It is important to look good. Looking your best will improve your hit rate. In particular, if you’re working the street game, keeping a clean-cut “I have a job and pay my rent” look will work to your benefit. The wheels in a girl’s head are relentless, and looking responsible and somewhat trustworthy (but not at the expense of sexiness) will counter the “I just met this guy on the street - I don’t even know him!” alarm in her head.
Confidence and experience here can make up for a lot, and it’s true that good situations often arise when we least expect them or are ready for them, so avoid being a slob. You’ll appreciate later when you’re pulling her panties down and she’s smiling at you. For all the work they do on themselves – waxing, plucking, gym, diet, clothes, hair, make-up, etc. – the least we can do is shower and brush our teeth.
I have a few preferences and tricks that my running mates share. One is the scruff factor: in general guys look sexier with a couple days growth. Job permitting, let it grow. It’s better for your skin, and most women like the look. With clothes you have many options.
One general rule is that shoes are important; they tell a man’s social class, I’ve heard. I generally have two looks – downtown and sexy or uptown, successful and slick. Girls respond to both, perhaps for difference reasons.
My downtown look is (and keep in mind this is Manhattan, fashion capital) a pair of Helmut Lang faded jeans, black Kenneth Cole belt, Timberland Chelsea boots (good for winter, too) and a tight-fitting Dolce & Gabbana black t-shirt.
Uptown is a solid blue Zegna spread collar shirt (no tie), navy Armani black-label suit, and Ferragamo Daniely shoes. Every guy has his particulars; I find these two outfits cover the bases.
My friend Jeff turned me on to this little device that can handle bad-breath – an Oolit tongue scraper. It’s just a strip of plastic with a serrated edge, but it does get the guck off the tongue, especially in the morning, and especially in the morning after smoking a cigar the night before. He folds one into his pocket when he goes on dates and does a few scrapes in the bathroom before making out; I keep mine at home. Use varies, depending on hygiene and self-consciousness level, I suppose.
