Comments on: Dating Your Boss

By: office romance

office romance — Fri, 14 Sep 2007 13:52:09 +0000

That is the trouble with office romances - that when things go wrong, it causes a lot of trouble. Nick seems to be a serial dater - very bad!

By: Jada

Jada — Fri, 14 Sep 2007 18:27:30 +0000

OK, one of two things needs to happen!

1) You quit!
2) He quits!

Office romances are so taboo! Just don’t do them. There are millions of men out there, can’t you find one that does not work with you–and even more important, that is not your boss.

Read Mama Peavy says, “Women, It’s OK to Marry an Ugly Man” by Mary R. Butler. It will give you a new perspective on dating.

By: dating

dating — Sat, 15 Sep 2007 01:20:25 +0000

thank for sharing this. I like it.

By: Jean-Luc Picard

Jean-Luc Picard — Sat, 15 Sep 2007 10:32:49 +0000

A good experience. When the romance ends, there can be difficulties for one or both sides.

By: Jennifer McKenzie

Jennifer McKenzie — Sun, 16 Sep 2007 03:51:27 +0000

I dated my boss at a restaurant. Then I married him. We really didn’t have much in common but we hung in there for seven years. There is definitely a draw to that position of power.
I find that it’s difficult enough maintaining a love relationship without adding the whole coworker weirdness to it.
But that’s just me. After all, I did it. Who am I to judge?

By: Rolando

Rolando — Sun, 16 Sep 2007 04:33:23 +0000

I know I won’t be doing that for a long while, but now-a-days how else do you meet people if you’re not in school anymore.

It’s a tough choice that requires a lot of thought and weighing out the pros and cons.

By: david

david — Sun, 16 Sep 2007 06:09:07 +0000

Thanks for sharing your story. This really opened up my eyes on the pros and cons of dating in the same working environment especially if your dating your boss!

By: berry connell (boneman)

berry connell (boneman) — Sun, 16 Sep 2007 16:42:49 +0000

NO! WAIT!
Just in case I finally get famous and have an office and a big mohagoney desk (the great view will have to be from the ground floor, though. No high rises for me)
But, just when I get famous and all that other, and I’m waiting around fer some pretty thing t’claw her way upward bound on my naked body…
well, YEAH!
C’MON! PLEASE!!!!!

dang. If it ever happens will be the day all women make a pact t’never sleep (?) with their bosses ever again ON THE WHOLE PLANET!

By: Mad

Mad — Mon, 17 Sep 2007 15:24:38 +0000

I’ve married my female boss :), happens

By: Katy the author

Katy the author — Mon, 17 Sep 2007 19:57:40 +0000

Interestingly enough, neither Nick nor I were forced to quit the restaurant because we both ended up moving away from NYC at around the same time. But there were DEFINITELY times when I considered just walking away and quitting. It was either that or get him in big trouble and I really didn’t want to do that, even tho I could have
Some of you guys are right though, one never really wants it to get to that point where you are forced to leave your source of employment! That was something I should have considered more seriously before I dove in headfirst!
Also, interesting to read that a few of you dated and then MARRIED your bosses!-sounds like it probably happens a lot more than even I thought.
As for (boneman) haha…don’t lose hope!! I wish you a torrid office affair/romance with your hot, cougar boss in your highrise office bldg….on the ground floor.

By: Sarah

Sarah — Mon, 17 Sep 2007 21:46:38 +0000

Wow! I loved this article. After reading the 2 intro paragraphs, I was hooked. I’ve never dated my boss, but I have dated a co-worker. It can be tricky, especially if your other co-workers love to gossip (who doesn’t!)

My relationship with my co-worker ended, and he left the company… it’s so annoying because now everyone stops by to ask me how he’s doing. It’s a constant reminder…

I would love to hear more from Katy! Does she have any other articles?

By: Kelly

Kelly — Tue, 18 Sep 2007 09:10:32 +0000

This was a great article. Thank you for posting. Although I have never dated a boss or co-worker, I have known a couple of close friends who have, neither of which ended well. As the author Katy said, the perks can be great, but ultimately it becomes too stessful. However, there are always excecptions to the rule.

Katy, I want more! I can’t wait for your next article, especially if you post more pictures of yourself

By: zesty

zesty — Tue, 18 Sep 2007 14:14:33 +0000

When I was in college (the first time) I was living with my girlfriend and we ended up getting hired at the same place. Big mistake. Spending all day with her at work and then being with her all the time at home was brutal. It wasn’t that I didn’t enjoy her company, but you can only take so much of one person before they start to drive you batty.

Aside from that, I’ve never been involved with anything more than rampant, shameless flirting with a co-worker and think the old adage of not dipping your pen in the company ink is generally a pretty good way to go.

By: Dariana

Dariana — Tue, 18 Sep 2007 14:33:32 +0000

I am totally against dating a co-worker or boss. I have been in both situations and have been the boss too, lol. God, it can get ugly when it ends and it is so uncomfortable. Personally for me, I was able to move on and continue as a professional however the other party was not. It is something I would never do again. Love your post!

By: Alex

Alex — Wed, 19 Sep 2007 14:59:05 +0000

Good post. I was a little afraid that this post will be a post on how to use “dating superior” to get higher positions.

I agree to what you mention in this post. It’s a great post because it mention the situation might get into when a woman try to date her boss. Your experience is worth sharing and I think helped some people who are still considering about this.

