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‘losing virginity’ stories

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Life Raft

It was supposed to be an easy tubing trip, but then...

by Michael_Butterfield in Erotic Couplings 06/23/2014
HW
4.84
460k
637
172
743
0

Save World Get Girl

She's ready for player two.

by MsCherylTerra in First Time 05/25/2021
HW
4.89
266.2k
329
93
544

Victoria

Losing my virginity (twice) to a TS MILF.

by mothman34 in Transgender & Crossdressers 08/31/2018
H
4.65
106.8k
236
16
324

Sisterly Love Ch. 01

Howie visits ister in NYC, begins sexual adventures.

by Grouchojim in Incest/Taboo 10/04/2017
H
4.51
109.4k
227
10
299

A Brother's Work is Never Done

I discover my sexuality with my two younger sisters.

by numbsain in Incest/Taboo 05/12/2011
4.46
308.8k
207
27
252
0

The Country Affair

A Regency romance of mistaken identity.

by sushi_taco in Romance 06/28/2010
H
4.79
113.3k
201
35
257
0

Popping Her Cherry

Father and daughter come together.

by CMK877181 in Incest/Taboo 12/21/2022
H
4.77
93k
160
21
340
0

New Girl

The football quarterback offers the new girl a ride home.

by ReginaFilangie in NonConsent/Reluctance 11/19/2016
4.07
148.1k
150
10
191

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
246k
135
13
171
0

Becoming Just Another Family Ch. 01

I lose my virginity to my brother.

by datura48 in Incest/Taboo 08/03/2019
4.04
91.6k
132
10
233

The Carnie and the Cheerleader

Innocent cheerleader gets her virginity taken at a carnival.

by melger in NonConsent/Reluctance 01/26/2017
4.1
132.2k
130
4
188
0

Sudden Change of Plans

A young couple fails spectacularly at the withdrawal method.

by shimm2 in First Time 08/07/2018
H
4.59
86.6k
129
8
213
0

Sex with my Aunt and Uncle

My Aunt and Uncle gave me a sex lesson.

by tonyl65 in Incest/Taboo 11/02/2018
H
4.66
99.2k
128
18
204
0

Losing It to Mom

Adam knows what he wants, and Mom finally gives it to him.

by kurrginatorX in Incest/Taboo 12/21/2019
H
4.52
100.1k
128
7
189
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
91k
110
14
220

I Really Can't Stay

What will people think, doll?

by MsCherylTerra in First Time 12/04/2020
H
4.8
83.2k
88
44
152
0

Succubus Summoning 103

The two succubi have fun taking Phil's virginity.

by manyeyedhydra in Erotic Horror 03/16/2008
H
4.68
218.1k
88
13
106

Deflowering the Babysitter

Secret Diary and Confessions of a Bisexual Babysitter.

by redjules in First Time 08/11/2015
H
4.56
115.1k
86
5
115
0

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
104k
84
6
128

How I was Coerced by Uncle Dan

Virgin Clover is tricked into fucking Uncle Dan.

by clover1 in NonConsent/Reluctance 04/18/2018
4.03
87.2k
78
3
126
0

Sex Lessons for Six Naked Schoolgirls Pt. 02

The Doctor meets some of the six schoolgirls again.

by MrsJ in Incest/Taboo 03/09/2016
4.45
73.2k
72
11
79

Mable's Breasts Pt. 04

Mable sweetly relieves James of his virginity.

by Jaymie_dee in Mature 10/04/2019
H
4.83
51.9k
71
25
81

Mothers and Daughters Ch. 01

Vera Starikovich.

by Bodington in Novels and Novellas 08/21/2011
4.43
99.8k
70
1
121

Under the Milky Way

Confessing love to a best friend is never straight forward.

by Thefireflies in First Time 03/21/2020
H
4.81
65.6k
70
14
133
0

Nellie and the Boy Next Door

We all have to start somewhere.

by MsCherylTerra in First Time 05/08/2020
H
4.68
121.2k
68
29
103

Runaway Pt. 03

Gentle romance, rough passion, and a surprising reunion.

by MsCherylTerra in First Time 03/19/2020
H
4.85
67k
65
28
87

My Wife Took His Virginity

On a RV trip, wife takes a young camper's virginity.

by R69runner in Loving Wives 09/04/2019
4.13
70.1k
65
9
93
0

Taking Caroline

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

by tbear64 in NonConsent/Reluctance 11/10/2016
4.27
86.2k
62
1
83
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
62.5k
61
15
83

Sylvia's Mom Pt. 06

Sheila keeps her word - The taking of Sylvia's Virginity.

by OG4U in Novels and Novellas 06/02/2017
H
4.65
42.7k
61
14
71

We were Both Used and Used Again

A naive night out ends in my being used by guy after guy.

by Cleevedreams in Gay Male 08/25/2019
4.34
48.5k
60
5
90
0

Brother, Can I Watch?

