#972: The Return of the Draining Boyfriend Of Yore

I adore Captain Awkward
“Don’t pour your beautiful selves into other people’s empty spaces. There is nothing there for you.”

Captain Awkward

Hi, Captain!

I’ve got a nice, awkward, many-years-running situation for you!

So when I was in my early 20s, I dated someone I shouldn’t have dated, whom I’ll call Dean. I dated him for five years. At the time, I was so isolated where I lived that it became a kind of “well, it’s better than not dating anyone” thing, until it became a love thing, and then an inertia thing. He wasn’t right for me in so many ways, but he wasn’t exactly bad to me either…and I was 23 and had very little relationship experience. Partway through the relationship I relocated to a major city for grad school, and took the opportunity to break up with him. However, after a few months and some insistance from him that surprised me (because he’d always been so passive), he moved to be with me again. We lived together until I…

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