have been around the block

phrase2

1. •
   (figurative) to be experienced in life.

   • A no-nonsense, goal-oriented woman who's been around the block and lived to tell the tale. — 2002
2. •
   (figurative) to have had much sex with many people, as if one has had sex with everyone on the block.

   • We both knew Cypress had been around the block a few times. He had been a serious manwhore and only got his shit together when he found Bree. — 2017