its odd that most dudes think this is just a question that bi white guys post to stroke their cock to. Realistically i want to know the answer to this too. I ,as a black male, have never been able to approach any type of woman white or black in just any given situation. I am more of a shy type until i can talk to you on a level that nothing is expected then maybe i could flirt with you, but ******* at that point the moment has passed. I think this is something most men are born with because honestly a lot of us are afraid of rejection
Unfortunately, this is the age old situation that all guys deal with regardless of race. Unless a woman does something to indicate she is open to being approached you either stand back where it is safe and do nothing or you take your chances and the worst that can happen is she says get lost.
Rejection sucks, but if you try, occasionally you score. If you do nothing, you are rejected 100% of the time, even though it's self inflicted.
The only suggestion I could make would be to work on being open and friendly without even considering trying to pick a woman up. Just get used to talking with them about anything to increase your own comfort level about approaching them. Start with a sincere compliment. Look her over and identify something none sexual that you like: her dress, her hair style, whatever, and then just tell her. Hi, I couldn't help but notice that's a very pretty dress and it looks great on you or your hair really brings out your pretty eyes. Women love to be complimented. Just don't be looking at her tits when you say it.
SMILE! Women like to see a man smile, especially when he is looking at her.
I can't tell you how many women I have ended up speaking with, even if just a short meaningless conversation since I made it a conscious effort to smile at them as I am walking toward them. The thing is it can be a good ice breaker and it makes you more appealing.
Eventually, as your comfort level increases, so will your confidence and that will become apparent to the ladies and you will probably find yourself getting more yeses when you ask if she would care to join you for a ******* or a cup of coffee and even the nos will probably be more along the lines of "I'd like to get to know you better, but my husband will be here any minute" instead of "Get lost scumbag".
The thing you have to accept is that you will always face getting rejected, that's just the nature of the beast.
Just keep in mind that the quicker you get through the rejections is the quicker you get to the one that says yes.
Of course, you could up your odds by locating and hanging out in clubs and places that are known for being IR pick up spots. Then you can be pretty sure than any white woman or couple coming in are looking for a Black man for more than just conversation.
Good luck!