1. Annie Jr. Costumes

2. Annie
For the first few scenes Annie should be dressed like the other orphans: ragged layers of clothing, laced boots or shoes, tattered socks and an oversized sweater, unkempt reddish wig.
Annie will need a winter dress coat to wear over her orphan clothes.
During the last half of scenes Annie should wear her trademark short-sleeved red dress with with collar. She should also have white socks and black shoes with straps. Her hair should be neat.

3. Annie

4. Orphans
It is important the orphans look ragged and tough. The orphans might wear shirts and sweaters over skirts, smocks or flannel nightgowns; layering is very important – matching is not!! Their hair can be extremely unkempt.
Hair accessories could be fashioned from ripped pieces of clothes.
Molly should have a scruffy teddy bear.

5. Orphans

6. Miss Hannigan
Miss Hannigan should always look a bit out of sync with her surroundings. Her hair should look like she has just woken up. Her dress should gaudy and cheap (1930’s floral print) and perhaps have a slip hanging down from under the dress. Stockings should be rolled down and she should wear beads or a boa (along with a whistle on a rope).
She will need a long coat when visiting the Warbucks mansion.

7. Miss Hannigan

8. Oliver Warbucks
He is always dressed formally, in a dark suit, white shirt and bow tie. A tuxedo jacket with black bow tie and cummerbund would be ideal.
He also needs a hat (top hat) and coat.
Possibly use a rubber skullcap to create the bald effect.

9. Oliver Warbucks

10. Rooster Hannigan and Lily St. Regis
His costume should be as colorful as his personality. His hair might be parted and slicked back. A mustache would be appropriate. Rooster’s clothes should be gaudy. Suspenders, a fedora, and a money sign tie would be good. He will need a different jacket when he is in “disguise”. Possibly also wearing a pair of glasses with a fake nose attached.
Lily should be outlandish and gaudy. A bright-colored dress with matching handbag and pumps are ideal. She will have a compact and lipstick in her bag. A bizarre wig can help complete the look.

11. Rooster Hannigan and Lily St. Regis

12. Bundles McCloskey He can dress in a uniform shirt.
For comic effect, you can pad his
undershirt to create a potbelly.
Pants and shoes should be of
deliveryman variety with a casual
deliveryman’s cap. A half-full
laundry bag is ideal.

13. Grace Farrell She always dresses with thought
and style (possibly has a couple
outfits for the show). She should
look professional, possibly
wearing a suit and hat for her
first entrance.

14. Drake and Servants
Tuxedos or tails would be ideal for the male servants. Plain white shirts with bow ties or ascots could be a good alternative. Drake can have a different tie or jacket to set him apart from the other servants. The female servants may wear a black skirt and blouse with a white apron from home.
All servants need to be dressed and groomed neatly, with nothing out of place.

15. Drake and Servants
Female Servants

16. Dog Catcher and Sandy
The dog catcher’s costume should look like a uniform – perhaps a dark shirt, matching pants and a hat with the words DOG CATCHER on it. He can also carry a big net.
Sandy can wear a furry, hooded one-piece costume with floppy ears and tail.