Before he was "Hollywood Jim" in Los Angeles, he was a geeky kid with a funny nickname in the suburbs of Connecticut. And before he had numerous starlets as friends, he had various girlfriends. Here then are the "Adventures of Hollywood Jim-The Early Years"
The night at Rose's was certainly revealing on many levels. To put it mildly, she blew my mind. In more ways than one!
I went back to my summer routine, whatever that was. My old high school was just down the road and I began going over there to run around the track. My friend Chris was down there a lot, he lived nearby so we'd eventually hook up at his place, as he had a pool so I was always welcome to use it when he was there.
This day it was quite hot so I did an easy run around the track. There were a few guys playing football, probably reliving the past season's glories. When I stopped for a water break, I saw a pretty girl doing an equally measured run by me. She had on a blue Nike tank top and yellow shorts. I watched her as she went by me twice, she shot me a glance as she passed a third time. Kinda nice looking, I thought. She had mousy brown hair tied in a ponytail that bounced along as she ran. She came around again and slowed to a stop in front of me.
"I think I know you from somewhere." She said.
"Well, I'm from somewhere, does that help?" I replied.
She laughed.
"No, you look very familiar, did you go to school here?"
"Yeah, just graduated a few weeks ago." I said.
"I went to Conard High, so we didn't graduate together." She said while thinking. "Did you go to Junior High here?" she asked now.
"Yes, King Street Junior..."
"That's it!" she exclaimed.
"That's what?" I asked.
"King Street Junior High! I remember you now! Jim, right?" she said with excitement.
"Yes, but who are you?"
"Dana, Dana Liebowitz. We had some classes together."
Wow! Dana Liebowitz, I remember her now. She had big glasses and seemed to wear a lot of baggy sweaters back then, but was a sweetheart I'd had a bit of a crush on in Junior High. We talked a little but never more than that. When we all graduated she changed schools and I'd forgotten about her for the most part. Now I was seeing her again after four years, man had she changed, and in all the good ways too. She had gorgeous legs, a cute ass, and a chest that was held in by a good sports bra.
"Dana! Wow, it's been a long time!"
"It sure has! You look good." She said as she sat down beside me.
"Uh, so do you. What are you doing now? Or, what will you be doing?" I asked.
"Going off to college in the fall, NYU." She said.
"Man, that's big time." I said.
"Well, I love New York. I get to work for my Dad's office there too."
"What are you gonna study?"
"Corporate law, it's in my family. And I get to intern with his law firm while I'm in school. What about you?"
"I'm, uh, not sure. Gonna go to Community College, then figure out my next move after that."
"You were always a smart guy, Jim, you'll be good at whatever you do." She said as she put her hand on my knee and smiled.
"You know something I always wondered?" she started.
"What?"
"Well, we knew one another at King Street."
"Right."
"Kinda strange we never dated or anything, I always wondered why you never asked me out." She said.
"Oh, uh, not sure, maybe I was, uh..."
"Didn't think I'd say yes?" she said.
I looked at her and nodded.
"I would've, you know." She said.
"Well, it's good to know that and, uh..."
"I would've said yes to a lot of other things too, if you'd asked." She said.
"Oh, uh, really?"
"Sure, you always were kinda cute, you know." She said as she adjusted her sneaker laces. "So different from the other guys we went to school with."
"Well, thanks, nobody ever said that to me back then."
"You still are cute, you know." She said with a smile.
I was unsure what to do next.
