I sat in my office, staring out over the city as I waited for my new assistant to arrive. We went through so many recently that I didn’t even hire them anymore, HR just sent in new candidates continuously, then they’d be gone as fast they came. It was a tough job working for me, not because I’m a tough person, but because I demand perfection. I didn’t become one of the top attorneys in the city with mediocrity. I didn’t get to owning one of the top legal practices and sit in the corner office overlooking the whole city by chance. I worked hard and I earned it, and I expected my assistants to do the same.
I heard a knock on the door as she entered. I was instantly stunned. She walked in confidently; short, blonde hair, a white blouse that her boobs were almost exploding out of, a black skirt that showed off her curves beautifully, and long legs, hidden beneath black pantyhose. Her brown eyes were fierce but her lips looked so soft in red lipstick. I composed myself and stood to greet her.
“Hey, I’m Brad, nice to meet you,” I said.
“Hi, I’m Lynn, it’s a pleasure to meet you,” she said back.
I motioned for her to sit across the desk from me.
“So why don’t you tell me a little about yourself Lynn?” I asked.
“Sure. I’ve been a legal assistant for over 10 years now. I love everything about it and I take my job very seriously. That’s why I wanted to work for you; you’re the best and I want to work for the best.”
“I appreciate that,” I said, a small smile creeped across my face with the compliment.
“I’m assuming if you’re experienced you know this job demands crazy hours? Huge attention to detail? I need someone I can trust to get the job done,” I said to her.
“I’d expect nothing less. I’m married to this job and this job only. I’m 100% committed to whatever you need me for,” she said back.
My mind raced with the possibilities, before quickly focusing on work.
“Why don’t for now you just take a look at my schedule for the week, then get yourself up to date on what we have going on. Then I’ll see what cases I can get your help on,” I said.
“I asked for all your current cases in advance and read them over the weekend. I’m all caught up,” she said with a smile.
I loved the initiative. This woman was different.
“That’s great to hear. Why don’t you organize the Benson file for court tomorrow, make sure all the discovery and files are ready in order and ready to go,” I asked.
“As you wish, boss,” she said cheerfully, turning to exit the room.
I couldn’t help but stare at her large ass as she walked away. I’m glad her desk wasn’t visible from where I sat, or I might have been too distracted with her lovely features.
The rest of the morning was a blur of emails and phone calls. I was only brought back to reality when Lynn knocked on my door.
“Sir, your 12pm is here, I sat them in the conference room and left the documents they need to sign on my desk,” she said to me.
I had totally forgotten about my meeting! Did she just call me Sir? She was definitely earning brownie points for getting all the documents ready for me.
“Thanks so much, be right there,” I said.
I finished up my email then went to my meeting. Sure enough everything I needed was neatly organized, in order, with everything they needed to sign highlighted and easily visible. As easy as a divorce signing could be.
After the meeting I stopped by her desk. She was typing on her computer as I stood there, doing everything in my power not to stare down her shirt. Her skin was so nicely bronzed, with freckles popping out everywhere on her chest.
I cleared my throat and she looked up.
“I just wanted to thank you for getting ready for that meeting. It was all organized very well,” I told her.
She smiled. “I’m glad you liked my organizational style. You can expect lots more like that,” she said.
“Can’t wait,” I added with a smile, before disappearing into my office.
The rest of the day was busy but smooth. I was packing up to leave at 7pm and I saw Lynn still working away at her desk.
“Staying overnight?” I asked jokingly.
“Oh, just trying to get ahead for the week,” she said back with a laugh.
“Well have a good night, thanks again for everything today, great first impression,” I said.
She bit her lip, embarrassed from the compliment.
“Thanks, that means a lot, I often come across as too eager to please,” she said.
“That could never happen here,” I said back.
“Goodnight,” she replied, with a small smile.
As I left the office, I couldn’t help but fantasize about her, and what she would do if she was to please me the way I wanted.
The rest of the week went by quickly; everyday, Lynn surprised me with her work ethic and attention to detail. She was the best assistant I’d ever had, and it was still her first week; plus the outfits she wore had me on edge all week. Cleavage busting out, tight skirts always accentuating her ass; I had to do everything in my power not to get hard.
Friday rolled around and we were hustling to get a case ready for the following week. As usual, Lynn was thriving, keeping everything organized and cross checking everyone’s work. I was impressed. As we finished the day I asked her to come into my office.
“So what’d you think of your first week?” I asked.
“It was amazing,” she said with genuine enthusiasm. “It’s such a great group of people, and I’m already learning tons working for you,” she said to me.
“Well you’ve surpassed my expectations, and all the partners are very impressed. We’re going to double your current salary, I want to ensure you keep working for me.” I told her.
“Oh my gosh, that’s amazing,” she said, “thank you so much, I won’t let you down,” she added.
I thanked her again and she left my office. This time though I think she caught me staring at her ass as she left my office. She smiled anyway though.
