Not only is there the SNL sketch and a number of ad campaigns featuring "cougars," there's even an upcoming series staring the ancient and wizened Courteney Cox (I believe she's 45) in something called Cougar Town. This is not good.
Reservations about the designation and the ugly light it casts on women over, say, 35 who still like sex aside, this could all be good news for you. Try running an ad that says "19-year-old virgin seeks cougar for important life lessons" and see how that works out for you. While it's true that most female grown-ups are not seeking utterly inexperienced partners half their age, there are certainly some who would find you an interesting experiment.
All this nonsense about pros and ladies on the prowl aside, I do have two other suggestions, both of which seem to have escaped you. One, you can talk to girls and even ask them out without revealing a certain embarrassing biographical fact upfront and, two, you could date virgins.
* No, I don't know anyone named Lavinia.
Don't forget to read Andrea at Carnal Nation.com.