I Got Drunk and Fucked My Boss – Now What?


Dear Robin:

I am freaking out and don’t know what I’m going to do.  Friday night I was out with some girlfriends and I ran into my boss and some of his friends.  Long story short, our two groups hung out all night and I had WAY too much to drink.  He gave me a ride home and one thing led to another and we had sex.

He left really early the next morning and I haven’t heard from him since.  I just called in sick and I’m sitting here panicking because I am so embarrassed and worried about how he will react when he sees me.

Help!  What do I do?

Seattle Sally

Dear Seattle Slut:

I had another column practically finished when I received your email this morning.  I thank you for your letter because it gives me the opportunity to help someone in real time! There you are, hiding in your house and avoiding work as you wait for me to deliver my pearls of wisdom regarding your, er, sticky situation.


I wish you had reached out to me before calling in sick because that was Big Mistake #2.  Big Mistake #1 was obviously letting your boss go spelunking in your dark and dank cave of lust, but we’ll address that in a moment.

Whatever you do, don’t call in sick again tomorrow.  You need to get right back to work with your held held high and your dignity intact.  By calling in sick you are sending your boss a message that you can’t be professional under duress and also that you think you did something wrong.  My opinion is that you didn’t.  You did something stupid, but it wasn’t wrong.  Your boss, on the other hand, really screwed the pooch (along with you) that night.

When we emailed you told me you didn’t use protection when Bossman put his pork filling in your won ton.  Immediately after reading this please proceed to any store that sells Plan B, unless you either want a baby or you work for Hobby Lobby.

I’m not interested in berating you for that profoundly stupid move because it’s already happened and you can’t put that cream back in the pastry bag.  There isn’t one person reading these words right now who hasn’t done some epically fatuous shit when wasted.


Instead I’d like to caution you about unprotected sex, and by “caution you” I mean hit you square in the face with the AskDesCamp Velvet Hammer of Truth: letting a man burp his worm in your garden without protection is fucking crazy for three reasons:

1. You are very young, aren’t using birth control and don’t want children until you are married (good girl!).  If you continue screwing around without birth control you will either have a baby you aren’t prepared for or you will have to endure the anguish of the other two options: adoption or abortion.

You are tempting Fate in search of enormous and life-changing problems.  Fate is a bitch so knock it off and get on the pill or IUD or whatever works for you.


2. Sexually transmitted diseases are everywhere and you are not immune.  You are 24 so you don’t remember the FuckFear that defined screwing around in the late 80s and 90s, but please don’t be reckless just because HIV and AIDS don’t get the press they formerly did and there are more treatment options than there used to be.

Is “I’m sorry, you tested positive” a conversation you want to have with your doctor? Yeah, I thought not.  This is to say nothing of the host of other social diseases that are out there and which I assure you you’d prefer not to have.

3. Condoms make clean-up of your Tasty Hot Pocket of Love much easier, so get a box today!



Back to your boss: he is the one who should be in hiding, not you.  He is much older and is in a relationship with another woman – a relationship you didn’t know about until 30 seconds after his baby batter dribbled down your thigh and onto your Scooby-Doo sheets. He also heads up HR for your company and conducts seminars on sexual harassment.  What a fucking moron.  Does he move his lips when he reads?

Some people are waiting for me to accuse him of rape, since you said you were drunk. I’m not going to do that, because you told me you very much wanted to screw him Friday night and you were alert and awake throughout the entire 5 1/2 minutes of fun.

Contrary to current popular belief, I don’t think alcohol equals abdication of personal responsibility regarding the choices women make, especially when those choices look really bad in the cold and sober light of the following day.  See: Oregon Basketball players fiasco.

Look at it this way, Sally: he is probably a lot more worried about this than you are, and he should be.  He has a job and a relationship on the line and suddenly this 24-year-old underling (literally!) has an enormous amount of power over him should she decide to make an issue over what happened.


This is a very good time for you to ask for a promotion and a raise.

You are interested in moving into your company’s marketing department which sounds like fun.  There is no happy future in HR for you anyway…trust me that this is the most depressing and unfulfilling line of work you can be in outside of being the guy that turns the gas knob at the animal shelter when “Adopt a Friend!” day gets rained out and there’s no money in the budget for kibble.

My advice: meet with your boss and tell him you would like his assistance in transferring to an upwardly-mobile job in the marketing department.  I would not directly address your activities of Friday night, but rather raise your eyebrow cynically should he balk at your request.  A properly raised eyebrow can accomplish much, just ask Mr. Patience and Understanding.


