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‘his first time’ stories

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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 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

Me and Blaise on a School Bus

It is hot with me & her & her sister in the front row.

by Micheal82 in First Time 11/25/2008
3.91
147.1k
24
0
31
0

Freshmen Year of College

Losing my virginity to my first college girlfriend.

by BobMarooga in First Time 04/13/2024
3.9
14.6k
6
1
13

Convenience Store Encounter

Joe's luck is about to change while shopping.

by StoneyHill in First Time 08/21/2010
3.9
66.3k
5
3
8
0

A Gentle Awakening

18-year-old guy's first time is with an older woman.

by julia so sweet in First Time 11/03/2007
3.89
139.5k
11
7
14

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

Aunt Em Ch. 01

How my aunt and I lost our virginity together.

by Falling4U in First Time 01/23/2012
3.89
112.1k
24
8
31

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

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

Studying with Sarah

A study session turns into something a little more.

by Jimmy45 in First Time 08/24/2007
3.88
69.7k
10
0
11
0

Confirmation

Naive Tommy interviews.

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

Trip to Village

Trip to village become new experience for a young man.

by mpsaab in First Time 05/23/2008
3.88
128.1k
39
23
47
0

Windy View Introduction

18-year-olds explore their sexuality.

by Tender86 in First Time 04/05/2007
3.86
126k
9
4
9
0

Jessica

Aunt introduces me to Jessica.

by historycup in First Time 10/15/2012
3.86
61.5k
12
1
15

Karen's First Time

A shy virgin is aroused by a voyeuristic experience.

by tony090909 in First Time 10/07/2013
3.86
83.1k
11
2
19
0

Starting Out

Strapping hung young man begins a hedonistic lifestyle.

by sportsman_sammy in First Time 10/26/2006
3.86
102.3k
11
4
23
0

Their First Toys Ch. 06

They find him! A virgin! But he won't be after this day!

by leBonhomme in First Time 05/15/2013
3.86
22.5k
5
0
6

Jared Ch. 01

Jared meets a man from the Internet how will it end?

by andrew1990 in Gay Male 09/13/2013
3.85
33.4k
11
2
14

Teacher's Aid

How I lost my virginity.

by Pissfan1234 in First Time 11/10/2019
3.85
43.9k
12
2
23
0

The Box

His first time.

by lsa3 in First Time 08/24/2012
0
61.7k
13
2
18
0

Heartbeat

Young lovers discover the joy of sex.

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

Joyce

Coming of Age.

by Markdown72 in Incest/Taboo 11/25/2012
3.84
65k
5
1
9

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

Miss Muriel

MILF tutors collegian.

by theoutcast in First Time 07/17/2017
3.83
36.6k
13
0
23
0

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

Deflowered

She deflowers her attractive friend.

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

The Field Trip

The field trip gets interesting for Sheli and Mr. Timson

by nancyallen in First Time 12/11/2009
3.82
51.7k
8
4
12
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

Finding Love at Midnight

Two lonely teens find each other and more at midnight.

by chris_2010 in First Time 10/18/2010
3.81
49.7k
10
5
12
0

Liz Ch. 01

A beautiful widow meets her late husband's son.

by Hot_Vanessa in Mature 12/04/2010
3.81
60.7k
21
14
28
0

College Chancellor and Male Virgin

University visit leads to virgin guy's one-night-stand.

by stoneypoint in First Time 10/28/2006
3.81
53.4k
9
2
14
0

Rent is Due

A college freshman deals with a very exacting landlord.

by TwoWorldsTX in First Time 03/19/2013
3.81
88.5k
4
2
15
0

Poker was the Start

Strip poker was the spark for virgins.

by Bigchicklover in First Time 02/08/2010
3.8
133.9k
8
5
16
0

Sexual Awakening of Daniel

A shy young woman leads Daniel into sex.

by Egmont Grigor in First Time 03/08/2009
3.79
36.8k
1
1
4
0

First Timers Sara and Billy

High school crush comes to fruition in college pool.

by Mistrisa in First Time 09/19/2010
3.79
54.2k
3
1
4
0

Lost Virginity

How I lost my virginity.

by ratfink802 in Incest/Taboo 03/23/2021
3.77
50.1k
26
3
44
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

Mother of My Best Friend

Story of seduction by a mature lady.

by kinkydreams667 in First Time 12/19/2011
3.76
281.4k
45
12
67

In the Basement with My Sister

Older sister take in charge her brother's virginity.

by alone4years in Incest/Taboo 05/09/2007
3.76
525.4k
60
24
94
0

Inch By Inch

Soldiers capture a young female warrior.

by BrendanX in NonConsent/Reluctance 11/11/2006
3.75
115.5k
20
3
36
0

The Male Virgin

Experienced female meets naïve collegian.

by theoutcast in First Time 05/05/2018
3.74
42.5k
15
1
21
0

Boy Turns into a Man

Guy loses his virginity to his mom.

by football_stud in Incest/Taboo 03/24/2007
3.74
233.5k
31
3
43
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

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

The Unexpected Loss of Virginity

My girlfriend and the weird girl from class help me out.

by frankland in First Time 03/20/2016
3.71
51k
16
6
25
0

Kiss, Lick, Suck, Fuck

An account of my first intercourse experience - embellished.

by bubbatxman in First Time 04/01/2012
3.69
96k
5
5
6
0

Empowered Ch. 02

The party night is eventful.

