‘crossdressing’ stories

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Active tags
crossdressing 

Category

A Sissy Shopping Trip Ch. 01

My wife punishes me with a shopping trip.

4.15
168.9k
32
6
47

Home Alone: Day 02

The sissy boy gets found out.

3.84
112.2k
7
2
8

Home Alone: Day 01

Young man loves crossdressing at home.

3.66
95.7k
12
1
16

Julian Falls in Love

Julian finds fulfilment with an older man.

4.44
117.9k
33
6
40

Surprise

A sissy's wife gives him a big surprise.

4.42
186.2k
55
11
68
0

Mr. Plumber

Crossdresser meets bisexual plumber.

4.16
63.2k
5
1
8
0

Fifties Housewife The Next Day

Gerry goes to work and is confronted by his coworkers.

H
4.65
69.1k
21
11
24

Lesbian Meets Mark's Cock Slut

Submissive woman explores her bi side.

4.42
117.8k
25
0
47
0

Daddy's Little Boy

Unexpecting son gets forced by father and transformed

3.7
347.6k
98
23
152
0

Patrick's Treat

Does he have what it takes to be a cheerleader?

4.26
51.3k
16
0
21
0

Patrick's Training Treat Ch. 02

The adventures go a stage further.

H
4.54
41.6k
12
1
14

The UPS Guy

One delivery after another.

4.23
59.9k
25
8
32
0

Guilty Pleasures

A drag queen submits to her boyfriend's perverted urges.

4.03
78.5k
5
2
9
0

Fun Afternoon In A Toilet Ch. 02

Gay oral sex fun dressed in lingerie.

H
4.58
50.1k
7
3
9

Fun Afternoon In A Toilet Ch. 01

Gay oral sex fun dressed in lingerie.

4.39
73.6k
12
4
14

The Barbeque Ch. 02

Continued exploits of guy who loses a bet.

H
4.65
101.2k
50
9
60

I Bisexual Ch. 01

A night in the day of a slut.

4.09
81.1k
8
9
9

Proud To Be A Sissy Ch. 09

Kary experiences his first gang bang.

H
4.7
101.7k
34
6
38

Trading

Wife suggests a trade.

3.86
143.6k
14
6
21
0

Tranny Chasers: Bernie and Ron

Two tranny chasers meet two trannies.

4.3
34.1k
15
4
16

High and Low Ch. 01

The dark side of sex and the fast life.

3.6
40.5k
15
5
17

Proud To Be A Sissy Ch. 02

He finally learns to enjoy life and find his place.

H
4.7
111.7k
46
8
52

My Father's Women

Daddy isn't just a crossdresser, he's an actress as well.

4
49k
10
3
17
0

Sister and Brother Ch. 03

Sister & her crossdressing brother explore a new pleasure.

H
4.53
106.7k
41
4
54

Sister and Brother Ch. 02

Another adventure for a sister & her crossdressing brother.

H
4.59
93.3k
48
3
61

Confession of a Panty Lover

Man tells his story of how he...

3.89
30.8k
3
0
5
0

Anal Therapy

Shrink tries to cure cross-dressing fetish.

4.48
87.6k
50
7
70
0

Sister and Brother

A sister and her crossdressing brother.

4.45
200.8k
126
9
161

A Murder Misstery Aloft

Sex-changed fugitive learns secret, joins mile high club.

4.47
56.7k
9
6
10

Dorm Floor Bitch v. 05

Michael goes out as Michelle for Spring Break fun.

0
78k
16
2
20

Walk-In Clinic Ch. 02

He leaves the clinic in panties...and a little more.

H
4.55
169k
52
13
59

Delicious Delicates

How I spent my summer vacation.

3.97
63.8k
10
4
12
0

Girl's Night Out

Showing a friend the joys of public femininity.

H
4.67
151.5k
64
20
84
0

Jen and Me

An older woman cultivates a younger man's inner woman.

H
4.57
138.5k
47
16
60
0

Don Venuto's Sissies

Don Venuto's son is a sissy and he's being teased.

0
35.1k
11
5
13
0

Translesbian

Lesbian affair? Who's the real girl? You decide.

4.25
58.2k
9
11
11
0

Dorm Floor Bitch v. 04

Michael becomes Michelle - finally a true bitch.

0
118.3k
23
3
26

My First Time Dressing Ch. 02

Crossdresser gets his first real cock.

H
4.6
88.6k
18
7
20

My First Time Dressing Ch. 01

Curious crossdresser gets his chance to dress completely.

4.37
97.4k
20
8
29

All Dressed Up and Ready To Go

T'was the night before Christmas and...

4.16
83.1k
25
3
31
0

A Real Cocksucker

A CD crosses the line between cybersex and realtime sex.

4.44
79.1k
23
10
25
0

Old Folks Ch. 01

Young man finds out Frank isn't who he said he was.

4.47
74.9k
20
0
28

A Sissy Saga Ch. 02

The women are heartless. The young men are helpless.

