I'm glad to see you getting some balls and venturing outside of the gulch. There truly is so much more talent, that does not have a meter running. Its a total missed opportunity by many gringos. I'm not talking about semi-pros that are only looking at you with dollar signs in their eyes. I'm talking about regular chicas, who have regular jobs or other means of living. What I found in my mid -thirties (about 7 years ago), is that your chances of hooking up are very high.
Cross the gulch of your list. Work out and get in shape (commensurate with your age) Get a decent hair cut. Wear clothes that are reasonably in style (not Hawaiian shirts, shorts and white sneakers or flip flops). Make yourself presentable, and you will need to fight the pu*sy away.
In the US, I would go out with friends all the time with the sole intention of getting laid. It was very HARD. In Costa Rica, anyone can go out with friends and get laid. ITS HARD NOT TO!!!!!!
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http://TipsCostaRica.com for pratical advice on living in Costa Rica.
In order to write about life, first you must live it! - E. Hemingway.