Try the free LITEROTICA WEBCAMS!

‘crossdresser’ stories

Active tags
Active tags
crossdresser 

Category

Sort by:
ViewsRatingFavoriteNewest
7 Days30 DaysAll Time

Caught in the Act Ch. 02

Taking things back to his place.

by Alice_Angel in Transgender & Crossdressers 11/27/2023
H
4.78
8.4k
17
6
24

The Intimate Dinner Party

An intimate dinner party turns erotic.

by Didi_Galtier in Transgender & Crossdressers 11/25/2023
H
4.51
14.7k
31
4
55
0

The Making of a Sissy Pt. 07

Charlene and John set sail for the weekend.

by CharleneCross in Transgender & Crossdressers 11/22/2023
H
4.56
5.8k
6
5
8
0

Absinthe and the Schoolgirl

Transgirl enjoys Girltime, a party and a little deception.

by SabrinaGLangton in Transgender & Crossdressers 11/15/2023
H
4.7
8.2k
5
16
18
0

The Making of a Sissy Pt. 06

Opa got Charlene ready for the yacht cruise ahead.

by CharleneCross in Transgender & Crossdressers 11/14/2023
H
4.63
8k
5
1
9

My Cross-Dressing Secretary

What happens in the pool stays in the pool.

by Nic_Bersey in Transgender & Crossdressers 11/12/2023
H
4.74
29.1k
18
0
45
0

Magic Dress - Nancy Pt. 03

My first date!

by SlightlyRude in Transgender & Crossdressers 11/05/2023
H
4.71
3.1k
6
3
10

The Food Court Bathroom

Saw a cockslut at the mall, and knew exactly what he was.

by Dis0rdered in NonConsent/Reluctance 11/05/2023
H
4.53
21.9k
21
3
39
0

One Anita in My Skin Ch. 01

Becoming a she.

by prut0 in Fetish 11/04/2023
H
4.7
6.7k
2
3
9

The Twist Ch. 02

Both guys meet the lovely ladies again date 2.

by MajesticLVR87 in Gay Male 11/03/2023
4.33
3.1k
1
1
6

Thanks Stepmom Pt. 02 - GF?

After I learned what I am my childhood friend finds out...

by hentyty66 in Transgender & Crossdressers 10/28/2023
H
4.69
13.7k
25
2
33

The Making of Ana

Straight man blackmailed into becoming a sissy escort.

by ana_noir in Transgender & Crossdressers 10/25/2023
H
4.53
30.4k
56
9
91
0

Unexpected Pleasures

Trying to lose his virginity brings unexpected experiences.

by Transheavenly in Transgender & Crossdressers 10/25/2023
4.4
12.9k
13
4
28
0

The Making of a Sissy Pt. 05

The perfect weekend ended but there's more to come!

by CharleneCross in Transgender & Crossdressers 10/23/2023
H
4.56
7k
6
0
10

CD Transition to subwife Pt. 01

A CD is guided into full time subwife role.

by CharlotteCDSlut in Transgender & Crossdressers 10/23/2023
H
4.59
14.1k
17
5
33

Needing Leah Ch. 10

It's time Leah told Ellie the truth...

by SerraShades in Transgender & Crossdressers 10/22/2023
H
4.77
4.8k
11
8
11

Leah, Locked Ch. 04

Leah takes the plunge with Miss Olivia and Amanda.

by Floydman1 in Transgender & Crossdressers 10/22/2023
H
4.88
4.5k
7
1
15

Happy

A young crossdresser finds her perfect partner and life.

by Transheavenly in Transgender & Crossdressers 10/20/2023
H
4.73
9.9k
4
7
19
0

Shopping Spree in Scottsdale

Nikki and The Girls Go Shopping.

by NikkijMaadison in Transgender & Crossdressers 10/15/2023
H
4.5
5k
5
2
10
0

The Neighbors

I'm caught playing, and invited to join the neighbors.

by PRTNDR in Group Sex 10/15/2023
H
4.55
22.4k
15
4
43
0

Coby Pt. 02

Suburban teen furthers explores his/her new feelings.

by etiennesurlaplage in Gay Male 10/12/2023
H
4.62
3.4k
2
1
6
0

Construction Site Whore Pt. 02

Our construction site whore has her monthly review.

