Whew! Trixie is in the bathroom redoing her makeup. She's got to look nice and cheap for the game tonight. She's my bimbo arm candy and she's dressed for it; red tube dress that barely covers her snatch, six inch heels with stockings, no panties, bangle jewelry and heavy makeup. When I play backroom illegal games, I never bring one of my ladies. Its way beneath them and I would never do such a low thing to them, so I keep some bimbos on call like good old Trixie here. She usually strips for a living, but she makes great arm candy. And I do so love showing her off to these guys considering who she used to be and what she used to do. They all enjoy seeing her giggle and twirl her hair like the vapid airhead she now it.
And so do I, but that is another story.
Getting back to my first year of college and my first woman: Jessica. What the hell is this guy talking about when he says his first woman? He has practically enslaved five hot women, what is this crap?
Well, blame it on Hollywood. I had figured out by this time that I was going to be a professional gambler for a living. I was already making decent money off of it, you know about my gifts in terms of math and statistics and memory. I was learning about the "other" bits of it and making contacts with the right people who could get me that info. I was getting really good at reading people (very much a plus in a lot of games), and was setting up my College Major to support it. I had already figured out some of the math classes would be very good, along with some bookkeeping, statistics of course, but I was also working up a minor in library science. Research, proper digging for information on the internet or the old fashioned way, was really useful when betting on sports and the track.
In my mind I already had the image of what a proper gambler should be and how he should act and look. I was going for the high end gambler, the James Bond in Monte Carlo in Casino Royale kind of look. I needed a support staff for that. I needed a bookkeeper, I needed some researchers and handicappers to assist, and I needed a proper woman on my arm. Elegant, sophisticated, high society, well dressed and a knockout beauty. I also wanted a woman with brains who could help watch my back and be more of a partner.
I had decided that Jessica was going to be that lady, and since she was already in my thrall I just needed to work on her to get her polished. Although you could argue that Amber was prettier, I have I thing for blondes, especially golden blondes. Jessica was a Golden Blonde naturally although you would swear that is impossible. She was just shy of six foot, she had thick hair going down to the middle of her back, and a perfect body. I mean 36-24-36 CC Cup perfect. Her mom was a supermodel from Sweden, her dad had been a surfing champion, they had a fling, and she was the result. Jessica has these liquid blue eyes you can drown in (Lord knows I can just stare into them for hours), and just a hint of accent. She moves like you envision a Princess would.
Now, what the hell is left to polish with that description? Her mind for one. She was a certified genius. I'm not kidding, she was a full on genius (I've met her dad and I know her mom REALLY well (again another story), and neither of them can order a cup of coffee without checking out a menu so damned if I know how THAT happened), and she had come to school from her exclusive prep school at age sixteen. She had a full ride and I heard that she had been at college for a couple of months before her mom even knew about it (Mommy is a jet setter, and true to form, believes kids are best raised by the help so parents can have some fun). Short version is she was in "the" sorority, she was Dean's list (as in the TOP of the list), and already looking at MIT for her Master's Degree (she was a Mechanical Engineering Major, go figure). All well and good, but I needed her to be my loyal woman. And I needed her to take an interest in my gambling and to get into it so she could put that sharp mind of hers to work for me (well, for us really, but she hadn't come around to thinking like that yet).
If I win a bet it will force anyone who bet me to fulfill that debt no matter what the cost. But it doesn't make them lose their complete free will, especially if it's a long term bet such as "You will be my woman forever". Those people can angle, try to trick you, make other bets, or try to buy you off. I got drunk once and lost two women because of it and I'm still pissed about it, so after that you know I was always looking out for that. And Jessica was smarter than me, so I really was on edge.
After our walk, I told her that I wanted to take her out that Saturday if she was free. She told me she had a date already and I told her that we would try next week on Tuesday (had a bit Frat meeting on Mondays so I never went out then). She was surprised that I didn't order her to break it and I said "Look, I'm not trying to be a dick to you. I will bring you around but I'm not going to tie you down and whip you until you break. I'm going to convince you and when we are all done, you are going to love his whole situation."
She gave me a level look and I knew she didn't believe a word I said.
I picked her up on Tuesday night for drinks and some dancing at another high end club. I was driving my new Dodge GT which I had just purchased off the lot Monday. Payments were steep, but I had a couple of solid bets coming up that would get me enough money to pay off half the car. Jessica was in a black cocktail dress that hugged that fine figure of hers, and her hair was in a lovely braid. She smiled as I took her arm and helped her into the car. I asked about her date and she said the guy was nice, but a bit too touchy with her.
"Even if this hadn't happened, I wouldn't be seeing him again."
"You act like this is a terrible thing."
"You have a hold over me I can't explain. I don't want to be here with you, but I feel I must. No matter how I talk this through in my mind my mind says "You are his woman" and that is that."
I didn't say anything after that for a bit. I didn't want to slip up and let her in on what my power was or she would surely use it against me. We got there and I did the whole front of the line, table waiting, nice wine thing and she smiled and sipped her wine and seemed to enjoy it. We talked and she was surprised about my major and my background.
After a bit she said "How can you even afford this? I saw you tip the valet, doorman, and waiter each a $100, and this wine is $250 a bottle. You parents are just regular folks working regular jobs (My dad was supervisor at a factory and my mom was a chief clerk in a department store), even with a full ride scholarship you couldn't possibly be making enough money or have made enough in the summer to afford this, never mind what you have done with Amber."
I smiled. "I gamble. And I'm pretty good at it."
She gave me a look that was unreadable. I couldn't tell is she was disgusted, surprised, or just puzzled. Turns out it was a mix of all of them.
"You don't seem like someone who would be a big player. To be making this amount of money you would have to be serious about it. You are not old enough yet to be betting at the tracks, so that means you are using illegal bookies. You most certainly don't seem the type to be hobnobbing with gangsters and bookies. So you must be good at it."
Told you she was smart.
"I'm doing okay. I have gotten pretty good at the horses and dogs, enough to be able to clear several hundred a week. Sports gambling, mostly football so far, I'm learning and I'm getting better. I don't make book every week, but when I do it's a much bigger payoff. I'm getting ready for hockey and basketball in a bit."
She looked at me with some calculation. "Have you stayed clear of debt?"
"Yep, I've never bet something I couldn't cover if I lost."
She kept a poker face but I could see she was a bit let down by that. She had been hoping I was in debt and that might give her a way to get a lever on me.
I decided to try my luck. "I think the betting is really the fun part. There is an energy to it, it's exciting and a bit of a turn on for me. I actually think you would enjoy it if you tried."
She gave me level look but didn't say anything.
"Wanna bet?"
She tensed and her eyes flashed and after a moment she said "Very well, what are we betting?"
