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Office Sex - Day 01

Story Info
Sex with the Boss's wife and the Secretary.
2.6k words
4.42
78.6k
44

Part 1 of the 2 part series

Updated 06/09/2023
Created 06/07/2019
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I had graduated college and there were few jobs available as unemployment was over 12%. I had to do something to pay the bills and make some spending money so I went to work for an insurance agency a few towns over from the one I grew up in. The principals for this story were Bill (Owner, about age 40), Sue (Bill's wife, 35-40, who ran the office) and Donna (Office secretary, Married Mother of two about age 30).

I thought that this would be temporary but over the next three months I found that I was not only getting good at this job but was contributing to Bill's bottom line. Bill asked me into his office and told me he had high hopes for my long-term potential. He offered to teach me the whole operation along with giving me an office and a raise. I accepted with the condition that I would like to eventually become a partner if things worked out. He agreed.

Over the next six months bill would meet with me on Wednesday afternoon to learn the sales part of the office. I would meet with Sue every Thursday morning at ten to learn the office management. I quickly learned I like the sales but not office management. While Sue seemed to be good at her job, she was not friendly (Staff referred to her as the Ice Queen) and our hour-long meetings were more of a lecture than a learning experience.

While there were a number of older women in the office the only one who I was really friendly with was Donna. She was a jokester and we really got along well to the point of her trying to set me up with her younger sister. Once a month I would take her out for a bite to eat right after work and fill her in on what Sue was planning for the office. She picked the last Thursday of the month as that was her husband Kevin's poker night and her mom would watch the kids.

Nine months into my employment everything changed. I had ended the affair with Debbie and was openly looking for a replacement.

Thursday morning sharply at ten I was in Sues office. I sat down and turned on my tape recorder as she always wanted me to record the sessions so she would not have to tell me twice. She began her weekly lecture but I kept watching her rub her neck. "Anything wrong?" I inquired.

She stopped the lecture and let me know that she had a kink in her neck from sleeping on it wrong. I offered to massage it and she declined. Another five minutes of her rubbing her neck I said "I took a class in college and I know I can get that kink out."

She thought about it and finally said "Okay, I can talk while you massage."

I went to work on her neck and while the knot was fairly hard it did not take too long to have the muscle ease up and the kink was gone. By this time Sue had stopped talking and was enjoying the massage. As I stood behind her, I noticed that, while her breasts were on the smaller side, the nipples were standing out straight. She was really getting into the massage.

I extended the massage lower and there was no reaction. I did it again with my fingertips barely touching her breasts. She stirred a little but made no attempt to stop me. I whispered into her ear, "Looks like you have something else that wants the massage. Doesn't Bill take care of that for you?"

She had her eyes closed and admitted that with Bill working so much he was not as attentive as he should be. I moved my hands back to her breasts and squeezed her nipples. I had not realized how aroused she was. She not only did not stop me but her head tilted back and a little moan escaped her lips. I reached in and removed those small breasts from her blouse and kept the massage going.

Now I was getting aroused so I spun the chair around and took her right breast into my mouth while continuing to play with her left breast and nipple. Her hand went right to the back of my head forcing my mouth harder on her breast. I gently bit her nipple and I thought this would send her into orbit as she attacked my belt buckle. This was all I needed to move my right hand to her pantyhose, stick my index finger right through it and straight into the promised land. As my second finger entered her, she finished undoing my belt and forcefully removed my engorged member from my pants.

She stared at me with lust filled eyes while we simultaneously pleasured each other with our hands. I was not sure how long I would last at this time so I picked her up out of the chair and bent her over her desk. To my surprise, she reached back to guide my member in. For the first time in a while she actually spoke. "Stick that cock in me now. Fuck me hard and fuck me fast."

