You don't. As a married man who went through a lot of problems before meeting his wife, lemme tell you how the whole Virgin vs. Chad thing came to be.
Until relatively recently, everybody understood that women tended to subconsciously look for protector/provider qualities in men in the same way men subconsciously look for fertility and nurturing. Men looking to attract women attempted to exude confidence, kept a job, and was up front about being interested in a girl. This is what you should do.
In recent times, probably sometime around the 60s, two norms changed that messed things up. Women were told they could go ahead and have sex and not regret it, so they removed a lot of the hesitation that made women wait for relatively stable people, and many foolish women went for people who were 'confident' without bothering to see what they were confident about, relying solely on feelings. At the same time, feminism was telling men that acting like a traditional man was a turnoff and modern men needed to be more sensitive. Enter the virgin and the Chad.
The virgin buys the feminist line wholesale. He sucks up to women and treats them like queens. This is pathetic and doesn't signal confidence. Confident men may be let down by a rejection, but they know going in they'll have another shot with somebody else. He gets forever friend-zones, leading to frustration at being friend-zoned, which then comes off as creepy, because no woman can be friends with him anymore without wondering if he's just trying to get into her pants.
The Chad takes advantage of the situation. He struts around, giving off confidence, and generally treating women like crap. A huge chunk of them blow him off as a jerk, but there are enough reasonably attractive, emotionally driven women out there that he gets a steady supply of sex with no commitment, also something you want to avoid, as it leads to STDs and an unfulfilling life.
What you want to do in the dating world is remind yourself that you have certain requirements for a mate and you're not going to settle for somebody who doesn't live up to them. This doesn't mean you'll settle for nothing less than a 9 on the hotness scale, but rather you vet girls from minute one whether they live up to your standard as a Christian and as a person. If you show confidence, you can, in fact, act like a gentleman around friends and girlfriends alike without looking like a chump. It's hard to nail it on the head, but the biggest thing about gentlemanly behavior is making it known that you do it because it's the right thing to do and not because you expect something in return.
I would also recommend making friends with women you have no interest in marrying (but can still be friends with) just to get practice interacting with women in general and to get advice. Female friends want you to be in a relationship and will help you in that regard. When I was still a bachelor, I had a few hot female friends who were either already taken or whose personalities weren't exactly right for me for a wife, and I took them with me clothes shopping or getting haircuts. I got experience interacting with women and they were invaluable in finding good looking clothes for me and making sure my hair was nice.