“If the broom fits, fly it”—a Halloween saying referring to witches flying brooms—has been printed on many images. It’s a variation on the saying, “if the shoe fits, wear it.”
     
“IF THE BROOM FITS, FLY IT!” was printed in a classified ad in the Wausau (WI) Daily Herald on October 8, 2002. “If the broom fits, fly it” was printed on the newsgroup thehalloweenparty on November 1, 2006. “If the broom fits…fly it!” was posted on the newsgroup americas-graffitti on October 29, 2007. “Halloween Decorations! [Wall lettering & graphics] - my favorite is - ‘If the Broom Fits FLY IT’” was posted on Twitter by Jannifer on September 23, 2009.
   
   
Dictionary.com
If the shoe fits, wear it
If something belongs or pertains to you, accept it. This proverb first appeared as “if the cap fits,” which may have referred to a fool’s cap. The later version has become more common and is associated with the glass slipper in the fairy tale, “Cinderella.”
         
Newspapers.com
8 October 2002, Wausau (WI) Daily Herald, pg. 6B, col. 6 classified ad:
Duplex for Rent
(...)
IF THE BROOM FITS, FLY IT!
     
Google Groups: thehalloweenparty
Halloween
.(JavaScript must be enabled to view this email address)
Nov 1, 2006, 1:25:34 AM
Happy Halloween
 
Witch Parking
All others will be toad!
 
Demons are a ghoul’s best friend.
 
If the broom fits, fly it.
     
Google Groups: americas-graffitti
WITCH IF THE BROOM FITS FLY IT
James ODonnell GM
Oct 29, 2007, 11:44:05 PM
(“If the broom fits…fly it!”  is shown in an illustration.—ed.)
 
Twitter
Jannifer
@wordsforliving
Halloween Decorations! [Wall lettering & graphics] - my favorite is - “If the Broom Fits FLY IT” - LOL! http://ff.im/-8AEUI
11:23 AM · Sep 23, 2009·Twitter Web Client
   
Twitter
Darcy Gerdes - Artist
@Forestfairy27
“If the broom fits, fly it. .  #quote, #Halloween
4:14 PM · Oct 27, 2009·Twitter Web Client
   
Twitter
Britt Mittemeijer
@JVPower
“If the broom fits, fly it” == I saw that today and wanted to share it.
11:18 AM · Mar 19, 2010·Twitter Web Client
 
Elite Daily
50 WITTY INSTAGRAM CAPTIONS FOR ALL YOUR SPOOKY HALLOWEEN PICS
BY TESSA HARVEY
UPDATED: OCT. 14, 2021
ORIGINALLY PUBLISHED: SEP. 18, 2017
(...)
21. “If the broom fits, fly it.”
 
Google Books
Title If the Broom Fits, Fly It: Fall Season Blank Lined Halloween Journal ~ Unique Gift for Friend, Teacher, Student, Co-Worker, Family Member
Author Spitfire Books
Publisher CreateSpace Independent Publishing Platform, 2018
ISBN 1727635094, 9781727635096
Length 100 pages
 
Elite Daily
The 34 Best Captions For Halloween Are Here, So It’s Time To Get Your Boo On
BY MARISA CASCIANO
UPDATED: OCT. 6, 2020
ORIGINALLY PUBLISHED: OCT. 17, 2018
(...)
31. “If the broom fits, fly it.”
   
YourTango
75 Clever Halloween Instagram Captions
Isabell Tenorio
10/24/2020
(...)
4. If the broom fits, fly it.
 
Reader’s Digest
<107 Halloween Instagram Captions That Are Spooktacular

Emma Taubenfeld
Updated: Aug. 19, 2021
(...)
If the broom fits, fly it.
     
CountryLiving
101 Best Halloween Instagram Captions for Every Costume Picture You Post
These cute and funny Halloween captions will make all the other witches jealous.
BY KELLY O’SULLIVAN
OCT 27, 2021
(...)
If the broom fits, fly it.
 
Seventeen
110 Halloween Instagram Captions Perfect for All Your Costume Selfies
#squadghouls
By Carolyn Twersky, Tamara Fuentes And Kori Williams
Oct 29, 2021
(...)
“If the broom fits, fly it.”