My life revolved around basketball for over twenty years. As a kid growing up in West Texas I couldn't wait for the football season to end so I could play hoops with my friends, most of whom played football. I would spend hours working on my shooting, dribbling, and just passing the ball with my older brothers. My hard work finally paid off and I got a basketball scholarship to a smaller college with a great basketball coach and program.
I found the transition to collegiate basketball a little difficult at first, but by the end of my freshman year, I was starting to get my mojo back. Throughout my college career the team began to gel and my junior year we won our conference championship and I was named the outstanding player in our conference. I was suddenly faced with a difficult decision. Would I return to college for my senior year or choose to enter into professional basketball? I struggled with the decision but my parents were adamant about me finishing school and earning my degree. In the end, I decided to stay and although we did not win the conference again, I had an even better year individually.
After graduation, I wasn’t drafted but hooked up with a semi-pro team. I played in that league and even in Italy for a couple of seasons. I finally realized that I didn't have the skill set to advance further in basketball. It was a brutal blow in some regards but in other ways, I was somewhat relieved. I had lived in six different cities in the past five years. Non-NBA basketball provided a decent salary but I wasn't getting rich by any means and the travel was rough. If you have ever seen the movie “Slapshot” starring Paul Newman, just think back to the scenes of the team on the bus and you will have a good idea of the travel arrangements we had.
I landed a job in Chicago and once I had my affairs in order, I loaded up my Dodge Durango with what I could haul and hit the road. It took me a few weeks to get settled in my new apartment and my new career. I am thankful that I stayed in school and obtained my degree because if I had left before earning it, I’m not sure where life would have taken me.
I had been in Chicago for about five months when I officially met Amber. We had crossed paths several times coming and going from the train station and around the neighborhood but we had never introduced ourselves, even though we had exchanged a few hellos here and there. She was a petite Asian girl, with almond skin, long black hair, and the most beautiful eyes I had ever seen. Her eyes were a mesmerizing blend of brown and gold. She was always dressed in very professional skirt suits but she would always wear sexy platform heels and stockings. She was the perfect blend of professionalism and erotica and my eyes couldn't get enough of her. I found myself finding a seat on the train where I could check her out without fear of her finding my excessive staring creepy.
One evening as I was coming home on the train a huge rainstorm opened up right before we reached my stop. When I got off the train I popped my umbrella and started walking down the steps from the platform. I spotted Amber in front of me getting drenched. I sprinted up beside her and put my umbrella over the both of us. "You look like you could use some cover,” I said to her.
"Oh thank you so much. This was the wrong day to walk off without my umbrella," Amber replied.
"It's no problem...glad I could help," I said with a little tremor in my voice. All I could think was this was the chance I needed! "I'm Jay by the way."
"I'm Amber. Thanks again for sharing your umbrella with me Jay," she said calmly.
"Well, my momma raised me right. She would be disappointed if I didn't do the gentlemanly thing," I stammered. I felt like a huge dork at the comment.
But surprisingly Amber whipped her head around and said, "So chivalry isn't dead after all!" At that, we both laughed.
I walked Amber the additional two blocks to her apartment building so she wouldn't get soaked. We climbed up the stoop and she thanked me again for being a gentleman.
"I'm glad I could help," I replied and we awkwardly stood there for a few seconds. At that point, I figured it was now or never so I went for it.
"Hey...would you like to grab a coffee sometime?" I nervously stuttered.
"Oh wow, Jay...I don't know,” she whispered.
"Ah okay. I guess you probably have a boyfriend or something,” I said while blushing.
"I don’t. But I just never have very good luck with dating,” she said nervously.
I chuckled lightly and said, "Yeah I know what you mean but look it's just coffee."
"Okay. How about tomorrow after work? Say 7 PM?” she said as she looked at me with those amazing eyes.
I accepted and we worked out the arrangements before I walked back to my apartment building.
The next day at work was agonizingly slow as I eagerly anticipated meeting Amber that evening. Finally, work was over and I rode the train home hoping she would be on board but she wasn't. I went home and showered, pulled on a pair of khakis and a button-up shirt, and headed out the door. I walked a few blocks over to the coffee shop. Amber wasn't there so I grabbed a table and pulled my phone out to pass the time. I tried not to pay attention to the time but at 7:10 I started to think maybe she wasn't going to show up. No sooner had the thought run through my mind than she walked in. She looked amazing in a pair of black knee-high boots, a black miniskirt, and a light blue blouse. My heart raced!
I grabbed coffee for us and sat back down at the table. The conversation was awkward at first, but we began to loosen up a bit and relax. Time slipped by unnoticed while we were there and before we knew it three and a half hours had passed. Amber finally noticed the time and said she should probably call it a night.