by Isabellatheslut in Transgender & Crossdressers 10/12/2023
4.38
9k
10
0
13

Disappointment

A dom and femanized sub explore sex as opposite genders.

by kinkawon in Anal 10/12/2023
H
4.64
6k
3
0
7
0

Evening Out with My Master

A crossdresser enjoys a night out with their master.

by paige_silk in Transgender & Crossdressers 10/11/2023
H
4.52
7.2k
8
1
15

The Making of a Sissy Pt. 04

The weekend I would never forget. And more

by CharleneCross in Transgender & Crossdressers 10/11/2023
H
4.75
10.3k
10
2
13

Suddenly His Secretary

A cross-dresser needs a new job.

by fantasycreation in Transgender & Crossdressers 10/10/2023
H
4.55
22.7k
32
7
59
0

Girltime at the Hideaway

Girltime, lovely clothes, wonderful friends and a new BF.

by SabrinaGLangton in Transgender & Crossdressers 10/09/2023
H
4.81
10.9k
19
18
35
0

More Vegas Nights

Playing dress up in the car with a street walker.

by SinCityCD in Transgender & Crossdressers 10/08/2023
H
4.57
5.8k
8
1
15

Ffion the Christmas Elf Pt. 03

Ffion learns a slave is just a beast for breeding.

by Heledd in Erotic Horror 10/07/2023
4.14
1.8k
4
0
5

Teacher gets Taught Ch. 02

Wife discovers husbands secret.

by Feverdreams in Interracial Love 10/07/2023
4.36
35.2k
43
6
68

Queen of Paradise Ch. 05

Michelle and Maria's saga continues.

by ptpl_guy in Transgender & Crossdressers 10/06/2023
4.31
2.7k
2
1
3

My Roommate's Maid Pt. 04

Sissy maid has a BIG day serving her new daddy and masters.

by pristina47 in Transgender & Crossdressers 10/05/2023
H
4.82
18.4k
35
11
44

Needing Leah Ch. 09

Punishment looms for Leah. Ellie may learn a big secret...

by SerraShades in Transgender & Crossdressers 10/03/2023
H
4.56
5.2k
6
11
9

AC Went Out!

Turned into a good night!

by Robincd1126 in Transgender & Crossdressers 10/03/2023
4.48
5.3k
7
0
15
0

Jim Wagner Pt. 04

Jim learns more about his past.

by sensualcaring in Transgender & Crossdressers 09/28/2023
H
4.75
2.9k
5
3
7

Tammy Cums to Visit

Tammy has a sexy time.

by KayeisaCD in Lesbian Sex 09/28/2023
3.37
5.1k
3
1
5
0

Vegas Adventures

Meeting someone that becomes a regular hookup.

by SinCityCD in Transgender & Crossdressers 09/28/2023
4.41
5.3k
7
2
16
0

Daniee Finds a Way to be Happy

Daniee struggles in her life until she meets Ashley.

by transfemworld in Transgender & Crossdressers 09/27/2023
4.44
3.9k
3
2
10
0

Hired for a Poker Party

Waitress for a poker party and more!

by Robincd1126 in Transgender & Crossdressers 09/27/2023
H
4.69
10.2k
22
7
35
0

Book Store Visit Pt. 02

Continuing my adult store adventures.

by SinCityCD in Transgender & Crossdressers 09/25/2023
4.48
8k
10
2
14

Tales of a Secret Femboy (Ch. 01)

An introduction to the adventures of being a college femboy.

by KinkyWriter22 in Transgender & Crossdressers 09/24/2023
H
4.58
23.1k
49
9
84

Tom's First Time Getting Fucked

Tom finally has the courage to get fucked by another man.

by EroticTechnique in Gay Male 09/23/2023
H
4.59
14.5k
19
6
33
0

The Making of a Sissy Pt. 03

Sissy finally taking it to the next step with Opa.

by CharleneCross in Transgender & Crossdressers 09/22/2023
H
4.57
10.1k
12
0
19

Needing Leah Ch. 08

Evening in the school common room. Will punishment follow?

by SerraShades in Transgender & Crossdressers 09/22/2023
4.43
4.8k
6
4
7

Book Store Visit

A trip to my local bookstore video arcade.

by SinCityCD in Transgender & Crossdressers 09/22/2023
4.15
12.9k
9
2
25

Dennis Meets my Female Side, Janice

My first sex with a man while dressed as a woman.

