It was November of 1993. Going on a cruise was something Kelly and I had talked about for some time. I wasn’t that interested but Kelly really wanted to go and have a romantic getaway for just us. “Happy wife, happy life.” How true.
We had made the decision months ago to fly into Miami a day early, just to be safe. Weather in the upper Midwest can never be trusted. It turned out to be a brilliant move. We were sitting at O’Hare waiting for our flight and watching the news of the blizzard racing toward us. Our flight would get out but those scheduled for the next day were already being canceled. Kelly and I congratulated ourselves on our collective brilliance.
There’s not much else to do at an airport other than wait and people watch. I saw a very striking young woman. Her face was beautiful. Kelly and I were thirty-three years old. I guessed her to be perhaps up to ten years younger? She was tall, especially with her click-click-click heels coming down the large hall toward us. She had waist-length, platinum blond hair. It was almost white. It was sharply parted down the middle. She was wearing a silky blouse with horizontal black and white stripes, which was very low-cut and showed much of her chest. Her boobs were small, perhaps barely a B-cup. She clearly wasn’t wearing a bra from how her boobs jiggled. Her nipples were hidden by one of the black stripes but just the way it was all jiggling, they had to be poking through that shirt somewhere. She was wearing white slacks that looked as if they had been painted on her. Her feet were in white stilettos with about a three-inch heel.
I think at first glance many people assumed she was a perhaps a model that maybe they should recognize. In any case, she was very striking, very out of place for an impending blizzard, and both Kelly and I found ourselves staring at her. Kelly playfully slugged me in the arm and reminded me that we were on a romantic vacation for just us.
We arrived safely and spent hours naked and fucking in our cheap Miami hotel. The next day we boarded the ship exactly on time. As soon as we arrived we started overhearing stories about all the people that were going to miss the sailing. It turned out to be several hundred that missed the ship due to canceled flights.
Once we settled into our room and unpacked, we fucked again to christen the room. There is just something about getting away from the grind and stress of everyday life and being able to relax. And we planned to do a lot a naked relaxing with each other over the next few days.
We wandered around the ship for a while and then headed for our dinner seating. Kelly was dressed nice. But with her huge boobs, everything she wears draws men’s attention. At 34F they just are what they are. Kelly was wearing a new Victoria’s Secret bra that had the girls front and center with a mile of cleavage. Her dress was black and had a v-cut in front which was crisscrossed with straps that were perhaps an inch wide. Plenty of skin showing, but nothing obscene. The hem was a few inches above the knee, showing her sexy legs. She had a matching pair of black strappy sandals showing off her feet.
We were guided to our table and took our seats. Four other folks were already seated. A couple of minutes later the last couple arrived. My mouth nearly fell open. It was the “model” from O’Hare and her husband. He sat to Kelly’s right and she was seated on his other side. Introductions around again and we met Rick and Cindy. I’ll just get right to it: Rick spent the entire dinner flirting with Kelly. They were leaning into each other talking, laughing and giggling the whole time. Occasionally Kelly would turn to her left and give me a very quick update. I spent the beginning of the dinner chatting with the most boring couple in the world to my left, while trying to catch what the heck Kelly and Rick were talking about and staring, discretely, at Cindy. I caught her doing the same to me. By dessert, she and I were having our own conversation through very subtle body language. I could tell that just as Kelly and Rick clearly were hitting it off, Cindy and I were also connecting.
I had noticed that Rick seemed obsessed with Kelly’s boobs. In one of her five-second updates, Kelly told me that Rick “has no idea that I have eyes.” Cindy and I had traded some eye-rolls and had a giggle about his obvious boob fascination. Cindy comically puffed her chest out when she was sure no one else at the table would notice. I gave her a googly-eyes look to complete our inside joke.
Cindy was wearing a low-cut dress that showed lots of boob from the top and sides and by some sort of magic managed to not expose her nipples. We had also both taken note that what started out with Kelly and Rick touching each other’s arms and even hands at the beginning of the meal had progressed to both of them missing a hand under the white tablecloth. Later, Kelly confessed that he had rubbed his hand up and down her thigh and eventually made it to her new Victoria’s Secret matching panties which were soaking wet. She shooed his hand away for fear her would make her orgasm right there at the table. The tradeoff to keep his hand out of her crotch was that she was stroking his cock through his thin slacks. A couple of times he put his hand on hers and suddenly stopped her, she assumed so that he wouldn’t cum.
