sexstories.com
Male / Older Female
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Crazy Night In The Library_(2) by BigDickVIz
«A geeky boy gets a chance with a librarian.»
Rated 89.7%, Read 26184 times, Posted Sun 21st of October 2018
Fiction , Hardcore, Interracial, Job/Place-of-work, Male / Older Female -
Roleplay by foxylindi
Rated 89.7%, Read 236118 times, Posted Sun 20th of April 2008
Fiction , Male / Older Female, Mature, Wife, Young -
Swimming lessons from best friend's mom (part 1) by SIR__CUMALOT
«A petite divorced milf gives his son's friend his very first sexual experience after his first private swimming lesson.»
Rated 89.7%, Read 101259 times, Posted Thu 21st of May 2026
Fantastic , Consensual Sex, Cum Swallowing, First Time, Male / Older Female, massage, Masturbation, Teen Male / Female, Young -
Losing my virginity to my cousin Courtney by Unknown user
Rated 89.7%, Read 21177 times, Posted Sun 18th of August 2013
Fiction , Black, Blowjob, Cum Swallowing, First Time, Male / Older Female, Reluctance, Virginity, Water Sports/Pissing -
The Baby Sitter part 2 by Big Red One
«The sexual adventures of a teenager growing up in a perverted household»
Rated 89.7%, Read 20955 times, Posted Fri 30th of June 2023
Fiction , Blowjob, Male / Older Female -
Timestop: Biology Teacher (updated) by SKOLL
«Male student freezes time in the middle of class to sniff, taste, and fuck his MILF teacher. This is a standalone story in my Timestop series. READ DISCLAIMERS»
Rated 89.7%, Read 152508 times, Posted Thu 5th of March 2026
Science-Fiction , Blowjob, Bondage and restriction, Dark fiction, Domination/submission, Exhibitionism, Extreme, Hardcore, Humiliation, Job/Place-of-work, Male / Older Female, Male Domination, Male/Female, Mature, Mind Control, Oral Sex, School, Spanking, Teen Male / Female -
Autistic boy accidentally goes to a happy ending massage parlor by beachshow
«An 18 year old autistic virgin accidentally goes to a happy ending massage parlor. Discovers he likes it a lot.»
Rated 89.7%, Read 59649 times, Posted Mon 27th of October 2025
Fantasy , Anal, First Time, Male / Older Female, massage, Prostitution, Teen, Virginity, Young -
Naruto and the lemon games:chapter 4:anko and karin by Unknown user
Rated 89.7%, Read 18825 times, Posted Sat 21st of September 2013
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Erotica, Fan fiction, Hardcore, Male / Older Female, Male/Teen Female, Older Female / Males, Oral Sex, Romance -
Miss Lyscious Ch 3: M.I.L.F. by OrcishTendencies
«The fun continues. Skip to the "XXX" if you want sex only»
Rated 89.7%, Read 12261 times, Posted Wed 6th of May 2020
Fantasy , Anal, BDSM, Black, Humiliation, Interracial, Male / Older Female, Spanking -
My Mom's Secret, Part 4: The Confrontation by badson
«A 10-Part story about a son's fantasy, a mother's betrayal, and a secret that the two would share.»
Rated 89.6%, Read 47520 times, Posted Sun 29th of October 2017
Fiction , Blackmail, Cheating, Male / Older Female, Mature, Voyeurism, Wife -
Galaxy by LucyAngelica
«Two lovers getting high together on a hilltop at night»
Rated 89.6%, Read 18990 times, Posted Fri 7th of April 2017
True Story , Boy, Consensual Sex, Erotica, Female solo, Male / Older Female, Masturbation, Teen, Written by women, Young -
S.O.L. Games: The Hall Minotaur - part 2 of 2 by SKOLL
«Teachers and 18yo senior women abducted for sex games on remote island replica of their schooI. 'choose your own adventure'. READ DISCLAIMERS»
Rated 89.5%, Read 38514 times, Posted Sun 22nd of February 2026
Fiction , Anal, Authoritarian, BDSM, Body modification, Bondage and restriction, Cruelty, Dark fiction, Domination/submission, Extreme, Female exhibitionist, Group Sex, Hardcore, Horror, Humiliation, Male / Female Teens, Male / Females, Male / Older Female, Male Domination, Oral Sex, Sado-Masochism, School, Slavery, Teen, Teen Male/Teen Females, Water Sports/Pissing, Young -
Tale of a Virgin Babysitter by geekyhorndog
Rated 89.5%, Read 60927 times, Posted Wed 17th of June 2009
Fiction , Consensual Sex, Male / Older Female, Romance, Teen Male / Female, Virginity -
Jenny 2 by Hornbeam
Rated 89.5%, Read 10779 times, Posted Thu 13th of August 2015
Fantasy , Cheating, Male / Older Female -
GILLIAN'S NEW LOVERS by CecilBCK
«For the first time in what seemed like years I didn’t have a lover in my life, male or female. I was determined to find a new lover, a new lover to stretch my sexual boundaries.»