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

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

Seduced by Innocence

A psychopathic woman seduces a virgin and brags about it.

by Mardell in Mature 12/25/2013
3.66
57.4k
28
4
39
0

A Cousin Ch. 01

Durnk cousin takes his virginity.

by making_upper26 in Incest/Taboo 12/14/2007
3.66
161.2k
52
12
64
0

Eric the Geek

18-year-old nerd has sex for the first time.

by Nice_Guy_Done_Last in First Time 06/05/2006
3.63
149.1k
26
6
33
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

Our Wedding Night

They are so glad they waited.

by Bakeboss in First Time 05/03/2010
3.6
83.3k
5
1
7
0

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

A Big Man Finds Love

Tomboy falls in love with Big Guy.

by Samuelx in First Time 08/05/2006
3.6
196k
18
4
28
0

The Perfect Prefect

First time encounter for two 18 year old boarding scholars.

by danielblue in Gay Male 06/03/2003
3.6
100.3k
10
0
14
0

Seduced in Style

Pair of Stylists seduce a virgin male.

by justavirginme in First Time 06/02/2012
3.57
31.8k
6
2
7
0

Lili Marlene

How Yoga pays off.

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

Lost My Virginity To My Sister

Mutual sacrifice of our virginity.

by vikraman in Incest/Taboo 05/12/2008
3.57
158.6k
18
5
28
0

Big Virgins

Big man loses virginity to large & sexy girlfriend.

by Samuelx in First Time 09/26/2006
3.56
65.4k
5
0
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

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

Just Perfect Anna, My First Time

Unexpexted first time with a young beauty.

by Paddy40 in First Time 10/08/2008
3.53
95.1k
4
2
6
0

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

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

The American Kiss

Teenage boy lusts after live-in Latina beauty.

by sterlingdaydream in First Time 12/02/2010
3.52
50.3k
7
3
12
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

Summer Vacation

Since we turned 18, we decided to lose our virginity.

by barkirk in Erotic Couplings 01/02/2010
3.49
36.8k
13
5
19
0

A Brief Exchange

Best friends give their virginity.

by NobodyWorthKnowing in First Time 02/23/2012
3.43
87.6k
9
3
14
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

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

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
5
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

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

Professor Lumpkin

College teacher takes advantage of a bright student.

by stoneypoint in First Time 08/23/2006
3.23
122.9k
10
0
18
0

True Love

Brian loves the girl of his dreams- his best friend.

by toast37 in First Time 03/18/2010
3.2
71.4k
10
36
11
0

Losing It

Daryl feels the pressure of virginity at 18.

by Storiest in First Time 10/10/2012
3.19
44.3k
2
2
5
0

Abbey's One Night Stand

Abbey has a one-night-stand with her college study partner.

by pregnantlover in First Time 09/19/2006
0
149.9k
25
0
40
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

After Two Years

Couple finally break the cherry.

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

Empowered Ch. 01

A story of three friends.

by failedlove in First Time 06/08/2012
3.1
36.6k
4
2
6

18

Two young 18-year-olds discover the battle of the sexes.

by greystardust in First Time 01/11/2010
3.03
133.5k
49
5
51
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

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

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

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

A Couple's First Time

18-year-old loses virginity to his girlfriend.

by XX_vampirekindred_XX in First Time 11/14/2006
2.7
133.1k
11
7
12
0

First Kiss

Indian man recounts his sexual experiences.

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

The Railroader and the Bank Teller

A young railroad man has a mad crush on a bank teller!

by SXDispatcher in Loving Wives 02/17/2020
0
19.4k
22
18
29
0

Friendly Massage

Two 18-year-olds' first time.

by marklz1021 in First Time 08/19/2007
0
129k
16
8
19
0

Friends 2 Lovers

Two best friends take each other's virginity.

by dstebbins in First Time 05/15/2007
0
89.7k
11
4
18
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

Tokyo Health Spa

Virgin guy seeks relief at a sketch massage parlor.

by TrueMouse in First Time 09/25/2006
0
65.4k
16
5
22
0
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