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‘anal first time’ stories

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The Jock and the Cheerleader

Chet gets to deflower Bailey's virgin ass.

by PrincessErin in Anal 08/27/2008
3.84
108.1k
26
0
40
0

My Friend's First Anal

He helps Caribbean beauty with her first anal sex.

by jaipurdude in Anal 08/23/2008
3.22
103.4k
5
3
9
0

The Ass Virgins of the Delta

When he daydreams, his mind always takes him to the old bridge.

by SunrockSin in Anal 06/27/2008
3.36
33.3k
3
0
3
0

Revenge is Sweet

Young woman sleeps with best friend's father.

by lily_ann in Mature 06/20/2008
H
4.58
290.7k
290
19
421
0

Relationship Evolution

Her desire to remain a virgin leads to alternative love.

by Airagone in Anal 06/19/2008
0
62.5k
8
0
9
0

The Making of an Anal Erotic Ch. 01

How his lady discovered the joys of anal erotica.

by Matty_Walter in Anal 06/13/2008
H
4.58
37.5k
6
6
9
0

Summer with Grandpa

She gives her grandfather her virginity - all 3 of them.

by sexygirl76 in Incest/Taboo 05/31/2008
4.36
444.1k
213
19
283
0

The Flower Girl Ch. 01

An older man teaches Yuuka what she likes.

by Rob_mDear in Anal 05/19/2008
H
4.54
98.5k
52
9
72

Teaching My Wife's Ass

Husband takes wife's ass in preparation for three-way.

by Tavlor in Anal 03/22/2008
3.93
139.7k
26
2
44
0

Anal Pleasure

First time anal in a changing room.

by joshm10000 in Anal 03/11/2008
3.41
55k
11
3
13
0

My First Bi Experience

His sex life takes a further change of direction.

by biisgreat in Fetish 02/14/2008
4.41
87.5k
17
7
27
0

Finding a Jewel

Jaded 22-year-old has his fantasy fulfilled.

by MerryPrankster in Anal 01/24/2008
H
4.65
162.5k
43
10
49
0

Mollie and Thom

Thom introduce Mollie to the pleasure of anal sex.

by greatchoice in Anal 01/19/2008
4.38
48.6k
3
1
3
0

Our First Anal

A night on the town that lead to ultimate taboo.

by AnneandAlex in Anal 01/09/2008
3.92
83.9k
4
8
5
0

Sandra Turns Over

BBW wife Sandra lets him explore a new frontier.

by JorisKHuysmans in Anal 12/15/2007
4.08
114.8k
19
1
25
0

Anal Sex: The New Girl Power!

Sexy BBW loses anal virginity to black man.

by Samuelx in Anal 11/20/2007
2.93
44.3k
6
5
6

BBW Anal Virginity Auction

Female athlete auctions her anal virginity online.

by Samuelx in Anal 11/02/2007
3.26
100.7k
15
9
21
0

Anal Sex Improves Your Life

Woman discovers the joys of anal sex.

by Samuelx in Anal 10/24/2007
3.61
47.6k
8
9
9

Tommy Awakens Ch. 01-04

Priscilla awakens Tommy; Tommy loves Sarah.

by HotTommy777 in Erotic Couplings 10/24/2007
H
4.73
13.2k
2
0
3

Price of a Collar

Charlotte didn't know her virgin ass would pay her master.

by MaxsDandelion in BDSM 10/23/2007
4.34
38.9k
14
0
15
0

Tonight Ch. 01

She has all day to think about his anal intentions.

by live2write in Anal 10/18/2007
4.49
43.5k
8
4
10
0

My Hot Wife Katie Ch. 02

Katie's anal experience.

by Freddyj881 in Loving Wives 10/01/2007
H
4.59
312k
108
11
141

Portia's School of Anal

She teaches a few friends how to take it.

by neargraduate in Anal 09/28/2007
H
4.6
286.1k
117
19
143
0

Courting My Sister Ch. 03

Jill seduces dad with a little help from Jim.

by Erlikkhan in Incest/Taboo 09/17/2007
H
4.68
121.8k
55
0
66

La Mal Fille Bien Foutré

Beautiful dancer plays out a fantasy & gets gangbanged.

