Sasha, the Cheating Anal Slut: Setting the Ground Rules — Part 3
The corner of Sasha’s mouth curled up into a wicked smile. She had me exactly where she wanted me. But she was kind about it, too. She gripped my cock and pumped furiously, and within seconds, I erupted.
If you’re new to the series, please start from the beginning:
Early morning on the following Monday, Sasha popped into my office shortly after I arrived. She pulled herself a chair but as it turns out, she hadn’t planned another sexual escapade.
This rendezvous was strictly for the purpose of laying out the ground rules of our affair. Typically for Sasha, she laid out the subject matter bluntly and irrefutably.
“I came up with four rules, Brett, and if you agree to them, we can continue meeting.”
“I’m all ears,” I said, though I wasn’t.
Knowing what lay beneath her tight pants and shirt made it difficult for me to concentrate.
“First, and by far the most important rule is that moving forward, my pussy is off limits. Back to our original deal of anal only. I want Michael to have exclusivity on my pussy moving forward. It just feels right. Is that a problem?”
I can only move forward with this beautiful side action if I limit myself to her asshole? How did I get so lucky?
“I understand and respect that, but when you say your pussy is off limits, does that include oral? What about fingering?
Sasha lowered her head as her cheeks began to flush red. I had given her the first real oral orgasm of her life just a couple of days ago, and maybe she just wasn’t ready to give up on that experience.
“I hadn’t considered that. Let’s say no penetration. So you can rub, and you can lick, but no penetrating me with your fingers or your cock.”
I loved the way she spoke so freely about this.
“Ok, I can live with that.”
“Yeah, I bet. Rule number two. We can’t continue to meet every Friday. Our cadence needs to be sporadic and random. I’m worried that it will arouse suspicion. We need to find other ways to sneak around.”
“Ok, but are you saying the office is out of play moving forward, or that we need to mix it up? Because I don’t think we should rule out another office session.”
“I agree. I just don’t want to make it a habit.”
Sasha smiled and blushed. She knew what she wanted and was confident in pursuing it, but also embarrassed by achieving it. It was one of the reasons I was infatuated with her.
“What’s left?” I asked.
“Rule three. No more communicating through the company’s instant messaging program. We’ll use WhatsApp from now on and make sure we delete every conversation.”
“Seems you’ve thought of everything,” I said.
“Thanks. The fourth rule is that if we are ever going to run in violation of any of the rules above, we need to mutually agree to it. Spontaneity can be nice in a romantic relationship, but when hiding an affair, we need to be diligent and respectful.”
“I agree, but I’m surprised you felt the need to outline that. You know I would never do anything to compromise this.”
“I know that, Brett.”
She paused, appearing suddenly shy.
“I actually made that rule for me. I have an idea I want to run by you,” she continued.
“Uh, ok. Go ahead.”
“I have this friend, Naomi. We’ve known each other since we were kids. She grew up in the house next door, we went to the same high school. We separated for college but always stayed in touch.”
She paused again, in a manner reminiscent of before she took her shirt off in front of me two weeks ago. She continued after taking a long breath.
“We were opposites in every way, including sexually. She was always promiscuous and has always been pretty open to experimentation. You know I’ve always had a reserved sex life, until you. Anyway, at my bachelorette party over the weekend, we both got pretty drunk, and one thing led to another. She mocked me for my non-existent sexual history and that I’d spend the rest of my life with some boring, dad-bod kind of guy. I wasn’t mad, because she wouldn’t say something like that maliciously, but suddenly, the secrecy of our affair felt more like a burden.”
“You didn’t tell her about us, did you?” I asked, nervous for the first time.
“No. But I was probably one cocktail away from confessing. I just wanted to shut her up, you know? Let her know that I can be wild and naughty if I want to.”
“So how does this play into rule number four?”
“Well, I tried to vaguely fight back by talking about how satisfied my partners were, and at some point, one of us opined which of us could give a better blow job.”
At these words, my cock started to stiffen. I shuffled on my chair, trying to provide a bit more space in my pants, but I had a feeling I was going to need to go to the restroom soon.
“Two weeks ago, I would have said she would be the blow job queen between us, but after what we did in the conference room, I think I might be able to take her. I mean, not every woman can deep throat, but I did after just a couple minutes of your persuasion.”
“Sasha, you’re getting me a little excited,” I said crossing my legs and holding my hands over my crotch.
“You men and your uncontrollable urges,” she replied, rolling her eyes.
Sasha rolled her chair over to my side of the desk and sat next to me.
“Oh, please. You’re going to tell me you’re not a little wet from all this sex talk?”
“Maybe a little. But listen, I haven’t got to the point yet. Naomi and I are very close. I honestly think I could tell her about us, and she’d be proud of me. And she’d never do anything to harm my upcoming marriage.”
“That’s fine, but why risk it?”
“Well, my idea is that I invite her to join in.”
My eyes nearly popped out of my head at her proposal.
