Dear Guy Friday,
Last week I got caught under the mistletoe with my best friend’s dad. What should have been an awkward moment turned into something more. I now think I have a crush on him. He tells me he’s been sleeping on the couch for months and that he’s thought about our first kiss for years. Do you think this is a good idea or will it put me on Santa’s naughty list?
Seeking a holiday miracle,
HoHoHomewrecker
Dearest Homewrecker,
Quite the pickle you find yourself in! Let’s examine your situation a bit closer: On the one hand you have the ultimate romantic dream: the passionate attentions of a wise, wealthy, witty, urbane older gentleman. On the other, equally awesome hand, you have the jealous, envious glares from the not-as-cool girls in the hallways, the constant whispers among both seniors and teachers alike, and the admiring ogles of pre-pubescent boys wishing they too had silver short and curlies and a drivers license so that they would be worthy of your attention.
Now if this is truly the case, I say go for it! You are in the perfect situation, and you might as well capitalize—marry the fool, refuse any and all attempts at prenups, get pregnant as quickly as possible, and chuckle at your good fortune. While all of your friends are busy at college experiencing “love,” “blacking out,” and “experimentation” you will be laughing all the way to the bank, 20 years ahead of those slow-witted biatches!
Now if in reality your aged wannabe-lover is a bit over weight, going slightly bald, usually smells like lectric shave and stale beer, makes 30k a year, and wears skid-marked tighty-whiteys until 4 in the afternoon on Saturdays, then I might reconsider my options if I were you.
I recommend focusing your attention on the older brothers of your friends. The gossip in the halls will suggest that you must be way cool to score an older guy, they always have cool cars, and they will always provide you with all the Mikes Hard Lemonade you can drink.
Lastly, always remember the Celebutante Rule of 10s and you will always be the coolest girl around: Never get busy with a man more than ten years older than you, a man ten years younger than you, or more than ten men at once.
Sincerely,
Guy Friday

