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First Time
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How to Break Your Brat Ch. 1 by TheKrimsonPhucker
«Just in case this story doesn't fly on literotica and gets sent back, I'm sharing it here as well. I hope you enjoy it. Share feedback. This is all based on true events.»
Rated 72.9%, Read 37770 times, Posted Wed 31st of March 2021
Fiction , Anal, BDSM, Black, First Time, Hardcore, Interracial, Latina, Male Domination, Males / Female, Non-consensual sex, Plumper, Rape, Torture, Toys, Virginity -
Little Girl in the Red Hood (edited) by makoma
«A innocent girl goes to the woods to visit her grandmother and is greeted by the big bad wolf. A retelling of the classic fary-tale.»
Rated 95%, Read 217020 times, Posted Tue 30th of March 2021
Fiction , Bestiality, Bondage and restriction, Coercion, Domination/submission, First Time, Horror, Male/Teen Female, Monster, Non-consensual sex, Older Male / Female, Oral Sex, Rape, Reluctance, Virginity, Written by women -
Single mother needs to make ends meet. Ch 1 by aliveinpr
«Divorced woman needs to pay her bills and feed her daughters.»
Rated 91.9%, Read 90552 times, Posted Thu 8th of April 2021
Fiction , Consensual Sex, First Time, Group Sex, Interracial, Job/Place-of-work, Prostitution -
The virgin teacher is taken by her class. by Bear66
«A new teacher is fucked by her students through out the day.»
Rated 34.7%, Read 37230 times, Posted Thu 8th of April 2021
Fiction , Anal, Bondage and restriction, Cum Swallowing, Domination/submission, Female Domination, First Time, Humiliation, Non-consensual sex, Rape, School, Teen Male / Female, Virginity, Young -
Disabled young man has sex. by Bear66
«A disabled young man has sex with his sitter and her friend.»
Rated 65%, Read 15639 times, Posted Sun 4th of April 2021
Fiction , Anal, Blackmail, Blowjob, Bondage and restriction, Cum Swallowing, Domination/submission, First Time, Fisting, Non-consensual sex, Oral Sex, Virginity, Young -
I'm Not Your Wife, I'm Your Daughter pts 1 & 2 by Pe@chy
«A single dad rapes and impregnates his daughter. He promised her he would take care of it. But she had no idea what he was actually planning...»
Rated 82.7%, Read 90705 times, Posted Mon 5th of April 2021
Fiction , Authoritarian, Bondage and restriction, Domination/submission, Drug, First Time, Incest, Male Domination, Male/Teen Female, Non-consensual sex, Pregnant, Rape, Virginity, Written by women -
Even rapists care by ireppihc
«When my neice gets raped,,,his whole family pays»
Rated 93.4%, Read 60399 times, Posted Tue 6th of April 2021
Fiction , Authoritarian, Boy, Cruelty, Female / Girl, First Time, Humiliation, Rape -
Babysitter has an orgasm. by Bear66
«Disabled teen enjoys sex with his sitters.»
Rated 33%, Read 46263 times, Posted Sat 3rd of April 2021
Fiction , Anal, Bestiality, Bondage and restriction, Domination/submission, First Time, Male / Female Teens, Non-consensual sex, Rape, Virginity, Young -
Getting Wet With My Crush by WetWife999
«I good wife gives in to her sexual longings.»
Rated 95.8%, Read 148839 times, Posted Thu 1st of April 2021
True Story , Blowjob, Cheating, First Time, Written by women -
My Friend My Cousin Marie part III by Midgettosser
«My travel partner for many years, my best friend in a unfriendly family, my cousin, and now...something else.»
Rated 97%, Read 485883 times, Posted Thu 1st of April 2021
True Story , Cum Swallowing, Exhibitionism, First Time, Incest, Masturbation, Oral Sex, Teen, Teen Male/Teen Females, Virginity, Young -
The Girl - Book 2 - Chapter 05 by boardpin123
«The girl's first lesbian adventure»
Rated 85%, Read 13680 times, Posted Sun 4th of April 2021
Fiction , Consensual Sex, Erotica, Female/Female, First Time, Lesbian, Oral Sex, Reluctance, Teen, Teen Female/Teen Female, Young -
Was that rape by Aden46
«First anal sex was not what I’d expected. But it was perfect.»
