sexstories.com
First Time
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My introduction to sex and sissyhood by FirstTimeSissy
«A true story on how I got into crossdressing and serving older men at a young age I'm very inexperienced with writing stories which is why I chose a true account to go off of but I apologise for my probably terrible style»
Rated 95.4%, Read 248082 times, Posted Mon 17th of August 2020
True Story , Blowjob, Boy, First Time, Gay, Transvestite, Young -
Pure Strip Poker - 4 by Prince Charming
«Chapter 6-10: After the night of impromptu strip poker, there is some relief in store. I higher stakes game is coming up.»
Rated 95.4%, Read 117114 times, Posted Fri 19th of February 2016
True Story , Blowjob, Coercion, Exhibitionism, First Time, Males / Females, Masturbation -
Chooks Mum by Shamus Mc
Rated 95.4%, Read 213858 times, Posted Wed 10th of August 2011
True Story , First Time, Male / Older Female, Teen Male / Female -
Helping out a new friend by Gethe94
Rated 95.4%, Read 117084 times, Posted Sun 12th of August 2012
Fiction , Anal, Blowjob, Consensual Sex, Cum Swallowing, First Time, Oral Sex, Romance, Teen Male/Teen Female, Virginity -
Little Mel III: Mel's Birthday by Lucky Mann
Rated 95.4%, Read 48558 times, Posted Thu 16th of January 2014
Fiction , Anal, Blowjob, Consensual Sex, Cum Swallowing, First Time, Male/Female, Oral Sex, Romance -
A wish for A wish by 80xanOrdeal
Rated 95.4%, Read 62109 times, Posted Tue 28th of June 2011
Fantasy , First Time, Oral Sex, Romance -
Rikki convinces Tyler to do her History homework_(1) by ananomoose
«When Rikki's schedule becomes too much, she has to convince a classmate to help her out.»
Rated 95.4%, Read 116883 times, Posted Wed 4th of July 2018
True Story , Blowjob, Boy, Consensual Sex, Cum Swallowing, First Time, Male/Teen Female, Prostitution, Reluctance, School, Teen Male/Teen Female, Virginity, Young -
Alyssa by Red Czar
«A best friend, A halloween party, and a sexy sexy costume»
Rated 95.4%, Read 499830 times, Posted Wed 18th of January 2017
True Story , First Time, Teen, Teen Male/Teen Female, Virginity, Young -
Returning Home_(2) by KNA
Rated 95.4%, Read 52167 times, Posted Fri 24th of February 2012
Fiction , Blowjob, Consensual Sex, Cum Swallowing, First Time, Oral Sex, School, Teen Male/Teen Female, Young -
After School Duties: Episode One by stifflittlepoints
«Matt, Tyler’s older brother, catches her looking out of her bedroom window watching 3 guys run around the backyard naked. He blackmails her into providing daily services for the quartet.»
Rated 95.4%, Read 256209 times, Posted Thu 6th of December 2018
Fantasy , Authoritarian, Cum Swallowing, Exhibitionism, First Time, Oral Sex, Young -
Getting Her to Excite Me with her Role-Playing by stifflittlepoints
«Uncle Dave created his role playing experiences . . . to be an ongoing erotic fantasy. Especially because he had hooked his 14-year old niece Abby . . . into being his willing partner. Sure there was some blackmail involved initially, but after a while . . .»
Rated 95.4%, Read 202887 times, Posted Thu 10th of December 2020
Fantasy , Blackmail, Cum Swallowing, First Time, Male/Teen Female, Role-playing, Young -
Jamie's sister by Red Czar
«Jamie's sister had been ogling and grabbing at Jamie's boyfriend all summer. When Jamie has to leave early one day, Jenny might just get the chance she kept grabbing at»
Rated 95.4%, Read 204186 times, Posted Wed 20th of March 2019
Fiction , Coercion, Consensual Sex, First Time, Teen, Teen Male/Teen Female, Virginity, Young -
My American Virgin by mark 42
Rated 95.4%, Read 82236 times, Posted Mon 29th of July 2013
Fiction , Erotica, First Time, Romance, Teen -
Loving Babysitter Part 1 revision by ButchKitty
Rated 95.4%, Read 330156 times, Posted Mon 16th of July 2012
Fiction , Consensual Sex, Erotica, Female / Girl, Female solo, Female/Female, First Time, Lesbian, Masturbation, Mature, Oral Sex, Romance, Teen, Teen Female Solo, Virginity, Written by women, Young -
Teacher by Cham-Ee-Seul
«A Korean student studying English in South Korea wants more than language lessons from her American teacher.»
