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‘his first time’ stories

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The American Kiss

Teenage boy lusts after live-in Latina beauty.

by sterlingdaydream in First Time 12/02/2010
3.52
50.2k
7
3
12
0

The Ledge Rocks

18 year-old homo-hetero virgins finally get it.

by lionel_collins in Gay Male 02/12/2007
4.4
50.2k
10
2
14
0

Lost Virginity

How I lost my virginity.

by ratfink802 in Incest/Taboo 03/23/2021
3.77
49.9k
26
3
44
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

The Virgins

Two college freshman find each other.

by tommcgee in First Time 07/26/2008
4.25
49.3k
8
2
14
0

I Still Wonder

How he was turned from a man to a boy.

by openeyeddream in First Time 06/30/2009
3.57
48k
0
2
3
0

An Unlikely Couple

Former H.S. Jock is taught the ropes.

by theunknown2000 in First Time 04/24/2009
4.34
47.5k
9
6
17
0

Fun at a Pioneer Camp

The first time can be the best in the whole life.

by russianguy30 in Group Sex 08/03/2011
4.3
47.1k
4
2
7
0

Alice Ch. 05

Alice begins teaching Charlie.

by yesterdays in Incest/Taboo 12/19/2013
4.49
46.8k
20
1
29

From Virgin to Stud, My Evolution

Tom is seduced by older woman, continues his education.

by NerdySex in First Time 04/13/2018
4.32
46.7k
40
0
67
0

New Kid on the Block Ch. 01

Jason's new school; an introduction of characters.

by phyrecat27 in First Time 05/12/2007
4.2
46.6k
7
4
12

First Time was Awesome

Their first time for sex was excellent.

by zipper694u in First Time 02/10/2009
4.17
46.4k
7
1
10
0

The New Guy

Ansel meets the girl of his dreams in a new town.

by epiphany65 in First Time 01/23/2009
H
4.65
46.2k
22
0
28
0

Egyptian Massage

Student participates in an ancient rite.

by Bosq in Toys & Masturbation 05/10/2007
4.34
45.9k
11
6
13
0

When the Levee Breaks

The story of my husband and his first threesome.

by StackedAction in First Time 05/26/2017
4.36
45.3k
14
6
23
0

The Drive Home

Young couple fight their desire to go all the way.

by Urguycliff in First Time 10/27/2007
4.01
45.1k
6
3
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

Afternoon Lessons

Meredith deflowers her next-door neighbor.

by Charles900 in First Time 12/31/2022
H
4.59
45.1k
34
8
59
0

A Sixties Story

A shy young man finds a sexual solemate.

by Norfolkboy in First Time 01/02/2009
4.47
45.1k
7
4
8
0

Good Boy Ch. 02

She takes him...

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

Taming the Tsarevich Ch. 01-02

A whipping boy returns years later to tame his former master.

by Nameless_Rose in Gay Male 07/14/2009
H
4.73
44.8k
35
13
43
0

Ms. Puckett's: Emily

Send me your boy, I'll send you back a man.

by Collectable in Mature 09/04/2009
4.41
44.6k
8
2
11

My First Time

Naive college guy learns important things at school.

by Aussie_Ton in First Time 07/19/2008
4.18
44.5k
6
1
8
0

Summer of my Dreams

A young man learns of lust and love.

by Bakeboss in First Time 08/25/2011
4.1
44.5k
6
4
10
0

The Theater Student

Young man is seduced by an eccentric girl next door.

by CAP811 in Humor & Satire 03/17/2007
H
4.58
44.2k
18
3
21
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

A Stroll in the Woods Ch. 02

Glenn discovers new sensations.

by martin_x59 in Gay Male 07/02/2011
H
4.52
44.2k
22
4
28

First Chapter!

How I lost my virginity.

