Chapter 143: Cruising

What else is there to do on this boat besides play grab tit in the pool and throw grapes at girls who want to show of their wet pussies, but aren’t ready yet to do more than that?

I had that question answered as I looked off to the side to see a pair of jet-skis racing along beside the cruise ship. Further out into the ocean was one of those speed boats pulling two people parasailing.

Now that is an interesting thought. How would it feel to ride a jet-ski wearing only a life vest or hooked to the parasail harness? I could really show off my junk that far up in the air if we ever got close to the boat.

Deciding jet skiing would be more fun I followed the directions down the bay where they were letting people take out the jet skis. At first, they told me I was too young to drive one myself at fifteen, but I could ride one with someone sixteen or older. When they went to charge the ride to my room they told me that I could take one out on my own if I wanted.

Given my still way too skinny body I was given a life vest for girls. It may have been supposed to be gender neutral, but it had a heavily padded strap between the legs and very thickly padded chest area. I didn’t see any other boys my size being given this type of vest.

The rough material of this vest must be rubbing the nipples on girls having breasts that needed more than a training bra. I bet the strap does some interesting things as well.

One of the people checking the vests told me, “You can get a different vest if you want it, but take it from me, you want this one. You would be beating your dong painfully otherwise since you don’t yet have long enough legs yet to protect yourself and your nuts.”

If you say so.

He turned out to be right. The seat of the one-person jet skis wasn’t very padded like the ones for two or three people. If my dick had been shorter I would have been fine. As it was I felt the thick pad on the top half of my dick each time I hit the water after jumping off the wake from the cruise ship. I ran the heck out of the jet ski until I had to take it in. They made it not go faster than a quarter speed when it was low on fuel so I could see the light blinking to take it in to get fueled up.

That is barely fast enough to overtake the cruise ship to get back to the bay.

I headed to the back of the line to wait to get one to take back out. When it was my turn I saw I was given a three to four-person jet ski. As I was shown the slightly different controls I noticed a large line of boys and girls waiting to ride double or triple. Most were too young, but I did see some girls that looked like they were sixteen or seventeen that didn’t weigh enough to be able to ride alone. Since I had been having a blast anyway I didn’t want them to be stuck not getting to go out too. I put up two fingers toward the kid line. I got a boy and girl that came hurrying over. Since they were both completely dry I guessed they had been waiting a while. Neither of them had a strap between their legs. I saw the boy hadn’t even begun puberty and the girl only had a light shadow between her legs. The only thing I told them was that the boy had to be in back even if our life vests would keep his dick from touching me at all. After we all went into the drink, when I hit a wave wrong, I did relent because the girl was so cute when she begged to sit in front of me so she could try to drive.

I’m being a bit of jerk, aren’t I? That strap has my dick and butt crack covered. He could have a dick as long as mine and it will only touch my leg or butt cheeks at most.

Until they made us come in I let each of them drive some. I made three more runs taking out two to three kids at the same time. Once we did have an issue with the boy’s boner poking into the back of the girl sitting in front of him when I had three kids on at once. It wasn’t that he was all that long or anything, only that when we bounced the girl would slide back into it. The two girls whispered a lot while we took a swim way out ahead of the ship.

Ok. We all need to take a piss after all of the bouncing around.

A bit of shifting around had the girl that had been complaining up in front of me taking a turn to drive and the other girl in front of the boy. Both looked happy about the arrangement until we were told to come back in.

When I was waiting to go out again I was talking to two sisters. Both had a nice set of softball sized tits and closely trimmed shrubbery. The only difference between them was the younger sister didn’t have quite as large of a triangle over her pussy, a smaller butt and was a few inches shorter than her sister. Both were behind me as we started out. Since they both had very strong thighs the older sister only put arms around me to hold on tightly when we caught some air or I did some sort of trick move that spun us around. The rest of the time her hands were in my lap. At first, she just grazed my dick. After we all took a break to pee in the ocean she started fondling as much of my dick as she could touch with the strap between my legs. Not enough to get me hard, but enough to get me wondering how nice it would be to get my dick free of the strap and under her butt when she drove. She seemed to be thinking along the same lines.

