(This is the first in a series about the experiences of two high school students as they discover each other and their own sexuality.)
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This all happened about 20 years ago during the spring of my senior year in high school in a 40% Jewish neighborhood in suburbia. I was still a virgin. Being small for my age wasn't really helping my chances at this point. Neither was the fact that because of a very late start with braces I still had them at age 18! My main hope was to get rid of them before heading off to college. I figured that would change my chances.
Lisa, another senior, stood about 5' 1" and didn't weigh more than about 100 pounds. She had black curly hair that came down to her shoulder blades, dark eyes and dark "Mediterranean" skin. She was thin, with a great body, but nothing in the tit department except a nice set of nipples that stuck out nice and strong when she was aroused. She was a classic Jewish girl from the suburbs. I'm not talking about NJ Jewish. I'm talking Classy Jewish. Nice house in a nice neighborhood. She had her own car (admittedly it was a 10 year old Datsun, but when you've just turned 18 you don't complain about that, even if you live in a neighborhood where many of the kids get Lexus's on their 16th birthday). Did I mention that she was a virgin?
We first met at a party at a friend's house. I was playing guitar and singing in the classic folk tradition (Cat Stevens, CSN, Beatles, S & G, James Taylor, etc.) while sitting on the floor of the living room and getting trashed off the keg. This was one of those classic high school parties that starts out with about 15-20 people and somehow turns into over 150 kids that are all running through the woods at one in the morning to get away from the cops that the neighbors called. She liked my singing. I liked that she liked my singing, and I thought she was really cute. I gave her my red bandanna that was wrapped around my leg. After monopolizing each other with talking and singing for about three hours, we left the party together with her friends just before the cops came, and went to Bob's Big Boy for cigarettes, coffee, apple pie and more socializing.
After that we started dating. It started with simple dates: movies; dinner out; a hike; hanging out with friends in secluded locations while drinking and playing guitar, etc.
On our second date we kissed. We were playing in the playground behind the elementary school after dinner and a movie. We were swinging next to each other and I got off my swing and got behind her so I could push her really high. After pushing her up high in the air for a few swings, with both of us laughing, I let her come back down and pulled her back as if to push her again, but didn't let her go. Then I stepped in front of her and held her up right in front of me. While still laughing a bit, I said, "I'm really glad that we met. You are really fun to be around."
"You too," said Lisa, "I feel really comfortable around you, and I like the way you sing too."
Up until this point I had not had much experience kissing girls. I think I could count on one hand the number of girls I had kissed before Lisa, and I still marvel at how smooth this first kiss was. I was still holding her up on the swing so that her head was a little bit above mine, but we were in a very intimate position with her legs kind of wrapped around my body and me leaning into her. It was very easy and very natural to just let her come down a little bit towards me so that our lips would meet. Her lips were small and soft and she smelled wonderful. At that moment I remember her smelling like raspberries. Before long she was gingerly exploring my mouth with her tongue. She had the greatest tongue of any girl I've ever had the pleasure of French kissing. She moved it around in such incredible ways. She was assertively probing and exploring, and I was probing and exploring right back. We made out like this for probably twenty minutes before she said, "I hate to interrupt this, but what time is it?"
