Well until recently I've only had my oak Phoebe, and because she and I had a long distance relationship (I was at uni in Leeds and she lived with my parents in Sussex, carefully packed away), I used her pretty much all the time when I was home! I was home 2 weeks each Christmas and Easter, plus normally a week in January and then end of May through to mid September. I take her out even when it rains: I usually carry her on my shoulder anyway, so she's protected by my arm and an umbrella... I'm careful not to let any rain spot her!
Now that I have my two patent bags, I can see them getting used much more in the winter and Phoebe being on her holidays. In general, I see my Bays as a much smarter bag than the Phoebe... I don't think it's the colour of Phoebe, but the fact that she has so much hardware makes her look more casual and less officey, but that's just my opinion. Having said all of that, I tend to just match my bag best to my outfit rather than the season at the mo: because my Bays is new and I love it, I've been taking it out a lot even though I don't think it's very summery!
Now that I have my two patent bags, I can see them getting used much more in the winter and Phoebe being on her holidays. In general, I see my Bays as a much smarter bag than the Phoebe... I don't think it's the colour of Phoebe, but the fact that she has so much hardware makes her look more casual and less officey, but that's just my opinion. Having said all of that, I tend to just match my bag best to my outfit rather than the season at the mo: because my Bays is new and I love it, I've been taking it out a lot even though I don't think it's very summery!