‘crossdresser’ stories

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crossdresser 

Category

Darrel and Danielle

Things get romantic between co workers.

3.82
42.8k
2
0
3
0

The Babysitter

Babysitter guy becomes babysitter girl.

H
4.63
879.7k
935
66
1.3k
0

Kimmy the T-girl

A transvestite gets dominated by a stud.

4.15
74.6k
10
8
12
0

The Surrender to Femininity

Personal voyage into the desire of cross dresser.

4.22
49k
9
3
10
0

Ringer

It was just supposed to be a little change of pace.

4.37
79.5k
6
4
10
0

Undercover Angel Ch. 03

Transvestite in hiding forced to fuck.

H
4.52
48k
12
2
14

My First Time

Cross-dresser's first time with a man.

0
82.2k
23
6
30
0

Coming Clean

TV taking to the cleaners.

4.48
39.5k
13
2
16
0

Reality Slut Ch. 01

In time, dreams become reality.

4.49
43.4k
5
1
7

Florida Vacation

Staying in a dive motel can be hazardous to one's ass.

4.37
214.1k
47
13
71
0

Alexis Ch. 03

Alexis is set up with a date to the dance & goes shopping.

4.44
51.5k
18
0
20

Mommy and Goddess

He's caught dressing and taken far beyond his dreams.

4.21
216.4k
50
12
83
0

Crossdresser Gets Found Out Ch. 02

Crossdresser's training begins as wife takes control.

4.29
152.3k
17
8
20

Teacher's Pet

A teacher rediscovers a forbidden love.

4.45
88.1k
19
5
30
0

Big Daddy

Black drug dealer makes offer he can't refuse.

4.37
159.6k
87
7
98
0

This that go Bump in the Night

Unwanted intruder takes the Tv in more ways than one.

4.26
35.8k
4
2
9
0

Caught by the Police

Crossdresser caught in the act by police.

3.93
68.1k
24
4
27
0

Crossdresser Gets Found Out

Secret crossdresser gets discovered by his wife.

4.08
203.4k
30
21
39

TV Blowjob Slut for Blacks

He goes to the wrong bar and forgets his wallet.

H
4.56
183.1k
141
21
166

Alexis Ch. 02

The further adventures of Alexis and her slut transformation.

H
4.54
84k
31
8
34

The 20th Hole

Two golfers play a round, then they play around.

4.45
35.2k
11
7
14
0

Alexis

Young crossdresser begins the transformation to a slut.

4.43
130.5k
51
6
56

In My Place Ch. 02

His domination continues. What are his wife's plans for him?

4.39
125.7k
14
6
20

Rich Bitch

Sydd's escapades with her client, Binaca Trevors.

3.81
356k
4
1
4
0

Cast a Sexy Spell

Sexcraft user makes cd desire a reality.

4.34
40.8k
9
4
9
0

The Making of a White Sissy Slut

Steven becomes transformed to Stacy.

4.25
469.3k
132
8
186
0

Olivia and Katie Ch. 02

Katie and Olivia have fun with a cop.

H
4.65
33k
5
0
6

Alex

He wants his best friend...

3.99
56.8k
13
2
18
0

In Kelly's Room

Curious older step brother finds himself.

4.28
139.1k
34
5
38

Teacher's Pet

The school crossdresser gets an A+.

H
4.56
162.8k
86
3
106
0

At the Office

CD gets caught at the office.

4.41
117.2k
32
3
35
0

Olivia

Two cross dressers meet.

4.37
45.6k
22
0
25

The Cum Drinkers Club

Three crossdressers gang bang straight guy.

H
4.62
154.8k
125
8
161
0

Nikki Came Over!

Me and my best friend sitting round one night.

3.99
66.6k
7
2
8
0

Caught at the Park Again!

Just another day cruising the park.

4.41
81.6k
27
9
28
0

Her New Girlfriend Ch. 03

Completed: debut to her other girlfriends.

H
4.56
134k
43
9
49

The Lap Dancer Ch. 02

Cross-dresser creates the Pussy Pole Lounge.

H
4.57
50.6k
21
0
22

In My Place

Crossdresser is forced to go a lot further than he intended.

4.4
231.7k
76
16
94

A Bit of a Kiss and Cuddle

A crossdressers first time, explored.

4.15
173.8k
22
6
27
0

Cuckolded By My Son

Sissy watches as his son screws his wife.

4.3
862.4k
583
54
881
0

Allison is Born

A tale of a 'newborn' shemale.

4.29
60.7k
15
2
18
0

A Lost Bet Ch. 08

Jo pushes the limits to win.

4.45
64.5k
25
15
28

Nikki Comes to Life Ch. 03

Nikki is faced with her secret being exposed.

H
4.71
60k
18
7
20

Nikki Comes to Life Ch. 02

Nikki reluctantly moves onto her next adventure.

H
4.62
62.2k
16
4
18

Exotic Escapades Ch. 03

Tammy's adventures with a ladyboy and two men.

4.11
34.7k
5
0
6

When Finally We Meet

Older man has an evening of surprises with a crossdresser.

4.37
53.6k
16
2
17
0

Holly on the Clock Ch. 02

Holly's still working the Party.

H
4.51
38.4k
8
0
9

A Secret Fetish Ch. 01

Lesbian professor meets crossdressing male student.

