“Why don’t boys ever ask me on dates?” — Blair Helena Strocht
Dear Blair,
The possibilities are endless. Maybe they don’t get you, or they’re intimidated by your looks and aesthetic, or maybe they haven’t been romantically socialized properly. If you feel like a change, there’s no harm in reinventing your look in a way you feel comfortable doing: everybody notices the effort that went into the fresh start of changing your hair, makeup, clothes, gait, accent, or name. If you dig it, maybe someone else will?
Honestly, the reason may well be that boys are dumb and often need a bit of help with these things. Have you considered trying to plant the idea in their head, in such a way they think they’ve come up with it? If you don’t think this boy even thinks of you romantically, you could find out what their ex-girlfriend used to wear, and put on a similar outfit on a day you knew you’d see him: visual association might drop a hint. To really get the full effect, imitate her laugh or vernacular, but that might be pushing it. Alternatively, if you think the boy already has a thing for you but just needs that extra push, become an agent of fate—play the role destiny would have had she been on your side. Create a fake AOL address and forward him (amongst other people, not to look suspicious) a mass email, urging those who read it to ask out the next person they see. Of course, you should sit across from him as he checks his email, which shouldn’t be a particular issue. For a more cinematic effect, get a friend to “accidentally” push you into the boy of your liking as he walks past, spilling hot tea over the both of you, and then dab off the steamy, fragrant liquid with the tissue you were clutching in your other hand for this purpose. If you stare into his eyes with enough intensity, he’ll probably offer to get you another beverage.
I understand this might be a lot of planning for an awkward couple hours sipping a coffee he’ll probably make you pay for anyways. It might be wisest in the end to count your blessings and enjoy the people who are already in your life, instead of waiting for more to show up.
“How can I stop intense emotions and a general fear of what the future holds from impeding my productivity? Should I try?” — Worried and Wistful in Willetts
Dear Worried and Wistful,
If you’ve ruled out upping your Klonopin dosage, I honestly don’t know whether there’s anything that will work for certain. Amidst your options, you could try and confront some of the situations causing intense emotion in order to find solace. If you’re in confusing territory with a partner, try to straighten things out and Define the Relationship™. If you have a big, fat ugly crush on someone, let yourself feel these emotions with some cathartic self indulgence—for me, that would be fantasizing about it with some chocolate, a bubble bath, and musical soundtracks. I tend to feel more clear headed afterwards. With regards to your future, taking concrete steps to organize and plan ahead the next few months to make it seem more concrete. Have you tried emailing a potential employer, or setting up a booty call for when you get back home?
Beyond this, you and your therapist are on your own. Emotions can suck, but at least they’re proof you’re alive. If you can, channel your lost productivity into a creative endeavor, like writing angsty poetry, jacking off on cam or making fun of yourself. Good luck!
“What do you do if the best sex of your life is off limits?” — Ice Princess
Dear Ice Princess,
This is a tough one. Assuming off limits is a hard category, I see a two-pronged course of action. On the one hand, you need to make sure that the option is still available when the situation reverses itself. Are they in a relationship, or maybe your best friend is in love with them? In the grand scheme of things, this is all temporary, and if the sex is that good you want to be an eligible bachelorette when circumstances change. This is a subtle process: smile warmly, but only when it’s right; touch their arm, but act surprised that you did it. You’re aiming for those fleeting moments of intimacy and tension that leave a lasting impression and keep you on their mind despite the circumstances. All of this, by the way, assumes that a direct method would be taboo: “Hey, I know things wouldn’t work right now but let me know if you wanna fuck when things change, ok?”
The other option to try in the meantime is recreating what made the sex so good with other partners, if possible. Did they give head like a god? Were they creative with their pacing? Did they hover inches from your face, lips ajar, for just the right amount of time? As much as you can’t fuck the person you like right now, you can ask your current partners to be more like them, under the guise of useful tips to get you off and healthy communication. Your last option is in your fantasies, so throw on a blindfold or just let your mind drift the next time you get laid. I personally think there’s something extremely glamorous to screaming out the wrong name during orgasm (as long as you aren’t with someone you’re particularly emotionally committed to), so I’d do it just for that.
I know none of this is perfect, but if the sex you’re missing really is that great, I don’t know what will be. :/
“It is morally dubious to sleep with a guy 85% because I admire his kayaking prowess?” — Class V Bitch
Dear Class V Bitch,
You’re asking whether it’s reprehensible to chose a sexual partner based on his display of upper body finesse as he maneuvers down a rapid using a glorified long, rigid rod? If he can work that paddle who knows what else he can do. Go for it.