Usually, before two people begin any long term relationship there is an inquiry into the past. Creditors run credit checks. Employers ask for references. Leasers ask about past evictions. In contrast, there is a certain stigma about doing this with regard to sexual relationships. Many men feel uneasy listening to their wife or girlfriend talk about how she got skeeted up by a parade of dudes. Women in general are very sensitive about their reputation and will often avoid the subject with "the past is the past."
The past isn't the past, it's an indicator of the future. Just ask any insurance company. If a person drives around town like he's in a bumper car, his insurer would rightfully consider him a liability. Likewise, if a woman has a string of drunken hookups and short term relationships that pussy is a liability. You wanna be known as that dude whose girlfriend publicly jerked off a marine to Calvin Harris on her girl’s night? No? Then you should probably get the Ho-Facts.
Assessing a woman's liability is a lot like conducting an interview, medical history or insurance questionnaire. A disadvantage is that you're asking about some of her most sensitive experiences, which she is rightfully hesitant to share. On the plus side, you're not bound by any medical or professional ethical standards, there is no time constraint, and you're a Red Pill scum lord that is willing to do pretty anything that is in his personal interest. Also alcohol is more or less a truth serum for today's strong independent woman.
The process is pretty simple. Create an atmosphere where she feels comfortable sharing anything with you. Compliment her on her appearance then transition into how she probably used to get with hot guys all the time. If she's not forthcoming, say something like ''the past is the past' or 'I don't judge'. You can volunteer one of your own stories to get the party started, or you can guilt her with "relationships are built on openness and understanding". Throughout the process, make sure to be encouraging and a bit detached from the ramifications of what is being shared. Any negativity, real or perceived will cause her to withhold information.
The goal is to get as much information as possible. This shouldn't be too hard considering the fact that today's 20 something year old women are selfie obsessed narcissists. You're encouraging a woman to talk about herself and for the first time in your life, you are actively listening. Just make sure to direct the conversation towards actionable information. What types of dudes does she usually hook up with? What types of situations cause her to end up in men's beds? What kind of behavior is normal for her friends? How did her previous relationships start and end? When did she know it was over between her and her ex. Remember that you’re probably her future ex-boyfriend and that people don't change.
I know that some people are going to read this and experience a cascade of feels. How can he judge women like that? Men have to judge women, since there is always a risk of an 18 year child support extravaganza. That is, unless you put it in her butt. If she says things that really concern you, then keep calm and only put it in her butt.