Hi Dude!

Well here’s the deal: my boyfriend and I have been dating for a year or so. Now we’re graduating from high school and (finally!) going to college and he is going to study abroad. Since he was a virgin when we first met (yes, I popped his cherry) I think this could be a really great chance for him to have new experiences… sexy ones. I’ve always been (kind of) popular with guys so I have a lot more experience than him and so we have had some issues with his self-esteem and such.

So … how do I ask him to… you know … “explore” some new possibilities without causing a misunderstanding? I don’t want to break up with him and I really wouldn’t mind if he were to hook up another girl. Actually, I think it would help him feel less curious about how it feels to sleep with someone else. It is not as if I would let him cheat on me every time he feels like it, but (!) I think having an affair would probably help his self-steem.

Thanks for your help!
— Probably Crazy Read More »

Can we handle an open relationship?

My boyfriend and I have been talking about an open relationship. The distance between us (Boston to LA) is starting to get really hard and our relationship is suffering because of it. But we love each other and neither of us is ready to give up. We’ve tried everything to make this work and now we’re scraping the bottom of the barrel to come up with any suitable alternative to our current situation.

Since I decided against dropping out of school to become a porn star in LA (sorry to all my male readers), it looks like our best option at this point is an open relationship. We’d get what we needed when we were apart (attention, orgasms…) but still have each other when we were finally back together. Theoretically, I’ve never really believed that monogamy is human nature, or that being with multiple people means caring less about each one of them. So in an ideal world, an open relationship would eliminate our loneliness without affecting our love for each other.

Sounds pretty perfect. If only I were totally convinced that’s how things would actually play out in the real world…

Let’s break this down. Read More »

It’s back-to-school time, and I’ve been spending some time lately thinking about what college means for our sex lives. College is our time to explore anything that interests us to find out what we really like and what type of people we want to become. We explore different majors, career paths, friendships, relationships, and sexualities. College is the first time in our lives most of us can really embrace our sexuality, explore it, and figure out how to truly enjoy it.

I go to a women’s college, so my first year was filled with questions from friends back home asking if I’d become a lesbian. My answer: so what if I had? And why did they care?

Despite the freedom we gain in college from adults, we are still constrained by our peers’ expectations of us, which can make it difficult to remain true to ourselves and create a healthy personal (and sexual) identity.

Here are some tips I hope you girls (and guys) can keep in mind while exploring sex in college. Read More »

We heard him say…he’s the voice of our generation?

New ladies are taking the reigns tonight on SNL.

Mariah wears holiday lingerie on her own.

Lindsay still likes dudes, and wants Sam to be okay with that.

Angelina giving up acting?

So hot right now: zipper booties!l

Will Spencer please STFU?!

Un-effable names for dudes.

Open relationships are not just a thing of the past, something your parents tried out on the weekends back in the 70’s before STDs existed. They are alive and well today. And I’m here to explain some of the pros and cons of such a relationship for those of you who may be interested in giving it a try, or who want your friend to give it a try so you can get with her boyfriend that’s too hot for words.

I have a good friend, I’ll call her Sandy, who recently decided that open was the best kind of relationship, so all of my advice is the direct result of her actual experiences that have been rehashed to me. My friend’s trial run didn’t turn out so well, she and her boyfriend eventually broke up, but she insists that it wasn’t all bad and that she’d do it again given the opportunity.

Cons

1) Your significant other is f**king someone else

This falls under the category of obvious, and something that can’t be emphasized enough. Someone else is hollowing out your girl, or on the flipside, your boy is balls-deep in a different box. I don’t think there’s really too much more to add here. I personally couldn’t stand the idea, but from what I’ve been told, when both partners are hooking up with different people it’s a lot easier. The trouble for my friend started when she wasn’t getting any from outside sources and her bf was getting a lot.

Read More »

Seriously, who gives out their number anymore?

I remember having a drunken bonding moment with a really cool guy in college a few years ago, and he asked for my number. I asked for his screen name instead. I mean, IM-ing someone is so much more casual, and so much less stressful. You don’t have to feel your heart thumping through your chest as the phone rings. Is he going to answer? Is it going to go to voicemail? Is he blocking me? What do I say if he picks up?

With IM, you can see if he’s away or idle, and choose your own adventure from there. You can leave a casual “Just wanted to say I had a great time last night” IM, rather than starting a phone call with the same line and then struggling to make small talk. Likewise, you can make small talk behind the shield of the IM window, where he can’t hear your voice crack, and where you can copy and paste the whole convo to all of your girlfriends and get advice while you try to weed out his intentions.

And then came Facebook. The social network has made quite the mark on the dating scene. There’s the poke, which can be viewed as casual, flirty, or creepy. There’s the “it’s complicated” label for the relationship you’re in (finally- you can be open about having a f*ck buddy without warding off the rest of the male population!); and of course, there’s the wall post, which makes the casual IM seem like the awkward phone call of yesteryear. Read More »

“The Dark Knight” is upon us! WHO ELSE IS FREAKING OUT?!

Keeping up with the Kardashians…in jail

Sarah and Jimmy split–the Matt Damon video is just awkward now

It’s not the happy ending most girls grow up dreaming about…

“Hey, um, Papa Hulk…were your girlfriend and I separated at birth?”

I don’t know if Hitch would have prescribed an “open relationship”

The new power jobs are in–”socialite” ain’t one of ‘em, Paris!

Off-topic, but I think Jeff Goldblum is really sexy

Radiohead’s new music video is awesome. ‘Nough said.

18-year-old waitress hooks up with a Rolling Stone–and it’s not even Mick or Keith!

[Photo courtesy of Mollygood.com]