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Old 03-08-2006, 03:08 PM  
Duck Dog Duck Dog is offline
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To date the bosses daughter or to not....

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.
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Old 03-08-2006, 03:18 PM   #16
harpes harpes is offline
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Get a hooker and keep the job. It will end in a few weeks anyway.
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Old 03-08-2006, 03:19 PM   #17
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I was looking for the Devil in Animal house from the toga party, but this is as close as I could find. Rep to anyone who can run the devil on his shoulder down. But to answer the question, if you think its right, go for it.
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Old 03-08-2006, 03:19 PM   #18
trndobrd trndobrd is offline
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You are already dating the boss's daughter, what you are really wanting to know is if you should tell the boss. I'm guessing that he is OK with you spending time with his daughter since he paid for you to take a week long trip to Mexico and share a hotel room with her. It almost seem like he set you up.

Tell the boss. Here are a couple ideas on how to present the idea:

1)"Bob, something I wanted to ask you about. Sally and I had a great time hanging out in Mexico. I know it's a little awkward, but I would like to ask her out."

2)"Bob, it seems a little strange telling you but your daughter is a a freak. I was hitting it in Mexico and I would like to keep nailing her, if that's OK with you."

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

Glad I could help.
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Old 03-08-2006, 03:20 PM   #19
el borracho el borracho is offline
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24 = adult but daddy might not see it that way. What are you after? What is your best case scenario? If you have genuine feelings and good intentions I would imagine reasonable people would be ok with it. if you are just using this girl as your plaything then you are an absolute fool for choosing the boss's daughter. Assuming the first scenario you then have to gauge your boss. After working there for 8 years you should know the man well enough to judge his reactions and if you cannot then his daughter should.
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Old 03-08-2006, 03:21 PM   #20
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Quote:
Originally Posted by trndobrd
You are already dating the boss's daughter, what you are really wanting to know is if you should tell the boss. I'm guessing that he is OK with you spending time with his daughter since he paid for you to take a week long trip to Mexico and share a hotel room with her. It almost seem like he set you up.

Tell the boss. Here are a couple ideas on how to present the idea:

1)"Bob, something I wanted to ask you about. Sally and I had a great time hanging out in Mexico. I know it's a little awkward, but I would like to ask her out."

2)"Bob, it seems a little strange telling you but your daughter is a a freak. I was hitting it in Mexico and I would like to keep nailing her, if that's OK with you."

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

Glad I could help.


Go with Number 1, DD. Although, I tried Number 2 almost verbatim with my now FiL. He thought it was hilarious.
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Old 03-08-2006, 03:22 PM   #21
ROYC75 ROYC75 is offline
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Bad idea don't get your meat where you get your bread...

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Yep, hold the salad dressing too .


Bad idea buddy ......... good luck.

But if it must continue, have her tell him.
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Old 03-08-2006, 03:22 PM   #22
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Quote:
Originally Posted by Donger
Oh. Was this just a fling for her? You know, "fucking the help," for lack of a better term?

We've talked about that very thing. We have tried to convince ourselves and each other that it was a fling in Mexico. Except we aren't in Mexico and she wants me at her house every night. And every night we discuss the same thing over and over. We are really trying to decide if it is what we want. I've known her since she was in high school, but that trip to Mexico put us in a whole other light in one anothers eyes.
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Old 03-08-2006, 03:23 PM   #23
Iowanian Iowanian is offline
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Could you give Duckdog his scrotum and put him back on the phone, bosses daughter?
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Old 03-08-2006, 03:24 PM   #24
Duck Dog Duck Dog is offline
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Quote:
Originally Posted by trndobrd
You are already dating the boss's daughter, what you are really wanting to know is if you should tell the boss. I'm guessing that he is OK with you spending time with his daughter since he paid for you to take a week long trip to Mexico and share a hotel room with her. It almost seem like he set you up.

Tell the boss. Here are a couple ideas on how to present the idea:

1)"Bob, something I wanted to ask you about. Sally and I had a great time hanging out in Mexico. I know it's a little awkward, but I would like to ask her out."

2)"Bob, it seems a little strange telling you but your daughter is a a freak. I was hitting it in Mexico and I would like to keep nailing her, if that's OK with you."

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

Glad I could help.

!
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Old 03-08-2006, 03:24 PM   #25
KC Dan KC Dan is offline
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Ask him. If it works out - great, if not & it is the real thing with her (whatever that is) you will find another job. That is if she is that important to you.
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Old 03-08-2006, 03:25 PM   #26
Donger Donger is online now
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Quote:
Originally Posted by Duck Dog
We've talked about that very thing. We have tried to convince ourselves and each other that it was a fling in Mexico. Except we aren't in Mexico and she wants me at her house every night. And every night we discuss the same thing over and over. We are really trying to decide if it is what we want. I've known her since she was in high school, but that trip to Mexico put us in a whole other light in one anothers eyes.
Well, it sounds like you guys need to reach an agreement. And, all agreements made during intercourse (i.e., before orgasm) are null and void.
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Old 03-08-2006, 03:25 PM   #27
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Quote:
Originally Posted by trndobrd
You are already dating the boss's daughter, what you are really wanting to know is if you should tell the boss. I'm guessing that he is OK with you spending time with his daughter since he paid for you to take a week long trip to Mexico and share a hotel room with her. It almost seem like he set you up.

Tell the boss. Here are a couple ideas on how to present the idea:

1)"Bob, something I wanted to ask you about. Sally and I had a great time hanging out in Mexico. I know it's a little awkward, but I would like to ask her out."

2)"Bob, it seems a little strange telling you but your daughter is a a freak. I was hitting it in Mexico and I would like to keep nailing her, if that's OK with you."

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

Glad I could help.
REP!!!
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Old 03-08-2006, 03:25 PM   #28
Duck Dog Duck Dog is offline
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Quote:
Originally Posted by el borracho
24 = adult but daddy might not see it that way. What are you after? What is your best case scenario? If you have genuine feelings and good intentions I would imagine reasonable people would be ok with it. if you are just using this girl as your plaything then you are an absolute fool for choosing the boss's daughter. Assuming the first scenario you then have to gauge your boss. After working there for 8 years you should know the man well enough to judge his reactions and if you cannot then his daughter should.

The feelings are genuine. Trust me it would be much easier if we just wanted to be fugK buddie.
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Old 03-08-2006, 03:26 PM   #29
Mr. Kotter Mr. Kotter is offline
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Quote:
Originally Posted by trndobrd
You are already dating the boss's daughter, what you are really wanting to know is if you should tell the boss. I'm guessing that he is OK with you spending time with his daughter since he paid for you to take a week long trip to Mexico and share a hotel room with her. It almost seem like he set you up.

Tell the boss. Here are a couple ideas on how to present the idea:

1)"Bob, something I wanted to ask you about. Sally and I had a great time hanging out in Mexico. I know it's a little awkward, but I would like to ask her out."

2)"Bob, it seems a little strange telling you but your daughter is a a freak. I was hitting it in Mexico and I would like to keep nailing her, if that's OK with you."

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

Glad I could help.
Ah, hell....

Have a couple of beers.....er, several..... beers with Dad, and choose option 2, heh.
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Old 03-08-2006, 03:26 PM   #30
Amnorix Amnorix is offline
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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...
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