How I got my brother's virginity.

by SoNaughty in Incest/Taboo 07/05/2017
3.79
128.8k
59
24
79
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
110k
54
9
73
0

Creative Writing

I lose my virginity with my writing teacher.

by mattmatthews in First Time 02/03/2016
H
4.74
62.7k
53
11
79
0

Losing My Virginity to My Sexy Aunt

A horny 18 year old boy learns that his aunt is horny too.

by FuckerOfMilfs in Incest/Taboo 02/03/2015
3.81
116.6k
53
8
62
0

My Hitchhiking Adventure

A young hitchhiker experiences gay sex for the first time.

by joshprim in Gay Male 04/07/2019
H
4.72
68k
52
12
82
0

My Young Neighbor, the Stealth Hottie

A young woman down the block makes a mature decision.

by CarstenAT in First Time 04/09/2019
H
4.59
70.8k
52
0
77
0

Daddy Dom

His dad takes his adult son's virginity...

by AmethystMare in Incest/Taboo 04/25/2019
3.98
67.9k
51
3
77
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
66.6k
51
6
71
0

Forever and Always

Will his best friend take his virginity?

by MalevolentBard in Gay Male 12/10/2016
H
4.75
38.2k
50
23
72
0

Snow Storm and the Babysitter

An erotic story about a virgin babysitter and me on.

by Jafobuds in First Time 12/06/2016
4.02
109.2k
50
7
63
0

Feels Like the First Time

Simply Put... My First Time.

by melanieatplay in First Time 06/26/2016
H
4.71
70.6k
47
25
67

Turning 25

Nissa gets the birthday present of a lifetime.

by Perky_Goth_Chick in NonHuman 12/18/2001
H
4.67
95.5k
46
14
52
0

Bend Over Bitch

A rough breakup with a bad boyfriend.

by KenJames in NonConsent/Reluctance 05/14/2019
4
108.8k
46
2
68

A Night of Error

Experience of virgin Usha.

by kanyakumari007 in Anal 06/04/2019
4.11
62.3k
46
3
61

Training Tim Ch. 01: Handjob Heaven

A virgin young man undergoes sexual training.

by ualmech88 in Mature 10/25/2019
H
4.62
40.7k
45
4
83

Dog Park Seduction

Young dog walker losses her anal cherry.

by The Style Guy in Anal 04/17/2019
4.47
71.3k
45
6
56
0

The Candy Cane

Sharon teaches Kat who's the boss with anal strap-on.

by dionysian_dreams in Lesbian Sex 11/16/2010
4.16
79.5k
44
3
51
0

The Pact

Bound for college, two neighbors lose their virginity.

by partmyk in First Time 07/13/2018
H
4.55
45.1k
41
6
51
0

Journey in Love

A fit young dancer seeks fulfillment with a burly older man.

by bhart1 in Gay Male 07/18/2018
H
4.74
25.3k
41
11
64
0

The Garbage Prince Ch. 02

Part 2, becoming more comfortable in his own skin.

by JimBob44 in Novels and Novellas 02/17/2020
H
4.78
14.7k
40
21
45

New Neighbour Ch. 01

New neighbour takes spying young man under her wing.

by smithE101 in First Time 09/05/2009
H
4.55
136.7k
40
7
61

Keeping My Scholarships

I try to convince Professor Edwards to change my grade.

by SouthenDaisyBelle in First Time 02/18/2017
H
4.52
57.6k
40
1
53
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
26.9k
40
7
55

Lessons Ch. 01

I fuck my best friends brother.

by QuietLady1993 in First Time 02/01/2022
H
4.61
44.7k
39
6
58

Jane Tells Her Story

Her secret sex stories with her brother and others.

by MichaelPeterson in Incest/Taboo 04/25/2014
4.47
67.4k
39
3
52
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
49.7k
39
3
43

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
59.8k
38
5
52

Country Roads

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

by Giselle_Renarde in Lesbian Sex 03/28/2019
4.43
54.3k
38
6
49
0

Summer Camp

Being a camp counselor promises a summer of hot 18-year-old fun.

by LAHomedog in Erotic Couplings 04/26/2021
H
4.67
56k
38
4
106
0

Virgins No More

Two young people share the loss of their virginity.

by Joanmcarthy in First Time 07/14/2016
H
4.74
77.2k
37
12
55
0

Todd's First Time

Todd loses his virginity to his aunt's boyfriend.

by interpreter_x in Gay Male 11/17/2016
H
4.55
49.6k
37
10
53
0

Sister's Virginity

He lovingly takes his sister's virginity...