by CDBec60 in Transgender & Crossdressers 09/22/2023
H
4.61
8k
11
5
17
0

The Next Day with Dennis

Janice and Dennis try anal sex for the first time.

by CDBec60 in Transgender & Crossdressers 09/22/2023
H
4.57
5.8k
5
5
6
0

Jim Wagner Pt. 03

Jim gets a home and a few surprises.

by sensualcaring in Transgender & Crossdressers 09/20/2023
H
4.84
4.8k
8
9
11

CD Gives Roommate a Special Blowjob

Student has no time to clean, offers roommate a hand job.

by married40scouple in Transgender & Crossdressers 09/17/2023
H
4.79
18.6k
48
3
69

The Making of a Sissy Pt. 02

The journey continues as Opa and C got closer.

by CharleneCross in Transgender & Crossdressers 09/15/2023
4.45
8.6k
9
2
13

The Making of a Sissy Pt. 01

The story of a young curious teen's transforming adventure.

by CharleneCross in Transgender & Crossdressers 09/09/2023
4.17
26.8k
23
4
42

Halloween Girl

An older gent sees a boy dressed up as a girl for Halloween.

by VerbalAbuse in Transgender & Crossdressers 09/08/2023
4.35
18.8k
27
8
39
0

Jim Wagner Pt. 02

Jim discovers more about his parents and angels.

by sensualcaring in Transgender & Crossdressers 09/08/2023
H
4.83
4.1k
14
10
16

A Visit with Mommy

Crossdressers seeks "help" from a black shemale.

by Black_Shemale_Lover in Transgender & Crossdressers 09/07/2023
4.41
9.9k
15
4
25
0

Your New Shoulder Devil Pt. 02

Rose plots to corrupt Angelina, Domi plots to seduce Dolly.

by ErinMaura in Transgender & Crossdressers 09/07/2023
H
4.88
4.2k
4
4
8

Sexy underwear surprise

Boyfriend dresses up in women's underwear as a surprise.

by Literot76 in Gay Male 09/06/2023
H
4.64
6.3k
5
2
13
0

Sweetness

A crossdresser meets a man at a snowy hotel.

by SabrinaGLangton in Transgender & Crossdressers 09/05/2023
H
4.88
11.9k
13
6
29
0

Sissy Sold in Thailand Pt. 02

Eric tried an escape with his new friend.

by SissyLovesWriting in Transgender & Crossdressers 09/03/2023
3.94
11.2k
7
4
10

Needing Leah Ch. 06

Classes begin for our girl in disguise. Trouble lies ahead.

by SerraShades in Transgender & Crossdressers 09/03/2023
4.49
6.9k
7
10
11

Festival Transformation

Elizabeth turns Dan into Dani while at a music festival.

by sissicherri in Transgender & Crossdressers 09/01/2023
H
4.71
34.5k
84
20
145
0

Diary Entry Aug 23 Pt. 02

My first time at Linda's was just to learn the rules.

by LisasStories in Transgender & Crossdressers 08/29/2023
4.4
2.1k
2
11
2
0

Last Night's Wet Dream Pt. 03

The journey to fulfilment reaches the end.

by CharleyCd in Transgender & Crossdressers 08/28/2023
H
4.62
2.2k
1
3
1

Last Night's Wet Dream Pt. 02

A journey to fulfilment continues.

by CharleyCd in Transgender & Crossdressers 08/27/2023
H
4.65
2.9k
2
1
3

Last Night's Wet Dream Pt. 01

A crossdresser's journey to fulfilment.

by CharleyCd in Transgender & Crossdressers 08/26/2023
4.26
5.2k
4
4
9

A Sissy Success

A service to help sissies live a new life gets a new client.

by fantasycreation in Transgender & Crossdressers 08/23/2023
4.48
13.2k
18
2
30
0

Needing Leah Ch. 05

Leah has decided to fight back... will it work?

by SerraShades in Transgender & Crossdressers 08/22/2023
H
4.69
6.4k
7
8
9

Magic Dress - Paula Pt. 02

Paula becomes a woman.

by SlightlyRude in Transgender & Crossdressers 08/20/2023
H
4.69
5.2k
10
1
12

I Missed You

Mykal's been gone on business, and is returning home late.

by XxPrinceAnonymousxX in Gay Male 08/19/2023
H
4.75
4.7k
6
1
11
0

Dressed Up Kitten

Aspen gives his Alpha a little surprise.