I slid easily into her sopping wet pussy and started pumping hard and fast as she requested. She kept her voice low but huskily grunted "Oh God yes. I need this. Fuck me. Fuck me harder. Fill me up with your cum." Listening to the Ice Queen, my boss's wife, curse like that sent me to the edge. "I think I am going to cum soon," I said. "Don't," she commanded. "Sit back in my chair."

I sat back in her chair and she straddled me and quickly guided my cock back up inside her. She started to ride me hard while I reached around her and played with her tits and clit. This brought her to new heights as she went faster and faster. "I am going to cum and you are going to cum with me," she ordered.

Less than a minute later I could feel her muscles clamping down on me as I filled up her pussy with my hot cum. As I shot my load into her, I lightly spanked her ass and she responded by grinding her ass into me milking the last bit of cum out of me. We rested a minute before she told me to get my pants back on, go to the restroom to clean up, the meeting was over. The Ice Queen was back.

The rest of the day went fairly quickly as Sue barely left her office and I got some work done with a smile on my face. Thirty minutes before closing Donna popped into my office to make sure we were still getting a bite to eat to discuss my meeting with Sue as we usually do. I couldn't figure out why but she had an impish smile on her face when she asked me.

Five o'clock rolled around and Donna hopped into my car for the two-mile drive to the pizza place. She had a big grin on her face the whole time and since she was the office practical joker, I thought she was planning something,

We made our way to the back of the restaurant where we picked out the booth in the corner. Finally, I broke the silence "What is up with you? You are obviously hiding something you are dying to tell me."

She laughed and said "I was walking by Sues office this morning during your meeting and I heard unusual sounds for a business meeting. If I didn't know better, I would swear that they were the sounds of someone having sex." Before I could respond she said to order a wine while she went to the ladies' room and then I could tell her all the juicy details.

Donna returned and the drinks arrived. We ordered a light meal and when the waitress left Donna slid over and said "Okay, spill it and don't leave anything out." I started at the beginning and when I got the part where I was massaging Sues breasts, I noticed that Donna had her hand on my thigh and was gently squeezing it. I kept talking and moved my hand to her thigh and began to gently run my hand up and down her thigh.

At this time the waitress returned with another round and said the meals would be out shortly. I returned to the story and slid my hand higher up Donnas thigh when I noticed there were no panties. She must have removed them in the ladies' room. I was at the part of the story where I bent Sue over the desk. Donna was squeezing my thigh harder so I moved my fingers to her pussy lips. As I told her how Sue guided me in, I entered her pussy with one finger, then another.

Donna moved her hand up and squeezed my member through my pants. I was barely able to continue the story. As I was describing the pounding that I was giving Sue I was giving Donna the same pounding with my fingers. Given the circumstances, it wasn't long before Donna was coating my fingers with her juices. As she came down off her high the waitress came over with the food and I made a big deal about licking my fingers. Donna was blushing and I am pretty sure the waitress knew why.

The rest of the meal was a little awkward and soon we were back in the car heading to the office. When we arrived, I walked Donna into the office to get something she had forgotten. I sat down in the chair next to the door and when she had retrieved the item and turned to leave, I held out my hand for her to sit on my lap. She smiled and started talking the usual about what had happened shouldn't have happened. But she took my hand and didn't leave.

I reminded her that she had gotten off and that I now had blue balls. She laughed and said "Maybe I can do something about that." She unbuckled my pants and pulled my member out. She started a very nice hand job. "Let me get you off. I can't fuck you. I have betrayed my husband enough."

My only response was I won't fuck you unless you ask me too. She was adamant that she would not ask and I said I would not fuck her unless she did. At that stage of my life I did not cum with hand jobs. Donna was really working it to no avail when I suggested that she kiss it. She was so aroused at that time that with little hesitation she took me in her mouth.

After a few minutes I gently pulled her head off of me and asked her "Do you trust me?"

"I do," she said.

