Chapter 5

Jason

Desperately needing to get out of the house and have some fun, I agreed to join my buddies at one of the clubs in Manhattan. I really didn’t like clubs because they were so packed and you could never really see the girl you were talking to between the dimly lit room and the strobe lights, but I thought it would be a good change of pace from the bar and Rose. Don’t get me wrong. She was fucking hot, and I never got tired of dragging her off to the back room, but a little variance in my life would be nice. I just second-guessed hitting on girls because while I was not looking for serious, they didn’t know that, and it wasn’t often you found a girl like Rose, who was more than willing to screw your brains out and not want anything more than that. Sometimes, I wondered what her life was like outside of the bar, but then I stopped myself, remembering the rule to these kinds of relationships was never asking too many questions. I had gone to my loft apartment in SoHo to shower and change clothes before going out.

In the shower, I thought about Tiffany, wondering what she was doing in that house in the Greek District. I remembered when my brother found out she wanted to live there and not the penthouse he had bought the year before. He was pretty damn irritated, but he seemed like he loved her so he agreed as long as he didn’t have to sell his place in Manhattan. She didn’t care, as long as he came home to her every night. I didn’t know what he did with the place since they seemed to be pretty much attached at the hip until he’d left her. Well, it turned out it was a good thing he kept his place, and Tiffany got to keep her house. I guess in a way, it would be nice to leave the city every day, get out into the suburbs where you could enjoy some peace and quiet for a little while. I thought her house was awesome with all the amenities Jordan would love, like a big screen television and pool in the backyard, but with the same feeling you get when you went to your aunt’s place out in the country for the weekend.

When I got out of the shower and dried off, I caught a glimpse of myself in the mirror and shook my head. As usual, I was still thinking about Tiffany. It was starting to drive me nuts, but I guess I cared about the girl and took personally the fact that someone with my name screwed her over. I had always had a small sort of crush on her, but I figured everyone did. I mean, how could you not? She was intelligent, beautiful, forward, and caring toward everyone around her. I saw what Jordan was talking about when he would gush over her for hours when they had first started dating. It was the first time in my life I had listened to Jordan talk about someone other than himself. He had obsessed over Tiffany for years, and when he’d finally caught her, he was smitten as hell. I thought it was good for him, since his taste in women outside of her were usually blond bimbos with very little brain power.

I walked back to my room and pulled out my outfit for the night, putting it on and looking in the mirror. Immediately, I took the shirt back off and tossed it in the corner. I looked like my brother, and it was not what I was going for. Sure, we had a lot of similarities, but it was mostly aesthetic. When it came to business, though, we tended to agree more often than not, and we saw the company going in the same direction. That probably had more to do with having the same educational background and being raised by the same father, but I put a mark on the positive side for our relationship. When I was done getting ready, I checked my hair one last time and gave my reflection a charming smile. I grabbed my keys and took the elevator down a floor and hopped out, glad to see the car I called was already parked out front. The driver opened the door for me and then climbed into the front. He already had my destination, so we pulled off, watching the apartment fade into the background. I looked around as we drove, watching all the people getting out of their cars for an evening out in town. You could tell who the clubbers were and who the rich people on their way to dinner were. The excitement was a completely different level, and with winter quickly approaching, the rich bitches had pulled out their mink stoles and fancy jewelry. Driving through Manhattan on a Friday night offered more glittery sights than a jewelry store.

We pulled up in front of the club, and I hopped out, giving the driver my card so he knew my number when I called for a ride home. The doorman greeted me with a hug and a hand shake and opened the ropes to let me straight into the club. I winked at the blond girl standing in the front as I passed and laughed as she blushed and giggled with her friends. When I got inside, I went straight to VIP, finding my friends pulled up around a table, gawking at the girls on the dance floor and pounding back shots of vodka. I ordered a whiskey tonic from the server and pulled up a chair, listening to their mindless chatter about who they were going to be banging in the bathroom at the end of the night. I didn’t really like these guys very much at all, but now that hanging out with Jordan made me sick to my stomach, I had called up my old college buddies and got them into the good clubs. We were all relatively successful, but I was the only billionaire of the group, and they knew I could get them in the good spots. I was pretty sure they used me just as much as I used them to not feel like a loser coming to a club by myself. I didn’t want to be that creepy guy in the corner staring girls down while I sipped my drinks and picked my next victim. I was an ass, but I was not a creepy asshole.

As I took a sip of my drink, I choked. Was that—? Yes, that was Tiffany standing there with her best friend. Immediately, I was floored at how absolutely stunning she looked. She was wearing a short, tight black skirt that barely came over her ass and a low-cut top that was open in the back. Her long sexy legs ended where her six-inch heels picked up. Her long blonde curls fell over her shoulders in ringlets and her smooth fair skin was highlighted with subtle makeup. She was laughing at whatever Mona was saying, but she didn’t look like she was being genuine. I had this overwhelming feeling driving me to go and talk to her. I set my cup down and straightened my shirt, rolling my sleeves up to my elbows to look more comfortable and relaxed. I pushed the chair back and took a big gulp of my drink as I walked forward toward her. As she fake laughed again at whatever the douche in the group was talking about, she turned her head toward me, her fake smile forming into a genuine one. She stepped away from the group and met me across the floor. I leaned in and half hugged her, stopping to kiss her lightly on the cheek. She didn’t think anything of it because that was the normal greeting in our household, but I felt the electricity surge through me as my lips touched her skin.

