Salesman Enjoys Trip Of His Life

I was probably getting flirtatious myself since at that point I had consumed more alcohol in the last two hours than I usually drink over three Happy Hours combined. I decided switch to water before arriving drunk to the humid Caribbean. When it was time to land, the stewardess sat down facing me at a diagonal which allowed me to casually look her direction. I couldn't believe when she made sure that her skirt rode up around mid-thigh and she started to stroke her nylon covered legs ever so slightly while smiling at me while no one else was looking.

I was almost sad to have to say goodbye to her and wished that there was some sort of overnight layover which would force us to stay in the same hotel. Having left the plane first, I was the first one to get to the baggage claim area where I was greeted by another driver who was holding up Jason's sign. After identifying myself, he helped me with my checked luggage and for a brief moment I made sure Jason's checked luggage didn't end up on this plane before we headed out to the parking lot. This time I wasn't greeted by a limo but the Mercedes E-Class wasn't a bad ride either.

After checking out a few souvenir shops there were only a few hours left before embarking so I quickly made my way through the check-in process and was on my way to my room. As I walked towards the back of the ship, I soon realized that this was going to be one special stay. I was greeted by Anna who, based on her name tag, was my room attendant from Russia. She greeted me by name and assured me that she was there to make this the best vacation I can imagine and that she is there to serve whatever need. I really wasn't sure how to take that but even with a couple extra pounds she was one girl that I wouldn't mind helping me with a few things here and down there...

I opened the door and was immediately blown away by the luxurious feel and size of my suite. Everything was recently upgraded including a 50 inch TV, granite counter tops in the kitchenette, and the leather couch in the living room that was a bit sunken in. There was a peninsula bar right at the edge of the kitchenette with the side closest to the living room allowing for two bar stools to be placed on the step leading down into the sunken couch area.

There were two bedrooms with a king size bed in one and the other had two twin beds pushed together. There was a bottle of champagne with a note on the counter that read "Congrats David and Don, you both deserve this." signed by Mr. Davis who was the CEO of our company. It took me a second to collect my thoughts and then I decided to jump in the shower which turned out to be a relatively large walk-in shower that could easily fit five people and had water gushing out from four different angles. The only thing missing in that place was a hot-tub and some girls to go with it.

After the safety drill it was time for dinner which I wasn't sure I wanted to go to by myself. Being the highest paying guest on this ship meant that I was seated at the table with the best view and just like flying first class, being served by one hot waitress named Bianca who was from Peru. Since the attire had to remain professional, the only thing she could do to show off her exotic beauty was with her flirtatious smile, her sexy accent and a pair of tight white pants that showed off the perfectly round ass that was begging to be grabbed. I told her about my situation and I think she was sincerely trying to lighten my mood which she was really good at. Ready for another drink, I opted for taking full advantage of my all-inclusive part of the deal ordering the most expensive liquor on the menu.

– Sunday Night. Relaxing poker evening turns into an unforgettable night

With the time change I was definitely getting tired by the time dinner was over but I wanted to see more of the ship and was actually considering playing some cards. As I made my way around the ship I couldn't help but notice that women just didn't care as much about how much they were showing off. For some of them, that definitely meant too much their overflowing body fat but for some others, especially the younger generation, it was a welcome sight.

Problem was that most if not all of them were there with a guy of some sort. I finally found the casino and saw that a black-jack table had just been converted into a poker table and that a few guys were getting ready to start a Texas Hold'Em sit-and-go tournament. I paid for the buy-in with my $500 on-board credit that came with the room and the three of us were waiting for more players. While we were waiting I ordered a double espresso shot to wake me up a little. Soon after, we were joined by three more guys and only needed two more to play. I almost spit up my drink when I saw the two hot girls from the airport bar walking towards the poker table.

