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‘his first time’ stories

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Surprise Encounter

Girl is surprised he is a virgin.

by Ladyhespa in First Time 07/09/2010
4.46
57k
4
3
6

The Love of Leander Ch. 06

The story of a group of 18 years olds in their last term.

by RobMontague in Gay Male 07/31/2008
H
4.77
29.9k
4
4
5

Valuable Commodities

Well, sometimes you just get lucky! Don't fight it.

by Sailor1 in First Time 02/21/2006
H
4.74
67.4k
4
6
9
0

Being Caught Isn't So Bad

Young man's surprising adventure in voyeurism.

by night41 in Exhibitionist & Voyeur 09/08/2006
4.12
59k
4
1
9
0

Oy Vey!

First time mutual masturbation for two virgins.

by LoverNumber1 in First Time 07/21/2007
4.38
103.6k
4
12
10
0

A Gentle Awakening Ch. 02

They consummate the relationship.

by julia so sweet in First Time 11/07/2007
4.19
60.6k
4
4
4

We Lose Our Virginity

They lose their virginities together by the river.

by Andrew Eldritch in First Time 03/11/2008
3.52
75.7k
4
0
5
0

Sexual History of a Man Pt. 01

First sexual experience of two virgins.

by oldlover40 in First Time 11/28/2009
4.26
41.7k
4
3
6

Entwined

I became his first time on a long winter night.

by KineticDelta in Erotic Couplings 02/11/2023
H
4.82
6.3k
4
0
15

My First Time, at Work

Michael loses his virginity at work.

by mlross15 in First Time 10/29/2010
0
38.8k
4
1
6
0

Panama Ch. 01: The First Stop

A young sailor and a jaded whore find a night of happiness.

by mikey2much in First Time 06/12/2007
4.44
37.6k
4
3
7

Commiting Sins

Christian guy decides to commit the best sin ever.

by KinkyKar18 in First Time 10/18/2007
3.98
30.5k
3
0
3
0

Best Sex Ever

Sex at the beach with a stranger.

by blackjack17 in Erotic Couplings 06/09/2016
2.87
29.5k
3
2
9
0

Words I Shall Never Forget

Encounter with a stay at home mom.

by JimAfflictioN in First Time 04/12/2008
3.51
137.9k
3
8
6
0

Duet

19-year-old man learns a love song.

by Hornsup in First Time 03/18/2006
4.25
36.5k
3
2
4
0

Big Easy Lessons Ch. 03

18-year-old Joe is taken by 46-year-old MILF Lisa.

by aspiringDOM in First Time 01/15/2011
4.18
58.9k
3
3
5

His Debut

His initiation, as told to my shrink.

by estragon in Gay Male 07/17/2012
3.54
23.2k
3
3
4
0

Six Month Anniversary Present

Six months of happiness leads to a memorable night

by tigresa in First Time 02/16/2007
3.94
30k
3
5
4
0

A Touch of Gentleness

A call girl visit.

by whatidreamt in Erotic Couplings 04/10/2009
4.4
27.3k
3
3
9
0

Weekend Antics

A young man and woman have an enjoyable weekend alone.

by storywriter123 in First Time 02/13/2014
3.89
38.9k
3
3
6
0

Anticipation Ch. 02

Fresh and New. Two virgins spark.

by 5thRing in First Time 07/07/2017
3.56
14.9k
3
0
6

David Takes What He Wants Ch. 03

Two dams break, the release “glorious.”

by Victoria14xs in Fetish 08/26/2023
H
4.79
3k
3
12
3

First Timers Sara and Billy

High school crush comes to fruition in college pool.

by Mistrisa in First Time 09/19/2010
3.79
54.1k
3
1
4
0

To Thine Own Self Be True

One guy's struggle with first encounter.

by Boize in Gay Male 08/22/2008
4.17
25.8k
3
4
3
0

Stumbled Upon

How a surprise encounter lead to Jamie losing his virginity.

by sexharvester in First Time 05/13/2011
3.82
36.3k
3
1
4
0

Pam's First Virgin

Pam breaks in her first guy.

by jallen944 in First Time 06/17/2006
4.1
100.8k
3
3
5
0

Just Perfect Anna, My First Time

Unexpexted first time with a young beauty.

by Paddy40 in First Time 10/08/2008
3.53
95k
3
2
5
0

My Girl-Ronnie

My first time.

by NickyFaulkes in First Time 02/03/2009
4.14
32.1k
3
1
4
0

Love On The Hill

He has a favorite pair of jeans locked up, unwashed!

by romeoindian in First Time 11/20/2012
3.72
16.5k
3
0
4
0

Good Boy Ch. 02

She takes him...

by Maddiegirl in First Time 05/01/2013
4.14
44.8k
3
3
4

Heartbeat

Young lovers discover the joy of sex.