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

Teacher's Aid

How I lost my virginity.

by Pissfan1234 in First Time 11/10/2019
3.86
43.8k
11
2
22
0

Yolanda goes to Jiffy Lube

After fixing her car, she takes his virginity.

by kholoblicin in First Time 01/29/2014
H
4.5
43.2k
15
3
21
0

Learning to Love Ch. 01

Three guys become men with the help of Anne.

by bigk1w1 in First Time 05/02/2008
4.12
42.8k
5
1
6

My Corvette Summer

He grows into a man while on a great adventure.

by woodmanone in Romance 07/08/2009
H
4.64
42.6k
18
15
22
0

A Fond Farewell

Young man's first time with a beautiful colleague.

by free1radical in First Time 07/15/2016
4.37
42.5k
14
3
23
0

The Male Virgin

Experienced female meets naïve collegian.

by theoutcast in First Time 05/05/2018
3.74
42.4k
15
1
21
0

Losing My V: A Bisexual Awakening

A story of how I lost my virginity in a bisexual threesome.

by RichRR in Group Sex 09/25/2021
H
4.77
42.3k
50
8
86
0

Tyler, My Brother, and Me Ch. 04

I resign myself to losing my virginity to Tyler.

by datura48 in Gay Male 05/03/2018
H
4.61
42.3k
58
5
74

Jeffrey's First Time

An afternoon with a hooker becomes a lesson in life.

by Anschul in First Time 03/02/2008
4.42
42.2k
8
7
11
0

My Sexual Awakening

A college couple's slow discovery of sex.

by jr0berts in First Time 02/07/2014
4.13
42.2k
5
1
12
0

Lisa’s Summer Vacation Ch. 02

Lisa's second assignment.

by Reefkeeper in First Time 07/15/2009
H
4.62
42.1k
6
5
12

Tom Gets Lucky

Virgin gets seduced by older woman.

by DurtyWriter in First Time 03/11/2019
4.2
41.9k
24
0
31
0

Here's to you Mrs. Robinson Pt. 01

My Mother's Friend.

by BenLong in First Time 10/16/2021
H
4.61
41.8k
40
9
71

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

Slave to My Virginity

Young lad learns just how far he'll go to get laid.

by Bakeboss in First Time 11/11/2010
4.01
41.7k
5
0
5
0

Mrs. Anderson and the Boy Next Door Ch. 04

Lola helps Kate with a sexual favor. Kate makes a confession.

by DeliciousD45 in First Time 12/15/2017
H
4.61
41.4k
40
6
54

Annie's Gift

Annie keeps her Christmas promise to Greg.

by Chiara23 in First Time 07/19/2011
4.49
41.2k
17
6
23
0

The Menu

Jeremy's sexuality is awakened.

by Bad2Bone in First Time 05/26/2013
4.21
40.8k
8
0
12

Caren with a C

Tommy loses his virginity in the summer of 84.

by Obiaha in First Time 09/08/2017
H
4.63
40.7k
25
17
30
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
5
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

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

Jo, A Very Special Love

Lovers find each other.

by JH-1 in First Time 11/02/2006
H
4.66
39.8k
16
11
24
0

Nynke Ch. 05

Brother got properly laid at his 18th birthday.

by dutchpantyraider in First Time 06/13/2008
4.26
39.7k
3
0
5

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

A Secret Life Ch. 05

An end to the secrets.

by ingarlm in Gay Male 11/17/2008
H
4.81
39.6k
23
10
26

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

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

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 Time, at Work

Michael loses his virginity at work.

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

The Markenton Boy Ch. 01

An upper class woman falls in love with a stable boy.

by devinn in First Time 08/10/2012
H
4.52
38.7k
17
3
24
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

The Seduction of Emma

A couple finds themselves and explores their relationship.

by RichardLeslie in First Time 04/18/2018
H
4.69
38.5k
34
9
46
0

The Building Bombshell Pt. 01

Coming of age story. This is how I lost my virginity.

by HornyHermit in Mature 01/28/2020
4.07
38.5k
19
3
32

The Touch Ch. 06

A Shag for Christmas (Revised)

by GreenFingers2015 in Novels and Novellas 02/13/2012
H
4.64
38.4k
71
10
73

Mom's Panties

His road to happiness began with Mom's panties.

by highpowererot in First Time 04/07/2023
H
4.57
37.6k
55
8
97

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

Lili Marlene

How Yoga pays off.

