Clothes

As mentioned in the comments of my "setting the stage" post, clothes are an incredible tool to set the tone of your time with someone. I'm sure many women have their own personal preferences, and lucky outfits, but I figured why not give a guy's point of view?


Public Outfits
Whether you're meeting a potential Sugar Daddy for a nice dinner, or escorting a gentleman at a company party, there will be times when you're trying to make a good first impression. If that's the case, I always prefer a girl to look simple and classy.

Why simple? Having a flashy, bright, or room stopping dress may be good for your ego, but it may not be good for the guy. Do you think they'd want you to draw tons of attention? Would he feel comfortable with tons of guys staring at you, and hitting on you every moment you're alone? Would he feel comfortable with lots of people asking lots of questions about how you met, and what your relationship is or possibly questioning about the age difference between the two of you? Also, what happens if he doesn't like the style of your outfit? KISS. Keep It Simple Stupid.

Why classy? Because you can never go wrong with coming off as classy. Classy brings along imagery of a well mannered lady, to be treated with respect by gentlemen. Trashy comes off as poor or unmannered. Gaudy comes off as being an attention whore. Too sexy or revealing comes off as easy to get in bed. Too casual comes off as immature, unprepared or lazy.

So my personal opinion would be to always go with your sexy black dress to make the right first impression. Every girl has one. The simple black dress, which is understated, a bit sexy, and shows off your nice legs, and arms. Dresses are especially great because if things go well, it gives easy access for the guy to rub a knee, tease a thigh, or even tickle a pussy. Dress pants don't allow that, and are a bit less feminine.

Private Outfits
If you're meeting for some private sexy times, then things change, but the rules still stay the same in my opinion.

Don't dress too casual. Meeting a guy you're trying to seduce in sweats, jeans, or shorts, really isn't attractive. Instead it says "I don't care", "I'm too lazy to take the time and effort to look good for you" or "I'm not mature enough to know how to properly seduce a man".

Don't dress too trashy. A wife beater, a tube top, or torn or ripped clothing comes off as poor or neglected. You don't have the money to buy even a simple sexy outfit. Either that, or your rude or uncultured.

Don't dress too gaudy. A one piece thong bikini, or pasties with strings that twirl are just silly. They come off as an attention whore, and while there's probably only one guy you're expecting, it still reeks of insecurity.

Don't dress too sexy. While this is pretty hard to do since you're trying to seduce someone, it still can be done. Let's say you greet your guest with your tits out. Where's the build up? Where's the joy of undressing a beautiful woman like it's the best present ever? It just screams "I'm easy, use me!".

There's obviously a ton of outfits which can work. lingerie, a bra and panty set,  stockings, garters, even a string bikini can be nice, since it can be easily untied. I do however, dislike pantyhose, as they aren't very sexy to remove.

I do have one personal opinion that I truly feel like I need to share. If you believe there's any reasonable chance, that a guy will see your underwear, please for the love of god make sure your bra matches your panties. I can't tell you how unsexy it is to see a girl in a red bra and purple panties. I realize that bras and panties are often sold separately. However, seeing a set on a woman that doesn't match screams to me "You are not important enough to me to even match 2 pieces of vital clothing together." Hell, at that point, it would have been better to wear only only the bra, or only the panties so there isn't the comparison.

Shoes
To be honest, I don't pay much attention to shoes. Typically my guy sense takes notice of: "Is it appropriate?" "What color is it?" "Is she falling over while wearing them?". That's about it. So as long as you aren't wearing sneakers, a black pair of pumps, or heels, whether from Payless, or a super exclusive fashion label are all pretty similar to me. Anyway, I'll probably be asking you to take them off before long anyway. There are some guys that do love amazing shoes on a lady, and so your best bet is go with some sexy shoes which match your outfit.

At the end of the day, clothes are a great way to set the tone of your time with a gentleman. However keep in mind that the whole purpose of clothes is to showcase your beauty. As long as you take some time and effort, it will be noticed and appreciated.