It was so obvious that Kelly was extremely turned on. The wine had helped loosen her up a bit but Rick’s flirting had worked and there was no doubt in my mind they would fuck. I was just hoping it wouldn’t be under the table during dessert! Dinner was finally finished. Rick was slow to stand and we had a good idea why. He announced that we simply had to go to the bar and he wouldn’t take no for an answer. He got up and kept his napkin in front of him until we were exiting the dining room. Cindy and I followed behind him and Kelly. To my surprise, Cindy wrapped both hands around my upper arm and snuggled in as we walked. Oh my! She smelled delicious.
We found a booth in the bar and ordered drinks. Rick asked Kelly to dance and away they went. I asked Cindy and she declined. We were on the same wavelength. We hadn’t really spoken and needed to do some catching up. Time and drinks both passed very quickly. Occasionally we would catch a glimpse of Rick and Kelly dancing. They were pretty much dry-humping each other.
Kelly came to the booth and told me that Rick’s room has a balcony (we had the cheap seats of an inside room) and she had to go see the view. And away they went. Cindy leaned over and whispered, “You know he’s going to fuck her, right?”
“I’m not so sure about that?”
“Are you kidding me? I know Rick. He is fascinated by big tits. He lives to seduce women and he has a way of always getting what he wants. If you think she’s not okay with this we better head down there.”
“That’s not what I meant at all. I think she may be the one that’s going to attack him, not the other way around.” Cindy laughed. “I know Kelly. She loves to fuck. And when she meets someone that she clicks with they end up fucking.”
Cindy and I kept talking. Rick was a real estate broker in a small town in Iowa. Big fish, small pond. He hired Cindy when she was seventeen to answer phones. By the time she was eighteen, they were a two-person office and they fucked every morning as soon as they arrived at work. When she was twenty, Rick’s wife of seven years filed for divorce. Rick traveled every other month or so for business and was out of town for two or three nights at a time. It was almost always the same cities: Chicago, Atlanta, and Houston. His clients had offices there. Rick also has mistresses there. Cindy said Rick has to cum every day. Fucking, blowjobs, jerking off, she said it’s pretty amazing. She knew about the mistresses long before she married him. She didn’t even mind that he had them. It gave her a few days off.
She and Rick married when she was twenty-two and she was now twenty-five. She said Rick was forty-two. I hate to admit this but Rick was actually a good-looking man. I could see why he had such a beautiful wife. Something about him made me think that he looked like he belonged on a daytime soap opera.
Cindy was actually pretty happy he was going to fuck Kelly. They had screwed earlier, but she hoped this would give her the night off. He rarely made her cum. He pretty much did what he needs to get his rocks off and then he’s done. Cindy said sometimes she felt like "a receptacle.”
I laughed and told Cindy that wasn’t going to fly with Kelly. He was going to make her cum at least twice or she wouldn’t let him out of the room. We laughed again. Cindy scooted closer. “Does Kelly always cum when she’s with you?” I guess I had never thought about it that way?
My answer was, “Yes and usually two or three times. Honestly, I can’t imagine having sex and her not cumming? Hell, she’s orgasmed just from sucking on my cock before.”
“Are you going to make me cum?” Cindy asked.
“When the time is right,” I replied. Rick and Kelly had been gone for more than an hour when they finally returned. Although it was bar lighting I could quickly tell Kelly wasn’t wearing a bra. As she sat down next to me I slid my hand under her ass and gave her a squeeze and a kiss on the lips at the same time. No panties either. Rick sat on the other side next to Cindy. I asked Kelly if she was feeling better now that she saw the balcony.
“Oh yes, yes I am. That balcony was amazing.”
And then loud enough for us to all hear I asked; “And how is your pussy? Is it happy?”
Kelly’s response was guttural. “Oh God, yes. My pussy is very, very happy!” Our waitress arrived at that same moment and offered to take orders for another round. Cindy’s hand was in my lap rubbing my cock.
Cindy took my bait and turned to Rick as the waitress walked away, “And how is your cock? Did you get to cum?”
You could have knocked Rick over with a feather. Deer in the headlights. I couldn’t help but laugh. Cindy cracked up too. “Well? Did you?” she pressed.
Rick finally found his voice and quietly said, “Yes, I did. Twice actually.” I gave him a high-five. The ice had been fully broken.