I instructed her to remove her panties again. Before she did, we had the same conversation about me not fucking her unless she asked me. As she was removing her panties, I described to her how we were going to do a standing 69. I was still in football shape and Donna was only 5' 2" so I picked her up, spun her upside down and placed her legs over my shoulder with her pussy in my face. I attacked her pussy and her clit with my mouth as she took me in hers. Pretty soon I realized she was not doing her share and was very much enjoying my work.

I had her secured with my left hand so I took my right and used my index finger to begin probing her anus. This was the tipping point for her. "Oh, this is fucking great. Don't stop. Oh, Fuck. Oh, Fuck. Ohhhh, fuck meeee!!"

This was all that I needed to hear. I spun her back around and placed her back on the chair. Before she could say anything, I raised her legs over ankles to my shoulders and entered her pussy. I gave her four or five piston drives straight into her. "What are you doing?" she stammered.

I was buried all the way in her but I stopped ad said "You said Fuck me. I took that as you asking me to fuck you." I pulled almost all the way out and asked her if she wanted me to stop. There was no answer so I drove back and asked her again "Stop or Go?" I pulled back to where the mushroom was the only part still in her.

She pulled her legs off my shoulders, wrapped them around me and pulled me back in. "Fuck me you bastard. Fuck me harder than you did Sue!" It wasn't long before I could feel her cumming with me not far behind her.

"I am going to cum. Where do you want it?"

"Pull out," she said. She climbed off the chair just in time to take my full load right in her mouth. Didn't spill a drop which I don't think I had experienced before. She spent the next couple of minutes cleaning me up which was so exciting to me that I started to harden again. Not wanting to let her start feeling guilty I grabbed her hand and said come on. I am going to fuck you on your desk like I did Sue.

Donna smiled lustily and we went quickly to her desk. She keeps her desk clean so it was easy to bend her over it and enter her from behind. She immediately started banging back into me and we developed a strong rhythm. I started lightly spanking her cheeks which increased both her pace and her moans.

I was not close to cumming yet but I could tell Donna was when she started begging me to fuck her harder. "Oh God, Pete. I have never been fucked like this. Don't stop. Fuck me harder."

I wanted for her to experience the whole Sue fuck so I pulled out, sat in her chair, and pulled her back to me entering her sopping wet pussy. "Take me any way you want Donna, you set the pace." That was all she needed to hear as she braced her hands on the desk and used them to support herself as she bounced on my pole. With my left hand on her tit and my right rubbing her clit it was not long before we brought each other to an incredibly intense orgasm. I pulled her back into me to relax as we took several minutes to come down form our orgasmic highs.

As I felt my deflating cock plop out of her pussy she rose quickly. "Oh my god, I am late to pick up the kids," she said. "Go clean up while I call my Mom to let her know I am on the way."

I went to the bathroom and cleaned up. When I finished, I could hear Donna in the ladies' room giving herself a paper towel wipe down. I don't know how she did it but when she came out, she looked like she had just finished a long day at work and not getting fucked twice. I walked her to her car and when I went to kiss her good bye she stopped me. She said, "I know this will sound weird after what we just did but, Sex is physical, kissing is intimate and I can't so that."

I have to say that at that stage of my life it did sound weird but I accepted her reaction and after making promises for things not to be too weird between us I watched her drive away with the thought in my mind that I needed to stop by the pharmacy on the way home for a box of condoms for my desk drawer.

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26thNC26thNCabout 3 years ago

Story is as dead as day old fish, and smells just like one. No loving wives here.

tonguelasher01tonguelasher01almost 4 years ago

Great story. Can't wait to see where it goes from here.

wagonet2wagonet2over 4 years ago
Why so much criticism of this story??

I thought it was a good story, well written and pretty hot. Did some of your other readers mistake Literotica for The New Yorker?

AnonymousAnonymousalmost 5 years ago
1*

for wrong category, got enough trash in LW already, don't need more

AnonymousAnonymousalmost 5 years ago
why is this in loving wives?

a better fit would be erotic couplings.

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