I offered to walk her home and she said she would appreciate that. I noticed Amber casually strolled on our way back to her apartment and the conversation continued to flow. When we reached the entrance to the apartment we made small talk for a few minutes and then I said, "I enjoyed getting to know you this evening. I would love to do it again sometime....or maybe we could have dinner sometime or catch a movie."
Amber smiled and said she would like that and we exchanged numbers.
I waited a few days and ran into Amber one evening while waiting to catch the train after work. We sat together on the ride home and chatted, picking up where we left off a few nights earlier.
"You said the other night you have only been in Chicago for five months. Where did you live before you came here?" she asked.
"Wow that is a long story,” I said chuckling. I told her my basketball story and how I had bounced around from team to team in the non-NBA leagues and even played for ten days with the Chicago G-league team. It was through my connections there that I landed the job in Chicago.
Her eyes lit up like the burst of a match in a pitch-black room. "I love basketball,” she exclaimed.
"No kidding....wow that's great," I replied enthusiastically.
"My company has season tickets to the Bulls and they only get used about a half of the time by the partners so I get the tickets frequently. They are playing at home on Saturday afternoon and I was going to go with my friend and her boyfriend. I have one other ticket, would you like to come?" she said.
I told her, of course, I would love to go and we made plans.
On the day of the game, I wore my old Chicago Windy City Bulls jersey and walked to Amber's apartment. When she came down to meet me her eyes opened wide when she saw my jersey.
"Jay that jersey is awesome! Turn around so I can see the back" she said excitedly. I put my arms out and spun around for her. "Wow, I love it. Number thirty-three... Any significance to the number?” she asked.
"Yeah. Thirty-three is my favorite number. I always got it if it was available when I went to a team," I explained.
She smiled and we walked towards the train station along with her friend Tina and Tina's boyfriend Steve.
It felt great to be back in a basketball arena, even if I was only a spectator. I got several compliments on my Windy City jersey and Amber was quick to tell everyone I played for them. One guy, an obvious die-hard Bulls fan, even bought me a beer and a Chicago dog. The Bulls won the game by two and the atmosphere was electric. We left the arena and headed out into the street with all the other fans. I asked Amber if she wanted to grab a drink and she accepted. The four of us headed to a little pub a few blocks from the United Center and soon the drinks were flowing.
We all left the pub a little tipsy and walked over to catch the train back home. We said our goodbyes to Tina and Steve as they caught their train and sat down to wait on ours. Between the alcohol and the tight jeans Amber was wearing, I found myself growing hornier by the minute. I caught myself sneaking glimpses of her when I could.
We got off the train and were walking back towards our neighborhood when I asked, "Would you like to come over to my place and hang out for a bit?"
Amber didn't answer immediately and I wasn't sure what she was thinking but it didn't take much longer to find out.
"Jay...I don't know if that is such a good idea. I'm not good at this whole dating thing. Inevitably I will end up hurting you,” she said.
"Okay," I said totally baffled. "I know we haven't spent much time together Amber but I kind of felt like we clicked. I've enjoyed hanging out with you,” I said quietly.
"I know Jay but I..." she said.
“What?”
"I just don't want to hurt you,” she said meekly.
I laughed and replied "Amber I'm a big boy. There are no guarantees in life...I've learned that tenfold. I just thought you might want to come over and hang out. No strings attached."
She thought about it and finally accepted and we headed towards my apartment. Once we got inside my apartment I asked Amber if she wanted anything to drink.
"Do you have any liquor?”
I did have a few bottles of liquor so I ended up making her a dirty martini. We sat on the couch and I flipped through the channels. "Anything, in particular, you want to watch?”
"How about putting it on one of the music channels,” she replied.
I flipped through the music stations and she told me to stop when I got to an R&B channel. No sooner had I sat the remote down on the coffee table than Amber spun around and straddled me. Her long hair spilled down into my face as she lowered her hot lips to mine and started kissing me. I couldn't believe this was happening based on our previous conversation no more than half an hour earlier.
Amber was an amazing kisser and she ran her fingers through my hair and began to lightly pull it at times. At that point my cock was straining against my jeans in earnest. I reached my left hand up under her shirt and squeezed her firm breasts while I reached around with my right hand and unclasped her bra so I could get full access to her perky tits. We continued to kiss and Amber was grinding against my jean-clad cock. I pulled her shirt up and greedily took one of her dark nipples into my mouth and began to suck. She squirmed and moaned in delight as I traced around her hard nipple. She pulled my face back up to her and began kissing me, darting her tongue in my mouth, and biting my upper lip. At this point I was so hard I thought my dick would rip through my boxers and jeans. We kept this up for a while longer then I reached down to unbutton Amber's jeans.
The second I unbuttoned her pants Amber jumped down to her knees and began tugging at the button on my jeans. I reached down, unbuttoned my pants, and began pulling them down. My boxers came down with my jeans and my cock sprang back up towards my belly. Amber immediately reached over and grabbed my shaft as she hopped up beside me on the couch and began kissing me again.