You won’t get caught up in go-nowhere entanglements or affairs with unavailable men.interest. The inexperienced man is very often a diamond in the rough and will make a wonderful partner in the long run.
He may have been married previously or in a series of long-term relationships — he likes and values female companionship — but he hasn’t dated much in a formal sense, and seems confused or tentative when dealing with women in a romantic setting.
Many women mistakenly assume that being overly friendly and "easy to get" will reassure the Shy Guy. Being "easy" and laying everything out on a plate will actually make him retreat further into his shell.
You'll be pursuing him, so your energy will shift from being feminine to masculine, and that's not healthy or sexy (for you or for him) in the long run.
Relationships that start out with this dynamic never really recover, and as months and years pass, you may find yourself in a sexless "just friends"/ roommate arrangement.
If you are crushing on a shy guy, I definitely recommend that you read The Rules, by Ellen Fein and Sherrie Schneider.
Sure, he’d be okay with having casual sex with her and hanging out until something better comes along.
Regardless of personality type, men are happiest when allowed to discover love at their own pace.If each woman in situations 1 - 7 were to get the ball rolling herself, or help the man date her and make excuses for his behavior, she would simply be prolonging the agony of being in a go-nowhere entanglement.That's not "dating a shy man," that's accepting crumbs from a guy who is just killing time.He may be surrounded by a near-harem of female "helpers."When a man is used to being guided and micromanaged by women, it can become a behavioral pattern that is both comfortable for him and hard to break.That doesn’t mean he is satisfied or happy with that dynamic, or that he isn't capable of pursuing you if he’s motivated to do so.