2. The Do-Over. When it comes to relationships, most men are experiential learners and they learn more by making mistakes. After they've made a few, they end up altering some things (behavior, patterns etc.) and set out to their next relationship, presumably more prepared. If he made a bunch of mistakes with a past partner, yet felt that there was some kind of connection, he may return for a second go-round. Note, however, that relationship dynamics tend to stay the same, even on a second try. After all, when you pull milk out of the fridge and it's spoiled, you don't put it back and hope it's fresh tomorrow. Sometimes, you just have to throw it out.
3. Single...Again. Men on the rebound tend to reconnect with past girlfriends and lovers. The reasons vary, but mostly due to the above mentions and motivations. By reaching out with a simple phone call, email or text message, he's testing the waters and will gauge what is possible by the woman's reaction.
Here is my advice: While some boomerang relationships can be successful, there have to be some changes made. Unless the individuals have fundamentally changed for themselves, a rekindled relationship runs the risk of picking up the same failed dynamics exactly where it left off. Remember: There was a reason the relationship failed in the first place.
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