How can a gimp who's got a lot going for himself get a date and maybe even get a little somethin' somethin' after a loooong dry spell? More details with minimum self-pity inside. [more inside]
posted by anonymous on Nov 27, 2009 - 13 answers

How does one ethically play the field? I need advice on dating and being intimate with more than one person. [more inside]
posted by anonymous on Nov 26, 2009 - 14 answers

A question and moral quandary from yet another sad virgin.... [more inside]
posted by anonymous on Nov 26, 2009 - 17 answers

Is it possible to ask someone out several months in advance? I've met someone great, but I've met them too soon! [more inside]
posted by anonymous on Nov 23, 2009 - 52 answers

Late start at dating, and I'm worried that I don't/can't express attraction on dates or around people I like. Halp! [more inside]
posted by anonymous on Nov 18, 2009 - 8 answers

I met the most beautiful geeky girl I have ever seen or imagined. Help me get her out of my head, please. [more inside]
posted by anonymous on Nov 16, 2009 - 66 answers

Long distance dating between 2 single parents possible? I'm asking for my sister (who doesn't know I'm asking) because I want her to be happy but don't know if these relationships ever really work. [more inside]
posted by anonymous on Nov 15, 2009 - 18 answers

I'm part of a short-term couple. We both know it will probably end in about six months from now, due to a long-distance move. I feel that there's a multitude of things I can experiment with here, due to the short-term nature of the (non?)relationship. But what are those things? Also: I know that each relationship is different, but what are the general rules of such relationships, anyway? How am I supposed to be in love, without falling in love? What can I do to make the most of the time we have left? [more inside]
posted by anonymous on Nov 9, 2009 - 16 answers

Late to the dating game? So, I'm in my early 20s, graduated from college and now working. I have absolutely NO experience with guys, and I'm not sure how to gain some. [more inside]
posted by anonymous on Nov 5, 2009 - 29 answers

Depressionfilter: Help me understand a sudden increase in libido and its emotional aftermath. [more inside]
posted by anonymous on Nov 5, 2009 - 9 answers

I have a first date with a girl coming up, which is awesome and I'm psyched. Only... I've never dated girls before! Help! [more inside]
posted by anonymous on Nov 3, 2009 - 9 answers

Datingfilter: Did I just get blown off? Yes, there's more bean platiness to this. [more inside]
posted by anonymous on Nov 2, 2009 - 44 answers

How do you phrase "are you into me?" in a non-terrifying way? [more inside]
posted by anonymous on Oct 25, 2009 - 22 answers

How do you tell the difference between someone who's an extrovert and someone who's romantically interested in you? [more inside]
posted by anonymous on Oct 21, 2009 - 23 answers

Is the idea of experimenting with a same sex relationship even smart when you aren't sure it is something you would consider in a long term way? [more inside]
posted by anonymous on Oct 18, 2009 - 22 answers

How do I properly initiate contact with a person who dumped me because he thought I may not sexually accept the way he is? How can I let him know that I'm the same way too? [more inside]
posted by anonymous on Oct 14, 2009 - 13 answers

Dating in San Francisco : will the women here expect me to have a car? [more inside]
posted by anonymous on Oct 12, 2009 - 20 answers

Dont love the new girl I'm seeing........ I dont want to hurt anyone - but dont want to lose her either... Can i fall in love months later? or is it always love or chemistry at first sight? [more inside]
posted by anonymous on Oct 9, 2009 - 31 answers

Dating Across a Language Barrier: Can you share success stories and advice about relationships where you and your partner primarily spoke different languages? [more inside]
posted by anonymous on Oct 7, 2009 - 13 answers

I'm a mid-20s British male and I haven't had sex for about three years. Manual Overides are barely taking the edge off these days and the horniess is getting so bad I can't think clearly. Help me get laid. Complications inside. [more inside]
posted by anonymous on Oct 4, 2009 - 31 answers

Help me understand this dating situation. Sort of long. [more inside]
posted by anonymous on Oct 1, 2009 - 21 answers

I met a new guy who I've instantly clicked with. Chemistry seems to be there, yet something is bothering me. He rarely (as in hardly ever) asks me specific questions about me or my life. [more inside]
posted by anonymous on Sep 24, 2009 - 43 answers

How do you handle sex, in regards to dating a couple of people at once? (I'm a dude, for the record) [more inside]
posted by anonymous on Sep 21, 2009 - 21 answers

Ambiguous date requests. [more inside]
posted by anonymous on Sep 10, 2009 - 25 answers

I think I will always sort of want my ex; I think I will never really feel OK about seeing him with someone else; I think I only ever considered staying friends in case maybe we could work things out eventually. How much of this should I tell him? [more inside]
posted by anonymous on Aug 24, 2009 - 27 answers

