Jessie – Part 2

I had moved into my apartment earlier in the summer after I found that my high school crush, Jessie, was the rental manager and would be my next door neighbor. Some time after that she had dumped her boyfriend because he didn’t like kids. Jessie had a seven year-old named Emily. Soon after Jessie and I had made love for the first time and then began dating.

Jessie and I had a “normal” date Thursday night, dinner and a movie. When we left Emily with the her babysitter, Emily was disappointed that we were not taking her with us. Jessie had to remind her that the 3 of us were going to the zoo on Saturday. The movie was a romantic comedy which Jessie had picked. The movie was ok, however the plot was very predictable. At least I got to be with Jessie. I had my arm around her throughout the movie and we kissed a couple of times, however the theatre was a little too crowded for anything else. She had put her hand in my lap a couple of times and brushed against my penis. I could not tell if this was intentional or coincidental. Jessie’s head was resting on my shoulder and her attention was focused on the movie. When movie was over we drove back to the apartment.

“Jessie, I had a crush on you throughout high school,” I said just out of the blue.

“Ben, why didn’t you let me know?” she responded. “I can’t remember if you ever spoke to me.”

“I don’t think I did speak to you. We were not in the same group. You were always part of the ‘popular’ crowd. Although I was on the basketball team and even started most games during our junior and senior years, I was more of the quiet, studious type. I was not gregarious, in fact I was shy off the court,” I stated as an explanation.

Jessie was quiet for a while then said, “I wish I had known. I noticed you. I thought you were good looking. I didn’t want to be the one to make the first move. That’s what the ‘easy’, popular girls did. Guys took that as an invitation for more than just friendship or a date, but an invitation to have sex.”

So we were both victims of our perceptions.

“Jessie, I am not looking for a relationship based primarily on sex,” I stated. “I am looking for more.”

“So am I. Emily adores you. She says you make her feel important,” Jessie said.

We arrived at the apartment and I parked in front of the apartment. She leaned over and we kissed. After the kiss Jessie got out of the car before I could get around to open her door.

“Sorry,” she said. “I am not used to getting that kind of treatment from guys. Tom would just sit in the car after we kissed goodnight.”

We walked into the apartment building and up to the 3rd floor. She stopped when we got to my apartment door. Her apartment was the next one down the hall. I had hopes that she might come in and we could have some time alone. We embraced and kissed for quite awhile. Then she turned to leave. I took a hold of her hand and walked her to her door. We kissed again.

“Sorry, but I have to ask,” she said slowly. “Is this just an act to get I my pants again?”

“Not in any way. I didn’t do anything while you were dating Tom. I didn’t try anything when you broke up with Tom. You made the first move after I fell asleep babysitting Emily. I am just doing what I saw my father do with my mother. I don’t see you as some fragile flower that needs to have doors opened or chairs pulled out for her. I don’t see you as a conquest. I just see it as the chivalrous thing to do. I have done this since I started dating.”

“Thanks for a terrific evening, but Helen has to leave. She works in the morning,” Jessie said.

Helen was the 16 year-old babysitter. Jessie and I hugged and kissed again before she opened the door.

“Would you mind walking Helen over to her building?” Jessie said.

“No I don’t mind. I can walk with her to her building,” I agreed.

I had never met Helen before. In a few minutes Helen came out of the apartment pushing money into her pants pocket. Jessie was right behind her.

“Helen, this is Ben. He lives next door,” Jessie introduced me.

“Hi, Ben. Nice to meet you,” Helen said in a bubbly, upbeat voice.

“Nice to meet you too,” I said looking her over.

“He is very good looking, Jessie,” Helen said.

Helen was about the same height as Jessie. She had light brown hair and large brown eyes. She was wearing tight jeans and a form fitting t-shirt which was possibly a size or two too small. Helen was beautiful. She was trim and as best I could tell somewhat athletic. She had a well-rounded womanly shape with good-sized breasts. I stopped there, catching myself, remembering that she was a 16 year-old girl.