As we moved around to let her drive I was sandwiched between the girls. She was driving it hard through the waves, and then we ran out of gas. The warning light never came on. A few minutes after the ship slowly passed by us the speedboat came up next us. It had a special lift to get our jet ski into their boat so they could fuel it while we enjoyed some cool drinks.

“Sir? If you want to keep that life vest it is cool, but we have a girl that could really use it. We have one here that is the same size without the strap between your legs,” one of the crew told me. “On the ship they have said how much you have been taking the little kids out so they are going to keep giving you the three and four set jet skis to take out. No need to worry about getting racked up.”

Sure. It will make it easier to see if the big sister wants to ride me while she drives.

I noticed both girls got a big smile on their faces as the older girl got in front, me in the middle and the younger sister in back. Being well ahead of the ship again we had time for the older sister to play around in the waves without having to run it hard to catch back up with the ship.

The younger sister put her mouth next to my ear to say, “Sis needs to get a dick inside her so bad she is ready to start complaining to mom that she is going to screw our cousins. Problem isn’t that we can’t find plenty of nice long dicks to do the trick. Anytime she finds a nice one she chickens out when they start to push into her enough to pop her cherry. This is kind of the last thing to try. She really wants your big dick inside her. I’m going to get you hard and have it lined up with her cunny. You need to grab her hips to hold on when she hits the throttle.”

Once I was rock hard I found it easy to see the older sister was more than ready. When my hard dick touched her back she put the soles of her feet against the side of our jet ski where her legs had been holding onto before. It caused her butt to come up as well as push her knees out to the sides. It took us a few tries to get tab D into slot P at the right angle. I could feel her vagina stretching around the head so I grabbed onto her hips and she gunned it.

Why the heck would she do that? I was barely inside her and just one bump will pop me out. Duh! Or bump me way in!

Turns out that was her plan all along. She had moved her feet back onto the place for them on our jet ski and used her strong leg muscles to keep her pussy lips closed tightly around my dick. She hit a huge wave that had us go way up in the air. When we slammed down hard into the water her pussy slammed down onto my dick. We could both feel that she couldn’t take all of me inside, but that didn’t seem to matter to her since she used her legs to keep it from bottoming out on each wave. It didn’t take long for her pussy to loosen up and get slippery enough that my dick was sliding around inside her like ball bearings in a clothes dryer. At times she was hitting the waves at just the right speeds to have my dick jackhammering her pussy so fast that I don’t know if she came once or dozens of times. Whichever it was she said it was her sister’s turn once we got way out in front of the ship again.

Letting the older sister keep driving I moved around to be in the back. The younger sister lifted up, got my dick aligned, pushed down to get it pushing against her cherry and was just about to jam down in it when her sister gunned it. All I could do was to hold onto the girl’s hips. The girl must have been leaking her juices on my dick like a soaked towel being rung out. If she hadn’t, when my dick pushed deeper into her extremely tight pussy my dick would have bent painfully. As it was the older sister had to find some jack hammering waves to get me as deep inside her little sister as my dick would go. When we stopped to all to look, I saw I had three inches that couldn’t get in her sister’s shallow vagina.

I can get used to the idea of my dick being too long to all fit inside a girl instead of too short to even hit her g-spot.

A few more minutes of bouncing around and I didn’t know which of us was in more pain. A big hard hit into the water jammed me all the way into the younger sister. I could feel her pussy squeezing tightly on my dick it hurt her painfully. I didn’t want to have that happen to her again so I got my hands under her butt. When we went airborne again I pulled her up off my dick. To me it felt like I moved incredibly fast. It seems that the waves were faster.

