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‘losing virginity’ stories

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The Slumber Party Ch. 06

Melissa hooks up with Rod in the bathroom.

by kathrynmburke in First Time 12/30/2018
4.44
26.6k
19
5
20

Tatiana's Choice

The story of how Tatiana sold her virginity to make a video.

by Fredsowner in First Time 02/16/2019
4.44
15.2k
7
0
10
0

Oh Mrs Scott

Terry's surprise first time and a bigger surprise, who.

by Harvey_32 in Incest/Taboo 05/12/2018
4.44
66.7k
51
6
72
0

Coming Home Ch. 03

Memories of the first time come back to Tom.

by AlexisPeignoir in Romance 09/01/2015
4.43
9k
2
4
4

Catholic School Confessions

Lost virginity with the new girl and a nun.

by AzraelAOD in First Time 04/13/2019
4.43
27k
21
2
24
0

Camp Counselors

Coming into myself finally.

by dodgeboy2 in Gay Male 01/15/2024
4.43
7.2k
8
5
21

Losing it at Schoolies

Emma loses her virginity at Schoolies.

by Joanmcarthy in First Time 03/17/2017
4.43
41.2k
25
6
29
0

The Wyoming Purchase

Jay (Hannes) Calitz gets a girl.

by Dannie81 in Erotic Couplings 02/05/2024
4.43
2.9k
1
0
7
0

Country Roads

An older woman teaches a virgin girl how it's done...

by Giselle_Renarde in Lesbian Sex 03/28/2019
4.43
54.4k
38
6
50
0

Making Love to the Greek Woman

A teenage boy loses his virginity to a divorced, Greek woman.

by milkydreaming51 in First Time 08/10/2018
4.43
38.6k
23
3
33
0

Lost My Virginity

Excerpt on how I lost my virginity.

by Yourmastermarcus in Erotic Couplings 10/15/2019
4.42
24.3k
8
1
12
0

Across the Ages 01: 1979 Peggy

Peggy gives Jack an early Christmas present.

by rothning in First Time 11/30/2019
4.42
16.3k
11
1
15

The Milf Next Door

A shy 18 year old boy loses his virginity to a 50 year old.

by Fatcock222 in Mature 09/23/2014
4.42
246.3k
135
13
171
0

Shy Lady Poses for Nude Photos Pt. 02

Photographer sets up his virgin younger brother with her.

by KissedMany in First Time 10/27/2018
4.42
36.8k
29
5
46

Dilemma

Twenty years later he bumps into the school's "Ice Queen".

by taurents in Erotic Couplings 12/31/2003
4.42
57k
4
8
13
0

Brown Eyed Stallion

The day my virginity was taken by my Italian Stallion.

by blondiecakes99 in First Time 01/26/2017
4.41
38.2k
16
4
19
0

Student and Teacher Ch. 06

Damon introduces Brad to Iris, who shows him a good time.

by kathrynmburke in Erotic Couplings 11/07/2019
4.41
9.2k
8
2
9

Fun, Dirty Girl, Ch. 05

Younger neighbor shares secrets, wild side.

by Styxman in First Time 12/12/2006
4.41
86.6k
4
0
4

Trailer Trash Pt. 04

Merilee's daughter Cherry loses her cherry.

by slimpic11 in First Time 08/19/2017
4.41
25k
14
1
14

Taken... Her Pubes... and Virginity!

Paige submits...to become my fifth 'holiday harlot'.

by MrsJ in First Time 07/02/2016
4.41
53.5k
20
2
29
0

Taken... & Pleasured at Nudist Resort

The 3 girls receive much more than a tan whilst naked.

by MrsJ in First Time 06/11/2016
4.41
81k
28
2
55
0

Sarah's Diary - Entry 01-03

Diary of a girl's sexual awakenings with her brother.

by pandagirlsarahk in Incest/Taboo 04/12/2019
4.41
27k
40
7
55

Stocks

Lock them in stocks and they can't run away.

by Ashson in NonConsent/Reluctance 08/19/2017
4.4
53.7k
32
1
50
0

Doctor! Doctor!

