How Many Times Can 66 Go Into 38? Ch. 02

THE CRUISE -- DAY ONE

Several weeks after the wedding, I booked myself on a 10 day Caribbean cruise. I had to fly to Miami since that was the port the cruise ship used. I had looked into several cruises and learned about the amenities and activities. This particular cruise seemed to fit my life style the best. I had no idea how many single women would be on the cruise or how old they would be or what they would look like. I figured that the worst thing that could happen would be that I wouldn't find anyone to my liking or they wouldn't be interested in me. However, the cruise still looked like a fun vacation.

The day finally arrived and I took a taxi from the Miami hotel to ship's landing where the cruise shipped was docked. As I boarded the ship I realized that any of my fears were unfounded. The women had to outnumber the men at least four to one. The women were of all ages and shapes. I guessed the age range to be from the mid-forties to the mid-sixties. The ship's crew was there to greet us as we boarded and direct us to our cabins. I noticed that the ship's officers were good looking guys in their mid-thirties to forties and I was sure that they got their share of pussy during the cruise. The social director named Julie was cute looking female probably in her mid to late thirties.

Julie was athletic looking and appeared very fit. She was almost tomboyish in a way with her short light brown hair, slightly freckled face and slender lithe body. She was dressed in her white uniform and I couldn't help notice her cute round ass in the tight fitting slacks. She appeared to be small breasted but she was a very appealing and intriguing woman. Julie handed out packets to everyone that explained the amenities, activities and schedules. I took my packet from her and shook her hand and smiled at her. I could tell from her face that she tried to figure me out and size me up.

I took the packet and made my way to my cabin. I had spared no expense so I had a nice size cabin with a port hole. I unpacked my clothes and hung some of them up in the tiny closet the rest I stowed in the drawers. I looked over the packet and noticed that the dining schedule also had attire guidelines and there were two black tie events. After a quick look at the packet I set off to check out the ship and learn as much as I could about the logistics. Later there was a cocktail reception to welcome everyone aboard, go over safety issues and present the planned activities and ports of call for the next ten days.

As I walked around there were several parties going on in peoples cabins. Many of the parties were for family and friends who were seeing off the person in the cabin. The ship then sounded the warning for all people not on the cruise to leave the ship and things got a lot saner. I made my way down to the reception area as I was in the first group to attend. There were enough people aboard that they had to conduct several presentations to accommodate everyone.

As they went through the activities, Julie announced that the dance lessons would have to be cancelled as one of the instructors was ill. After the presentation I walked over to Julie and asked her about the instructor. She told me that the male instructor had taken ill and with so many women it would be impossible to conduct the lessons. I learned that Julie was the female instructor so I volunteered my services. Julie smiled at me and thought about it.

"I'll check with the Captain. If it is okay with him I'll give you an audition," she told me.

"Great I'll check back with you," I said.

"No need I'll be in touch," she said confidently.

I went to the bar afterward to get a drink and I thought about Julie's confident nature. I figured that she probably gets hit on every day of every cruise. So she had learned to handle herself and deal with any situation. The bartender was a cool gut named Ike. He and I hit it off and he filled me in on lot of things to pay attention to during the cruise. He told me the best time to workout, gamble, party and what things to see when in port.

After a couple of drinks I headed back to my cabin. When I arrived I had a note from Julie that read, "You're on. Your audition is at 9:00PM tonight in the ballroom." I was glad that I had only had a couple of drinks and I was pleased that Julie had accepted my offer. I relaxed in the cabin until about 8:45 and then I made my way to the ballroom. The last group of passengers was leaving the ballroom as I arrived and I noticed several decent looking ladies among them. I received a few smiles as they walked past me and I returned the smile. Julie spotted me and welcomed me.

"Okay I am going to play a number of different songs and we will try out the dances that we usually teach on the cruise," she said.

I avoided saying something stupid like "Bring it on," and replied, "That sounds fine with me."

Over the next 30 minutes Julie and I danced to swing, cha-cha, samba, tango, fox trot and waltz. She was a dream to dance with as she moved fluidly with the music and didn't miss a lead. I loved dancing with her and I was sorry that we stopped after 30 minutes.