I barely heard her scream out over the noise of the engine as my dick was shoved all the way up into her ass. I had my hands under her to pull her off my dick the next time we went airborne only to be able to pull out the three inches. That was slammed right back up inside her. We tried three more times to get me out of her butt before finally just going with it. She would push up off me as far as she could and let the next wave slam me all the way back in. I managed to cum in her ass right before the light came on telling us to get back to the ship. Both girls gave me a big kiss before they quickly headed toward the elevator.

When I was waiting in the line I saw the older sister turn around to get in the queue to go back out, the younger sister came over to get my attention.

“I was wondering if you might want to go up to my room to finish what we started in a softer, less turbulent setting. You took two of my virginities in under five minutes. While my older sister likes to do everything hard and rough, I would like to try it again gently. She won’t be back until they say it is too dark to go out anymore, if even then. The only bother we may have is my little sister, only not the way you may think. We will probably have to see her getting it on with a bunch of different boys and even some of the sleazy men that like young girls. If we didn’t have a deal with our parents that we would only have sex in our room I would ask if we could go to your room. The Jet Ski was a technicality as we weren’t on the boat when you had sex with us.”

She seems to have her head on straight and is smart enough to realize she has a good argument if anyone saw her fucking me and tried to bust her.

When we got to her room she was dead on about her little sister getting screwed by sleazy men. One was pounding her pussy from behind as the other was getting blown. Both went completely pale when we walked in. If they had needed to throw on their clothes they would have knocked each other out. Even naked they looked like there were two cockroaches munching on cake in the bottom of a metal mixing bowl when the kitchen lights came on. When I saw their two little boners I started laughing out loudly. One was a bit fatter than mine, but neither were more than four and a half inches long, if that.

The girl must only be able to get short dicks inside her without pain.

When the angry little sister turned to go off on us I noticed why. At most her chest was two half cherry tomato sized nipples on top of a half dollar sized pillow of tit, when she was sitting up. On the sides her of cum crusted pussy showed she only had a few short, straight dark hairs.

When she came over to reach for my dick I said, “Sorry kiddo, but your sister has dibs. Plus, you are too young for me. I have a cutoff at fourteen, or at least a girl who is fully developed. You aren’t either. If your sister isn’t freaked out by it I don’t mind if you stay and watch, just no touching. Watch closely. You might pick up something that will help you get off better than just being a cum dump for sleazy creeps like the two that just left.”

She gave me an evil dirty look as I picked her sister up, put her on the nearest bed, and dove between her legs. My tongue was paddling her pink canoe hard as I used my middle finger to try to keep her canoe from sinking. Unfortunately, all that did was make her canoe really start taking on water. Soon she needed something bigger to plug the hole in her pink canoe. The middle sister was babbling away incoherently when I shoved my dick into her soaked pussy. She had no idea her vagina had stretched enough to now take all of me inside her velvety dick heater. I gave her long, full strokes at a good pace until she came the third time. Since she wasn’t really in the real world right now I pushed her knees to her chest as I worked to get myself off.

To further mess with her twelve year old sister’s head I linked her to all of the feelings her sister and I were both feeling as we fucked. When her sister came, so did she. When I started to fill the middle sister up I was staring into the younger girl’s eyes as she tried to push away the ghost she was feeling pushing down on her as he came. Her eyes went wide when she realized it was her sister’s pussy that was making hers squeeze in climax around my spurting dick. I gave her a big grin when she got on the bed with us to watch, and have to ghost let her feel, as I pulled my dick out of her sister.

When I pulled my dick free the middle sister rushed for the bathroom and locked the bathroom door. We heard her let out a long, very wet fart before the little sister rushed to turn on some music on her iPod.

“You don’t want to hear what is coming next,” she told me. “I don’t know how you managed to hypnotize me so I could feel what it is supposed to be like with a boy that cares about the girl feeling nice when doing it. All the men and boys are all done in a minute or two. Can I clean you up? Please? After how sweet you were to show me what I had been missing it is the least I can do.”

