[M/F] Discrete Meetings with the new Head of HR

Amy joined the company recently as the new head of HR, located in Chicago. She was in her mid/late 30s, 5’2, petite, married with kids, and Southeast Asian. I’m 5’9, built on the more slim side, early 30s and also married and work out of New York. I am the youngest person on the management team and also responsible for some of her function and projects until she joined. It was my job to get her up to speed and lead the onboarding. We had spoken on the phone, emailed and Skyped at work to schedule our training sessions. Everything has been entirely professional and I found her a delight to work with.

As we spoke more, we learned about each other and got along really well. After a week or so, I thought of her as my “work wife” and found her extremely pleasant and trustworthy. We were pretty honest with each other and I gave her a good assessment of life with the company. Nothing office inappropriate was happening and it felt like a great relationship and still professional. Both of us are married, me newly so and she with two kids under the age of 5.

Amy was going to visit the New York headquarters for a week to meet people in our office. After we finalized her plans during one call, she mentioned that I should enjoy the early stages of my marriage and stay in the honeymoon phase “before you have kids and everything changes.” I had a hint of an idea of what that meant.

Her visit to the office came and she joined our Monday executive meeting. She looked younger than her age and pretty fit for having two kids. I’d say a 7 out of 10, you wouldn’t kick her out of bed and would pleasantly chat her up at a bar. She was conservatively dressed in a blazer and skirt, looking every part of the senior executive she was. We gave an update on the progress of her work and got nice praise from the CEO for working well with the team. He invited the two of us to dinner that night at a classy restaurant in the city.

The wine and cocktails were flowing as our work dinner happened, mostly uneventful. After about two hours, the boss left for his waiting car for the ride back to Connecticut, telling me to cover the bill and expense it later. As he left, Amy asked if we could stay and have another drink.

On the company’s dime, I gladly accepted the invitation and we ordered another round of drinks. The chatting continued for a while, still work related, where she was giving the initial reactions of who she met. She was surprised our leadership was so young (30s to mid 40s) and thought it would be an exciting place to work. The candid discussions continued, as she commented on the work attire of the other ladies in the office, said the NYC guys are more in shape than the Midwesterners, and ensured that none of this would violate any HR issues… as she was now in charge of it.

Obviously, I was thinking of her honeymoon phase comment and had to ask what she meant about it. With a shy smile, Amy said she loved her husband and kids immensely, but things definitely changed in the intimacy department. Her condo in Chicago didn’t have too much room for privacy and she worked all day and then had two young kids to care for after she got home. Then, she flat out said she hadn’t had sex in nearly 8 months.

Being a few drinks in, I prodded for more information and asked if she had considered some things to alleviate her problem. No, she had not cheated or picked up a guy back home. She had looked at some hookup apps but never followed through. I suggested as she was in New York, she had a whole city to choose from and even pointed to some suited guys at the bar who were chatting up and striking out with various ladies. She stopped me and said she had too much to lose and needed someone to be just as, if not more, discrete if anything were to happen.

I was at a loss for words and couldn’t really process this. Was it an invitation? What do I do here? Not knowing how to react, I awkwardly decided that we should call it a night and paid the bill. I hailed her a cab back to her hotel and went on my way back to my apartment.

The next morning, Amy had set up an early morning meeting with me. I met her in the conference room and made the pleasantries – heard the rest of night was uneventful and she had a good night’s sleep. Meanwhile, I was floored by how good she looked today. The skirt and jacket were a little tighter and she showed more leg than the day before, the high heels a bit taller. Her body was accentuated and she looked good. The more time you spend with someone, the more attractive they end up being. Her attire for the day made it easy.

Amy apologized and said she was out of character by some of the discussions the night before. I told her it was no big deal and we could be honest with each other. I don’t know what came over me, but I told her a story that I’ve never told anyone else. A vice of mine is going to massage parlors and getting happy endings, blowjobs or sex from the attendants. I only went occasionally but felt comfortable telling her this for some odd reason.

This was the exact opening we both needed. We looked at each other and felt relieved that our dirty laundry was out. She was possibly looking for some fun and I had partaken on the side, even though we both love our spouses.

