Reese Witherspoon & Jim Toth

One of the more adorable and genuine love stories on this list, it turns out Jim Toth came swooping in at just the right time with one of the most notorious Hollywood actresses of the 21st century. Apparently, it takes a brave effort to catch the attention of the likes of Witherspoon, which makes sense given her celebrity status.

reesewitherspoon via Instagram

The story goes they first met at a party where Toth’s friend was hitting on her while drunk; that’s when Jim came and apologized for his friend’s behavior. From there, they began dating in 2010 and the rest is history. His net worth is said to be around $4 million, while hers is somewhere north of $120 million.