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My 2 cents - if you sincerely believe that you will never have a job/social position with a high profile, or that you will never have an SO who may eventually have a high social profile, then you do whatever you want.
The chance that the internet will come back and bite your ass will always exist. However, if you are relatively low-profile the repercussions will be limited to the reach of whoever it is who locates and disseminates the internet content. This means that not everyone who knows you will necessarily know about this part of your past.
On the other hand, if you eventually have some public standing, you can pretty well guarantee that somehow any such content will be discovered and spread until everyone who has ever heard of you will be aware of it. Witness the beaver shot of Britney Spears that has swept around the world this past week. If she was just another woman that particular picture would have a very limited spread (no pun intended), and virtually no coverage would exist. The value is created because it is malicious or salacious gossip about a public figure. If you will never be out there you will not be a target, and you will not have to worry very much about the long-term effects of your youthful adventures.
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And now to disengage the clutch of the forebrain ... 
I'm going with this - if you like artwork visit http://markfineart.ca
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