Alexa Dell
Alexa Dell is a true heiress's heiress, with just enough of a bad girl streak to prove it. Back when the now 29-year-old was 18, she got into quite a bit of trouble with her father - and his multimillion-dollar security team - after she snapped a photo aboard the family's private jet and it circulated via the Tumblr account Rich Kids of Instagram (#TBT!). Her dad quickly shut down her accounts to warn her of the dangers of the internet. Ironic, considering he's tech founder Michael Dell.
Obviously, that didn't stop Alexa from sharing her luxe life on the 'gram over the next decade. She dated the founder of Tinder (whom she met on Tinder) for a bit, was briefly engaged to a real estate investor (who proposed with a $3 million ring), and spent her days flitting across Europe (becoming a certified street style star while she was at it). Fabulous as ever, the mother of one can lately be found hanging out with socialite besties including Nicky Hilton and Christine Chiu, hitting the VIP event circuit, and, well, still posting pics from her travels - albeit more mindfully. Fathers know best!