Adventures of Hollywood Jim Ch. 27

New York City was being very kind to a newcomer like me. The Triple Threat Tour made its biggest stop yet, 2 nights at the legendary Madison Square Garden. Man, was I psyched! I got to the arena extra early. I wanted to look at this place that had seen so much history. I took a lot of pictures for myself as the crew setup the stage for that night's show. I had my IPod on and was idly listening to a Rolling Stones live album from 1969. From far across the arena I looked at the staging area and it suddenly hit me; this is where the Stones recorded the album I'm listening to now!

Chuck was on his phone coordinating everything. He called me over as he was ending one call.

"I think it's gonna be extra insane tonight." He said

"Why?"

"I've had a lot of calls from press people trying to confirm if someone's gonna be here." He said as we walked towards the backstage areas.

"And what someone would that be?" I asked, intrigued.

Chuck looked around.

"Britney Spears. Try and restrain yourself." He said calmly.

"No way, really?" I said surprised.

"Oh, yes. I got a call from her people saying she was in town and wanted to meet everyone. I hope the security detail will be enough." He said.

"How would you handle this?" I asked.

"Well, I guess we'll find out tonight won't we?" He said as he walked away.

Showtime came a few hours later.

The backstage area was buzzing with people before the show. I'd gotten quite a welcoming from Jennifer Aniston and I kept my promise to make sure tickets for the show were waiting for her. She was backstage with a friend; she gave me a smile and wave when we spotted one another. Rihanna gladly posed for photos with radio contest winners and members of her fan club. Tigress was their usual flirtatious selves with their fans. Beyonce' had her team in another room. I went out of the main press room for a minute and promptly bumped into 2 enormous men with a tiny blonde in tow.

"Clear the way, move over!" they bellowed as I was pushed aside.

Britney Spears had arrived.

She was ushered into our press room where I could hear people calling her name. I had to get in there and do my job, but the "man-mountains" she had with her blocked my way. I fumbled around for my tour pass while looking for Chuck or anyone from the tour. As I watched through the "man-mountains" the one nearest Britney caught my eye. I looked as best I could at the enormous man near me.

"Zachary?" I said as I caught his eye.

"Yeah?" I heard a deep voice reply

"Zachary Lincoln?" I asked again.

"Yeah? That's my name, how'd you know it?" he sounded a little annoyed at me.

"Z-man?" I said, now recognizing him.

His eyes widened as he recognized me.

"Mister Hollywood, I'll be damned!" he said, now with a big toothy grin.

Zachary "Z-man" Lincoln was an old friend of ours from high school back east. He was a star football player as you'd expect. And he'd been a valuable ally when Chris and I got into a jam or two. When we all graduated he'd gone off to play for one of the Midwest football powerhouses (I couldn't remember which one). And since then I'd lost touch with him. Now I run into him here. He immediately told the others to let me in, just as I'd found my tour pass, what a coincidence.

"What are you doing here, bro?" he asked, offering a massive hand to me.

"Taking pictures for Rihanna and Tigress, just getting paid for it." I said.

Zach was watching the activity closely.

"I need to go to work, I'll be right back." I said.

I immediately snapped off a few shots of Britney with Rhianna and Tigress. She was extremely cute, golden blonde hair, brown eyes and dressed in designer jeans with a vintage Elvis t-shirt. Zach stood close by Britney.

"Hey Britney, how about one with your bodyguard?" I boldly asked.

She laughed and went over to Zach and stood close to him as I snapped off some shots. Zach smiled at me, I know he was thinking back to days gone by. And wondering how he could get revenge on me! The other guards' told Britney it was time to go and she started to leave. Zach handed me a business card.

"Call me at this number in an hour." He said before giving me a wave as the crew left. I looked at the card, wondering what this could mean.

I met up with Chris a few minutes later as we headed to the stage for Tigress' set.

"Guess who's here?" I said.

"Who?" Chris replied.

"The Z-Man. He's working for somebody named Britney." I said.

"Uh-oh! I better hide!" Chris said nervously. "I still owe him money from that Bowl game he played in."

We took up our positions by the stage and went to work as Tigress hit the Madison Square Garden stage. An hour later, it was Rhianna's turn for her set. Once she finished (with an encore of "All Right Now" with the requisite looks in my direction) we returned to the backstage area as Beyonce's team setup her stage. I took this as my opportunity to call Zach's number.

