I can’t tell you about what mones to use, but I can give you experience on how I approached different types of women. In your case, you need to change the setting like mobocaster said, and your impression. The problem is, you’ve already met her a few times, and therefore she has already formed an impression of the type of person you are. You have to make a change of that initial impression.
I was once a tutor also. I changed the environment constantly because find that it reinforces the concepts much more readily. Things such as shooting pool can be used to teach geometry, launching rockets in the park, physics, hiking and field trips allowed me to teach geology, etc. But the idea is changing the environment allows you alter the environment from a serious one to a more relaxed atmosphere. If you’re in a school, a serious environment, it is going to be harder for you to get someone to drop their guard down, especially since you mention that she is the serious type person.
Of course, at this point if you asked her out to something like that, she’d be suspicious, so you’re going to have to work a bit harder. Increase more people to your group, make a study group. Then take the study group out and it would be less imposing. Around a lot more people out ‘studying’ while having fun, would be a lot less imposing, lowering her guard, than if you asked her out alone. I have no experience with Instant Shine, IO, or IH, but I would definately think that it would definately help your case once your reach this point, thus breaking down her barriers even more!
Of course, you are going to have to differientiate yourself from the other people. My high school girlfriend came from a wealthy family from the city, so I took her out on a picnic, complete with the picnic basket, looking at clouds, home cooked meal, etc. She has never been on one, and it excited her since it was different from what her previous boyfriends did (taking her to balls, galas, expensive restaurants). My girlfriend in college was always constantly working, dreamed of being in high society. So I took her to a Gala that allowed her to dress up, mingle with important people, etc. It was a completely different world. The point is, you have to not only differientiate yourself, but show them a completely different world than they are used to, get them excited, eager for more, bring out that curiosity.
And as TwistedOstrich and Mobocaster pointed out about your ideas, it might seem logical, but it would just really harm you. All you are doing is seeking validation for yourself, thus lowering your selfworth, basically you’re broadcasting, “I’m not good enough for you, am I?” That really is a sign of desperation that repels people. Women want someone who can take care of them, show them fun times, etc., not someone who constantly depends on them for their happiness. Just think of it this way. This is a successful, serious woman you’re going for. What can you possibly offer her? Are you fun, exciting to be around? Are you different from the 5646106406 guys who hit on her? The one thing you don’t want to offer her is your lowered self-worth. If I was her, I’d use you, get all I can, and then dump you when another comes along that is better. Just be glad she isn’t like that.