New wrinkles

You wake up the next day in bed with Heather. That feels great, but it would feel even better if Katie was sharing your bed too. You'll have to figure out why she's still deferring to Ellen... it rather clashes with your emerging role as her master if she's beholden to big sister also. A servant can't have two masters.

You let Heather sleep since she has the dinner shift and you're opening and working lunch at Ruth's. Although looking at her naked, built-for-sex body on your bed... you can't resist sucking on her nipples for a while to hopefully give her some sweet dreams. It might feel wrong to do this to any other sleeping woman, but by now you know Heather, who'd be diagnosed as a nymphomaniac if there were any psychiatrists in town, would encourage you on rather than feel violated.

Mom says she doesn't feel like cooking so everyone will be coming with you to Ruth's for breakfast. Mom and Ellen have thus far avoided the restaurant where you, Katie and Heather work. That seemed odd, but perhaps it was for the better. Waiting naked on your mom and big sister sounds awkward as hell, but they didn't ask for your invitation, Mom just declared they were coming.

You and Katie clock in since she's working this shift as well. Mom and Ellen make your little sister show them to a table and you get assigned two other tables plus theirs. No one's even at the other tables yet so you are standing there naked as your Mom and big sister go over the menu slowly. Of course they're the annoying kind of diners who have lots of questions about how the dishes are prepared and how fresh the food is, they aren't even being deliberately difficult since you're their waiter, this is just who they are.

"Well, look who it is," Ruth says, walking up behind you.

You brace for this. Your boss is not the least bit shy about... anything... so of course she's going to tell your mother that you're trying to get your 50-year-old boss pregnant. You aren't ashamed of this, per se, if Ruth's dream is to get pregnant then you're happy to make that happen. But it still won't be fun to have your mom know. Ruth is only a little older than your mother, and they even look fairly similar now that you think about it. The last thing you want is your mom knowing you're trying to impregnate a woman not that much unlike herself.

But you couldn't have been more wrong about where this was going. Ruth looks your mother over, and then says, "Hello, sis."

"Oh, I should have known you were this restaurant's Ruth," your mother says as you try to pick your jaw up off the floor. Ruth is your aunt?

"Well it is my middle name," Ruth says, "I haven't gone by 'Stacey' since the 1980s when that name was last in style. It's no name for a high-end restaurant anyway."

"True enough," your mother says. "So I see you've met my son."

"In more ways than one," Ruth says. You groan at her bawdy joke. Well, you suppose Ruth would lean in to the reveal that she'd been having sex with her nephew, rather than hide it. "He's been trying to help me out with something, actually." Ugh, she really has to hint that you're trying to knock her up, even knowing she's your aunt now?

"Oh well I told him he had to get a summer job," your mother says. Good thing her interest in your exploits remains as surface-level as ever, she didn't even notice Ruth's insinuation. "I see you never left the island huh? Must be nice."

"You know I never wanted to leave," Ruth says, "I sent cards."

"Yes," Mom says, "I guess I never looked at the postmark. Well, I'll have a lobster omelet."

And that's that, apparently. You can tell your mom is not pleased to see her long-lost sister. Mom had mentioned that you had an aunt, of course, but only to whine that she didn't speak to her anymore due to some horrible dispute about a stolen inheritance. Was the inheritance this restaurant, along with the stately building on the town square? Surely that wasn't something worth severing a sisterly relationship over.

Ellen orders too, evidently not particularly shaken to meet her aunt. She is always in Mom's corner for everything. The begin to chitchat and you run the orders to the kitchen, where you see Katy.

"Apparently Ruth's our aunt," you say.

"I overheard. Geeze do you nail anybody who isn't related to you? Are we gonna find out Heather's our long-list sister?"

You laugh at your sister's usual sass. "Nah her boobs are way bigger than yours and mom's. Obviously different genes," you tease back.

"Psssh," Katy says as you hear the door chime, "New customers, I gotta seat them. Then go talk to my Aunt apparently."

You feel like your head is spinning but you're on the clock and have to do your job, so you serve your mother and sister and the other customers who come in. Mom and Ellen leave and you know you'll be hearing about this when you get home, but for now you just work out your shift with Katy.

Greg shows up toward the end of your shift, looking smug. It's the first time you've seen him since he and his loser friends chased you and your girls across the beach last night.

"Going to the beach with your sluts after work?" he asks. You don't quite understand how someone could be proud of being a wannabe **** and bully, but it's kind of the law of the jungle here, as you're learning. Some people will be complete assholes if there's nothing to stop them, you knew this back home... but it's being made very clear down here.

"Probably just going to fuck Ruth, come up if you dare," you say. He glares at you, but evidently he doesn't want to mess with you around your boss. You'll take what you can get.

"So what now?" Katy asks you after you clock out that afternoon in the kitchen.

"Let's go have sex with Ruth," you say.

"But she's our aunt!" your sister says.

"Like you're not into ****?" you say bluntly, and Katy blushes, but she follows you up to Ruth's apartment above the restaurant.

"I am into ****," Katy admits with a tone of introspection on the stairs, "Shouldn't that be gross?"

You shrug. It sounds like this is really conflicting her. "As long as it's consenting adults, where's the problem?"

You go into Ruth's apartment and lock the door behind you and your sister. No sense in taking chances. Ruth is on her computer using what looks like accounting software, which hardly seems surprising for a business owner.

