‘crossdresser’ stories

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Active tags
crossdresser 

Category

A Lovely Kinky Couple and Friends

A meeting in Bruges with some wonderfully diverse people.

NEWH
4.68
2.3k
3
0
7
0

Meeting Mario

Kris hooks up with hot guy, who holds a spell over him.

NEW
4.29
1k
4
1
9
0

Business Trip Sissy

Married Sissy uses a Road Trip to explore his sissy side.

NEWH
4.55
4.1k
13
0
18
0

Good Boy

A man enjoys his new femboy pet.

NEWH
4.63
6.6k
11
1
22
0

Stress Relief

A married couple submits to a group of horny young guys.

NEWH
4.56
19.4k
21
6
49
0

Falling for Dad's Slut Ch. 07

Senseless fucking, shameless flashing.

NEW
4.83
2.2k
4
0
6

I Am Who I Am

The journey of a man who finds happiness late in his life.

NEW
4.2
2.6k
5
0
10
0

Blank Spaces

A cutthroat businessman starts having blanks in his memory.

NEWH
4.64
4.9k
14
10
30

Sissy and Her Neighbor Pt. 02

Sissy and daddy neighbor gets closer step by step.

H
4.57
4.5k
10
1
15

Sandy's Journey Pt. 05

Sandy and Dave take a business trip.

H
4.5
1.9k
5
1
6

Ffion and the Experiment Pt. 04

Ffion feels the love of men in a spitroast.

4.33
3.1k
3
1
3

Alex (1): House Sitting for a Friend

Alex enjoys house sitting for a friend.

4.44
6.8k
17
2
25
0

Couple on the Cruise Ch. 02

Alex visits Maria's room, and is dressed in some new attire.

H
4.52
9.1k
15
6
27

Falling for Dad's Slut Ch. 03

You better not put my dick in your mouth!

4.43
2.7k
7
0
8

Yours Truly, Jackie Dollar 24-01

The Genovese Matter: A drag queen is murdered in Miami.

4.4
556
2
5
4
0

Falling for Dad's Slut Ch. 01

A young man takes a liking to his father's slutty friend.

4.25
11.3k
10
7
29

Maggie's c*ck controls me

An evening rendezvous with a hot Chinese crossdresser.

H
4.63
6.2k
12
2
27
0

Mr and Mrs Next Door Neighbours Ch. 05

I Discover My Neighbours are a Sexy Bi Couple. The Finale.

H
4.66
4.7k
11
2
20

The Next Step

A shy and submissive CD steps out for the first time.

H
4.69
6.8k
18
2
33
0

Bring Your Sissy to Work Day.

A young CD helps Mommy close a business deal.

H
4.76
10.9k
19
2
45
0

Feminized by Girlfriend Pt. 05

Carla knows how to bring out my feminine side.

H
4.73
19.8k
48
21
72

Pleasing Mr. Wilson Pt. 07

Mr Wilson invites a horny friend over.

H
4.7
5.7k
16
2
23

The Wife Ch. 08

Linda follows her instructions and claims her reward.

H
4.55
2.3k
4
1
6

Masculinity Lost Ch. 28

A new job and VIP Humiliation for Dani.

H
4.79
8.1k
10
8
18

Or I Cuckold you

To my dear Husband.

2.64
7.8k
1
1
2
0

Study Buddies

A shy nerd takes on tutoring a popular jock.

H
4.83
22.5k
100
17
144
0

Mr and Mrs Next Door Neighbours Ch. 04

I discover my neighbours are a sexy bi couple.

H
4.72
4.5k
10
2
18

Pleasing Mr. Wilson Pt. 06

Mr Wilson wants to know every detail of my date.

H
4.86
6.1k
13
5
17

One Shot

Twink boy starts living his truth.

H
4.54
8.1k
20
2
37
0

Mr and Mrs Next Door Neighbours Ch. 03

I discover my neighbours are a sexy bi sex couple.

H
4.73
6.2k
17
2
23

Pleasing Mr. Wilson Pt. 05

Mr Wilson encourages me to go on a date with Stan.

H
4.89
7.2k
20
4
22

Filming a Monster's Tail

I became a monster's mate and I didn't have a choice.

4.45
4.4k
0
1
5
0

Conversion Ch. 02

A series short stories about discovery and transition.

H
4.6
2.2k
4
1
6

Jackie Gets First Time Black Pt. 03

A follow up piece to my previous How Jackie gets Blacked.

H
4.57
5.8k
11
3
17

Sandy's Journey Pt. 02

Sandy spends more time with Kim and meets her friends.

H
4.69
2.4k
5
1
10

Pleasing Mr. Wilson Pt. 04

Mr Wilson gives me 'guidance' in new relationships.

H
4.78
8.9k
15
7
18

Sissy Date Night with Danny

Last minute plan change leads to a good sissy fucking!

H
4.61
9.7k
13
4
25
0

Wife's Lingerie

Man enjoys being a woman wearing his wife's lingerie.

H
4.56
12.8k
37
4
61
0

My Doctors Take Advantage

Female transition turns into more.

