Patrick I am the last person on this Earth that should give advice, if I had a superpower I would be "Foot in Mouth Man", but you seem to be going through a really low point at the moment and I think most of us on here at some time have gone through what you are going through now it's a "for life" thing mate and it can be tough, but you seem to be smashing it, on the clothes front I don't know what to say, if you can't do the charity shops, (I do now) then Tesco's or Asda have some good stuff it might not be Saville Row but at least they might fit.
On the food front mate, maybe you need to spice things up a little, I hunt the tinterweb for simple low carb or just healthy (keywords) recipes...if it's not simple it ain't being done, there's not much I cook now that doesn't have some unpronounceable substance in it but you can certainly taste it, the wife wouldn't eat it but more for me.
Finally, looking at your BG readings and your hba1c results that are tumbling, keep that up and your horrible metformin dose could well be reduced, and as for the here and now if you're feeling that low have a blowout, just something you really fancy mate, have it and then draw a line under it and get back on the horse so to speak, hot cross buns are my nemesis, I buy them for my grandkids but often sneak one or two in a fit of anti-diabetic sabotage, it bangs my BG up a few notches for a little while but I know enough now how to right the wrongs so to speak.
So Patrick all in all don't be so down, look hard for that light at the end of the tunnel it might not be a train coming, count your blessings and give your loved ones a hug, you can do this, you have been doing this, and doing it well.
Good luck.