"You are an excellent dancer," Julie told me and I knew she was sincere.

"Thank you! You are a wonderful dancer yourself," I replied.

"Thanks but it is also my job. The Captain left it up to me and I would like for you to fill in for our instructor. But there are some rules if you accept."

"Okay," I replied.

"First of all you must dance with all the women. We will demonstrate the dance and then we will separate and teach the passengers. I will dance with the men and you will dance with the women. You must make sure that everyone gets personalized instruction and you are no tot show favoritism."

"Okay," I said again.

"You are not to hit on any of the women during the dance instruction. What you do on your own time is not my concern but do not come on to them. Some of them may come on to you and if so you are to act professionally and ignore the advances. Is that understood?"

"Yes it is understood," I replied.

"Okay then, in consideration of your willingness to help us out, the Captain has authorized a 50% refund of your fare. That will be paid to you at the end of the cruise providing that you perform according to the rules that I have just explained. Is that acceptable to you?"

"Very acceptable," I told her as I was pleased with the offer.

"Good, here is the schedule for dance lessons so that you can plan your other activities around it. I know the passengers will be thrilled that we put the lessons back on the activity list and the Captain is happy that he doesn't have to listen to those complaints during the cruise. I will see you tomorrow for the first lesson," Julie said in a way that seemed that she was dismissing me.

"I'm looking forward to it. I will see you tomorrow," I agreed and left the ballroom.

I really liked Julie. I liked her confidence, her self assuredness and her demeanor. I wondered if there would even be the slightest chance that I would get to sleep with her. I would have to play it very cool with her and get her to like me. Maybe toward the end of the cruise I could test the water but I knew that I would have to be careful. Not only could I offend her but I could also jeopardize the 50% refund. I would have to decide if trying to score with Julie would be worth the effort and money.

THE CRUISE -- DAY TWO

We were already out to sea and it was a beautiful day. The ship was scheduled to make it first port of call at Half Moon Cay in the Bahamas. I decided to work out before we departed the ship for the private island of Half Moon Bay. The fitness area had all sorts of exercise equipment and a studio for aerobics. I hit the stair climber and treadmill before I worked out with the weights. As I was working out with the weights the aerobic class started. The instructor was a fit woman probably in her mid to late thirties. She was thin and lithe and seemed to move effortlessly as she went through the routines. I would learn later that her name was Paula and that she and Julie were good friends. The other women in class huffed and puffed as they tried to keep up with Paula. I suspected many of them were working out for the first time in awhile. Some of the women looked okay as they had decent figures shown off by their tight leotards. Others wore shorts and tee shirts and displayed decent looking legs.

After class a couple of the women greeted me and smiled as they walked by the weight machines. Some of them paused to test out a few of the machines and I took advantage of the opportunity to help them with the settings and weights. It was obvious that they had not used the equipment before. As I assisted a few of the women I felt my Levitra working and I got an erection in my shorts. It was very noticeable and I was actually glad I was on display. A couple of the women looked right at my crotch but no one said anything.

Then I heard a voice, "Are you auditioning to be a personal trainer too."

It was the aerobic instructor speaking to me. "Hi I'm Paula and I'm with the staff here. Julie told me that you were helping out with the dance lessons."

"Oh hi Paula, I'm Walt. I was just helping the ladies with some settings and weights so they injure themselves," I replied wondering how she knew I was the guy that Julie had auditioned.

Paula looked right at my crotch and I knew that she was impressed. "I think it's great that you're helping out and I appreciate it that you are looking out for people in the gym."

"Glad to do it while I'm here," I replied.

"Well it was nice meeting and make sure that you don't strain your muscle," Paula said as she looked right at my crotch making her point.

"I'll try not to over use it," I replied blushingly.

Paula just laughed as she left the room. I turned back to my workout and an attractive woman was sitting on a machine staring at my crotch as I turned around.

"I know a place that you can put that muscle to use if you're interested," she whispered then she stuck out her hand and introduced herself, "My name is Janice."