Before I could answer she had me on my back with her very red, albeit very wet, pussy winking at me only inches from my nose. I was about to push her away when I felt something very wet and cold wrap around my dick. My dick was soon as clean as it would be if I had taken a shower.

“I snagged a pack of unscented wipes from the baby bag to do quick cleanups. It is pretty gross having boy stuff leaking out of me. My juices are all I need to do it with any of them,” she said before telling me to scoot over and turn on my side. “I have never slept naked with a boy. Sis is going to be a while, so can I spoon up to your back? Please?”

I wasn’t even tired. Still lying on the outside edge of the bed facing away from the girl didn’t seem all that risky if their parent’s walked in. She still had enough baby fat on her belly that her breast buds and mound couldn’t get in close enough to me to even touch me. She even pushed her hand underneath mine to have her hand on my chest, but not be able to wander unless I let her.

It was dark when we awakened to the sound of three women and one male whispering.

“He is the best I have ever had,” whispered the oldest daughter. “I couldn’t even keep going until he was finished.”

The woman mentioned, “He is the only one you have ever had. Well, at least the only one with a penis bigger than a seven year old.”

The middle daughter said, “Well miss crazy here was in such a hurry to have me lose my virginity that she ended up causing me to lose two cherries to him. When he could tell he was hurting me he tried to lift me up off his penis. He managed to do it too. It didn’t quite make it to safety like he planned. It found another place that could take his full length. He genuinely cared for how I felt and that I was hurting. Only by my insistence did he continue doing me in the butt. When we got back to the room here ... well he ... I can’t even describe it. He licked and fingered me so much that I didn’t even notice he had his long hard penis buried into my vagina. There isn’t any way for me to even try to guess how many orgasms I had before he finally got his.”

“So, it seems mister smooth here completed a trifecta of my daughters in less than twelve hours,” a man said with a bit of aggression in his whispers. “But she is only twelve. She is too young to be having sex.”

The mom replied, “Dear, you are completely out of touch with reality. She has bedded nearly every boy with a penis between three and five inches long provided it is no bigger around than your meaty middle finger. When they were unable to keep up with her needs, she has been finding men with pencil dicks. She is already on her third pack of wet wipes in three days. Should she have found a way to coerce this boy to have sex with her then she chose very well. It seems he is a very capable and gentle lover to show her what her body really needs. So far no boy or man she has bedded has the stamina to last long enough to even try to get her there.”

“Hey everyone,” the girl said from behind me as she pulled the sheet off us as she sat up to stretch. “Mom is right dad. He showed me all the wonderful things my pussy can get from a dick, mouth and fingers. Too bad he showed me with sis’s pussy. He refused anything I offered to do with him because I wasn’t fourteen or at least fully developed. It really blows too. He has a beautiful long dick, which would be a perfect fit inside me. If he did what I watched him do with sis then he probably would take me off to the wonderful places she got to go as I watched. I wanted to play house with him badly. Instead we compromised to play an old married couple. Now that you see I’m safe with him can you get out before you wake him? I want to see if he will take a shower with me. I never had any of the boys or men do that with me before.”

She carefully slid out of bed and there was some quiet discussion with her parents. The place in my head told me it was now just the youngest of the three sisters in the room with her mother.

“You can open your eyes now,” the mom said. “Any boy that can wear out my oldest and have my prudish middle daughter demand you use her anus to get your climax will be subjected to my personal review. My husband was far from being a spring chicken when we married. Now seventeen years after conceiving my first daughter he is even less able to keep up these days. We have an agreement. The stories my two eldest told me has me needing to fuck that I would literally kill my husband. So how about you give my daughter an encore performance?”

You do know that you are as fertile as your two older girls, right? If my dick goes inside you then you will all three be pregnant at the same time.

