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‘anal virgin’ stories

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30 DaysAll Time

Buttfuck Buddies Ch. 01

Nick and Mia's passion for anal sex inspires Ashley...

by ZenZerker in Anal 05/08/2015
H
4.75
683.8k
1k
62
1.3k

The Bet

My girlfriend puts her ass on the line.

by Mostdefinitely in Anal 12/15/2021
H
4.79
496.4k
464
46
751
0

Taken for the First Time Ch. 01

An older man takes a willing first timer all the way.

by CandleLit in Gay Male 04/17/2015
H
4.65
464.2k
421
112
521

Betrothed to a T-Girl Princess

The future queen has a cock.

by SugarandSalt in Transgender & Crossdressers 09/01/2015
H
4.66
187.8k
395
27
544
0

Corporate Whore

Abbey becomes anally submissive to her boss.

by HeyAll in Anal 05/27/2014
4.36
390.7k
368
18
523
0

Cara, Daddy, and Uncle Johnny Ch. 04

Daddy helps Uncle Johnny teach Cara about anal sex.

by classy_with_curves in Incest/Taboo 10/30/2015
H
4.56
356.5k
364
17
459

The Handyman is a Real Handy Woman

While the girlfriend's away, the handywoman and I will play.

by SugarandSalt in Transgender & Crossdressers 04/16/2012
H
4.7
196.2k
360
29
430
0

Ashley’s Anal Curiosity

Threesome with husband and her sexy best friend.

by HeyAll in Anal 01/26/2016
H
4.63
378.1k
356
40
540
0

Shortening His Sentence

All he has to do is date the worst shemale inmate.

by SugarandSalt in Transgender & Crossdressers 06/15/2012
H
4.65
185.8k
248
20
317

Nellie and the Diamond Gala

She needs a date, but he wants something in return.

by MsCherylTerra in Anal 07/09/2020
H
4.81
384.7k
245
47
358

Lily’s Anal Curiosity

She loses her anal virginity (on film).

by HeyAll in Anal 06/30/2016
H
4.62
208.9k
237
16
325
0

Bubble-Butt Gym Whore

Her ass wasn't for sale. Or was it?

by SimonDoom in Anal 08/01/2021
H
4.67
118.7k
213
20
390
0

Snapped: A Shemale's Story

Reject her at your own risk.

by SugarandSalt in Transgender & Crossdressers 05/30/2012
H
4.52
255.2k
205
15
253
0

Taking the Good Girl

He overcomes her reluctance and takes her virgin ass.

by YogaVixen in NonConsent/Reluctance 06/06/2012
4.43
263.6k
195
13
260

Loopholes Ch. 02

Tessa has an amazing surprise for Nick...

by ZenZerker in Anal 02/15/2018
H
4.78
270.9k
194
12
233

Drunk Samantha

Drunk Samantha is way naughtier than sober Samantha.

by Goldeniangel in Anal 03/01/2017
H
4.65
189.6k
178
9
269
0

Daddy's Little Cumslut Ch. 04

Daddy makes Cherry squirt and claims her ass.

by CherryTart300 in Incest/Taboo 04/22/2020
4.36
122.2k
165
12
224

Enjoying My Brother

Straight guy finds his bi side with his brother.

by Jamie_in_dresses in Gay Male 01/03/2015
H
4.54
121.4k
150
13
202
0

Sally’s Wish, Anal Education

Her anal virginity is pushed to the limit.

by HeyAll in Anal 12/07/2015
H
4.69
241.7k
146
11
220
0

He Fucks My Virgin Ass

He takes her anal virginity.

by Slut2theHeart in Anal 04/14/2007
4.49
432.9k
142
21
171
0

A First, My Friend's Sister Ch. 06

They enjoy their roller coster ride of a summer together.

by johnwhoknew in Anal 05/03/2013
H
4.73
253.4k
131
69
144

How to Have Anal Sex

Roommates explore anal sex with a Doctor’s cock.

by HeyAll in Anal 09/03/2017
H
4.66
147.2k
130
13
182
0

Breaching Gloria

Wife enjoys first anal sex.

by eroticveronika in Anal 06/13/2012
H
4.63
186.8k
129
13
173
0

Her Toy Takes My Cherry

The wife shows me the joys of pegging.

by zydrateaddict in Fetish 06/18/2012
H
4.53
182.8k
127
21
187
0

Sharing My Friend's Wife

Marie has sex with another man while her husband watches.