"Pleased to meet you Janice, I'm Walt," I replied as I took her hand.

"I was going to get some breakfast but I was going to workout a little while longer first. Would you be interested in working out with me in my cabin before breakfast?" Janice asked.

"I think that I could handle that," I replied.

We left the fitness area and I followed Janice to her cabin. Once inside we quickly shed our clothes and Janice stared at my cock. Janice looked good for a woman in her fifties. She had told me that she was 53 years old. Her body had slight sag to it but for the most part she was very solid and shapely.

"I see that you like my cock," I said to her.

"I haven't done this in a while," she whispered.

Janice was frozen to the spot as I reached for her hand and placed it on my shaft. Instinctively her fingers curled around it and held it firmly. Janice looked as if she were about to change her mind so I leaned in and kissed her. She hesitantly kissed me back but then melted in my arms when I put my tongue in her mouth. Without giving her an opportunity to regroup I dropped to my knees and kissed her bare pussy.

Janice's bush was neatly trimmed leaving a little tuft of brown hair above her pussy. I leaned in and pulled Janice to my mouth and I instantly located her opening. She gasped as my tongue slipped into her and she held my shoulders to balance herself. Janice was definitely turned on and I immediately located her hard erect clit. I closed my lips around her clit and sucked it gently emitting moans and groans from Janice. I then nibbled on it and she shivered with a mild orgasm.

I stood up and moved Janice over to her bed and pushed her back on it. Then I caressed her pretty tits and kissed her nipples. Janice moaned with pleasure and then she stiffened when she felt my cock searching for her vaginal opening. I moved between her thighs and placed my cock at the entrance to her cunt and she shivered in anticipation. I eased her back down on the bed and proceeded to feed my thick cock to her.

"Oh, oh yes, oh it feels so good, oh, oh, fuck me, yes fuck", she cried.

I slid in and out of her pussy slowly allowing her to adjust to my size and continued to go deeper with each thrust until I was buried balls deep in her pussy. She was snug probably from the absence of sex.

"Oh my I have never been so full of cock, fuck me, make me cum, make it last forever", she cried out.

I made sure that my cock was in constant contact with her clit as I fucked her. Janice had multiple orgasms as I fucked her and played with her pretty firm little tits with rock hard nipples that extended a ½ inch. I twirled the nipples in my fingers and then leaned over taking one then the other in my mouth.

She went wild telling me. "Suck my tits, suck my nipples, fuck me, oh it's been too long!"

Janice stiffened and then had a violent orgasm and she yelled, "Hold me, please hold me, I'm cummmming!"

I reached around behind her and pulled her toward me as she shook and trembled through her intense orgasm. As she started to recover I laid her back down on the bed and slowly fucked her as my cock softened. My cock was swimming in her cunt; there was so much jizm in there mingling with her own juices.

"Are you okay, Janice?" I asked her.

She smiled at me and said, "My God, I have not cum like that for some time."

She looked down at my soft cock and took it in her hand and said, "My, you are big! At least the biggest I ever had."

"Did you cum?" she asked.

"Not yet," I told her and then added, "But don't worry about me, let's make you happy."

"You must be taking something to keep up your stamina," she said almost blushing.

"I do I take Levitra and it works very well," I admitted.

My cock stayed hard in her hand. Janice started to play with my cock and she seemed to love holding the thick meat in her hand. I smiled at her and caressed her tenderly. We hugged and stroked each other for quite awhile before we fucked her again. Janice was so ready she almost came when my cock head just touched her pussy.

I slowly eased my cock back into Janice's tight pussy. I pushed in a little and then backed out, then back in and back out. I was gentle with her and I took my time feeding my big cock to her. Janice was getting more turned on by the moment and I felt that I might cum too quickly this time. We were both so excited it took everything I had to keep from cumming prematurely. Janice was holding her breath and I reminded her to relax and breathe. Her pussy was now sopping wet which served to make my entry a lot easier. Just when Janice didn't think that my cock could go any deeper, it did taking her breath away again. I was all the way in her pussy and I began to fuck her slowly as she continued to open up for me.