Rated 95.3%, Read 385818 times, Posted Wed 9th of June 2021
Fiction , Asian, First Time, Male Male/Teen Female, School, Young -
Active duty by Pwng
Rated 95.3%, Read 322215 times, Posted Sat 24th of December 2011
True Story , Anal, Bi-sexual, Blowjob, Erotica, First Time, Gay, Oral Sex -
After School Duties: Episode 2 by stifflittlepoints
«Quick Recap: Tyler picked up her top, but remained topless as she opened up the door from her brother's bedroom. As she worked her way downstairs, the back door opened and Carly entered . . . her 15-year-old sister. What would my brother and his friends make me do with them tomorrow?»
Rated 95.3%, Read 179793 times, Posted Fri 4th of January 2019
Fantasy , Authoritarian, Cum Swallowing, First Time, Oral Sex, Teen Male/Teen Females, Young -
Grandpa and Me by Txlilygrl
Rated 95.3%, Read 400677 times, Posted Sun 25th of November 2012
True Story , Female / Girl, First Time, Written by women, Young -
New Neighbors - Lessons - pt-2 by 1142jr
«Lessons continue with Donna and Dawn...»
Rated 95.3%, Read 194760 times, Posted Wed 23rd of September 2020
Fiction , Blowjob, Cum Swallowing, First Time, Males / Female -
Going Nova ch. 3: The Dressing Room by sodapopsweet
«The girls go shopping. Elsie drags Brie into a dressing room and Brie drags Elsie into her sordid, super-orgasmic world.»
Rated 95.3%, Read 344868 times, Posted Tue 4th of December 2018
Fiction , Bi-sexual, Consensual Sex, Exhibitionism, Female / Girl, Female exhibitionist, Female solo, Female/Female, First Time, Girls / Female, Hardcore, Lesbian, Masturbation, Teen, Teen Female Solo, Teen Female/Teen Female, Voyeurism, Young -
The Caretaker. Part 2_(1) by Mr.Stretch
«A school caretaker had the week of his life.»
Rated 95.3%, Read 80034 times, Posted Thu 7th of January 2016
Fiction , Domination/submission, Female/Female, First Time, Lesbian, Male / Females, Male/Teen Female, School, Virginity -
Teen Brothers Growing Up2 by craig103
Rated 95.3%, Read 481935 times, Posted Tue 3rd of January 2012
True Story , Blowjob, Boy / Boy, Cum Swallowing, First Time, Masturbation, Virginity, Young -
Seduced In The Rain by fauaarwil
Rated 95.3%, Read 196563 times, Posted Wed 30th of September 2009
Fantasy , Female / Girl, First Time, Lesbian, Young -
Such good friends, Chapter 4, Carla by Odyssy69
Rated 95.3%, Read 62988 times, Posted Sun 31st of July 2011
Fiction , Consensual Sex, First Time, Male / Female Teens, Threesome -
The Paper Carrier’s Anal Bonus by Mr. Butts
«A barely legal paper boy in the 70s gets his anal virginity taken by a much older guy on his route.»
Rated 95.3%, Read 222129 times, Posted Wed 21st of February 2018
Fiction , Anal, Consensual Sex, First Time, Gay, Mature, Teen -
THE FIRST TIME_(12) by Konstantine
Rated 95.3%, Read 300453 times, Posted Sat 15th of June 2013
True Story , Asian, Blowjob, Consensual Sex, First Time, School, Teen Male/Teen Female, Virginity, Young -
The Secret Game Part 1 by Lukesmitty
«A glory hole experience turns into an invite to a secret sex game.»