by OG4U in Loving Wives 09/23/2017
4.48
129.1k
122
33
185
0

Vivacious Aunt Victoria

Aunt Victoria comes back for seconds on Christmas Morning.

by RickyJoyce in Incest/Taboo 11/03/2019
H
4.51
98.4k
116
11
157
0

Jennifer's Twisted Fate

Jennifer gets anal gang banged by a group of unknown men.

by tobeyphillips in Anal 06/08/2017
4.45
143.4k
116
5
171
0

Underneath Every Office Skirt

Law firm solicits prominent clients with her ass.

by HeyAll in Anal 12/04/2021
H
4.64
88.4k
116
22
209
0

Boy Toy Ch. 01

Stephen is dominated by a married couple.

by spankednaked in BDSM 02/16/2022
H
4.53
67.2k
111
8
211

Anal Along the Bosphorus

A harem recruiter gets to test run the Sultans concubines.

by doitright in Anal 02/19/2014
H
4.64
87.5k
106
12
136
0

Intern Meant Tramp

Dominant Futa claim a young man as their office slut.

by ChainedToAKeyboard in First Time 02/27/2021
4.18
47.1k
101
16
181
0

Flexible Booty

18 year old gives up her virgin ass.

by Goldeniangel in Anal 04/04/2011
4.45
186k
95
6
122
0

Daddy's Little Slut

Emily gets fucked by her dad.

by alanhomerj in Incest/Taboo 03/18/2021
3.79
58.2k
94
4
127

Late Night First Time Anal

Forbidden friends reunite for her first anal experience.

by hung_cunnilinguist in Anal 11/24/2016
H
4.66
112.1k
94
8
125
0

Side Slut Ch. 02

A memorable big cock conquest.

by DallsBeep in Incest/Taboo 07/30/2023
4.44
58.3k
92
4
147

Sweet Temptation at the Workplace

Taken man can't resist when dream girl suddenly wants him

by TheLustWriter in NonConsent/Reluctance 04/13/2014
H
4.58
87.9k
90
6
117
0

Loosey Lucy Ch. 01

Shy babe with sloppy snatch gets a thorough anal pounding.

by fitsandfancies in Anal 05/29/2021
4.34
59.5k
90
9
164

The Alley Ch. 01

Man gets taken in a dark alley by another for the first time.

by alalu in Gay Male 04/14/2018
0
81.1k
89
4
123
0

Karen and Me

An uncle and his t-girl niece celebrate her birthday.

by Oldguy45 in Incest/Taboo 05/21/2014
H
4.5
96.5k
89
11
105

Woops, I Thought You'd Be Dressed

Beautiful wife accidently sees her boss naked.

by reginainthebutt in Loving Wives 01/01/2011
4.1
249.1k
87
59
121
0

Frozen in Time Ch. 02

He freezes time and makes Lorena his lover.

by TheLustWriter in NonConsent/Reluctance 01/05/2013
H
4.51
113.8k
86
7
103

Take a Chance - It'll Work Out

Incestuous Love, Sex, Marriage, and Children.

by ElderDirt in Incest/Taboo 12/07/2018
H
4.6
36.2k
86
10
125
0

Submission Ch. 12

Master takes her anal virginity.

by Goldeniangel in NonConsent/Reluctance 06/10/2012
H
4.75
141.4k
85
6
99

The Virgin Bride

Lisa gives him her flower.

by Charles Petersunn in Anal 05/13/2006
H
4.64
326.2k
85
24
119
0

Borrowing His Friend's Wife Pt. 03

John reclaims his wife Deborah after lending her to Martin.

by The Big Bopper in Anal 09/24/2007
4.48
163.3k
85
10
104

Anal Punishment for Daughter

A college demands action against a failing student.

by Bailey_R_Britton in NonConsent/Reluctance 12/23/2021
4.43
94.6k
83
5
166
0

Birthday Bondage

Girlfriend's first time in bondage for boyfriend's birthday.

by saxmandan3 in BDSM 09/03/2014
4.09
102.4k
83
11
121
0

Julie's Summer Schooling

Young woman becomes randy couple's plaything.

by Jaymal in Group Sex 12/29/2007
H
4.59
225.2k
81
16
110
0

This Is Our Life Now Ch. 03

Patsy gives up her ass to her son.

by SonForBBW in Incest/Taboo 01/04/2021
H
4.56
46.6k
81
2
121

Font of Fertility Ch. 26

A Magic Dick pops a question and manages life stuff.

