Dear Scary Mary,
Nothing to fear my dear. Dancers/ strippers have been getting a bad rep since the beginning of time. And sadly, that might not change no time soon. If this guy is as smart as you say he is, he will be able to see you for who you really are. I also feel you are correct when saying waiting will make things worst. It's always better to be upfront with someone. No matter how "scary" you feel. At the end of the day, he is just a Man. If he has a problem with you being a stripper and doesn't want to continue to see you, He may not be the Man for you. I know they say money won't keep you warm at night, but it damn sure pays the light bill to keep the heat on.
Secure your bag, the rest will fall in place.
~ XOXO TEASE