‘anal training’ stories

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Active tags
anal training 

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S.L - The Secret Courier

Erika tricks her secretary into being an anal courier!

H
4.68
15.1k
12
6
26

Inside the Mind of Emma Pt. 04

The next stage of Emma's undoing.

3.5
1.8k
00
1

Inside the Mind of Emma Pt. 01-03

The adventures of seducing and using Emma.

4.41
2.3k
00
3

Femdom Experience with Ms. Sheila

My first time meeting and serving Ms. Sheila.

H
4.52
10.9k
14
4
32
0

Data Entry Pt. 03

Karen thinks something's wrong. Tim reassures her.

4.19
7.1k
7
2
15

Addiction Pt. 05

Anal Plug Curse to attain an orgasm.

4.43
9.3k
5
6
9

The Hardware Store

An incident at the hardware store leads to punishment.

4.31
9.2k
2
0
8
0

Achievement Unlocked

Anal-curious man gets a new toy and reaches a longtime goal.

4.16
10.3k
6
1
21
0

Anniversary Fling Pt. 04

Sandy continues Jill's slut-wife training with Reed's help.

H
4.79
6.1k
12
8
27

Giving Daddy My Ass Pt. 01

Paying the price for cumming without daddy’s permission.

4.17
23.9k
15
1
23
0

Depth of Submission: Mei's Training

Mei's training continues: Butt plugs and a flashback.

4.44
9.3k
7
0
20

Cultivating Lilly Ch. 14

Bound, Lilly’s bottom is forced to accept a new, larger toy.

H
4.58
23.8k
8
2
15

The Thrill of Submission

Power dynamics and humiliation Mei experiences in her role.

4.4
8.9k
2
0
16

Sissy Son Sucks Drunk Dad Ch. 04

Sissy son needs more training from a special tutor.

H
4.54
13.3k
23
4
34

Visiting Emma Watson Pt. 03

Yep. It happens. Emilia Clarke teaches Emma Watson anal.

H
4.82
11.7k
23
14
31

Learning the Rules Ch. 05

Jessica's training starts to escalate quickly...

H
4.61
16.3k
13
12
20

Learning the Rules Ch. 04

Mr Swift starts to address Jessica's fear of pain...

H
4.83
15.7k
22
18
31

Learning the Rules Ch. 03

Jessica's training continues... starting with her ass...

H
4.61
29.2k
19
20
26

Little One Gets a Fuck Machine

Little One's mommy domme trains her.

H
4.51
24.9k
38
2
73
0

Anal Training Ch. 05

Shopping in lingerie then sucking and fucking fun.

H
4.6
13k
7
5
15

The Collection Ch. 06

The last girl in my harem.

4.46
17.5k
9
2
17

Chloe and Cy Pt. 05

Whoa, I need to lie down... That was intense.

H
4.71
6.5k
9
5
19

Squealers

Acquiring a Humiliation and Degradation habit.

3.91
26.4k
3
3
26
0

The Chinese Tourist Ch. 09

Fucking under Miss Tina's eyes.

4.57
3.5k
2
1
4

The Agency Ch. 11

Dress shopping, flirting, party plans & in bed with Babette.

H
4.81
15.3k
20
10
29

The Agency Ch. 10

Michelle is falling for Brenda, but Ms. Allison has plans.

H
4.74
13k
23
8
33

The Agency Ch. 09

Michelle continues with Brenda and spends time in the office.

H
4.78
14.9k
27
7
37

Unlocking My Inner Anal Slut Ch. 03

Isabelle gets a thorough cleansing.

4.47
46.5k
23
2
47

The Agency Ch. 08

Michelle has an intense training session and date w/ Brenda.

H
4.78
18.6k
28
6
40

The Agency Ch. 07

Michelle learns a valuable lesson and progresses in her job.

H
4.78
18.4k
23
10
32

The Agency Ch. 06

A weekend with Babette brings a new level of closeness.

H
4.79
18.4k
22
8
34

No F-ing Way! Pt. 02

The bet is on (and so is the chastity cage)!

H
4.62
45k
60
15
88

Geis Ch. 09

Like mother, like daughter.

4.48
17.5k
17
2
35

Fae & Maza Ch. 05

The young couple talk about boundaries and anal training.

H
4.63
5.2k
6
2
10

The Agency Ch. 05

Michelles training steps into high gear.

H
4.68
31.9k
40
10
56

Getting One In Return

Jason returns the favour.

3.89
11.3k
6
2
12
0

A Study in Fragrance Pt. 16

Monday Afternoon: Emily is introduced to her new training.

4.23
9.4k
2
0
8

Joy Ride on I-55

Couple’s road trip escalates into a wild night.

4.38
10.7k
6
2
13
0

Utopia - Incest & Sexual Training Ch. 04

The V card ripped to shreds for sexual Initiation.

3.75
18k
11
1
25

The Double Anal Weekend Ch. 01

She's trained so hard but can she really do double anal?

4.37
70.1k
70
2
129

Amanda Becomes a Slave Ch. 02

Amanda learns more about her owner & receives anal training.

3.68
43.6k
5
3
16

Just Look at Me Now Ch. 04

Nicole's training shifts to high gear.

4.44
15.9k
8
0
13

Jack and Jill Pt. 03: Anna

Jill has a lesbian adventure and pegs her husband.

4.09
16.7k
9
5
16

Jack and Jill Pt. 02: Jean

Jean begins Jacks transformation into an anal slut.

H
4.61
25.3k
26
6
31

Utopia - Incest & Sexual Training Ch. 03

Ceremony: The daughter is vowed to incest & anal training.

