My first time I was 12, back of a pool hall with some friends. Didn't even catch a buzz -- went back and hit it again a couple hours later, and SHIT. Oops, I shouldn't have done that in public. It was a heady sativa, and I couldn't concentrate, I forgot all the info on my ID and got my ID taken and booted outta the pool hall. EDIT: You had to be 16 to go into pool halls back then, because you could smoke and drink there. I miss those days.
My lady's first time was a lot more fun. She was 38, and we were visiting her childhood home where EVERYONE she knew grew and smoked. In the motel room, she kept laughing so hard she was doing short-sprints to the bathroom to not piss herself. She finally understood "because I got high" and laughed at stoner comedians. Now, a couple years later, she prefers sativas, but likes a nice relaxed indica body stone.