Everyone, and I mean everyone, that saw them enter the casino looked at them including women (who were probably staring at them with envy). The blonde wore a red cocktail dress accented with a pair of 6 inch red heels. The brunette no longer wore the summer dress but instead a black two piece outfit with a mini-skirt at the bottom and some sort of shirt on top that was only held up with a string around her neck leaving her entire back exposed.

"Hi there," said the brunette to me with a smile while the blonde asked the dealer if they could join the table.

The next thing I remember was that the seating arrangement put the blonde to my left and the brunette to my right which meant that she was sitting at the edge of the table. Since we were all sitting on bar stools her very revealing outfit was at full display to the rest of the room. The men couldn't make it any more obvious as their eyes kept scanning her loosely hung curly brown hair, her smooth back and tight ass and what seemed to be a pair of endless legs finished off by a pair of black heels that only differed the blonde's in color. I couldn't make out whose perfume I could smell but it was as intoxicating as the drinks from earlier in the day.

Right before the first hand was dealt the blonde introduced herself to the table. "I am Cindy and this is my best friend Sara" pointing at the brunette. I chuckled as the girl I might be fantasizing about that night shared my ex-girlfriend's name. I introduced myself and told everyone I was from Seattle at which point the girls responded "No way, so are we," and with that a bunch of commonalities were found that kept us in our own enclosed conversation that, to the dismay of the other five guys, meant they were left out for the most part.

A few rounds went by and nobody really took a big lead. Joe who was sitting on the far end kept sucking on his straw as he was staring at Cindy's cleavage. Even though I caught a glimpse earlier, I took a second closer look when she was deciding if she wanted to raise pre-flop at the current hand. I had to be careful to not be too obvious about my stare as one might think I was trying to look at her cards which I accidentally did see. Ace of spades and queen of hearts. When she looked back up I immediately turned my eyes back to focus on the dealer.

"I raise," said Cindy and with that she put in about half of her chips which was a pretty aggressive move this early in the game. Daniel, sitting to her left, folded and then came Mike who also folded and the last three men all called probably trying to be the one to knock the blonde goddess out. Sara folded and I just realized I haven't looked at my cards yet. Pocket jacks.

I liked my odds against Cindy but wasn't sure what would cause three more players to call a big bet. I went ahead and called and with that came the flop. 2, 6, 10. Joe was the first to act and checked and so did the rest of us. Then came another jack and I tried to not show off any excitement. Joe was the first one to act and went all in. I acted as if I thought about it for a while and then called putting me all in as well. Cindy oddly enough thought about it as well and decided to call putting in most of her chips which surprised me since she did not have a hand at that point aside from a straight draw. The other two men also called and I just thought to myself that I was playing with a bunch of amateurs. The river came and showed a 7 which I am sure was meaningless to the two players that had a few chips on their hands.

With that everyone showed their hands and Joe showed an ace jack, Cindy showed her ace high and was grunting while the other two men were laughing after they both showed pocket kings. So I took a commanding lead but felt some sort of guilt for having stared at Cindy's cards. I didn't feel guilty for staring at her tits as in my opinion, if a woman wears something that revealing, she is asking for it. After a few more hands, it was down to Mike, the two ladies and I when Mike went all in to then be knocked out by Sara who turned out to be a very good player. Between Sara and me we had about 90% of the chips so Cindy was just about to be done.

"How about we chop the pot?" was my suggestion. "That way we can all three be winners. You guys can have two thirds of the prize pool" which was about $200.

They both accepted and even though I was extremely tired, I felt a good chemistry between us three Seattleites so I invited them to a drink at the adjoining bar which they gladly accepted. As we each got a long island iced tea, our conversations ranged from the Seattle weather to whether or not true love can be found in our home town. Cindy and Sara were sitting across from me and I was just mesmerized by both their features and how perfect they were in their own ways.

Neither of them put on a lot of makeup because they didn't need to. Cindy's blue eyes gave such a lustful look that she could easily be featured in a Paris magazine and Sara's smooth skin across her entire face including neck asked to be kissed if not licked. As Cindy was talking about a brief modeling gig she did for a local retailer, I noticed her full lips which she had covered with a shiny red lip gloss that I had no difficulty imagining my cock in between. Sara's lips weren't as full but she just kept on biting her lips either out of lust or nervousness.

