How does a very good man meet a very good woman? [more inside]
posted on Jun 24, 2008 - 29 answers

I live in DC, and I'm in my late twenties. What I've found, at a time in my life when I'm really looking for something serious - all I can find is ass. [more inside]
posted on Jun 12, 2008 - 21 answers

Single mom/Single parent: How does one go about building a lasting relationship with a single mother, to show her that you will not only be there for her, but also for her son? (She's 22, and he's under five I'm assuming.) [more inside]
posted on May 5, 2008 - 10 answers

Is timing really so important in dating and relationships? [more inside]
posted on Apr 11, 2008 - 25 answers

How can I be more relaxed, and less anxious (read: totally flipping out) about dating people I like? [more inside]
posted on Apr 1, 2008 - 8 answers

I'm on the cusp of dating someone soon after a breakup. Is it too soon? [more inside]
posted on Mar 20, 2008 - 23 answers

Psyche is a slippery slope. Advice on dating as a thirtysomething college student? [more inside]
posted on Mar 16, 2008 - 16 answers

What is the right dating etiquette after a good first date? [more inside]
posted on Mar 5, 2008 - 18 answers

How does one fall in love in one's late 30's, when one's head is full of mortgage payments, favorite restaurants, and past ex's? What does it mean to fall in love? (A bit complicated) [more inside]
posted on Jan 13, 2008 - 24 answers

Is it reasonable to not pursue 2nd dates unless you're infatuated? I've gone on several dates recently. While I've encountered several intelligent, nice, and not particularly ugly prospects, I haven't been thrilled, excited, infatuated, enamoured (and I'm certainly capable of that feeling). As a result, I haven't followed up. Is mine an immature or unrealistic expectation?
posted on Dec 4, 2007 - 31 answers

Good introduction for possible later? More grad-student-induced awkwardness inside. [more inside]
posted on Nov 6, 2007 - 16 answers

Should I break up with my boyfriend? Or 'play the field'? [more inside]
posted on Aug 31, 2007 - 40 answers

Am I getting strung along or should I wait this out? [more inside]
posted on Aug 31, 2007 - 26 answers

help me understand guys - what do i have to do to pick them up? what do guys want from a relationship/ girlfriend? is sex, food and a cleaning service the only thing guys want from their girlfriends? because that's what the "normal" guys i know are excited about. more inside. [more inside]
posted on Aug 29, 2007 - 55 answers

This last June I picked up the phone and called a friend I went to high school with... I literally hadn't seen or spoken to her for 12 years (since 1995). We went out for drinks and since then we've been spending time together about once a week (maybe a little less), having dinner together and things like that. A little over a month ago I told her that I really like her and asked if there’s any chance that maybe she felt the same... here’s what she wrote back to me in an email: [more inside]
posted on Aug 28, 2007 - 55 answers

I'm gay, new at dating, and kind of overweight (though not morbidly so -- say ~ 20/22% body fat), though my face doesn't show it. I'm afraid dates will like me, in part based on that deceptive face, then discover my fatness during a moment of intimacy, and be repulsed. Am I being paranoid?
posted on Aug 24, 2007 - 21 answers

When/how to divulge that you're divorced when entering into a new relationship? [more inside]
posted on Jul 25, 2007 - 26 answers

Very touchy situation with my ex almost but not quite boyfriend. Any and all insight appreciated. [more inside]
posted on Jun 29, 2007 - 23 answers

Broke up with her over a year ago; we're still good friends; I never got over her; now I think she might be "the one." What the hell do I do? [more inside]
posted on Apr 20, 2007 - 34 answers

When do you know that it's time to move on to a new stage in life vis-a-vis settling down with one person and starting a family? [more inside]
posted on Nov 30, 2006 - 12 answers

I am working on trying to get my romantic life in order, but I seem to get tripped on one issue - how do I handle the "gaps in my resume"? [more inside]
posted on Nov 13, 2006 - 29 answers

RelationshipFilter: Tell me about dating rituals different from those in traditional Western culture. [more inside]
posted on Sep 12, 2006 - 29 answers

How do I date more than one person at a time? [more inside]
posted on Aug 9, 2006 - 23 answers

Recently I broke up with my girl of 10 years....my best friend. I'm entierly shattered and heartbroken. I wanted her to be the mother of my children when the time came, and now she's gone. Is there anyway to make this work? Warning: LONG post inside [more inside]
posted on Aug 9, 2006 - 69 answers

