by Tyler, Nella
Her Gucci purse and other name brand clothing were a sure sign that this woman wanted a guy with money. I was fine with flaunting my money to get a good lay. There was a delicate balance to getting a girl like her up to my apartment. You had to make it look good in front of her friends.
“Well, you ladies are certainly the prettiest in the bar. Hi, I’m Evan.” I said as I walked straight up to the group and introduced myself.
These were the kind of girls that liked to be complimented on their looks. I wasn’t exactly sure why they were hanging out at this end of town, but they certainly didn’t fit in with all the Wall Street women I normally saw around my house.
“Aren’t you just a tall drink of water,” the blonde that I purposely let my eyes linger on said to me.
“Yes, ma’am. Can I buy you, ladies, a drink? I did very well today on the market and would love a group of sexy ladies to celebrate with.”
I made sure to keep my eyes glued on the blonde that I wanted.
“Sure,” she said. “I’m Kaitlin.”
“Well, Kaitlin, it is my pleasure to meet you. What has brought you lovely ladies to my neck of the woods?”
“Kim is getting married this weekend,” one of the brunettes said as she pushed a young blonde girl forward.
“Well, Kim, that’s a lucky man you have there,” I said as I focused my attention back to Kaitlin. “Would you ladies mind if I stole Kaitlin away for a minute?”
Asking permission, to steal their friend, it always sealed the deal. It was amazing how willingly women were willing to throw their friend to a strange man. All he had to do was flirt, be polite and flash some money. Easy as that.
As I walked with Kaitlin over to a private table in the corner, I knew I would have her. There was no resistance. No possibility that I couldn’t play this girl.
“You are beautiful Kaitlin. I’m sorry, I think I might have said that already,” I pretended to be embarrassed.
“You are so sweet. Thanks, Evan.”
She twirled her blond locks between her fingers and licked her lips. I couldn’t wait to feel those lips wrapped around my cock. Her sweet, southern style was likely to make for a very fun night when I got her to my bed.
“So how long are you in town for?”
“Oh, we are just here through the weekend.”
Her sweet smile actually surprised me a little. I had expected her to be a pretentious upper east side girl who just wanted a guy for his money. She seemed sweeter than that, although I was confident that my money angle was still the best way to go.
“That makes me sad. I’d really like to get to know you more.”
“Oh yeah? Ask me anything. I’m an open book,” she replied as she leaned into me.
“Do you know anything about paint colors?”
She laughed. I knew she had expected me to ask something inappropriate or deranged. I could only guess how many times she had been asked such questions by men.
“Yes, I do. I helped decorate my families bed and breakfast,” she replied.
And just like that I had nailed my in with this girl. She smiled and I felt the release of her trepidation about me. She leaned even closer to me and her hand touched my arm.
We continued to talk for about 30 minutes. I pretended to be interested in her life and she swooned over every word I said. The game was in full motion and I was about to checkmate the queen.
Her friends waved as they left the bar and one of them came up and whispered something to Kaitlin before she left. It was the obligatory ‘be safe’ comment that girlfriends gave each other before sending one off to the wolf’s den with me.
I conveniently convinced her to come with me to my apartment to help me decide which color I should paint the walls. It was a cheap line, but since it worked; I was perfectly fine using it.
As we walked into the lobby of my building, I could see her eyes widened as she took in the gold that surrounded her. Inside her head, she probably thought how lucky she was to have caught a rich guy.
Needless to say, she had not caught anything except the really good night of fucking that she had ahead. I didn’t want to date this girl. I didn’t even want to know her phone number. The only thing on my mind was releasing the built up tension that I had from my earlier date with Alicia.
Alicia had done a number on me. My mind wasn’t clear and my body certainly had not gotten the necessary enjoyment out of the night. This girl would just have to do for the time being. I had to have a release.
In the elevator, I pulled Kaitlin close to me and kissed her. Gently we moved our lips and I tried to maintain my gentleman-like presence for just a little longer. It was a balance between letting her know that I wanted her, but still trying to let the whole thing be her idea.
If a girl could turn it around and make fucking me her idea; that opened the door for a night of fantastic fun.
I teased her a little by biting her lip and let my hand slide down her body and around to grab her ass. She did have a delightful ass. I couldn’t wait to see it up in the air as I pounded into her.
She pressed away from me as the door opened on our floor and I grabbed her hand to pull her into the hallway. I let her pause to look at the number of doors on my floor. Yep, only two doors there. She took that in and then followed me to my condo.
As I opened the door, the view of the city couldn’t have looked any more perfect. The clear night sky let all the lights shine brightly into my living room. Oh, how I loved my condo. It really was a fabulous view.
“Wow,” Kaitlin said as she walked straight toward the floor to ceiling windows.
“It nice, isn’t it?”
I walked up behind her and let my hands sit on her hips and I pulled her ass against my cock. I wasn’t hard yet, but it was only a matter of minutes before I would have her lips sucking me.
“Yes. It’s amazing.”