4.46
7.9k
10
2
25
0

Pleasing Mr. Wilson Pt. 02

Mr Wilson introduces me to more pleasure.

H
4.77
14.3k
39
10
44

Becoming Fuck Meat: A Sissy Tale

Sissy Kristy goes back to Sir's motel room.

H
4.53
13k
22
6
42
0

A College Whore Pt. 03

Sean (Now named Candy) is blackmailed into modeling!

H
4.57
10.9k
14
2
24
0

Keeping a Secret

After a discovery, should he keep their secret or not?

H
4.84
16.8k
66
8
104
0

Daddy Party

A young CD accompanies his Daddy to a naughty get together.

H
4.86
15.2k
47
6
74
0

Masculinity Lost Ch. 24-25

Dani gets dressed for his date and meets up with Demarcus.

H
4.83
10.7k
17
11
22

My BBC Neighbor

An anonymous hook-up leads to a pleasant surprise for sissy.

H
4.66
23.6k
64
8
100
0

Book Store Visit Pt. 03

Caught in the moment…No mercy!

4.45
6k
8
1
15

Life Seems to Suck Sometimes

A Crossdresser becomes a woman with help from her friends.

H
4.74
12.3k
13
22
33
0

My Sensitive Nipples

My Longtime Enjoyment From Nipple Play.

H
4.77
3.1k
1
2
4
0

Taken Completely by Surprise

A locked, plugged, crossdressed sub confronted by cum.

4.41
7.8k
10
0
21
0

Sandy's Journey

A pair of panties changes Sandy's whole life.

H
4.83
15.7k
29
11
64

Tranford Tales - Carol

My husband had a bit of a turn.

4.22
1.5k
1
3
3

One Last Drag

CD gets a fresh start after breakup - 750 Word Challenge

4.15
2.8k
3
5
4
0

The Queens Secret Ch. 01

The Queen returns after a victory.

4.37
11k
20
1
46
0

A Gurl in the Making Pt. 01

A young man discovers more than they bargained for.

H
4.5
15k
17
3
46

Ffion and the Experiment Pt. 03

Amy enjoys taking charge of the slave.

4.45
4.2k
2
1
5

Babysitter's Secret...

Middle-age man hires a babysitter with a surprise...

H
4.76
17.6k
42
9
69
0

The Finder

An indecent business proposal leads to wild sex.

H
4.59
10.3k
12
2
30
0

A New Mom Pt. 02-03

A new start, a new life and a new mom.

H
4.67
21.7k
29
17
62

Passing Exams Pt. 03

Earning that 'A' with my first professor.

H
4.65
9.5k
13
3
23
0

Boiling the Frog Ch. 02

A look in a mirror reveals a face Scott's never seen before.

H
4.82
5.6k
15
7
24

Sissy Friends Forever Ch. 03

Two sissies get married and explore pleasure together.

H
4.75
4.3k
10
0
16

A New Mom

A son learns his dad is a cross dresser.

4.45
26.1k
39
14
91

Mom's Panties, Daddy's Dick

Stepdad suspects stepson wants some cock.

4.16
12.3k
11
1
32
0

Helping a Dear Friend (By Sucking)

Being a good friend can kinda suck.

H
4.62
15.1k
21
10
40
0

Delivery Day

Young sissy girl gets more than she bargained for.

H
4.66
19.3k
34
8
58
0

The Ladyboys and Couple

Transgender ladyboys and a couple story.

4.29
5.4k
12
0
26
0

Simon and Samantha

A crossdresser finds his dream girl.

H
4.77
9.7k
27
7
44
0

Boiling the Frog Ch. 01

A woman in black drags Scott into self-exploration.

H
4.66
13.8k
30
9
56

Two Sides of the Coin

A crossdresser learns of her past, while perched on a rock.

H
4.77
5.4k
4
8
18
0

Lake Side Hook-up

Kristy gets fucked hard by a biker.

H
4.75
10k
19
9
40
0

Husband Turned Sissy Pt. 01

Monica turns her husband into a panty wearing sissy slut.

H
4.59
47.3k
79
0
141
0

Lunch Break Quicky

A stranger fucks Kristy's ass on his lunch break.

H
4.58
6.6k
12
8
22
0

Playing with the Thief

Opportunity comes knocking at my door thanks to a thief.

H
4.61
12k
24
3
41
0

Ffion and the Experiment Pt. 02

Plans continue a pace preparing for the experiment.

4.75
1.8k
2
0
3

The Feminine Psychology of Sissies

The Homosexual Psychology of Femme Sissies.

0
4.3k
9
6
14
0

Sweet Treat Ch. 06

Crossdressing husband Stefany's first porn to camera.

4.46
3.7k
6
0
8

Trying It On

Nika guides her best friend, Billy, down a feminized path.

0
20.7k
38
11
71
0

Sissy Friends Forever Ch. 02

Two sissies in love work on wedding plans and having fun.

H
4.84
5.4k
14
1
20
Active tags
Active tags
crossdresser
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