We all know that hooking up isn’t all rose petals and follow-up phone calls. In fact, more often than not, the morning can be excruciatingly awkward. Sometimes, that awkwardness follows you down your walk of shame, and lingers like a black cloud over your relationship history.

You might be able to laugh off some of these poor decisions, but in other cases, you might reap the consequences, especially if your fling affects the people around you. Here are some awkward hook up scenarios that you may just wish to avoid in the future.

1. Your Best Friend’s Brother.

Usually, you give your best friend all of the deets regarding your trysts, and she listens, and laughs, and offers advice when necessary. No can do when you’ve crossed the line into sibling snogging. Your best friend doesn’t want to picture her brother in any type of sexual situation. If the hook up turns into something more, congratulations, but you’re still not going to be able to share certain details, because the guy won’t want you gossiping to his sister, and your friend won’t want to hear it. Dating the brother might also strain your friendship, depending on whether your friend resents your decision. Read More »

Last night’s episode of my favorite guilty pleasure, Gossip Girl, got me thinking…Maybe our lives are not so different than the wealthy-born Upper East Siders.

I could relate my humble Midwestern high school drama to a number of situations that took place in the glamorous locale. Manhattan’s Upper East Side or the cornfields of Illinois? Does it really make a difference?

I think not.

A few examples to prove my point:

Hooking up with the ex’s best friend to make him jealous. Although Nate doesn’t know yet about Blair and Chuck’s rendezvous, the intentions of B were clear. If Nate doesn’t want her, she’ll have the second best thing: his best friend. How’s that for a slap in the face, Nate? The sad thing is that I actually don’t think he would care at all…Funny how that works out.

“Platonic” boy-girl friendships that never are just that. In my opinion, Serena is being very understanding towards Dan and Vanessa’s “friendship.” It’s obvious that Vanessa still wants him, and in my experience, those kinds of friendships can only go on so long before the girlfriend gives an ultimatum.

Parents acting like children and embarrassing their own kids. Whether it’s Nate’s situation with his father and family, or the Humphrey’s mama drama, sometimes parents are just as immature, if not more, than their own children. Read More »

A few years ago, while working as a ski instructor up north at some unnamed resort, I made friends with an awesome guy.

A youth instructor like myself, we spent our days holding up languid 3-year-olds on the bunny slope and chasing screaming kindergarteners down larger hills, hoping against hope no one slammed into a tree in the process.

Being in a high stress (and FREEZING) situation supplied us with an instant bond, and we soon found ourselves skiing together during our free time and discussing our lives on chairlifts.

During out time together, it began to dawn on me that he was everything I had ever looked for in a guy: smart, funny, good with kids, active, gentle, and giving. He liked his parents, wrote music on his off time, and always waited for me whenever I fell into a giant snowdrift.

Basically, he was awesome. The only issue? I wasn’t attracted to him in the slightest.

He wasn’t ugly. It didn’t hurt to look him in the face or anything; he just wasn’t my type. Nothing about him made me jittery or full of butterflies, my heart never jumped when he walked into a room, and those long chairlift rides were never awkward with anticipation.

I didn’t fantasize once about kissing him. Read More »