Seagulls glided above the pier as the boat departed. Kapp'n left the town of Columbia behind, with me, the Mayor, and Isabelle in tow. This was the start of our little tropical vacation. I was excited, and so was Isabelle, until...

"Hch hch hch hch hch hch BLAAAAARFFFFFFF"

I rubbed the poor doggy woman's back as she was sick over the side of the boat.

"Yarr, seems yer lass there is seasick, matey. She ain't got 'er sea legs yet, ho ho ho." Kapp'n observed.

"I'm s-sorry, Mr. Mayor... I thought I'd be fine on- hch hch hch hch hchh BLARRRFFFFFF.... on a boat... this is ruining your vacation, isn't it?"

"Our vacation, Isabelle, and no, you aren't. You'll feel better once we get to the Island, I know it."

"Arr, mayhaps a sea shanty-"

"Hch hch BLAAAAARRRFFF!"

"Er, pr'aps I'll jest be sett'n th' most d'rect route..."

It was another 20 minutes before, at last, we arrived on the Island. I didn't really know where it was. My only clue was that it was somewhere in the ocean. Even given a map, I probably couldn't find it.

"Here ye are, me matey an' 'is lass. Head on in, me wife'll give ye the welcome. Tell 'er I says hi, har har har!"

This gave me pause. "You're not coming in, Kapp'n?"

"Arr, I gots a full day ahead of me, matey. Can't be sitt'n all day when there's seas ta be sailed! Off I go! Have fun with yer lass here, har har har!"

And with that, the sound of his boat's engine followed him off the horizon.

Isabelle hung off my arm, finally getting steady after all the boat's rocking.

"Feeling any better, Isabelle?"

"Nfh... a little, Mr. Mayor, but I think I might need a nap when we get in."

And when we got in, what a welcome we got! Leis and everything. Leilani herself, as I learned Kapp'n's wife was called, was quite the beauty, especially for a mother. Her baby weight only added to her attractiveness. Her smile conveyed all the welcome that the Island had to offer.

"There be much to do on our Island. I hopes you an' yer lass enjoys yersel's, har har!"

What had been very salty words in the mouth of her husband seemed to become a refreshing beverage of words in her mouth. I was very impressed. How had Kapp'n landed such a ringer of a wife?

Isabelle's seasickness was thrown off, and her tail wagged excitedly through the hole in the straw chair as she slurped at a reinvigorating fruit smoothie. "You're so nice, Mrs. Leilani! Thank you! There's so much I wanna do!"

"Yarr! That be the spirit! We be havin' all kinds of tours, so ye'll 'ave an 'ard time bein' bored here, har har."

"What do you want to do first, Isabelle?" I asked my excited secretary.

"I wanna chase something!"

"Arr, ye'll be wantin' th' bug chasing tour, then, ya will. Ye'll meet ol' Tortimer thar, him as was was mayor o' Columbia afore ye."

This was even better than I thought. I had all kinds of questions for the old coot. Why'd he allow me to become Mayor? Did he know something I didn't?

A long walk later and there we were. Tortimer, as the name implied, was a countlessly old tortoise, of the kind to wear a straw hat and a hawaiian shirt everywhere.

"Mr Ma- er, Mr. Tortimer, sir!" Isabelle shouted when we were in talking distance of the old man. I'd forgotten she'd been his assistant too. I hoped she wouldn't have problems with divided loyalty.

"Ah, Isabelle, you look as young and full of energy as ever. Oh, and is this the new Mayor of Columbia?"

He looked at me closely, so closely that I thought he could see into my soul.

"Ah, a stand-up boy if I ever saw one. This one's a keeper, Isabelle, you remember that. Now, you're both here for the bug hunt, eh?"

The cute little shih tzu bounced like she were made of rubber, a fair-furred superball. "Yes! Yes! Let's chase something, Mr. Ma- Tortimer!"

"Right-oh! Let's get started. When I blow this whistle, you'll only have ten minutes to catch all the bugs you can. Ready?" The shrill whistle blew. Isabelle darted away, but I stayed.

"Bee in your bonnet, boy? Though it won't count towards your caught bugs, ho ho ho!" the wizened tortoise said.

"Why me, Tortimer? Why did you let me become Mayor of Columbia?"

Tortimer and I turned to watch Isabelle run, the joy of speed all over her face, her net up only as an afterthought. "Simple, boy. I knew I was going to retire, and I wanted to be sure it was in capable hands. New blood, new ideas, to help the town grow. Ol' Tortimer hears things, you know. I understand Columbia has quite a few new structures around, yes? It's become a place where flowers bloom and trees grow, yes? Ho ho ho, I didn't make any mistakes when I let you take office."