by gynphilo in Erotic Couplings 08/30/2007
4.41
39k
12
3
23
0

My Sex Life Ch. 05

Julie's first experience of Anal Sex.

by Slutty_Julie in Anal 08/29/2007
4.43
94.3k
7
6
7

Take Me

Bi neighbour introduces her lesbian neighbour to anal sex.

by Shady_Lady in Lesbian Sex 08/18/2007
4.38
171.3k
48
2
68
0

Lessons

This may be Audrey's first time, but it won't be her last.

by naughtybabygirl in Anal 08/18/2007
4.23
112.6k
9
9
22
0

Ask and Ye Shall Receive

He finally asks his wife for what he really wants.

by MagicaPractica in Anal 08/17/2007
4.44
157.8k
41
7
50
0

All in a Day Off

Women are often unpredictable, & Elena is no exception.

by Foxnobody in Anal 08/09/2007
4.29
53k
4
2
8
0

Way Too Easy

Young nurse is helped over her fear of anal sex.

by Ton8ty in Anal 08/08/2007
H
4.66
422.7k
96
20
116
0

Sadie Waits

As the pink robe is lifted, Sadie waits in anticipation.

by WantonTease in Anal 07/14/2007
3.51
55.8k
0
1
2
0

Just a Little Chemistry

He teaches her the formula that gets him everything he wants.

by silken_desirez in First Time 06/16/2007
4.32
65.7k
10
4
17
0

An Awakening

New book leads to exploration.

by Wish4me in Anal 05/09/2007
H
4.52
51.4k
10
2
12
0

He Fucks My Virgin Ass

He takes her anal virginity.

by Slut2theHeart in Anal 04/14/2007
4.49
432.7k
142
21
171
0

Kate Puts Herself on the Menu

19-year-old's stranger takes her final prize.

by knownobounds in Anal 04/13/2007
H
4.58
185k
37
7
51
0

Anal Convert

She delves into the joys of anal sex.

by Selbryth in Anal 03/19/2007
0
91.8k
44
4
52
0

Sometimes I'm a Cunt

Husband finds pleasure in spanking his new wife.

by adamuneven in Anal 03/01/2007
3.25
118.5k
4
0
8
0

24 Hours Ch. 01

A tale of love and lust in the Caribbean.

by Girls_cum_first in Incest/Taboo 02/08/2007
4.42
513.8k
61
29
87

Exploring New Depths: Together

A couple discover the joys of anal sex.

by Amora in Anal 01/15/2007
4.17
52.8k
0
5
2
0

Gill

In payment for services rendered.

by Robin P in First Time 01/05/2007
4.36
54.2k
2
4
5
0

Cousin Lacey

Mark & his cousin share many firsts.

by slyc_willie in Incest/Taboo 09/26/2006
H
4.7
367k
210
59
282
0

Gina Ch. 06

Tommy fucks Gina's ass for the first time.

by Tommy1982 in Anal 08/17/2006
H
4.5
119.8k
18
1
22

A Little Side Trip

Their first foursome.

by Troubador1 in Group Sex 07/25/2006
4.28
54.9k
4
4
6
0

Matt & Bradley

Matt and Bradley become more serious and have anal sex.

by almost_braindead in Gay Male 07/21/2006
3.71
55.6k
3
11
4
0

Exploring Tabbi Ch. 02

Tabbi experiences her first anal sex.

by Teacher4T in Anal 07/06/2006
4.22
66.3k
3
2
5

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

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

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
110.3k
27
5
39

It All Started With A Bet.... Ch. 04

Coach gives her a pleasure she won't forget.

by SXY_Hot_Mamma in Anal 11/30/2005
0
160.1k
23
3
29

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

A Rear Fantasy

He takes you from behind.

by midniteblueflier in Anal 04/08/2004
3.55
87.3k
8
0
12
0

Beth Becomes an Anal Babe

Beth enjoys her first anal experience.

by GentleGeorge in Anal 03/02/2004
4.19
135.7k
13
0
20
0

Rhair Entry Ch. 1

Watched by her mother, Mario takes her virgin ass.

by belab in Anal 11/15/2002
3.8
273.2k
5
1
9
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