| If you're just looking for a hook up, I can't see this as too much of a problem - the girl doesn't need to know your life story to sleep with you. The only reason I can see for it maybe being a problem in this situation is that you might not be able to afford to go out as regularly as some other guys - but let's be honest, there are plenty of places you can meet girls without spending money, even if you can't afford entry to a club and a couple of drinks twice a week. So shouldn't be a problem at all - just simply don't mention it.
In a relationship setting, it would become more of an issue, as you are going to have to breach the topic at some point, and probably fairly early on. You can avoid the subject or stay 'mysterious' and jokey ("so what do you do?" "Oh I'm an international spy, can't you tell?" type answers) for only so long if you want it to become anything like a proper relationship. However, if you've built up enough attraction at the beginning, then it's more likely that she'll see past your money situation. But at the end of the day - it's like loads of things in this game, if you're looking for a proper relationship, you need to be yourself and there are going to be things that break or seal a deal. If it wasn't money, it might be something else like political or religious views that the girl just can't see herself in a relationship with. These things aren't too much of an issue for a casual thing, but unfortunately they might be in a serious relationship. If that's the case, then tough look really, but that's the same for everyone about something even if it's not money related - sometimes one of the relationship can't see themselves as being compatible with the other because of something or other. Like I say, in a casual setting you can bypass these to a large extent, but if you're trying to get serious they become a lot more important.
Edit: Oh, and in terms of dress - obviously don't break the bank to buy swanky clothes, there are far more important things than what you're wearing. And let's face it, a LOT of guys out there who are stinking filthy rich dress like complete muppets. Basically, dress within your means - that goes for anyone on any budget - but follow a few basic rules; get things that fit well and get things in colours that suit your skin tone/hair/eye colour etc. I have said for a while that the actual garment you're wearing is almost a secondary concern, it doesn't really matter whether they've got a designer label on the inside or if they're from primark! It's the colours and fit that are going to make you look a step above most guys on the street.
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