"Hey! Hollywood Jim! Are you gonna be around for Beyonce's show or are you takin' off?" he asked.

"Uh, I'll be around, why?" I asked.

"Cool, come up to the VIP suites, you can watch the show and we can get a beer."

"Great! I'm on my way." I said.

"Bring your hot shot partner while you're at it." He said slyly.

"How'd you know he was with me?" I said, surprised that he knew Chris was with me.

"Hey man, wherever he is, you're sure to be there too." He said with a wiseguy tone.

I couldn't help but laugh.

I somehow convinced Chris to go with me and we headed for the VIP suites high up in the Garden. Zach was there to meet us, it was just like old times again. Zach took us over to a row of luxury seats that looked out onto the stage.

"Britney? I'd like to introduce you to some friends of mine." He said.

Britney stood and shook hands with us as Zach did the introductions.

"Hi guys! Zach tells me you're high school buddies." She said in a bubbly voice.

"Yes, Zach was the star on our football team." I said.

"Oh, did you guys play too?" she asked.

"Uh, no we didn't." I answered.

"You're kidding! You weren't on the team? You look like you could've been." She said to me.

"Well, let's just say that on our team size mattered. And I..."

"He didn't have the size." Zach said.

We all laughed at his bad joke.

"Well, Zach's a good guy, I'm lucky to have somebody like him." She said. "Oh! Showtime!" she said excitedly as the house lights went down.

We all went to the row of seats that looked out on the stage.

"Oh, you sit here, Jim." Britney said, directing me to the seat next to her.

I was a little flattered as I sat next to the lovely Ms. Spears.

"This must be boring for you, since you're working on the tour." She said.

"Actually, this is the first time I've seen the show. We're usually leaving with the other acts when Beyonce' comes on." I said.

Beyonce' hit the stage with her usual flash. I was watching her show closely. After all, she was my boss. But I couldn't help but look at the superstar sitting next to me. Even in the shadows and multi-colored lights, she still looked pretty. She was watching the show as intently as I was. I was really next to Britney Spears. And not by chance, she'd asked me to sit next to her, a place of honor, I suppose. The prettiest girl in school had asked the school geek (i.e. me) to sit next to her in the lunchroom. Like I said, a place of honor. I turned to Chris and he had the same look I did. He seemed to know what was going through my mind.

As the show ended, Britney stood and turned to me;

"It was great meeting you Jim!" she said with that bubbly voice of hers.

"Oh, the pleasure was all mine, Ms. Spears." I replied.

"Please! Call me Britney!" she corrected.

"Sorry, I'm always a little intimidated when I meet someone like you." I said with a nervous smile.

"Aw, don't be!" she said confidently. "Zach was calling you 'Hollywood', what's with that?" she said with a smile.

"Oh, um, it's a nickname I got in high school. It's followed me ever since." I said with resignation.

"I kinda like it, it's perfect for someone like you." She said sweetly.

"Really?" I replied.

"You bet." She said with a sly wink.

Britney was told she had to leave, she gave me a quick hug and waved goodbye to everyone in the suite.

Chris looked at me.

"Hollywood Jim strikes again." He said with his usual wiseguy tone.

I smiled slightly in response.

Chris and I were outside the Garden when my phone rang.

It was Zach.

"Hey, 'Hollywood'! Where are you now?"

"We're outside the Garden, why?"

"Great, Britney's having some friends over at her place, you guys are invited."

"Cool! Where is it?"

Zach gave me an address and we grabbed a cab over there.

When we got to the address, we thought we'd misheard the directions.

"Britney's place" was in Trump Tower.

"She lives here?" I said, confused as I looked up at a building that seemed to fade into the night sky.

"She must be downsizing her lifestyle." Chris said.

We somehow found the private entrance to the upper level apartments and went up to the 56th floor. We knocked on the door and were met by another security guard who showed us in. Britney's apartment was a luxurious one, obviously. It had scenic views of the city everywhere we looked. We could see Chuck and Tigress, Rihanna was with people from her record company. And there were others who must've been friends of Britney's. Britney came over and hugged us again.

"Hey guys! You made it!" she said excitedly.

She was wearing a blue velour sweatsuit with a white t-shirt underneath.

"Thanks for inviting us." Chris said to her.

"Oh, it was just great meeting you guys at the show. Get yourself a drink." She said as she went off to talk to Chuck.