Rated 95.3%, Read 71586 times, Posted Sun 10th of January 2021
Fiction , Blowjob, Cum Swallowing, Erotica, First Time, Male/Female, Mature, Oral Sex -
He Did It In My Mouth_(1) by brynnboi
Rated 95.3%, Read 277560 times, Posted Fri 22nd of May 2015
Fiction , Bi-sexual, Blowjob, First Time, Gay, Mature, Oral Sex, Reluctance, Young -
Genie Tales by StoryFox
Rated 95.3%, Read 88023 times, Posted Tue 21st of August 2012
Fiction , First Time, Oral Sex, Teen, Teen Male/Teen Female -
Camping with the Johnsons PT1 by jboo123
«Noah finds love in the Johnson's daughter, Clara, who has to spend the night in his tent after her family is unprepared.»
Rated 95.3%, Read 597231 times, Posted Sun 2nd of October 2016
Fiction , Blowjob, Boys/Teen Female, Consensual Sex, First Time, Masturbation, Oral Sex, Teen, Teen Male / Female, Young -
Jacqui finds out about Sex by Sqeeks
Rated 95.3%, Read 131853 times, Posted Thu 25th of November 2010
Fantasy , Blowjob, Consensual Sex, Cum Swallowing, First Time, Male/Teen Female, Oral Sex, Virginity, Young -
The Island, Chapter 26 by Paperbackwriter
Rated 95.3%, Read 40260 times, Posted Sun 5th of July 2015
Fiction , Consensual Sex, Erotica, First Time, Male / Female Teens, Masturbation, Oral Sex, Virginity, Young -
Love on first sight - finding a Fairy by batonag
«Long story short, Dave gets to know a fairy inside and out.»
Rated 95.3%, Read 32055 times, Posted Mon 8th of February 2021
Fiction , First Time, School, Teen Male/Teen Female, Virginity -
The Proposition: Obligations Met by Lucky Mann
«Woman proposes a deal to get wealthy man to pay for her education.»
Rated 95.3%, Read 48747 times, Posted Thu 2nd of March 2017
Fiction , Anal, Blowjob, Consensual Sex, Cum Swallowing, First Time, Male/Teen Female -
My First, a MILF story by smokycat67
«My mother's BFF, a total MILF, takes my virginity»
Rated 95.3%, Read 65898 times, Posted Thu 26th of August 2021
Fiction , Blowjob, Consensual Sex, Cum Swallowing, First Time, Male / Older Female, Oral Sex, Virginity -
Julie 2 - (edited) by Red Czar
«After our first time, Julie decided we needed to practice some more»
Rated 95.3%, Read 481071 times, Posted Fri 27th of January 2017
True Story , Blowjob, Consensual Sex, First Time, Teen, Teen Male/Teen Female, Young -
High-School lessons. by dlcalguy
«How I was seduced by an older guy on the school swim team.»
Rated 95.3%, Read 262278 times, Posted Fri 15th of November 2019
Fiction , Anal, Bi-sexual, Boy / Boy, First Time, Gay, School, Teen Male / Teen Male -
SUMMER I TURNED 13 by dudeman1893
Rated 95.3%, Read 194055 times, Posted Sun 22nd of July 2012
Fiction , Blowjob, First Time, Gay, Threesome, Voyeurism -
Caught A First Time Bisexual Experience by Tbonebi4u
«A 19 year old male, moves in with his best friend and his dad. He gets caught masturbating which leads to a first time bisexual experience»
Rated 95.3%, Read 214248 times, Posted Sun 4th of October 2020
True Story , Bi-sexual, First Time, Gay, Masturbation -
Katie - Our long forbidden romance (edited) by Red Czar
«Katies mom would not let her date, but we didn't need to date to have fun»
Rated 95.3%, Read 602739 times, Posted Mon 8th of May 2017
True Story , Blowjob, Consensual Sex, Cum Swallowing, First Time, Male/Female, Oral Sex, Romance, Teen, Teen Male/Teen Female, Virginity, Young -
What Mary gets up to...... part 2 by mobile lust
Rated 95.3%, Read 96201 times, Posted Thu 1st of March 2012
Fantasy , First Time, Masturbation, Older Male / Female, Virginity, Written by women, Young -
Lady in Red by sweetbaby6820
Rated 95.3%, Read 101592 times, Posted Sat 2nd of April 2011
True Story , Bi-sexual, First Time, Lesbian -
How I paid for college by MountainMan1
Rated 95.3%, Read 266646 times, Posted Wed 17th of August 2011
Fiction , Anal, Drug, First Time, Gay, Hardcore -
Candy From Strangers 1 : Yardwork by badbabysitter
Rated 95.3%, Read 308103 times, Posted Mon 22nd of October 2012
Fiction , Anal, Blowjob, Body modification, Cum Swallowing, Drug, First Time, Group Sex, Mature, Older Female / Males, Teen, Threesome, Virginity, Written by women -
A Little Help from My Bro by stifflittlepoints
«Being an inexperienced 14-year-old girl . . . with a horny older brother, can be very frustrating. Watch how Mike slowly seduces his sister . . . as two of his friends at first look on . . . and then delightedly participate.»
