Matchmaking Dating With Your Sister’s Ex-Boyfriend

Published: 12th October 2009
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In your matchmaking, have you found yourself attracted to your sister's ex-boyfriend? Have you actually thought about dating this person? Has your matchmaking taken you through the ramifications of actually dating this person? When you even venture into thinking about dating your sister's ex-boyfriend, you definitely need to put on three or four different matchmaking hats because you'll need them and the diversity of thought and perspectives that will bring. First of all, your matchmaking should bring you to the main factor; how is your relationship with your sister? If you have a great relationship with your sister, then it's almost a given that your matchmaking will come to an end and you will not even venture further into a dating relationship with your sister's ex-boyfriend. If you do not have a great relationship with your sister, then your matchmaking decision will be a little bit easier because you won't have to worry so much about how your sister feels about what you do with your life.



Regardless of what we did mention above, in your matchmaking, the final decision will of course come down to what you want to do for your life and if you think it's a good matchmaking decision to date this person. In your matchmaking, you need to figure out if this person is a compatible match for you. Does he fit the mold of what you are looking for in a relationship? If he does, then you need to do some soul searching and figure out if your matchmaking will take you further in a relationship with him and how you can approach your sister to discuss this matter in more detail. Since he is your sister's ex-boyfriend, then obviously, he and your sister were not a good matchmaking fit and they broke up. That being the case, how did your sister feel about the break up? Was she devastated by something that her ex-boyfriend did? Was she able to move forward in her matchmaking efforts to find a love and move on?



So, your matchmaking should definitely take you back to how your relationship is with your sister. If you get along well and you cherish that closeness with your sister, then you need to utilize that matchmaking skill set to have an open and honest conversation with your sister regarding how she feels about you dating her ex-boyfriend. If she hates the idea and begs you not to date him and if you really do want to keep the relationship with her strong and vibrant, then you should use your matchmaking skills to reevaluate the situation and most likely abide by your sister's wishes. If your sister gives you her blessing to go out with her ex-boyfriend, then use your matchmaking skills to give a relationship with this person a chance.



If you do go out with this person and the relationship seems to work out, in your matchmaking efforts, have you thought about how your sister will feel if she still likes this person and he broke up with her and she wanted to continue the relationship? If that is the case and you really want to make the relationship with your sister work, then you should consider not working your matchmaking magic and don't date this person. He is not the only person out there for you and maybe you just need to use your matchmaking skills to find the perfect match for yourself so that you can still keep the relationship with your sister alive and well.


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