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‘first time anal’ stories

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Friends with Benefits Ch. 02

The adventure continues the next day.

by jt123 in Gay Male 12/18/2006
H
4.71
74.7k
54
0
57

My Anal Wife

How couple got started in anal sex.

by luvmywifesass in Anal 11/23/2006
4.44
273.3k
61
17
78
0

Lose Yourself

An itch that needed to be scratched.

by lonni in Anal 11/17/2006
3.74
41.6k
4
1
5
0

Naptime

Naptime ends with a welcome intrusion.

by GentlemanWriter in Anal 11/04/2006
4.2
57k
4
1
7
0

School Days Ch. 08

Hottub hijinx.

by Navig8tor in Anal 11/03/2006
4.31
57k
5
1
10

Plump Beach Girl

First time anal with fat girl on beach.

by plumperlover in Anal 10/21/2006
H
4.57
343.2k
172
21
212
0

Julie's New Beginning

A new start.

by rkm10 in Anal 10/17/2006
4.15
54.2k
2
4
3
0

She Gets More Than She Wanted

April asks for more than she can handle.

by Aprilfirez in BDSM 09/26/2006
4.29
45.5k
6
0
11
0

She Gets More Than She Asked For

April wanted to be tied, but she never expected what he did.

by Aprilfirez in BDSM 09/20/2006
4.19
74.4k
15
4
22
0

The Amanda Story Ch. 05

Amanda brings a friend.

by Craig88 in Group Sex 09/16/2006
4.28
43.1k
7
0
10

Your Ass Is Mine

She wouldn't give it up, but he wanted it.

by seceretwriter in NonConsent/Reluctance 09/07/2006
4.04
305.3k
27
16
42
0

The Jamie Foxx Show

Nicole Evans loses her anal virginity to Jamie King.

by PredatorSmile in Celebrities & Fan Fiction 09/06/2006
3.92
16.6k
3
0
4
0

On the Road

Nathan and Gabriella finally meet.

by derek33 in Anal 09/05/2006
4.11
37.7k
2
1
3
0

Backdoor Man

Neighbor teaches banker about backdoor deposits.

by alparker in Loving Wives 08/29/2006
0
242.7k
97
13
138
0

More Than She Expected

Her first time was harder than she thought.

by seceretwriter in Anal 08/28/2006
3.98
111.8k
4
2
6
0

Maximum Security

Police officer loses her anal virginity.

by Samuelx in Anal 08/24/2006
3.32
158k
9
2
13
0

The Prize

He loses a bet & his girlfriend lose her anal virginity.

by damonX in Anal 08/19/2006
H
4.55
438.9k
308
21
405
0

First Time For Everything

Some firsts I've experienced.

by dirtyjoe69 in First Time 07/17/2006
3.6
73.4k
2
2
4
0

Vivian's Story Ch. 03

She takes Paul's cock for the first time.

by SummerElizabeth8 in Anal 06/16/2006
4.49
126.9k
13
6
15

Toby's First Time

Two needy souls find unexpected lust.

by teniellejd in Anal 06/12/2006
H
4.56
95.8k
17
10
21
0

Closing Time

Two men take her by force at a bar.

by SpicySweet in NonConsent/Reluctance 05/16/2006
4.16
175.2k
87
13
103
0

The Virgin Bride

Lisa gives him her flower.

by Charles Petersunn in Anal 05/13/2006
H
4.64
326.1k
85
24
119
0

In The Kitchen

Couple tries anal sex for the first time.

by emotionalthing in Anal 05/08/2006
4.14
118.9k
8
4
11
0

Dee's Anal Tease

She decides to explore anal sex and teasing.

by marriedpervs in Anal 05/06/2006
H
4.56
150k
36
9
62
0

Pressed Flowers

Young couple's first time with anal sex.

by Paul44 in Anal 05/05/2006
3.77
104.4k
0
1
1
0

Lament

An evening of firsts.

by SilentRogue in Erotic Couplings 04/28/2006
4.4
35.2k
3
0
6
0

Jenny's Master

Conservative wife goes wild with young master.

by janeallen in Loving Wives 04/21/2006
4.12
82.4k
18
4
38
0

The Garden Party

Chance meeting brings young woman's fantasies to life.

by midnightfalcon in Erotic Couplings 04/16/2006
H
4.53
22.5k
3
1
9
0

Girlfriend's First Anal

He gives her a new experience.

by standingstones in Anal 04/04/2006
3.89
251.8k
31
0
38
0

Danica Pt. 06

Dangerous new talent; punishment for a kindness.

by Darkniciad in Sci-Fi & Fantasy 03/26/2006
H
4.83
37k
11
3
14

Anally Submissive Gilly Ch. 01

College virgin finds BBW coed anally submissive.

by evilbugger in Anal 03/20/2006
4.18
134k
25
3
41

An Interesting Awakening

Lonely young wife finds she might like it rough.

by Zerlina in BDSM 03/15/2006
4.34
54.8k
15
6
21
0

Using The Back Door

Two anal virgins want to do it together.

by Otazel in Anal 03/13/2006
H
4.66
295.9k
48
10
62
0

Unfolding Ch. 01

Couple experiments with first time anal sex.

by Selena_Kitt in Audio 03/13/2006
H
4.65
1.16M
233
51
275
0

First Time Anal

She felt like a dirty, dirty girl – and loved it.

by burmohini in Anal 03/03/2006
3.27
182.1k
6
4
8
0

Seamus Ch. 02

Seamus takes his best-friend's virginity.

by Sachs in Gay Male 02/17/2006
H
4.78
110.4k
27
5
39

Julia Becomes a Whore

Respectable lady decides to pep up her sex life.

