“My Boyfriend Has Lost all Ambition”

My boyfriend and I met a little over five years ago and a lot of really tough things has happened since then. When we were first dating he was an ambitious up-and-coming artist who was in college, owned a home, worked several jobs, and had a solid a 5-year plan. This was very important to me because I wanted someone who was as ambitious as I was with the same values and sense of humor, and in Brad I thought I had found that. Fast forward a year and a half, when Brad received some very bad news. His house had burned down while he was away. I offered him a place…

“My Boyfriend’s Anxiety Is Affecting Our Relationship”

I’ve been seeing a really kind, considerate, smart guy for the last six months. We’re nearly 30, have a lot of fun together, and we have great chemistry, but he has some personal issues, that I feel are getting in the way of our relationship. He suffers from social anxiety (most significantly at work – he avoids any interactions with more senior people, avoids taking on responsibility and just tries to get by). He also has what seem to be significant insecurities. For instance, he sleeps with his light on at night when he’s alone because he’s afraid of the dark. Another example: one night at dinner after a somewhat serious conversation…

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