It turned out that they have both come out of serious relationships which was why they decided to come on this trip together. Sara was an IT manager and this was her first time on vacation since she started her new career out of grad school last year. Cindy is a waitress at Teatro Zinzanni's which is a circus dinner featuring some great entertainment and oftentimes some very hot wait staff. In fact, some themes encourage them to wear nylons and high heels along with a corset and I couldn't help but think about what Cindy might look like while at work. I have been there a few times and some of the shows and themes are definitely set up on the frisky side to say the least which meant that the waitresses are probably on the wilder side of the spectrum outside of work. Seeing what she is wearing tonight, I was sure that stereotype fit her well.

"So what do you usually wear at work?" I blurted out accidentally which actually made Cindy blush a little.

"Just imagine her sexy body with some fishnet pantyhose and mini-dress," described Sara. Her nonchalant description threw me off guard and made me wonder if, besides showing off her sexy brunette body she might be on the wilder side as well.

I just smiled at Cindy as she seemingly dared me to imagine that. With a few more drinks consumed the girls opened up a bit more. Cindy definitely seemed like the kind of girl who was up to have a good time and not holding back when it came to partying with men. She told a few stories about after work parties hosted by some rich men and despite leaving most of the details out she definitely hinted towards more than just hanging out taking place.

Our conversation took an interesting turn when we started talking about things we did to keep in shape, stay healthy and also our most recent physical. I pointed out that I was diagnosed with lactose intolerance but had no issues aside from that. Both girls admitted that they were afraid their boyfriends were frequently cheating on them so they got checked for STDs which came back all negative. While I wasn't afraid of my ex cheating on me, I always do the full-blown checkup which I shared with them was all clear as well. I think we all felt a bit awkward during that part of our conversation so I was glad when the topic finally changed.

"So your friend had to go see his mom?" asked Sara, which confused me for a second because we hadn't gotten to that part of the story yet. Understanding my confusion, Cindy explained that they were actually sitting nearby when David answered his phone. Both of them showed a bit of emotion during this part of our conversation and they wanted to know more about me. So I told them about my breakup and my job in greater detail.

I don't know how or why but I felt an immediate connection with Sara. We finished each other's sentences, kept gazing at each other and we had more things in common than two siblings. There were even a few light touches on each other's arm and each time our bodies connected I felt electrified. I finally told them more details about the campaign at work and how I got to have this trip paid for. When I told them about the suite they immediately wanted to see it.

"Now?" I asked.

"Why not? Did you leave something out you don't want us to see?" asked Sara with a wink.

"Yeah, what about that camera David gave you?" added Cindy, which meant that they overheard David telling me what he wanted me to do with it.

Shortly after, we walked towards the elevators and all of us were clearly buzzed. At first the girls were walking in front of me holding hands as I just saw my focus shifting between their tight asses, lengthy legs and heels. Once in the elevator, we had to cram into the corner as more people got on board and Sara's left hip was riding right against my crotch.

With the 6 inch heels and her long legs her hips were at the perfect height and even though the elevator ride only last a few seconds, my cock was at full mast which became clearly visible and brought both Cindy and Sara to smile as we were the first ones to exit. When we were walking through a narrow hallway, we were walking in a single line with me leading the way and I could hear numerous giggles by the time we got to the suite, which made me wonder what they were talking about. Once I opened the door we were all in awe with what we were looking at. Now that the sun had set and the moon was reflecting on the water, the panoramic view of the suite was breathtaking. Anna had put the champagne on fresh ice and despite all of us having had plenty to drink, I opened the bottle and poured three glasses.

