Dear Sara: A few months ago I was out for drinks with two of my friends. Both are married to guys they met in university, so between them they’ve been single for about seven seconds. I was dating more actively then, and I was telling them how I felt like I wasn’t really getting anywhere—lots of messaging back and forth with potential matches that never seemed to turn into actual dates. And they responded to that by telling me I need to stop trying so hard, that love finds people when they least expect it and that maybe I should stop looking. Fast forward to last night, and I’m out again with the same two friends. Except now I’m on a break from dating (by my own choice, not because of the advice they gave before), and what do they say this time? That I’m never going to find someone if I don’t make an effort to put myself out there. Ugghhh! Sometimes you just can’t win! – M (more…)
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Dear Sara: I am a 40-year-old woman who is healthy, happy, and open to life. I am single currently and have not had a real relationship for almost 15 years. The two big relationships I had when I was younger died, and when I look back I think one of the major factors was my desire to not have sex.
I was 25 and grew up in a regular middle-class Indian family, liberal and progressive in most aspects. However, I was also raised Catholic and studying in a convent-educated school may have led me believe that sex was taboo/bad/off-limits till marriage.
Anyway, I believe I have a healthy appetite and have been attracted to many men over the course of my life. However, somewhere in my head I have the idea that men are not looking for love, but sex—i.e. no matter how loving, beautiful, funny, smart the woman is, all they are thinking of is how she will be/perform in bed. And that thought puts me off men. (more…)
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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…)
Dear Sara: I have been divorced for a little over 6 years now. My daughter wants me to start dating again, which I’m very fearful of doing. I have had a few relationships since my divorce, but the last relationship left me broken and fearful of ever getting back out in the dating world again.
My relationship with this guy was on-again off-again. I fell pretty hard for him, and to be honest it was a horrible relationship. I was alienated from my family and friends, which you could say I allowed to happen only because I was so deeply in love that I couldn’t see past him. (more…)
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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…)
Dear Sara: Growing up, I lived a very sheltered life: Most things were simply given to me, in return for a level of conformity that followed certain expectations. Throughout high school, I was essentially prohibited from being in a relationship (along with strict avoidance of drinking and partying—yeah, those were fun years) as I was led to believe that it would impede on my education and career prospects. I’m 24 now, about to finally graduate with a career in law enforcement just on the horizon, yet another reason why I abstained from a lot when I was younger.
In all that time, I have never been in a committed relationship with someone. I mean, I haven’t even made it to holding hands with a woman. There’s just this deeply ingrained apprehension that prevents me from being romantic, and as hard as I try to “put myself out there,” I feel like they get an easy read on my lack of confidence and inexperience. Now, don’t get me wrong, most of my friends are actually female, but that’s about as far as it ever gets. (more…)