Eh, I typically don't pre-arrange or heavily insist shippings between my characters and another simply because it takes the fun out of the shipping actually happening. Insisting that it become reality, both out of character and in character, can become quite annoying too.
I remember this one RP I was in where one of the players was trying to do everything he could to get his character hooked up with another. The only thing that happened was that the other player left the RP, and I dethroned the GM to get the RP back on track xD.