I was three years old when we moved to our new house. Although I was too young to remember, the story I've heard many times is that it took my mother less than an hour to introduce herself to neighbors, find someone whose child was the same age as me, and set up a play date. And that's how I met Lindsay. She lived three houses away, and she was the first person I met in the new neighborhood. We quickly became best friends, and thirty-three years later, we're still best friends.
Lindsay and I did EVERYTHING together. We went to the same pre-school. We obviously went to the same schools, living on the same block. We took gymnastics classes together; she was better than me. We played soccer together; I was better than her. When one of us excelled in a sport, the other became her world's biggest fan.
I've never figured out if we got along so well despite the huge differences in our families or because of them. I was the youngest of five girls; Lindsay was an only child. My parents didn't get married until they were almost thirty, and they didn't have me until they were both 42. Lindsay's parents got married right out of college and had her a year later. Lindsay's parents were much closer in age to my sisters than to my parents.
I spent a lot of time at Lindsay's house growing up. As an only child, she was happy to have someone over to play with her. On the other hand, sometimes my house had a lot of drama. Although I loved all my sisters and was very close to the two nearest in age to me, five girls meant there was always someone going through wild teen hormones and having normal teenage fights - sorry, I mean loud discussions - with sisters and parents. By the time I hit my teenage years, my parents were in their mid-fifties. Honestly, I'm not sure people in their mid-fifties should HAVE to put up with teenage kids. In general, I was a good kid, but hormones are hormones. I don't know the name of it, but I'm sure there's an explicit hormone that FORCES you to think your parents are out to ruin your life.
Not only was it good to get out of my house, but I also always loved being at Lindsay's house. Her parents, Beth and Barry, were so cool. They were young. They played with us. They took us on adventures. I spent so much time there, I sometimes thought they were more responsible for my upbringing than my parents. Of course, that wasn't the case, but sometimes I think I wanted to believe they were my parents. Don't get me wrong - I LOVED my parents. I'm just not sure they were still into the role of parent by the time I came along.
Once we learned about where babies come from, Lindsay and I used to wonder if she was a mistake. We were pretty sure her parents always planned to have kids, but we weren't sure they planned on having her as early in their marriage as they did. And I don't mean to imply they TREATED her like a mistake. Quite to the contrary, they doted over her. They were loving, involved, wonderful parents.
But don't go thinking Lindsay always got her way. Her parents were known as some of the strictest when it came to certain things. If there was a party in high school, her parents would call the hosting-kid's parents to make sure they were going to be home and to figure out their attitude toward teen drinking. And Lindsay always had to be home by the legal curfew. Besides the fact that teen's driver's licenses aren't valid after curfew, her parents just thought midnight was late enough to get home. They occasionally made an exception for special nights, like homecoming or prom, but they always made sure they knew where Lindsay was going to be.
Although Lindsay frequently complained about her parents' strictness, we both knew it was because they loved her. Frankly, it made me think even more of her parents, not less. And even though I thought both of her parents were great, once I got to high school, I had different thoughts about Barry. Yeah, I definitely had a crush on him. He was handsome, had a great smile, and just seemed like the perfect guy. Of course, I never let Lindsay know how I felt; I think she would have been grossed out.
Sometimes, if I was going to Lindsay's, I'd change clothes to look better for Barry. I had a pretty nice body, and I wanted to show it off to him. And when I say 'show it off', I don't mean I'd wear low-cut tops and show a lot of skin. No, I was much more subtle than that. Sometimes I'd put on yoga pants over a thong and a stretch top that made my small-C cup boobs look as good as possible. And I'd find reasons to give him a hug and press my boobs against him.
But for all my efforts, Barry never acknowledged my attempts to get him excited. I never once saw his eyes drop below my neck to check me out. I was never sure if he never looked at ANY other women's bodies or if he just didn't look at MY body. Maybe he didn't look because I was, in his mind, a kid. Maybe he didn't look because he thought of me as a daughter. Maybe he didn't look because he didn't want to look like a pervert who was checking out his daughter's best friend. Whatever the reason, he never, ever looked at me that way. And it pissed me off.