Cindy was really stroking me hard under the table. She was on a mission. I would normally fight something like that with all of my superpowers. But I thought to myself Why? why would I try to stop an orgasm from this very sexy girl? I went with it. My face and my breathing gave me away. Kelly could tell I was going to cum. She leaned in and started nibbling on my ear and kissing my neck and whispering in my ear atrocious things about what Cindy was doing to me and how I was going to have to cum all over in my slacks. Between the two of them, they got me there. I was expecting a fun night with Kelly and had gone commando. But I had no idea this is how my night would go. My legs were straight out in front of me, feet on the floor. Cindy had my cock laid against my left leg as she stroked me.
Once I started to cum I pumped a huge load. It had been many hours since Kelly had drained my nuts in our room. I was wearing a loose pair of black slacks, sort of a silky feel (actually my balls had been enjoying the feeling all evening). I had a river of cum running down the top of my leg nearly to my knee and then running down to the back of my leg and dripping off the back of my knee. Oh fucking hell, that felt good! Some women, the moment you start to ejaculate they act like they want to run away. Cindy stroked me all the way through it until I had nothing left.
I had gone stiff as a board and closed my eyes while I came. When I opened my eyes Cindy’s face was close to mine and she was smiling as she looked into my eyes. I felt a final large drip of cum escape. Cindy was still rubbing up and down my thigh. She was rubbing my slacks into my cum and feeling the huge wet spots. “Wow do you ever cum a lot!” she said.
Kelly piped in “You should watch him cum. It’s like a fucking fire hose!” Rick just had to sit back and take it all in. What could he say? He had spent the last hour doing who knows what to my wife.
Cindy and I locked lips and started playing tongue hockey. I was reaching for her crotch but she was wearing a full-length dress. She started grabbing material at her hips and was pulling it up. She pulled it up to her waist and then pulled her panties to her knees. She had a little bit of pussy hair but not much. Her slit was soaking wet. I slipped two fingers in and was finger fucking her with the same intensity she had used on me. Kelly was rubbing and grabbing my ass through my slacks. It didn’t take but a couple of minutes before Cindy moaned an orgasm into my mouth as I kept her lip locked and quiet.
Well, now everyone had orgasms. We all danced for a short time and then said our goodnights and went to our cabins with our spouses. Once out of the bar, Rick slipped me Kelly’s bra and panties that he had been carrying in his pocket.
As soon as we got to our room we both stripped as fast as we could. Kelly dropped to her knees and was cleaning up my messy cock. I pulled her up to the bed. I laid on my back and she mounted my now-hard cock and started to tell me about her evening. Rick loves her boobs, worships her boobs. As soon as they got near his cabin he gave Kelly the key and he pulled her dress over her head and off before they even got to the door. He removed her bra as she fumbled trying to unlock the door. Once in the room, he spent at least a half-hour sucking on and playing with her nipples and mashing, shaking and bobbling her tits.
Kelly eventually asked Rick about the balcony. He opened the balcony door and it was amazing. The view, the sounds, the smell. Kelly said it was magical. She was standing there enjoying it and didn’t realize Rick had stepped back in the cabin for a moment and stripped naked. He walked up behind her and slid down her panties. She asked him to unstrap her sandals. He massaged her legs as he stood and then she felt his hard cock rubbing her ass crack. She braced herself on the railing, spread her legs and popped her ass out at him.
That has always been a tough position for Kelly and me. With my being six-feet-four and her at five-feet-two the difference is too great. Rick was maybe five-eight or nine. He rubbed his cock up and down her slit. Kelly said her juices were literally dripping from her twat. Their flirting at dinner had gone to X-rated pretty quickly. By the time entrees were served they were talking about sex positions they would try like to try with each other. Rick slipped his cock into her velvety vagina. She said he was about the same size as I am. Standard white-boy issue. Kelly’s favorite position with me is doggy-style. Her all-time favorite position is what they did; her leaning against something and being taken from behind. Kelly came almost immediately upon him entering her, she was that worked up. She was cumming almost non-stop as they fucked. The way the balconies were laid out no one could see them fucking (not that she cared, she always enjoys an audience) and she didn’t give a crap who could hear them so she was cumming loudly.
Rick was really working his cock in her. He’d speed up and push her to a climax and then slow for a few moments and then charge again and send her screaming some more. Kelly was thrilled that he had some stamina. He had a tight grip on her hips and was slapping his nuts against her clit which was also getting her off. Actually, having a nut sack slapping her clit is what she loves about that position. The only thing that makes it even better is if the nuts are shaved and kind of stick to her clit for a moment. Unfortunately, Rick’s balls were unshaven.