by bassbelly in First Time 05/22/2009
3.84
57.2k
3
3
5
0

Nynke Ch. 05

Brother got properly laid at his 18th birthday.

by dutchpantyraider in First Time 06/13/2008
4.26
39.8k
3
0
5

Big Easy Lessons Ch. 02

18-year-old Joe is taken by 46-year-old MILF Lisa.

by aspiringDOM in First Time 01/14/2011
4.09
61.5k
3
3
5

Cliffhanger

The Earth moves as Barry enjoys his first slice of Heaven.

by sirhugs in First Time 04/11/2006
4.03
53.7k
3
10
8
0

My First Time

Couple loese their virginities together.

by harryr4u in First Time 08/29/2008
3.16
45.1k
3
1
6
0

Linda's Half Term Holiday Ch. 02

The likely lads' fantasy comes true.

by uklil in First Time 07/25/2007
H
4.67
40.7k
2
1
3

Virgin, 2001

A college guy is in love with a popular girl.

by Manny_Kanblo in First Time 08/15/2009
2.85
38.5k
2
1
3
0

Hypothesis Testing

A first date goes very well for the sake of science.

by staydursty in First Time 01/05/2021
4.05
8.6k
2
1
4
0

A Virgin's Tale

He loses his virginity to experienced hands.

by monaangel in First Time 01/28/2008
3.4
40.7k
2
1
6
0

Just one of those ‘things’ 02

Young black massage therapist awaits the second appointment.

by DawnR in Erotic Couplings 04/07/2023
H
4.79
3.5k
2
1
4

First Kiss

Indian man recounts his sexual experiences.

by prabh0612 in First Time 10/26/2011
2.52
21.5k
2
1
3
0

Summer Ends with a Bang Ch. 01

Leslie gives college guy a going-away present.

by SexySoxFan in First Time 09/16/2008
3.93
30.9k
2
0
3
0

First Chapter!

How I lost my virginity.

by cugarluvr in First Time 11/03/2011
4.16
44.1k
2
2
3
0

An Unforgettable First

A first time between young lovers.

by bitten_baby013 in First Time 11/11/2008
3.99
38.8k
2
4
3
0

My First Love

A girl de-virginizes her boyfriend.

by luvit84 in First Time 01/23/2009
4.04
39.7k
2
7
6
0

Losing It

Daryl feels the pressure of virginity at 18.

by Storiest in First Time 10/10/2012
3.19
44.2k
2
2
5
0

Losing My Virginity

His first sexual experience.

by joeking2u in First Time 08/03/2007
4.29
86.4k
2
9
5
0

Swing Time Ch. 02

Two virgins lose it.

by l8bloom in First Time 12/08/2007
4.2
58k
2
5
2

No Secrets Pt. 04

Trevor passes his test.

by TheUnderWriter in First Time 05/10/2021
H
4.64
10k
2
0
4

Joe & Friends_1_Cancerfree For 62 Mo.

Two share each other's virginity.

by Geeky_lover in First Time 04/21/2008
3.6
19.7k
2
1
3
0

The Hook Up

Josh finally gets what he wants.

by undersireable1 in First Time 12/26/2011
3.76
25.2k
2
4
3
0

First Time

A young couple declare their love for each other

by the_new_guy_234 in First Time 01/03/2009
4.16
29.5k
2
2
3
0

Confirmation

Naive Tommy interviews.

by aknorthern in First Time 04/25/2007
3.88
32.8k
2
2
5
0

Lili Marlene

How Yoga pays off.

by brknborn in First Time 03/14/2009
3.57
36.8k
2
0
5
0

Our Last Party

Everyone was young once!

by YDB95 in Erotic Couplings 08/21/2017
H
4.56
19.6k
2
1
7
0

First Time Stud

Study hard, then get a pussy reward.

by R. Richard in First Time 12/07/2004
3.91
125.6k
2
0
6
0

My First and Last Love

Tragic love story about a man's first time and loss.

by Talonsheartwish in First Time 08/19/2011
3.39
17.9k
2
8
4
0

First Time For Everything

Some firsts I've experienced.

by dirtyjoe69 in First Time 07/17/2006
3.6
73.5k
2
2
4
0

Black Women Still Love Black Men

Black female wrestler seduces virgin black athlete.

by Samuelx in First Time 11/01/2008
2.88
34.4k
2
3
3
0

I Hate Christmas

A disgruntled Santa Claus tells all & learns about Christmas.

by Decayed Angel in First Time 11/24/2006
4
33k
2
1
6
0

Deflowered

She deflowers her attractive friend.

by TrillianSorbet in First Time 12/26/2008
3.82
66.7k
2
0
5
0

My First

Young couple attend a dude ranch.

by Ashson in First Time 12/24/2012
4.21
52.8k
2
2
10
0

Boy Sells Soul to Lose Cherry

Boy will do anything to get his first piece of ass.

