in fact, there's at least one senior, upcountry officer who does lurk here and a few other sites, Jack. She started lurking back in the old Thai Visa. com & nanaplaza .com days 20+ years ago...
Me mates' longtime gf.
Congratulations on your upcoming wedding, marriage. Do know that any "village" ceremony isn't officially recognized until you properly register your marriage. As you are American, I'll allow others to advise you. No fiancé visa, though.
Seems you're planning a "border bounce" back into LOS
Best to have the 3 proofs in any case:
hotel booking for a few days & onward travel reservation within your allowed "visa exempt for tourism" stamp days in & 20,000 thb or equivalent in $ £ € in CASH is needed.
You'll likely be questioned by immigration because you said you had an Ed visa.
Don't sing that "Thailand is My Home Now" song if you're re entering as a tourist obstensibly, mate. 🙃 555
Ok, you may; but anything unclear, do ask the group because there are far more knowledgeable people than I. Also, do use the search function, especially about the border bounces. Rather dynamic, that; with some being much more difficult than others.