I leaned in and pulled her close, hands on her waist and small of the back. We kissed briefly, deeply and then suddenly backed away. We took a moment and calmed ourselves and sat down at the table.

At this point, we knew we wanted each other. The rest of the day crawled but we snuck in a 30 minute private meeting which turned into a clandestine makeout session. We made plans where I would meet her at the hotel shortly after work. Amy gave me a deep kiss where it seemed like she tried to force her tongue into my throat, and then handed me an extra key and told me the room number.
Around 6, Amy left the office and I followed shortly after. She texted me to hurry and I made my way up a few blocks and headed straight to her room.

I knocked on the door and used the key where I saw Amy standing seductively in a matching black bra and panty set in her heels. She looked stunning. I closed the door, dropped my workbag and walked over and kissed and felt all over her tight, slim frame. From the sight of things, you could never tell this woman popped out two kids over the past few years. I unhooked her bra and caressed her perky, bigger than expected for her size, breasts. They were a decent palmful and she slyly replied that the nursing had enlarged them. I was definitely a fan.

Amy unbuttoned my shirt and moved down to the pants. I was rock hard at this point and kept pressing my body against her. She unzipped me and reached in, giving me a few nice strokes and was elevated enough in her heels to look up and kiss some more.
I stepped out of my pants and felt down her chest to her stomach and into her panties. I moved my fingers past her neatly shaved snatch and inserted one, then two fingers into her, which slid in easily given how wet she was. We mutually felt each other and continued kissing until she dropped to her knees and started using her small tongue all across, over and under my member and made a journey down to the balls too. She eventually made it back to the shaft and put an inch or two into her mouth, bobbing and giving great suction. This woman was tiny and I’m certainly no giant, but seeing me in her mouth looked fairly comical as she clearly could not take me in that deep.

She moaned and licked and sucked for several minutes. I warned that I close to finishing and wanted to repay the favor, so I laid her onto the bed and knelt down under her. I gave her a tongue lashing and swiftly moved all about her lower areas. She was squirming and then I saw and felt her legs and body shake and shudder. My tongue and fingers did its job where she cried that it felt amazing. I wanted to fuck her at this point but she was so spent that she had to recover on the bed, breathing heavily. She said she hadn’t had that much sensation down there for a while and wasn’t yet ready to go all the way.

In return, she continued with a blowjob on the bed. I held onto her head and slowly pushed further into her warm mouth until she had most of my 6 inches inside. She had to pull back a few times, take huge breaths of air until I slowly inserted into her mouth again. This continued for a bit until she developed a fairly good rhythm and I finally unleashed ropes into her mouth that she swallowed. We laid down, held and kissed some more, and noticed over an hour had passed.

I had to go back home before anyone became suspicious. I got dressed and kissed her goodbye, mentioning it was going to be a hard day tomorrow at work. Amy’s response – I’ll make you hard tomorrow. Saucy minx.

The next day, I see another calendar invitation for an Amy meeting. We booked one of the more private conference rooms and recapped our fun. We were so turned on recalling the night that I happily accepted an incredible blowjob in the room, where she again swallowed every drop. We had another session later that night back in her hotel room, this time I spent most of the hour pleasing her, all hands and oral but again, no sex.

On Thursday, her last day on this trip, we had another rendezvous in a private conference room and got each other off. She had to cover her mouth from moaning and begged me to stop. I went on until I saw that now familiar leg and body shudder indicating she had come. Another eventful blowjob led to more kissing and we spent some time composing ourselves once again. A little while later, she made her final rounds around the office and then headed out to catch her flight. I stared as she walked towards the main entrance, rolling her bag and seeing her original Fuck Me heels on.

That was about a month ago. Since then, we’ve continued to work together and have a great work relationship. On the majority of days, we don’t even mention anything inappropriate to each other, but continue to have great discussions about our work and personal lives. I’m visiting the Chicago office soon and have suggested we continue the meet up. Sounds like there’s a solid chance it will happen.

Source: reddit.com/r/gonewildstories/comments/4csmpd/mf_discrete_meetings_with_the_new_head_of_hr