@Benjamin ******
I think the problem is the b/s made up fake rule of no more than 90 days in the previous 180 days (which while listed on websites and even on embassy websites is TOTALLY FALSE) there is no real rule no matter what anyone says about it.
It comes down to stay history AND if the officers at passport control THINK you're living here on back-2-back free entry stamps & 30 day extensions 😕
Now lets look at your stay history here 😮 you said;
𝗜 𝗮𝗹𝗿𝗲𝗮𝗱𝘆 𝘀𝘁𝗮𝘆𝗲𝗱 𝗶𝗻 𝗧𝗵𝗮𝗶𝗹𝗮𝗻𝗱 𝗳𝗼𝗿 𝟭𝟰𝟬 𝗱𝗮𝘆𝘀 𝗶𝗻 𝘁𝗵𝗲 𝗹𝗮𝘀𝘁 𝘀𝗶𝘅 𝗺𝗼𝗻𝘁𝗵𝘀. 𝗔𝗻𝗱 𝟱𝟵 𝗱𝗮𝘆𝘀 𝗶𝗻 𝘁𝗵𝗲 𝘆𝗲𝗮𝗿 𝟮𝟬𝟮𝟯. That means you were in thailand for OVER 4
***
months in the last 6 months and already here TWO months this year <- and it's only May 😮
Now anyway you slice that it is an extended period in thailand SO you may indeed be questioned (especially only spending TWO days out of the country) and coming right back on another visa exempt entry stamp (free entry).
As people pointed out your previous entry/stay history is one that WILL raise suspicion with the officers at passport control and you run a real risk of being pulled aside, questioned (and even denied entry) especially if you fly in to either bangkok airport.
All you can do is have proof of onward travel <- that you are flying OUT of the country 30 days after you are scheduled to arrive. AND perhaps proof of funds 20K baht or the equivalent in CASH. If they're going to ask for anything it'll be those two things