Trying for number 2, need advice!

So hubby and I originally were gonna start trying for baby #2 in July after my two friends wedding. Now the weddings are postponed til June and July of next year. So if we did want to start trying in July then for their weddings next year I’d have like a 3 month old (assuming I get pregnant right away again) and I’d be breastfeeding and would leave my son and a 3 month old newborn with my parents. I’m IN both weddings so it’s not like I’m just showing up and can come and go as I please. And I’d be pumping at the weddings. So then we were talking about trying later but even if we wait til like November or December to try, I would be about 5 or 6 months pregnant for the weddings (again assuming I get pregnant right away) and that would be fine but I already have both dresses since the weddings were supposed to be this year. So I would have to buy new dresses and already spent $300 for the bridesmaid dresses. It seems silly but this is all I’m thinking about right now. What would you do?