As we hung around, I think I saw the real Britney come out. She was smiling and laughing with everyone, and sexy as hell! She didn't seem at all like the tabloid target she'd been made out to be.

As I nursed my 3rd drink, Britney came over to me with a camera.

"Hey, since you're the photo guy could you get some photos of me with everyone?" she asked with a smile.

"You got it." I replied.

Britney had me shoot random photos of her with everyone as the party went on. Her camera was a nice digital, similar to one I kept in my messenger bag.

"Do you think you could put those on my laptop? I can never get that to work when I try it. Usually somebody on my team does it." She asked me.

"Oh, sure, glad to." I said as we caught each other's eye.

She smiled very flirtatiously at me.

"OK, it's in here." She said as she led me to a smaller room down the hall.

Her laptop was a top of the line HP model. She looked so pretty even in the simple sweatsuit she had on. Her blonde hair was almost electric.

"See, I can never get the software working right, one of my guys is all into that but he didn't come this time. It's good somebody like you is here."

"Oh, it's not too hard."

"Oh, really? Is it?" she said with another smile.

I picked up on the double entandre' and we both laughed.

I showed her the steps for transferring the photos and she immediately picked it up.

"Aha! Now I see what I was doing wrong!" she said excitedly.

"Now what's that guy gonna do now that you figured this out?" I joked.

She laughed that little girlish laugh of hers in response. Then she grew quiet and appeared deep in thought.

"Um, you do photos for other people right? For like magazines and stuff?" she asked.

"Well, yeah, that pretty much describes it." I replied.

"You're not a freelancer, right?"

"No...not really." I said slowly.

"OK, I'd like to show you something, since you're not a paparazzi guy. I think I can trust you on this." She started.

"But we just met like an hour ago." I said.

"That's OK, if Zach says you're OK, I believe him. He's been with me a long time and he saved my ass a few times." She said with that Louisiana accent she still had.

Britney motioned for me to move over and she clicked on another set of files. Then opened a file buried within another file. Interesting, she buried files the same way I did on mine.

"OK, I need your word you won't say anything about this to anyone." She said with a serious look on her face.

"Well, yes...but I'm not sure what this is all about." I said, I was confused where this was all going.

"Okay." She said

She clicked on a file marked with a seemingly random series of letters and numbers.

My eyes widened and I tried not to act like a drooling troglodyte.

The file contained a series of photos, nude photos, of Britney Spears.

She was pictured in a series that appeared to have been taken in a bedroom somewhere. She was wearing lacy lingerie of different styles and colors. Then she was out of those, her tits looked fabulous. They were strong C-cup size with cute nipples. Augmented? Maybe, but beautiful nonetheless. Then she was completely nude, her pussy was carefully trimmed and it looked pink and inviting as she ran her fingers through it with a look of ecstasy on her face. Another series had her nude in the desert, arching her body like an athlete against multicolored banners.

"Not bad for two kids, huh?" she said with a smile.

"Uh...no, you, uh look great. Can...can I ask you about these?" I stammered.

"Sure, what is it?"

"Uh, where did these come from?" I finally got up the nerve to ask.

"Playboy did a shoot with me a year ago that was supposed to be hush-hush. I backed off because I was in the middle of my custody hearings and all. So I made a deal with them where I got to keep the pictures and they got their money back. You're one of the few people to ever see them. Kevin doesn't even know about this. If he did, I don't know what would happen." She explained.

"What about your parents and all?" I asked.

"They don't know either. My attorney has the only other copies." She said.

I continued to click through the photos, they were remarkable. I was truly amazed at the level of trust here. I was looking at secret photos of one of the biggest stars in the entertainment world. This was almost like the secret Hilary Duff photos that she'd actually encouraged me to take. It seemed like I was becoming the man who kept all the secrets.

"So what do you think?" she asked, snapping me back to reality.

"Well...there's some great technique here." I replied.

She laughed.

"No, come on...do you like them?"

"I think they're great. You've definitely got something for your archives here." I said.

"You're right, I guess when I'm a Grandma I can show these off, right?" she said.

"I guess so." I replied. I was trying to be objective, she was putting a lot of trust in me.

"So tell me...where did that "Hollywood" nickname come from?" she asked.

"Oh, that!" I nervously laughed. "Well, I was always into music and movies and stuff, quoting lines, reading books, so it just found me I guess."

