I have been married for 12 years and mentioned to my wife that my boss seemed to making some sexual advances. My boss is in her mid 50's and would occasionally say a thing or brush her hand across my ass in a way I felt was sexual. I mentioned it to my wife and she thinks she is just being friendly and a little playful. My wife has met her before and thinks she is a great woman. Every time my boss says or does anything it is always when it is just the 2 of us alone. My wife thinks I am just reading things into what she does and says. My wife has made it clear I better not do anything to lose this job or else. I was unemployed for over a year before I got this job and my wife has pretty well made it clear I am to do whatever to not lose this job unless I have another job to go to. She tells me I am reading too much into things and if for some reason she is actually making advances towards me then I will need to do whatever is necessary so we don't end up cash strapped again. I asked her what I am to do if my boss wants sex with me. My wife said she was quite clear that I was to do whatever necessary to not lose this job. If she wants me doing anything, sexual or not, I better do it because she was not going to spend another year with us having no money.

The months at work went on and my boss still made few sexual comments and has had her hand brush across my ass anytime we would be leaning over and looking at a document together. I just began to accept it and decided to make some sexual comments back anytime she made them to me to show I wasn't bothered by them. I think this was not the best idea because I believe she took it as an full acceptance of her advances. This caused her to make more comments and get a lot more touchy feely with me. She no longer brushed her hand across my ass but just grabbed it and squeezed it. The only way I knew how to get out of this situation was to get a new job or quit. With what my wife told me about not losing this job I knew quitting was not an option. I also didn't have enough evidence to claim work harassment so I was stuck where I was for now.

More time went on and I put up with the job and my bosses advances while I looked for another job. She began to escalate things and began to tell me how great an employee I was. One time with her I told her my back was a little stiff which was a big mistake. She wanted to massage my back and told me to take my shirt off. I fought her on it and gave in when she asked if I would like continuing working there. It was the first time she had ever made such a comment. She had a couch in her office and had me lay face down shirtless on it as she massaged my back. I didn't want to admit it but she was doing a great job massaging my stiff back. She asked if my lower back was stiff too and I replied it was which may have not been the best reply. She told me to get at all my lower back muscles she would have to pull my pants down a little. She told me to unbutton and unzipped them and she would pull them down as far as she needed. I knew this would somehow end up with me naked but figured why prolong the inevitable. I unbuttoned and unzipped my pants and she pulled them. She literally only pulled them down a few inches. I was expecting them to get pulled down a lot further and possibly get pulled right off but that never happened. She saw half my bare ass which was my most exposure to her yet and I began to think she was not really out for anything sexual but just liked being a little playful with a guy. I think my wife may have been right and I was just over thinking this whole relationship with her.

As more time went by she still made sexual comments and still touched me and I even touched her back a few times. I was given a few more back massages from her and even began to lay on her couch in only my underwear and socks when she asked. She said it would be easier to massage me that way. She still pulled my underwear down a little to get at my lower back muscles but they may have been pulled down further than she really needed. She was exposing my full bare ass but I didn't really mind. Once again I have to admit that her massages were great. I think she knew I enjoyed them so I was given a couple of the every week stiff back or not. I never told my wife about any of these massages.

The more time that went on, the less I minded her sexual comments and touching, and the more I welcomed it. It was during one of my back massages when she asked if I enjoyed her massages. I told her they were great. She reminded me about my first one and how I didn't want to remove my shirt. She said I have come a long way since then and asked if there was anything that still made me feel awkward about the massages. I told her the only thing was I felt stupid wearing my socks with underwear. She took my socks off and asked if that was better. I told her I was feeling less stupid already. She told me I was nearly nude now and asked how I would feel about that. I didn't know what to say and she said we would soon find out as she slide my underwear further down and removed them altogether. I was fully naked on her couch now as she continued to massage my back. I probably shouldn't have been but I was getting very aroused by all this. She finished my massage and asked me a question. She asked if she could stay as I got dressed or if I wanted her to leave. She said she would really love to stay but only if I wanted her to. I probably should have had her leave but trying to be polite said she could stay. I was still feeling pretty good from the massage and didn't realize what her staying would mean until it happened. I stood up and there I was naked in full view of her. She had only seen my backside prior to this and was now seeing my front side in all my glory as I was still very aroused from her massage.

Her long stare at me said it all. Before this, I never thought about how I would react to her seeing me this way. My reaction was to just stand there the way I was, making no effort to run or hide or cover myself in any way. That night when my wife asked how work was I only told her it was a little better than usual and made no mention how my boss had now seen me fully naked.

For my next massage session I stripped naked right from the start. She was a little surprised but also pleased. She brought up our last session and commented on seeing me with a erection. She asked how I felt with her seeing me that way. I told her she saw what she caused. She did my massage and when she was almost done asked if she caused another erection. She had and I sat up to show her. She stood and stared for a minute and, being very uncharacteristic of me given my initial history with her, I asked if she was going to finish what she started. She came closer and began stroking me. I laid back as she continued and I watched her. She seemed hesitant about something and then she did it. She had my cock in her mouth giving me a blowjob. I blew my load in her mouth and it didn't faze her at all. She finished and asked how it felt. I said it felt great and I figured I would see something dripping from her mouth but I saw nothing so I asked if she swallowed. All she said was, "Surprised?". I told her my wife always spits and never swallows. She told me if liked that, there was a lot more I will like if I give her a chance.

Our activities continued but it was a least a few months later when I saw her naked for the first time. She made it clear we would not be having intercourse but in the heat of passion with her it ended up in her. It was even her who got on top of me and slid it into herself. I didn't mention anything about it and it became a non-issue as when we had our future times together it always ended up in there. I never told my wife about how far me and my boss were going and she never asked.

This ended up being the perfect situation. My wife told me I had to do whatever I needed to do so I would not lose my job and I was doing that by keeping my boss happy. My boss was too old to have kids so I didn't need to worry about getting her pregnant. I was fucking 2 women and was a very happy husband and employee and all I had to do was do what they ordered me to.

Comments

Anonymous

by Anonymous on Feb 15, 2018 at 2:51 PM

Lucky lucky lucky man

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Anonymous

by Anonymous on Feb 16, 2018 at 9:18 AM

What does your boss look like? Details please!

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Anonymous

by Anonymous on Feb 16, 2018 at 10:22 AM

Yes, details. Is your boss married too? Also what is the nature of this business that allows time for play?

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