Rated 89.5%, Read 4665 times, Posted Thu 4th of December 2025
True Story , Ass to pussy, Bi-sexual, Boy / Boy, Cuckold, Erotica, Exhibitionism, Group Sex, Male / Older Female, Older Female / Males, Oral Sex, Teen Male / Female, Voyeurism, Written by women -
Noah’s Summer Visit - Part 1_(1) by King_WiZ
«Noah's Summer begins»
Rated 89.5%, Read 61356 times, Posted Tue 28th of June 2016
Fiction , Blowjob, Cheating, Cum Swallowing, Latina, Male / Older Female -
Elaine's Panties by Walt_Whitman
«A surprising act of kindness brightens my adolescence (a sexual story without a lot of sex)»
Rated 89.5%, Read 46980 times, Posted Tue 10th of September 2024
True Story , Boy, Male / Older Female, Virginity -
My initiation. by Long Jonn
«First sexual experience»
Rated 89.5%, Read 55878 times, Posted Sun 24th of March 2019
True Story , First Time, Male / Older Female, Male/Female -
Suzy's sexcapade by cameraman12035
Rated 89.5%, Read 155856 times, Posted Sat 3rd of August 2013
Fantasy , Anal, Ass to mouth, Ass to pussy, Blowjob, Consensual Sex, Cum Swallowing, Erotica, Fisting, Group Sex, Hardcore, Job/Place-of-work, Male / Females, Male / Older Female, Oral Sex, Threesome, Toys -
Peter Parker always gets the ladies Pt 1:Natasha Romanoff (The black Widow) by Storyup
«....or how it doesn't matter if Peter ever became Spider-Man or just remained a Geek, he'd still get the Ladies»
Rated 89.4%, Read 44538 times, Posted Fri 11th of November 2016
Fantasy , Blowjob, Cum Swallowing, Fan fiction, Male / Older Female, Pregnant -
The Love of Money I - Chapter 48: Making up for Lost Time by MindSketch
«Helen returns; Bobbi submits; Erin stirs Tara’s desire.»
Rated 89.4%, Read 13398 times, Posted Wed 14th of May 2025
Fiction , Authoritarian, BDSM, Bi-sexual, Blowjob, Bondage and restriction, Consensual Sex, Domination/submission, Erotica, Exhibitionism, Female Domination, Group Sex, Lesbian, Male / Females, Male / Older Female, Male Domination, Oral Sex, Slavery, Voyeurism -
Mrs. Jenkins and I by Contractor
Rated 89.4%, Read 68097 times, Posted Mon 28th of September 2009
True Story , Blowjob, Cheating, Cum Swallowing, First Time, Male / Older Female, Teen, Virginity -
Innocent, Naive Yet Nasty, Kinky Story About My Next Door Neighbor [01] by sexyhorny
Rated 89.4%, Read 54570 times, Posted Fri 28th of October 2011
Fantasy , Cheating, Male / Older Female, Wife -
Me and my English teacher by Unknown user
Rated 89.4%, Read 39987 times, Posted Tue 19th of November 2013
True Story , Blowjob, Consensual Sex, First Time, Male / Older Female, Mature, Oral Sex, School, Virginity -
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 89.4%, Read 19023 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 -
Breaking The Norm Ch.1 Workout to Remember by yblack05
Rated 89.4%, Read 21081 times, Posted Fri 9th of December 2011
Fiction , Black, Consensual Sex, Male / Older Female -
Seduced by my Teacher by Unknown user
Rated 89.4%, Read 45189 times, Posted Tue 26th of October 2010
Fiction , Consensual Sex, Male / Older Female, School -
Tim's first cougar by PO469
Rated 89.4%, Read 98979 times, Posted Sat 2nd of October 2010
Fiction , Anal, Ass to mouth, Black, Blowjob, Consensual Sex, Cum Swallowing, Interracial, Male / Older Female, Male/Female, Oral Sex, Plumper, Spanking -
My Girlfriend's Aunt by Jersian
