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Chapter 18
by tcorbett691
What does she do when she leaves?
She goes home
As Sarah drove home, she had a lot on her mind. For one, she had learned several things about herself. She really liked anal sex even though she was still sore from how roughly she got fucked at that motel. That's right, her boss had whored her out to a complete stranger and they had fucked her in every hole. Including a double cream pie. And honestly, the only part she was actually mad about with that was Jeff cumming in her pussy. Besides that, it was the most amazing experience of her life! And that brought her to the other thing she had confirmed about herself. She LOVED being used. She loved the way John dominated her. She loved being his slut! And she hated herself for it. Not only had she sold him her virginities but now he basically owned her holes. Her own boyfriend hadn't seen her pussy in person since prom.
With that, her mind went back to John claiming her virgin pussy. That should have been Ryan. She should have let him fuck her at prom. Then at least she wouldn't feel AS guilty. But now, two other men had fucked her before the guy she promised her virginity to.
When she got home, she quickly went to her room. She didn't want her parents to see the cum stains on her top after all. After tossing off her top, she just lay in her bed staring at the ceiling. Part of her wanted to cry. Part of her wanted to masturbate. Part of her was trying to decide if doing both was just weird or really sad.
With a sigh, she grabbed her phone and called Jill.
"H-hello?" Jill's voice sounded a bit strained.
"Hey, Jill. I just got home. Can you talk?"
"I'm kinda in...the middle of...something. Call back late--Ahhhhhhhhh!"
"Hello? Jill?" There was no answer but judging from the moans she could hear faintly she assumed that Jamal had stuck is cock in and she dropped her phone. She ended the call and suddenly the image of Jamal fucking Jill doggystyle came unbidden to her mind. "He's probably in her ass, too." While she had never seen Jamal's cock, she was very familiar with big, black cock now. Then, she gasped as her right hand that had subconsciously reached between her legs found her clit. She needed to cum desperately. As the image in her head changed to her being sandwiched between John and Jeff, she rolled onto her side and did something she had never done before. She reached behind her with her left hand and awkwardly started to finger her ass. It felt good, but her fingers just weren't enough! She needed something bigger!
As she looked around, she regretted never buying any sex toys. She didn't want to "lose her virginity to a dildo". But now, she needed something in her ass and the last shred of pride she had kept her from going back to John and begging him to fuck her, again. Finally, she saw her pink hairbrush. The handle wasn't as thick as John's cock but it was better than her fingers. With a deep breath, she put the handle of her brush against her asshole and tried to relax as she pushed it slowly inside her. Luckily, there was still cum in her ass to act as lube. With one hand, she fingered her pussy and with the other she fucked her ass with the hairbrush. "Yesssss... John... Fuck my ass... Fuck my ass!"
Soon, she managed to cum. It wasn't as good of an orgasm as the ones John had given her but it was better than anything she had done alone before. She then slowly pulled the brush out of her ass but when she saw that it was covered in cum, she almost put it in her mouth. Realizing what she was about to do, she threw the brush and lay there sobbing until she dozed off.
Sometime later, a knock at her door woke her up and her mother told her it was time for dinner. She quickly threw on a new top and at the last minute remembered to put on some panties before going downstairs to the dinning room. When her mother asked her about work, she dodged the question saying that she had signed a NDA and couldn't' talk about it. Which wasn't exactly a lie.
After a mostly silent and somewhat awkward dinner, she went back to her room and tried calling Jill, again. "Hey, sorry about earlier," Jill said when she answered. "I was with Jamal and he was...impatient."
"I figured," Sarah answered dryly.
"So, what happened?"
"OMG, Jill! He fucked me in the ass!"
"Really? Did you like it?"
"Well...yeah. But then, he and a friend of his took me to a motel and they double teamed me!"
"Oh, that's so hot! So like they took turns?"
"No. They were both fucking me at the same time."
"You mean double penetration?! Like one in your pussy and one in your ass?"
"Yeah..."
"That sounds amazing! I've never done that."
"Yeah, well, it was amazing at the time. I just don't like how he made me fuck a complete stranger. And that guy came inside my pussy!"
"OMG, you fucked some random dude and your boss bareback and he unloaded inside of you? That's so hot! Kinda dumb, but hot!"
"Him cumming inside me wasn't part of the plan. See, he was a pharmacist and I had to fuck him so that he'd give me birth control pills. He gave me some Plan B, too."
"Sounds like you're enjoying your job! I sure as fuck would be!"
"I'm not going to lie. Sex is...way better than I thought it would be. I might get addicted to it. But afterwards, I just felt so ashamed..."
"Well, you are technically cheating on Ryan. And there's no way in Hell you can tell him about this."
"What should I do? This is killing me."
"You've got three options. One, quit the job, which would be dumb. The damage is done and you need the money. Two, break up with Ryan, which you don't want to do. And three, go ahead and finally fuck Ryan."
"I guess there's no reason not to at this point."
"Is your boss's dick bigger than Ryan's?"
"Yeah..."
"Well, you might still be able to make it work."
"But what if he realizes I'm not a virgin?"
"He's still a virgin as far as you know right?"
"Well yeah."
"Then, he won't notice."
"Hmm, good point. Still, even if I do let him fuck me, I'll still be cheating on him."
"Yeah, but I bet you'll feel less guilty! Maybe! ...Just think about your car!"
Sarah sighed. "I can't believe I got myself in this situation."
"Yeah, but if you quit now then you did all of this for nothing."
"Yeah, I know."
"Hey, I've gotta go. You keep your head up. Take care!"
"Thanks."
How does the next day go?
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A Summer Job
A Very Personal Assistant
A girl applies for a job that turns out to be not what she expected.
Updated on Feb 8, 2021
by tcorbett691
Created on Jun 19, 2019
by tcorbett691
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