‘prostate milking’ stories

Active tags
Active tags
prostate milking 

Category

The List

Straight father gets a massage he will never forget.

H
4.79
35.1k
76
21
127
0

Little Red Pill - Gavin's Turn Pt. 01

Gavin experiences the magic of the Little Red Pills himself.

H
4.75
13.5k
15
2
38

Sister on Lock Ch. 01

Angela gets punished for fucking her sister's girlfriend.

H
4.58
23.1k
59
15
112
0

Sinful Tutoring: Lesson Nine

Mistress Syn gives me a lesson in the Nursing Department.

H
4.55
6.7k
11
1
22

A Surprise Milking

A sub gets a surprise prostate milking from his loving Miss.

3.91
14.7k
5
2
26
0

The Tall and Short of It Ch. 02

Barry blackmails his way into the game.

4.3
4.9k
00
3

Femboy Milk

With everyone buying breast milk, what's a farmer to do?

H
4.83
48.8k
147
10
240
0

Sissy Sperm Droplet on Your Dicklet

The trouble with learning how to milk yourself in chastity.

H
4.56
21.8k
17
2
51
0

Sissy Bunny and Daddie in the Woods

A sissy bunny gets bred by her daddie in the woods!

4.34
16.5k
14
1
34
0

Sissy Prince Pt. 03

Prince's treatments are now over.

H
4.57
14.3k
13
2
22

Merchant & Monster Girls Ch. 06

Azalea helps with milking.

H
4.64
7.7k
12
2
19

Pansy without Panties

She had labia wings like a monarch butterfly, I was excited.

3.87
4.9k
1
1
9
0

The Black Goddess Emerges Pt. 08

Payback to Mum’s slides husband Charles.

4.21
3.6k
3
0
5

Dr. Blum's Dungeon

Jake finds himself in over his head with a Doctor Dominatrix.

H
4.61
35.5k
45
6
92

First Date with a Domme

Sexy nurse reveals her dominant side during a first date.

4.34
26.8k
20
5
46
0

Sammy Agrees to Shana's Game

Sammy's roommates milkings begin to get more intense.

4.17
32.8k
20
11
51
0

Home for Horny Monsters Ch. 070

Mike inherits a home full of fuckable monster girls - Part 5.

H
4.88
55.7k
131
117
156

Missy - Day 16: Spa Treatments

Missy and Daddy get pampered with a fisting and milking.

H
4.56
60.9k
42
8
65

The Erection Inhibitor Ch. 03

Male milking and fertilization.

4.07
42.7k
12
4
37

Don't Resist The Twisted Tryst

She wants to put her finger where? Only if I kiss her there.

H
4.75
25k
30
13
59
0

Housemates Pt. 02 - The Wooden Horse

Charlotte takes to riding the wooden horse for gratification.

4.33
32.7k
14
1
27

Evolving Sex Life Pt. 05

Wife, husband explore orgasm control, strap-ons, humiliation.

4.41
15.8k
14
0
24

Scenes from a Marriage Pt. 19

Impact play, teasing, and first real prostate milking.

H
4.61
12.4k
9
3
16

Milked by Daddy Ch. 01

Daddy makes love to his gurl and milks her sissy cummies.

4.35
40.7k
50
4
84
0

The Cottage Ch. 03

Sissy returns from cottage but the fun continues.

4.33
8.3k
5
2
10

The Cottage Ch. 02

Sissy gets anal deposit from silverdaddy in public toilet.

H
4.68
15.7k
13
2
23

Crossing Ethical Lines

After thorough physical exam, lines are crossed.

H
4.74
49.1k
48
11
100
0

Neighborly Love

My innocent neighbor provides me with some unexpected relief.

4.44
34.6k
38
2
70
0

Future Weddom Vows of Young Men

He falls on his knees; is collared and Prostate milked...

2.35
20.1k
1
0
6
0

Little Red Pill Ch. 07

Noah has a follow up appointment with Dr. Curtis.

H
4.73
25.5k
34
8
41

Scenes from a Marriage Pt. 03

Micro-scene: Our first prostate play.

H
4.5
18.3k
13
2
21

The Deal Sammy Made for Rent

Sammy gets cheap rent in exchange for anal milkings.

4.49
70.3k
84
11
153
0

Taking the Lad out of Alladin Ch. 14

Piggy learns a new way to orgasm, and the party ends.

4.22
8.4k
2
3
6

Transformations - Sinful Suburbia Ch. 03

Tyler worries. Blackmail! Master Levi. Tyler learns.

H
4.8
21.8k
22
11
30

Chris' Inferno Lover Ch. 04

Chris gets relief from a doctor visit...

3.9
17.2k
7
1
13

Matriarchy

Short story from the possible future.

4.37
37.9k
44
10
67
0

Chris' Inferno Lover Ch. 03

Chris is given more training from his incubus lover.