Rated 89.4%, Read 95220 times, Posted Sat 13th of August 2011
True Story , Blackmail, Blowjob, Cheating, Consensual Sex, Male / Older Female, Reluctance -
Hitch-hiking and getting a wild ride by A-Nice18x7
Rated 89.4%, Read 97320 times, Posted Sat 7th of June 2008
True Story , Anal, Coercion, Domination/submission, Hardcore, Male / Older Female, Oral Sex, Reluctance, Teen Male / Female, Threesome, Voyeurism -
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 89.3%, Read 30216 times, Posted Sun 24th of March 2024
Fiction , Blowjob, Male / Older Female -
S.O.L. Games: The Hall Minotaur - part 1 of 2 by SKOLL
«Teachers and 18yo senior women abducted for sex games on remote island replica of their schooI. 'choose your own adventure'. READ DISCLAIMERS»
Rated 89.3%, Read 82401 times, Posted Wed 18th of February 2026
Fiction , Anal, Authoritarian, BDSM, Body modification, Bondage and restriction, Cruelty, Dark fiction, Domination/submission, Extreme, Female exhibitionist, Group Sex, Hardcore, Horror, Humiliation, Male / Female Teens, Male / Females, Male / Older Female, Male Domination, Oral Sex, Sado-Masochism, School, Slavery, Teen, Teen Male/Teen Females, Water Sports/Pissing, Young -
New Jock Tales---Chptr 4---Me and Mrs Jones by DiamondDawgDillon
«Matts older friend Mark intorduces him to paying customers»
Rated 89.3%, Read 8691 times, Posted Sun 29th of March 2020
Diary , Group Sex, Male / Older Female, Oral Sex -
Ryan's adventures chapter 6 by bigcockguy24
«Ryan's best friend's mom makes his visit to her house a lot more exciting than expected.»
Rated 89.3%, Read 21384 times, Posted Sat 1st of June 2024
Fiction , Blowjob, Cheating, Consensual Sex, Cum Swallowing, Male / Older Female, Teen Male / Female -
Fiona & Alice: The race for cock by whoreinvader
Rated 89.3%, Read 49179 times, Posted Thu 23rd of August 2012
True Story , Anal, Ass to mouth, Ass to pussy, Blowjob, Cum Swallowing, Group Sex, Hardcore, Humiliation, Male / Older Female, Males / Female, Males / Females, Mature, Older Female / Males, Older Male / Female, Threesome, Voyeurism, Wife -
Little Mac-Daddy by Sex conspiracy theorisit
Rated 89.3%, Read 50934 times, Posted Mon 25th of April 2011
Fiction , Consensual Sex, Male / Older Female, Oral Sex, Virginity, Young -
WHILE YOU WERE AWAY. by CecilBCK
«My lady has been away for more than two weeks. She told me not to fuck anyone while she was away. I haven't, but I want to tell her what I have been doing to amuse myself.»
Rated 89.3%, Read 44457 times, Posted Thu 5th of November 2020
True Story , Anal, Ass to mouth, Bi-sexual, Blowjob, Cheating, Consensual Sex, Cuckold, Cum Swallowing, Exhibitionism, Gay, Male / Older Female, Masturbation, Oral Sex, Threesome, Voyeurism, Water Sports/Pissing -
Unisex Changing Room by TxWriter214
«Jake spies and gets caught»
Rated 89.3%, Read 35847 times, Posted Wed 22nd of April 2026
Diary , Coercion, Male / Older Female, Voyeurism -
Asian Mom Jenny and her son Chris Series 3: Part 6 by KG210502
«Jenny's teasing isn't hindered by her husband's guests»
Rated 89.3%, Read 54168 times, Posted Fri 4th of March 2016
Fiction , Asian, Cheating, Female exhibitionist, Foot or shoe fetish, Male / Older Female, Wife -
The Consultation by Lukesmitty
«A man seeks help from a voluptuous therapist to deal with struggles in his marriage.»
