‘I’m the Last Single One Standing!’

Dear Sara: It happened: The last “single” girl in my friend group got engaged tonight. She and her fiancé had been together for more than two years and live together, so I was expecting it. The other couples in the group all got engaged within the past year (including one ex, for whom I long had unrequited feelings). But now I am truly the only single one left — and do I ever feel like I don’t fit in. I am not dating at the moment — I tried last winter, met a few duds, and decided to take a break since I wasn’t feeling open to it. I would like to be, but I’m just not. Plus, although all of these engaged girls are eager to hear my dating stories, they’ve mostly forgotten how hard it is to be “out there”–or they never really struggled with the dating scene to begin with. I am sad, and I am lonely, and I am tired of first dates. I’d love to be planning my own wedding, but that just makes me sound marriage-obsessed! — E

Dear E: I don’t think you’re marriage-obsessed. I think you’re a human being who wants to spend time with other people who understand you. So that puts you in a pool of about 99 percent of us, I’m guessing. (more…)

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‘How Do I Re-Enter the Dating World?’

Dear Sara: I just read your article about conquering the fear of rejection and continuing to put oneself out there. My question: How do I know whether my status is a stigma against putting myself ‘out there’? Why is a female widow viewed as unavailable?

I am a widow, and almost every [time] I get into a conversation with a man, I get asked the question, why haven’t I found someone yet? I try to carefully explain that it has taken me time to grieve and to accept going forward with my life after my husband of 29 years passed, but regardless of how politely and positively I explain my past, there is an awkwardness that creeps into the conversation that makes me feel like the man is pulling back, like there are red flags going off. Please advise your thoughts and opinions on how a widow restarts a journey towards a new relationship. — Thank you, P

Dear P: It’s puzzling that the men you’ve met so far want to know why you haven’t found someone yet. Obviously, you did find someone and you clearly were able to have a strong, lasting relationship with him. Far from working against you, it seems to me that should work for you. (more…)

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‘What If I DON’T Have a Rockin’ Career or Tons of Friends?

Dear Sara: I read an article you wrote [about being single for a very long time] last year while house-sitting a married friend’s cats–as only a single girl can do! Then I ordered your book. I have read EVERY SINGLE book on the market on “What was wrong with me?” Well no more! Your book made me realize for the first time in my life that I am fine as I am.

I was just wondering though–what about those of us unmarried girls who DON’T have a career as such or tons of great girlfriends? I related to everything you said, except when you talked about your career (which sounds so good!) and you have ALL those nice friends to have dinner with AND they listen to you! The few friends I have, I DO NOT share anything about ‘my situation’ with because they just pity me (or plainly just don’t care). So that’s a whole other level of failure for me to think about! No man AND no career or many friends!  Have you heard from many of ‘these’ girls? —C

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