How it works?
Each month, 1 winner per age category will be selected as a Category Winner. Category Winners in each age category will receive a Cynthia Bailey autographed photo, and be featured on The Bailey Agency School of Fashion website and Social Media. Photos will be judged on overall look, appearance, creativity, and that special “IT” factor.

DISCLAIMER: By entering this contest, you agree that you have rights and ownership of the photo you submit. You also give The Bailey Agency School of Fashion permission to utilize the photo for any promotional use (including but not limited to our website, social media campaigns, printed promotions, etc.). You also understand any watermarks, logos, etc. on photos may or may not be removed by The Bailey Agency School of Fashion before being used for promotional purposes.

Steps to Enter:
Pay $20 entry/processing fee by clicking here.
Once payment of entry/processing fee is completed, email ONE photo of your child to
In your email, please put the AGE CATEGORY in the SUBJECT LINE. In the body of your email please include the following:
Your child’s name
Your name
Your child’s age and birthday with the year
Contact phone number
Contact email address
Location: City, State
If your child is selected as a winner, you will be contacted. If your child is not selected as a winner, you may participate in the next month’s contest. You are allowed to send a different photo.
Due to the large amount of submissions, we are unable to take phone calls confirming receipt of your entry. If you do not receive an error message via email, we have successfully received your entry.
All entries for each month are due by the first day of the previous month.

All photos sent should be good photo quality. Professional photos are appreciated but not mandatory.