1 posts
8/3/2005 10:24 am

Last Read:
3/5/2006 9:27 pm


My dilemma of the day is my boss. Actually she is my boss's boss. I was warned when I started about a month ago about how big a b**** she is all the time. She sounded like someone to avoid at all cost....and then I met her. She likes to try and intimidate people, but has a heart of gold. She is in her early to mid fifties (about 5-10 years older than me) and looks awesome. Her build is slim with small breasts but her shape is very nice with long legs and a perfect little butt. Her eyes are fiery blue and her huge smile is magnetic, at least to me.

I wake up most mornings thinking about her. I come up with excuses to talk to her, and run to grab any shipment we receive with her name on it. This is CRAZY! She is the big boss here and I am one of her department managers, I can't make a move on her. I have only been here a month, but feel like I've been looking for this MILF my whole life. I don't want to get fired, but I don't know how I can hold out much longer without at least trying for her.

Is there anybody out there with any experience in the area of dating your boss that they could share with me? My first/biggest question is how to break the ice and see if she would ever consider anything like this. It's got to be dangerous at best, but I want this woman so bad!!!

open4fun2005 58M/51F

8/4/2005 10:44 pm

I think you should ask yourself how important your job is. Yhen ask yourself how important is it that you make a move on the big boss. Finally ask your self it is worth the risk of losing your job! Are you serious??? If she refuses your advances will she have you fired? Even if she is receptive to sleeping with you....chances are the relationship will end at some point. It may only be a one time thing. Will that mean your job will end too? If it still will have to face her. Maybe this is one fantasy that should remain just that! Good luck!

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