4.26
89.4k
39
12
46
0

White TV + Black Gangsta - 1st Date

A submissive white TV meets a black gangsta online.

4.4
71.9k
24
7
27
0

Exotic Escapades Ch. 01

Will Tammy's sexcapades truly make her happy?

3.77
36.7k
6
0
8

New Year, New Career

Start the new year off dressed as a girl.

4.46
95.7k
17
4
28
0

A Good Shower

She calls and he gets ready.

4.1
71.3k
9
1
10
0

Family Cum Fest

Cross-dresser is punished for raiding panty drawer.

4.19
200k
50
6
88
0

Leather and Lace

Tough biker falls for crossdressing beauty in a bar.

4.25
54.3k
23
0
29
0

Cum Sluts

Two cross-dressers and a chick go at it.

4.34
79.1k
32
3
39
0

Fuck My Sister!

Cross-dresser and fuck buddy cum on sister's face.

4.02
148.4k
27
1
49
0

Vicky Ch. 03

Vicky finds happiness, and the balance she needs.

H
4.72
33.2k
12
7
12

Crossdresser Fantasy Come True

Closet crossdresser finally has first experience with a hunk.

4.48
192.2k
44
24
49
0

Cum Drinker

Sister fucks cross-dressing brother.

4.27
204.5k
48
0
78
0

Stockings and Heels in Public

Newbie CD tries out stockings & more in adult theater.

4.33
128.3k
42
18
52
0

Vicky Ch. 02

Vicky finds about the darker side of Lindsey.

H
4.53
41.5k
9
4
9

Poker Night Servant

Gen serves the men, on her knees!

4.11
138.2k
20
12
21
0

Swallow Our Cum!

Cross-dresser drinks cum from sister's mouth.

H
4.53
203.8k
99
11
149
0

Dress and Drive

This ride took him farther than he could ever imagine.

4.48
98.2k
27
0
37
0

In My Dad's Panties

Feminised by his dad's shemale mistress.

H
4.57
320.6k
311
22
407
0

Brianne in her College Days

Crossdresser finally takes a look outside her dorm.

4.25
52.7k
6
0
7
0

Judy and Dave at the Black Bar

White wife & crossdresser husband in interracial gang bang.

4.48
89.1k
50
10
62
0

My Summer with Kelly

Coed finds pretending to be a guy is harder than she thought.

H
4.53
60.7k
11
1
13

Brianne Rides Again Pt. 02

Crossdresser gets more than she bargained for.

H
4.57
51.7k
18
6
20

Brianne Rides Again Pt. 01

Crossdresser gets her first taste of a trucker.

4.28
58.6k
17
5
24

Lifting Weights Ch. 02

The two get a little more public in their fun.

4.41
40.5k
7
2
7

Greengages Ch. 04

The surprises keep on coming.

4.38
37.2k
3
4
6

Christy's Fantasy Come True Ch. 06

Christy's neighbor's discover her secret.

H
4.6
45.9k
13
3
14

Lila

A boy and a girl have sex at a party. Or wait, is it a girl?

4.29
74.7k
16
7
18
0

Hotel Girl

Satisfying the customer.

H
4.53
147.5k
35
13
42
0

Crossdresser's Open Room

Crossdresser has fun at rented motel room.

4.32
102.7k
21
0
22
0

Mrs. Doubtfire

Ryans fantasy takes an unexpected turn.

H
4.61
87.6k
16
5
23
0

Maude Ch. 04

Maude hosts his initiation part.

H
4.65
47.4k
7
0
8

The First Twatsgiving

Cross-dresser celebrates holiday with new family.

4.23
42.6k
12
3
22
0

Southern Nights

Techie becomes aware of his bi side.

H
4.69
61.8k
29
1
35
0

The Blessing

Crossdresser is blessed by the parish priest.

4.35
47.4k
13
8
17
0

The Babysitter's Secret

The pretty 18-year-old sitter has a special surprise.

H
4.67
643.5k
557
49
677

Jessica Loses Her Virginity

A crossdresser's coming of age.

H
4.54
120k
29
13
32
0

Left Alone

Tommy plays dress-up and gets caught by his neighbor.

H
4.64
333.1k
186
27
245

Nobody Rides For Free

Jerri finds out that nothing in life is free.

3.93
56.2k
5
0
5
0

My First Blowjob

Cross-dresser sucks off guy he meets on Internet.

4.11
120.5k
13
9
17
0

Brad and Tina Ch. 01

Was she ready for younger Brad?

4.28
40.4k
5
3
6
0

Lake Ontario Ch. 01

Loren's secret is dressing up.

3.89
78.2k
7
1
10

Lost Luggage

When your luggage goes missing, you wear a dress.

H
4.56
182.3k
63
21
83
0

Janie's Got a Dildo

Sister abuses her cross-dressing step-brother.

4.2
208.1k
64
5
103
0

My Three Mistress's Ch. 02

A crossdresser, serving his wife.

H
4.5
91.6k
14
7
17

Her Friend Came To Visit

Dianne is cuckholded and dominated by his wife and her lover.

H
4.58
300.7k
109
20
136

Taken by My Wife

Man becomes his wife's fucktoy.

4.43
465.8k
92
40
128
0

The Rest Stop

Crossdresser finds a surprise at a rest area.

H
4.55
110.3k
39
25
42
0
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crossdresser
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