"How did you know I'd be the right one for this, though? How did you even know I'd be there?"

"Tsk tsk tsk" the old man shook his head, "So many questions. Maybe you should ask the fortune teller when she's next in your town. You've met her, have you?"

I sighed. "News travels fast, does it?"

"You'd do well to listen to what she says. I've known her family of old. Whatever she told you, whatever she gave you, I'd make good use of it... Now are you going to catch bugs, or are you going to jaw an old turtle's ears off?"

"...you don't have ears."

"Ho, ho, ho! So I don't! All the more reason for you to be off and catch bugs already! You've only got five minutes! Go, young'un!"

And so, because of my conversation with the old coot, Isabelle handily trounced me at the bug hunt. I didn't mind. The happy laughter from being the winner made up for it plenty.

Some hours later, having run all over the place, we were both worn completely out, so tired we couldn't process anything said to us, and went right to our rooms. I'm certain I fell asleep the moment my head hit the pillow.

Later thaht night, I woke up, with the normal kind of night urges. Blearily trying to remember where the restroom was, I got up, careful not to wake Isabelle, who was in a very deep sleep. I found it, and as I was working with my pants, my hands brushed against the pocketfull of condoms I'd gotten from Katrina. I'd forgot I still had them. I didn't think much about it, though, and finished what I was doing.

As I was returning to my room, I heard a noise outside. More or less in a dreamlike state, I walked out to see if I could find what was making the noise.

Some distance away, past the trees and flowers behind the comfortable island hut, I found the source. It was Leilani, laying back on a beach towel, laying where an observer wouldn't normally be able to see, masturbating, seemingly oblivious to the world around her as she clutched her more-than-a-handful breast and rubbed her soppy wet pussy. Were it not for the bright moon and her not-stifled-enough moans, I'd never have found her.

What do you do when you suddenly stumble across somebody's wife masturbating? Had I been more awake at the time, I probably would have went back to bed, and what happened next never would have. Instead I stood there and watched, aroused and intrigued.

At last, following a sudden squirt, she laid back, panting. I still couldn't move. So that's what it looked like. My poor brain yelling at me to leave finally got through to my legs right at the moment Leilani opened her eyes and looked directly at me. I froze. I couldn't move or speak.

"Ah! Ye- wha- arr- what're ye doin' out here!?"

She was completely naked, now that my eyes were more adjusted to the dark. She was every bit as plump as her clothed form from this morning had implied. Her breasts weren't as big as Katrinas, and her areolae were smaller, but her nipples were bigger and very erect. I could almost swear I saw beads of milk on them. Her belly was definitely bigger, but not by much, and she had a neat little bush of pubic hair right over her wet....

I was speechless, since these details my eyes were feeding me were starving my brain of any real thought. "Er, um, uh... I... uh..."

I could swear she was blushing, even though it's hard to see color in the dark. "Ye can' tel annyone, an' 'specially not Kap'n! I coul' never live down th' shame if it got ou' tha' a guest'd seen me in th' altogether!"

"Gah! I.. uh... I w-"

Faster than I could track she was in front of me on her knees, like she'd teleported. I wasn't sure now whether I was awake or asleep. "Here now, I'll give ye a good rollin' in th' sand if ye'll keep quiet. No one needs ta know."

My brain gave up as she unzipped me and nearly got smacked in the face from my erection popping out. "O-okay, Ms. Leilani."

"It's been a fair few moons sin' I las' saw a man's knob..." she said almost to herself as she took it into her beak.

My eyes rolled into the back of my head at the suction. Kapp'n was a very lucky man. So was I, for the moment, and I was hoping that luck would continue; there were other people on the island still, and if they saw...

She took me to the hilt in her maw, no trouble. Her tongue was all over my rod as she fondled my balls with one hand. My hands found themselves drawn to her head as she bobbed it, knowing if this went on for much longer, I was going to paint the back of her throat white.

Which I promptly did before I could warn her. "Leilani, I- aah~!"

She made choking sounds as she pulled off of me in a hurry, my cock squirting a couple streams of semen onto her face as she managed to swallow, but she still ended up coughing.

"Of all th' seven seas, boy! Warn a body! *cough* *cough*"

"S-sorry..." My semen on her face, dripping down to her breasts, made sure that I was still rock hard.

"Ah, it's not yer fault, I can tell yer not experienc'd. Ye remin' me o' Kapp'n on our 'oneymoon, har har."

