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Chapter 29 by Dark_Ness
Do you reply?
Yes
Your thumb hesitated over the keyboard, and then you quickly typed out the message and sent it, not giving yourself a chance to chicken out.
Me: Pick me up in 20?
You watched the screen, finger still inside of you, waiting for the reply. You nearly jumped out of your skin as it came through.
Randy: OMW wear something hot.
You read it a few times and then sprung into action. You changed into one of the tops that Lucy picked for you, white and flowey that showed off a lot of your chest, and a black skirt. You wore black, lacy panties and a matching bra beneath.
It all felt so strange and fucked up, getting dressed up for a guy. Not just any guy, either, but Randy fucking Mills. He was a world class asshole, but...
His dick felt so good, and you had already fucked. There wasn't really going any lower with him, right?
You watched for his car, and when it pulled out you hurried out of the house before anyone could see you. You climbed in and told him to go.
"You missed my dick, huh babe?" he asked, pulling away from your house. You kept quiet, and he glanced at you. "Well? I can pull over now and drop you off?"
"What? I thought you wanted to..." you trailed off, not following. Didn't he want to fuck?
"I do, but I wanna hear you say it."
You sighed, then nodded. "I missed your dick, yeah..."
He chuckled, but stepped a bit harder on the gas. Soon enough, you were back at his house. "My folks are gone for the weekend," he said, putting his hand on your ass as he guided you inside. You let him, knowing you were close to the pleasure you felt the other day. You followed him to his bedroom, and as soon as the door was closed he was on you, kissing and groping you. You hardly resisted before giving in, kissing him back and wrapping your arms around him. You had been thinking about this for days, even if it was tinged with shame.
You stripped each other down and groped at each other. You stroked his dick and he fingered you, His hands squeezed your tits and you felt his muscular chest. Then he pulled you over to his bed. "I wanna fuck you doggy style," he said.
You considered arguing, but let go of that idea quickly. Why fight? And at least this way you wouldn't have to look at him. You crawled onto the bed and kept your ass pointed at him. He climbed on after you and rubbed his dick against your slit for a few seconds before sticking it in. "You're soaked," he said as you moaned. "You really did need my dick, huh?"
"Oh God, I did," you said, sighing out another moan. "Feels so good."
He started pounding away at you, hands gripping your hips and ass tight. You were sure your legs were going to give out from pleasure as he thrust into you. Then, a few minutes in, you felt a sharp smack across your ass and your eyes widened. Had he slapped you? You looked back and he was grinning, then did it again. Each slap stung, but also sent a little thrill of pleasure through you.
Am I... getting off on getting my ass smacked? What is wrong with me?
The thought was shaken from your mind as he continued plowing you, occasionally smacking your ass as well. Being taken from behind had him filling you from a completely new angle, and it felt so good.
You cried out in orgasm, and a moment later he pulled out and sprayed his cum all over your ass. You both collapsed onto the bed. You sighed, not minding the cum cooling on your ass as much as you should have. He looked at you.
"No need for the fun to end. If you put your mouth to work, I'm sure I can get hard again."
You bit your lip, considering. The idea of getting fucked again was appealing, but this was a slippery slope. Should you continue?
Help him get hard again?
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Diary of a Genderswapped Teenager
Genderswapped Teenager
You used to be a normal boy, until your cock and balls were replaced by a pussy and tits.
Updated on Nov 21, 2024
by ThatSmutWriter
Created on Dec 15, 2021
by ThatSmutWriter
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