I NEED HELP IM SO CONFUSED

So i had sex in January with a guy and my cherry didnt pop i didnt bleed at all. That was when i lost my virginity. That guy left, and now yesterday i was comfortable enough to have sex again with my new boyfriend after being inactive for months.. after we realized that i bled and my cherry popped..? I dont know how that’s possible can someone explain why my hymen broke the second time and not when i lost it.??

How we looked at the bed^ LOL