I opened my eye to see a woman who could easily pass as being the girl’s oldest sister. Other than some slight sag to her breasts, and a bit of baby weight from her last child, she looked great.

Having been woken up by them coming into the room I didn’t have my usual boner. It didn’t take the woman long to remedy that for me. I kept trying to go down on her but she wasn’t having it. She told me she couldn’t be any wetter than she was now and didn’t need any foreplay. She was hornier than she had been in over ten years.

I pulled the youngest of three girls over to whisper in her ear that it was going to be just like before with her sister except she would feel it all right from the start. After I got a big kiss on the cheek she moved up behind me like her sister had done when we rode our jet ski earlier. Using the place in my head I linked her mom and my sensations from sex as well as our orgasms. The girl pushed her body tight to my back with her arms locked around my chest. Her legs were just the right length to be on top of mine with her knees behind mine. I got a kiss on my neck or cheek each time she climaxed along with her mother. Not once did she try to get any contact on her clit or get her cherry tomato sized nipples to rub against my sweaty back. She hung on as I fucked the shit out of her mother until her mom was begging me to cum inside her. She hadn’t gotten off so many times in a row or had one anywhere near as strong. My getting to go until I came inside her was the only way she knew to show her appreciation for giving her what her husband or other lovers couldn’t

If my shield wasn’t pulling in the energy to keep my muscles charged up I would never be able to have this girl on my back while I kept pounding the shit out of her mom.

When I came, all three of us did. My balls pumped out the sperm I knew was going to get this woman pregnant before she was able to get up the energy to move off the bed. I saw that the zygotes in both older girls were going crazy as their cells split much faster than I could see.

The mom passed out when I was pulling out of her. Her daughter led me into the bathroom, turned on the shower and then reached for my limp dick. Given her use of wet wipes before, instead of her mouth, I let her move to the toilet and aim me as I peed. I was rock hard as she finished the second, full length squeeze of my dick just before she shook off the bit of pee. She moved me back and dropped down to pee herself as I got in the shower. After we were both squeaky clean, she pulled me down to give me a big kiss on the lips.

“Twice now you have shown me what it is supposed to feel like to have someone make love to my body instead of just dumping a load inside me as fast as they can without even asking if I liked it. Thank you so much. I wished I was older so we would do it for real,” she said just so I could hear her. “I’m going to go move into my parent’s room for the rest of the cruise. I’ve been a complete spoiled little slut since I was ten and total bitch to my older sisters for almost as long. You showed me I’m still a little girl who wasn’t ready to start having sex. I only started screwing to make me feel kind of good inside since my clit doesn’t do much for me like it does my sisters. They Jane off all the time,” she explained.

Looking in her head I saw the problem immediately and why I was able to make her cum, but no one else did. While I made it look like I was giving her a hug, I was supporting her as I pulled out the bad energy around the place in her head that were blocking the signals from her clit, vagina, and g-spot to make her climax. She went limp as soon as I started to pull that energy out. I let the water carry it the bad energy down through the metal of the boat into the ocean.

Once I released her from the hug I turned her so that her back was to me. I put her leg up on the side of the shower and tub combo. Taking her fingers, I moved them to her clit and started them rubbing in a lazy circle. As she started to wake up she realized there was something different going on down there now. I watched as the signals weren’t being muddied up anymore. In under a minute she brought herself off for the very first time. A cold shower was needed to keep her away from my dick. Once I had her dried off she climbed in bed with her mom. I headed out to find one of the lounges that served dinner until one in the morning.

I never even noticed I still had my room key securely on my arm. Someone really put some thought into making sure the room keys didn’t get lost.

Even though food, sodas and alcohol were included in the room package, they still needed to know which room I was staying in. I didn’t know why they had me sign an open check until after I had eaten my fill. It seems they do have to track every bit of food and drinks to keep the bean counters happy that the staff isn’t pulling something. I had planned to go sit and watch the ocean from the balcony in our stateroom, but a young women in this restaurant had other ideas.

