inserting anything unnatural into your vagina can give you an infection.. everything carries bacterias and germs, so depending on whats on/in the lollipop, this could or could not be a problem
your vagina has a natural ph balance that can be easily disturbed. Sugar is not supposed to go in there and the lollipop will probably carry all types of nasty bacteria.
Ouch! Have you ever ate a lollipop and one of those little parts cuts your tongue? Something to think about.. :P
Okay I'm sory but why the HELL would you put a lollipop up your Hooha?