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That’s why it’s smart to be a little strategic about your next move.

“Sometimes friendships that have a certain chemistry will slide right into friends-with-benefits, which sometimes doesn’t work out, if you’re looking for a relationship,” says loveologist and sex educator Wendy Strgar, author of As we’ve discussed before, the virtues of tapping into and heeding the wisdom of your intuition should never be underestimated.

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(Just watch “Pretty Woman” if you need a refresh on what a minefield that transition can be.) If you’re interested in dating your friend, chances are you probably value that relationship enough to be concerned about losing it if things don’t work out romantically. 100% Free Online Dating for Friend Singles at Mingle2Our free personal ads are full of single women and men in Friend looking for serious relationships, a little online flirtation, or new friends to go out with.Reflect carefully on what you’re looking for out of the relationship before diving into one.Are you looking to explore the possibilities without any pressure?

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