I have three in diapers, I tend to keep a full diaper bag and also a smaller diaper bag that fits a diaper for each, wipes and drinks in my car and just carry my bag with me. So if I go someplace I can throw the smaller bag in the bottom of the carriage but going to someone's house I have the bigger bag. That said I tend like a handbag that is med to big so I could toss a diaper into it. The all in one (cute handbag/slash diaper bag) seemed like a good idea but never really worked or was comfortable for me. A swingpack is good for your personal stuff too, hands free. The large Carly or Gallery tote would prob be great with two little ones, Carly is supposed to be a good shoulder bag. Oh and congrats!