Rated 95.3%, Read 315444 times, Posted Fri 20th of September 2019
Fantasy , Consensual Sex, Cum Swallowing, First Time, Group Sex, Voyeurism, Young -
My American Virgin part 3 by mark 42
Rated 95.3%, Read 54579 times, Posted Wed 21st of August 2013
Fiction , Erotica, First Time, Romance, Teen, Teen Male/Teen Female, Young -
A married man who needs a blowjob by RockitMang
«Dean cheats on Sarah with his PT»
Rated 95.3%, Read 133203 times, Posted Tue 26th of May 2020
True Story , Blowjob, Boy / Boy, Cheating, Cum Swallowing, First Time, Gay, Masturbation -
Can you take me shopping?_(0) by Cumrideme
«A shopping trip to the mall for some needed things before our trip south.»
Rated 95.3%, Read 189585 times, Posted Mon 23rd of May 2016
True Story , Asian, Blowjob, Consensual Sex, Cum Swallowing, Exhibitionism, Female / Girl, First Time, Job/Place-of-work, Masturbation, Oral Sex, Threesome, Young -
The National Academic Championship by AR_ES76
«While reluctant to be in this situation, it ended up to be my first time.»
Rated 95.3%, Read 119358 times, Posted Fri 26th of June 2020
True Story , Blowjob, Consensual Sex, Cum Swallowing, First Time, Oral Sex, School, Teen, Teen Male/Teen Females, Virginity, Young -
Coaching by pdosu
Rated 95.2%, Read 125400 times, Posted Fri 21st of August 2009
Fiction , Blowjob, First Time, Older Male / Female, Teen, Virginity -
Sleepover At Misty's by Lubrican
Rated 95.2%, Read 575340 times, Posted Wed 1st of September 2010
Fiction , First Time, Male / Female Teens, Pregnant -
Oh so naughty 2 by peeksy1999
Rated 95.2%, Read 160986 times, Posted Sat 12th of December 2009
Fiction , First Time, massage -
Going Bi -3 by JackEds
Rated 95.2%, Read 212085 times, Posted Mon 1st of October 2012
Fiction , Boy / Boy, First Time, Gay, Teen Male / Teen Male, Virginity -
Debra's Gift by Wayne Gibbous
Rated 95.2%, Read 104301 times, Posted Fri 17th of September 2010
Fiction , Blowjob, Consensual Sex, Erotica, First Time, Teen Male / Female -
The Ball Boy Experiment: Chapter 1: Try-Outs by Sam_Clayborn
«Coach Ryan finds himself in over his head when he is tasked with auditioning some young men for a unique position on his football team.»
Rated 95.2%, Read 143964 times, Posted Sat 15th of January 2022
Fantasy , Anal, Boy / Boy, Cheating, Cum Swallowing, First Time, Gay, Job/Place-of-work, Oral Sex, School, Teen Male / Teen Male, Threesome, Virginity, Young -
A vacation to remember. by dlcalguy
«A married man is surprised to be sexually aroused by a young man while on vacation.»
