Taylor Swift and Jake Gyllenhall’s relationship only lasted for about two to three months back in late 2010 but, in spite of this, most of us still remember it, probably because it had “disaster” written all over it from the beginning. He was nine years her senior, about to enter his thirties, and she was just 20 years old and romantically inexperienced when they dated, which in and of itself was a pretty big red flag. Even though these two obviously weren’t meant to be, we figured it might be fun to reminisce about the days when Taylor and Jake were one of Hollywood’s hottest couples:
10. First Date
For one of their first dates, they went apple picking at the Fishkill Farms in Hopewell Junction, N.Y. Some of the customers tried to take photos with them, but they hid in the trees to avoid them. At this point, they had only been dating two to three weeks tops and no one was sure who pursued who, except that they both seemed pretty into each other.