Work Related Fringe Benefits

My name is John and I’m fortunate to have landed my dream job just a few months ago. I’m the only male in an office of eleven female co-workers. And equally as fortunate, I’m the boss. The ladies range in age from 18 to 45. I’m married and 55 years old so the ladies generally don’t see me as much of a threat from a sexual standpoint but I’m in very good shape for my age and have a well-built body riding on my 6 foot 2 inch frame, so I do get my share of attention around the office. Mostly though the ladies view me as sort of a buddy or even “father figure” type that they can confide in when they need to get something off their chests. I’m a good listener and I’m always willing to spend a little off-hours time with a damsel in distress. Our department provides administrative support services to a larger organization and for the most part we fly under the radar screen and don’t draw much attention. The work is not demanding and that provides us ample time for long lunch hours and the occasional happy hour get together in the afternoon.

All of the staff members are what I would describe as attractive, active, fun-seeking individuals and I enjoy the company of each and every one of them. Recently however, I have developed a much closer relationship with a few of the ladies who have sought me out for counsel on a more routine basis. Susan, a 36 year old divorced mother of twin teenage girls is a knock-out MILF if I ever saw one. She is just as attractive as her twin daughters, with nice tits and what I would call a perfect ass. It’s frankly hard to tell her and her gorgeous young daughters apart, especially after I’ve had a few drinks. Debbie, a 43 year old remarried empty nester whose husband travels during the week has a lot of free time on her hands and she doesn’t like to waste it! Debbie is movie star gorgeous and has the best boobs by far of the entire staff and always wears clothing that reveals just enough of her treasures to keep a strain on my zipper. Any man seeing Debbie’s tits for the first time instantly wants to find a way to slide his dick in between them, and I am no exception to that rule.

Debbie had sort of become the den mom to the group and most of the other ladies look to her for help with work and personal related issues from time to time. I took notice of this early on and quickly determined that my best chance to be part of the show was to solidify my relationship with Debbie in hopes that she might get me into the middle of the juicy stuff when it comes up. We are, after all, the closest in age and it is easiest for me to relate to her and where she is in life. I too am an empty nester and my wife spends a lot of time with a group of personal friends that she has developed over the years while I was grinding away on the job. Both Debbie and I have our weeknights essentially to ourselves. Shortly after I took the job I asked Debbie to join me for lunch under the guise that she could fill me in on the rest of the crew. I really just wanted to stare across the table at her beautiful tits for an hour, but if it would help to ease me into the office then that was a plus.

I asked her to pick her favorite place for lunch, hoping this would get us off on the right foot. She took me to a quiet restaurant where she had a regular table in an area near the back. I know what you’re thinking, here goes the typical “new boss fucks the best looking lady in the office right off the bat” story, in a dark secluded restaurant booth no less! I wish, my friend. No such luck with Debbie, but I readily understood her position as she explained her world to me over a very nice lunch and a bottle of wonderful red wine.

“I’m only recently remarried,” she explained. “I went through a nasty divorce and lost almost everything I had because I had been the guilty party in the relationship. You see, I had a blistering affair with my former boss, the man who you replaced just last month. He and I regularly met at this very spot and many times we ended up fucking each other’s brains out most of the afternoon. I am very easily sexually aroused and I love to feel a man’s cock in my pussy or a woman’s tongue on my clit. But I want to be true to my new husband and I want you to help me do that.”

I asked her why, if she liked sex so much, she couldn’t separate her love for her new husband from her sexual needs. Did she plan to never fuck another man or eat another woman’s pussy the rest of her life? “You’re a handsome man, John”, she started in. “In fact, you’re better looking than your predecessor. Hell, you’re better looking than my new husband! I’d like nothing better than for you to slide your fingers in my pussy under this table right now and for me to jack you off before we finish this wine. But if I go down that road I’ll never turn back. Can we just agree to be really close friends, at least for now?”

“At least for now”, was the important phrase I took away from that exchange. It gave me a glimmer of hope that I might one day slide my bulging cock into the tight space between those two beautiful tits. I was really disappointed but agreed to her request of course, as any gentleman would, especially a new boss. I bargained with her that she had to at least not bust my balls with the top brass when she caught me looking at her tits in the office. And I wanted in on all the scoop with the other girls and their personal exploits as well. She laughed and agreed to keep me informed of all the “hottest” issues as they came up. “I really want us to be good friends”, she pleaded, as she rested her hand on my thigh for a brief moment before we left. I wondered if she timed her move deliberately just to see the bulge in my pants when I arose from the table. She shook my hand in agreement with our new engagement terms. “I hope you can keep your part of the bargain”, she quipped as her eyes fixed on my crotch.

We walked slowly along the block and a half route back to the office. I had shared with her at lunch that my sex life was somewhat lacking since my wife and I led essentially separate lives, and I apologized for dominating what should have been an office discussion with mostly sexually explicit questions. “It’s totally ok, John”, she replied, letting me off the hook. “I actually enjoy talking with a man about his needs, and mine! I think I can help you find a little relief for your problem though”. I was all ears, or maybe I should say, all dick and balls. My cock was just starting to give me some relief from her lunchtime lap brush when it burst to attention as she began to talk about Susan. “This is the woman who could use your attention the most, and the one who is in the best position to reciprocate in return.” I listened as she went on. “Susan is not in a relationship right now and I don’t think she has been fucked in months!