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‘shy girl’ stories

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As Time Goes By Ch. 03

Fran helps Dusty overcome her problems.

by Maonaigh in Lesbian Sex 11/08/2015
H
4.88
25.9k
55
52
58

As Time Goes By Ch. 02

Fran must adjust to a new life.

by Maonaigh in Lesbian Sex 11/07/2015
H
4.85
21.2k
39
18
42

The Factory Pt. 02

Rose, shy and filled wih sex-shame visits The Factory.

by Amaverena in Toys & Masturbation 12/24/2023
H
4.82
12k
12
3
19

Voyeur Ch. 09

Rachel is taught a lesson. A new danger surfaces.

by Bellie444 in NonConsent/Reluctance 10/13/2019
H
4.82
50.1k
14
11
36

Edge of Breaking Ch. 02

Cracks begin in shy girl's shell.

by JimBob44 in Lesbian Sex 02/01/2019
H
4.82
23.5k
37
16
47

Voyeur Ch. 05

A budding threat turns imminent.

by Bellie444 in NonConsent/Reluctance 04/14/2019
H
4.81
21.3k
16
13
31

Voyeur Ch. 02

Ben keeps his promise.

by Bellie444 in NonConsent/Reluctance 02/16/2019
H
4.78
39.7k
38
20
53

Voyeur Ch. 06

Rachel disappears.

by Bellie444 in NonConsent/Reluctance 06/15/2019
H
4.77
16.8k
18
14
29

Walking Lessons

Shy girl has to learn to catwalk and I'm willing to help...

by MrIllusion in Anal 06/24/2017
H
4.76
118k
151
12
201
0

Voyeur Ch. 03

Ben confesses his feelings.

by Bellie444 in NonConsent/Reluctance 03/06/2019
H
4.76
31.1k
27
13
39

Voyeur Ch. 07

Ben finds a strong ally. Rachel's plan backfires.

by Bellie444 in NonConsent/Reluctance 07/20/2019
H
4.76
17.6k
18
19
35

Voyeur

Peeping Can Come at a Price.

by Bellie444 in NonConsent/Reluctance 02/04/2019
H
4.76
95k
152
21
244

Blackhawk Hall Ch. 04

Ari is reunited with a recent beau in the Wayfarer's Rest.

by Darkniciad in Sci-Fi & Fantasy 05/13/2006
H
4.76
30.1k
3
5
6

Coffeehouse Comfort

She finally gets the girl of her dreams.

by dorkybutcute in Lesbian Sex 11/07/2006
H
4.76
87k
82
34
89
0

Voyeur Ch. 04

The relationship blooms with a dark horizon.

by Bellie444 in NonConsent/Reluctance 03/26/2019
H
4.73
20.1k
20
13
33

Summer Storm

Unattached girl and boy take shelter from violent storm.

by asadama in First Time 08/21/2023
H
4.72
41.7k
45
24
81
0

I Shouldn't Cum Inside You...

I shouldn't cum inside you...or should I?

by DallasWonderland in Audio 12/17/2022
H
4.71
21.7k
23
3
38
0

A Friend in Need

Inexperienced young woman asks her male friend to teach her.

by HankMillerAudios in Audio 04/04/2019
H
4.69
79.2k
53
27
74
0

The Factory

Rose, shy and filled wih sex-shame visits The Factory.

by Amaverena in Toys & Masturbation 12/12/2023
H
4.68
15.6k
15
5
36

The Boarding House Ch. 01

Shy, home-schooled virgin reluctantly discovers sex.

by RootlinRab in NonConsent/Reluctance 02/18/2023
H
4.67
45.7k
51
9
111

JuneBugg Ch. 02

Shy girl is teased by jock.

by Cassie201019 in Interracial Love 09/26/2010
H
4.66
66k
83
39
91

Saving Geri

In her loss, she finds so much more.

by hollyh in Romance 01/07/2006
H
4.66
30.6k
19
0
25
0

Papergirl

Lone husband offers neighbor girl dessert; gets virginity.