“Goodnight, Jessie,” Helen said, before we started walking down the hall toward the stairs. “What kind of work do you?”

I told her I worked with computers.

“Information Technology, you say,” Helen stated.

Just from the tone of her words, confidence, and body language I could tell she was an outgoing, intelligent young lady. Helen went down the stairs in front of me. I couldn’t help but look at her tight shapely rear end bouncing with each step. At the bottom of the steps she waited for me to get along side her. Her hand touched mine, but then withdrew. As we walked to the outside door she asked how I liked my job and the company I worked for. I answered positively to both parts of the question. She then told me she worked in the deli department at the nearby supermarket. She was saving for college, but still had to finish her Junior and Senior years of high school. During the conversation our hands kept touching. She used her hands as she spoke, so I assumed it was just a coincidence until I moved a couple inches farther away and she immediately closed the distance between us.

“Are you a good student? What subjects do you like?” I asked.

“I get mostly A’s. I like math and science best, because you can figure out the right answer,” she answered.

“I was good at math and science too,” I replied.

She looked coyly at me and asked, “Can I come to you if I ever need help?”

I wasn’t sure what to make of her tone and the look on her face. I got the feeling that she was flirting with me. We arrived at her building. She unlocked the security door.

“Can you walk me up to the apartment? My parents aren’t home,” she asked.

I hesitated. I sensed something more was happening here, but I had come this far. I walked her up the stairs to her apartment on the second floor.

“Do you want to come in?” Helen asked.

“No, thank you. Jessie said you had to get up for work tomorrow,” I responded.

“Too bad,” she said kissing me on the cheek and pressing her breasts into my chest. “Maybe another time.”

“Goodnight, Helen,” I said before turning and walking toward the stairs.

I turned to go down the stairs and noticed she was still standing in the apartment doorway watching me. I walked down the stairs and out of the apartment. I headed to my apartment building. I turned my head and saw Helen looking out of her apartment window. I couldn’t be sure, but she appeared to have removed her top and maybe even her bra. As if she was saying you could have had this. I went into my building and up to my apartment.

The next day I had to stop at the supermarket to get a couple of items before going to work.

As I passed the deli counter I heard someone say, “Hi Ben.” I turned a looked. There was Helen approaching the counter in her store uniform. See was smiling and stood with her breasts pushed out and standing seductively. She licked her lips.

“Anything I can do for you?” she asked looking at her breasts and innuendo in her voice.

“Good morning, Helen,” I said. “Just picking up a couple of things. Nothing from the deli today.”

“Are you sure? I can give you a good deal,” she said again implying she was offering more than just deli items.

“Thanks, maybe another time,” I said.

“Okay, you ALWAYS know where to find me,” she said. “Hope you have a good day.”

She brushed her hands up her sides emphasizing the curve and size of her breasts.

“Thanks! You too,” I said and walked away.

I picked up my items and went to work. All day I thought about Helen actively trying to entice and seduce me. I wondered where this had come from. The first time I had seen her was last night when we met after my date with Jessie. Helen was only 16, that was the age of consent in this state, but 16 seemed much too young. I was 10 years older. I got to work and concentrated on my tasks, but then pictures of Helen would pop into my head. I would push them out and would get back to work. I grabbed the plastic bag from the supermarket and opened the bag of cashews I had purchased. I stared at the name of the supermarket on the bag. The sight of Helen caressing her chest just before I had walked away replayed in my head. She was a very beautiful girl, but she was just a girl. I pushed this back out of my head. I left my office for a meeting on an upcoming project in which I wanted to be involved. I was filling in for my boss who was on vacation. Everyone arrived for the meeting and we conferenced in several people from other locations. The project manger talked about dates, timelines, and budgets. Then continued with goals and objectives. I had heard this all before and had read through all the project documentation. The people on the phone, who obvious had not done the preparation for the meeting, started asking very basic questions that could have been avoided with proper preparation. I lost interest and zoned out.