At my company, this one female director looks just like Kathy Ireland. Guessing from her college graduation year, she's prob 53/54 yrs old while I'm 23 years old. Our group has achieved great success and she's really competent at what she does.

She gave me a good mid year evaluation back in July and I got totally boned when she gave my evaluation while she was wearing this sexy milf dress at work that day.

Who else has fantasies fucking their sexy female boss?

Does my bosses sexy secretary count?

My boss has a petite little body and a cups but her face ruins everything.

Oh hell yes I do . my boss, Shes a petite brunette and she is the owner's daughter. I fantasize about cumming down her throat all day.

worked in a place one time where the bosses daughter was sexy as fuck..into her horse riding etc..on occasion she would return back to her office in her jophurs an boots..got quiet an eyeful of her ass a few times going up the stairs in front of me...i used wank myself silly over her...it got to a point where ya knew her time for arriving for work and there was a storage room that had a direct line looking down on the car park ..i had a routine where i would go to the store on pretext of getting some items or other and was able to position myself behind boxes where i could watch her an wank ..had some great wanks watching her..timing your cum shot until she alighted from her car...

I had a really hot boss - a horror to work for, which is why I left the company, but hot beyond belief. I've lost count of the number of times I've fucked her in my head!