Rated 52.6%, Read 9087 times, Posted Fri 17th of April 2020
True Story , Asian, Authoritarian, First Time, Spanking -
An aides first day. by Bear66
«An gets her first client and they have sex.»
Rated 50%, Read 9561 times, Posted Fri 2nd of April 2021
Fiction , Bondage and restriction, Cum Swallowing, Domination/submission, First Time, Job/Place-of-work, Non-consensual sex, Oral Sex, Rape, Virginity, Young -
Coats and Beds by Crayonbox
«I had known Lisa for two years. She was a senior and I was a junior. I was a nerdy mathlete she was the head cheerleader, so we didn’t exactly run in the same circles. But today I would spend some special time with her.»
Rated 96.5%, Read 482571 times, Posted Tue 6th of April 2021
True Story , Blowjob, Consensual Sex, Cum Swallowing, First Time, Male / Female Teens, Oral Sex, Pregnant, Romance, School, Teen, Virginity -
Vacation By The Lake:3 by Moose5509
«Jake and Abby are bonding and getting VERY close as siblings. With new friends comes new relationships, and things start to really heat up in this summer vacation»
Rated 95.8%, Read 102015 times, Posted Sat 27th of March 2021
Fiction , Blowjob, Consensual Sex, Cum Swallowing, Domination/submission, First Time, Incest, Oral Sex, Teen, Teen Male/Teen Female, Virginity -
Baby sitters get used. by Bear66
«Two girls hired to babysit for nine days.»
Rated 52.2%, Read 77295 times, Posted Tue 30th of March 2021
Fiction , Asian, Bestiality, Black, Blowjob, Bondage and restriction, Boys/Teen Female, Cum Swallowing, First Time, Job/Place-of-work, Non-consensual sex, Oral Sex, Teen Female/Boy, Threesome, Toys, Virginity, Young -
The Essay by Anhaga001
«A high school teacher receives an essay without name on it, and is shocked that it is about a girl learning to deepthroat. He confronts the student who he suspects wrote it, and is surprised by her confession and what happens afterward.»
Rated 96.4%, Read 549081 times, Posted Mon 29th of March 2021
Fiction , Blackmail, Blowjob, Coercion, First Time, Incest, Male/Teen Female, School, Young -
Becoming Mama's Good Boy Chapter 1: Mind-Controlled into Loving His Mama by mypenname3000
«After receiving a belt that says "Mama's Boy" from his mother, a young man finds himself eager to obey her!»
Rated 92.4%, Read 37659 times, Posted Mon 29th of March 2021
Fiction , Blowjob, Cheating, Cuckold, Exhibitionism, Female exhibitionist, Female solo, First Time, Incest, Male / Females, Male/Female, Masturbation, Virginity, Voyeurism, Wife -
My Friend My Cousin Marie part II by Midgettosser
«My only relative that I got along with and our relation suddenly changed»
Rated 97.1%, Read 674331 times, Posted Thu 25th of March 2021
True Story , Blowjob, Cum Swallowing, First Time, Incest, Oral Sex, Teen, Teen Male/Teen Female, Virginity, Young -
Turning Toni Chapter 1 by cherrytart300
«Toni explores her sexuality with her voluptuous friend Tiffany»
Rated 95.7%, Read 82299 times, Posted Sun 21st of March 2021
Fiction , Consensual Sex, Erotica, Female/Female, First Time, Girls / Female, Lesbian, Written by women -
Making a better world....on our wedding day by ukcuck
«A white couples exploration of the cuckold/black breeding fantasy, and the husbands journey into cross-dressing»
Rated 78.7%, Read 17760 times, Posted Wed 24th of March 2021
Fantasy , Black, Cuckold, Cum Swallowing, Domination/submission, First Time, Wife -
Daddy’s Little Cumslut Chapter 1 by cherrytart300
«Cherry loses her cherry on her daddy’s monster cock.»