A forbidden romance, Preethi loses her V card to Dr. Baker.

by Jujube23061 in First Time 07/06/2023
4.4
18.1k
5
0
7
0

Jayhawk Girl Alone in the Big City

Girl chooses stranger for her first real sex encounter.

by XXscribbler in First Time 01/09/2018
4.4
13.2k
7
4
8
0

A Wedding Night to Remember

Charlotte and Travis share their first night together.

by AspiringAuthor in First Time 06/07/2019
4.4
21.7k
16
1
25
0

A Hand in My Panties

A crossdressing bi virgin's 1st time.

by Ballen1111 in Transgender & Crossdressers 06/23/2019
4.4
35.5k
16
14
20

Casually Losing Virginity

The story of how I lost my virginity to another guy.

by BlueBallBoi in Gay Male 07/21/2016
4.4
35.2k
19
4
22
0

Donna

Thirty-five years later, Donna tells the tale.

by PlatypusJones in First Time 05/26/2016
4.4
23.6k
10
2
12
0

Mother, Daughter, a Boss's Yacht

Sailing on the boss's yacht leads to hot sexual adventures.

by KissedMany in Group Sex 03/24/2021
4.4
91.5k
110
14
220

Margaritaville

I'm wasting away in Margaritaville and my grandfather visits

by VampirTARA in Incest/Taboo 12/01/2017
4.4
43.1k
21
5
34
0

Aunt's Boy Toy Ch. 02

First Time - Virginity Lost.

by amorouslion in First Time 08/16/2017
0
39.7k
23
1
29

Amie Tempts her Teacher

Karate student turns the tables and loses her cherry.

by AaronLSubZero in First Time 03/17/2017
4.39
35.1k
23
3
31
0

The Proposition

Young woman makes a proposal to a man to pay for college.

by Lucky Mann in First Time 03/01/2017
4.39
40k
34
7
53

Diane a Gentleman's Valentine

Tame version of original first time story.

by KatlynTemplar in First Time 12/04/2016
4.39
12k
2
2
5
0

M.U.F.F. Pt. 04

An encounter between a high school girl and her teacher.

by OffNSFW in Novels and Novellas 08/21/2021
4.39
7.6k
5
1
8

Free Spirits

Lionel and Elise lose their virginities.

by Scorpius1945 in First Time 06/22/2016
4.38
22.7k
15
1
19
0

We Flower Pt. 01

Sally, a virgin, models for a website that deflowers 18 YO's.

by andyMassage in Exhibitionist & Voyeur 11/23/2019
4.38
18.2k
23
3
30

Extra Virgin

How losing his virginity was almost fatal.

by PlatonicCatapult in Erotic Couplings 03/26/2019
4.38
6.9k
4
4
5
0

Irish Men Love to Fuck

Two American girls get fucked by two Irish actors.

by amerks29hockey in First Time 11/15/2008
4.38
67k
15
6
17

Royal Elven Desires Ch. 01

Eilana goes through a life-altering change.

by FirstTimeSmutAuthor in Sci-Fi & Fantasy 05/17/2019
4.37
9.9k
7
1
17
0

A Night Along the River

An unexpected summertime encounter.

by Susscrofa in First Time 07/26/2016
4.37
36k
9
3
10
0

Tara's Training

A onetime inexperienced virgin finds her dominant side.

by cumlover10 in Fetish 07/25/2019
4.37
24.1k
31
1
47

Tim O'Brien - The Adventure Begins Ch. 01

18-year-old loses virginity to best friends' mother.

by 9inchTimOBrien in First Time 05/09/2018
4.36
59.9k
38
5
53

Reflections on Virginity

Remembering my first time.

by Mihral in First Time 09/20/2016
4.36
37.1k
7
4
9
0

Deidre Ch. 01

The Beginning: Deidre loses her cherry.

by Paris Waterman in First Time 09/21/2011
4.35
73.2k
20
2
29

Preparing Melissa Pt. 04

Mel and Kirsty enjoy a weekend away...WOW! What a weekend!

by MrsJ in Toys & Masturbation 11/19/2015
4.34
25.1k
9
2
9

Attic Clock

Old clock helps woman lose virginity a second time,

by O_J_Flintstone in Erotic Couplings 05/19/2002
4.34
56k
4
2
11
0

Graduation Trip

I arrived in Mexico a virgin, but left more than woman

by nancyisnaked in First Time 02/06/2003
4.34
149.3k
7
4
13

I Called Her Bluff

I was young, she was married, and she wanted me!

