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SirPrize and MissFortune (newbalogna)

Her taste, her structure, was so familiar to him. He foud the spots that made her melt, licking on them, blowing on them, and even gently nibbling them, while his hands stroked her thighs and held them open.
He gently ground his cock against her bare foot, relishing the feeling of her tiny toes rubbing against him.
 
"Nyaaaaa" She got nice and wet now, her pussy twitching, begging for his cock.
"Oniiiiii. Diiiiiiick. Hyaaan" She squirmed around a bit as he hit every sweet spot she had on her. Her hand drifted down and brushed against his head
 
That's my sister, dreaming of my cock. Prize was rather proud of this moment.
He continued to tease her, hoping to get a good squirt going and wake her up so he could enjoy her feel when she was awake.
He doubled down on his oral servicing of her, unperturbed at how she squeezed his head with her thighs, or bucked against his face.
 
"Haah. Ahhhn. Nyaaaah, HAAAAAAAAA!" She bucked her hips as she came, drenching his face with her juices. Once she orgasm ceased she turned her head to the side and had a satisfied smile on her face.
 
He wiped his face on her belly as he slithered up her body.
"Still asleep, eh sis? You drive a hard bargain."
He angled his cock to enter her.
"I, however, don't make tired 'drive a hard bargain' double-entendre."
Holding her thighs steady, he entered her wet pussy, and began to pump away.
 
She made a happy squealing sound, her body tensing as he penetrated his sleeping sister. Her pussy was nice and wet, sloppy sounds ringing out as he plunged his cock into her. She was smiling as she moaned, her little titties bouncing as he made her his cock sleeve.
 
He moved his hands to gras her hips as he began to buck wildly against her, undulating his chest against hers, kissing her furiously along her neck.
It wasn't long before he was arching and grunting, holding that pose for a few seconds, before slumping against her, panting, his cum dribbling out of her.
 
Once he started really punishing her tight little pussy, she gripped him harder and by the time he came inside her, she climaxed and wrapped her arms around his body
"Mmmmmmm. Being "raped" when i'm sleeping feels so good. There's nothing like waking up to a strong orgasm. And a pussy full of cum. Ahhhhn, now i wanna be gangraped again. Maybe we can work that in later? Ahh, guess we gotta go to that meeting now though, right? Can you carry me big brother?"
 
He bolted off the bed. "Ooo, piggy back ride. I got an idea!" he cooed.
He helped her get dressed, but not before slipping one of the sex toys (Twilight Sparkle's horn) from the suite inside her, before slipping her panties back on.
He then rifled through the mountain of clothes, before finding some mismatched items that fit, albeit making him look like Mr Magoo gone golfing.
He then found the suite coffee maker, and turned it on without putting any water in it, and tossed it into the pile of clothes, making sure that he buried it with some of the more flammable items.
He then hoisted Fortune onto his back, making certain his spine struck the sex toy in her, and they left as the place started to fill with smoke.
He took her down the stairs, partly because the elevators were probably about to go into fire mode, but also so the bumpity bumpity went into her through the sex toy.
As they got down to the lobby, it was thronging with people trying to escape, a large amount of the men wearing only towels as squidy stole their clothes earlier.
They left with the churn of people, Prize certain to grab some towels off guys, and toss them back against the flow of escaping people to make certain they couldn't reach them.
"Where to next?" he asked his sister, still on his back,
 
"Ah, that feels so nice insi-wah!?" She was hoisted onto his back
"Ahhhn, your back is hitting it. I'm gonna get your back wet at this rate big brother"
They started going down the stairs after he started a fire and every step he took sent a shiver down her spine
"Mmmmmmmm! Big brother, you're gonna make me cuuuuuum" She buried her face in the back of his neck and hugged him tightly, her juices dripping down his back. When they got down to the lobby and then outside she started cumming
"ahhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhhh!" Her screams were drowned out by all the other people screaming, her pussy gushing
 
Prize beamed, very please with his behavior so far, and he hadn't even eaten breakfast.
"I doubt you'll be able to walk after that, so do you still want a piggy back ride? You'll have to navigate."
He looked around for somewhere to eat.
Or do you want to have breakfast first?"
He had squidy reach out from storm drains and pickpocket some wallets out of passersby, take the yen, and drop the wallets in the drain, and give him only the cash.
 
"Of course i wanna ride my Onii-chan. Teehee. I am hungry though. We should go find a maid cafe! I wanna touch their butts. We still have time before we need to meet with our clients anyway. Besides, if we're late, what are they gonna do? Kill us? Heheheheheh"
 
Prize burst out laughing. "If I didn't know you, I would say that it's impossible for you to be thinking about sex after that."
But, as always, he happily obliged his little sister.
Still ensconced in the storm drain, squidy now pickpocketed a number of cellphones until it found one that easily unlocked, and presented it to Prize.
"Once you pass Chiyoda park, there's a whole clot of them. They all only seem to be open for lunch, though."
Prize shrugged exaggeratedly, certain to rub the toy in Fortune against his spine. "Your call, babe."
 