Rated 94.7%, Read 279300 times, Posted Sun 21st of March 2021
Fiction , Authoritarian, Consensual Sex, Domination/submission, Extreme, First Time, Incest, Male / Female Teens, Male Domination, Masturbation, Reluctance, Spanking, Teen, Virginity, Written by women -
Daddy’s Little Cumslut Chapter 4 by cherrytart300
«Daddy makes Cherry squirt and claims her virgin ass.»
Rated 95.3%, Read 125532 times, Posted Sun 21st of March 2021
Fiction , Anal, Ass to mouth, Authoritarian, BDSM, Blowjob, First Time, Incest -
Summoning My Succubus Mother Chapter 5: Mommy-Succubus's Teacher Conference by mypenname3000
«A naughty mommy-succubus has one wild parent-teacher conference!»
Rated 90.8%, Read 15651 times, Posted Mon 22nd of March 2021
Fiction , Anal, Blowjob, Cum Swallowing, Domination/submission, Female Domination, Female exhibitionist, Female/Female, First Time, Interracial, Lactation, Lesbian, Oral Sex, School, Voyeurism -
Flying the "redeye" by pickticket69
«Finally become a member of the Mile High Club--Twice»
Rated 96.5%, Read 287184 times, Posted Thu 18th of March 2021
True Story , Exhibitionism, First Time, Group Sex, Hardcore, Male / Females -
Mackenzie's Weekend Pt. 1 by bmxrdr
«18 year old Mackenzie has a weekend getaway with an older friend who she's been talking to for a long time.»
Rated 89.3%, Read 16950 times, Posted Wed 17th of March 2021
Fiction , Blowjob, Consensual Sex, Cum Swallowing, First Time, Male/Teen Female, Masturbation, Older Male / Female, Oral Sex, Romance -
My Friend My Cousin Marie by Midgettosser
«My only relative that I got along with and our relation suddenly changed.»
Rated 97%, Read 929784 times, Posted Tue 16th of March 2021
True Story , Cum Swallowing, First Time, Incest, Male / Female Teens, Masturbation, Teen, Virginity, Voyeurism, Young -
The Bite Chapter 5 by np909pn
«Ethan finally fucks his sister in law»
Rated 96.5%, Read 63348 times, Posted Thu 18th of March 2021
Fiction , Cum Swallowing, Erotica, First Time, Male/Female, Virginity -
My First Adult Cock by nc7male
«Finally I get a chance to have an adult cock.»
Rated 95.2%, Read 161118 times, Posted Sun 14th of March 2021
True Story , Blowjob, Boy, Cum Swallowing, First Time, Gay -
Giving Tilly Some Fresh Excitement by stifflittlepoints
«Tilly was a neighbor, who liked to come over and ride horses. After his daughter went off to college, Frank began watching her from a deer stand, right behind her house. Things moved on erotically from there.»
Rated 96%, Read 122517 times, Posted Mon 15th of March 2021
Fantasy , Exhibitionism, First Time, Male/Teen Female, Masturbation, Voyeurism, Young -
Losing my Anal Virginity to a guy from Grindr in his RV by GeorgiaBoy35
«This is a story of the time I lost my gay anal virginity to a stranger from Grindr when I was 18 and attending a boarding school.»
Rated 86.4%, Read 19287 times, Posted Mon 15th of March 2021
True Story , Anal, Bi-sexual, Boy, First Time, Gay, Virginity -
My Sweet Little Marie III (corrected) by nowhereman
«Marie recalls a new experience with Uncle Robbie»
Rated 96%, Read 177084 times, Posted Mon 15th of March 2021
Fiction , Anal, Consensual Sex, First Time, Incest, Male/Teen Female, Older Male / Female, Teen, Virginity, Young -
Saturday Night Seduction by dlcalguy
«A gay man picks up a naive straight guy and teaches him some things.»
Rated 96%, Read 118317 times, Posted Thu 11th of March 2021
Fiction , Anal, Blowjob, First Time, Gay -
Family Exposure by dsmuffy
«Adam and his family settle in for an evening at their mansion. But they're not alone.»
