Interesting.

I would not overstay. You are already on their radar. Also, when you left Thailand,

1. How long did you stay away?

2. When you returned, did you stay at the same condo?

To them, it might look like you are living here, and not being a tourist. Just a thought.

Ok, I am new to the party here.

1. You are planning to get an ED visa? If not, then,

2. I guess you will "Study" on a tourist visa, which would be illegal to do. But in any case,

3. Your airline may very well ask for proof of onward travel, which would need to be within the 60 days. Thai immigration may ask as well, but less likely. Those saying they have never been asked, have just never been asked. Plenty of other people get asked. They are actually asking more frequently these days. Just book a changeable flight before hand. I have actually received money back on a couple occasions when I changed dates.

@Samuel *****

not everyone will be lucky like you.

Define crackdown? Are you meaning the same day border bounces?

How are you living here exactly?

I am Travelling SE Asia, with Thailand as my base. Trust me, your info is incorrect.

What you SHOULDN'T be doing is trying to live in Thailand on tourist visa/visa exemption. But even then it would probably take more than 2 trips for them to say something.

But it IS only 2 LAND border entries per calendar year.

There is a multi entry visa as well that will give you 9 months and 2 bounces if you time it right.

Thailand immigration has asked me only once this year.

@John *******

I get asked all the time. I figure because, since I am travelling SE Asia, and using Thailand as a base, I am usually booking one way tickets. And it isn't just Thailand that asks. Many SE Asian countries ask now. This year, I have been asked at check in for flights to Singapore, Thailand, Cambodia, Laos, and Vietnam.