After asking a few questions and doing research on the subject, here’s what we found.   If you are the person who have a large group of friends, the subject of friends dating friends' ex-dates is bound to happen. In many cases, you've gotten to know your friends' ex better than most of the casual acquaintances you meet. There are times when it's perfectly okay to ask out a friend's ex-dates. There are other times when it will be a potential disaster to your friendship. This is definitely a sensitive subject, so know where to draw the line and don’t do something you will regret later.  

It's worth considering when you feel the relationship with your friend's ex-date has real potential. First, you should determine whether if it is not considered “just a fling” or “imaginary fascination” to you.  Just because he/she makes eye contact and smiles at you doesn’t mean it your time to move in.  Do you know to what degree your friend's dating relationship progressed? Be aware of there's a big difference between just a few dates and an intimate relationship. Many singles only go out with a person on occasions to check out the match possibilities and then move on to new potential dates. 

Before going forward, talk with everyone involved and make sure that it is a winning situation for everyone. If you find out that your friend is going to be unhappy about it, then you have to consider if it is worth it to take the risk that you may lose a friendship. 

Views vary with each individual. Many singles, which do not want to risk their friendships at any cost, will not go out with anyone their friends have dated. Others see it as a minor issue that can be easily worked out. 

What's the important aspect of moving in on your friend's ex?  I think communication is the important aspects of moving in on your friend’s ex.  You never want to jeopardize a long established friendship for a friends’ ex-date. Make sure you get this to come out a winner for everyone?  Remember, all situations are not the same so you have to be the referee. 

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