There is no restriction on how many times you can enter Thailand visa-exempt. There used to be a two times only restriction by land but that was cancelled when the 60 day visa-exempt entry started.
Interesting post thank you. I get my eyes checked every two years and I use the optician at Asda Supermarket in the UK. The eye test is free as I'm over 60 years and my varifocal glasses and decent frames costs about 1800 baht
Get a DTV. It lasts for 5 years and you can come and go but cannot stay longer than 180 days unless you buy an extention. One of the criterior for getting a DVT is visiting Thai wife or children
This happened to my friend earlier this and they just fined him 500 baht one day overstay but as others have said go to your local office and ask. Curious as to what extension you think requires 500k
Only amphetamine and morphine based drugs need a prescription. Most stuff is available over the counter and the prices are cheap. Most GPs will give you a prescription for 3 months supply if you tell them why. In the very unlikely event of you getting stopped on entry make sure you have a copy of your prescription.