It was hard having an attractive boss. An Asian woman that looked like a hot college girl. I tried to ignore her, but it was hard to resist. Even harder since I had to be working remote. We were on zoom calls fairly regularly and because of that, I could let my eyes wander as we talked.
At first, I did well, keeping my attention focused on the task at hand. That focus only lasted until the day my boss, Jane, got on the video call wearing a low-cut shirt. She had teased me a couple of times for being younger than her, but honestly the first time I saw her I thought we were the same age.
“Can you see the bags under my eyes?” was the first thing Jane asked as she got on video.
“I can’t,” I replied honestly.
“Really?” she asked.
She leaned closer to the camera. I couldn’t see any bags, but even if there were, I wouldn’t have seen them. As she leaned over, her camera got a look down her shirt. Her tits weren’t huge, but they were perky.
“I uh…” I stammered; glad she couldn’t see where I was looking. “I really can’t.”
“Well thank you,” said Jane. She leaned back into her chair with a smug grin.
We started to talk about work, and I was quickly able to regain my composure. Something about Jane that was consistent, was that she liked to talk. After half an hour of deliberating together, Jane started to pull the conversation away from work and towards gossip she had heard recently.
I didn’t have anymore urgent points to talk about, so I let the conversation stray towards her pet dogs. She moved her camera to show me one of them, and I half-heartedly gave her an Aww. I picked up my pen and started to jot down ideas for moving forward.
It was normal. I liked talking to Jane, but I also hardly had any time to talk about random things. I had a lot of coding to get done. I tried to listen, but put more focus into my work, she never seemed to have an issue with it.
That’s when I noticed her camera was angled lower after she put it back. Fully showing off her chest. I couldn’t tell for sure, but it seemed like the shirt had a lower cut then before. I tried to push it out of my mind, but I stopped writing down my ideas.
As the conversation continued, I realized I wasn’t crazy. Her shirt was moving down ever so slowly. At this point, I could see her bright yellow bra peeking out from her shirt. I couldn’t help but stare. Jane was smiling as she told a long story that I lost track of a while ago. Did she not know she shirt was creeping down?
Almost on queue, her shirt jerked down a little lower. Was she pulling her shirt down on purpose? Just the idea of it ran through my head and I could feel blood start rushing to my dick.
“Scott?”
My name wrenched me back into reality. Jane was waiting for me to respond.
She had a slight smirk on her face.
“Ya?”
“Same time next week?” she asked.
“Sure, that would be fine.”
She smiled and blew a kiss before disconnecting. I couldn’t explain why I thought it was on purpose. I didn’t really have a solid reason. I tried to ignore what just happened. It was probably just something I imagined.
________________________________________________________________
A week later, I was rushing to get online. Jane already sent me the link to join the meeting, but she sent it ten minutes early and caught me as I was eating.
I felt like I was late as I sat down and got into the meeting. I was trying to collect my thoughts about what I was going to report when suddenly an ass appeared on my screen. A nice well-toned ass that wasn’t covered at all by the small white thong.
“I’m waiting on him now,” said Jane.
I looked away from the ass and realized Jane was on the phone facing away from her computer. She didn’t know I was in the meeting yet. Aside from her pants, she was completely dressed.
“We can talk until he gets here,” said Jane. She went up on her tippy-toes which clenched her cheeks together.
I was already starting to get a boner from the first surprise, but the movement was too much. My boner sprung to life and pressed into my jeans so hard that it hurt. My dick was big, almost a full nine inches. When I was alone, I would let my boner out of my pants so I wouldn’t have to deal with any discomfort. Without thinking, I unbuttoned my pants and pulled my dick out. The pain ceased but Jane suddenly yelped.
I looked back at the screen my eyes wide with horror. Jane quickly sat down and hung up the phone. I glanced at the side of my screen to see what my camera was picking up. I let out a sigh of relief seeing that my camera was only showing my shoulders and up.