by gymratt24 in Erotic Couplings 09/04/2019
4.34
33.7k
25
4
32
0

Uncle Cole

Family Fun.

by Suburb in Incest/Taboo 04/21/2019
4.33
59.5k
24
0
30
0

First time in LA Pt. 01

Former college love visits, unexpected things happen.

by officeguy2xxx in Romance 08/21/2022
4.33
4k
4
2
7
0

Consenting Shoulders (Pt 5)

We have a Spin the Bottle party and all is revealed.

by StoreyRaita in Incest/Taboo 06/25/2023
4.33
4.7k
11
1
21

Introduction to Menstrual Sex

I learn to like sex with women on the rag.

by doctorwes in Fetish 07/12/2019
4.33
15.1k
12
6
21
0

Preparing Melissa Pt. 02

Melissa revisits Mrs J as she prepares to lose her virginity.

by MrsJ in First Time 11/14/2015
4.33
28.5k
8
3
9

Taken... on a 7 Nights, 8 Lays Cruise

The 3 girls accept an all-inclusive family-package 'holiday'.

by MrsJ in First Time 04/15/2016
4.32
59.6k
31
4
47
0

Alyah Ch. 01: First Time Camper

Alyah loses her virginity on a camping trip.

by Alyah in First Time 01/29/2022
4.31
55.2k
32
2
80

She used to be Innocent Ch. 01

She used to be innocent, but not after tonight.

by LiangMuCheng in NonConsent/Reluctance 07/23/2016
4.3
104.2k
84
6
129

Sweet Mating

Two forest deities come together sweetly for the first time.

by AmethystMare in NonHuman 07/16/2019
4.3
13.5k
12
1
27
0

The Deflowering of Rebecca

How Rebecca St. James lost her virginity.

by SkyBubble in Celebrities & Fan Fiction 12/15/2018
4.3
9k
9
3
15
0

Unlikely Angel

He finds his unlikely angel as the snow falls...

by AmethystMare in Gay Male 11/06/2017
4.3
10.7k
2
0
7
0

My Delayed Train!

Delayed train and a straight teen losing his anal virginity.

by Witton1967 in Gay Male 09/19/2018
4.3
30k
26
4
34
0

Raunchy, Romantic Escapades Ch. 01

Chrissie takes a shy boy's virginity.

by redheadhotness in Romance 08/10/2018
4.3
7.5k
9
1
10
0

Slave Pool

An Egyptian slave bathes and services the High Priestess.

by MaleThonger in Erotic Couplings 02/20/2010
4.29
46.7k
17
1
24
0

First Time is Never Like the Plan

My first time with who I thought was the man of my dreams.

by michie in First Time 06/05/2019
4.29
14.3k
5
8
12
0

The Cult

Aaron and Rachel get married.

by Fredsowner in First Time 11/05/2019
4.28
16.3k
8
0
9
0

My Friend Crystal

Virgin's friend wants to fuck ... in front of him.

by GrahamPersky in Exhibitionist & Voyeur 09/17/2019
4.28
15.5k
11
0
17
0

Taking Caroline

1885 - A Young Virgin Can't Outrun the Cowboys.

by tbear64 in NonConsent/Reluctance 11/10/2016
4.28
86.3k
61
1
82
0

Sex Lessons for Six Naked Schoolgirls Pt. 05

It's Time for a Check-Up to Again See What's 'Down There'!

by MrsJ in Incest/Taboo 02/11/2017
4.28
49.8k
39
3
43

Debutante

Fiona makes me her first.

by Yeatslover in Erotic Couplings 03/11/2024
4.28
2.8k
4
0
7
0

The Satyr's Kiss

Love between a satyr and his captive woman.

by lady_hawke56 in NonHuman 04/26/2007
4.28
39.8k
28
8
34
0

Terry Ch. 01: Losing Virginity

Losing my virginity to a mature foreign lady with piercings.

by Harvey_32 in First Time 12/25/2015
4.27
32.4k
24
2
35

Sex and the Office Ch. 09

Shula finally loses her virginity.