by Archer2050 in Erotic Couplings 08/15/2008
H
4.62
179.1k
106
7
148
0

Mind Frequency Ch. 03

Erin unleashes her wild side.

by icehead in Mind Control 09/23/2003
H
4.62
114k
30
0
41

The Plaything Ch. 02

She faces the aftermath and embarks on a new adventure.

by autoplot in Group Sex 04/04/2016
H
4.62
15.8k
7
3
10

Figure 8 Ch. 06

Emma trusts Sylar.

by impeterpan in Romance 12/30/2013
H
4.61
9.7k
11
11
13

Join in the Dance

A night of passion banishes the demons of her past.

by Nameless_Rose in Romance 11/01/2010
H
4.61
25.1k
11
4
18
0

First Time with Your Shy, Thicc GF

Your innocent GF is ready to do "it" for the first time!!

by Lookingformybluesky in Audio 08/16/2023
H
4.6
17.4k
11
3
32
0

Close Neighbors Ch. 02

Together again with Lisa and Becky.

by thepleasureprinciple in Group Sex 11/03/2013
H
4.59
43.9k
13
1
17

Reverie Ch. 01

Save me.

by partial2passion in Interracial Love 02/22/2014
H
4.56
39.2k
45
18
53

Reverie Ch. 02

Educate me.

by partial2passion in Interracial Love 05/03/2014
H
4.55
23.3k
29
3
33

I Will Never Be Loved Ch. 05

A BBW girl finding herself for the first time.

by Storylover2016 in Interracial Love 09/11/2015
H
4.54
15.9k
31
24
35

A Lover for Maddie

Beautiful girl shy girl goes after someone she wants.

by Trapper ak Bobby in Romance 11/07/2005
H
4.54
88k
21
2
27
0

Ella's First Ch. 02

Ella finally loses her virginity.

by ChloeBea in First Time 07/18/2014
H
4.54
44.6k
14
10
17

Claire's College Explorations

Claire wants a different type of chemistry with her teacher.

by darktigerroar in Lesbian Sex 06/06/2019
H
4.54
38.3k
25
1
42
0

That Time at Prom

Guy gets too handsy with his date after prom.

by julianmarquez in NonConsent/Reluctance 02/09/2023
H
4.53
18.3k
26
6
49
0

Another Walk In the Woods

He recuperates and wants more.

by JustLikeEwe in Mature 10/30/2008
H
4.51
67.3k
12
3
20
0

Beyond Plain Jane

Someone new in the office brings Jane out of her shell.

by Alice_in_Pervland in BDSM 06/12/2016
H
4.51
24.2k
6
7
7
0

Grandpa: After Molly Ch. 01

His forbidden desire continues.

by MisterReason in Incest/Taboo 12/06/2007
H
4.5
128.6k
38
7
49
0

Mind-Control Panties 09

A shy girl is transformed into a sexy queen!

by mypenname3000 in Mind Control 02/02/2022
4.49
20.8k
20
0
36

Love and Papyrus

A female graduate student gets a curse and a date.

by ovids_lackey in Sci-Fi & Fantasy 06/14/2009
4.49
32.4k
14
5
23
0

The Guest Speaker

A shy college girl takes a risk with a professor.

by LillithAmadeus in Romance 11/21/2015
4.48
26.9k
21
6
26
0

I Will Never Be Loved Ch. 03

A BBW girl finding herself for the first time.

by Storylover2016 in Interracial Love 09/04/2015
4.47
13.2k
18
12
22

Lunch Break Fun

Hungry boss with a rack, or innocent work girl with a heart?

by Master_and_Sex_Kitten in First Time 05/17/2012
4.47
80.7k
25
7
31
0

Anna Ch. 01

Anna travels to Montreal to live out her fantasies.

by The Marston Man in Exhibitionist & Voyeur 01/08/2006
4.47
34.9k
14
1
23

Chocolate Girl

A confectionery Pygmalion of sorts.

by cvillerook in Sci-Fi & Fantasy 02/03/2016
4.46
9.9k
5
5
11
0

I Will Never Be Loved Ch. 04

A BBW girl finding herself for the first time.

