I'm Sleeping With My Boss

Dear Whitney & Liria,

I have been having an affair with my boss for three months and I'm ready to take the relationship to the next level, but he's not. What should I do?

A Secretary in Seattle

Whitney Says:

Dear Secretary,

There are a couple ways to handle this little dilemma. But before we go there, I need you to be sure that this man is really worthy of you. Really think about it before reading on.

Now, if you still want a future with your boss, here are your options.

1.) Give him an ultimatum. This can be tricky because he might just say, "Fine, let's break up." However, I am happily married today (and for many years) because my ultimatum worked. Keep in mind though, that you have to walk away if that's what he decides. Nine times out of ten he's just testing you.

2.) This technique is a little more powerful and may also make him very angry. It's called The Sexual Harrassment Lawsuit. Maybe just drop casually in conversation that you have been feeling harassed and see how that goes.

Whichever technique you try, I wish you good luck. When things work out for the best (whichever way they go), make yourself a delicious BEYOND BUBBLY CHAMPAGNE COCKTAIL to toast your future!

Cheers!

Liria Says:

Dear Seattle,

You FLIRT with the boss, you SLEEP with the Arrowhead guy... honey, has experience taught you nothing? Well, look on the bright side, Monster.com makes it possible to distribute your resume on line anonymously. That should help. Particularly if you want to give this affair your best shot. You're gonna need a new job (or offer) just so he knows you're serious and doesn't have the power to fire you if you make a scene. With that in mind, get your trollopy little ducks in a row and then fire away. Invite him over for my famous MARYLAND BLUE CRAB (The Only Kind of Crabs to Get) CAKES and let him know how you feel. Pin him down though.

And if he doesn't want you, quit. There's no future once you've slept with the boss unless you marry him. Believe me, I know.

Remember Bridget Jones,

Comments

[Veronica From Mars]

I vote for the lawsuit!
Veronica

[Not So Plain Jane]

Is the boss married? if so get your resume out today! there’s no hope- also are there rules at the office about dating? if so you better hope that no one finds out or you will be looking for a new job very soon. You better decide what you want more the guy or the job and go from there!

[Southern Cookie]

What do mean by taking the relationship to the next level? If you’re willing to sleep with a man that won’t even acknowledge you in public afterwards - then you get what you deserve or at least $100 for services rendered!

[ash]

im 18 im sleeping with my 35yr old boss for the last 2months
i feel sooooooooooooo guilty!!!!
he is married with 2sons(aged 1 and 6yrs old)
im soooooooooooooo confused and guilty
help!!!!!!!!!!!!!!!!!!!!!!!!!!!!

[temi]

anyway, don't really blame you for sleeping with tour boss, i have the same problem as yours n don't think i can stop for now cos we're both in luv with each other.

[temi]

It was just a fling, now it's love and he's my boss.We love each other despite we're both married. Should i continue or stop since we both can't help it

[alexandra]

How did you start sleeping with him ? What lead it to that point?