Only in some women
Your "cherry" is called a hymen
, and is a thin membrane at the vagina's opening.
The hymen has a hole in the middle that should fit a tampon, but if the tampon is wider than the hymen hole, then the hymen may partly break while being stretched. There is absolutely no problem associated with having a broken hymen (cherry), and tampons are safe to use if they are changed every 8 hours or sooner.