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‘first time anal sex’ stories

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Rolling in Pine Needles

A 50+ kayaker gets lucky with a horny 24 year old.

by quietheron in Mature 04/21/2005
H
4.56
149.8k
11
9
15
0

First Time Anal Fuck

Alice has her very first anal experience.

by xxxcutiepiexxx in Anal 11/24/2008
4.39
144.1k
40
3
55
0

DDlg: A Little Lesson

Little Bunny learns to take your cock in her ass hole.

by BunnyTail in Audio 06/29/2017
4.28
74.2k
29
4
37
0

College Judo Ch. 01

Shane gives too much info, and Matt capitalizes on it.

by reddirtwriter in Gay Male 12/07/2011
4.49
67.3k
53
1
72

Be Careful What You Wish For Pt. 02

The "rape" fantasy continues in the back of a van

by ElderDirt in NonConsent/Reluctance 04/28/2018
H
4.55
46.7k
27
2
43

Shall We Play?

A sex game goes all the way.

by Marston_Greene in Anal 02/11/2018
4.21
46.5k
13
0
17
0

Ashleigh's Carnal Friends Ch. 01

John fulfills Ashleigh's sexual needs.

by a_diamond_geezer in Erotic Couplings 12/02/2010
H
4.56
45.7k
36
1
46

First Times are the Best Ch. 02

First time having gay sex.

by jx88 in Gay Male 07/15/2011
4.3
44.8k
11
11
12

Edna, My Asian Seductress

Lost my virginity and innocence– gained an Asian mistress.

by ElderDirt in First Time 01/14/2018
4.48
43.9k
50
3
67
0

In Praise of Older Women

Surprise Seduction - Bachelorette Party - Happy Reunion.

by ElderDirt in Mature 05/17/2018
4.38
34k
29
9
38
0

Getting What You Need

Finding that missing piece of your life.

by ElderDirt in Romance 11/18/2017
H
4.61
27.9k
16
4
27

Mike

I finally have him.

by Puduu in Gay Male 06/20/2012
4.02
24.5k
1
1
4
0

Technically You are Still a Virgin...

How Shari kept her vow of chastity...sort of...

by ElderDirt in Romance 11/03/2017
H
4.52
23.5k
19
2
31
0

Spring Breaking Pt. 02

Sarah goes from a quiet girl to a partying anal lover.

by darktigerroar in Anal 06/24/2020
H
4.67
19.6k
13
0
27

It's About Time Ch. 02

More fantasies get fulfilled.

by oldfloridaboy in Gay Male 08/04/2011
4.43
17k
1
1
1

What Goes Around, Comes Around

A young Asian female golfer repays a random act of kindness.

by ElderDirt in Celebrities & Fan Fiction 03/18/2018
H
4.52
16.1k
16
3
21
0

Rewards of Random Kindness

A lonely girl and a freely given umbrella.

by ElderDirt in Erotic Couplings 01/30/2018
4.43
15.7k
10
2
10
0

Do Not Make a Chinese Woman Yours

Why do I keep gulping?

by ElderDirt in Romance 04/17/2021
H
4.7
11.6k
21
5
33
0

Joy Ride on I-55

Couple’s road trip escalates into a wild night.

by EliasThane in Exhibitionist & Voyeur 01/28/2021
4.38
10.7k
6
2
13
0

Trust Me...

Maybe you shouldn't...heh, heh, heh...

by ElderDirt in Romance 06/06/2020
H
4.58
8.8k
8
3
14
0
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