“So what color do you think would look best here?” I asked as she turned around.
I didn’t give her a chance to answer, though. I pressed her up against the glass and kissed her. I was sweet, not like what I wanted to be that night. But I suspected she needed a sweet guy more than a good fucking. I would have to oblige; it was too late in the evening to find another girl.
Our tongues twisted together and I felt my cock get hard with excitement. She moved her tongue like a professional and I got excited to think about what she could do when she gave me head.
“Hmmm, I think a light blue would look nice,” she said as she moved her lips away from mine and looked into the room.
I still had her against the window and I liked her there.
My hands reached for her blouse and I pulled it up so I could have access to her breasts. With one quick movement, I had released her bra and then pulled her blouse totally off. She moaned a sweet little moan as her breasts were exposed and I took one of her nipples into my mouth.
Then it happened. I wasn’t sure if it was the excitement from me sucking on her nipple or just a desire she had to be in control, but she moved down to her knees and pulled my cock out. I leaned over and let my hands rest on the glass as I looked down at the city.
Her mouth moved firmly and rhythmically and I felt myself building up quickly. My mind was blank and I couldn’t think at all about anything except how fucking hot it would be to fuck her right there against that glass window.
The idea that only a half of inch of glass prevented us from plummeted to our death was erotic. It was something I had never done, which there really wasn’t too many things that I hadn’t done.
I let her continue to suck until I thought I might cum in her throat. She was good at giving head and I didn’t want to give up that little present too soon.
But it was late and I didn’t want to be up all night.
I pulled her up and unzipped her skirt. Gently I pressed her up against the window and she let out another little moan as her breasts touched the cold glass.
Her panties were wet and I let my fingers pl
ay with her for a minute as I reached into my pocket and pulled out a condom. Slowly I finished taking off her panties and my own clothes as well.
I made sure to whisper in her ear and nipple on her earlobe as I kept her pinned up against the window. It was exciting for her, I could tell by the way she kept licking her lips. She wanted this just as bad as I did. She wanted to go back home and tell her girlfriends all about this rich guy she had while pressed against the glass. I was more than happy to oblige making her wishes come true.
As I slid the condom over my hard cock, I pulled her ass away from the window so I could slide into her wetness.
“In my ass,” she whispered.
Oh, really! Now this was my type of girl. I didn’t wait for confirmation as I spread her ass cheeks apart. Using my spit, I lubed up my cock and pressed into her ass.
“Slow, slow,” she whispered.
I wished I would have been prepared for the kink that she had released. I had lube in my bedroom that would have made this so much better, but I wasn’t about to leave the moment for that.
My fingers dipped into her pussy and I used the dripping juices to add lubrication to my cock as I continued to pulse slowly into her ass. It was delightful when a girl actually wanted to have anal fun. Her tight ass held onto the tip of my cock for a minute and I fought back every urge I had to just slam myself deep inside of her.
Slowly, I continued to pulse as I let my hands hold onto her tits. I used them as leverage and soon I felt her body accept me and I could thrust harder into her.
“Yes. Oh yes,” she let out as I went deep inside of her ass, “harder. Fuck me Evan.”
Her words were demanding and absolutely honey to my ears. I pressed her firmly against the glass and thrust with all my strength deep inside of her. The moan that she let out was surely heard by my horrible neighbors and possibly by the people on the street that night as well. I wondered if there were anybody watching as I fucked this girl in the ass against my window.
My thrusts were hard and her screams delightful as I made quick work of the ass fucking. She needed a good fucking and wasn’t afraid to ask for what she wanted. I liked that. I liked that she wanted to get my cock rammed into her ass, too. That meant she wasn’t going to be the kind of girl that wanted to stick around. Kaitlin really had surprised me, nothing like what I thought she was going to be.
I suppose the whole night had been full of surprising women.
As I continued to pound into her ass, Kaitlin screamed so loud that my neighbors obligatory knock came to my door.
Kaitlin stopped thrusting against me for a moment until she realized I wasn’t going to answer the door. I just kept pounded her ass until I felt her body tense up. Then I reached around and grabbed her clit between my finger and thumb as I finished my thrusting. Her body released a drenching explosion and a supreme scream as she came with me.
I pulled up my pants and went to the door.
I opened it and Kaitlin still stood naked with her body pressed up against the glass window.
“Evan, can you…” my neighbor Ronald stopped when he saw the delicious sight of Kaitlin’s naked body pressed up against the skyline.
“Hi, Ronald, let me guess. Keep it down?” I smiled and opened the door even more so Ronald could get a good look at Kaitlin.
To my surprise, she didn’t rush off and get her clothes on, she slowly turned around and leaned back against the window. Leaving her dripping pussy exposed and her hard nipples perky in the night air.
“Yeah, you know the Missus,” Ronald said as he kept staring at Kaitlin.
“I know Ronald. I’m sorry.”
Ronald wasn’t sorry at all. I was starting to think he liked it when his wife sent him over to my house. Perhaps he even went home a little horny and ready to bang his angry uptight wife?
