Oh, what a tangled web we weave. Will this relationship last, or is it destined for memories of romances past? This popular on-screen romantic couple got together in 2011 as costars in The Amazing Spider-Man. Soon after, Spidey and Gwen Stacy took their romance off-screen. Movie and comic book fans relished their budding romance as one of the best celebrity romances ever.

The couple was often seen photobombing each other or playing with their adopted dog. In addition, the couple busily planned a wedding in Rome which was, at one time, set for summer 2015. But just like Spidey’s complicated life on-screen, there are always unexpected curves that the poor guy has to deal with. The couple reportedly split in the winter or spring of 2015.