Rated 64.9%, Read 42684 times, Posted Tue 9th of March 2021
Fantasy , Authoritarian, Boys/Teen Female, Domination/submission, Exhibitionism, Female exhibitionist, First Time, Humiliation, Incest, Masturbation, Reluctance, Teen Male/Teen Female, Virginity, Young -
Lucky ride by dlcalguy
«Young guy hitches a ride with an older man»
Rated 95.5%, Read 78993 times, Posted Mon 8th of March 2021
Fiction , Blowjob, First Time, Gay, Masturbation -
A Season of Kara's Perfection by The_Real_Dirk_Diggler
«Pressured by her best friend, Kara finds herself doing way more than she expected! Her first sexual experience told from her point of view.»
Rated 86.2%, Read 20604 times, Posted Sun 7th of March 2021
Fiction , Blowjob, Coercion, Cum Swallowing, Drug, First Time, Oral Sex, Reluctance, Teen, Teen Female/Boy -
The story of tintin by Johnmi15
«My first experience with a TS, didn't go anything like I expected.»
Rated 92%, Read 24588 times, Posted Fri 5th of March 2021
Diary , Asian, Blowjob, Cum Swallowing, First Time, Transsexual -
How to Train Your Daughter Ch. 7 by RobertLStevenson
«My daughter ritually deflowered; we share a special moment.»
Rated 94.3%, Read 36681 times, Posted Sun 28th of February 2021
Fiction , Authoritarian, BDSM, Blowjob, Cum Swallowing, Domination/submission, Exhibitionism, Female / Girl, First Time, Incest, Male / Female Teens, Teen, Virginity -
Anxiety to Triumph to Heartbreak: My First Part Two by Patsfan6565
«I finally get some alone time with Allie and I make the most of it.»
Rated 93.8%, Read 8007 times, Posted Tue 2nd of March 2021
True Story , First Time, Male/Female, Masturbation, Romance -
How to Train Your Daughter Ch. 5 by RobertLStevenson
«I make my daughter undergo Female Relaxation Therapy.»
Rated 90.7%, Read 27516 times, Posted Sun 28th of February 2021
Fiction , Authoritarian, BDSM, Bondage and restriction, Domination/submission, Exhibitionism, First Time, Girls / Female, Incest, Male Male/Teen Female, massage, Reluctance, Teen, Virginity -
Dinner Conversation Started the Fun by stifflittlepoints
«Kylie and her twin brother Tommy finally convince their single Dad to let them try a wine cooler. After downing a few, it was fun time and by the end of the evening, Kylie was being entertained at both ends.»
Rated 96.1%, Read 69945 times, Posted Sat 27th of February 2021
Fantasy , Blowjob, First Time, Incest, Male/Teen Female, Oral Sex, Teen Male/Teen Female, Young -
Relax by pickticket69
«Brother helps sister RELAX..»
Rated 97.1%, Read 1112907 times, Posted Fri 26th of February 2021
True Story , Cum Swallowing, First Time, Incest, Masturbation -
Building a Dream: Part Seven by Steveandjay
«Follows on directly from part six. We leave the sex shop and arrive at the glory-holes which we were unaware of. Jay is about to get her eyes opened.»
Rated 92.2%, Read 15222 times, Posted Sun 28th of February 2021
True Story , Anal, Blowjob, Cuckold, Cum Swallowing, First Time, Group Sex, Lesbian, Males / Female, Oral Sex, Threesome, Wife -
Anxiety to Triumph to Heartbreak: My First by Patsfan6565
«College is coming to a close but I'm still a virgin. I met a girl that cured my social anxiety, boosted my confidence and made me into a sexually awake being. This story is relatable to almost anyone, but more specifically the ones that struggled in their younger years.»
Rated 72.9%, Read 5910 times, Posted Sun 28th of February 2021
True Story , Erotica, First Time, Masturbation, Romance -
How Diana Overcame Her Shyness Ch. 04 by zenmackie
«Diana's plea to be taken like a slave-girl is granted.»
Rated 95%, Read 40341 times, Posted Wed 24th of February 2021
Fiction , BDSM, Consensual Sex, Domination/submission, First Time, Male/Female, Slavery -
Athena Corp Chronicles - Intern Meant Tramp by [James Bondage]
«Dominant Futa introduce a young virgin male to his new life as the office slut.»