I'm in NY for the summer, in my 20s, a graduate student, and gay. I want to hang out with chill, smart, nice, gay people my age in the NY area. Ideas? [more inside]
posted on Jun 29, 2006 - 10 answers

Olderwomenwholikeyoubutwon'thavesexwithyoufilter: There it is. 75% of the women I've dated in the last 8 months (and ALL of them have been older than me) have a strange issue, in that we can make out all night to the point of being naked, kissing, touching, but that final step of actively engaging an orgasm seems to be too much for them. So... what the... ? [more inside]
posted on May 25, 2006 - 37 answers

Question for the married/attached mefi folk - What do you wish you would have done as a younger, single person to help you (emotionally, sexually, romantically, personally) with your relationship today? Help a reformed serial dater enjoy singledom while thinking about the future positively! [more inside]
posted on May 8, 2006 - 15 answers

I'm a man in his thirties who has gone on very few dates in his life, and I'm having trouble getting a good read on the behavior of a woman who I've been interacting with. [more inside]
posted on Feb 2, 2006 - 70 answers

I just started a new relationship.. It's phenomenal and we've both felt that we're in love. I care deeply for her, but I don't know how to tell her about the fact that I have Herpes. Does anyone have advice on how to break the news? [more inside]
posted on Dec 23, 2005 - 20 answers

I'm an still-in-the-closet (but perhaps soon to be out) gay man in his early 20s. What are the best ways to meet good-hearted, intelligent, and personable gay men in Boston (or generally), people who are interested in relationships and not just quick hookups?
posted on Dec 8, 2005 - 17 answers

So you met someone online and experienced the technological equivalent of the "thunderbolt." You found yourself in love, based only on text, knowing it was crazy. Then you met in person. How did it go? [more inside]
posted on Dec 1, 2005 - 52 answers

Love-triangle Filter. I am close friends with a guy called Phil. He is in unrequitedly in love with Jennifer. At a party on Friday, Jennifer and I talked for ages and she asked me for my number, which I gave her. I have talked to Phil and he has said he doesn't mind Jennifer and I being friends, "but will never speak to me again if anything happens between [us]." Jennifer and I are going for a drink on Friday. Is Phil being unreasonable, or should I not let anything happen between Jennifer and I? [more inside]
posted on Oct 10, 2005 - 97 answers

ShootingBlanksFilter: I'm a single male in my mid-twenties, whom after taking a long break from the opposite sex, is getting back into the game. However, reading about fertility control issues, and also having first-hand experience with this, I've come to realize that men do not have the same reproductive control options available to them that women do. So now I'm considering a vasectomy. [more inside]
posted on Jul 31, 2005 - 26 answers

Should I consider Herpes a deal-breaker before getting into a relationship? [more inside]
posted on Jun 8, 2005 - 52 answers

RelationshipFilter: In a new relationship where you fell for each other rather quickly, how do you get the other person over the hump when they find out that you're not their perfect, ideal knight in shining armor?
posted on Feb 10, 2005 - 28 answers

[TrannyDatingFilter] I am a relatively well adjusted pre-op male-to-female transsexual who has been living as a female since I was a teenager (almost a decade). I put myself through school on my own, gotten a very good job, and have a small group of close friends. I don't advertise what I am - I don't think that I should have to and I pass well enough that people have rarely clocked me. As of late I've been feeling very lonely. I would really love having a boyfriend and eventually a husband and children. I've never dated a man before and I'm wondering how realistic it is for me to find one who isn't interested in me only for my "defect". I've met tranny chasers before and I want nothing to do with them. I don't want to be someones fetish object. I'm kind, sensitive, (mostly!) intelligent, and not a complete eyesore. Is it reasonable for me to think there's a regular guy out there for me? Someone who can love me despite my past? If you're a guy, under what circumstances (if any) could you accept someone like me as a partner? I don't believe my transsexualism defines me - can someone in the role of potential partner be expected to see anything else? You get the idea. I've had this discussion with other transsexuals but I'm interested in the non-transsexual perspective.
posted on Jan 20, 2005 - 23 answers

I haven't had a date in five years. Advice?
posted on Oct 29, 2004 - 69 answers

Why do so many good-looking women date bad-looking men? [more inside...]
posted on Dec 16, 2003 - 21 answers