“How are you?” I had to yell over the music.

“Okay,” she said shrugging. “You?”

“I’m good,” I said nodding. “I’ve been worried about you.”

“Yeah, I saw you called,” she said, smiling awkwardly. “Sorry I didn’t call you back.”

“It’s alright. I understand. I’m just glad you’re doing good,” I replied. “The office hasn’t been the same without you.”

“Yeah, right,” she chuckled. “I bet no one has even noticed.”

“I noticed,” I said feeling an awkward silence coming on. “Look, I just want to say that what my brother did was wrong.”

“It’s okay,” she said taking my hand. “It wasn’t your fault.”

“No, but still, he’s my brother,” I replied. “Even after all the stupid shit he’s done, I thought he was a better man than that.”

“I guess that makes two of us,” she yelled, laughing.

“Can I buy you a drink?”

“Sure.” She shrugged her shoulders and followed me over to the bar.

She ordered a Jack and Diet and I got another whiskey tonic. We stood there, looking at each other for several moments. I thought it would be awkward, but that wasn’t really the vibe. Instead, I felt comfortable around her.

“You remember the time we came here and Mona got wasted and fell off the bar?”

“Oh, my God.” She laughed. “That was like twenty-three stitches. She felt right on that bottle of vodka those guys bought. They were so freaked out by the blood on the table, they wouldn’t let us buy them a new bottle.”

We stood at the bar talking and reminiscing about when we all used to go out together to the clubs. When I thought back to those times, I realized that most of the evenings, Tiffany and I spent together with Mona and whoever she was dating at the time. Jordan was usually off hobnobbing with the rich dudes and secretly scoping out all the women he wouldn’t be taking out that night. Tiffany never noticed, and if she did, she handled it with so much class that no one would have ever known. We walked over to the VIP area and sat down at a booth. She looked relieved to be off the dance floor and out of the view of everyone around her.

“You okay?”

“Yeah,” she sighed. “I just really didn’t want to come out tonight. I mean it's good for me, but I’m already tired.”

“Well, now you have this booth to hide out in,” I said.

The rest of the night went off without a hitch, and I hugged Tiffany goodbye before closing her cab door and watching it drive off. When I climbed into my own car, I couldn’t help but think about those long, smooth legs and the ripe curves of her body. I had tried to ignore the fact that she looked so fucking hot all night, and now that I was alone, I let it flow. By the time we pulled up to the apartment, I had more than a hard on, and I adjusted myself before I got out of the car.

Up in the apartment, I stripped down for bed and pulled the covers over me, suddenly not as exhausted as I had thought. As visions of Tiffany’s short skirt raced through my mind, I didn’t even realize I had my hand firmly placed on my cock. I closed my eyes and leaned back, imagining what it would feel like to slide my hand up her thigh and under the edge of her skirt. I could almost feel the warmth of her skin as I rolled my fist up and over my dick. In my mind, I slowly pushed her skirt up to reveal her tight wet pussy, throbbing and waiting just for me. I didn’t want to wait a second so I grabbed her by the waist and laid her down on the bed, rubbing my shaft against her clit.

I reached over next to the bed and grabbed the lube from the drawer, squirted it into my palm, and rubbed it over my shaft. I closed my eyes again and imagined pushing hard into Tiffany, feeling her wetness glide me through, deep inside of her. I could hear her raspy moans as her tight wetness pulsated around my erection. My hand tightened as I imagined her face, her big blue eyes staring up at me in lust as I massaged her tits and thrust deep inside of her. I threw the covers back and gave myself some room as my mind moved over every part of her sexy little body. I grabbed tightly to my cock as my hips moved up and down, picturing her now on top of me, grinding against me, and screaming out in pleasure as I filled her completely up. She was so fucking hot lying above me, rubbing her clit with her fingers as her hips began to move faster and faster.

“Yeah,” I groaned through gritted teeth as my hand fisted my cock at a rapid pace.

I grabbed Tiffany around the waist and started bouncing her up and down on my cock, slamming her down hard and hearing her scream for more. I pushed her legs out to the side and pulled her down again, the sound of our skin slapping together, echoing through my mind. As I pulled her down again, I moved her hips back and forth repeatedly, feeling the juices inside of her running down my shaft. I groaned loudly in my bed as I could feel the orgasm approaching. I clenched my eyes shut and watched as Tiffany put her hands down on my thighs and moved faster and faster, her body reaching its peak. She threw her head back and screamed out, her pussy vibrating around my cock as she came hard and fast.

I gripped my shaft and pulsated my hand, imagining her wetness vibrating around me. I sat up straight on the bed and groaned loudly as I too reached the top of ecstasy. My hand moved fast and hard up and down and as Tiffany’s coy smile flashed through my head, my cock exploded, my warm seed flowing out of the head and down my hands. I groaned loudly as the orgasm flushed through my body, and then, I slowly released the grip of my hand. I opened my eyes to an empty bed, but I still felt Tiffany’s presence there as I grabbed a towel, cleaned up my mess, and threw myself back into the bed. Hopefully, I’d have some really good dreams about that blond beauty tonight.