Rated 88.9%, Read 11838 times, Posted Thu 25th of February 2021
Fiction , Anal, Authoritarian, Blowjob, Cum Swallowing, Domination/submission, Female Domination, First Time, Hardcore, Humiliation, Job/Place-of-work, Oral Sex, Transsexual, Virginity -
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 95.3%, Read 145605 times, Posted Sun 21st of February 2021
Fantasy , Boys/Teen Female, Exhibitionism, First Time, Masturbation, School, Teen Male/Teen Female, Young -
The Medieval Marine Part Four by somethin fishy
«Marion attacks Richard but fails to get control due to her sister. Marion grows as a leader but only after some serious pain.»
Rated 93.7%, Read 25968 times, Posted Sat 20th of February 2021
Fantasy , Coercion, Consensual Sex, First Time, Interracial, Male / Female Teens, Threesome -
Black Bigoted Wife Turns White Racist by aliveinpr
«Wife hates blacks and her husband tried to change her opinion.»
Rated 82.5%, Read 31713 times, Posted Fri 19th of February 2021
Fiction , Coercion, First Time, Interracial, Non-consensual sex, Rape, Wife -
Building a Dream: Part Five by Steveandjay
«Carries on from part four. What happens the day after Jay's threesome before the date with the Dutch swingers»
Rated 92.6%, Read 13533 times, Posted Fri 19th of February 2021
True Story , Consensual Sex, Cuckold, Female/Female, First Time, Lesbian, Male/Teen Female, Oral Sex, Teen, Wife -
Becoming the Man of the House by Larry78723
«Son desires his mother as his mate. His wish comes true and he become the Man of the House.»
Rated 93.1%, Read 66183 times, Posted Tue 16th of February 2021
Fiction , Consensual Sex, First Time, Incest, Male / Older Female -
Cuckcake Daughter by ChubbyNympho
«A fat lonely mother devises a plan for the ultimate cucking.»
Rated 90.6%, Read 62310 times, Posted Thu 18th of February 2021
Fiction , Bestiality, Cheating, Cruelty, Cum Swallowing, Female / Girl, Female Domination, First Time, Group Sex, Incest, Male/Teen Female, Masturbation, Teen, Virginity, Water Sports/Pissing, Wife, Written by women, Young -
A Schoolgirl's Lust by LadyCarol
«After witnessing an old man screwing her friend, virginal Susan decides to try it for herself...»
Rated 83.8%, Read 22005 times, Posted Fri 12th of February 2021
Fiction , Anal, Coercion, Consensual Sex, First Time, Male/Teen Female, Older Male / Female, Teen, Threesome, Virginity -
Elle’s Treated Like a Princess (edited) by stifflittlepoints
«Elle recently had an episode with her uncle in her closet for 7 wonderful minutes. They agree to meet for lunch the next day, and she is treated like a princess.»
Rated 96%, Read 62238 times, Posted Fri 12th of February 2021
Fantasy , Blowjob, First Time, Male/Teen Female, Oral Sex, School, Young -
Building a Dream: Part Three by Steveandjay
«Follows directly on from part two. We are heading back to Waterloo and the man from the sex shop is there and see's Jay. A plan is quickly made to trap him and ask why he touches woman. The outcome wasn't expected by either of us»
Rated 92.2%, Read 13674 times, Posted Sat 13th of February 2021
True Story , Cuckold, Exhibitionism, First Time, Male / Older Female, Oral Sex, Romance, Threesome, Virginity, Wife -
Bob, Sue and Anita’s holiday romance – 5 by Nellymcboatface
«Bob, Sue and Anita meet and have a holiday romance like no other.»
Rated 93.4%, Read 18849 times, Posted Mon 15th of February 2021
Fiction , Anal, First Time, Toys, Transgendered -
How to Train Your Daughter Ch. 1 by RobertLStevenson
«I take a class on prepping my daughter for her sexual duties.»
