So I take it you went 60, 30 day extension, border bounce, extension, border bounce, extension. I'm pretty sure you'll be questioned if you come back in October but you have been in the UK for 3 months so you should be ok but I'm only guessing so. At the end of the day do as they say to do and turn up with the 3 requirements and you'll likely be fine
Depends on the airline I've been told but I know 100% you'll be fine with Thai airways. I came to Thailand this last trip on a 60 day TR and my return flight was 5 months later. Dude just said 'ohhh, long time in Thailand!' But no issues
My apologies. I deleted my comment realising you aren't a bloke. Bang saray where I live is reasonably peaceful and has a good jungle walk and paradise beach called Sai kaew within close distance. Some decent restaurants be it nothing special down here but you can still get some decent Thai cuisine