My boss's daughter

I am agreeing with Major Malcontent on this and with most dudes here... you're a WUSS... nah, jk...

I'd go out with her, but take my time with her and approach with caution.

"Say, [Boss name]... I know we're cool and you want me to tell you everything... you've been straight up with me and I wanted to be straight up with you as well. I have this situation to straighten up with you... I wanted to know if it would be okay with you if I asked your daughter out. I know she's a smart girl and I would do my best to treat her right. I just didn't want to jeopardize my position here or use it as an easy way for me to find a date, but it seems to me that she would like to go out with me as well... " or something like that.

Just be straight out. If you want to have fun and hit-it-and-quit-it, DON'T. If you want to show her a good night out on the town, DO SO CAREFULLY. Make her feel well, but don't go all out, like No Worries suggested.

Gosh forbid you fall in love with her and she treats you like dirt but... at least you got to find out... right?

All I am hearing from Isabel is "blah blah blah... she's hot... blah blah blah"

Dude, YOU KNOW DANG WELL we need pictures.

 

This thread needs pics in order to form an opinion.

 

Risk versus reward. You said you think she may be viewing it as a summer fling type deal. I would say she is definitely thinking of it that way...or at least short term. So the rewards really aren't that great in the grand scheme of things versus the risk of losing your job (and all the other negative things that go along with that).

And on top of that, there is always the possibility that your boss is the physical representation of Satan and he wants you to sleep with his daughter because she is ovulating and needs you to sire the antichrist.

Do me a favor. Go look in the mirror and say, "Whoa." If you have a desire to go surfing or seek out a Circle K, you should be very, very worried.

 

I like the logical leap that "lets go out" means "lets ****."

Could she actually be wanting to go out?

 

Don't let your job dictate who you go out with. if your boss would really fire you because you had a bad break up with his daughter what else would he fire you for on a personal level. i see all these folks saying don't risk it but I think a reasonable person wouldn't fire you for that. unless you just completely screw over her.

 

I agree wholeheartedly with this statement.

 

Of course she wants to go out...then, she wants to f*ck!

I doubt that she would be wasting all that free time in a cramped office building if she just wanted to "go out". She's hungry for some summer sausage.

 

If you've got any good friends in the office, put them to work for you. Have one go up to the boss in a gossipy way and mention that his daughter is attracted to you and has told you and that so far you have denied her advances because you respect the boss too much. Then find out what he says to your buddy and work from there.

 

Dude... wasn't that supposed to be yesterday [Fourth of July Barbecue] ??

 

bad idea jeans. Unless you don't mind looking for a new job

 

What do you do for a living?

I'd say, if you are unattached and she is willing, gag that beeach!!!

 

This has disaster written all over it, which is why my suggestion is that you go for it, take lots of pictures and report back once you get dumped and fired (probably not in that order). If nothing else, it will make for a potentially legendary BBS thread and a good way to pass the time while you are scanning Monster.com.

 

No strings attached poontang doesn't exist. It's just a myth on the internet.

 

quit being a rudy gay and hit it my friend.

 

That's the only reason why I'm pulling for him to do it. It is too much fun to pass up.

 

Why not?

My buddy married his boss's daughter...and she worked at the firm.

Fairytale wedding in Martha's Vineyard, wonderful daughter, and great house built in West U followed.

THIS COULD BE YOU, TOO!!

 

Err on the side of caution when it comes to stuff like this.

I'm sure you can find some other woman out there but with the way you make it sound I doubt you'll find another job in the near future that's as good as this one.

Don't risk messing up your career over a girl.

 

What job do you have to have large amount of free time. Mail room?
Post her picture if you can.



It's all good. I would be prudent if I were you, becuase if things dont go well between you and her and she cries about to her Daddy, man you are in trouble. And if things do go well, and she pushes forward while you are not ready, it spells trouble too. It's generally a lose situation.