonderful sex life was in tatters, after fucking every which way four or five times a week, no sex life at all.»
Rated 87.3%, Read 9813 times, Posted Sun 30th of November 2025
True Story , Bi-sexual, Blowjob, Cheating, Erotica, Exhibitionism, Lesbian, Male / Older Female, Mature, Oral Sex, Threesome, Voyeurism, Written by women -
mother in law... finally making a move... by black0878
Rated 87.3%, Read 41346 times, Posted Mon 24th of May 2010
Fantasy , Blowjob, Cheating, Male / Older Female -
Attitude Adjustment: Virgin Incel meets a MILF by Olivia the MILF
«A concerned mother hires the services of a company named the Attitude Adjustors after she discovers that her son Ryan has become an incel. Madeline, the MILF who owns the company and is hired to help, pays a visit in an attempt to cure Ryan of his inceldom.»
Rated 87.2%, Read 9252 times, Posted Sun 16th of November 2025
Fiction , First Time, Latina, Male / Older Female, Male/Female, Masturbation, Prostitution, Virginity, Written by women