"Oh, it's my niece and nephew!" Ruth says, looking over her shoulder then going back to her work, "I'll be right with you."

You feel pretty casual around Ruth's place by now, especially if she's your aunt, so you plop down on her couch with Katy. "Coming up to Ruth's apartment reminds me of that famous line by that old-timey actress, 'Why don't you come up sometime and see me?'"

"I don't get it," Katy says bluntly.

"I think it's a boner joke," you say.

"I doubt it, they didn't used to make sexual references in movies," Katy says.

"Everything in life is a sexual reference, my dear niece," Ruth says, coming over to the couch and sitting between the two of you, "Always has been and always will be. Mae West just had to be a little more subtle about it to fool the prudes. She's my role model by the way... the sassy older seductress. But don't call me older."

That sounds about right for Ruth. Katy giggles and puts her arm around you. You think about commencing things but Katy is such a closet pervert you decide to let her proceed on her own, and sure enough she reaches for your cock and starts to stroke you. You love that she can't resist, even in front of the woman she just found out is her aunt.

"Did you two do anything together before you came to this island?" Ruth asks, watching as your sister's small hand goes up and down on your cock, getting you hard quickly.

"Oh no," Katy says, "We actually hated each other, more or less. This island really brings out the love."

Ruth smirks at how Katy put that, but keeps watching the incestuous handjob. This feels depraved even to you, even remembering what you told Katy about consenting adults. Has this island warped your morality completely? But it's hard to be concerned about such abstract concerns when your sister is stroking you dick, your aunt is watching, both of them are naked and look eager to escalate things. Who are you to deny women some depravity with you? Maybe you should ask Ruth more about her being your aunt but... it's hard to think of such mundane things when your sister's jerking you off.

"Kiss each other," you say.

"Pervert," Katy says, but she leans in. Ruth gives you a naughty look but does the same, leaning over you to lock lips with her niece. You know Katy is bi but more into guys (or you, at least) and you think she's just doing this because of her **** kink, and her submission to you. Both of which turn you on. You don't know why Ruth is doing it, but you don't really care.

Your 18-year-old sister makes out with your 50-year-old boss (and aunt, apparently). They kiss passionately and it looks so perverse, since they're both doing it mostly for your benefit, you think. They're into it though and you can see Katy pushing her tongue into her aunt's mouth. Lesbian ****... a newfound perversion for you.

They kiss sloppily and seem to be going intentionally lower. Or maybe your dick is just getting higher. It's fully erect, so you buck up and jam your cockhead between their mouths. Neither lady objects to the interrupted kiss, in fact, they both start tonguing your cock eagerly. You've never had two tongues on your mouth at once before and it's incredible. Both women lick your shaft, exciting you as to the possibilities.

"Lick my balls, Katy," you say, eager to put your little sister's submissive streak to the test. She looks at you and you think she's about to call you an idiot, but then you feel her lips around your nuts. She is sucking on them, seeming eager to show off how submissive she is. Not to Ruth, but to you.

"Well you're fully hard thinks to little sister," Ruth says, "Let's have some fun."

Katy looks at you pleadingly. "Please... fuck me, sir," your little sister says. You're not sure where this is coming from, maybe she wants to show off her submissive obedience to Ruth. Whatever it is, you like it.

"No, I get his cum, girl," Ruth says bluntly.

Women fighting over your cum makes you feel great. You look to Katy though and she nods. "Okay, Aunt Ruth," she says, "I don't want to get pregnant... unlike you apparently."

Ruth grins and climbs atop your lap. This gives you an idea. "Guide me into her, Katy," you command. Katy doesn't hesitate to wrap her hands around your cock and guide you into your aunt's vagina. You almost cum right away, you're so excited from the depravity. But you can't disappoint your boss... and aunt.

Ruth slides down on your cock, controlling how deep she takes you, but she wants it all. After a few bounces on your dick, you feel your cockhead pressing against your aunt's cervix. Ruth urges you on. "Yes, into my womb, you'd better get me pregnant this time, nephew!"

Far from being offended by this perversion, Katy giggles and helps Ruth ease down on your lap until she's sitting on you, taking your entire length now. Your cock forces its way into her womb and you groan in delight, but look to Katy as if to say "Soon, I'll be in yours too".

Ruth notices though and says "All his cum is mine!" Geeze, this old lady sure is a pervert, you think, but in the moment it just turns you on. Ruth rides your cock, bouncing up and down with surprisingly youthful energy, her mid-sized breasts bouncing on her chest.

Katy watches up close and doesn't seem to mind not getting your cum. "Yeah! Shoot your sperm in her womb! This is hot!"

You groan and fondle Ruth's breasts as she sinks all the way down on your cock again and leans in to kiss you. This is too much and you feel your cock exploding all the way inside your aunt's womb, blasting your sperm deep inside her. Surely this will get even a 50-year-old woman pregnant. You moan into her mouth and realize she's cumming too, moaning back in delight. You look at Katy has fingered her own aunt's clit to bring her off. Damn, your little sister might be more perverted than you are.

Ruth leans against your chest as you feel her pussy milking the last of your cum out into her womb.

"Think you're knocked up, Aunt Ruth?"

"I sure hope so!" she says, and you all collapse into a loving three-way hug on the couch.