by J G Parkes in NonConsent/Reluctance 02/12/2006
4.33
122.7k
28
0
44
0

Park Cruising Ch. 03

He loses another cherry.

by Bttmboi in Gay Male 02/10/2006
4.47
106.7k
17
15
18

From One Story To The Next

Her boyfriend lets loose deep in her ass.

by Texas Tease in Anal 01/29/2006
3.84
187.3k
9
8
11
0

A First Time For Everything Ch. 2

Judith learns that pain can be good, too.

by SinnerSaint in Incest/Taboo 01/21/2006
4.11
113k
15
5
19

Plump and Plain

Losing her virginity takes awhile - & an audience.

by tarkatony in First Time 01/19/2006
4.49
171.3k
27
12
32
0

A Farewell to a Friend

Courtney brings a friend to say goodbye to Alex.

by TriHockeyGuy3 in Group Sex 01/19/2006
H
4.57
47.9k
8
0
19
0

Master Takes Her

Master takes his new virgin for a ride.

by winged_rose in NonConsent/Reluctance 01/04/2006
4.04
158.9k
47
3
64
0

Victor's New Slave Ch. 03

Slave learns to enjoy a man in her ass.

by fredricka in Anal 01/01/2006
4.49
184.1k
45
3
51

Splendor in the Ass

Sweet Nineteen and never been reamed.

by lindiana in Anal 11/12/2005
3.76
144.8k
17
3
20
0

Education of Chelsea: New Lesson

chelsea's Master takes her into "virgin" territory.

by simply_cyn in Anal 11/05/2005
4.46
135.9k
17
1
18

Big Bot, Sex Hot, Breeder Gets Laid

Sex-starved guy gives in to gay colleague's desire.

by danielblue in Gay Male 10/14/2005
4.45
164k
62
0
77
0

Carol's Anal Introduction

She helps boss to introduce wife to first anal.

by regina_allen55 in Anal 09/13/2005
3.79
161.7k
29
5
43
0

Anal Neighbour

Mature lady introduces young man to anal sex.

by geronimo_appleby in Anal 09/07/2005
4.48
334.4k
90
12
115
0

Cat Burglar

Lisa gets fucked next to her sleeping boyfriend.

by pixie2002 in Toys & Masturbation 09/06/2005
H
4.55
201.6k
40
24
51
0

Melissa's Gorgeous Ass

Melissa asks him to take her gorgeous ass.

by Boxlicker101 in Anal 09/02/2005
4.4
168.5k
28
8
35
0

Mike's First Time Ch. 02

Mike notches up two more firsts.

by Coldfinger in Anal 08/30/2005
H
4.53
137.4k
25
2
32

Playtime with Anna

Playful wife fulfills husband's anal fantasy.

by ChaseQ in Anal 08/27/2005
4.16
164k
15
2
16
0

First Time Anal Online

Fiancé makes her first anal an online dare.

by KeKaneAnoi in Anal 08/20/2005
4.27
81.2k
14
1
17
0

A Proper Fuck

Jack plays wicked game after Kat misbehaves.

by wholelottatrouble in NonConsent/Reluctance 07/26/2005
4.04
92.3k
24
0
29
0

One Hot Summer Day

Three strangers get hotter together.

by KeKaneAnoi in Interracial Love 07/23/2005
4.31
61.7k
4
0
6
0

Mixed-Up Revenge Ch. 01

Taking cheating ex's butt cherry, he gets a surprise.

by Goldeniangel in Anal 06/26/2005
H
4.51
309.9k
112
20
160

Getting Over My Ex

Anal exploration soothes a broken heart.

by skylergirl in Anal 06/26/2005
0
99.2k
8
5
10
0

Megan's Secrets Revealed

Some secrets are just meant to be shared.

by Belegon in Anal 06/26/2005
H
4.56
129k
36
16
64

My Stairs

Adam entertains a visitor on the stairs.

by Dr. Gurviest Love in Anal 06/18/2005
4.29
73.9k
5
0
7
0

Shared Fantasy: Heather's Wish

She shares her secret desire.

by JamesSD in Anal 06/09/2005
H
4.51
101.9k
17
6
19
0

Family Love Ch. 08

Father and daughter fulfill their desires.

by Pencoch2 in Incest/Taboo 05/08/2005
H
4.56
104.8k
17
3
22

Your Lesson

Your Domme supplies anal training.

by thoughtsakimbo in BDSM 04/15/2005
3.92
93.5k
4
3
10
0

Learning Experience

Jimmy & friend's mom teach each other.

by Lustin Kink in Mature 04/15/2005
H
4.53
202.4k
23
3
47
0

Strapon Escort

Escort abuses a client with large strapon.

by keithdavis1010 in Fetish 01/26/2004
4.48
330.1k
176
0
234
0

Spankx & Ricky Do It In The Ass

They find anal bliss together.

by Spankx in Anal 04/22/2002
2.86
90.2k
1
2
1
0

Anal Be Yours Forever

Elven lovers find passion in the forest.

by SlidingInSilk in Sci-Fi & Fantasy 03/01/2002
4.3
40.9k
5
0
8
0

A First In The Rear

Newfound friend gives her what hubby won't.

by Art in Anal 01/11/2002
4.15
371.8k
31
16
39
0

A Dutiful Husband

Wife asks him to do her a favor...

by susurrus in Loving Wives 11/18/2001
3.9
243.1k
38
0
51
0

Delivery Ch. 3

Janet watches parents enjoying anal & wants to try.

by Sonia_de_Beaumanoir in Group Sex 05/03/2001
4.38
79.3k
4
1
4

Vixen's Cabin

She and her lover, alone in the woods.

by Vixen in Romance 10/15/2000
4.25
27.1k
2
0
3
0
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