Great sharing. =)

By: Dateafter.com Dating Blog » Dating Your Boss

Dateafter.com Dating Blog » Dating Your Boss — Wed, 19 Sep 2007 20:36:54 +0000

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By: Polar

Polar — Thu, 20 Sep 2007 01:22:01 +0000

Great article! Is there more to come? I loved it! :0)

By: Becky from Chicago

Becky from Chicago — Thu, 20 Sep 2007 01:24:45 +0000

Oh goodness. If you only knew. One of my peers is dating our boss and although they are trying to keep it a secret, it is obvious to everyone. What makes it even more difficult is that he (my peer) is one of the worst teachers in my building and no one can say or do anything because he is seeing my principal. It’s actually making me want to leave my job. UG. However, I enjoyed the great article and awesome writing. SMILES!

By: Robin from Chicago

Robin from Chicago — Thu, 20 Sep 2007 01:28:33 +0000

I once dated a superior of mine…………… and then he went to China. Men suck. Love you!!

By: Jamie

Jamie — Thu, 20 Sep 2007 01:32:50 +0000

Katy, your situation sounds both fun and stressful. Thanks for sharing…

By: vivian2007

vivian2007 — Fri, 21 Sep 2007 09:45:41 +0000

Good stuff! Currently I am dating my boss, I met him online through wealthyromance.com. He asked me to work for him… so I went to his company. Now we are dating…GINGLE. he is a nice man. I think I will fall in love with him soon.

By: Natasha

Natasha — Fri, 21 Sep 2007 18:05:59 +0000

Hmmm. .I seem to remember benefitting from your situation when I was in NYC to visit you as well, never turn down a free drink :). Great job on the article!

By: Jeremy Schachter

Jeremy Schachter — Sat, 22 Sep 2007 00:50:17 +0000

First off, awesome story. Really well written, and really hot author. While reading the comments though I noticed a lot of people tried to relate to this story by talking about their “office romances.” I think there’s a fundamental difference between your typical office romance and a restaurant romance. The difference being that everyone hooks up with everyone else in a restaurant.

An office romance is tricky because it seems like the people involved usually have spouses and it’s relatively secret. A restaurant affair everyone finds out about almost immediately. In an office you have to be careful with touchy behavior. In a restaurant sexual harrassment is the rule.

At the end of the day working in an office and working in a restaurant both typically suck and you shouldn’t hook up with anyone from either place. However, if the opportunity to hook up at the actual workplace comes up, like on location- then you’ve got to go for it because that’s just hot.

By: Georgia

Georgia — Sat, 22 Sep 2007 16:17:12 +0000

Definitely something not to jump into w/o thinking twice about it. Usually doesn’t work out well, however, can be very exciting and certainly a learning experience in both relationship and work arenas.
BT,DT.

By: Chicago via myspace

Chicago via myspace — Sun, 23 Sep 2007 04:58:25 +0000

The workplace romances are awkward all around…bystanders are often conflicted by loyalties to both (all) parties involved…his loss, you’re really hot!

Great article, give us more!

By: Toronto chic

Toronto chic — Mon, 24 Sep 2007 00:07:04 +0000

I have had and survived office romances. It’s definitely a tricky business though! The first time I dated a co-worker, we kept it secret and played it very cool at work. I eventually changed jobs for career advancement reasons, and then it was ok. However, we ended the relationship, and then a few weeks later, he comes and joins my new company! Now THAT was awkward for me. I told my other co-workers about the situation and they were very supportive of me. Fortunately, both my ex and I were mature enough to talk things through and we became friends afterwards and managed to work together very well. However, I did get jealous once he started dating another co-worker.

The second time I dated a co-worker, we fell in love and ended up getting married! So there can be happy endings, so long as the reasons for dating one another are for real, and not just for the excitement of doing something that is considered “taboo”. Now we both work at completely different places, which I think in the long run is much healthier to have some distance and independent lives away from home.

I’ve never dated a boss, though. I think that is the most dangerous type of relationship in a workplace. It’s just bound to explode in a nasty way with either you or your boss, or both, having to leave the company. I admit I’ve had fantasies about having sex with the boss. It must be some Freudian power-trip thing going on. Being accepted by a father-type figure and meeting his/her approval. Great article! Gets a lot of discussion going!

By: G-Dawg

G-Dawg — Wed, 26 Sep 2007 21:04:36 +0000

Thanks for your insight! I dated one of my superiors and you are right, it can be very fun at times but it can also get very complicated.

By: Kimchihead

Kimchihead — Wed, 03 Oct 2007 04:33:15 +0000

It seems like unnecessary drama to me.

By: Puma

Puma — Wed, 21 Nov 2007 06:19:30 +0000

Katy - you are one hot chick… and if you wear outfits like the one in your picture all your bosses will want to date you Love your writing… is there more to come?

By: IRENE

IRENE — Sat, 15 Dec 2007 06:40:53 +0000

I REALLY LIKE THIS ARTICAL I FOUND IT TO BE KIND OF WHAT I AM GOING THROUGH! BUT ALL I HAVE TO SAY IS KATY IF I WAS AS HOTT AS YOU ARE THEN IF I WAS YOUR BOSS I WOULD HAVE DEFF. ASKED YOU OUT 2 FORSURE!!

By: Dondon

Dondon — Wed, 21 May 2008 20:59:44 +0000

I prefer not to have a date with my boss because it could bring a lot of trouble…

By: Trever S

Trever S — Thu, 24 Jul 2008 20:03:15 +0000

I found this article to make me want to ask my boss out - Atleast something interesting will happen.