I packed up my things and headed to leave the office. I said bye to Lynn, then went to the washroom before I left. As I’m standing at the urinal I hear the door open then lock behind me. I thought that was strange so I turned to look, and Lynn was there, standing in the mens washroom.
“Oh hey, can I help you? This isn’t exactly a good time,” I said.
“I’m only going to ask this once. Do you want me?” she asked assertively.
She started unbuttoning her shirt, showing off her red, lacy bra. My mind raced. I couldn’t help myself.
“Yes,” I said back.
With that, she undid her bra, letting her voluptuous breasts fall out, with a bounce, her small areolas and perky little nipples stole my gaze, and I couldn’t look away. She walked over to me, dropped to her knees and aggressively undid and pulled down my pants. She smiled seeing my cock, then shoved it in her mouth, slowly sucking it and teasing it with her tongue as I became hard.
“Fuck,” was all I managed to get out.
I was fully hard, and she was now stroking my cock, while gently sucking and playing with the tip.
“What a big cock you have,” she said between mouthfuls. “I knew you were special,” she added.
I was thoroughly enjoying my view, admiring her freckled skin, her soft, round breasts, her lips wrapped around my cock. She was the special one.
“I need you inside me, I want you to fill me up,” she whispered, standing, pulling her skirt down to her feet, showing off her matching red panties. Her legs were incredible, and as she turned around and bent over the sink, I finally got to see her big, round ass. It was swallowing up her panties, begging to be spanked.
I couldn’t hold back.
I walked over and ripped her panties to the ground. I reached between her legs and spread her lips open, feeling her bare, smooth pussy, wet with her juices; she wanted me. I was so hard and horny, I pressed my cock against her pussy, then pushed it in, feeling it’s tight grip wrap around my cock as I slid further inside her.
“Ooo fuck, you feel so good,” she moaned.
I slid my cock in and out of her, slowly, as she accompanied my girth, but I wasn’t able to stay slow for long; I needed to fuck her, hard. I grabbed her hips, then sped up my thrusting, fucking her hard and fast now. My groin slammed against her big ass, my balls did the same to her pussy, as I kept up my speed. I enjoyed watching her big boobs bounce and jiggle in the mirror in front of us, as I pounded her from behind.
The sound of us fucking was so raw and loud, I hoped no one else was around the office still; her wet pussy, the loud slap every time I thrust inside her, her moans. It all added to how turned on I had become. I could feel myself getting close.
There was something about this woman that made me want to fuck her as hard as I could. Thrusting hard and deep inside her, her once tight pussy now took my cock with ease, her moans indicating how much she enjoyed it.
I kept pounding her from behind, but knew I couldn’t go much longer.
“Im gonna cum,” I warned her.
“Yes, give it to me, cum inside me,” she moaned back.
Not one to argue with that, I slapped her ass, then kept pumping my cock inside her, jolting her whole body with every thrust.
“Yes, yes,” she shrieked out.
With my cock deep inside her, her legs started shaking, and her pussy gripped tighter around my cock as she started to orgasm. Her whole body convulsed as she moaned in pleasure. It pushed me over the edge, and with my cock still deep inside her, my whole body tensed, then my balls emptied, as I sprayed her insides with my cum. She moaned more, hips still bucking, as I kept cumming inside her, pleasure shooting throughout my body from my groin to my fingertips and toes. I shuddered as the pleasure faded, her pussy still convulsed around my cock, milking the last of my cum from it.
I slid my cock out of her and she spread her ass open, letting me watch as our mess leaked out of her, running down her leg. Her asshole was bright pink and so tight compared to her pussy, which was was red, and slightly agape from the pounding it took. She stayed bent over the sink, motionless, panting, as my cum continued leaking out of her.
She saw me still staring in the mirror, then smiled.
“Do you like admiring your work,” she asked.
“I just can’t stop staring at your ass. That was incredible,” I said back.
She finally stood up, then turned to face me. Still naked, my gaze couldn’t help but admire her boobs, her nipples still poked out towards me. She dropped to her knees again then quickly sucked on my now soft, slightly swollen cock, cleaning our mess off it. She stood up, then kissed me on the lips. She really was a wild one. She then turned to grab her underwear and started to get dressed.
“That was a lot of fun, you fuck hard,” she said. “We should do this again sometime,” she added.
“I’d like that a lot,” I said back. “I don’t want this to ruin what we have in the office though. You really are good at your job, and I don’t want this to get in the way.” I said.
“You have nothing to worry about. Business is business, and this is pleasure. And it’s just sexual nothing deeper. You have no worries on my end,” she replied, putting on the rest of her clothes, unfortunately ending the sexy view I had of her naked body.
“Good. I’ll see you Monday then,” I said to her, giving her a smile as I left, leaving her to clean herself up.
As I was leaving the office I passed the janitor; she looked me up and down with eyes wide like golf balls. Maybe we weren’t as alone as I had thought..
Source: reddit.com/r/eroticliterature/comments/ulsqp8/attorney_privilege
Inspired by u/bigassedblonde
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