tootsie rolling means: Leave a group of female friends to move to another area and chat for long periods with the boyfriend/man you’re interested in. For males, see cupcaking. (in Community Dictionary, added by Francisco Chapman)
What else does tootsie rolling mean?
- Corn holing is the act of stealing your friend’s girl friend. Then, you go home and don’t shower. To mask the smell, you can apply some Hershey’s syrup to your frank and get a blowout from your wife. (in Community Dictionary, added by Gantrygirl483)