Retirement Visa.. way best option. Sorry for speaking out of turn.. BUT be very very careful about "getting married to your Thai girl friend".. I have heard so so so many stories about the negative outcomes that usually arise from this situation.

Maintaining tight control of your finances and absolutely everything, involving all living arrangements and innevitable nexus with prospective inlaws, is a veritable, potential mine field.

Stay independent totally.. be prudent and extremely cautious.

Good luck.

You can get most if not all medications here, and they will be cheaper and easier to get.

Down quite a bit.. which is a good thing.

Just one day "overstay", they usually dont worry about... at worst there might be a 500 baht per day fine.. but in the current situation, i think they will be fairly lenient.

"Every 2 months"?.. its not worth it.

There are other options..

Yes.. you will always be "an alien". Get used to it. ;)

Retirement Visas do not necessarily require large bank deposit.. Maybe reconsider.