Wonderful memory of my first boss.
After graduating high school I needed to make some money before heading to college in a few months. Fortunately, I was able to obtain a job at a local screen printing company working for a woman named Sue. Sue had used a small building behind her house to start her business and was the sole employee until she hired me. Sue was not a physically attractive woman. About 50 or so, five foot six or seven with a stout frame of maybe 250 pounds, large sloppy boobs with short greying hair. I found her quite sexy though as she was incredibly comfortable with herself and that made me feel relaxed in her presence. I enjoyed working for her.
The business was housed in a small, hot building that seemed to stay at about 90 degrees. It seemed everywhere I worked in there Sue found a way or excuse to bump into or rub up on me. Within a few weeks she’d begun to give me shoulder massages when I’d start in which she always made sure to rub her tits on my back which gave me a tremendous hard on. I was loving it. One particularly hot day Sue told me I was free to take my shirt off while I worked. I was wearing gym shorts and a t-shirt due to the heat. I immediately removed my shirt which allowed the erection I’d gotten expecting my massage to be very pronounced. Sue looked an me with a sheepish grin she instructed me to sit on my stool. A moment after I sat I felt her naked big tits press against my back. She swung her right arm over and down my shorts grasping my pecker. I winced in pleasure as she began to stroke my six inches. After a few minutes or so I told her I was about to cum. Instantly, she stood me up, pulled down my shorts and knelt in front of me just in time for my jism to coat her titties. I looked down at her, smiling with my cum. I then grasped her arms to help her back to her feet. Once upright I proceeded to begin removal of her skirt. “No , don’t, someone may come in, that’s too far,“ she whispered. I obliged and focused on licking my cum off her tits and suckling her brown nipples. When I’d cleaned her sufficiently we dressed and started working.
I’d guess we probably performed experiences similar to this about thirty times or so before I left for school. Sue never let me fuck her or see anything below her waist. Suspicious I know, but I was enjoying myself too much to care.
A few years ago I was at a convenience store and recognized Sue shopping. It had been several years since I’d seen her last. She looked more or less the same with the exception that she required use of a walker to get around. “Hey Sue, how are you?” , I asked as I approached her. “ Well hello there young man!” , her face lighting up once recognizing me. We stood there a moment chatting before I invited her to lunch. She agreed and we went to a local cafe down the street where we laughed and so fondly recalled all of our moments together. She’d been to her knee doctor that morning and no longer worked or really had sex except for masturbating. I used that as my cue to invite her back to my place. She replied that she probably shouldn’t but I insisted and asked what did she have to lose. “Nothing “, she said sullenly.
Helping Sue back to my apartment I led her to my bedroom. As she stood bracing herself with her walker , without words , I began to disrobe. She just watched me silently , even as my prick was exposed. I then moved to her and took her shoes off then removed her blouse , fondling those titties for a few moments before moving my hands to her skirt. “ Stop , baby I got a cock. “, she said with a certain matter of factness. I replied you sure do jokingly and moved her had to grab my stiff pecker. “ No, I really have a dick. I figured you might’ve hated me if you knew. “ I replied, “I had my suspicions but you were too much fun and too good to me to worry about it. Let me see what you got , ok? “You knew I always wanted to fuck you but if I can’t fuck you I want to suck you! “ Sue kinda chuckled and explained she doesn’t get that hard or cum much anymore as I took off her skirt revealing a pair of purple panties with a sizable bulge in front. I knelt down in front of her and pulled down her panties. WOW , her cock must have been 5 inches flaccid with a set of low hanging sexy balls. I stood up and assisted her to my bed. As soon as I layed her down I got myself in position to suckle her cock head. I slipped my tongue in and out of her pee slit which enabled me to taste her precum. I then swallowed her whole shaft which was actually getting erect. I took her cock out of my mouth and saw her cock head was a lovely blueish color now and maybe had grown to about seven inches…nice. Looking at Sue’s face I could see the pleasure in her expression. Eyes closed fondling her left tit. I resumed deepthroating her as I worked her balls with my hand. In a few moments I felt her entire body tighten and wince as her cum streamed into my mouth…perfect. Her cum was incredibly lumpy and somewhat sour but I loved it anyway and swallowed every bit.
For the next few hours we continued our fun as we sucked and suckled each other. I came lots too, with my dick ending up being so limp from being stroked, sucked, tugged, and pulled so much I couldn’t get hard for a few days. I never did fuck Sue as she said due to medical issues she couldn’t do anything anal. I respected that. Sue and I got together like this for the next few years every so often until she passed a few years ago. One question I inquired of her was that if she was male how were her tits that big. It was in that she stated she was a hermaphrodite. Apparently she had been born with traits from both sexes and chose to live as a woman. I replied I’d never known what a hermaphrodite was but I sure liked them a lot! Sue laughed and told me I’d always be her favorite employee. She’ll always be my favorite boss.
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