Hey Jeremy,
Stoked now-relaxed later.
I'm taking my G/F for her first time.
If you haven't read it yet check out Clarity's trip report.
She and Markus do a great job in rendering what the first time is like via their observations on Jamar.
And it's a very well written story too.

Enjoy Dude and do mingle.
To come to Jamaica and not meet the people cuts the fun of the trip in half.