Chapter 4

Thursday October 27

I finally got a chance to spy on Desmond today. He was off-site at some meeting, so I remoted in to his computer from one of the QA machines.

Most of Desmond’s computer is, as expected, regular work stuff. However, he has a Dropbox folder of cloud-synced personal stuff that I found quite interesting. First and foremost, there was a plain-text file listing all of his passwords. They were all different, and all strong, but that won’t do him any good now.

Secondly, he has a folder called “Coworkers”. It contains downloaded copies of my nude pictures, some photos from company parties where people were drunk and stupid, and a number of video files from the office’s security cameras. I downloaded those to review when I got home.

Most of the videos were pretty boring: Lars dropping some food on the floor and then eating it, Linda bending over in a short skirt when she thought she was alone. But one of them shows two of my coworkers having sex in the office.

The office was dark when it started, so they must have come in after hours. The QA girl, Laura, and one of the programmers, Dustin, walked up to what I assume was Laura’s desk, and starting doing something on her computer. He had his hand on her back as they walked, so it’s a good bet they already had a physical relationship.

Neither of them sat, but Dustin started to get restless while Laura did whatever she was doing. “How long is this going to take?” He asked impatiently, but not disrespectfully.

“Just give me a minute!” Laura mock-protested.

“Give you a minute?” Dustin replied. Then, holding her hips and grinding his crotch against her butt, he said, “I’ll give you a minute and a half - best minute and a half of your life!” Laura smiled by didn’t say anything.

Realizing he had found something to do, Dustin peeled Laura’s skirt up and fondled her ass. They were both dressed moderately nicely, but Laura’s panties were plain, so either they weren’t planning on having sex that night or they were past the point of needing to dress up for each other. After a minute of that, Laura still typing and clicking, Dustin pulled her panties down and began rubbing between her legs.

“This isn’t going to make me go any faster, you know,” Laura teased.

“Yeah, but it’s going to make the wait much more enjoyable,” Dustin replied.

Before long, Dustin had taken off his pants and was sliding his boner around between Laura’s thighs. The rate at which she was working clearly slowed down, but she was at least making a show of staying focused. Still, she let out a soft murmur.

Then Dustin went for it. Laura was only somewhat bent forward but Dustin found an angle to stick his cock in her pussy. For the first couple thrusts Laura pretended to keep working, but after she was just leaning against the desk, eyes closed, letting out soft moans.

Dustin banged her like that for a minute or two. His face tightened and it was clear that he was approaching his limit. “Are you close to coming?” He asked. “I want you to come.”

“If you want me to come in a place like this, you’re going to have to get me drunk first,” Laura replied. I would have thought that meant he should go ahead and finish himself, but Dustin took her at her word.

“Don’t move,” he said and disappeared off-camera, half-naked with a wet hard-on. Laura went back to typing at her computer, still standing.

Dustin returned with a half-empty bottle of Jack Daniels and a plastic cup. He held Laura in a loose embrace while she accepted the cup and took some ambitious swallows. They kissed amid more sips and a refill. Her hand was working the shaft of his dick lightly.

“I really do need to get this finished tonight, you know,” Laura said.

“Don’t let me stop you,” Dustin told her.

She went back to her usual pose, sanding in front of the computer, slightly bent forward, typing and maneuvering her mouse. Dustin stood behind her, wrapping his arms in front experimenting with various ways to touch her without interfering with her hands. Laura took a few more drinks from the plastic cup.

“Are you feeling it yet?” Dustin asked her devilishly.

“I’m feeling something,” she answered. “I’m almost done here.”

Dustin took that as his cue: once again, he slipped his cock inside of her and started thrusting. Right away, this time, Laura leaned on her hands on the desk. Her moans were louder and more enthusiastic, and Dustin responded with increased zeal.

Laura tried to reach a hand between her legs, but for some reason - maybe balance, maybe comfort - she wasn’t getting what she wanted. Instead, she inched closer to the desk and lifted one of her legs to rest on it. That left plenty of room for her fingers to rub circles on her clit. She gasped at the new heightened stimulation. Dustin found this quite agreeable: with one hand on her hip and the other on her shoulder, he was giving it to her hard, pulling her into every thrust.

Laura looked surprised for a moment, and then squealed as she came. For a few seconds her hips gyrated to their own rhythm. Her shoulders tensed up and she panted. Then, her body relaxed. She moved the hand from her pussy to her nose, briefly, before returning it to the desk to support her.