Once my hips began to move with more authority Janice wrapped her arms and legs around as she began to move with me. I was racing toward a massive orgasm and Janice was like a dog in heat. We fucked each other as if we were racing each other toward an orgasm, which in a sense we were. Janice's body shuddered and rocked in orgasm first and she held tightly to me, digging her heels into the back of my body. I stiffened and my balls tightened as always and then I fired hot cum into Janice's cunt. I knew she could feel my cock pulsing and throbbing. It turned her on so much that she continued to climax until I collapsed on top of her body.

My cock gradually deflated inside of Janice's pussy and slipped out with a trail of cum trickling on her inner thighs. Janice rolled to her side and the two of us rested as we recovered from the intensity of our recent orgasms. My wet cock lay against the side of her thigh and I knew she could feel the semen start to dry on her skin. I was amazed that my ejaculation could feel so intense but I just didn't produce that much semen anymore. It was enough but not like the volcanic ejaculations I used to have or like those that you see in the porno flicks.

I left Janice's room after I got dressed and returned to my cabin to shower and dress. Then it would be breakfast and Half Moon Cay. Over breakfast I read the description of Half Moon Cay and learned about the activities available. It was pretty much a laid back private island situated in a protective bay making conditions ideal for swimming in the calm waters. There were all sorts of water sports and you could rent catamarans, Sunfish Sailboats, Windsurfer Sailboards, kayaks, aqua cycles and float mats. Then of course there were the traditional volleyball, horseshoes and shuffleboard. There was also a fitness trail with exercise stations and nature trails for hiking. You could also snorkel, SCUBA dive or even do some fishing; or you could just kick back and relax or have a beachside massage. I decided that I would SCUBA dive first and then just kick back on the island.

I was the only one interested in SCUBA diving that day as all the others snorkeled, play games or kicked back. Paula, the aerobic instructor I met that morning, was in charge of the diving so it was just her and I. Paula was a very accomplished diver and was a PADI Advanced Certified Diver like myself. She was pleased that I was and experienced diver and since it was just the two of us we had a great dive together.

After out first dive we went back on shore for an hour before our next dive. Paula and I got better acquainted and she complimented me on my fitness for my age. She told me that I had more energy than most of men half my age that came on the cruise. When she learned that I also snow skied and volunteered as a ski patroller, she was even more impressed.

As Paula and I talked I was getting to like her. She had a good sense of humor and she was a ball breaker to top it off. The good thing about her was that she could take it as well as dish it out. I had popped another pill after breakfast and it was beginning to work as I looked at Paula in her tiny bikini. She noticed me staring at her and then she looked right at my crotch again and smiled.

"You better take it easy with those pills or you're either going to have a heart attack or split tour bathing suit." she said with a laugh.

"Well if you didn't look so hot it your bikini, I wouldn't have this problem," I replied.

"Down boy, come on let's do another dive and maybe it will cool you down some," she giggled.

We put our gear back on and waded into the calm water. We dove for about another 45 minutes before we returned to shore. That was enough bottom time for one day. Paula and I cleaned and stowed our gear and then located a couple of beach chairs to kick back in.

"I'll be right back. I'm going to check on Julie and see if she needs any help with the guests," Paula said as she took off.

I watched her as she walked away from me. Paula was one of those women who looked good in a bikini. She had small tits, a tiny waist, great legs and a cute ass. There wasn't an inch of body fat on her. I felt my cock surge again as I thought about fucking Paula but I knew that was a dream that wasn't going to come true. I would love to fuck Julie too but that was another fantasy but there were plenty of other very fuckable women on the cruise. I had nothing to complain about as I had already scored with Janice that morning and it was only the second day on the cruise. I closed my eyes and relaxed and then I dozed off.

"Miss me?" Paula said when she returned.

"You know I did," I said as I woke up, "I guess I dozed off."

"Well no wonder after getting laid this morning and two dives you should be tired," Paula teased.

"Who told you I got laid this morning?" I asked with a laugh.

"It was pretty obvious that that woman was all over you. It didn't take a genius to figure that out."