‘first time anal’ stories

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first time anal 

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Deepest, Darkest.

A sordid tale of a lovers' wet and dirty reunion.

4.46
56.9k
26
3
33
0

The Semen-ator Pt. 01

The stranger knew all his fantasies? How?

3.96
25.2k
10
0
16

My Neighbors, My Angels Ch. 02

The rewards for the trainer get better and better.

4.4
37.1k
9
3
12

Street Party Ch. 03

Mum and daughters find lots of sex on holiday.

H
4.55
52.6k
11
4
25

How It Began

How a man became a cock lover.

4.43
74.5k
20
3
31

Crystal Clear

Young man discovers a way to seduce his mother, or is she seducing him?

4.35
133.7k
68
11
87
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Her Mom's Hot Friend Ch. 02

Robert gives Cara a lesson in anal pleasure.

4.2
71.3k
21
3
24

Cumming Home

Dom finally comes home to his Sub after being away.

3.88
23.9k
0
1
1
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Rekindled Ch. 06

Isabeau's story; hints of what is to come.

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4.83
14k
10
6
11

My Boss Didn't Know How to Ask

Bossy boss knows how to get what she wants.

4.48
147.7k
80
6
105
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Wife and I Get a Roommate Ch. 02

Man takes on his first real cock.

H
4.68
247.7k
181
26
230

That Questioning Look

My fantasy fulfilled as his possession.

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4.5
10k
4
4
5

Amanda and Me Ch. 01

A shy IT guy meets someone.

H
4.68
244.8k
405
23
529

Just You and I

The man of my dreams invades my bedroom and my body.

H
4.52
92k
73
13
104

Short-Term in Chicago Ch. 02

Straight guy learns more from gay neighbor.

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4.71
80.6k
78
18
96

Astarte Ch. 04

Deon has some fun with his power.

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4.69
95.7k
56
11
69

The Teen Orgy Ch. 01

Left by boyfriend Jodie seeks solace.

4.06
129.8k
20
6
30

A New Twist

A bottom tries the top, and the middle.

4.19
42.7k
7
6
11
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The Pleasuring of Granny

Guy finds sex, love and happiness with a wealthy widow.

0
497.2k
176
10
221

Surprise Interruptions Ch. 01

Spilling beer has never been so fortunate.

3.75
29k
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1
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Her Victorian Bottom Plundered

Victorian Master takes charge of his prim and proper wife.

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4.53
149.9k
68
7
104
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Still the Favorite Camper

Brian continues to win a senior counselor's attention.

3.97
35.2k
9
0
9
0

New Life: The Awakening

Young woman kidnapped and given a taste of BDSM.

4.36
48.3k
11
5
17
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First Experience with Master

First anal experience from her master.

3.66
41.6k
3
6
4
0

The Babes on Brentwood

The follow-up to the story 'The Bitches in the Basement'.

H
4.54
91.9k
58
8
93
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We Need To Talk Ch. 03 (Conclusion)

The week before the wedding; a sister joins them in bed.

H
4.71
75k
76
27
92

The Call of the Wife Ch. 02

Amy has more new experiences on Saturday night.

H
4.63
100.5k
54
0
75

Welcome to Rolennia Ch. 02

A willing secretary needs some new training.

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4.67
51.1k
18
5
26

From Sweetie to Slutty Ch. 03

Katie is true to her word and then some.

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4.62
135.9k
51
0
68

Ailis is Sold to His Lordship Ch. 03

Ali is punished and loses her anal virginity to MacLeod.

4.24
67.8k
19
0
21

The Case of the Torn Asshole

Three guys and a girl get busy in the forest.

4.1
91.2k
15
6
23
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Hutch's Property Ch. 02

Lorna’s decent, Ken’s crash landing. Hutchinson’s repair.

4.12
79.1k
39
72
45

An Incest Birthday Ch. 06

The first real test of the twins' relationship.

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4.7
92.6k
97
6
109

Limousine: Around Atlanta

Hot couple introduce new acquaintance to anal sex.

4.19
36.1k
8
0
12

Better with Age Ch. 03

Mike & Jean go crazy on a weekend trip.

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4.72
44.4k
10
4
13

Anal Virgin

Her first anal experience.

4.11
52.6k
10
3
10
0

Leading Him Astray Ch. 01

She gives married older man some new experiences.

H
4.57
75k
19
5
29

Jen & Mitch's Video

A young couple make a sex video of themselves.

H
4.62
39.9k
23
1
31
0

When Love Comes To Town

A young couple in their first of many firsts.

H
4.53
79.4k
13
3
24

First Anal Encounter

Lovers engage in anal sex for the first time.

3.35
55.4k
2
1
2
0

Our First Time Ch. 04

An internet date leads to first time anal fuck buddies.

3.44
35.5k
2
0
3

Seduced by a Stepdaughter Ch. 05

Stepdaddy introduces her to anal sex.

4.37
179.1k
50
5
62

A Chance Meeting at the Gym Ch. 02

Charlie gets her arse fucked and she loves it.

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4.61
119.5k
19
2
22

The Client

Business meeting where she gets more than she bargained for.

4.21
84.2k
15
0
29
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Secret Lover

Sexy college crush turns out to be more than a lady.

H
4.68
180.9k
149
14
165

Dessert

Husband and wife enjoy a passionate evening.

4.22
27.2k
6
4
9
0

Used

She has a fantasy to be used. He MAKES it come true.

4.17
148.7k
27
5
54
0

Imprinted Ch. 09

Mr & Mrs D take Jacob between them.