Laura kept moaning - not quite so enthusiastically - while her lover pumped her.

“I’m gonna do it,” Dustin proclaimed. “It’s gonna happen. Get ready!”

“Just shut up and come already!” Laura teased.

Dustin gritted his teeth and then grunted repeatedly as he climaxed and filled Laura’s pussy with come. His thrusting slowed and then he pulled out. He moved as if to kiss Laura, but she blocked him. “Go get some paper towels and Windex,” she instructed him.

“Why?” He asked, rubbing her back casually.

“Because you just made me spray all over my keyboard, and any second now your come is going to be dripping onto the carpet.” Dustin dashed off-camera and the video ended.

So, I didn’t exactly find anything incriminating on Desmond so far, other than unethical use of security resources. I could probably get him fired for that, but that’s not really what I’m after - I want to humiliate him, not destroy him. But since I now have all his passwords, I can keep digging from the comfort of home. I’ll still need to be careful, though - as an IT guy, he’s more likely than most to have alerts set up and use two-factor authentication.

Saturday October 29

I couldn’t find anything directly incriminating on Desmond from his email and social media, but he is up to something fishy. It looks like he’s selling very large encrypted files to people for Bitcoins. In each case, the file is custom-encrypted just for the recipient.

I had learned from Desmond’s email that he would be out of town for a friend’s Halloween party this weekend, and I knew he lived alone, so I figured maybe I’d take a peek at his townhouse tonight.

First, though, I wanted to know if Mandy would be returning to her mysterious gym basement. She did - or at least she went to the gym. I hid one of those cat collar GPS trackers on her car. She was there for an hour and fifteen minutes. Like last time, she made a post about staying home right before she left.

After my last job for Oliver he had given me a lovely trench coat to welcome me to the world of professional undercover work. As a matter of style, I would loved to have performed my breaking and entering tonight wearing it, but the weather is still too mild for a coat like that to be appropriate. I was worried that I would stand out. Instead I went with the traditional jeans and hoodie.

No cameras, no security system, no pets, and a secluded front door - what more could a girl want on a Saturday night?

Desmond’s computer was a pretty serious piece of gear, and he had many terabytes of network storage. There was a Fleshlight and a bottle of lube sitting on the desk right next to his monitor. I didn’t smell any stale semen near it, so I assume it had been cleaned since the last time it was used. I guess that means that next to the computer is where it is normally kept. Presumably he doesn’t have visitors very often.

While he did have two terabytes porn - which seems like a lot to me - the bulk of his hard drives were dedicated to high quality bootleg movies, some of which hadn’t been released in theaters yet. He was running a script to encrypt and upload the videos for his customers.

I had planned to insert a back door on Desmond’s computer so I could access it remotely, but I decided not to: If the feds ever come to bust him for his pirate operation, I don’t want any traces that I was ever here. The thought of turning him over to the feds was appealing, but really he hadn’t offended me that badly. I snapped a picture of the Fleshlight just in case, but continued to look around for something to embarrass him.

Livingroom: There’s a depression in one spot on his couch. I guess he watches a lot of TV.

Kitchen: Lots of frozen and canned food, much of it past its expiration date.

Bathroom: There were some feminine lotions and a mostly-empty box of tampons in a back corner of a cabinet, so I guess he had a girlfriend once. In the medicine cabinet he had pills for anxiety and erectile dysfunction. Those had been filled recently and both had plenty of refills still available.

I left and took a long drive home, all the while trying to think of how best to humiliate him with his erectile dysfunction medication. Look, I’m totally sympathetic to guys who have trouble getting it up - medical problems suck. I would never make fun of someone I liked for something like that. My friend Martin has had some similar trouble, and I don’t think any less of him. (He says it’s better since he changed medications, by the way.) But Desmond is a dick; he has it coming.

When I got home I took a bath and masturbated, wondering whether a Fleshlight feels anything like a vagina and getting myself off on the thrill of violating Desmond’s home.

Sunday October 30

I talked to Oliver about Mandy’s Saturday night deceptions. He said that clients sometimes do lie to us, and that sometimes it’s valuable to dig deeper. He pointed out, though, that you typically can’t charge the client for it. Mandy’s case is being handled by the law firm pro bono, so billing isn’t an issue. He’s got someone he can ask about what goes on at that gym.