I don't even know what I hoped would happen. Did I just want him to tell me how hot I was? Did I think he was going to pull me against him to feel my boobs against his body? Did I think he was going to sweetly fondle my breasts? I guess at a minimum I thought I'd get him excited and maybe even see a bulge in his pants. Yeah, teenage girls can be really stupid.
Besides being hot, Barry was incredibly sweet. And you could talk to him about anything. I clearly remember the day my boyfriend broke up with me. I was devastated. I went to Lindsay's house, and her dad opened the door. I was still crying, and as soon as he saw me, he wrapped his arms around me.
"Cassy, what's wrong?"
Through my tears, I managed to cry, "Brian broke up with me!"
He pulled me in the house, closed the door, and just held me for five minutes while I cried. He stroked my hair a few times, which somehow got me excited while I was still crying. When I calmed down a bit, he pushed my shoulders back so he could look at me.
"I don't know anything about what happened, but if someone is stupid enough to break up with YOU, he's not good enough for you," he said as he softly smiled.
I couldn't help but smile just a bit.
"Why are all guys assholes?" I whimpered through my tears.
"I beg your pardon, young lady! I'd like to think you know at least ONE guy - perhaps named Barry - who is not an asshole," he said.
I started laughing.
"Oh, yeah, I know that guy. You're right, he's not an asshole. Actually, he's a great guy. I wonder if he'd be my boyfriend."
Now Barry laughed.
"Well, I know he already loves you, but I think he's involved with another girl right now."
"Okay. I guess I'll have to see if I can find one other guy who's not asshole until Barry is available."
I laid my head back on his shoulder, and he continued hugging me. I pushed my body against him, just enjoying the comfort he was providing, and then I felt it: Barry was starting to get hard. Maybe I accidentally rubbed against his dick. Maybe I pushed my boobs against him too hard. Maybe it was just the tender moment of him giving me comfort, but I definitely felt it. After just a couple of seconds, Barry pushed my shoulders back again as he stepped back.
"Feeling better?" he asked.
"I suppose a little," I said. "Thank you."
"Hey, you know I'm always here for you, Cassy."
"I know. Thanks." Then I started laughing. "Um, I'm guessing Lindsay's not here, right? Or did she just not want to deal with me if I was crying?"
Barry laughed.
"No, she and Beth went shopping. They should be home soon if you want to wait."
"Yeah, if that's okay. I don't want to go home right now."
We sat on the couch in the living room. He made the usual post-breakup comment about there being lots of other guys and I'll find the right one, and any guy would love me, blah, blah, blah. Truth was, at this moment, I was thinking about how great HE was. And when I thought about him getting hard before, I knew who I'd be thinking about that night when I lay in bed alone.
Twenty minutes later, Lindsay and Beth walked in from the garage.
"Oh, hi," Lindsay said, surprised to see me. "What are you doing here?"
"I was listening to your dad try to convince me that it wasn't the end of the world that Brian broke up with me," I said fairly calmly.
"Oh, no, Cassy!" she said as she ran toward me and hugged me. "Let's go to my room."
When we got to her room, I told her what happened with Brian and how wonderful her dad was, trying to make me feel better. I decided not to tell her about him getting hard while we were hugging. We talked for a long time, and Beth invited me to stay for dinner. By the time I went home that night, I was feeling much better. But as expected, when I got into bed and slipped my hand into my panties, I thought about Barry climbing into my bed and fucking me. I probably moaned a little louder than intended when I came, but it felt SO good. I fell asleep immediately afterwards.
By the time we graduated, I had given up on my fantasies of Barry being my first lover. Lindsay and I were both still virgins as we started planning our first year at college. We were going to be roommates, and we spent the summer planning our room, picking out items, and just having a good time.
One evening I was at Lindsay's. We were in her bedroom with the door closed when there was a knock on the door.