A little background. I'm 38 and been married over 15 years. My wife and I are going through a divorce (no stress, it's amicable) and I'm looking forward to having some new women after all these years.
I've been at my job for only two months. I hate the place with a passion. The work is annoying and the pay/benefits suck, but I'd been unemployed for two months, so I grabbed it so I could look for a better job without feeling pressure.
Anyway, my boss a solid HB9. Looks like the porn star Rebecca Linares, but wears very little makeup and has sexy, full lips. Great breasts, amazing ass, beautiful face. She's 31 (I checked her old abandoned Myspace page LOL).
Everyone in the department is supposed to get a weekly "development" session with her to go over performance, objectives, etc. They usually last 20 minutes and I often hear people complain that they want to discuss ideas with her and she rushes them to complete the session within 20 minutes. Our shortest session was 1 hour and 10 minutes and our longest was 1 hour and 25 minutes.
Everyone thinks she's a bitch with no personality because she doesn't smile much or talk. She sits in her office all day and rarely comes out. Well, she smiles constantly at me and not some B.S. polite smile, but a nice, warm smile. She also plays with her hair constantly when we're together and I watch her quite a bit to observe her behavior and have not seen her do that with anyone else. Friday she came all the way to my desk to wish me a nice weekend--she did not say goodbye to anyone else.
When I started working there all she wore were dark suits. Shortly after I transferred to her department she started wearing more colorful clothes and even wore a fairly low cut blouse (which was when I discovered how big her boobs are).
Sometimes when we're talking she just stares at me. I'm talking 5-10 seconds of silent, intense eye contact. Then she looks away and smiles and plays with her hair. Oh, and I suck at this job completely, yet she trivializes my constant screwups while heaping tons of praise on me for the few small things that I do right. She actually tells me I have a bright future in the company, yet I would've fired myself weeks ago!
If we were anyplace but at work, I would've taken her somewhere and banged her already, but I'm holding back because I work for her and don't want to make things difficult at work since I need this crummy job for now. I slept with two of my bosses when I was a young guy and it would eventually get weird.
Problem is she is SOOOO hot and for some reason so into me that it's hard not to just take her. I haven't done anything whatsoever to seduce her either. This is 100% natural attraction. I'm thinking of going for it and using negs to keep her in line, but I wish I had another job already.
Any advice from guys who have been more active in dating lately? Thanks.