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My Older, Married, Milf Boss.

God, she drives me crazy! So, I've had my job for a little over 8 months now, and I've been attracted to my boss since I interviewed for the position. She's in her late 30's, about 5'9", thin, in good shape, long feathered auburn hair, and has these gorgeous pale blue eyes that are just captivating, like pools of icy blue water. She's very motherly, good at her job, and has helped me a lot not just by giving me the job but by giving me a lot of help at it, checking on me when I was training, etc.

She's also married and has children. So of course, I have no chance with her, and wouldn't want to do anything like flirt with her, because not only do I not want to jeopardize my job, but I couldn't live with myself if I damaged somebody's marriage, especially since she has children. But still I cant help daydreaming about her flirting with me, flirting back, etc. There's a little part of me that hopes that she and her husband have an open marriage or are swingers, but more than sex I'd like to be involved with her personally.

Obviously I don't think I stand a chance, nor do I plan on acting on how I feel. I just want to air these feelings in the open.
weirdtexan weirdtexan 26-30, M 1 Response Aug 7, 2011

Your Response


I had a boss like that. But she never made a move on me. She was also her late 30's (39) But where I worked this past summer, she did flurt with one of the maintenance men. He was in his late 20's. Long story short. From what everyone knows at that place. They got thier freak on. What I find odd, she's about 5'8 and the guy she dated was shorter then her and very skinny. And i'm tall and pretty well built. But anyway, maybe she just likes guys small and skinny or something. But keep you're head up. You never know if it might happen.

Still can't get her out of my head. Even just texts from her asking about work stuff get me excited. Sorry to hear your bossy didin't appreciate you though. Maybe your next boss will have a thing for awesome guys. Anyway thanks for the encouragement!