On to Chicago

You woke up early as usual, Kylie was still asleep next to you. She would sleep the whole morning away if you let her and as much as you were enjoying your time with Kylie there was a strong pull home to the people waiting for you. You checked your phone, you had missed calls from Amy and Nyx late last night. Calling them back right this second was a bad idea given Kylie's reaction to your relationships.

"Wakey wakey," you said nudging Kylie who had slept next to you.

"Five more minutes," she muttered.

"Long day ahead of us," you said.

"Ten minutes."

You got under the covers and got your head between her legs. She gasped as you ran your tongue up her slit.

"Don't remember ordering a wake up call," she sighed.

You licked around her clit working your fingers in as Kylie grasped the back of your head. Her moans grew louder as she wrapped her perfectly toned legs around your head. Your lovemaking marathon with her over the past few days told you she was close and she tensed around you as you brought her to orgasm shivering as you kept licking and fingering her.

"Mercy," she pleaded.

You stopped and climbed on top of her.

"I've got you in a hotel room," she said rubbing your crotch through your boxers, "like a torrid affair I've dreamt about."

This was a crazy taboo but her, mere inches from entering Kylie again you were willing to give it a try.

"What if Anna finds out?" she asked pulling your cock out.

"I'm not thinking about her," you said sliding into your wife's little sister.

"Dave, you're inside me, it's really happening."

"It is Ky," you said kissing her neck as you started to thrust.

Ky worked her hips against yours with each thrust, her hand on the back of your head holding you to her neck.

"What if Arnold finds out?" you asked feeding into her fantasy.

"I hope he does," she moaned as you started moving faster, "I hope he sees how a real man fucks me."

You grabbed one of her large breasts and squeezed, pinching and pulling her nipple.

"God," moaned Kylie as her pussy clenched around your cock, her nails digging into your arms, "fucking god, yes."

"You like that?" you growled in her ear, "you like your brother in-law's cock?"

"Uh huh," she moaned as she came, "fucking love it."

"Such a sexy side chick," you said.

"I'll do things she won't."

"Start now, I'm gonna paint your face."

"Yess," she hissed as you straddled her chest aiming at her face.

You erupted covering Kylie's face as she smiled. As you got the last drop out she sucked your sensitive tip before licking her lips to get what she could.

"Hope that wasn't too weird," said Kylie, "but I've been dreaming about that."

You both showered and got on the road, with any luck you'd be through to Iowa or Nebraska.

As Kylie picked through outfits and make up you ducked into the hall to return phone calls.

"Hey Ames," you said as she picked up.

"I haven't heard from you, is everything ok?"

"It's good, we're on our way, probably two days."

"So she's coming, she wants to help?"

"She does," you said, "I'm sorry I haven't called sooner."

"I miss you," said Amy, "I'm so lonely at night, I've had to sleep with Sara."

"Well that's its own kind of fun."

"I got an outfit you show you when you get back," said Amy, "maybe even on camera."

"What a tease," you said.

"Mhm," said Amy, "don't keep me waiting."

You hung up with a smile and dialed Nyx.

"Hey," came Nyx' voice, "I just wanted to see how you're doing, Amy's really missed you."

"I'm good," you said, "I miss you too Nyx."

"Oh," you could have sworn you heard her blush, "you do, I do, miss you that is."

"Maybe we could spend some time together when I get back."

"Ok, yes, please," she stammered, "you mean, just us?"

"Yes Nyx," you said, "I want to keep getting to know you."

"Ok," said Nyx, "that'd be nice."

You and Kylie got on the road and made good time until you got toward Chicago.

"Oh my god," said Kylie, "I've always wanted to see the windy city. "

You wanted to get home, but you also wanted to make her happy.

"Ok," you said, "let's stop."

"Wait really?" she said.

"Yea, just a heads up it's gonna be cold."

You pulled into a garage that could fit the truck, booked a hotel in the city for that night and set out on foot with Kylie. She wanted to do the art museum, the bean and Wrigley. Once you'd hit all of her stops it was late in the afternoon and you were both starving.

"Should we try the deep dish?" you asked.

"Chicago pizza?"

"Ky, you're a New Yorker, this isn't pizza its a casserole."

"Awfully defensive of a state you left," she said, "but casserole sounds good."

You ate and admitted that while it certainly wasn't proper pizza it was edible and bordering on good.

"Hope you and your wi-" the desk clerk paused, "friend, enjoy your stay."

"Oh my god he thinks we're having an affair," said Kylie.

"Aren't we," you said pushing her up against the wall of the elevator, "you're not my wife, I'm not your fiance."

She kissed you feverishly pulling you against her, she really liked this cheating fantasy. The doors opened and you both collected yourself ducking into your room and attacking each other stripping clothes as you worked towards the bed.

"What can I do that she won't," asked Kylie ripping her top off and throwing her bra aside letting her tits out.

"I don't know," you teased, "she does a lot."

"Sucks your cock, let's you cum inside, let's you be rough?"

"Mhm," you said squeezing her tits, "anal on the other hand."

Kylie froze, "I um."

"My little side piece hasn't had a cock up her ass?"

Kylie blushed, "not that Arnold didn't ask but."

The role play was slowly becoming derailed.

"Let me fuck your face," you said.

"Yes," said Kylie, "use my throat like my pussy."

You got your cock out and Kylie practically licked her lips as she put her hair up into a ponytail getting to her knees in front of you. She took you in sucking almost hungrily as she worked you into her mouth. You grabbed her head and she let her mouth hang open as you **** yourself into Kylie's throat with surprisingly little resistance.

"Fuck Ky," you said, "you did that so easily."

She leaned forward so she had every bit of you in her mouth, her eyes locked with yours.

"She definitely can't do this for me," you said.

You let Kylie up and she smiled at you, "Arnold said this was the only thing my mouth was good for."

"Kind of a dick thing to say, but you are fucking great at that."

You **** yourself back into her throat and held her down until she gagged, you kept her down until she gagged again before letting her up, she coughed but took you right back in.

"Get on the bed," you said, she laid on her back, her head hanging off the bed and you **** yourself back into her throat.

You could see her throat bulge with each thrust, you held her head with both hands as you slammed into her mouth, your balls slapping against her face. Kylie's hand was furiously working her pussy. You pulled her hand aside and shoved two finger into her as she moaned around your cock. Her pussy was so wet, you could hear it as you roughly fingered her.

"Yes, cum while I'm in your throat."

Kylie's hands went to your waist pulling you into her as you fingered her and as he body tensed so did her throat around your cock.

You pulled out so she could gasp for air, "good girl," you said, "I'm gonna cum down your throat."

"Yes, fill me up."

It didn't take much longer of you thrusting into her throat before you erupted, she didn't even gag and as you pulled out she gasped and swallowed.

"Fuck," you groaned collapsing on the bed next to her.

"I don't know why I find that fantasy so hot," she said blushing, "I know it's really wrong."

You ran your fingers up her leg rubbing her gently as you laid together.

"Did Anna really do anal?"

"Yeah," you said, "she actually suggested it.

"That little hoe," said Kylie.

You both showered and climbed into bed, Kylie wrapping herself around you.

"I know you have relationships with the girls," said Kylie, "so things will be different when we get there."

"Yeah," you said, "I was with Anna for so long I'm kind of figuring out how to just be me."

"I don't mind you doing," she paused, "whatever with them, but know I came out here for you dipshit. I know we only just admitted it but there's been something here for a long time."

"I know Ky," you said rubbing her back as you held her to you.

"I am excited to meet them though, if you care about them they must be pretty great."