by Bakeboss in Humor & Satire 04/11/2009
3.71
22k
1
1
3
0

Rough Velvet: Alternative

Frustrations of a gay virgin man after hours.

by Purple_Raven in Gay Male 10/07/2013
4.12
23k
1
2
1
0

First Time Lucky

He learns about sex from an expert.

by bibimaybe in Audio 07/07/2009
4.45
83.7k
1
4
5
0

Impassioned

He discovers passion as he loses his virginity.

by ShyOKBoy in First Time 09/23/2005
4.31
76.2k
1
5
1

Kerry

His first time was not expected.

by ThomasMagica in First Time 05/18/2008
4.03
54.5k
1
3
3
0

Deliverance

No men were made to squeal during production of this story.

by Der_Tode_des_Morgens in First Time 07/24/2006
3.89
30.5k
1
3
1
0

Costumes, Drinks, and My Foreskin

Close friend takes his virginity at a party.

by TakeEight in First Time 06/16/2007
3.99
71.2k
1
5
5
0

Sexual Awakening of Daniel

A shy young woman leads Daniel into sex.

by Egmont Grigor in First Time 03/08/2009
3.78
36.7k
1
1
3
0

Take My Advice

Young man seeks advise on losing his virginity.

by Ashson in Humor & Satire 02/17/2013
4.23
16.2k
1
1
5
0

After Two Years

Couple finally break the cherry.

by 101boy in First Time 02/01/2008
3.1
34.5k
1
0
1
0

Annie

Have you ever had a dream?

by artiepuy in First Time 02/23/2010
4.29
30.3k
1
4
3
0

Virgin Departure

Seduced, but not really abandoned.

by R. Richard in First Time 10/26/2003
4.14
58.3k
1
0
3
0

Lost Virginity

Class reunion unites him with his first love.

by AGreyFoxxx in First Time 05/30/2008
4.22
62.5k
1
3
5

Miyudahi

Tender story of the first woman I ever fell for.

by stevuke in First Time 01/02/2011
3.67
18.7k
1
2
2
0

Al Gets Lucky

Man stumbles through his first time.

by I-WISH in First Time 04/07/2006
4.36
22.3k
1
4
1
0

Empowered Ch. 02

The party night is eventful.

by failedlove in First Time 07/23/2012
3.68
23.8k
1
3
2

The Big Day

Online lovers meet for his First Time.

by DreamFinder in First Time 08/14/2007
4.23
19.7k
1
1
2
0

Only a Half Hour

Two young men enjoy a three way with a hooker.

by Sean Renaud in Group Sex 08/04/2009
3.02
35.2k
1
2
3
0

The Graduate

The new tutor taught him more than schooling.

by Bakeboss in First Time 06/17/2010
3.41
39.5k
1
3
1
0

Sexual Beginnings Ch. 03

Sabrina and Sam have new adventures.

by allen1960 in Mature 04/24/2008
H
4.53
21.9k
1
2
2

My First Romance

It's about the erotic experiences of a shy inexperienced man.

by sydneycartonlives in First Time 04/03/2012
3.83
22.8k
1
6
2
0

College Fun: Alexis

Some fun in Decatur, and a surprise confession!

by Arraiga in First Time 09/27/2012
3.96
22.9k
1
0
1

Deja Vu

Tom relives losing his virginity - twice over.

by Pussyrider in Erotic Couplings 11/30/2007
4.45
21.1k
0
2
1
0

I Still Wonder

How he was turned from a man to a boy.

by openeyeddream in First Time 06/30/2009
3.57
48.1k
0
2
3
0

The Beginning Ch. 01

One guy's sexual beginnings.

by VinsanityOrElse in First Time 01/15/2010
4.19
19.6k
0
1
1
0

After Dinner

Part two of 'Wooded Wonderland'.

by missdee1967 in Erotic Couplings 04/28/2006
4.4
10.8k
0
1
00

In the Moonlight

His shares his first time with Jen.

by Freddy50 in First Time 10/25/2007
3.88
40.6k
00
1
0

Passion-Soaked Summer Night

A girl and her boyfriend engage in their first time.

by AoiSakura in First Time 09/03/2009
3.3
34.4k
0
1
00

Something Lost

It should have been a gift, but it left him troubled.

by MSTarot in Audio 02/26/2014
3.83
30k
0
3
00

Paradise Found and Lost

The first time is always important.

by Blubik in First Time 02/13/2008
3.53
24.2k
0
2
00

How I Didn’t Lose My Virginity

How a friend tried to help me get laid for the first time.

by Nospar in Humor & Satire 04/10/2024
3.29
1.8k
00
5
0

Alexandra Ch. 03

Will making love bring them closer?

by Declanst in Romance 03/26/2006
3.94
11.1k
0
1
0

Jamie's Tail Pt. 01

Young man falls in love.

by JackieH2 in First Time 03/01/2009
0
24.1k
0
7
00
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