by BreakTheBar in Sci-Fi & Fantasy 03/24/2024
H
4.86
12k
78
41
113

Taken by the Wolf Ch. 14

Bella loses her anal virginity

by Goldeniangel in NonConsent/Reluctance 02/15/2014
H
4.72
109.2k
75
9
89

Breeding Program Volunteer

You mistakenly volunteer for the futa breeding program.

by LushinLace in Audio 01/07/2022
H
4.64
87.4k
75
24
146
0

Teaching My Daughter Who’s the Boss

She comes home late again, and daddy is waiting.

by Panhead_Panda in Incest/Taboo 05/13/2021
4.15
92k
74
9
129
0

The Gift of Venus: Twins for Anal

Simon has a group project with the hottest twins in college.

by Raven_Feather in Anal 03/26/2024
H
4.8
40.3k
70
8
136

Anal Tentacle Invasion

Guy receives anal pleasure from tentacles.

by circleofcandles in Gay Male 05/10/2021
H
4.58
40.8k
67
8
109
0

Katie Goes Anal

Katie gives her anal virginity to her dad.

by johnnymindcrime in Incest/Taboo 06/21/2007
4.32
202k
66
0
83
0

Ice Road Fuckers

Snow forces me to share bed with wife's sister and mother.

by trueorfalse in Incest/Taboo 02/18/2010
4.14
330.2k
66
5
97
0

I Saw Mommy Fucking Santa Claus

Tina and her Mommy have been naughty girls this year

by DrMick in Group Sex 12/01/2005
4.41
278.8k
64
0
85
0

Nat and Sandy Pay the Rent Ch. 02

The sex games begin in earnest.

by Jaymal in NonConsent/Reluctance 03/31/2008
H
4.64
190.8k
64
8
88

A Fishing Trip, But I'm The Bait Ch. 01

A day of many firsts promises a future as Jane.

by stickygirl in Transgender & Crossdressers 01/08/2012
4.44
97k
63
16
89

Chinese Turn-out Pt. 01

Chinese Canadian guy gets turned out.

by Sissyhalo in Transgender & Crossdressers 09/12/2018
H
4.65
33.6k
63
1
84

Mr Valens Back Door Policy

Lawyer has anal sex with young cleaner.

by eroticveronika in Anal 07/14/2012
H
4.55
123.2k
62
9
84
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
513.9k
61
29
87

Wendy Gets Fucked

Wendy is taken by three men.

by Amsterdick in NonConsent/Reluctance 03/19/2005
4.24
349.8k
57
9
77
0

Parent Teacher Conference

Voluptuous black teacher ass fucked by student's dad.

by Bruson in Interracial Love 02/11/2010
4.22
162.7k
56
16
71
0

Stuck in the Middle Ch. 02

They take his anal virginity.

by CSK in Gay Male 10/20/2014
H
4.73
61.1k
55
6
73

Caught & Rewarded

Who knew finding your wife cheating could be so rewarding?

by Lblush in Exhibitionist & Voyeur 07/18/2016
4.11
78.9k
55
13
84
0

Connor on Campus Ch. 01

Connor takes a fresh-faced virgin back to his dorm.

by JasonClearwater in Gay Male 10/10/2017
0
34.5k
55
9
76

Anna Kendrick - Payback

Anna Kendrick makes up for a somewhat innocent mistake.

by Noj in Celebrities & Fan Fiction 03/03/2020
H
4.69
32.5k
54
6
102
0

Dainty Daphne Ch. 02

Daphne gets Daddy to introduce her to anal.

by DirtyDirtyDaddy in Incest/Taboo 12/03/2011
H
4.52
105.5k
53
12
64

Castle Slave Ep. 01: Rose Girl

A new life of chastity for Belinda.

by AlinaX in Sci-Fi & Fantasy 07/09/2017
H
4.55
59.7k
53
3
128

Mrs. Honeyman's Chin

A mature woman and a younger man sexually erupt.

by byronbert in Mature 04/26/2019
H
4.63
68.8k
52
7
73
0

First Anal

She is surprised by anal sex.

by bohemianyuppie in NonConsent/Reluctance 04/28/2018
4.36
116.3k
52
5
80
0

Jeremy

I pick Jeremy to be the first to fuck my ass.

