She couldn’t possibly dare to wear a plug to the office… could she? The mere thought made her pussy clench and a slight moan escaped her lips. Her coworkers never would know. After all, she was the good girl — staying late, doing the jobs no one else wanted. The other mailroom employees constantly complained that they didn’t go to Ivy Leagues for this, but she new that if she just kept her head down, paid her dues, and made a name for herself with the agents, she’d be out of the mailroom and assisting a big shot in no time. So why not have a little secret fun in the meantime?
Before she lost her resolve, she grabbed the mid-sized plug out of the box, coated her fingers in lube, and began to prep her hole to take the foreign object. Working in one finger at first, then two, and finally a third, she pictured the cock that would be buried in her ass mere hours later. Her pussy was already slick as she fantasized, but she wasn’t about to give herself her first orgasm yet, she had to earn it. Grabbing the plug, she eased it in, sighing as the feeling of being full finally took over. Wiggling slightly to settle the plug into a comfortable place, she finished her morning routine, complete with matching lacy lingerie under her business casual outfit, and headed out the door. This was going to be quite the day.
——–
By lunch time, Evanna could barely think straight — her head cloudy with sex and the need for release.
“I can do this, I can do this,” she muttered under her breath.
“What was that?” her coworker Logan replied.
“Oh sorry, just didn’t get much sleep last night… trying to keep myself focused until the end of the day.”
“Evanna distracted at work? That’s new… maybe I’ll finally have a chance to suck up to the agents with you off your game.”
She scoffed.
“As if.”
He smiled back, “I kid, I kid. Let me know if you need a coffee, I’m doing a run for a few people in 10!”
“Thanks, dude, but over-caffeinated me actually just increases the anxiety.”
“Alright, well let me know if you change your mind.”
He sauntered off and she exhaled, not sure how much longer she could maintain the pretense with the plug pressing on her walls every time she moved.
Just then, her phone buzzed in her pocket. Thankful for the distraction, she pulled it out only to see it was Jake, the entire reason she was in this predicament.
The text popped up, “Sorry babe, tonight’s a no-go, Cory booked a last-minute gig and has to hop on a plane to Atlanta. But we can still hang if you want…”
Fuck, all this prep and she was only gonna get anal from one guy? Not that Jake wasn’t up to the task. They had met at a networking event a month prior and they hadn’t even made it home before he pulled over and fucked her silly in the car. Their rendezvous continued, getting a bit kinkier every time until Evanna finally felt like he might be into fucking her with another guy and plucked up the courage to ask. He had mentioned he was fluid so it didn’t seem like a stretch.
He had grinned down at her, his necklace dangling in her face, “Oh you’d like that, wouldn’t you? Two guys all for your greedy little holes?”
She knew right then she had him and after he filled her with cum, he had texted Cory, an actor and a former hookup who had mentioned he’d be into double-teaming someone a while back.
“Let me send him a pic, babe… to convince him.”
And she had turned over, ass in the air, cum leaking from her swollen pussy as Jake snapped a pic and sent it accompanied with the text, “Wanna make her ass look like that at the same time?”
Cory was in immediately… but now he was out and she was bummed at their plan falling apart. Not to mention horny beyond belief, the exhibitionist in her was finding being plugged in the office all too arousing.
Maybe… a quick trip to the bathroom wouldn’t hurt. Everyone was at lunch anyway so she slipped upstairs to the single-stalled restroom. It technically was only for agents but they didn’t mind if it was used with they were out of office.
Once inside, she immediately reached her hand under her skirt, feeling her soaked panties. Pulling them to the side, she brushed her fingers on her swollen clit, gasping at the contact.
No, no, she could still wait. But Jake could always use a little teasing in the meantime. She dropped her thong to her ankles and propped her phone on the sink. Setting the self timer, she bent over, spread her cheeks so Jake could see her ass plugged and her pussy dripping. Just as she heard the camera click and before she could register what was happening, the bathroom door burst open.
She gasped and looked up at Daniel, one of the youngest agents who she’d run lunch errands for occasionally. Of course, he was still at the office while everyone else was meeting clients for a lunch meeting. He was young, didn’t have many clients yet, and still trying to prove himself by working through lunch.
“Fuck, fuck, fuck, fuck, fuck.” She righted herself, quickly pulling her skirt down.
It was over, she was so fired. But then Daniel did something she hadn’t expected. He grinned and stepped inside, shutting the door behind him blocking her exit.
She didn’t dare speak but held his gaze.
“Evanna, is it?”
She nodded.
“And you haven’t even apologized yet for how I found you? You’ve got a lot of nerve.”
“I’m so sorry, I know, I fucked up, I’ll just get my stuff and go.” The shame crept up her face and she blushed, but something else happen too. Somehow, getting caught had made her more turned on and she was literally throbbing
“Yes, that would probably be best… unless…” He paused and she felt the tension in the small bathroom rise.
“Who were you taking that picture for?”
Her stomach flipped, the way it did when she knew was on the edge of having a man eat out of the palm of her hand.
“Umm, this guy I’ve been seeing.” She tried to sound shy, confused, she blinked up at him through her lashes.
“Did he ask you to send it? Did he ask you to do this?”
“Well… no. We just had plans later and I… I didn’t know what else to do… I had to be ready.”
She wasn’t sure it would work, but guys usually loved this shit so she added, “I’ve never done anal before and I just wanted to be good at him…” she paused and looked at the ground then lowered her voice… “and his friend.”
A lie, but not entirely. She did want it to be good for them, but she had done anal many times… in fact, sometimes she preferred it. Though she knew after tonight, her favorite would be both at the same time.
When she looked back up at Daniel, she knew it had worked. He was taking all of her in.
“And his friend? Wow, you’re a little slut, aren’t you? Maybe if you act like the good little slut you are for me… no one has to know about this.”