H
4.62
67.5k
22
5
25

Imprinted Ch. 07

Jacob & Mr D go it alone - a first time for them both.

H
4.73
44.5k
27
5
29

Jayne's Introduction to Anal

They meet after joking around on the net.

4.02
54.8k
2
2
2
0

Tony and Alicia Celebrate Halloween

Tony is dressed as a hooker, but the real surprise is later

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4.71
88k
59
10
78
0

After Dinner

A night of firsts.

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4.72
30.1k
9
5
15
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Close to the Phone Ch. 02

His wife refuses her lover's friend, so he must fill in.

4.18
64.3k
30
12
37

Eat the Cum Cracker Game

College game reluctantly leads to extravagant humiliation.

4
230.2k
79
5
103
0

Bonus for the Nanny Ch. 04

Katie and Will's relationship takes a new and final turn.

H
4.54
32.7k
12
2
14

Shari's Last Cherry

Shari gives up her ass.

4.42
102.8k
17
2
20
0

Sam Comes to Visit Ch. 01

Submissive bisexual coed spends the weekend.

4.32
65.9k
19
3
28

It's Your Decision

Husband drifts away and tried to come back.

3.22
87.4k
23
126
26
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Dee's First Porn Shoot

Mature woman agrees to shoot scene.

4.34
132.7k
35
8
47
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It's a Start

The joy and pain of anal, getting hubby to do it.

4.22
19.9k
3
1
3
0

After Dinner

Dinner and romance lead to a special reward for you.

4.21
28.8k
6
0
8

Ann: A Love Story Ch. 06

Neils turn to star in anal 'scene' with Dawn.

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4.76
43.8k
12
3
13

Janet's Birthday Surprise

Janet gives her husband a 40th birthday gift.

4.27
97.3k
29
2
38
0

Marcia's Birthday Surprise

Marcia's boyfriend gives her a surprise threesome.

4.22
83.1k
11
2
22
0

The Lake Ch. 03

Kali and Nik entertain hotel guest and try something new.

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4.75
24.1k
13
8
15

Wilder West Ch. 04

Molly passes on the Irish slut baton.

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4.73
17.4k
4
1
7

My Anal Training Ch. 01

How she learned to accept a cock in her ass.

4.11
119.1k
21
3
38
0

Nudity at English Garden in Munich

Their clothes are stolen while trying nudity first time.

4.35
56.7k
13
2
17
0

Sapphic Healing Ch. 07

Danni's first anal.

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4.5
46.9k
15
1
18

Private Tutor

2 ageless guys, 1 ageless girl and "teacher" (college).

4
35.7k
4
0
7
0

Without a Word

Alegra gives into fantasy with her mystery lover.

4.46
18.5k
5
2
9
0

Three-Input Lady

He took the sun-kissed approach to changing her mind.

4.34
39.5k
6
0
7
0

Birthday Bootie

Greg tops every other birthday with this bootie bash for Kat.

4.36
35k
4
1
5
0

The Movie Lovers Ch. 06

Doing Rosie's rosebud.

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4.64
58.7k
7
3
10

First Anal

An initial experience with anal play.

3.44
164.8k
25
3
28
0

Moonbeam's Training - Anal Sex

One slave's thoughts about first time anal sex.

3.69
28.4k
4
2
6
0

Ashley Ch. 05

Ashley treats Brian to an unexpected night with her friends.

HW
4.75
465k
203
56
256

Church of Swallowing: Domination of Roxy

Roxy gets dominated into the Church.

4.36
49.8k
14
1
15

The Promotion

An anal awakening.

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4.58
137.3k
54
7
73
0

Twenty-One & Fresh Out of School

She's seduced by older couple.

4.29
84.8k
12
4
19
0

Yes, Master

He brings in another man for her first anal.

3.79
66.2k
8
8
12
0

Subhash Takes His Maid Anal

Indian Maid gets a lesson and anal.

3.56
213.4k
27
7
31
0

Let's Be Twins

Denise convinces him dress as her twin for Halloween.

4.33
262.8k
119
8
156
0

A Best Friend's Revealation

Shannon reveals his true feelings for Paul.

4.29
93.7k
47
1
54
0

In the Cool Night Breeze

Married couple rekindle the spark by exploring new territory.

4.25
54.4k
12
1
12
0

Learning Give and Take Ch. 03

Daddy introduces Mary to anal sex.

4.49
105.2k
18
6
22

Restaurant Passion

Two employees enjoy a forbidden anal encounter.

4.3
76.4k
8
6
10
0

Keeping on the Team Ch. 01

Coed submits to track coach to stay on team.

4.4
222.2k
111
10
177

Wife's Little Secret

Bikers take advantage of another man's woman at concert.

4.16
341.7k
148
5
217
0
4.1
232.8k
30
9
35

Gifts & Surprises

Tycoon gets 2 Valentines & 2 concubines (sequel to 'SB').

H
4.56
37.5k
7
1
8
0

My First Threesome

Late arrival makes for a no holes barred fuckfest.

4.44
86.8k
19
4
33
0

Friends with Benefits Ch. 02

The adventure continues the next day.

H
4.71
74.5k
54
0
56

My Anal Wife

How couple got started in anal sex.

4.43
272.6k
59
17
77
0

Lose Yourself

An itch that needed to be scratched.

3.74
41.5k
4
1
5
0

Naptime

Naptime ends with a welcome intrusion.

4.19
56.9k
4
1
7
0
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