She could feel sweat dripping from him onto her back as they fucked away. He really starting fucking her furiously. Kelly could hardly catch her breath she was cumming so hard. He grabbed her hips so hard that it was painful and pushed his cock with all of his might until he slammed into her cervix. Kelly had to push back on the balcony railing so he didn’t send her swimming. Kelly screamed and sprayed a huge orgasm onto the floor of the balcony. At the same time, Rick blasted his load into her cunt.
Rick fought to keep himself upright. Kelly’s knees started to buckle and he helped hold her up. They stayed coupled as long as they could. Kelly’s heart rate and breathing finally returned to normal and she complimented him on a truly amazing fuck. He shared that he found her body incredibly sexy and he loved that she enjoyed, and kept up with, such a wild fuck. Kelly continued to enjoy being outside while Rick held her body. Eventually, his cock shrunk and slipped out. She felt his cum load follow and drip to the floor.
They stayed out on the balcony. Rick leaned on the balcony next to her and they made small talk. After a bit, Kelly dropped to her knees and sucked in his limp cock and licked him clean. After she cleaned his dick she stood next to him. They embraced and kissed passionately for some time. Kelly’s pussy was still wet and Rick’s cock had begun to grow. Kelly reached down and started to play with his cock. Their conversation returned to sex and Rick shared that he really wanted to tit fuck her.
Kelly went inside the cabin and laid on the bed on her back. Rick followed her. Kelly told him to run to the bathroom and grab some lotion. If it’s something he really wanted to do, she wanted to do it right. He squirted lotion in her cleavage. Kelly smashed her boobs around his cock and he started fucking her tits. Kelly was licking the tip of his cock on his upstrokes and doing everything she could to get him to the finish line. Kelly guessed he fucked her tits for close to twenty minutes or so but he finally hit full boil and proudly announced he was going to cum all over her tits. He grabbed his cock and she let go of her boobs. He pumped the hell out of his dick and he dropped a small load right into her cleavage. After he came he collapsed onto the bed and quickly fell asleep. Kelly left him there and got up to pee and then washed her twat and her chest. She realized it was time to get back to Cindy and me.
He had some dribbles at the end of his cock. Kelly licked them off and sucked his cock into her mouth. He woke and smiled at the sight of his cock in her mouth while she was looking up at him.
Kelly knew that I knew what was going on, but she didn’t have a clue about how things were going with Cindy (although she had a pretty good idea that I would have things covered and leave her with nothing to worry about). Kelly was thrilled when they returned that everything was cool with Cindy. She was surprised to hear that we hadn’t done anything sexual before she and Rick returned. I explained that Cindy and I were actually deep in conversation.
Once we were all caught up with our stories of the evening I rolled Kelly to her back, hiked her legs up and slammed my cock into her. I dropped a small load, pulled out and we fell asleep where we laid, both of us in one small bed.
The next morning the ship was docked at The Bahamas. When we had boarded we signed up for a snorkeling trip. We found the dock to report to and a group of probably twenty of us headed out on a deck boat to a beach a couple of miles away. They had a pail of rum-based drinks that they ladled out to everyone on the boat (who were all adults and looked to all be couples). A three-man reggae band kept us entertained. It was all pretty schlocky but a hell of a lot of fun. The leader of the band worked in “It’s not the size of the boat, it’s the motion of the ocean” about every twenty sentences. He was doing all he could to flirt with the ladies and dial up the heat. Kelly informed me that the singer had a “huge package”.
We arrived at the beach. Kelly was wearing a triangle bikini top and a thong bottom under a pair of tiny cut-off jean shorts. She slipped off her shorts on the boat, we gathered our equipment and the guys gave us a hand, disembarking from the boat. Kelly felt a hand work its way from the back of her thigh up to her butt cheek as she stepped off. The black crew member gave me a big grin and a wink. I winked back.
After a couple of hours of snorkeling, swimming, and sunning, the boat’s whistle tooted, calling us back. Kelly had not just a hand on her butt, but a full-on ass-grab, squeeze, and fingers in her crack as she boarded. This time she stopped, turned around and gave the guy a big smile. We had a quick sandwich. The band started up and the bucket of drinks was ladled. They were significantly stronger for the return trip. For the return trip, the boat was also going much slower. There were about a half-dozen women in bikinis and they all looked pretty good. Soon the crew guys were pulling girls up to dance. Of course, it was the bikini girls first. The singer was also dancing with them at the front of the boat. The drink ladle was working non-stop.
