‘painful’ stories

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Active tags
painful 

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The School Gynecologist

Emily needs a gynecological examination.

3.33
333.6k
40
16
63
0

A Broken Snowblower

He loses his virginity to an older man.

H
4.54
269.4k
152
0
167
0

Stranger in the Park

He gave me pleasure against my will.

3.71
200.2k
28
15
39
0

Fantasies Fulfilled Ch. 08

Irene drives her son home.

4.45
160.1k
28
2
33

Anally Submissive Gilly Ch. 02

Their first "real" assfuck is rough and filthy.

4.19
136.7k
28
5
33

Popping Kari's Anal Cherry

Eighteen year old gives up her anal virginity.

2.55
126.2k
35
13
37
0

Video Amateurs Ch. 03

Cop stops by and fucks Karen in the ass.

4
79.6k
8
0
14

Forced by Her Boss

Ivy returns for a meeting that ends painfully.

3.52
75.7k
18
6
29
0

He Did What He Did To My Rear

The very painful truth about her first anal. And a song.

3.65
74k
16
4
17
0

Thief

He's hated me without reason. Well, now I'll give him one.

3.74
63.2k
16
34
21
0

Hard On the Trail Ch. 06

Daddy reminds me who is boss.

4.29
57.1k
20
1
26

Rough Time with a New Friend

A young college girl isn't expecting how hands on things get.

3.51
53.4k
10
6
18
0

Unconditional Love Ch. 08

Mike, Alison and Christy have some fun.

H
4.71
53.2k
61
7
64

Slave to The Mobster's Son

Jock finds himself as the personal slave to local mob's son.

H
4.54
50.4k
86
9
121
0

Ana: Encounters

A foursome, lesbian interactions and anal sex.

3.42
34.3k
3
2
3
0

Virgin’s Ass Used and Abused

Protecting virginity is always not the best option...

4.09
32.9k
48
11
72

Hanson House Ch. 12

Classmates spanked before Amanda's arse is used.

H
4.65
32.5k
19
1
20

Exile Amongst Beasts Ch. 01

I was captured and bred by three werewolves.

H
4.6
27.5k
47
4
109

Rosy's Trial Ch. 03

Rosy is overcome with lust in court, leading to disaster.

3.65
21.8k
12
1
17

Pink Moscato Pt. 02

Jessica and Liv take the young man back to their car.

4.25
20.1k
51
5
69

Bounty

A sadistic killer faces an unusual bounty hunter.

4.26
19.4k
8
3
13
0

Texting Gets... Real

A cyber Sub/Dom Relationship gets out of control.

4.16
18k
8
2
10
0

At the Dance Ch. 02

Mar must face her punishment, but can she take it?

4.25
17.6k
3
1
5

A Knight Broken Ch. 02

Clara loses her virginity to the dragon.

4.44
16.7k
21
1
34

A Night Out

A woman walks into a trap.

2.38
15.9k
2
7
3
0

A Knight Broken Ch. 01

Clara the knight was caught by a lustful dragon.

4.29
15.3k
27
8
68

Skylar and Rose Ch. 01: The Beginning

Two college girls share their sexual past.

3.57
15.1k
4
0
5
0

The Bright Side

Stacey learns there's a first time for everything...

4.22
14.9k
5
8
11
0

Our Eyes Met

My Daddy and my first butt plug.

4.38
13.2k
5
0
11
0

An Old Friend Ch. 02

Greg and Norah decide to finish what they started.

H
4.55
11.7k
10
0
11

Commander Pinter Ch. 10

An Orc invasion; Escape from Skyreach.

H
4.54
11.3k
2
4
4

Turning In to Carnal Pleasure Ch. 02

Pooja gets much more than she bargained for.

4.41
11.1k
7
4
11

My First Time with a Guy

A story from the point of view of my trans friend.

4.45
10.7k
14
4
23
0

A Knight Broken Ch. 05

Clara accepts her fate as the dragon's fucktoy.

H
4.66
10.2k
10
6
18

A Knight Broken Ch. 04

Clara slowly gave in and became the dragon's slave.

H
4.81
8.5k
13
2
22

The Other Side of the Tracks Ch. 02

You summon, I obey; A new force in my world.

H
4.91
4.8k
5
6
9
0
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