Ask Wendy: Dating Your Sister’s Ex
Just because you don’t live in the NYC area, doesn’t mean you can’t “Ask Wendy” your juicy question.
If you have a situation you need Wendy’s advice on, submit it here.
This question comes from Qui in Texas who writes:
Dear Wendy,
I have been married for 10 years and I have 2 kids. My youngest sister is seriously dating my ex-boyfriend from high school. My ex and I had dated for 3 years. It has been 15 years since high school, but he still had a special place in my heart and plenty of secrets. Should I have a problem with this?
Find out Wendy’s advice for dealing with an ex-boyfriend stealing, pesty little sister!
Tell Us: Is it ever okay to date your sister’s ex?




Monday January 18th, 2010 at 8:38 pm
People shouldn’t but the fact is, Someone you once loved will always be with you ’til the day you die. All of the past memories and emotions that people have with exes is something you want to keep for your self. That makes it special. If you’re sharing these feeling with your sister. It doesn’t seem special anymore. You know what I mean? And for your sister, she should know how you felt for this person before and forget about it, sisters should know not to hook up with your sisters EX, That is just like a bond that every sisters should go by.
Monday January 18th, 2010 at 6:14 am
omg gril you are so hot and cool it’s like omg well i have a coment can you tell me how can i tell mi dad and mi mom that iam gay can you hellp me
Thursday January 14th, 2010 at 9:10 pm
marrroed divorcy or not?
Thursday December 31st, 2009 at 12:22 am
What the FUUUUUUUUUUUUUUCK?
How do I leave a damn SHOW IDEA???
Wednesday December 30th, 2009 at 7:53 pm
If its not okay for a friend definitley not a sister.
Monday December 28th, 2009 at 11:54 am
i am afro american, who has his own business, over 200 promotional items
that i can put your picture on them. i can send you some samples my website is
http://www.birkettpromotions.com
Monday December 21st, 2009 at 10:18 pm
not at all, find a new hottie to stare at, work with what you dont got, which is him.
Friday December 18th, 2009 at 10:34 am
wow dats just wrong why would her sister do dat i will be mad to
Saturday December 12th, 2009 at 9:25 pm
hey wendy how you dooin!!!!!
my daughter now wants to change her name to wendy williams. we watch you everyday and i cant get enough of that phrase. i say to everbody now. so if i see you on the streets i will say hey wendy how you doooin
Thursday December 10th, 2009 at 6:08 pm
WEll I FEEL THAT IT IS DEFINETLY OVER BECAUSE A PERSON WHO IS WILLING TO HURT YOU THAT MUCH AND CAN BE SO INCONSIDERATE AND CRUEL DOES NOT DESERVE YOUR LOVE AND YOU SHOULD JUST MOVE ON THO ITS GONNA BE HARD!!!
Sunday November 29th, 2009 at 11:26 pm
Yes you should have a problem with this and your sister should not be dating one or any or your x’s. Thats just nasty and disrespectful. Good luck!
Sunday November 29th, 2009 at 6:45 pm
How you doin Wendy? Wendy I am 34 years old and in love for the first time. I have met this guy who is everything I have been looking for. He is sweet and hard at the same time. There is only one problem he is married to a women who don’t deserve him. What do I do?
Friday November 27th, 2009 at 6:08 pm
Dear Wendy. How uuuuuuuuuuu doing? Help!!! I’ve done everything instructed of me for show tickets. I have been checking my e-mails daily. NOTHING!!! Wendy help me out. I need to come to a show to see you. Thanks for reading Wendy. Leslie from WEST PHILLY.
Friday November 27th, 2009 at 11:23 am
Who do you really love?Your ex or you husband. Just because you are with your husband doesn’t mean that you love him .Seems like you are hiding something. It is nothing wrong with your sister dating him. He IS you EX right?You should only have a special place in your heart for your husband. You got some thinking to do.
Friday November 27th, 2009 at 12:13 am
In all honesty I dont like this situation. First of all personally your ex-boyfriend must be a little to old for your little sister and that would give me the chills. Secondly, you to dated for three years. That is a long time and even though you have married and you are very content he holds a special place in your heart. Just remember your sister has the right to be happy but also maybe have a heart to heart with her about how you feel and maybe ask her for no PDA around you. All in all preserve your memory’s as the past but realize people move on and you have to let them.
Thursday November 26th, 2009 at 11:01 pm
First of all if this guy acts the same way he did in high school, I don’t think you would want him. People change and move on with thier lives. I think you might be feeling some jealosy since he is now with your sister. Let it go like Wendy said. There must be more to this story than what you are saying, because you are married and your love should be directed towards your husband. Sometimes people confuse thier feelings to overlook what is really going on or happened.
Thursday November 26th, 2009 at 1:02 am
Well in this specific case i would say that it is ok. 15 Years is a very long time and if you are married you have moved on and hopefully your husband is your true love so is fine. However in general it is not ok for family especially sisters to date ex’s. all it does is bring drama and heart ach and really mess up your relationships. my key advice DON’T DO IT.
Thursday November 26th, 2009 at 12:55 am
WELL HOW YOU DO…….ING MY NAME IS SHAY I FEEL THAT SHE NEEDS TO TALK TO HIM AND REALLY HE HAD TO KNOW WHAT HE WAS DOING HE IS A MAN FIRST AND FORE MOST DON’T LET HIM BRAKE UP A BOTH BETWEEN FAMILY LET HIM GO IF HE DOES THAT TO YOU THEN HE IS NOT THE ONE FOR YOU
Wednesday November 25th, 2009 at 8:00 pm
this what i think you should do is to talk to the man privately and ask hem to dont say any thing that you will not agree with now
Wednesday November 25th, 2009 at 12:56 am
Honestly i dont think that it should be a problem because if you care about the man that ur with then no=one else should matter_good luck to them and good luck to them as well!