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

Summer Vacation

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

by barkirk in Erotic Couplings 01/02/2010
3.51
36.7k
13
5
19
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

Empowered Ch. 01

A story of three friends.

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

Miss Muriel

MILF tutors collegian.

by theoutcast in First Time 07/17/2017
3.83
36.6k
13
0
21
0

Life's Eternal Struggle Ch. 01

He finds woman of his dreams.

by smj54ap in First Time 03/18/2006
H
4.52
36.5k
4
5
7

Duet

19-year-old man learns a love song.

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

Forbidden Fruit Ch. 06-10

Hunky quarterback trying to score with his cheerleader sister.

by GoldRogue in Incest/Taboo 01/29/2020
4.49
35.9k
43
1
63

Metamorphosis Ch. 01

Toy boy reminisces affair with mature female professor.

by avatar_roku in Mature 08/15/2021
H
4.7
35.9k
23
10
53

Ridden with a Smile

A short haired beauty rides me, smiling all the while.

by AStabInTheDark in First Time 12/01/2012
4.2
35.9k
5
3
8
0

Only a Half Hour

Two young men enjoy a three way with a hooker.

by Sean Renaud in Group Sex 08/04/2009
2.98
35.1k
1
2
3
0

The Dance Performance

His first dance performance leads to his first love.

by HKingsley2727 in First Time 01/16/2009
H
4.67
35.1k
16
0
30
0

Sweeter than Candy

Guy loses v-card to hot blonde.

by LoneloverX23 in First Time 07/26/2017
4.09
34.5k
25
2
29

After Two Years

Couple finally break the cherry.

by 101boy in First Time 02/01/2008
3.1
34.5k
1
0
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
34.3k
0
1
00

Black Women Still Love Black Men

Black female wrestler seduces virgin black athlete.

by Samuelx in First Time 11/01/2008
2.88
34.3k
2
3
3
0

Doing Mr Pepperoni

He was hairy, hefty and hung and he wanted Jake and me.

by danielblue in Gay Male 10/11/2011
4.37
34.1k
37
0
43
0

Jake Loves Kate

Their eyes are bright and her skin, electric.

by nomoreundies in First Time 09/06/2008
4.46
33.4k
6
5
7
0

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

Losing My Virginity to Brandon Ch. 01

"The 26 -Year Old Virgin."

by BlaqJm18 in Gay Male 08/13/2011
4.05
33.4k
10
3
10
0

Reuben's Surprise

Daniel and Hailey have a surprise for their virgin friend.

by alexMB in First Time 07/23/2017
4.02
33.3k
11
1
19
0

The Sober Young Man

Two first-timers give it a go.

by AnAmericanDarling in First Time 05/15/2007
4.46
33.3k
4
2
4
0

Learning to Love Ch. 02

Three guys continue their first sexual encounter.

by bigk1w1 in First Time 05/03/2008
4.23
33.1k
5
1
5

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

Confirmation

Naive Tommy interviews.

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

Angelique

A young man comes of age.

by andrewxx in First Time 11/18/2008
4.23
32.5k
4
3
7
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

Str8 Sex to be near Gay Dream Ch. 01

A closeted gay teen has straight sex to be near his crush.

by nygayguy in First Time 09/25/2017
H
4.61
32.3k
59
8
98

Young, Dumb and Minimum Wage

A story about my first job and first woman.

by TheNewcomer in First Time 02/08/2019
4.38
32.2k
18
4
23
0

My Girl-Ronnie

My first time.

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

Ashley's Prostitution Ventures #02

Ashley takes the virginity of her second client.

by Kveldulf in First Time 03/05/2019
H
4.67
31k
23
6
24

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

Smithson Ch. 01: The Forge

The son of a blacksmith must find his own path in the world.

by Sinisterinfant in Sci-Fi & Fantasy 04/25/2013
H
4.64
30.7k
22
10
36
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