by Storylover2016 in Interracial Love 09/09/2015
4.44
13.7k
22
12
26

Fornicating Felicia

A housewife teaches a shy girl about lesbian sex.

by tayla7 in Lesbian Sex 03/09/2008
4.44
179.3k
83
0
100
0

Dead Heat: Death For Breakfast Ch. 03

Brodie begins his seduction.

by velvetpie in NonHuman 07/28/2004
4.43
34.4k
2
0
4

Your Grandfather Might Stop By

Her mother's words sent chills down Christie's spine.

by MisterReason in Incest/Taboo 02/12/2012
4.43
418.2k
215
25
289
0

Not Shy Anymore

Jenny gets a massage and some confidence.

by HollyIJinks in Group Sex 12/30/2009
4.43
46.9k
7
3
11
0

Oh, Library Boy!

Bookshelf seduction and a sexual encounter.

by nymphobrainiac in Exhibitionist & Voyeur 07/18/2011
4.42
45.9k
19
11
27
0

Myla

Girls find love.

by clitlovr89422 in Lesbian Sex 09/03/2007
4.42
50.5k
9
8
12
0

JuneBugg

Shy girl is teased by jock.

by Cassie201019 in Interracial Love 09/09/2010
4.41
74.7k
68
17
85

A Conspiracy of Sluts Ch. 01

Our heroine makes a sexy new friend. And vice-versa.

by fastandsloppy in Lesbian Sex 01/01/2013
4.4
66.6k
41
4
56

Life of Nerds: Attracted

Shy girl, wild fantasy, dominant boy. Just the lustful love.

by lastboyleft in Toys & Masturbation 08/27/2023
4.39
11.9k
10
1
17

Tall Drink of Water

Skinny teen gets a job working for her Uncle Don.

by MisterReason in Incest/Taboo 10/24/2014
4.39
99.8k
76
14
95
0

Snowed In

Alice finds herself stuck in a car with her new friend Katie.

by Wildheart107 in First Time 10/07/2018
4.37
37.3k
23
3
32
0

The Uber-Slut

Is she actually playing with herself during your ride-share?

by Tempest_Wolfsong in Audio 04/05/2023
4.37
10k
3
1
12
0

Redwood Manor: Autumn Pt. 02

Faced with no good option, Clayton crosses a fine line.

by Nightingale_Sigh in Erotic Couplings 10/31/2014
4.37
12.6k
4
1
5

Ready or Not (Here I Come) Ch. 3

The bedroom was her cage.

by romaerotica in NonConsent/Reluctance 07/01/2002
4.36
92.8k
11
12
12

Intimacy

She's anti-social, but one kiss may just change that.

by curiouslyamused in Interracial Love 10/15/2008
4.36
54.3k
50
32
63
0

Barry the Lodger Ch. 05

Just continuing of description of their erotic happiness.

by fantasies_in_lilacs in Mature 01/28/2024
4.33
1.6k
3
4
4

TheRapist

Stranger stalks Alli and visits her in the night.

by Submissioness in NonConsent/Reluctance 05/16/2009
4.33
72.8k
41
14
64
0

A Very Strange Bedfellow

The handsome lord's spy wants to do a wellness check on her.

by Sereneforest in Group Sex 12/27/2020
4.33
6.9k
4
0
9
0

Behind Bookcases

Books are a wonderful way to take someone away.

by thecorruptedteacups in Toys & Masturbation 06/04/2015
4.32
20.7k
9
1
10
0

Untaming the Innocent

Cindy wants to get in Annie's bed. Problem is she's really shy.

by Wildheart107 in First Time 08/29/2018
4.28
22.6k
10
2
14
0

Remembering

First voyeur and exhibitionist experience.

by regularguy13 in Incest/Taboo 01/08/2007
4.27
118.8k
22
7
34
0

The Very Long Tease

Timid girl finds extraordinarily patient man.

by Anitole in First Time 04/11/2009
4.25
38k
3
5
5
0

Gamer Girl Pt. 01

A video game streamer gets a request...