Rated 89.3%, Read 98631 times, Posted Mon 12th of January 2026
Fiction , Anal, Cheating, Erotica, Job/Place-of-work, Male / Older Female, Mature, Oral Sex -
Charlotte, my ex-girlfriend's Mom by opine
Rated 89.3%, Read 84477 times, Posted Tue 2nd of June 2009
Fiction , Anal, Consensual Sex, Male / Older Female, Mature, Plumper -
Denise the submissive mom Chapter 2 , One Month Later by nutzbubby
«Denise the 56 yr old redhead , now lives with Master Rocky in his room at the frathouse, she only sees her cuckold husband when Rocky is in class or football practice.»
Rated 89.2%, Read 41742 times, Posted Tue 14th of March 2017
Fiction , Domination/submission, Humiliation, Male / Older Female, Water Sports/Pissing -
A Fantasy Cum True by nikkitassassin
Rated 89.2%, Read 16938 times, Posted Mon 23rd of March 2015
Fantasy , Consensual Sex, Male / Older Female, Romance -
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 33078 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 -
I share my black boyfriend with my mother. by PO469
Rated 89.2%, Read 100656 times, Posted Sun 2nd of June 2013
Fiction , Black, Blowjob, Cheating, Consensual Sex, Cum Swallowing, Male / Females, Male / Older Female, Oral Sex, Threesome -
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 89.2%, Read 25248 times, Posted Thu 23rd of October 2025
True Story , Male / Older Female, Older Female / Males -
Swimming Lesson 2 by Guzzler21
«Jake's aunt gets a second swimming lesson.»
Rated 89.2%, Read 70263 times, Posted Sat 22nd of August 2026
Essay , Female Domination, Male / Older Female, Mature, Plumper, Reluctance -
The Best Sex of My Life by roy2129
Rated 89.2%, Read 57177 times, Posted Thu 24th of January 2013
True Story , Cheating, Male / Older Female, Mature, Romance, Young -
Wehrwolf - Chapter 1 by DoodleHead
Rated 89.2%, Read 34437 times, Posted Mon 22nd of November 2010
Fiction , Anal, Asian, Ass to mouth, Bi-sexual, Blowjob, Coercion, Consensual Sex, Cum Swallowing, First Time, Group Sex, Male / Females, Male / Older Female, Male/Female, Mature, Oral Sex, Romance, School, Slavery, Stockholm Syndrome, Threesome -
Beyond the Wall by Drakon66
«A young man gets an eye opening and life changing experience in a rich gated community.»
Rated 89.2%, Read 27774 times, Posted Mon 27th of February 2023
Fiction , Anal, Blowjob, Consensual Sex, Male / Older Female, Transsexual -
DIVORCED MOTHER DISCOVERS YOUNG COCK AT THE COUNTRY CLUB - PART 1 - MARLEE DISCOVERS COREY HAS A HUGE COCK by FrameByFrame
«Marlee wasn't having much luck dating guys her age following her divorce after 15 years of marriage. At a business function, she discovers that a waiter has a huge cock and invites him home for a fuck... she's blown away.»
Rated 89.2%, Read 12435 times, Posted Thu 28th of March 2024
Fiction , Blowjob, Consensual Sex, Male / Older Female, Male/Female, Oral Sex, Written by women -
The MILF chronicles: Tiffany_(0) by Scott Bradbury
Rated 89.2%, Read 34167 times, Posted Tue 31st of July 2012
Fiction , Black, Drug, Interracial, Male / Older Female, Oral Sex -
Me and My Wife's Mother by john
Rated 89.1%, Read 134779 times, Posted Tue 20th of February 2007
Fiction , Consensual Sex, Male / Older Female, Oral Sex, Plumper -
The Love of Money I - Chapter 05a: Promotions and Proposals by MindSketch
«After dealing with Gina, it's time for Marcus to turn his attention to Bobbi.»
Rated 89.1%, Read 25875 times, Posted Mon 25th of March 2024
Fiction , Discipline, Domination/submission, Erotica, Male / Older Female, Reluctance -
1 drink 2 drink 3 drink, fucked in the ass? by shyguy984
Rated 89.1%, Read 106464 times, Posted Wed 27th of July 2011
Fiction , Ass to mouth, Cheating, Cock & ball torture, Female Domination, Male / Older Female, Threesome, Transsexual -
An Unhealthy Obsession by Olivia the MILF
«When Liam attempts No Nut November, he has no idea that it will in fact unearth an unhealthy obsession he has with his bratty step-sister Becky.»