DatingFilter: Should I leave ex-boyfriends out of the story of my life when dating new people, even if the exes figure prominently? [more inside]
posted by anonymous on Aug 21, 2009 - 25 answers

The break-up was the logical, sane conclusion to my doubts about my ability to stay faithful. The relationship of a few years did not have a future in a happy marriage--I needed more experience and growth, she needed growth, period. So why, over half a year after I broke it off, am I still wondering if I made the right decision? Why can't I get her out of my head? [more inside]
posted by anonymous on Aug 20, 2009 - 10 answers

Is it worth it to buy a car for dating purposes? [more inside]
posted by anonymous on Aug 17, 2009 - 85 answers

How do I identify and meet women interested in a one night stand? [more inside]
posted by anonymous on Aug 12, 2009 - 19 answers

I feel like I am exerting a lot of energy towards dating without much return. I have fun while doing it, but since I rarely meet someone who lasts more than a date or two, it’s starting to feel like an exercise in futility. I have dating quantity, but how do I get quality? [more inside]
posted by anonymous on Aug 10, 2009 - 28 answers

How honest should my okcupid profile be? [more inside]
posted by anonymous on Aug 10, 2009 - 22 answers

Yet another "giving up on dating forever" question. [more inside]
posted by anonymous on Aug 8, 2009 - 34 answers

My parents split about a year ago. My father has started dating under unusual circumstances, and it makes me somewhat angry. Am I overreacting? How can I find peace with the situation? [more inside]
posted by anonymous on Aug 4, 2009 - 32 answers

It's been almost three years since my mother died, and my father has slowly been working himself back into seeing new people, but it's starting to cause major family drama. I'm 23 and live on my own in a different city, so this doesn't bother me much. But my 17 year old sister still lives with him, and she's really upset that this is going on. To make matters worse, the latest person he's seeing is my sister's favorite teacher from school. What can my dad do to ease this transition for my sister? What do both people deserve here? [more inside]
posted by anonymous on Aug 1, 2009 - 34 answers

Does he think we're dating? Is he waiting for me to make the first move? Beanplate edition. [more inside]
posted by anonymous on Aug 1, 2009 - 21 answers

My partner has a lot of physical clutter in her life. I have relatively less. We've been living together for almost a year, and it's slowly driving me insane. Please hope me have a productive discussion about this with her. Yes, this is going to be one of those relationshipfilter questions, and there's ... [more inside]
posted by anonymous on Jul 23, 2009 - 43 answers

How can I tell if I really want to date somebody, or I just want their attention? [i apologize for rambling, inside] [more inside]
posted by anonymous on Jul 22, 2009 - 14 answers

The last time I was single and dating, Ronald Reagan was president. Have recommended (and practical) safe sex practices changed in the last 25 years? [more inside]
posted by anonymous on Jul 21, 2009 - 33 answers

I get the impression that DC is not a great dating town for young 20-something college graduates. Am I totally off base? [more inside]
posted by anonymous on Jul 17, 2009 - 16 answers

Good online dating sites in the UK that aren't cheap and tacky? [more inside]
posted by anonymous on Jul 14, 2009 - 8 answers

How to tactfully break things off with a woman I just started dating? [more inside]
posted by anonymous on Jul 12, 2009 - 45 answers

I'm a straight male, just shy of 28, and I can't get a date to save my life. What am I doing wrong? [more inside]
posted by anonymous on Jul 7, 2009 - 74 answers

How do I make the most of a new (but doomed) relationship? [more inside]
posted by anonymous on Jul 7, 2009 - 9 answers

Am I over-analyzing or being rightfully cautious in dating? [more inside]
posted by anonymous on Jun 17, 2009 - 29 answers

Are relationships a zero sum game? Is there such a thing as a happy compromise? [more inside]
posted by anonymous on Jun 17, 2009 - 28 answers

Pushing 30, het male, complete failure of romantic life. Help? tl;dr details inside. [more inside]
posted by anonymous on Jun 16, 2009 - 67 answers

We met on eHarmony but live long distance from each other. After a few weeks of great emails and phone calls, we travelled to the same city to meet in person, had a wonderful time and had sex. [more inside]
posted by anonymous on Jun 16, 2009 - 15 answers

We met on OKCupid and started dating. I deleted my profile... she didn't. What to do? [more inside]
posted by anonymous on Jun 14, 2009 - 49 answers

Can cynical old me still find passionate love? Or should I readjust to some kind of grown-up relationship? [more inside]
posted by anonymous on Jun 14, 2009 - 8 answers

I'm a 24 year old woman. A man in my social circle, who is probably at least 17 years older than me, and maybe even more (could be anywhere from 42 to 47) seems to be interested in me. I'm confused, and not sure what to do. Advice, please? [more inside]
posted by anonymous on Jun 8, 2009 - 30 answers