Hello again, Arcane
To echo Richard, I would advise against making any commitments before you even get here, you could be setting yourself up for a disappointing two weeks or worse.
Internet chat rooms, dating, et al are an electronic form of Russian roulette. Remember WYSIWYG from Lotus 123? (What You See Is What You Get). In this case, it's more of what you DON'T see is what you just may be stuck with.
My advice, since you're coming to Hua Hin, is to come by yourself. Many of the bars are open by the early afternoon, people are nice and friendly and are quite happy to have a chat. If you have the pleasant disposition that you say you have, you should have no problem at all finding someone to accompany you for the duration of your stay. Another advantage of this is that your companion will be familiar with the area, and will be able to show you around.
Another point I wish to make - the girls come to work at the bar of their own accord; the only system in place is the barfine (which has already been discussed) and that there are no pimps involved. The girls also have the say in whether they wish to accompany you or not. So if they decide to go with you, it is their decision, not anyone else's.
So come on over, enjoy the warm weather, sun and sea, good food and pleasant company, and all too soon your two weeks will be over..
Some internet reading for you.. as I assume you've never come to Thailand before. Note the local customs and see the readers contributions.
http://www.stickmanbangkok.com/