by incognitomode_ in Exhibitionist & Voyeur 02/27/2022
4.25
12.4k
17
4
46
0

Adventures of a Anal Slut

My first fraternity party.

by lostopportunity in Anal 09/17/2023
4.23
15.9k
9
7
23
0

Plain Jane

Encounter with a jogger in a rainstorm.

by litpervgrrl in Erotic Couplings 06/19/2005
4.19
49k
7
2
13
0

The Unexpected Affair

Unexpected encounter with a shy but sexy girl.

by raineyfriend in Erotic Couplings 05/18/2005
4.18
47.8k
10
0
14

Memoirs of a Sex Slave Ch. 01

The kidnap - even librarians have dreams!

by Sapphos Sister in Humor & Satire 07/27/2006
4.16
29.2k
4
6
11

The Door Shut Behind Me

Seven minutes in heaven with her best friends crush.

by ladyjane2099 in NonConsent/Reluctance 06/12/2013
4.16
115.5k
68
10
100
0

Nudism, Shaving, & Me

Shy girl discovers public nudity.

by Jillykins in Exhibitionist & Voyeur 05/10/2003
4.15
292.4k
22
0
30
0

M and H Ch. 02

Mari and Henry's first meeting.

by therealultimatedarkone in Erotic Couplings 10/22/2009
4.14
18k
00
2

Sex Education 101

Sex ed class gets very hands on.

by LordCorvusCorax in Erotic Couplings 12/22/2023
4.13
15.6k
24
3
53
0

Neighbor Girl

How I seduced my neighbor.

by SlickNick2412 in First Time 12/26/2009
4.12
169.3k
18
1
25
0

The Bush Girl Ch. 01

Shy virgin is taken advantage of in the Outback.

by tony090909 in NonConsent/Reluctance 01/06/2010
4.12
89.1k
27
2
39

Poor Paige

My boyfriend and I force Poor Paige to watch.

by EmoxRainbows in NonConsent/Reluctance 01/24/2014
4.11
81.8k
40
3
65

Perfect Moments

Shy girl's boyfriend gives her the ultimate present.

by BleedingRomantic in Group Sex 01/22/2006
4.1
48.3k
4
0
5
0

The Showrunner Ch. 01

Timid podcast showrunner asks for a raise.

by RayDelmara in Novels and Novellas 06/20/2022
4.07
1.8k
00
3

Butterfly

A bookworm is transformed.

by Elady in First Time 09/12/2006
4.05
79.2k
5
1
11
0

What the Hell Happened to Heather?

Heather's homecoming isn't as planned for Carl.

by DrMick in Group Sex 10/08/2006
4.04
68.2k
30
0
42
0

The Life of Three - Sara Pt. 01

Sara's first time with Oliver.

by josephina_laureen in Erotic Couplings 04/20/2022
4
3.4k
5
2
14
0

Party Time

Quiet girl and designated driver.

by ZombieGirl86 in Erotic Couplings 01/14/2016
4
26.1k
12
0
17
0

I Will Never Be Loved

A BBW girl finding herself for the first time!

by Storylover2016 in Interracial Love 08/19/2015
3.99
28.1k
45
13
57

Mary at the Royal Court Ch. 01

Going to the big city.

by anotherguyfromsweden in NonConsent/Reluctance 06/07/2005
3.95
41.2k
5
1
6
0

Never Been Far Before

She is an innocent virgin, he is an experienced bad boy.

by ChibiFangirl in First Time 03/16/2016
3.75
68.6k
24
2
33
0

Natly Burning Fire

Shy and timid Natly gets a makeover.

by missthang_232000 in Lesbian Sex 08/02/2009
3.58
27.4k
5
5
7
0

First Time...Even For Barbara

There's a first time for everything, especially for winning.

by andtheend in First Time 10/05/2010
3.46
50.2k
2
9
10
0

First Sex Video

A couple makes a sex vid. Detailed with camera angles

by SexyDaemon in Exhibitionist & Voyeur 09/14/2014
3.31
21.9k
6
0
10
0
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