“Yep,” Ronald said as he looked at Kaitlin. “Ok.”
Ronald turned and went back to his apartment.
After I had closed the door, I could see that Kaitlin had started to get dressed. Another surprise. Was she really going to just leave? I couldn’t fucking believe it.
“Are you leaving?” I asked.
“Yeah, my girlfriends said they are going out dancing. Can I get your number? I’ll call you sometime.”
I gave it to her. This girl was my kind of fuck. She didn’t want anything and knew exactly what she wanted. I definitely wanted to keep her number around. Maybe I’d want to fuck her again in the next few days before she left town.
I walked her out and she kissed me quickly as she left. The simplicity of out fuck was perfection I thought as I got into the shower.
Chapter 9
Another day of work and I was ready to clear my head. It was funny that work actually cleared my head as it did, though. There was something soothing about the numbers and noise that came from being back at the office.
I skipped my morning gym visit and decided I would spend an extra long time there after work. Instead, I grabbed a coffee and made my way into my office where Mike was waiting for me.
“Jesus, Evan, who was it last night?”
“What?”
“You look like shit.”
I decided not to tell Mike about Alicia and instead keep his focus on Kaitlin. He didn’t need to know I was going after Alicia. He wouldn’t approve of it because the practice was highly illegal. No one that had inside knowledge about a trade was supposed to purchase during an IPO. My plan was to have as much inside knowledge as possible without officially crossing the border over into illegal territory.
My information gathering had to be kept on the down low and I really couldn’t get too involved with Kaitlin. Which probably wouldn’t be an issue considering how fast she dropped me at eh Nightly Sinner bar.
“Well, I did meet a nice southern girl and her friends out at the bar last night,” I said.
Mike stopped in mid step.
“And her friends?” he questioned.
It wasn’t out of the realm of possibilities that I would have more than one girl. I had told Mike about a cute group of three that I had brought home one time. But that had cost me a lot. The three of them were wild and knocked over at least $20,000 worth of accessories around my condo. I think they actually enjoyed screwing each other much more than any of them wanted to admit to. There had been a moment when I was just standing there and looked over the three of them playing with each other on my bed. They didn’t look like they needed me at all. Of course that didn’t stop me from joining them.
A bed full of blondes was never something a man should turn down, even if they were paying an awful lot of attention to each other’s pussies and minimal attention to my cock. It was an enjoyable and memorable night for sure. Every now and then Mike would bring it up and I knew he wished he was single.
“I only brought one blonde home this time,” we both laughed. “But it was a long night.”
“Man, your life is the shit. I love it.”
“Hey, do you know anything about these new IPO’s? I really need to do some research today,” I said as I changed the subject.
“No man. That’s above my pay grade. I just execute the sales I’m told to. That’s why they pay you the big bucks.”
Mike leaned back into one of my chairs and put his feet up on the desk. His life was much less stressful than mine, that was for sure.
I had hundreds of people who counted on me to invest their money and make them the biggest return possible. If I did poorly, I certainly heard about it from them. If I did well, they would invest more and more money with me. I had to do well.
My ability to make a living each and every day depended on how many people gave me their money to invest. It was essential that I set a reputation for myself as someone who would treat their money as my own and help them reach their own personal financial goals. The only way I could do this was by being damn good at what I did.
Researching every purchase had become second nature to me. But for some reason I found it hard to
look at Alicia’s company with a blank slate. Everything I had found on her and her company looked picture perfect so far and that was a sure sign that something was rotten. No company ever looked picture perfect. There was always that one aspect of the company that didn’t do well, or that one person on their executive committee that got arrested for prostitution. There was always something. I needed help finding what that something was for Alicia’s company.
“I need someone to help be research. Anyone around here that you would suggest?” I asked Mike because he had his ear to the ground and always knew what people were doing.
“Rebecca is the best.”
I couldn’t help but smile at Mike’s statement. She was really good in bed, but I didn’t really know what she did around the office.
“Hmm, alright. I’ll ask her if she would like to do a side project.”
“You’ve fucked her, haven’t you?” Mike said accusingly.
“What? I don’t have any idea what you’re talking about,” I smiled and walked Mike toward the door of my office.
“Jesus, Evan, is there anyone in this office you haven’t fucked yet.”
I had opened the door already and Natasha handing me my morning stack of papers.
“Me,” she said with a wink.
“What?” Mike said confused as he looked at Natasha and then back at me. “You haven’t? How is that possible?”
“He’s not my type,” Natasha said as she grabbed Mike’s tie and pulled him toward her.
His face was priceless as she let him look into her eyes. Her huge, fake breasts pressed up against him and I knew he had a hard on from hell because of her.
Then she pushed him away and laughed as she went back to her desk. She was one wicked bitch. That’s why we worked so damn well together.
“Oh, Christ. That woman,” Mike mumbled as he went back to his office.
I threw my papers onto my desk and went to find Rebecca.