Rated 94.3%, Read 136800 times, Posted Sat 13th of February 2021
Fiction , Authoritarian, BDSM, Exhibitionism, First Time, Incest, Male Male/Teen Female -
How to Train Your Daughter Ch. 2 by RobertLStevenson
«Daughters are ritually deflowered and released to the public.»
Rated 84.1%, Read 41757 times, Posted Sat 13th of February 2021
Fiction , Authoritarian, Exhibitionism, First Time, Incest, Male/Teen Female, Virginity -
Building a Dream: Part Two by Steveandjay
«Continues directly on from part one, the next morning. More adventures are had which wakens more sexual wants and feelings we never knew we had»
Rated 92.8%, Read 23523 times, Posted Thu 11th of February 2021
True Story , Blowjob, Consensual Sex, Cuckold, Exhibitionism, First Time -
Stepmom Godaughter from Portugal. Pt6 by Dolphinman
«Mrs Lopez blackmails me for some home pool service.»
Rated 92.2%, Read 19239 times, Posted Thu 11th of February 2021
True Story , Anal, Ass to mouth, Ass to pussy, Blackmail, Blowjob, Cum Swallowing, Erotica, First Time, Male / Older Female, Mature, Spanking -
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 24696 times, Posted Mon 8th of February 2021
Fiction , First Time, School, Teen Male/Teen Female, Virginity -
Summer Fun – Chapter 1 – Help Wanted by JTrevor
«Kyle is learning a lot at his first job, but it’s nothing compared with what he’s about to learn on a side job.»
Rated 96.3%, Read 243345 times, Posted Wed 3rd of February 2021
Fiction , Consensual Sex, First Time, Job/Place-of-work, Teen Male / Female, Virginity -
First Time, Summer Time by m88
«16 year old loses his virginity»
Rated 86.1%, Read 54204 times, Posted Fri 5th of February 2021
True Story , First Time, Masturbation, Teen Male/Teen Female, Virginity, Young -
Keeping a Family Tradition - Sue's Initiation by Larry78723
«Sixteen-year-old daughter is initiated into family tradition of incest»
Rated 95.3%, Read 38205 times, Posted Thu 4th of February 2021
Fiction , First Time, Incest, Male / Female Teens -
The Medieval Marine Part two by somethin fishy
«Luke and Marion become close.»
Rated 96.5%, Read 27198 times, Posted Sun 7th of February 2021
Fantasy , Consensual Sex, First Time, Male/Teen Female, Romance, Virginity -
Keeping a Family Tradition - Tammy's Initiation by Larry78723
«A story about Tammy's initiation into the family tradition of incest»
Rated 96.2%, Read 54408 times, Posted Thu 4th of February 2021
Fiction , First Time, Incest, Male/Teen Female -
The Becca Chronicles Ch. 4 - 6 (2nd try) by Not a writer
«A brother and sister explore their sexuality»
Rated 96.6%, Read 78165 times, Posted Wed 3rd of February 2021
Fiction , Bi-sexual, Blowjob, First Time, Incest, Teen, Virginity -
Chapter 37: Harry & Ginny Finally Meet Alone by Djackson585
«After the battle of Hogwarts, Harry and Ginny finally get a chance to be alone.»
Rated 87%, Read 6675 times, Posted Sat 30th of January 2021
Fiction , Fan fiction, First Time, Male/Female, Romance -
A Peculiar Girl's Best Friend Ch.1 by Mrnobody321
«Jack is pressured into teaching Lily a beaitful brilliant teen, he thought the job would be simple but there more to her then meets the eye and she want something from him something lustful and she'll do anything to get what she wants»
Rated 91%, Read 31956 times, Posted Thu 28th of January 2021
Fiction , Blackmail, Female Domination, First Time, Male/Teen Female, Virginity, Young -
Step-daughter explores her sexuality Ch. 2 (Repost 3) by Not a writer
«A step daughter explores her sexuality. The original post of this story had the ending cut off. This is the third attempt to get the ending reposted. Suddenly the story has been refused because of age.»
Rated 91.5%, Read 34716 times, Posted Wed 27th of January 2021
Fiction , Blowjob, First Time, Teen, Teen Male/Teen Female, Young