by Emily_Dick in Anal 07/06/2008
H
4.6
156.8k
52
2
64
0

Her Fiancé's Father Ch. 06

Jack finds a novel outlet for his frustrations.

by jxa2012 in NonConsent/Reluctance 12/05/2005
H
4.62
158k
49
8
66

Between Roommates: Sharing a Girl

Two hot SEALs share a girl for fucking, anal, oral.

by Ravenmiller in Group Sex 02/15/2020
H
4.65
43.7k
48
4
78
0

Blackmailing Rebecca Pt. 01

Tony films his Neighbours affair and then has fun.

by alanhomerj in NonConsent/Reluctance 04/19/2021
H
4.5
45k
48
2
96

My Stud

Rob gets turned to being fucked by Betty.

by Sissyhalo1 in Anal 10/25/2019
H
4.5
39k
48
7
64
0

Leah's Super Bowl Lovers

Her first group sex with six men.

by LeahSands in Group Sex 01/22/2009
H
4.56
112.5k
48
6
58
0

Bend Over Bitch

A rough breakup with a bad boyfriend.

by KenJames in NonConsent/Reluctance 05/14/2019
4
109k
46
2
68

The Corruption of Lucy Pt. 01

Lucy is corrupted with the help of her husband and friend.

by alanhomerj in NonConsent/Reluctance 02/26/2021
4.3
52.5k
46
5
105

Dad My First Lover Pt. 01

Father and his CD daughter with occasional sexual encounters.

by sarahchica96 in Transgender & Crossdressers 12/29/2016
4.32
86.1k
46
8
61

Mira Ch. 01

A girl upgrades to a new version of her favorite game.

by tentaichi in Anal 05/28/2014
4.35
61.4k
45
1
66

Hot Sand: Kooter's Beach

A hunting camp hires a married woman for a gangbang.

by riverboy in Group Sex 04/16/2021
H
4.58
36.4k
45
0
98
0

Mariella's Bottom

A Middle-aged woman loses her anal virginity at last.

by Otazel in Anal 02/27/2007
4.41
256.7k
44
16
51
0

Giving Up Her Ass

Kaylee wants to lose her anal virginity, but there's a catch.

by katiegirl212 in Anal 08/25/2018
4.21
96.2k
42
8
65

Sephalla, My Nightmare Ch. 08

A straight boy and his tsundere demon-horse futa bully...

by Thalaxian in NonHuman 09/19/2022
H
4.84
13.9k
42
7
55

Mia's Anal Cherry

Mia loses her last cherry to Alex

by robberbaron in Anal 12/30/2015
4.35
52.7k
42
1
50
0

First in the Ass

From an anal virgin to an anal slut.

by Krazy35 in Anal 09/19/2008
4.35
249.8k
41
9
53
0

A Virginal Challenge

Guy wants sex, and gets it - but not how he expects it.

by HeroFizzer in Transgender & Crossdressers 12/25/2017
4.21
53.1k
41
2
59
0

The T(h)rustful Voice Pt. 01

51% incestuous, 49% T-girl enthusiast. Also, hearing voices.

by Heatseek3R in Incest/Taboo 05/27/2015
4.48
39.6k
41
8
56
0

Stuck in the Portal Washing Machine

A mystery dial promises a lot more than clean laundry.

by AlinaX in Sci-Fi & Fantasy 06/22/2023
H
4.76
13.8k
41
11
99

AnnaSophia Goes Anal

AnnaSophia Robb asks friend to take her anal virginity.

by Robertdoc in Celebrities & Fan Fiction 01/24/2014
4.45
37.2k
40
0
51
0

Hot & Bothered

Wife wants sex after her run; he has a surprise for her too.

by dark_entries in Anal 08/03/2014
4.35
99.1k
40
11
54
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

The Shadow Doctor Ch. 02

The Flying Darkness - Craving Release - Tam Loses his Temper.

by TehCorinthian in Mind Control 11/20/2016
H
4.75
35.5k
39
10
50

A Wife's Secret Fantasy Ch. 02

Susan and Roxy explore Black men in Barbados.

by wunderboi in Interracial Love 05/08/2021
H
4.53
27.3k
39
1
56

Knox County Ch. 08

Good things - and bad things - happen to good people.

by Rehnquist in Novels and Novellas 06/12/2009
H
4.75
62.2k
38
18
49

The Cuck

She would rather be used by me than make love to him.

by bohemianyuppie in Erotic Couplings 04/30/2018
4.23
36.7k
38
7
56
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
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