3.71
45.6k
25
6
46

He Made Me Ch. 04

Her quest to become a famous pornstar and her dream-self.

H
4.62
30k
14
3
27

Utopia - Incest & Sexual Training Ch. 02

Where family sexual training is intense, here it begins.

3.93
49.6k
29
7
55

Anal Training Ch. 03

Continue your training. Become the sissy slut.

4.46
29.6k
16
2
21

Anal Training Ch. 02

Continue your training and explore ass more.

4.27
23.5k
12
4
16

Anal Training Ch. 01

First time anal experimentation joi for wannabee sissy.

4.36
52.8k
40
5
73

A Merry Christmas in my Ass

This year's Hallmark Special is...special.

4.38
15.9k
13
4
21
0

Dawn's Anal Awakening Ch. 02

Dawn tells Eric she's leaving for college.

H
4.69
56.3k
55
8
72

Dawn's Anal Awakening

Dawn's embraces her anal truth.

H
4.7
170.3k
238
15
398

Tormented by a Mature Dominatrix

A tgirl mistress uses a young man as her plaything.

3.97
49k
19
2
41
0

Leah Pt. 01: Run

Leah caves to her anal cravings.

0
37.1k
24
6
49

Another Week - Poppy Brown

I slid down the bed to his semi hard cock and wanked him.

3.49
15.9k
7
0
12
0

Putamia

A daddy reclaims his little.

4.33
42.2k
18
3
52
0

Petsitting Ch. 03: Friday

In which Pup is disobedient and obedient by turns.

H
4.54
31.3k
22
6
33

Winning the Blonde Goddess Ch. 02

Darya takes Scott's anal virginity.

4.45
42.9k
30
1
44

Pick 3 Day 02

Day 2 of anal and submissive training.

4.4
56.2k
15
0
21

Petsitting Ch. 02: Thursday

In which Pup takes a call and helps serve dinner.

H
4.56
30.2k
19
4
24

D.O. Wilson Ch. 01: Innocent Bride

The Disciplinary Officer has a lesson for a virgin bride.

4.45
49.9k
40
5
74

Lucy's Training Ch. 01

Lucy gets taken to her first anal slave training.

4.17
112.3k
53
6
109

Slave Ella Ch. 07 - Anal Training

The new slave is trained...

4.46
64.1k
20
4
28
0

Pick 3 Day 01

3 days. 3 gifts. 3 ways to train her ass.

4.39
45.7k
27
1
41

Tail Spin

Rosa’s kidnapped in Japan and inducted into a sex cult.

0
32.7k
10
3
23
0

Petsitting Ch. 01: Wednesday

In which Pup is dropped off and cleaned out.

H
4.51
66.3k
63
4
87

The Basketball Team's Bitch Ch. 01

The team's bitch prepares for his gang-bang with the trainer.

3.8
66.6k
18
8
39
0

The Story of Odilia Ch. 10

Odilia is taken to the Place of Public Punishment once again.

H
4.71
52.7k
20
3
28

Hadley's Other Cherry Ch. 02

Hadley trains her virgin ass for Jack's big cock.

H
4.57
134.1k
113
7
148

Pushing Boundaries

A visit from Sir brings new challenges for a submissive.

4.15
30.5k
12
1
14
0

Of Lords and Ladies Ch. 07

Lady Allys submits to anal training.

H
4.56
85.1k
30
10
37

Princess Chelsea Ch. 03

Princess Chelsea takes an apprentice.

H
4.61
41.2k
23
13
31

Princess Chelsea

A submissive male answers an online ad from a Dominant woman.

4.47
98k
81
15
130

Amy's Anal Training

She has her ass used more than before.

3.7
65.6k
10
1
21
0

A Perfect Surprise

An unsuspecting young woman gets the shock of her life.

4.2
84.6k
22
1
34
0

Three Bikers and a Needy Mommy

Bikers bring presents and mommy gives some back!

4.15
86k
28
3
51
0

Emma's Endurance

Newly married girl is forced to love, honour and obey.

4.29
105k
45
4
68

The Dream

Wife's ass gets trained.

4.15
163.2k
38
10
58
0

Abs and I

Young man being toned and tuned for ravishment.

4.07
55.8k
8
3
14
0

Danielle's Holiday Ch. 05

In which Danielle is demonstrated subservience.

4.41
35k
6
4
7

Danielle's Holiday Ch. 04

Danielle commences her first training.

4.38
48.9k
9
3
12

Danielle's Holiday Ch. 02

Erotic journey into lesbian dominance and submission.

4.39
55.2k
14
3
18

Danielle's Holiday Ch. 01

Erotic journey into lesbian dominance and submission.

4.18
79.4k
28
4
39

Amber's Enchantment Ch. 01

Political tensions grow as Amber's training continues.

4.47
57.9k
22
3
44

Jackie Makes Things Right

Jackie finds Brandon AND a love for strapon man-fucking.

H
4.81
331.2k
244
44
327
0

Private Games

Husband & wife explore BSDM control games.

H
4.56
125.9k
94
11
134
0

Lessons

This may be Audrey's first time, but it won't be her last.

4.23
112.5k
9
9
22
0

Queen Me Ch. 01

In which we meet the queen & witness a conversion.

4.27
35.4k
8
0
14

Tampon Training for TG Women

Practical guide to feminine hygiene for cross-dressers.

4.4
147.9k
20
38
22
0

Andrea: A Fantasy Ch. 02

Anal lust, and more submission to a bitchy lady.

H
4.59
43.7k
10
3
16

The Daughter Ch. 05

Her virginity is at stake.

4.47
66k
9
0
12

Chantal: The Real Story Ch. 01

Will she really sell her body?

4.32
100.9k
30
9
60
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