“I am so sorry!” Jane exclaimed, “How long were you on?”
“I like just got on.”
“Hopefully you didn’t see too much then,” Jane said. Her words seemed genuine, but her small smirk said the opposite. “I was planning on being like a news reporter. You know, bottom half informal, top half formal.”
“I get that. Seems like it would be more comfortable,” I said.
“You can do the same thing,” she said.
“What?”
“I can’t see what you are wearing, you can just go pantless also.”
“No it’s fine,” I said
“It will help with the embarrassment,” she said.
“Alright fine.”
I started to wriggle to get out of my pants but was having some trouble.
“Just stand up and do it.”
“What?”
“We don’t have all day. Its fine.”
I could have protested more, but there was a part of me that wanted to. I looked down and shoved my dick back into my pants. It took a little bit of fenagling, but it fit back into my pants. I was glad Jane didn’t ask what I was doing, because I wouldn’t have been able to come up with anything.
I stood up. I checked my screen and was almost disappointed that my pants didn’t come into view. It was just my torso. I still couldn’t tell if it was my imagination, but Jane looked disappointed as well.
“Hold on, don’t look,” I said.
I pushed my laptop down, like I was trying to move the camera away from me. I could see the meeting on my second monitor still, but she didn’t know that. My camera was perfect. A third of the screen was my keyboard, showing my laptop was almost shut. The second third was my desk, but the last of the screen was pointed perfectly at my crotch.
My proud moment lasted only for a moment. Fear gripped my heart once I realized how obvious the bulge in my pants were, and how much worse it was about to get. But if I shifted the screen again, it would show that I did this on purpose. I gulped and fumbled at my pants.
I tried to pull down my pants in one swift motion, in hopes of making the moment brief. But instead in my anxiety, I got my pants to my knees before they got stuck. I fought with my pants, trying to get them off. Worst case scenarios poured through my head.
Jane yelling at me, ending our contract work, and finding someone else. She was about to get mad. For a brief moment, I hoped that maybe it wasn’t too obvious. I looked at my screen. It was obvious. My dick was straining against my boxer briefs. It was clearly outlined through my underwear; you could even see the line where the head of my cock started.
Before I died of embarrassment, I noticed Jane. She must have honestly thought I couldn’t see her, because she wasn’t even trying to hide the lust in her face. She was absentmindedly chewing on her lip as her eyes were glued to her screen. Her full chest wasn’t on the screen, but from the way she was moving I could tell she was massaging her left boob.
I gently pulled my pants completely off and Jane shook her head slightly, returning a normal expression to her face. I sat down and took a moment to return a normal expression to my face, then lifted my laptop back up.
“So did you do it?” asked Jane playing innocent.
“I did,” I said.
“You must feel much more comfortable now.”
“I am.”
The meeting fell back into a normal routine, but with a lot more tension. We didn’t have much business to discuss. So it quickly fell into casual conversation. She showed me one of her dogs again, and just like last time, left her camera looking at more of her after.
Her shirt seemed more modest at first glance since it was a white turtleneck, but it was a very thin turtleneck. The fabric clung to her boobs tightly. I could tell she wasn’t wearing a bra because her nipples were poking through the shirt.
My boner came back almost immediately. Jane rocked side to side as she fell into another long story. Her tits bounced and jiggled with the movements. I tried not to seem like I was staring at them, but probably was doing a bad job. She looked off into the distance during her stories anyway though.
She reached off screen briefly and grabbed a water bottle. She took a sip from the bottle and placed it back down in front of her. She looked off into the distance again and kept talking. This time about same person she met on the street.
Jane absentmindedly started to stroke her hand up and down her water bottle. Her left hand held the base of it as her right slowly moved up and down the bottles entire length. I couldn’t take it anymore.
I took my dick out of my underwear. I gripped the base of my cock in my left hand and slowly started stroking my cock, following the way she stroked the water bottle.
