It turns out it's just as difficult to write the second time as the first time. The biggest problem I'm having is that I'm not a particularly eloquent writer. I haven't honed my writing skill beyond the technical writing I do at work. It's quite different than trying to write a heartfelt letter describing everything about my life. Everything I write seems inane. I can't stand my sentences, yet I don't know how to make it flow better, or how to get some humor in there so I don't seem totally boring.
First draft was a dud. Now I'm re-writing, getting stuck, and generally pissed off at the whole thing.
The worst part is that it has to be handwritten. My handwriting sucks. It looks like a 12-year old boy wrote the letter. Sounds like it to.