Don't talk about your lack of experience or job prospects.
Mature Women and Younger Girl
Who is the older one she is fucking HOT!! It's the little things that will make her see whether you're a real man or just a boy trying to be a man to impress her. Okay, so you may have very much experience to impress the woman with. Once you've charmed the woman and proven how mature and independent you are, just ask her out. The latter is rooted in straightforward sexism, and anyone who goes out of their way to bed emotionally-vulnerable or wasted women displays an opportunistic and sometimes creepy mindset that should be cause for concern.