It seems odd, but my biggest problem is with simple stuff things like underwear and pajamas. This is complicated by my preference for 100% cotton, which narrows my options. My current batch of well-fitting (and well-worn) underwear is nearly in holes. Attempts to replace them a few months back – from the same supplier/make – ended up with them being returned as they were grossly undersized – and this is not me getting bigger without noticing – a pair of underpants labelled 4XL actually measured 34″ around the waist. The supplier investigated and found all of their newly imported stock was, in fact, the same size, despite being differently labelled.
Being the size I am, buying clothes can sometimes be a problem. As it happens, shirts – even office shirts – are not really an issue, as I have a couple of places I know that I buy from. Cotton Traders is a particular favourite store of mine – possibly because their shirts are big not because their target customers are fat, but because they started their business selling rugby shirts to broad-shouldered muscle mountains. But they work just as well for me too.