I’m the partner in a big city law firm. Our office isn’t like *Mad Men* or anything, but like I think any office there’s a dynamic between the legal assistants and the attorneys. Individuals in both groups have a reputation. Some are known for engaging in frequent dalliances. Some are known for their occasional fling. Some are known for not being in the game at all.
I fall into the last category. I’ve heard it’s something of a topic of discussion among the female staff. It isn’t that I’m crazy hot or something, but I’m nice looking, I’m single, and I’m under 40. Those who are looking to land a lawyer are looking for someone like me. But they’re always disappointed because I don’t flirt and I definitely don’t play. Work is for work and play happens elsewhere.
Women would flirt, and I’d ignore them and redirect the conversation to business. It was fairly routine and most of the staff would eventually figure it out and give up. I regarded it as a minor annoyance when they didn’t give up relatively quickly.
There was one assistant, however, that just wouldn’t give up. I assumed she flirted with *me* because she saw me as safe. A chance to play *the game* without the risk that I might try to take her up on it. She was in her mid-30s. Married but with no kids. Kind of a soccer mom in waiting. She wasn’t beautiful. In fact she was a bit plain looking but cute. She didn’t have a great body (if anything she was a bit chubby). But there was just something about her that made you feel like going to bed with her would be amazing. Something you couldn’t quite put your finger on.
She started casually enough. Saying things like “you look stressed. I bet you could use a back rub,” or “why don’t you let me help you take a little break.” I guess maybe I didn’t rebuff her the way I did some, but I didn’t encourage her either. She was nice. I liked her, let her do her thing and everything was ok.
Over the months that passed she escalated her efforts a bit. Leaning over to show me her cleavage or her ass in her skirt. And saying something like “you really need to let me help you get relaxed and refocused” while she did.
Finally she moved up into openly propositioning me. Things like “are you sure you don’t want to just have me on your desk?” The first time I really couldn’t believe what she was saying. She was smiling and laughing and it almost seemed harmless. But her eyes told me it wasn’t. And I’m not sure I’d ever heard someone offer sex quite so directly. I didn’t manage any response at all. Only tried desperately to manage my expression so as not to tell her anything about my reaction.
Her openly propositioning me went on for months or perhaps even a year.
I’m not sure what got into me the day I responded. I guess I was horny. But it was more than that. It was like a switch flipped in my mind and I had to see if she meant it. And if she did what would it be?
She came into my office, as she usually did, on some sort of nominal reason that likely was better handled with an email. She leaned over the desk to set some papers on it giving me a view down her loose fitting blouse to her pale white soft looking breasts hanging against the white satin fabric of her bra. She looked me in the eye, lingering in her bent over position, making sure I got a view, and said, “I really don’t have any idea why you haven’t let me have you yet. I want to make you cum.”
It was almost like an out-of-body experience or something. I truly felt like I was watching someone else say, “I’ll in the office tomorrow morning at 5:30. There won’t be anyone else here until at least 7:30.”
She smiled mischievously at me, stood back up, turned, and slowly left my office. I watched her round ass in her black skirt as she walked out the door.
I wouldn’t say that I made a conscious decision to proceed. Instead I just did the things I did, as if there was some perfectly ordinary reason for them. Any reason other than going in early to have sex with a married woman.
The alarm that I had set for 4 went off. I got up. Showered, and dressed in one of my nicer suits that’s usually saved for court and not a day in the office. And then I headed in. I was at my desk by 5.
She walked through my door at 5:25.
I stood silently, walked to the door, and pushed it quietly closed. I looked into her eyes, wordlessly asking if she was sure she wanted to do this. And she answered by stepping into me.
Our bodies and our lips came together in the same moment. My arms were around her. My hands on her back and then down to her ass. And what I remember most about that moment was the smell of her that overcame me and pushed me into a sort of primal state. The feel of her body against me and beneath my hands. Soft but firm. Womanly.
It was almost like we where high school kids groping each other in a corner somewhere. Her dress was up and my hand was down the front of her pantyhose. She rubbed my immediately hard cock through my suit pants. She was incredibly wet and the way she ground herself into my hand made me crazy. She wasn’t afraid to take what she needed. Not five minutes after we started her ass was up on my mini-fridge (I know, not very classy, but it was what was there) and I was fumbling my pants down and my cock into her.
So many things went wrong for me all at once. Her smell. Her amazing breasts with her giant, pale pink nipples. She was so tight. Sort of freakishly so in the way her chubby shaved outer labia gripped me. I was in her five minutes after we started. And two minutes after that I was apologizing for cumming so quickly. Maybe it was her. Maybe it was the danger of getting caught or the wrongness that she was married. But for whatever reason, I utterly failed to control myself. I had cum in and on her pussy without asking and without making sure she came first.
Looking to salvage what I could of my pride and the situation, I dropped to my knees. My lips touched her thigh and my tongue traced directly along her flesh to between her legs. I traced around the outer edges of her pussy teasing for a few moments before my tongue drove down, across her clit and then into her. She moaned and squirmed as I made my way back and forth between her pussy and her clit. I’d never tasted my cum in a woman before but as I did I imagined it was her husband’s or some other man’s and that I was licking her sloppy pussy. Quickly she began to cum, clenching my head between her thighs and bucking wildly against my face. Her moans raised my nervousness though the office was still empty.
By the time she was done cumming my cock was hard again and I gave her the longer more deliberate fucking that I had intended to the first time, culminating with cumming deep into her pussy for a second time.
At the end, she stood, kissed me softly on my lips, and said “next time don’t make me beg for so long.”
Source: reddit.com/r/gonewildstories/comments/5y8j0i/me_m_and_a_cheating_legal_assistant_f_mf
So did you have any repeat encounters?
Great story!