"Hmm, I get it. I met up with Paris Hilton awhile back and she was telling me about some guy named Hollywood." She said as we continued clicking through her photo gallery.

"She was like one of the first people I met when I came out to LA." I said. "I was really surprised when I met her. We did a photo shoot with her."

"Oh, my god, that's it." she said suddenly.

"What?" I said, surprised.

"You're Hollywood Jim." She said more calmly now. "Paris told me she met a guy named Jim at the launch party for Heiress....she said his nickname was Hollywood...you're him."

"Uh...yes...I guess I am." I said, not sure what the consequences may be.

"Why do you look ashamed?" she said.

"Um, I don't know, guess it's, uh, insecurity." I said.

"Don't be...she said you were a sweet guy." Britney said with a sweet smile. "And a great lover." Britney's hand had moved to my crotch and I was startled a little. I was unsure what to do next. Britney had a look of love on her face, and a very calming smile. She leaned in and kissed me softly on the lips.

"Um, should we be...I-I-I mean...is this o-o-okay?" I stammered.

"It will be, give me a minute." She said as she stood up and left the room. I could hear her saying "OK everybody, this Mom's gotta get her beauty sleep." As she started to get everybody out. I could hear Chris coming down the hallway.

"Hey, we gotta go man." He said.

"He's helping me with my computer, Chris." Britney said before I could reply. "He'll be along later, right Jim?" she said.

"Yeah, her photo program is all screwed up, I'm gonna fix it for her. I'll get a cab back." I said.

"OK, I'll, uh, catch you later." Chris said. But I could tell he knew what might be going on. We'd been around too long not to pick up on all the signs.

I heard all the outside voices diminish to silence. Britney then came back in.

"OK, they're gone, come on, let's get a drink." She said.

Britney led me to a large kitchen and got us cans of Pepsi. She looked so cute with her blonde hair and beautiful eyes. And her body looked fantastic.

"So, Mister Hollywood..." she said with a giggle. "How does it feel to be famous?"

"Uh, well, it feels like I've got some kind of spotlight on me." I said.

She laughed.

"Oh, you've got a spotlight, mine." Britney said as she kissed me again, much more passionately now. I returned the kiss, her lips felt very sweet and her perfume only made things hotter.

"Come on, I wanna see what Paris saw. Take your clothes off." She said with a naughty smile.

"Excuse me?" I said, stunned.

"Take 'em off!" she said with a giggle.

"Uh, Ms. Spears, I-"

"Britney." She corrected.

"Britney, I'm not sure of this is a good idea and all."

"Yes, it is...we're both adults...I'm a woman...you're a man...and I want to see you naked...hell, I'll get naked too." She said and stood up started to take off her sweatsuit.

"Uh no, no. I'll do what you ask..." I said hesitantly.

"Good." She said.

I stood up and was telling myself, this is wrong, this is so wrong, as I stripped. Britney's eyes were getting wider as I took off more and more until I dropped my underwear and she smiled and took in the full picture.

"Nice...oh yeah...nice." She said as she stood and looked at me from all angles.

She kissed me again.

"My turn." She said softly.

She took less time, her jacket and t-shirt came off showing those gorgeous tits to me. And she took off her pants and underwear in one quick swoosh. Her pussy still had that trimmed look that really turned me on. She was a true blonde alright.

Britney Spears was now completely naked in front of me.

My excitement wasn't hard to see.

"What do you think?" she asked as she turned around and I got the full picture of her.

"Whoa...you look great." I said.

"So do you." She said as we kissed again.

My dick was poking at her love nest and she giggled.

"Oh, my...you've got a big dick." She said with a smile.

"It's not that..." I started to say.

Britney put a finger to my lips

"I like a dick like yours." She said.

Her hand began to hold and caress it.

I was beginning to breathe rapidly as her soft hands worked their magic.

She looked up at me, smiling.

"You can touch me back, you know." She said softly.

I hesitantly reached out for her tits, they felt beautiful in my hands, her nipples were small red orbs and they were already erect too.

"Mmmm...honey...sit down here...I want to blow you." She said in that soft, voice that was so sexy with its southern accent.

Britney had me sit on a leather sofa and she crouched down on her hands and knees and held my dick in her hands.

"This is gonna be fun." She said with that "Britney smile".

Britney Spears now took my dick into her mouth.

I could feel her tongue swirl around the head, then she bobbed her head up and down my length. Then she came off it making a popping sound with her mouth.