They had a little conga line up and down the aisle. Kelly had a crew guy behind her with his hands low on her hips and grabbing her butt every chance he had. As they would make the turn at the back of the boat, he’d slap his hand on her crack and wiggle a finger at her vagina. Kelly wished she could strip naked. Shortly after the conga line, they set up a limbo pole. It was ladies only. It was pretty funny. We had been traveling for maybe an hour and everyone had probably a half-dozen drinks by then. The girls were loopy. The guys were trying to get the ladies heated up and it was working. Girls were humping their crotches on the singer’s thigh (he was seated on a stool) as they waited their turn to limbo (Kelly told me later they were humping his leg because his big cock was running along his thigh and they were riding it). Kelly enjoyed her turns to ride his leg.
For the first pass, they had the pole fairly high but the girls had their knees spread wide and were bent far enough back that it looked like tits could spill at any moment. The guys were loving the show. We were drunk, the girls looked sexy as hell, and they were all pretty turned on.
They dropped the pole pretty low on the second pass. Girls were falling backward. Legs were flying in the air. Legs spread far enough that the bikini girls were flashing everything from pussy hair to pussy lips. The crew was very handsy when pulling the girls up. One girl grabbed one of them right in the crotch and got a handful of cock. He let her play with it for a minute. He had a lump in his shorts after that and several girls got a feel, Kelly among them. Kelly was the last to go and they dropped the pole a little lower. She looked like she might actually make it. Her knees were so wide that her cunt had eaten her thong. It was only covering her clit and her vagina entrance. Her wet lips were on full display and guys were jockeying for position to get a look. One boob took a zig as her top zagged and it was loose and on full display. She had gone far enough that her tits were under the pole. They pressed the pole down onto her chest. Kelly was laughing, the whole boat was laughing. One of the pole holders said her bikini was in the way, that’s why she wouldn’t fit. He was telling her to get it out of the way. Kelly figured what the hell? She pulled the bikini top up and over her head giving the whole boat a good show. Cheers from everyone. The pole raised and Kelly triumphantly made it under the pole and “won” the contest.
A drunken dance party ensued as they got most of the men on their feet. Everybody was trying to dance with Kelly. A couple of other girls got into the spirit and took off their tops. B-cups, but very nice boobies to see! It was the women who kept feeling up Kelly’s tits as she danced her way up and down the aisle.
Kelly was dirty dancing with one of the crew guys at the back of the boat. She was facing him and his hands were all over her ass with his fingers buried in her crack. She pulled his hands to her boobs and then held them up as he sucked her nipples. Kelly was very turned on having this guy’s large black hands all over her body. Kelly turned around and he was holding her boobs. Several folks danced past, men and women, and sucked a nipple on the way by.
They were right next to me and I saw she was doing a reach-around, grabbing his dick. I had one of the topless girls backed into me, and I was playing with her boobs. Kelly turned back around facing the guy and pulled me in. I had to release my topless girl. The three of us formed a circle. She pulled one of his hands toward her and pushed it into the front of her thong, which pushed her thong down onto her thighs. He was looking all around trying to see if he would be busted. He worked a finger into her cunt and Kelly came in moments. I had to hold her up. He didn’t let up and got her off a second time. She pulled his hand out, pulled his hand to her mouth and sucked herself off of his finger.
We were close to the dock and the party wound down. Kelly had pulled her thong back into position but couldn’t find her top. Soon folks were being offered a hand to leave the boat. Kelly held us back to be the last folks off as we looked for her top. Finally, the singer waved it at her. He got a big topless hug and a handful of ass as payment (as she humped his dick again). Kelly gave her crewman a big hug, smashing her tits into him and whispered in his ear, asking “Is there any place we can go to fuck?” Kelly was drunk and this guy was in the business of getting ladies drunk and horny. He had fully succeeded and graciously declined that it wasn’t possible. Reluctantly, Kelly put her top on, having no clue how many people walking on the pier had seen her topless.
We got back on the ship just in time to dress and head to our dinner seating. I had to help Kelly shower and get dressed. She had a low-cut, fairly short sundress and we skipped the undergarments. She was too wobbly to wear heels so she went with sandals.