The mention of her husband so casually during this adulterous meeting made me feel uncomfortable, but before I could recover, she laid back on the towel. "C'mon, boy, I knows ye want more than that!"

In for a penny, in for a pound. I pulled one of the lucky condoms from my pocket and, a bit slowly as I hadn't quite gotten the hang of it, rolled it on my erection.

"An' ye had protection a' th' ready. Thoughtful, tha'! Yer lass is a lucky lass, har har!" She spread her wet pussy in front of me. "Now make *me* a lucky lass too, boy~"

I goggled for a moment. Had she forgotten what this was about? Did she care that this was pretty rank adultery? But I was already in this deep, and she looked so inviting. I couldn't let her down. I joined her on the towel, prodding her pussy with my tip before sliding it all in.

She bit her fist to keep herself from moaning so loud as to wake the whole island. Who would have thought a mother could be this tight! I started moving, feeling her pressing against me, the movement feeling so good.

"Ooohh~ tha's right, lad, ye've got it... oooh... I've miss'd this feelin'..."

As I pumped her, I once again saw her breasts, now bouncing from all the movement. My eyes weren't playing tricks, that *was* milk. My curiosity got the better of me, and I latched onto one of the nipples, starting to suckle on it.

"Mmmh~ ah, boy~ yer makin' me right randy doin' that~ ooooaahhrr~"

She was lactating. She was still lactating. Her milk was more delicious than any I'd tasted before. This made me even hornier, and I started humping harder as I kept drinking it in.

"Aahh~ I should've stopped when me daugh'er was weaned, but it fel' so good, I couldn'... keep it up, boy.. yeaaarrhh~..."

I switched to her other teat as I kept humping, the flavor seeming to improve with every swallow. Soon, I could feel my condom starting to fill with pre as I pulled off her breast and grabbed her thighs.

"Haaa haa haaaahh~ Lor', boy, yer pract'lly pokin' me cervix! I'm gonna cum~!"

"M-me too, Leilani"

And with that, I felt the familiar white hot burst of orgasm rack through me as I filled the condom inside her. I came all the more when I felt her pussy spasming against my dick, our laps wet from her womanly fluids. I collapsed next to her, and we panted for a few minutes as we both caught our breath.

"Hahh... hahh... lad... yer lass... she doesn't know what she's got..."

"*Pant* *pant* She doesn't... we haven't done anything yet..."

Some silence passed as the stars shone bright above. It's amazing what post-coitus does for letting you see the colors of the world.

"Leilani?"

"Boy?"

"Why doesn't Kapp'n come ashore? Why does he stay on the boat?"

I don't know what made me ask that, especially since not twenty seconds ago I'd had my cock inside her.

"Er... ah, I guess there's no harm in tellin'... I kicked 'im off. His snorin'd keep us all up a'nights."

A pause. "That's it? You kicked him off the island for snoring?"

"I ain' exac'ly proud of it... ye do things when you needs a night's sleep..."

"And him being away so much... you couldn't get your needs met... and this  happened..." Why was I saying this stuff? How was this happening?

"Arr, aye..."

"Maybe... maybe every once in a while, you should let him back on." Was it the condoms? Was this their doing as lucky items?

"Aye, I owes it t'him, I ort ta say my sorries..."

I sit up, carefully pulling the filled condom off and tying it up. "Don't worry, Leilani, I won't tell anybody anything."

"Yer' a good lad. Thank ye for humorin' a lonely housewife. I'll think about wha' ye said."

And with that, as if nothing happened, I found my way back to the bed. I'd discarded the condom, the only evidence of what had passed in the night.

The next day, Isabelle and I went on all the chases and cruises we could. She definitely had all the energy that I wish I did, and she handily trounced me at everything even without the handicap of talking to Tortimer. Since it was our last day of the getaway, we wanted as much action crammed in as possible.

We returned to the island, and sure enough, there was Kapp'n with everyone. I pretended not to notice, but he and Leilani looked so happy to be in the same room again.

Then that night happened. Isabelle being such a heavy sleeper, she didn't hear the noises I did from the other room. It seems they were enjoying their reunion. Despite trying to sleep, I couldn't help but hear every bit of it, albeit muffled. At last, after several minutes, it stopped, and I thought I could get some sleep at last.

I was wrong.

"SSSSSSNNNRRRRRRRRRKKKKKKKKK! SSSSsssSssssssssss..... SNNNNNNRRRRRRRRRRRRKKKKKK!! SSssssSssssSSssss...."

Needless to say, nobody on the island got any sleep that night.