Marry/Shag/Kill
This is actually the perfect show with which to play this game, given the development of some of the characters and relationships.
So, here goes:
Marry: Hewlett
Shag: Caleb
Kill: Simcoe, naturally.
I would actually marry Caleb AND shag him, but you need to pick a different person for each category. That's my rule. Also, Caleb is a sailor and roustabout so he'd be gone all the time, wouldn't he? And I would shag Ben too, but given the choice between him and Caleb, I pick Caleb.
If I were a straight man or gay/bi woman?
Marry: Anna
Shag: Mary, I guess?
Kill: Um.....that's a tough one. There are no women on the show I really want to kill. That leaves me with Peggy. I like her, but she needs to die because I sure as Hell wouldn't kill Abigail.
Revising this post after Monday's episode:
Marry: Caleb
Shag: Ben
Kill: Abe
I still adore Hewlett, but Anna is the love of his life and I wouldn't want to live in her shadow or get in their way. In my alternate universe/head canon they will be reunited and marry and he'll be unavailable.