To be honest, I would say that your level of caution is not nearly high enough. Your punting life and your home life should remain completely separate. Separate names, separate phones, separate emails, and separate doctors (and the doctors should not know your real name -- easy to achieve at STD testing centers, where anonymity is the norm).
Occasionally, you might find a good friend who also punts, and you might want to share stories with him. Even then, make sure of a couple of things before proceeding. First, make sure that he has as much to lose by being exposed as you do. If you are married and he is single, then don't do it. When you and he fall out over that money he won't repay you, he can dip you in shit without suffering much himself. Second, make sure that each of you know that if you get found out, you won't drop the other one in shit. Third, realize that if he is found out and tells his wife that you do it too, his wife will tell your wife.
And on and on it goes.
Like I say, you are not being cautious enough.
JMHO.
Gherk
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