by XxPrinceAnonymousxX in Gay Male 08/19/2023
H
4.83
7.7k
8
1
17
0

First Opportunities Ch. 03

Meeting my long time friends for the first time. As Georgia.

by subavenkat in Transgender & Crossdressers 08/18/2023
H
4.65
4.4k
5
7
5

In Gable's Stables Ch. 01

Gabriel takes Rolo home and gives her a bath.

by SarahWonder in BDSM 08/17/2023
3.64
2.3k
00
5
0

Needing Leah Ch. 04

Ellie promised punishment if Leah ever broke the rule...

by SerraShades in Transgender & Crossdressers 08/14/2023
H
4.61
10.5k
7
12
13

Returning to My Master

Submissive returns to her master to please him again.

by paige_silk in Transgender & Crossdressers 08/11/2023
4.48
7.9k
11
1
21

Needing Leah Ch. 03

A tour around the school goes badly wrong...

by SerraShades in Transgender & Crossdressers 08/07/2023
H
4.67
13.2k
15
10
22

Allyssa and Nikki 4

Allyssa and Nikki meet guys for the first time.

by sissyboi46979 in Transgender & Crossdressers 08/06/2023
H
4.64
4.6k
6
1
10
0

Jessica's Liberation - Pt. 01

The sensual process of turning into Jessica.

by nathalia_sky in Transgender & Crossdressers 08/06/2023
4.38
15.6k
9
7
28
0

The Tow Service Pt. 02

A night walk with Robert ends in an erotic adventure.

by nathalia_sky in Transgender & Crossdressers 08/04/2023
H
4.84
5.3k
15
11
21

So Thoroughly Defeated

You take your sissy for a walk around the city.

by AngelicaAlbright in Transgender & Crossdressers 08/04/2023
4.22
10.2k
5
2
14
0

My Best Friend's Girl

Femboy becomes his best friend's girl for a day...

by wolf_hunt in Transgender & Crossdressers 08/03/2023
H
4.72
46.5k
80
12
152
0

The Tow Service Pt. 01

Fully dressed as a women on a stroll and the car won't open.

by nathalia_sky in Transgender & Crossdressers 08/01/2023
H
4.56
10.7k
21
10
42

Just Friends Ch. 02

The weekend continues.

by Delia365 in Transgender & Crossdressers 08/01/2023
H
4.82
7.9k
16
7
20

Friday Night Crossdressing Fun Pt. 02

Mark let's me blow him as Seth loosens me up.

by LisasStories in Transgender & Crossdressers 07/30/2023
H
4.65
6.1k
10
6
13

Needing Leah Ch. 02

Leah's roommate knows her secret...does she enjoy that?

by SerraShades in Transgender & Crossdressers 07/29/2023
H
4.55
13.1k
13
12
24

Sissy College Slut Pt. 06

Alex makes bet with Jamison and Amy isn’t to pleased about it.

by SissyLovesWriting in Transgender & Crossdressers 07/28/2023
H
4.5
12k
13
2
18

Biking Buds Pt. 05

Doug learns more about Marsha.

by Fran_cd in Transgender & Crossdressers 07/28/2023
H
4.78
4.3k
6
2
11

BeKoming Pt. 06

K wakes up tied to Rose's bed, about to be punished...

by ErinMaura in Transgender & Crossdressers 07/27/2023
H
4.6
6.6k
9
5
18

Three Cocks and a Wedding

Another adventure for the Three Cocks Service.

by SlightlyRude in Group Sex 07/26/2023
3.94
10.4k
9
0
19
0

Stupid Sissy Maid

I become a maid for a sadistic couple.

by ZacharyFagg in Transgender & Crossdressers 07/26/2023
4.46
19.8k
21
3
44

Allyssa (Mitch) and Nikki (Paul) 03

The descent into becoming sissies continues for Mitch and Paul.

by sissyboi46979 in Transgender & Crossdressers 07/24/2023
H
4.74
6.8k
6
3
11
0

Chrissy is a Gangbang Cash Slut

Mistress puts Chrissy in bondage then whores her out.

by ChrissyWhore in Transgender & Crossdressers 07/22/2023
4.07
13.8k
11
2
38
0
Active tags
Active tags
crossdresser
Separate tags with commas. More info in the FAQ
Related Tags
Show More