I have always considered myself a very lucky guy. Trivia contests, lotteries, and games of chance usually seemed to go my way. So when I was notified that I had won a contest sponsored by a local radio station, it did not surprise me. What did surprise me however was the prize: A 6-day/7-night cruise with my favorite NFL football teams cheerleaders!
Ever since I was a teenager, cheerleaders have always fascinated me. Their routines, uniforms, and of course their incredibly fit and sexy bodies. Needless to say I was ecstatic at my good fortune.
When the day finally arrived, I was more than ready. I think I doubly packed everything, you know, just in case. The journey to the ship was long and tedious. It seemed to take forever. Once at the dock however, it was utter chaos. Representatives from the radio station were everywhere. Shoving forms in my face, releases to sign, photos to be taken for publicity purposes, and interviews with the "big winner". By the time it was over and I had checked in, I was ready for a nap and some dinner.
Once I had freshened up, I decided to check out the ship. It was enormous to say the least. All the amenities you could think of and then some. There were quite a few activities listed for this cruise, and I made a mental note of some of the more interesting ones. Spotting the bulletin for the cheerleaders, I quickly scanned it. Looks like they were going to be extremely busy. Only one appearance was scheduled for tonight, so I was sure I would not miss anything by taking advantage of the ship's casino for a few hours.
Roulette, blackjack, and some low-stakes poker. By the time dinner was called, the dealer was deeper into my pockets than I had expected. So much for Lady Luck tonight. Dinner went well. We had a marvelous meal and some pleasant dinner conversation.
At long last the lights dimmed and the emcee announced the nights entertainment with dancing to follow. The cheerleaders came out dressed in their skimpy uniforms. Sequined halter tops, tiny shorts and white knee high boots. The room stood and cheered at their entrance. As for me that wasn't the only thing standing.
The girls put on a hell of a show that lasted a little more than an hour. Each one was introduced and gave a small biography of themselves. I recognized most of them from the TV and websites that I had been on. A few were rookies that I didn't know. By the end of the show my cock was extremely hard and throbbing. The girls said goodnight and left the stage. The emcee came back on and asked for a warm round of applause, which was hardly necessary. When the lights came back up an orchestra had assembled to our left and was beginning to play some slow blues.
I wasn't much in the mood for dancing, so I refreshed my drink and went up on deck for a stroll. It was a beautiful night with the stars sparkling overhead and the ships wake leaving a phosphorescent trail in the water. I wasn't the only soul who had decided to take advantage of the cool sea breeze. I sat in a deck chair and watched the couples walk around the deck. After a bit I grew restless and decided to head for bed, the evenings entertainment still on my mind.
The rest of the week pretty much flew by. We were treated to some superb dining and some very lively entertainment by the cheerleaders. Unfortunately, they weren't allowed to mingle with the commoners very much, so unless they were performing, we really didn't see them much.
By the end of the week I was pretty disappointed by the cruise. Don't get me wrong, I had an awesome time, but I couldn't help but feel let down by the premise of the cruise. I chided myself for feeling that way. What the hell did I expect? My very own private cheerleader for the duration of the cruise? Hell yes!!! I was after all the big winner! That thought caused me to laugh out loud. It also served to break the mood I was in. Feeling better I decided to put on my new swimsuit that I had bought in port the other day and go for a swim.
The suit I had picked out was not my usual attire. I like to dress pretty conservative for the most part, and this was definitely further to the left than I dare to venture. The conservative suit section was bare to non-existent on this island so I had to make do. The staff was very friendly and helpful, as is their job. I had no idea what I was looking for, so I allowed one of them to help me pick out a nice one. After several styles and colors, she found one she thought I would really turn heads in. Trying it on, I felt very self-conscious walking out of the dressing room. The salesgirl looked me up and down, grinning broadly. I must have blushed about three different shades of red. She assured me I was going to be very busy after wearing this to the beach. (Does every guy fall for a cute salesgirl telling him what he wants to hear?) Oh well. I have to admit it did make me feel quite daring and sexy. I justified the purchase by telling myself I was on vacation after all, and I'm not that bad a looking guy, I certainly wasn't going to scare anyone away by showing off a little extra skin. At least I hoped not.
Changing into my new suit and throwing a pair of shorts over them, I made my way to the pool area. It was another port day so most of the others were off ship. The pool area was very quiet so I took off my shorts and went for a brief swim. After a few laps, I found a deck chair and laid out in a deck chair for some sun. I must have dozed off for a bit, as I was awakened by a female voice.
"Is this chair taken?" She asked.
"Excuse me?" I said dumbly.
"Is this chair occupied?" She asked again.
"Oh, no, not at all." I said stumbling over my words. "Help yourself."
When I actually came to my senses, I couldn't believe my eyes. This girl was absolutely gorgeous. She stood 5'4" tall with long dark hair, sunglasses covered her eyes, but the rest of her was to be admired. I wasn't sure how long my mouth hung open, lucky for me she covered the awkward silence with ease.
"They finally gave us some free time." she said with a smile of relief. "Most of the other girls went ashore. I decided to get some sun."
"Well, I don't mind sharing a bit." I said with a smile.
"Why thank you." She replied with a dazzling smile. "That is mighty sweet of you."
My eyes followed her beautiful curves as she sat down in the chair. The small flowered bikini that she wore accented her body nicely. As she leaned over to set her bag down, my eyes went immediately to her cleavage. Her breasts were large compared to the rest of her which made them an obvious focal point. I guessed them to be about a 34D. Firm and well rounded. My mind wandered, picturing her jogging along the beach, her breasts bouncing along in rhythm. I groaned aloud as the image faded.
"Did you say something?" She asked innocently.
"Oh, excuse me." I faltered. "It must have been my lunch talking back."
"Oh, I see." she giggled.
Whew, I thought. That was close. She found a book and began to lay out her towel. I went back to surveying her fabulous body. Past her large breasts was an impossibly flat stomach, flared hips and long tanned legs that were long enough to reach the ground. It suddenly struck me as to who she was. She was one of the rookie cheerleaders!
"Aren't you one of the cheerleaders?" I asked dumbfounded.
She laughed and pulled her sunglasses off,
"Why, yes I am. Thank you for noticing. My name is Brianna." She offered her hand and I took it gently. Her touch was warm and very soft.
