Dear Anon,
Unfortunately for you, Spike has slept for a month straight once, so strictly speaking no, it wouldn't count. And I can think of no means you have access to that would suffice to keep Twilight unconscious that long without harming her potentially irreversibly. Given that Luna and I do harbor some fondness for Twilight, momentary extreme bouts of social incomprehension or lack of judgement aside... Well, suffice to say the answer is no.
As for asking me out on a date... Why Anon, what would Luna think?
Tell you what. Your reward is a film night with Luna without me, and I'll even arrange for Twilight, Spike, and the Pink One to be too busy that same night to interrupt. If you fail, you'll just have to wait for another group meeting to make itself available.
Penned by,
HRH Celestia
PS. If Twilight shows a real, marked improvement in lesson retention and there are no legal issues pending, I may just ask Luna to gift you with a bottle of Moonshine. She normally doesn't give out entire bottles since it's... mildly hallucinogenic.