LOLIGO
LOLIGOS
LOLIUM
LOLIUMS
LOLL
LOLLAPALOOZA
LOLLAPALOOZAS
LOLLED
LOLLER
LOLLERS
LOLLIES
LOLLING
LOLLINGLY
LOLLIPOP
LOLLIPOPS
LOLLOP
LOLLOPED
LOLLOPING
LOLLOPS
LOLLOPY
LOLLS
LOLLY
LOLLYGAG
LOLLYGAGGED
LOLLYGAGGING
LOLLYGAGS
LOLLYPOP
LOLLYPOPS
LOLOG
LOLOGS

30 words start with LOL.