To date the bosses daughter or to not....

[Duck Dog]

That is the question. Here's the sit rep.

My boss (who also happens to own the company I work for), took me to Mazatlan, Mexico with his daughter and girlfriend last week. The daughter is 24 years old, I'm 39. The rooms were double occupancy so she and I shared a room for the week. By the second night, we became inseparable. And by night 3 we were firmly in the grasps of falling in love in the Mexican oasis. Night 3 was spent laughing and drinking for hours and hours. I was on quit the comedic roll that night. This was the night we first shared a bed. We spent that night talking and falling asleep in each others arms. Day 4 our driver (we had a personal driver) drove us around Mazatlan all day and well into the night, stopping by some very romantic settings over looking the gulf and the city. We left at about 11AM and he returned us to our hotel around 3AM. This is the night we crossed the point of no return (if you know what I mean). Day 5 we never left the room. Her dad did check up on us from time to time but we had a good plan in motion. We kept both beds looking like they were being used. But we did make one small mistake. Once when he came by the room, (I was in the shower), we forgot to put the other two pillows on the vacant bed. Good thing he didn't notice, or perhaps he did, I don't know. We never went anywhere without the other. We sat next to each at dinner, in the car, on the plane, everywhere. We never showed any PDA, but we sure wanted to.

Now we are back home and all 3 of us live within a few blocks from one another. The bad part is I can't drive to her house without driving past his and his house has a ton of windows. Last night I went there for dinner and dear 'ol dad shows up. There is no way of hiding this affair.

I'm pretty sure he feels it was just a week in Mexico that made us feel this way and that it will pass. He hasn't spoken to either of us about it yet. As a matter of fact he said he wants to take me again next year.

Now here's the kicker, his daughter and I are also co-workers. Yep, not only is she my bosses daughter, she is also an office manager. He has an unwritten policy that forbids inner office dating. (at least that's what she said). I have worked for him for 8 years and I’ve yet to see or read a policy or memo that states I can’t do the help.

I’m sure I’ll get an ear full sooner or later.

[ArrowheadHawk]

Originally Posted by trndobrd

...
3)"Bob, your daughter is pregnant and I think I know who the father is."

Glad I could help.

that will work

[Skip Towne]

Why are you asking us? The daughter already told you he wouldn't like it.

[Iowanian]

Just wait for the fun and Hijinx that will ensue when he accidently reads the email she sent you, asking you to put your trigger finger in her corn sorter tonight....

[Amnorix]

I'll point out, FWIW, that being the boss's Son-in-Law is pretty damn good for job security. And if you view yourself, and are viewed as others, as being the upwardly mobile type, he may be grooming you for a takeover of the company.

Owners of businesses can be strange dudes. I've heard of weirder things than this. Succession in a family business can be VERY complicated and tense. No idea if this plays into your situation even a little bit (and it's probably more than you want to think about), but like I said -- going on vacation to Mexico and putting you in the same room ----- that's beyond bizarre...

[patteeu]

Originally Posted by Duck Dog

My boss (who also happens to own the company I work for), took me to Mazatlan, Mexico with his daughter and girlfriend last week. The daughter is 24 years old, I'm 39. The rooms were double occupancy so she and I shared a room for the week.

WTF? This has got to be some kind of joke. The guy put you two together in one room and you are asking whether or not you should let him in on the big secret that you've been fooling around?

[Iowanian]

Putting a Wombwrecker like duckdog in the same room with his daughter, in mexico....is indeed asking for a situation.

PS...if you were in the adjoining room....he probably got the hint from the headboard banging on the wall, and your screams when she poured the wax on your taters.

[ferrarispider95]

post a picture and I will decide what you need to do

[Amnorix]

Oh, by the way, I really don't see how we can give you meaningful advice without being able to apprise the girl in question.

In other words, this thread is worthless without pics.

(damn, beaten by one stinking minute)

Incidentally, the preferred picture will be from the beach in Mexico, unless it's from your hotel room, a'course...

[Duck Dog]

Originally Posted by Amnorix

Frankly, I don't know WTF Daddy was thinking putting you two in a room together if he DIDN'T want you two rolling around.

Second, if she lives on her own, and it sounds like she does, then she's probably pretty emancipated and it sounds like he's well aware that older men can hit 24 year olds, since he's doing it himself.

Does she have other brothers/sisters who are married and stuff, or is she Daddy's Little Princess?

Sounds to me like the guy would have to be a f'n moron not to realize what the deal is already...

Good points. Daddy was talked into putting us together after a few weeks of whinning from her to him. I think she is more responsible for setting this up than he is.

She lives in her own house (he just bought her). She makes her own money, but make no mistake about it, he takes care of her. she is his only child and yes she's a princess, although he realizes she aint no angel.

[patteeu]

You need to post pics of the boss's daughter before we can give you informed advice on this most serious matter. Nudie/swimsuit pics will be the most helpful, but whatever you've got will do.

[Mr. Kotter]

Originally Posted by patteeu

WTF? This has got to be some kind of joke. The guy put you two together in one room and you are asking whether or not you should let him in on the big secret that you've been fooling around?

This was Dad's way of finding out, once and for all, whether Duck was gay.....heh.

[Duck Dog]

Originally Posted by Amnorix

I'll point out, FWIW, that being the boss's Son-in-Law is pretty damn good for job security. And if you view yourself, and are viewed as others, as being the upwardly mobile type, he may be grooming you for a takeover of the company.

Owners of businesses can be strange dudes. I've heard of weirder things than this. Succession in a family business can be VERY complicated and tense. No idea if this plays into your situation even a little bit (and it's probably more than you want to think about), but like I said -- going on vacation to Mexico and putting you in the same room ----- that's beyond bizarre...

I'm his number one guy in the company so that is not that far off. You also have to understand I am also a friend of the family, not just a guy who works for him. He obviously trusts me a great deal.

[whoaskew]

Your real name isn't Phil Jackson is it?

[Rain Man]

Here you go. You'll be needing this soon.

www.monster.com

[Amnorix]

Originally Posted by Duck Dog

Good points. Daddy was talked into putting us together after a few weeks of whinning from her to him. I think she is more responsible for setting this up than he is.

She lives in her own house (he just bought her). She makes her own money, but make no mistake about it, he takes care of her. she is his only child and yes she's a princess, although he realizes she aint no angel.

*ugh* Only child, and his little princess who lives off Sugar Daddy (literally). That definitely complicates things... Be much easier if she was the youngest of 6...

I think I'd go with the down-low for a while. Try to avoid getting caught nailing her on the conference table during lunch hour.

Keep in mind that the forbidden angle will keep the sex hotter for a much longer period of time. That might help your fortitude...

OTOH, maybe you can ease into the situation a bit by doing things like being at family BBQs and stuff, y'know, as "a friend". If you're really eyeing becoming the old man's son-in-law, you'll definitely need to finesse how you handle this.