“Don’t you think that is crazy?” she said.
“Ya, I they definitely seemed like they stole the dog,” I said. I tried to keep my voice level and face straight as I responded. She glanced at the screen for a bit before continuing her story.
She slowly started to speed up, and I sped up with her. It almost seemed like she was the one who was stroking my cock. Like my dick was there, next to her jiggling tits. She finished her story and looked at me with a smile.
“Sorry I just love the way this bottle feels,” said Jane.
“Unghunh,” was the only noise I could get out. I knew I wouldn’t be able to say an actual word.
“It just feels so nice,” said Jane. She slowly ran her hand from the bottom of the bottle to the top. She was watching me, but I couldn’t get myself to stop. My hand copied. She got to the top of the bottle and rubbed the lid. I took in a deep breathe but she didn’t seem to notice.
“It’s so smooth you know?” Jane suddenly started to stroke the bottle as fast as she could. I wasn’t expecting the switch, so I didn’t keep up. I stopped stroking my dick and watched in awe as her hand quickly stroked the bottle. Her boobs started to jump up and down wildly in her shirt. I almost came from just watching her.
As quickly as it started, she laughed and tossed the bottle away from her. It clattered to the floor behind her.
“Oh, maybe I shouldn’t have done that,” said Jane.
She got up and turned, giving me a full view of her ass again. I knew she wasn’t looking. I knew it was risky, but I was too horny to care. I was already so close to cumming. I grabbed my cock and started to stroke it fast and hard, imagining her tits bouncing moments before.
Her ass swayed as she walked across what I assumed was her living room. As I felt an orgasm coming, I couldn’t even keep thinking. I grabbed my laptop and aimed the camera at my dick. Me jerking off my cock filled her screen, cum oozing from the tip. I was so hard, my dick seemed even bigger then normal.
Jane bent down, bending from her hips, giving me an amazing view of her ass. Everything was there for me to see, including how wet her underwear was. Pre-cum lubricated my hands and made a wet clapping noise as I jerked my cock. I was glad her sound was low, otherwise she would have turned around to see what was happening.
She wasn’t going to stay there forever. I was already surprised she hadn’t gotten up already. I gave up on cumming and reached to move my camera back up towards my face when she wiggled her ass back and forth.
“OH Fuck,” the words escaped my lips without thought.
I bucked my hips and cum shot out like a geyser. I came so hard the first rope of cum shot up and hit my shoulder. I quickly pulled my camera screen up and away from my dick. I couldn’t stop cumming though.
Waves of pleasure rocked through my body and shot up out of my cock and into the air. I wouldn’t be surprised if a couple of strands were caught on camera. It took several seconds and a gallon of cum before my thoughts returned, and post-nut clarity hit like a bitch.
I frantically checked the screen. Jane had stood up straight again but looked like she was examining the bottle. Maybe she didn’t notice. She looked back at the screen and let out another little yelp. She rushed back to her seat.
“So that’s why you said oh fuck,” said Jane.
“What?”
“Because I accidentally left my camera on,” said Jane.
“Oh, ya,” I said.
“Well I won’t keep you any longer. I’ve been embarrassed enough for one day,” she said with a wink. She blew some kisses at the screen and disconnected. Maybe she didn’t notice, I thought. I looked at my camera and saw that a line of cum clung to my shoulder.
She didn’t say anything though. Wouldn’t she have mentioned it If she noticed. I slowly started to panic. She very well could have seen. She might have looked back at the screen while she was bending over and just didn’t want to say anything so it wouldn’t be awkward.
My computer beeped as I got a new email. It was from Jane. I knew this was it. I was about to get fired. I opened the email. It simply said: I thought you might want to look at a copy later, I know I will. There was a file attached to the email.
I clicked on the file and opened it. A video of Jane starting to jerk off a water bottle started playing on my computer. It was a video of the meeting. She didn’t just notice, she planned it.