4.4
13.2k
6
1
12

Laura's Femdom Empowerment Ch. 04

Laura reaches new heights as a part time dominatrix.

H
4.64
46.5k
40
6
58

In from the Rain Pt. 03

A night out leads to a confrontation. Who will Casey choose?

H
4.79
20.2k
67
18
76

Home for Horny Monsters Ch. 016

Mike inherits a home full of fuckable monster girls - Part 2.

H
4.79
175.5k
289
88
345

Cuthbert and the Cleric Ch. 05: Shopping and Squeezing

Shopping trip leads to a gooey familiar for the sorceress.

H
4.73
11k
8
4
13

A Dozen Oysters

In the heat of passion a treat turned into utter depravity.

4.14
27.1k
13
14
20
0

Punishment

This is one of my first writings.

4.25
20.6k
1
2
9
0

Julia after Work

My girlfriend gets home from work and teases me.

3.96
26.5k
8
1
20
0

A Day at the Beach

A surprise anal probing!

4.27
119.9k
55
5
87
0

Petite Me

Oral sex pre-cum play, flaccid cock and Saggy Ball Sucking.

3.74
30.5k
8
4
22
0

Rhianna

A daughter nurses her Dad back to health.

H
4.67
191.3k
216
19
323
0

One Disgusting Pervert

Craigslist Catch Reeled In.

4
43.9k
9
1
14
0

The Weekend Getaway Ch. 03 - Sunday

It's time for his punishment for underperforming...

H
4.56
59.8k
29
11
39
0

Jamie and Amby Ch. 03

The third scene from Jaime and Amby's sexcapades.

4.08
20.4k
5
0
10

Jamie and Amby Ch. 02

The second scene of Jaime and Amby's femdom sexcapades.

4.27
28.8k
10
2
15

Primal Chase

A forest encounter with a naked man begins the chase.

H
4.65
67.1k
68
9
89
0

The Femdom Milking Farm

Femdom prostate milking.

3.17
242.8k
55
11
96
0

The Brownstone: Scott Ch. 04

Three generations of men live their lives as they want.

H
4.65
17.1k
8
4
8

Taking His Ass

Mistress anally trains a dominant man and makes him submit.

4.45
147.2k
87
19
124
0

The Beginning of Passion Ch. 02

A mother learns more about her son and his gay male lover.

4.36
22.8k
9
1
12

Tres XXX Amigas

Jerry meets his 3 new neighbors for unexpected CFNM "fun."

4.26
89.3k
32
9
49

Our First Date

Liam makes me masturbate, goes directly anal on first date.

3.51
69.6k
10
3
17
0

Dominating my Husband!!

Her point of view on a dominat relationship.

4.33
244.2k
123
29
175
0

Thirsty Old Men

A straight jock gets tricked into the Milking of a lifetime.

4.44
273k
246
26
320

Meghan's Awakening Ch. 02

Meghan's friend Carla joins her to humiliate Craig.

4.25
46k
10
2
17

Teased and Denied Ch. 07

Another visit from Ashley and she brings a surprise.

H
4.51
99.7k
32
5
44

Teased and Denied Ch. 06

Ashley is invited to the weekly milking.

H
4.59
132.4k
35
6
54

Spanked by His Neighbor Ch. 02

The continuing domination and humiliation of rickiee.

4.36
87.4k
19
6
24

Teased and Denied Ch. 03

Submissive husband experiences his first prostate milking.

4.35
157.7k
48
5
68

Subservient

A littly cucky's tale of serving his lady and her lovers.

0
120.8k
59
5
89

My First Milking

Mistress's way of relieving stress.

3.75
214.3k
44
4
72
0

A Request for Advice

The cute Asian girl living next to me asks for my help.

4.19
122.7k
25
3
44
0

Caught by my Daughter and Wife

Man gets caught at home crossdressing and masturbating.

4.35
204.8k
84
14
109
0

Light from Dark

Goth friends become lovers.

0
55.4k
39
1
49
0

Blink: One

A mundane office worker suddenly has his life changed.

4.26
98.6k
38
2
54

Jean-Michel's Orgasm

Karin gives Jean-Michel an analicious treat.

4.07
40.4k
10
3
17
0

He Came, He Saw Ch. 07

A punishment for panties and proposal for pussy.

4.42
74.2k
17
3
19

Kidnapped and Milked

Nurses drain their subject of his essence.

4.37
564.3k
313
16
478
0

Faint Heart Never Won Fair Lady

The not-so-gentle path to a couple's reconciliation.

H
4.66
85.2k
29
13
38
0

Nursed

Matronly woman rescues an injured man.

4.15
96.5k
15
10
26
0
Active tags
Active tags
prostate milking
Separate tags with commas. More info in the FAQ