We got Ruby back in April 2000. We didn't think about getting another one untill very much later. We got Lily this past March, he was 2 years old and she was 7 months. I'm pretty sure everyone had a different experience from one another. I would say that it was very hard for me the first couple of weeks. We all had to get into a new routine. She came from a home that had someone around all day long and we work so she had to get used to being crated while we're at work. It was like training a new puppy all over again.
For me, I had to get up extra early to get the food ready for the both of them, let them out one at a time or they'll end up playing with each other and not do their business. Eventually we all got into a routine where we were able to get everything done before we left for work.
Since we got Lily, Ruby had become more independent, more laid back and no longer has seperation anxiety. He used to pee and poop in the house when we go to work but the day we got Lily, I came home to a clean kitchen. Lily is still being crated because she likes to destroy things. We've been leaving her out once a week to train her to have the run of the house. This week I was trying for every other day and on Monday she did pretty well, she only destroyed the comforter she uses as the bed so I figured ok, let her stay out today. Well, today wasn't that good, she peed on the carpet and pooped twice on the kitchen floor and shredded the other comforter/bed, so back to the crate she goes.
Sorry this is so long but I just wanted you to know my experience. I will say that two boxers are much better than one. Getting Ruby was the best thing for me and getting Lily was the best thing for Ruby.
E