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Chapter 110
by
vanillathunder
Does Kyle decide to finish the date? Or does he call it early? Or maybe Greg has a surprise for "Kylie"?
The date continues...
Kyle considered his options. If he went home, he’d either have to contend with MARCI, the girls or worse. Right now, it was just Greg, even MARCI hadn’t made any comments since relinquishing control.
“Maybe we can stay here a little longer…” Kyle said, quietly, resting his head onto Greg’s shoulder.
“Whatever you want, Kylie.” Greg said, intertwining his fingers with Kyle’s. And despite how dainty and feminine it made him feel, Kyle didn’t resist.
And that’s where they stood, holding hands until the sun was gone and a cool summer night had taken its place. In the skimpy top and short skirt, there wasn’t much to protect Kyle from the elements, and he shivered.
“Here, take this.” Greg ran to the car and retrieved a lacrosse sweatshirt that Kyle soon pulled over his head.
As one would imagine, he was swimming in it, owing to the height difference between him and Greg.
“Thanks.” Kyle said, wrapping his arms around himself to keep warm.
“Feeling better?” Greg asked as he sat back down on the blanket.
“Yeah,” Kyle replied, sitting back down as well. He also dug into the purse, almost unconsciously, to find a tube of lipgloss, hopefully flavored to dull the lingering memory of the blowjob from his lips.
Kyle reapplied the gloss, his phone vibrating in his bag as he did, as he kicked his feet out, unintentionally stretching his legs towards Greg, who scooted himself up to let his legs be a footrest.
“Those high heels look rough…” Greg said.
“You have no idea, my feet are always hurting now…” Kyle sighed as he wiggled his freshly pedicured french-tipped toes.
“Well, I can help with that!” Greg smiled and started massaging one of Kyle’s feet.
“Woah!” Kyle exclaimed, surprised at first, then giggled, because his feet were apparently ticklish. “That feels…”
Greg kept massaging and seemed to hit a knot, because Kyle practically melted into a contented sigh.
“Really good…” Kyle said.
Much like at the spa, this release of tension was very welcomed for Kyle, the stress of every new, feminine situation evaporating, which was unfortunate, because it was thanks to a new, feminine situation and Kyle was struggling to fight back against it. He can’t enjoy this foot massage! It’s not right! But it feels… so good! Kyle meant to resist it when Greg reached for the other foot, but his energy had been spent, so he acquiesced and enjoyed the massage.
“Oh, Greg…” Kyle sighed, blushing as he realized it was the same sigh as he made whenever MARCI performed the morning ritual.
Once Kyle had sufficiently melted into a cozy puddle, laying on his back, Greg joined in, positioning himself to Kyle’s left, and they stared up at the stars together. Another gust of chilly summer evening’s wind rolled through and hit Kyle’s silky-smooth legs, causing him to involuntarily shrink into Greg’s arms as he tried to evade the cold air. Catching himself as his head was ready to burrow into Greg’s chest, he looked up at Greg, who smiled down at him, before moving in for a kiss.
Kyle intended to pull away, but he couldn’t get any traction on the blanket, so he was helpless as Greg’s lips locked with his. And then there was that stirring again… Kyle couldn’t understand it. He was a straight man! Sure, he was made up as a pretty girl on a date with a boy and was currently kissing that boy, but that didn’t change who he was!
After Greg pulled away, Kyle blushed and looked in every direction except back at Greg, who looked concerned.
“Sorry, you looked so beautiful and I just couldn’t resist…” Greg said.
“It’s okay…” Kyle whispered.
“It’s getting late. Maybe we should start packing up…” Greg slipped away to gather up the picnicking supplies.
Kyle reached over to pick up his purse and heels, before Greg offered a hand to help him up. Kyle walked back to the truck, strapping the heels back on before climbing into the passenger seat as Greg loaded up the last of the picnicking items.
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The Chronicles of Miss-chief
An anthology featuring stories about gender bending adventures!
An anthology featuring stories about gender bending adventures!
Updated on Jul 25, 2025
by BHCP2
Created on Feb 21, 2020
by vanillathunder
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