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Maybe you're a younger guy who wants to learn from a more experienced woman, or who just finds older gals more attractive than his same-age counterparts.
You've figured out the easy part—you know what you want. The top pick in this category, and it's easy to tell why even at first glance: the site caters specifically to cougars and cubs (zero sharing databases with other, unrelated dating sites that I could find), there's a huge membership base (1,000,000 ), the search options seem endless, and the price is reasonable (ranging from .33-29.99/month).
The site is well laid out and modern, and it's likely the most well-known of the cougar dating sites because of its extensive media coverage (yet only has 500,000 members).
While the Inbox is a bit annoying (each message takes up a whole new slot, instead of filtering down and combining them), Cougar Life is where I had the most luck in talking to people, and actually connecting—and really, that's the biggest factor here.
More » The cheapest and priciest option listed here (-40/month with credits; free for cougars), Cougar Life also sports the most confusing payment options, similar to Lavalife.
In a nutshell, you buy a month-long membership and then will need additional credits to do anything of use on the site.