H
4.51
57.5k
13
2
19

A Visit To an Adult Store

He gets more than he bargained for at an adult store.

4.45
154.4k
61
14
73
0

I Never Had a Chance

Mistress makes him make a bet - just so he can lose.

4
65.4k
14
11
28
0

Barbie Jo Adventures Ch. 03

Barbie Jo learns how to be a whore.

H
4.51
50.1k
9
3
12

Vacuuming

After dusting the house obviously comes the vacuuming.

3.52
53.7k
1
1
3
0

Submitting to Master Ch. 03

He submits to black man.

4.43
72.2k
17
10
19

Bathing Mistress

As I prepared to bathe my mistress I removed my high heels.

3.59
36.1k
2
1
3
0

Barbie Jo Adventures Ch. 02

Evening with friends, services rendered.

H
4.6
52.8k
10
1
11

A Mother's Promise Ch. 18

Bobby's journey intensifies with mom, aunt and Erika.

H
4.71
249.1k
122
114
146

My First Time Out of the House

His first time going out in public wearing his mom's jeans.

3.6
47.1k
5
2
6
0

A Mother's Promise Ch. 17

Mom and aunt prepare Bobby for his 'procedures'.

H
4.64
231.6k
65
19
83

A Fetish Discovered Ch. 02

The continuing account of married couple's fetish.

4.33
167.7k
28
11
35

A Fetish Discovered

Wife discovers his secret fetish - and enjoys it, too.

4.28
267.1k
49
11
66

Instead of My Sister Ch. 02

Once again, young man takes his sister's place.

4.45
136.1k
36
3
42

A Murder Misstery Finis

Was a fugitive crossdresser's suicide all it appeared to be?

H
4.5
39.5k
7
7
8

Murder Misstery Melange

Will a wanted fugitive change his sex to save his skin?

H
4.63
54.8k
8
1
9

Total Submission

Master meets his on-line slave.

4.09
33.9k
5
3
5
0

More Murder Misstery

International manhunt for man disguised as a woman heats up.

H
4.73
32.9k
5
3
8
0

Old Friends Ch. 02

Thing heat up between the two roommates.

4.25
45.8k
6
1
8

A Murder Misstery

Wanted man stays one step ahead of the law - in high heels.

H
4.63
78.5k
29
9
35

Passion is Blind

Missing both the obvious and the death of an era.

4.29
43.2k
3
13
4
0

Panty Party

How to go from stright CD to Bi-CD in one step.

4.38
98.5k
21
10
23
0

Teach Me Trans-Mistress Ch. 04

Nancy's is brought deeper into Leah's Domination.

H
4.51
79k
14
3
17

Smoke Screen

Smoking fetish leads him beyond his comfort zone.

4.49
42.3k
10
3
12
0

Sally's First

A lot of firsts for Sally.

4.41
109.9k
21
9
26

Pussyboy Nephew Ch. 02

Aunt prepares crossdressing drunk nephew for gangbang.

3.89
239.7k
27
0
37

Daddy's Boi

Two men savor their D/s gay relationship.

4.17
193.3k
39
16
51

Andy Becomes Mandy

Andy loses a fixed game and is forced to dress as Mandy.

4.4
127.8k
34
6
46
0

Feminine Persuasion Pt. 01

Man made girly to lose weight by his neighbor.

H
4.53
147.7k
39
10
48
0

Let's Be Twins

Denise convinces him dress as her twin for Halloween.

4.33
263.5k
119
8
159
0

Brotherly Love, Sisterly Love Ch. 02

The crossdressing twins enjoy a costume party.

H
4.68
202.1k
107
17
116

It Started On My Day Off

Unfriendly neighbors start a new relatioinship.

4.35
69.3k
13
6
16
0

I've Finally Found Myself

Girly boy meets her perfect lover.

H
4.7
157.9k
76
9
91
0

Lifting Weights

He's taken by surprise while lifting with a friend.

4.37
100.9k
27
4
28

Michele Nylons' Stories Ch. 03

Third instalment of Michele Nylons true sexual encounters

4.1
53.4k
14
3
18

The Adventure Continues

Bob continues his journey to a better Bobbie.

4.44
34.6k
4
3
8
0

Been Caught Cheating Ch. 03

Just when he thinks things are getting better!

4.23
133.5k
27
18
34

Crossdressing Brother Ch. 03

Claire bathes her brother, then dresses him.

4.41
119.1k
33
6
44

Judy and Dave's Initiation

A romance with both husband and wife.

4.36
107.3k
32
12
42
0

Judy and Dave's Vibrator

Wife moves husband into crossdressing adventure.

4.38
181.1k
37
14
47
0

A Mother's Promise Ch. 12

Mother makes love to Bobby with the strap-on

H
4.65
228k
89
40
110

Brotherly Love, Sisterly Love Ch. 01

Brothers explore crossdressing together.

H
4.68
197.4k
193
11
224
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Active tags
crossdressing
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