by sarahloveitt in First Time 09/21/2011
4.27
34.5k
2
0
6

First Time & Heat Rhymes Pt. 02

Her first time continues with Hans...

by AmethystMare in First Time 11/04/2017
4.27
8.1k
2
0
2

The Six Month Challenge

The true story of taking Sophie's virginity.

by jaykayen in First Time 02/09/2017
4.26
46.1k
17
11
21
0

A Special Good-bye

Neighbors find love among chaos.

by phoenixsr in First Time 03/22/2010
4.26
32.4k
1
1
2
0

Losing My Virginity at 20

She meets an older man online.

by Sensual4u22 in First Time 04/30/2003
4.26
117.7k
10
0
14
0

Day 01

A girl and her teacher.

by RabidMermaid in First Time 03/24/2019
4.26
24.3k
8
6
11
0

Lovely Linda

18 yr. old virgin and an older lady.

by TSpank61 in First Time 11/19/2016
4.26
67.8k
27
5
49

Educating the Concubine

A lady has her first time with hermaphrodite dinosaurs...

by AmethystMare in NonHuman 11/07/2017
4.25
17.1k
15
0
22
0

Unfinished Story - Angels and Demon

A start to a story; maybe you the reader can finish it?

by bomakerasdf in Sci-Fi & Fantasy 12/17/2016
4.25
5.7k
6
1
9
0

Draconic Lust

She sacrifices herself to a dragon to pop her cherry...

by AmethystMare in First Time 11/04/2018
4.25
53.7k
34
1
72
0

Virgin Mary

Nobody would have thought Mary was a virgin.

by SkyBubble in First Time 09/23/2023
4.25
12.5k
7
6
12
0

How I Lost My Virginity

The story of me losing my virginity to my brother's friend.

by alyssa2211 in First Time 05/12/2017
4.24
110.2k
54
9
73
0

The MILF that Took My Cherry

Nerdy young guy has his first sexual experience with a MILF.

by velcro_zipper in First Time 03/05/2019
4.23
51.6k
29
1
41
0

Lynn and Leif Forevermore Ch. 01

Lynn and Leif, an unlikely duo and explosive love affair.

by mich80new in Interracial Love 07/10/2013
4.23
62.6k
61
15
83

A First Time like No Other - Sonya Pt. 02

Anticipation - My thoughts cant stop returning to Sonya.

by Healwsteel in First Time 08/05/2021
4.21
7k
3
0
6

The Sweetest of Times

Young love and first times...

by AmethystMare in First Time 10/23/2017
4.21
23.6k
6
0
9
0

Massaged by a Man for the First Time Ch. 02

A follow up to my first massage with another man.

by Andy_1968 in Gay Male 03/18/2021
4.21
22.8k
15
16
21

Laughlin Ch. 01

Karen loses her virginity on a trip to Laughlin.

by JulieAnn42 in First Time 09/11/2018
4.21
25.3k
15
11
18
0

First Time & Heat Rhymes Pt. 01

Beth is desperate for her first time...

by AmethystMare in First Time 11/03/2017
4.21
19.8k
7
0
9

Madhurima Pt. 05

Madhu loses her virginity.

by HighKingsman in First Time 04/07/2017
4.2
23k
1
4
2

Nude Beach

A young virgin has a day in the sun.

by Kat900 in First Time 10/26/2016
4.2
67.8k
9
4
18
0

My Ex's Best Friend was My First

When one man ignores I turn to another to lose my virginity.

by redkissy in First Time 07/11/2018
4.19
36.2k
15
5
26
0

Clover Loses Her Virginity

I lose my virginity rather late!

by clovermoffatt in First Time 08/12/2016
4.19
22.2k
6
0
11
0

The Sex Story

His first time was on their weddiing night.

by Alice_Nestleton in First Time 02/08/2004
4.19
71.7k
6
1
8
0

So This is What I Am? Ch. 01

The story of a virgin and a promiscuous woman.

by Elkys in Fetish 08/07/2019
4.19
6.5k
9
7
14

The Vampirtara Chronicles Ch. 01: Losing My Virginity

I end up losing a bet, seeking relief & then giving Mercy

by VampirTARA in Incest/Taboo 06/20/2016
4.18
20.5k
32
3
44
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