You asked us HOW TO OVERCOME TRUST ISSUES and this MATCHMAKER answered...

You asked us HOW TO OVERCOME TRUST ISSUES and this MATCHMAKER answered...

Seven years ago, I thought I met the woman of my dreams, I was even ready to propose. She left me before I ever had the chance to without any explanation. Ever since, I have been unable to have a healthy and happy relationship. Will my faith in women ever be restored?

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You asked us about STILL BEING SINGLE and this MATCHMAKER answered...

You asked us about STILL BEING SINGLE and this MATCHMAKER answered...

I'm 37, attractive, successful and still SINGLE. Coming from a close-knit Jewish community where every milestone is family-centric,  I often feel alienated, isolated and as if I will die single. Every "Soon By You" and "You're next" blessing feels like a curse. Will it ever really be my turn or should I start collecting cats and embrace full spinster status?

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You asked us about WEIGHT GAIN and this MATCHMAKER answered...

You asked us about WEIGHT GAIN and this MATCHMAKER answered...

Over winter and since we started dating, my boyfriend has packed on the pounds... with no end in sight to his eating and weight gain. I am beginning to feel turned off and even in some cases, ashamed. Matchmaker: Am I being too superficial and is there a way to send him a message without hurting him?

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You asked us about the POLITICS OF DATING and this MATCHMAKER answered...

You asked us about the POLITICS OF DATING and this MATCHMAKER answered...

The presidential election is taking its toll on my relationship. I am a die-hard democrat and my boyfriend and his family are steadfast Trump supporters. This is causing lots of tension between us and is making me wonder if we are existentially different and must accept to go our separate ways. Matchmaker, is this the end?

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You asked us about INTERFAITH RELATIONSHIPS AND INTERFAITH MARRIAGE and the JEWISH MATCHMAKER answered...

You asked us about INTERFAITH RELATIONSHIPS AND INTERFAITH MARRIAGE and the JEWISH MATCHMAKER answered...

I found love so wonderful and fulfilling I feel like shouting it from the rooftops... the only problem is the woman I am dating is a devout Muslim and I am a traditional Jew. We have both considered the option of conversion and this has caused a lot of tension between our respective family and friends.

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You asked us about LONG-DISTANCE RELATIONSHIPS and this MATCHMAKER answered...

You asked us about LONG-DISTANCE RELATIONSHIPS and this MATCHMAKER answered...

Over Spring Break, I met a great guy: clever, kind, handsome, thoughtful and funny- the whole package! The only catch is he lives 2500 miles away. We are both committed to giving this relationship a chance. How do you suggest we move forward?

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You asked us about AGE and this MATCHMAKER answered...

You asked us about AGE and this MATCHMAKER answered...

I recently turned 51 and my priorities in life have shifted. After a lifetime of bachelorhood and career-oriented pursuits, I want to get married and have children. I know this is only possible with a woman much younger than me. Am I being selfish or unrealistic? 

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