Date Night – 100 Movies To Watch With Your Crossdressing Sweetie

Welcome to another boring Friday night with nothing to do but watch tv and stare at one another. But what’s this? Your beloved suggests you have a date night and stay in? Maybe watch a movie? They got to pick the movie last time though… so now it’s your turn! What do you do? Check the list below and see if any of these movies tickle your heels-strutting-fancy.

I haven’t seen all of these movies, and some of them that I HAVE seen I think are absolutely no good. BUT this list is a compilation of movies that either have a TG/TV in them, there’s some form of CD, or there’s an appearance of a famous TG/TV. I suggest going over to Netflix, renting/downloading a few, and popping some popcorn for a nice night in.
(Note: Not all these movies portray CD/TG in a positive light. Buyer Beware! Sorry!)

1 – Priscilla, Queen of the Desert
2 – The Rocky Horror Picture Show
3 – Cabaret
4 – Some Like It Hot
5 – Dog Day Afternoon
6 – Everything You Always Wanted to Know About Sex But Were Afraid To Ask
7 – Glen or Glenda?
8 – Boys Don’t Cry
9 – I Was A Male War Bride
10 – The Birdcage
11 – The Longest Yard
12 – To Wong Foo, Thanks for Everything
13 – Young Doctors In Love
14 – The World According to Garp
15 – Wild, Wild World of Jayne Mansfield
16 – The Woman Inside
17 – Zorro, The Gay Blade
18 – Victor, Victoria
19 – Trash
20 – Twice Two
21 – Stripped to Kill
22 – Tootsie
23 – S.O.B.
24 – Thunderball
25 – Stir Crazy
26 – The Triple Echo
27 – The Silent Partner
28 – Top Secret!
29 – Shadey
30 – Too Outrageous!
31 – Second Serve
32 – To Be Or Not To Be
33 – The Rose
34 – Thunderbolt and Lightfoot
35 – Rent-A-Cop
36 – Three on a Couch
37 – The Producers
38 – The Terror Train
39 – Rent, the Musical
40 -The Tenant
41 – Risky Business
42 – Taxi Zum Klu
43 – Reflection of Fear
44 – Promises, Promises!
45 – Nobody’s Perfect
46 – HappyNewYear
47 – Goodbye Charlie
48 – Hollywood Vice Squad
49 – The Missouri Breaks
50 – That’s No Way To Treat A Lady
51 – Coming to America
52 – Dressed to Kill
53 – Jubilee
54 – Monty Python’s Meaning Of Life
55 – Outrageous!
56 – La Cage Aux Folles
57 – La Cage Aux Folles 2
58 – La Cage Aux Folles 3
59 – The Morning After
60 – Penitentiary 3
61 – High Risk
62 – Homicidal
63 – Law of Desire
64 – The Mouse That Roared
65 – Personal Services
66 – He’s My Girl
67 – House on Bare Mountain
68 – The Legend of Billie Jean
69 – Multiple Maniacs
70 – GI Jane
71 – Haunted Honeymoon
72 – I Wanna Be A Beauty Queen
73 – Let Me Die A Woman
74 – Myra Breckenridge
75 – The Philadelphia Experiment
76 – Girl Stroke Boy
77 – I Want What I Want
78 – The Life of Brian
79 – Mrs. Doubtfire
80 – Pink Flamingos
81 – Freebie and the Bean
82 – It’s a Go! Go! Go! World
83 – The Longest Yard
84 – The Mystery of Alexina
85 – Polyester
86 – Female Trouble
87 – Izzy and Moe
88 – Lust in the Dust
89 – A New Life
90 – Police Academy 5: Assignment Miami Beach
91 – Flesh
92 – Jocks
93 – Menage A Trois
94 – The Newlydeads
95 – Private Popsicle
96 – For Your Eyes Only
97 – Jo Jo Dancer, Your Life Is Calling
98 – Miami Vice: The Movie (1984 version)
99 – A Night at LA Cage
100 – Private School… For Girls

STILL not enough movies to choose from? Then you can try these:

Dr. Jekyll and Sister Hyde
Dead Men Don’t Wear Plaid
Dream Boys Review
Day of the Locust
The Christine Jorgensen Story
Car Wash
Britainnia Hospital
Boy, What a Girl!
Bright Lights, Big City
The Bachelor Party
Angel
Auntie
And Justice For All

Added by reader Autumn:
Southern Comfort (Documentary)
Normal (2003 one not 07)
Transamerica
Hedwig and the angry inch (AWESOME AND AMAZING, rock musical)
Ma Vie En Rose (one of the must see TG movies)
Different for Girls
Wigstock: The Movie (documentary about drag queens)
The Crying Game (same category as Ma Vie en Rose… aka must see)
Just like a woman
Princesa
Venus Boyz
The Badge

Tags: date nights, fun, lists, movies