Once in a while life gives us the opportunity to make lemons into lemon-infused cocktail drinks and though my advice may sound mercenary, I think you should take advantage of this monumental fuck-up to make your life better.  You shouldn’t be working for this man anymore and this is a good way to get into a field you find more interesting while distancing yourself from him.

Three more pieces of advice for you:

1. Keep your mouth shut.  You told me you have become close friends with one of your co-workers and you considered speaking with her about this.  Under no circumstances should you do that.

You may think you can trust her but someday she may not be your friend anymore and she could not only spill your secret but twist and exaggerate it as well.  After all, she is the proud owner of a vagina and we all know that the testicularly-challenged have a tendency to lash out with gossip and lies when they are angry with former friends.


Do you really want her telling people you let the boss poke you repeatedly so as to get the plumb role in the marketing department?  Anything you do at that company in the future will be suspect.  I worked with a woman years ago and everyone knew she fucked the boss for a while.  From that point on, nobody took her seriously and everyone assumed (correctly) that her achievements were earned on her back.

2. Start taking very careful notes if your boss takes any punitive action against you or harasses you in any way.  Write down your memories of Friday, such as they are, and keep a journal should things go south at the office.  He may decide to double down on his incredibly poor behavior and try to get you fired.  Watch your back and protect yourself.

3. If this evening was a one-off bender and not at all customary for you, fine.  As I mentioned above: we’ve all been there.


However, if binge-drinking and concurrent poor decision-making is a habit of yours, you should look more closely into your relationship with alcohol.  I would help you do that but I can’t because I am already over my word limit and more importantly, I’m too hungover to be helpful.

Please write me back after you get things settled with your boss.


This Post Has 4 Comments

  1. Mark Elias

    Once again, brilliance from my favorite advice diva! We’re not worthy!

  2. Alisa Whiting

    Clap, clap, clap! Well said!

  3. YouCanLeadAHorticulture

    This was so good! Each piece of advice is so spot on! This question just begs for a follow up, please please please!

  4. Cat

    I started a job a few years back in a place that was mostly woman with a male boss. Problem was he was extremely sexy. I mean really really hot! He would walk out of his office and down the hall and most work would stop as the women would just stare at his ass. The coffee break consisted of women sharing fantasies about him.
    I was married but not immune to lustful thoughts about him. It could not be helped, did I tell you he was hot? Tall with really broad shoulders, tight waist and a really fantastic ass that one could imagine having your hands on pulling him in deeper and OK I have to stop thinking of that or I will have to take a “break”
    No one had screwed him as far as I knew. A lot had tried, single and married. I considered myself well above average in looks. Men always stare at me and I have no problem dressing for attention. One day he asked me to stay late and finish something for him. He put it that way and of course a few women where listening so you could imagine the comments. But, no one expected anything to happen. Nothing had ever happened with anyone. He was supposed to have a girlfriend.
    I called husband and said I was working late with the boss. He knew how hot the guy was as I had told him all about the lusty little sluts talking about him in the office. He didn’t know that on occasion I had fantasies about the boss when we where making love. Maybe he had guessed but he was cool about it, after all I knew how horny he gets after one special friend of mine comes over. Bitch always wears something that needs more material
    Everyone left and I got to work on the project. He was in the office working when I finished and brought it to him. I had to lean over the desk next to him and go over a few details. Standing next to him, so close I was barely touching him, I began to feel something. You know, the urge to rip off his clothes and violate him?
    He stood up and leaned over next to me. All I could think of was him getting behind me, pulling up my skirt and ripping my panties off and plunging his erection deep inside me and well you know. My legs where actually shaking and I was totally ready for him. I pushed a bit closer and he didn’t move away. I could smell his cologne, of course perfect. Underneath that was his man smell. The one that makes women just want to give in.
    I turned and faced him. Just inches from his face. I thought briefly of my husband but that didn’t help. I moved even closer wanting him to take me in his arms and force a kiss on me. I didn’t want to be the bad guy here. We stared into each others eyes. I just barely parted my lips wanting his mouth on them, his lips on mine, his tongue deep in my mouth. I wanted his arms to pin me, to turn me and ravage me. I was so ready right then I was close to orgasm.
    He turned and said good job, the project I had worked on was perfect and he thanked me for staying so late and working so hard. I picked up my purse on the way out and went straight home. I sat in my car shaking for a while then turned it on and started the 45 minute ride home which took me 60 minutes and several orgasms. One hand on the steering wheel the other?
    I quit a few months later and never heard if any of the women got to him.

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