Rated 95.2%, Read 687090 times, Posted Wed 25th of May 2016
Fiction , Anal, Boy, First Time, Gay, Masturbation -
St. Anne's Sexy Boarding School by canadianalien
Rated 95.2%, Read 509430 times, Posted Tue 26th of May 2015
Fantasy , Blowjob, Bondage and restriction, Consensual Sex, Cum Swallowing, Exhibitionism, Female exhibitionist, First Time, Masturbation, Oral Sex, School, Spanking, Teen, Teen Female Solo, Teen Female/Boy, Teen Male Solo, Young -
Come on Over . . . and My Mom Will Teach Us by stifflittlepoints
«Amanda begins our tale with the most erotic dream sequence that takes place at school. Things increase in intensity, as Mike arrives at their home, having been drenched by a quick rain storm, and then Amanda's Mom begins to give them lessons.»
Rated 95.2%, Read 233223 times, Posted Sun 21st of February 2021
Fantasy , Boys/Teen Female, Exhibitionism, First Time, Masturbation, School, Teen Male/Teen Female, Young -
Going Bi - 5 by JackEds
Rated 95.2%, Read 141132 times, Posted Tue 2nd of October 2012
Fiction , Boy / Boy, First Time, Gay, Oral Sex, Teen Male / Teen Male -
Am I just using him - chapter 2 by Stannie Stories
«After what happened last time, both guys have to figure out what they really want. Of course, this path of discovery isn't without some great sex!»
Rated 95.2%, Read 89277 times, Posted Sat 30th of March 2019
Fiction , Anal, Blowjob, Boy / Boy, Cum Swallowing, First Time, Gay, Teen, Teen Male / Teen Male -
Her Naughty Touches, Bring Good Luck- Episodes 1 & 2 by stifflittlepoints
«Katie couldn't have been more excited about school. Having just turned 15, she was a bit naive about boys, until Martin taught her just what would make his grades improve.»
Rated 95.2%, Read 119625 times, Posted Fri 16th of November 2018
Fantasy , Authoritarian, Blowjob, Erotica, First Time, Male/Teen Female, School, Young -
Bookstore booths - first visit by maxam
Rated 95.2%, Read 124809 times, Posted Wed 23rd of June 2010
True Story , Blowjob, Boy, First Time, Oral Sex, Young -
Teen Brothers Growing Up by craig103
Rated 95.2%, Read 651813 times, Posted Mon 2nd of January 2012
True Story , Bi-sexual, Boy / Boy, First Time, Masturbation, Virginity -
Turning My Best Friend Gay...PART 4 by Straightcocklover
«Part 4 of 2 best friends exploring their newly found gay sexuality»
Rated 95.2%, Read 191184 times, Posted Wed 7th of December 2016
True Story , Anal, Blowjob, Boy / Boy, Cum Swallowing, First Time, Gay, Masturbation, Oral Sex, Teen Male / Teen Male -
The Shy Lonely Man by horny1985
«A 35 year old man finally buys his own home having lost his parents who he lived with. He had never had a girlfriend or even kissed a girl due to his crippling shyness, until he met Lucy»
Rated 95.2%, Read 46203 times, Posted Sun 6th of June 2021
Fiction , First Time, Male / Females, Reluctance, Romance -
Straight Hitchhikers's First Anal by Mr. Butts
«A young hitchhiker learns new things from a big trucker.»
Rated 95.2%, Read 346407 times, Posted Sat 3rd of June 2017
Fiction , Anal, First Time, Gay, Virginity -
College Experiments—-part 3 by MattTyler
«Long delayed next chapter in Travis’ college experiences with men»
Rated 95.2%, Read 167226 times, Posted Sun 23rd of February 2020
Fiction , Bi-sexual, Blowjob, First Time, Gay, Teen Male / Teen Male -
Hungover and Horny by pdosu
«First time with a man when hungover and horny»
Rated 95.2%, Read 137376 times, Posted Fri 3rd of March 2017
Fiction , Anal, Blowjob, First Time, Gay -
Straight virgin gets his gay cherry popped. by dlcalguy
«A straight boy's crush on an older boy makes him amenable to trying something new.»
Rated 95.2%, Read 710640 times, Posted Mon 28th of December 2020
Fiction , Boy / Boy, First Time, Gay, Virginity -
The Four-Day Weekend: Part I by KentonVK
Rated 95.2%, Read 114888 times, Posted Mon 6th of October 2008
Fiction , First Time, Lesbian, Masturbation