Rated 89%, Read 76908 times, Posted Mon 8th of June 2026
Fiction , Male / Older Female, Older Female / Males, Reluctance, Written by women -
KCA and B (Part 1 : Eva) by nudgeprawn
Rated 89%, Read 32823 times, Posted Sat 17th of December 2011
Fiction , Anal, Ass to mouth, Blowjob, Cum Swallowing, Female/Female, Fisting, Job/Place-of-work, Male / Females, Male / Older Female, Oral Sex, Pegging, Threesome -
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%, Read 31173 times, Posted Mon 13th of November 2017
Fiction , Blowjob, Cheating, Male / Older Female, Mature, Oral Sex, Voyeurism, Wife -
Jesse's Mother-In-Law by glassnegman
Rated 89%, Read 64155 times, Posted Wed 17th of October 2012
True Story , Male / Older Female, Male/Female, Written by women -
Fucking Katie the girl next door by Eyez13
«A true story of how I ended up fucking the woman I grew up fantasizing about»
Rated 89%, Read 65358 times, Posted Sat 23rd of September 2023
True Story , Ass to mouth, Blowjob, Consensual Sex, Male / Older Female -
Columbus’ Trials by Efon
«Columbus earns his ships by giving Queen Isabella three indulgences.»
Rated 89%, Read 37527 times, Posted Sat 10th of October 2015
Fantasm , Anal, Blowjob, Cheating, Consensual Sex, Cuckold, Erotica, Gothic, Hardcore, Male / Older Female, Mature, Oral Sex, Prostitution, Romance, Wife -
The Darkholme Academy Chronicles: Orientation by empireant
Rated 89%, Read 50778 times, Posted Fri 23rd of November 2012
Fiction , Anal, Authoritarian, BDSM, Bondage and restriction, Cock & ball torture, Discipline, Domination/submission, Enema, Female Domination, Male / Older Female, Masturbation, School, Toys -
From a Boy With the Babysitters by Xseverence
Rated 88.9%, Read 162054 times, Posted Thu 25th of November 2010
True Story , Authoritarian, Consensual Sex, Female Domination, First Time, Girls domination, Interracial, Job/Place-of-work, Male / Female Teens, Male / Older Female, Oral Sex, Reluctance, Teen Female/Boy, Teen Male/Teen Females, Threesome, Virginity, Young -
Coupled w mom Cp. 8 by Guzzler21
«Sam and Yvette discuss a swingers party and 'cuddle' to a movie.»
Rated 88.9%, Read 52092 times, Posted Thu 9th of July 2026
Diary , Blowjob, Consensual Sex, Cum Swallowing, Erotica, Male / Older Female, Masturbation, Mature, Oral Sex, Reluctance, Role-playing, Toys, Wife -
The Summer Job I'll Never Forget - Part 1 by glyn613
«College student falls in love and lust in one summer.»
Rated 88.9%, Read 232872 times, Posted Wed 24th of February 2016
Fiction , Anal, Blowjob, Consensual Sex, Male / Females, Male / Older Female, Male/Female, Males / Female, Oral Sex, Threesome -
Things That Go Hump in the Night by wantsomefun
Rated 88.9%, Read 143595 times, Posted Thu 13th of October 2011
Fantasm , Anal, Bi-sexual, Blowjob, Consensual Sex, Cum Swallowing, Drug, Female exhibitionist, Gothic, Group Sex, Horror, Job/Place-of-work, Male / Older Female, Mature, Monster, Older Female / Males -
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 -
Hot Summer Night II by Sassy Sara
Rated 88.9%, Read 15546 times, Posted Fri 24th of February 2012
Fiction , Anal, Blowjob, Cum Swallowing, Male / Older Female, Oral Sex -
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 88.9%, Read 58683 times, Posted Wed 25th of October 2023
Fiction , Anal, Ass to mouth, Authoritarian, BDSM, Enema, Exhibitionism, Male / Older Female, Water Sports/Pissing -
The Party Pt. 2- Older neighbor helps clean up (REPOST) by WiggityJoe
Rated 88.8%, Read 27834 times, Posted Tue 10th of November 2009
Fantasy , Blowjob, Consensual Sex, Hardcore, Male / Older Female, Oral Sex, Teen, Young