"Hmmmmm. Let's see if there are any good ones open for breakfast" She took the phone from him and started looking through it. It took a few minutes but she finally said
"AHA! Found one that's open in around 10 minutes. Should only take us 20 to get there. Here here, go here" She held the phone in front of him so he could read the directions. After he knew where they were going she just started looking through the phone.
"Heheheh. This man's wife sure has big boobs....... Hmmmm" Prize would hear the sound of a camera and then Fortune giggling while typing something
 
Prize seemed a little miffed that Fortune was able to operate the phone with that toy inside of her while on his back. He must be losing his touch.
He tried a silly walk to rub the toy against his spine, but it got quickly tiring.
So he sighed, and just followed the directions, while curious what she was doing with that man's phone.
 
"Hahahahah! Big brother, look look look!" She showed him what was on the phone. She was in the text messages, and the name at the top just said "wife". in the messages Fortune had sent one that said "i can't believe you did this for me. I had an amazing time" and included a picture of her dildo stuffed pussy. His wife had responded as you'd think, with extreme anger.
"Isn't it so funny? Looks like someone sent an incriminating message to the wrong person and then "lost" their phone. So convenient an excuse, eh big brother?"
She laughed and hugged him, throwing the phone onto the ground with a laugh. They arrived at the maid cafe and then took a seat.
 
Prize looked around the place, at the sexy maid waitresses arrayed to greet them, and huffed.
"You know the only sexy woman I enjoy looking at is you, Fortune. These girls I want to have squidy tear apart one limb at a time, but if I do that they probably won't serve us breakfast. Not even sure why I came."
Then he caught a whiff of food, and his stomach growled.
"Oh yeah, that."
He sent squidy out for mischief as he sat at a table, a little glum, as he used napkins to mop down the back of his shirt.
He sniffed each napkin before putting it next to him, and the smell of her juices did perk him up some.
 
"nyaaaaaaa, japanese maids are so cuuuuuuuuuute" They sat down and Fortune looked at all the maids doing their work. One came to, a cute brunette with pretty nicely sized tits. Fortune ordered some omurice. Then when the girl turned around to leave and Fortune reached out and squeezed her butt
Maid-eh!?
She spun around quickly, only to see it wasn't the boy that touched her, but the tiny little girl.
Maid-uhm....you shouldn't touch people without their permission little one
She pat Fortune on the head and bowed to them, then walked away.
"Un? I think she thinks i'm a kid. Probably cause i'm short..... Ahhhhh, she's so cute. I'm gonna do her in the alley out back later. But first, breakfast"
 
There were intermittent squeals coming from here and there inside the restaurant.
Then squidy came, bearing a load of lacey panties, handing them Fortune.
"Did you miss any of the maids?" Asked Prize.
The shadow squid warbled something, and Prize, pleased, dismissed it.
Prize, meanwhile, had been studying the menu.
"Do the Japanese have anything resembling an English breakfast?"
 
"Eeee, thanks big brother" She took the panties from him and hand Pac store them.
"I think they mostly have japanese breakfasts. Probably have bacon and eggs though."
She started speaking in english so the other customers and maids couldn't understand them
"So see any maids you wanna do? Don't kill anyone here though. I want to be able to come back, and dead employees aren't good for business."
 
Prize sighed. "You know the meat is all interchangeable compared to you, pookums. But I can do any of them, as long as you are sitting on her face. Or you could fill them with that dildo while I do you. Or squidy could be your strap on and I'd just watch."
The waitress came, seeming to use her hands to hold the hem of her high skirt as low as possible. Prize winked at her, and ordered the most proteiny thing on the menu.
 
"Thank you nice maid girl" She smiled and started eating her food
"Mmmmmmm! It tastes so good! Japanese food really is the best" She swapped back to english now
"You can watch while i make the girl cum. I don't want to cheat though. I'll just use my fingers, and my mouth. I wonder if i can make her pass out with just that? But first, i'm chowing down" She kept happily eating
 
While Prize ate, for entertainment, he sent squidy out again, this time to tickle exposed nethers of the waitresses as they tried to take orders or bringing out plates. There was a lot of squealing, plate dropping, and upset customers, and a particularly flabbergasted manager.
Prize wiped his mouth with one of panties squidy had collected earlier. "So, how are you going to get her into the alley? I'm pretty sure brute force is not the approach you were thinking of."
 
"I don't need to do anything to get her there. Just watch and learn big brother." She finishes eating and after Prize is done as well she leads them out to the back alley. She waits beside the door, having Prize stand further back, out of the way
"Any minute now....." They waited a little bit and sure enough the maid she had her eye on came out with some trash.
"Hello Onee-chan"
Maid-EEP! Oh, it's you. Hello. Is there something you need?
"I just wanted to tell you that you're a really pretty maid
Maid-oh.... thank you. I'm glad you think so.
"So how do you get to be so pretty?"
Maid-eh? Uhm... I don't really know how to answer that.
"Do you think my boobs will grow as big as yours?" She reached out and touched her
Maid-mmmmn! I'm sure you'll grow plenty, hah. Just eat healthy, you know?
"That's good advice Onee-chan" She took a step closer and kept groping her, making her moan and her legs shake
"Are you ok Onee-chan? You seem to be shaking"
Maid-it's because you're touching my. Ahhhn!
Fortune leaned in and kissed her, a hand going between her legs
 
Prize smiled, and summoned squidy. He had the demon close the door and break off the handle.
Then, he sent it off to find some popcorn. And a folding chair.
He came up to the maid as she was being molested by his sister, pulled out a 1000 yen note from his pocket, and placed it into the top of her stocking, making certain he stood out of the way of Fortune's hands.
Then, he just leaned against the wall and watched.
 
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