by AmethystMare in Incest/Taboo 04/16/2020
3.89
42.2k
36
0
64
0

Sylvia's Mom Pt. 11

Sylvia and Rebekah finally arrive.

by OG4U in Novels and Novellas 06/11/2017
H
4.68
25.5k
35
2
45

The Proposition

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

by Lucky Mann in First Time 03/01/2017
4.38
40k
34
7
52

Draconic Lust

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

by AmethystMare in First Time 11/04/2018
4.25
53.6k
34
1
72
0

Executive Decision

A young virgin is seduced and taken against her will.

by cgraven in NonConsent/Reluctance 11/17/2018
4.15
73.2k
33
2
66

Milked by Barbarians from the East Ch. 02

The Witch takes 2 teen boys' virginity.

by movieye in NonConsent/Reluctance 03/17/2017
H
4.5
49.7k
33
3
44

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

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

Alyah Ch. 01: First Time Camper

Alyah loses her virginity on a camping trip.

by Alyah in First Time 01/29/2022
4.31
55.1k
32
2
81

Four Virgins

Brother exposed with sister's friends.

by yellowjacket66 in Exhibitionist & Voyeur 11/24/2023
H
4.53
15k
31
4
63
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

New World, New Woman

Post war survival leads to first love.

by lilmisstrange69 in Transgender & Crossdressers 01/18/2015
H
4.65
47.8k
31
20
44
0

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
59.5k
31
4
47
0

Domestic Wife Ch. 03

Dominant husband takes his wife's virginity.

by pinkcandy99 in BDSM 07/10/2018
H
4.58
74.3k
31
5
55

Do-Gooder Wife - Brother and Sister

Social worker wife helps brother and sister lose virginity.

by VincentGough in Loving Wives 12/13/2017
3.85
37.4k
31
4
44
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
36.7k
30
5
47

The Slumber Party Ch. 04

Grant is smitten with the succulent virgin Angela.

by kathrynmburke in First Time 12/22/2018
H
4.55
33.2k
29
4
37

Schoolgirls Pt. 01: Lara

On the day she turned eighteen.

by 1r1shman101 in First Time 10/26/2018
4.48
35k
29
5
40

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
51.4k
29
1
41
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
80.9k
28
2
55
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

Porn Star's Daughter Ch. 08

Is it a dream come true?

by drscar in Lesbian Sex 02/24/2021
H
4.53
18.6k
28
2
33

Lovely Linda

18 yr. old virgin and an older lady.

by TSpank61 in First Time 11/19/2016
4.26
67.7k
27
5
48

Your Gorgeous Former Teacher

she offers you more than just shelter during the storm.

by alexandrakixx in Audio 11/30/2022
4.46
23.5k
27
6
56
0

So Much Trouble Ch. 03

"Be a good girl and get fucked."

by DeathAndTaxes in First Time 06/26/2020
H
4.72
29.3k
26
6
31

Sangitta Ch. 01

Asian female student loses her virginity.

by robin35 in Lesbian Sex 12/10/2014
3.79
37.3k
26
0
30

A Mother's Love Pt. 04

Shower, sex and a shocking discovery for Penelope.

by Asperger27 in Mature 05/07/2020
4.15
28.8k
26
10
42

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

The Girl Next Door

A young woman gives her virginity to her next-door neighbor.

by SkyBubble in First Time 10/10/2021
4.17
56.2k
26
12
45
0

Virgin Sissy Sex Drive

Sissy virgin's on-the-road, romantic defloration.

by comegently in Transgender & Crossdressers 02/07/2017
4.44
43.9k
26
4
39
0

Losing my Virginity!

That about says it all!

by rodneysteele41 in Gay Male 06/22/2017
H
4.66
48.9k
26
11
31
0

Prima Nocte

Widow neighbor take neighbor boy on a date; discovers he is a virgin.

by Pelwrath in First Time 01/11/2017
H
4.59
65.1k
26
22
34

Losing it at Schoolies

Emma loses her virginity at Schoolies.

by Joanmcarthy in First Time 03/17/2017
4.43
41.1k
25
6
29
0

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
30
0

How I Became Emperor

Pre-amble + Losing Virginity.

by DraconicAngel in Sci-Fi & Fantasy 07/27/2021
H
4.63
13.1k
24
4
47

Uncle Cole

Family Fun.

by Suburb in Incest/Taboo 04/21/2019
4.33
59.4k
24
0
30
0

Marianna and the Pirate

Marianna loses her virginity to a handsome pirate.

by BewitchingRose in First Time 03/16/2018
4.46
34.4k
24
1
48

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
32.3k
24
2
34
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