I wish I spoke 100 different languages so I could say "hell no, you shouldn't contact his ex" in all of those different tongues.

Just in case that isn't clear: yes it is wrong to email his ex. You want to get in touch with somebody(ies) that he's indicated some negativity in hopes of learning what happened? You're going to get a more one sided tale than you can shake a stick at. Yes, it's odd that he hasn't talked to you about his past relationships, but why are you so concerned?

As far as getting him to open up and share as you've done...I mean when the dude feels ready to tell you, he will. You can't force it. All you can do is try to get him to talk about it and hope he opens up. Other than that, nagging him about it won't get him to talking any quicker. In fact, it will probably make him clam up more. You can try to reason with him that maybe talking about those things will help him work through them, but that's all you got really.

Only email his ex if you want to become an ex yourself. I'm sorry, but even the thought of that is CRAZY TOWN! You get someone to open up by asking gently and providing a safe and trusting environment for his answers to land. Think hard as to why you're obsessed with his past instead of your present?

You were engaged for three whole days? Of course you don't have to tell him - an engagement lasting about the same time as a bout of flu or a celebrity marriage is hardly worth mentioning. Unless you are famous.

Seriously, what is this recurring obsession with telling your S.O every last little thing about yourself? It is dumb, slightly demeaning and terribly boring. Cut it out.

I don't know, I think this would be a bizarre thing to keep secret. It's not a big deal, but hiding things can make them feel far worse than they actually are - to you and to him (should he ever find out.) As one commenter suggested, your best plan is to bring it up nonchalantly, as an off-the-cuff remark: "You know what's hilarious? That guy I used to date forever ago - we were quote-on-quote engaged for three whole days!" Then move the conversation train quickly to the next station.

A survey this year said AskMen users think a woman is promiscuous if she's had five partners. Let's talk about some reasons that's stupid:

According to the Kinsey Institute, men claim an average of 6-8 partners, while women claim an average of 4.  Unless there's a lot of experimentation going on in locker rooms that I'm unaware of, that means your average American has five or six partners.  It seems both unfair that guys get a higher average and ridiculous that "promiscuity" is the average.

Look, there's a reason every single relationship counselor worth listening to will tell you not to dig too deeply into your partner's sexual past if there's nothing there that you need to know.  To me, this result reflects less what men actually think and more what the guys who go to AskMen are worried about...namely, if they can measure up to the sex she's had in the past.

Chris Rock has some genuine wisdom about this: it doesn't matter what number it is, that number is too high for your partner. What's important is that you're together now: focus on that.

Read the rest of Dan's reasons why your "number" doesn't matter at the link above. And the answer to this question is an emphatic NO. That said, I don't think this is a question anybody should be asking or answering. 

Aww. I wouldn't worry. It happens to everyone. This one time I got really drunk at a family reunion. The next morning, I was hating the world. Just my luck, the big family brunch was at a BBQ place. I pity the poor cleaning staff who had to service the men's room on that particular Sunday morning.  

It's not like you were puking the whole night. Sounds like you guys had fun. (A lot of fun in the alcohol department.) And sometimes that come with a rough morning. If anything, he probably felt bad for you and was wondering if you were okay. Women worry that the things that make them human and relatable will be a turn off to a guy. The reality is, he'll respect you more for laughing off, say, the fact that you got sick from drinking than hiding it and feeling guilty. So don't worry about it. Unless you puked in front of his mother, Obama, and Alec Baldwin at a presidential dinner on live TV, there's no way a guy would ever label you "that girl who threw up." The fact that your night of tequila didn't agree with you the next morning isn't going to change the fun time you had together.

OK, my first instinct is to tell you that I'm sorry, but yes - you will indeed be known as the Puke Girl. Guys and their buddies are just too fond of nicknames and scatological humor to let this one slide without a string of jokes at your expense. HOWEVER - you noted the hook-up included sweetness and cuddling and unicorns. So that's working in your favor. But even if you do take on the Puke Girl alter ego, you should embrace it and laugh with them...call him up and make a joke about it. Trust me, the only thing sexier than a girl who can take a joke is a girl who pukes in a random guy's car and can still take a joke.

I feel for you, honey. I really do. Unrequited love hurts like few other things in life, probably because there is absolutely nothing we can do about it. We want to think we can make it happen--weren't we always told we could accomplish anything we set our minds to?--but here's something we cannot force no matter how diligently we wish or work or wait. It's like the song says:

The fact that you aren't getting dates makes it even harder. In the absence of other men, your thoughts naturally come back to your friend by default, and you might begin to believe there is still a chance he will change his mind. He won't, and you can't make him. It has been two years. You must move on. But you already know this.

My first suggestion would be to separate yourself physically from this guy. I hate to recommend this--friends are important--but if it's killing you to be around him, you have to break away just so you can get past this obsession. Maybe you two can be friends again someday, but for now, you need him out of sight before you can get him out of mind. It's not retaliation--it's for your own sanity.

Then I want you to think about this: your love is a precious and valuable gift, and should be saved for someone who will reciprocate it. You've given this guy two years of your life, two years of your heart and soul. Enough. You must take care of your heart so that it will be healthy and unafraid to give love in the future to someone worth it. Someday, someone will give it back; save your love for that person. Don't waste the best parts of you on someone who will never feel the way you feel about him. I hope you feel better soon and can get past this. 

See, this is why you can never get mad at the Wise-Ass. One minute he's saying something flip; the next he's composing compassionate, thoughtful, spot-on advice. There's very little to add here, except she may want to research Attachment Disorder and techniques (or therapists) who might be able to help.  

Some dudes are into labels and trends. They like a lady who rocks the latest designer denims and are quick to rattle off 'Fashion' as something they seek in a woman. More times than not they wear the newest gear too and are keen on new trends and looks. "Babe, you need those Roberto Cavalli's; they'd make your suede Choos look sweet. Right?"

Then there are guys who don't really know Meks from Lee's to Sara Lee's, but if your butt and thighs look nice in them - he is all over it. He's not about the stitch, but he's attuned to the fit. "Babe, I love when you wear those black jeans. They give you a J-Lo butt." Usually these guys wear jeans that look nice on them, but don't pay too much attention to where they got them.

Then you've got the guys who somehow have managed to dress themselves their whole adult lives, but are visually impaired. When you put an attractive piece of clothing in front of them, they might be able to surmise, What? Yeah, it's nice...I guess, but for the most part they don't possess the genes to critique jeans. Rolling up in a $250 pair of J Brands will do you no good, and may spark a heated debate on consumer culture and third world child labor.

Bottom line: Listen to your eyes, assess your wallet and decide for yourself. Remember, it's not the pants that make the woman or the man, but the quality of the fabric inside.

Have all those designer jeans been working for you? I guess that's your answer. I can't imagine most men could care less...they're far more interested in getting inside those jeans than checking the label. But here's some listening for your next denim shopping spree: 

That's it for this week. Thanks for playing, guys and girls!