“I’m sure she’d be down to participate. Of that, I’m certain. I’d get to prove that I can out-sex her, at least in one category. And you’d get a double blow job. I mean, is that not a win-win?”
“I, uh… yeah, I guess,” I stuttered incoherently. “I suppose I’m in for that.”
Sasha, feeling empowered by the effect her words were having on me, glanced knowingly down at my trousers.
“Having trouble concentrating with that bulge in your pants?”
“Yeah, a bit. See what you do to me?”
I was startled as Sasha smiled and immediately slipped her right hand into my lap, finding and grinding on my erection, underneath my desk.
“Wha…” was all I could get out before I thought to look around.
We were in a relatively isolated area of the office, and most of the people on the floor were either in meetings or working at their desks. Still, given her insistence on being discrete, this seemed like a pretty big leap.
“Just relax,” she said, sensing my concern. “Act like you’re showing me something on your screen.”
“Fuck, Sasha, it feels so good,” I groaned, moving my mouse around the screen, chaotically.
Having stroked me to full staff, she clasped onto my cock and made long strokes up and down the shaft.
“Where do you want me to cum?” I asked. “If you put your head in my lap, you’ll definitely draw unwanted attention.”
“Oh, no, I’m just going to pump that cum into your pants,” she said, laughing.
“But how will I explain the stain? Or the smell?”
Sasha removed her hand.
“Are you asking me to stop?”
My cock twitched in disappointment, aching for her touch again.
“Oh, fuck! You’re such a tease. No, just keep going. I’ll figure something out.”
Sasha looked straight into my eyes as she brought her hand back to my cock. At that moment, she could have asked me for literally anything and I would have agreed. She alternated between an aggressive tug and a cooling, tingling gesture with the tips of her nails. Her fingers danced across my cock with agility, teasing my head and rubbing my balls. Her movements had caused the tip of my cock to extend up beyond the waistband of my boxers, pressing frustratingly against my belt.
I bit my lower lip and kept my eyes on the screen and down the hallway, looking for anyone who might come to my office.
“Are you almost there, baby?” she asked in a very sexy tone.
She sounded more like a porn star than the conservative coworker I’d known for the last six years.
“Are you ready to cum for me?”
“God, yes. Please don’t stop.”
She held her wrist still just above my cock, then tantalizingly traced each of her five fingernails over my underside, coaxing the cum higher. For someone who was historically shy, she was unnaturally good at this.
“Why would I stop? Do you know how much fun it is for me to have this effect on you?” she said with a giggle.
The corner of Sasha’s mouth curled up into a wicked smile. She had me exactly where she wanted me. But she was kind about it, too. She gripped my cock and pumped furiously, and within seconds, I erupted.
I hung my head and gripped the mouse and keyboard, as cum started to spew into my pants. With that first shot, Sasha sat back in her chair and eased her grip, slowing her tempo as she did. I sat back, too, letting it happen. There was no preventing a messy situation at this point, so I resigned myself to enjoy it while I could.
Sasha removed her hand after I started to go soft, and I focused my efforts on normalizing my breath. My boxers felt warm and wet, but as yet there was no visible stain on the outside of my pants.
“That was amazing. You continue to surprise me, Sasha.”
“I continue to surprise myself. This one wasn’t planned, but all that talk had me nice and horny, and I really wanted to do something naughty for you.”
“Well, thank you. I don’t think anyone noticed. You should head back to your office. I’m going to head to the restroom and see if I can clean myself.”
Sasha blushed.
“I’m sorry.”
“Don’t be sorry. It’s worth any embarrassment I might experience. I should be able to sneak in and out relatively easily.”
As I walked to the restroom with my pants full of cum, I kept my eyes on my colleagues. If any of them noticed, they didn’t let on. The gods of mercy were on my side. I reached the bathroom, which was empty, and into the stall to change.
Fortunately, my cum had yet to dry, so it peeled easily off my cock. Still, it was smeared all around, tucking into the folds of my scrotum and splattered down to my belt. But before I started to clean, I took my phone out and snapped a picture.
After admiring Sasha’s work, I wet a paper towel and started cleaning myself thoroughly. Then, I turned my attention to the small stain on my pants. The only thing embarrassing about it was the location, just to the right of the zipper. Even if my coworkers wouldn’t assume it was cum, the implication was still there. The best thing to do was make it more obvious, I thought. Then I just splashed more water on my pants and I prepared a speech on how the water pressure was too high and it splashed all over me.
A short walk down the hall I was back at my desk. As soon as I was situated, I opened the messaging app and sent Sasha my first message.
“See what you do to me?” I sent her the message, along with the picture I had taken in the bathroom.
“I’m so sorry! But I couldn’t contain myself. You’re too sexy. I promise I’ll make up for it soon,” she replied almost immediately.
“I know you will.”
“I forgot to tell you that I’m taking the rest of the week off to prepare for the wedding on Sunday.”
“Ok, guess I’ll see you in a couple of weeks then,” I responded, a little disappointed.
“One last fuck before I’m married?”
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