When I got outside the lounge a group of very hot looking women told me I had to at least go dancing with them tonight before I could go run off somewhere.

Like I have any clue how to dance? I never went to dances at school. I don’t even know any of the dance moves to any songs except “The Macarena” and “The Chicken Dance.” I doubt those are on the dance music selections where these women are taking me.

While I knew the man in the machine didn’t put how to dance in my head, my martial arts training soon made me find that not actually knowing had to dance didn’t matter all that much after all. I think part of it was because the bass from the music gave a good beat to move to. Another part had to be from the alcohol nearly everyone was drinking. Still, most of it was because the dance floor was half the size of the bar and the place was packed with naked adults and older teens. They weren’t about to let me in at all. Since the guy at the door seemed pretty cool he did at least check what room I as staying in before telling me to go find a kid’s dance club.

Seems that my room must be so expensive that they don’t even want to question not allowing me to do whatever I want, to whoever I want, anywhere on the ship I want. Well within reason.

The women that pulled me in here found us a rounded couch table. We were handed special towels that went over the cushions as well as light colored ones to use to dry off the sweat from dancing. I was pushed in first and the women get in from both open sides.

Can’t complain about being the meat in the middle of a woman sandwich.

Once I had enough drinks to let me feel really nice, with my shield keeping the alcohol from getting me drunk, they started questioning me.

“How many girls have gotten lucky with you so far on this cruise?” “Are you ready to move up from girls to real women?” “You ever have someone teach you how to eat pussy?” “Is your dick really long like everyone is saying?” “Think you can last more than a few strokes in a hot, wet pussy?”

Seeing no reason to change what had been working well for me since I came out of my coma I said, “I think I have to have sex the first time to know if I will go off as soon as I push it in. I do have a lesbian best friend who sleeps over a lot. She doesn’t have any interest in my dick and neither do her lesbian girlfriends. Sometimes the mood hits them when they are hanging out at my house. The girls all say they cool with me jacking off while they eat each other. They gave me a lot of instructions on what to do. It really sucks that I didn’t get any hands-on instructions. One day I hope find out if I can remember anything they told me about where to lick and how to do it the right way.”

“Well you already know more about a woman’s body than any guy who has been between my legs,” the woman on my left said. “I can put their fingers on my clit and tell them to how to rub me only to have them poking into my vagina seconds later.”

“Bullshit David. We have heard from quite a few teen girls, and one woman, on how well you know your way around a woman’s body. They all say you have the stamina of a porn star,” a deeply tanned dirty blonde said from across the table.

Smiling I rebutted her with, “Who were they? I really need to go thank them for talking me up. I really do want to get my cherry popped on this cruise if I can. Then again, my lesbian friend comes up with some wild fantasies when she is using her battery operating girlfriend. More than once she had said she was sure I sneaking was getting a piece only to find out that she had fallen asleep with one of her rubber lovers. So did these women really give me great reviews?”

The same woman replied, “I watched the woman walk out of her daughter’s room with her arm around her youngest daughter’s shoulders for support. She had been screwed so hard that she didn’t even notice the juices leaking out of her to run down her legs. There was no questioning that she had gotten laid recently. Both her and her daughter said you had done the deed. I know she had a deal with her husband because he can’t quite do the job anymore.”

“Looks like he was able to do something for her,” I said back as I started to see the lights come on, at least dimly, in the eyes of most of the women at the table.

These women didn’t drink even half of what they pumped into me. Are they really this dense that my being discrete is so hard for them to get?

The one who had called bullshit on me didn’t seem to get the hint. It took the women next to her leaning in to explain things, twice, before she finally got it.

“If I hadn’t been looking at your face, I would never have believed anyone who said there was this damn well off kid here that was discrete and well hung. Kid if you have the stamina I heard about, you are going to get as much pussy as you want from ten and thirty, or older if you are more into the mommy scene,” the woman on my right said.