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  • — If The Boss Only Knew —
    Straight Male / 31

    I was working late one night doing a server upgrade which was going to take hours. My boss was out of town so when his wife showed up I was a little surprised. She had only come in to pick up some mail. We talked for a bit and when I mentioned y back was stiff she offered to give me a back rub. I didn't know how appropriate that would be but she pushed the issue being that it was about 9:00pm at night with no one around I gave in. She took me to her husband's office which had a couch in it. She had me take my shirt off and lay face down on the couch. She began massaging my back and it felt pretty good. She said she had to get to my lower back and ask for me to pull my pants down to get to it as they were in the way. I had to unbutton and unzip them to be able to do that. I figured she only needed them down a few inches so that is as far as I pulled them down. She said they needed to come down further and took it upon herself to just take them right off me. She then takes my socks off which I thought was a little strange given that she was only massaging my back.

    I was now just in my underwear with my bosses wife, who was about 20 years older than me, massaging me. She asked how the massage felt and I answered truthful which was that it felt great. She then says she will give me a full body massage and without warning pulls my underwear off. I am now naked in front of my bosses wife. Her massage felt more than just great and I could feel hands brush against my balls when she went between my legs. I was worried if she was going to ask me to roll over on my back and when she asked me to I did it with no hesitation. I was fully exposed to her with my cock very erect. She noticed and mentioned she could see I was enjoying the massage. She massaged my whole front but avoided my cock and balls which I figured she might do. We were pretty done when she began to work on my cock. She was stroking it and asking me how I liked it. I told her I liked it very much. She was teasing me and was very good at it. I was close to cumming and she knew when to slow down to prevent it. This went on for a while before she finally did it. She had her hand wrapped tight around my cock stroking and I blew like I never had before.

    She helped clean me up and we talked for a while. I didn't even bother getting dressed until she said she needed to leave. The next time she saw me there was no mention of anything that happened and for awhile never was. One time I asked her about it. She told me I was a little too old for her liking but wanted to at least get a look at my body for her own curiosity.

    #44877 — Comments (0) — Jun 16, 2019 at 7:41 AM — That's Juicy! (7) Remove It.

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