my age gap is only 21months so we've still got a way to go with both in nappies, so I got myself a bigger bag - its an oioi one and fits cloth nappies for the pair of them for the day, but then i normally take a little esky with snacks for dd.
maybe keep the bob bag for your DS, and then just get a smaller bag for the new baby - when it was just DD, I got a gorgeous petunia pickle bottom tote bag, which was spacy enough for a couple of nappies and snacks. The other thing you can do is cull what you actually keep in the nappy bag to make it less bulky - I remember when I went from a bigger nappy bag to the smaller one with DD, I cleaned out the big one and the majority of the stuff in there never got used.
I think the others have a good solution here - let DS carry as much as he can in his little bag, and carry the rest in a bigger nappy bag. I wonder if there are bags where a little backpack can zip on and off? That would be ace.
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