Encouraged To Expose Myself
Living alone is relaxing and most of all totally private. I did often walk around the house naked but most of the time at least had boxer shorts on. When Emily first moved in it wasn't like I was intentionally exposing myself to her but she frequently saw me in my boxer shorts and in the first month saw me naked twice that I knew of. One day in work I said something to the effect that I didn't want to offend her and told her I knew she saw me naked. She informed me that she had seen me nude six or seven times and not twice as I had thought. She also said she knows I sleep naked all the time. I didn't expect her to react the way she did and was taken back when she told me she peeked in at me a few times and hoped she would see me naked more often. I thought she was just kidding me when she said that but she bluntly told me she like seeing me nude. I must explain also that Emily is not a very pretty girl and is a little chunky. I never considered having any sexual contact with her mainly because of her age and appearance.
She had been living here less than two months and I thought she was out when I went into the kitchen naked after my shower. She was sitting at the table and I just stopped dead in my tracks. I began by saying I didn't know she was home and said I'd go put something on. As I turned to go back to my room she boldly asked me to stay naked and that she really enjoyed looking at me. I know I am built well and perhaps that's the reason she said what she did. I turned back round facing her and started questioning her. First I asked why she wasn't offended or afraid of me and then asked what her interest was in seeing me naked. She started by telling me I am the only grown man she has ever seen naked. Then she said she thinks it's 'cool' that I wasn't embarrassed about her seeing me this way. She even went further telling me I had a nice ass and my penis is pretty. I never had any girl ever talk to me this way or say those kind of things. What it was I'm not sure but I believe the way she kept looking at my penis caused me to become aroused. At that point I think I was finally embarrassed, not by being naked but that I had an erection. Then the questions flew at me as to having sex with my girlfriend and Emily then asked if I masturbate telling me she does a few times a week. It ended when she asked me to masturbate in front of her. I think I wanted to but thought it too humiliating since I am her boss.
From that night on I didn't worry about her seeing me naked at all. Emily would say things to me like, she hasn't seen me naked for a few days. She also began asking me when I would be naked again and then one night asked if she could watch me shower. I often asked her why she wanted to see me naked again and she would only say she likes looking at me. So I started letting her see me undressed more often than ever. I'd say about four months went by when I originally let her watch me take a shower. A few nights later she asked again if she could watch. I did get an erection the first time and also the second time she watched. That time she asked me to masturbate for her and by this time I was so comfortable I did. I have never seen her naked but she sees me nude almost every day since then. She watches me shower a few times a week and six months ago began masturbating me while I'm in the shower. I offered to do the same for her many times but so far she always refuses. It is a strange relationship we have and she has promised never to tell my girlfriend about any of it. I am naked around her so often now I rarely wear anything when I am home. She still compliments me every time and at least twice to three times a week jerks me off. She always says she enjoys watching me cum and loves to see my body. Why she is like this I don't know but look forward to it.