"To a week to remember," was Sara's toast looking me straight in my eyes. Cindy excused herself to the master bathroom and as soon as she turned on the light we heard a "wow" escape her lips. Sara and I sat down at the peninsula bar facing each other and without hesitation locked our lips together. What Sara didn't have in fullness in her lips she made up with the most aggressive tongue I have ever allowed to enter my mouth. She licked my tongue, teeth and lips in one big swirl and started all over again. My left hand soon found her upper thighs while my right hand ran through her hair and my erection was back at a hundred percent again. We heard the toilet flush which broke off that perfect moment. I am pretty sure Cindy knew what just happened as she joined us in the main area. Since there were only two seats by the bar we moved over to the couch. I helped both ladies down the two steps as they each held their glass in the other hand.

"Sara, we can actually shower together in that shower. " Cindy explained while describing their accommodations.

"The bathroom is barely big enough for one person to fit in in our room" she further explained. "You should go check it out."

"I will in a little bit," Sara answered and part of me was wondering if she was afraid to leave me alone with Cindy.

There was that moment of awkward silence when Cindy looked at me and put her thumb on my lip saying that "you have a little lipstick on there," and I immediately went into a joking state of denial.

"Is he a good kisser Sara?" Cindy asked and before Sara had a chance to answer she leaned in and placed her lips on mine. It was a completely different type of kiss than the one I had just experienced. Her lips were so soft and moist that by the time she added her tongue to the mix, I was already completely satisfied. With Sara sitting to my left and Cindy to my right, I drew them both closer to me as we started making out.

My hands couldn't decide what to grab or touch and I soon realized that even if there was no man in the mix, these two babes would have no problems satisfying each other. When I started kissing Sara's neck that I have been longing for since the airport, I heard them sucking each other's lips and their hands were all over each other.

I couldn't get enough of Sara's scent of the perfume she sprayed on her neck as I kept kissing her from one ear down her cheeks and chin to the other. My right hand was caressing Cindy's right tits through her red dress and I knew it wouldn't be too long before I got a chance to pinch her nipples while cupping her full D-size mounds.

My left hand was stroking Sara's back ever so slightly which seemed to cause one round of goose bumps to come over her after another. While muffled due to their lips being interlocked, I knew both of them were moaning in pleasure. The alcohol erased any inhibitions that might have held us back at that point with my head spinning lightly and I almost felt I had an out of body experience.

With Sara getting the majority of my attention, I turned towards Cindy who quickly embraced me with a wet kiss and running her fingers through my hair. It became apparent that Sara felt left out when she pulled down the strap of her top to reveal her braless tits. I couldn't believe this was happening; who would have thought that drunk, sex starved women on a tropical cruise could be this horny?

Since I was too busy being dominated by Cindy's hands and lips, it took me a moment to realize that I had the perfect set of B or C-cup tits poking straight at me. When Cindy gave me a second to breathe, I took a quick glance at Sara's continued perfection that was now further revealed to me. Her mid-twenties breasts were standing up proudly as if surgically put in place and her dark brown nipples were a perfect round shape matching the perfect symmetry of her mounds that had no tan lines of any sort.

I think both of them noticed my amazement and could feel Cindy shorten the distance between her twins and my face as if she was trying to compete. I leaned forward and immediately started sucking on Sara's breasts which pushed her nipples to full erection within seconds. At that point, I noticed that her left hand had been between her thighs and before realizing what was happening she screamed out.

"I'm cuming. Don't stop. Oh my gggg, holy crap..." she kept screaming as her hips were now grinding her hands because her fingers probably couldn't rub her clit fast enough. Her orgasm lasted for about twenty seconds and in the end it seemed that her mind was cleared as she went on a mission. First, she planted a soaking kiss on my lips thanking me and then nearly ripped my shirt off of me. Then she got off the couch and knelt in front of me and I let out a deep sigh knowing what was about to come next. My eight inch dick had been trapped inside my pants for far too long and within seconds I saw this perfect babe pull down my pants and boxers in one swoop causing my rigid cock to jump out. Cindy just sat there for a second while she watched her best friend getting ready to suck me.