Dating Your Boss - Page 2

Getting involved with a co-worker never ends well. Getting involved with a supervisor is really not going to work well. You might as well hit on the single moms who bring in their kids for daycare. The end result will be the same...You will have a new job.

Quoted for truth.

Don't sleep where you work.

as a new dad.

Pics or it didn't happen.

That is the truth.

My only comment is that I started dating my boss 7 years ago, married her 4 years ago, have a beautiful 2 year old daughter with her, and don't regret any bit of it...

sometimes it can work I guess.

Dude, never dip your pen in company ink.

Or, in your case, never stick your straw into the company's juice box.

Co-workers hell. What about the reaction from the knee-high customers?

"Okay, kids, today, for story hour, we will be reading from the Kama Sutra."

Go for it. You're 23. There isn't that much you can fuck irreparably. Burn bridges, dude.

You know something...

Your boss probably knows just as much as any of the more mature ladies on this message board. So if it's a bad idea, I'm sure she'd be the first one to know it. If you're willing to put your faith in that, then try for it. But don't come crawling back to us because we'll be saying "We told you so".

There's a reason why some places have rules about inter-office dating. Because this is one of those universal bad ideas.

Why not date people your own age?

Ask her out, if she says yes, quit your job.

I feel kind of bad that the above made me giggle. What's even more fun is trying to pronounce misgogneysiynsistic.

I'll kind of agree with the other part Cobane posted though, it kind of seems like you've already decided you're going to pursue this, you just seem to be looking for validation. If that's the case, like others have mentioned above, look for plan B as far as jobs go. And I pray to god your weird boss fantasies all happen after-hours, not during Barney.

I don't understand...they're always the boss...?

And here ladies and gentlemen is the key statement. The only reasons not to take a shot at an incredibly attractive older woman would be jeopordizing long term career goals or her husband is a professional athelete. Neither of those conditions apply, so damn the torpedoes, full speed ahead.

Then the Chewers expect quality (and quantity) stories about the changing room romps, and pictures of you in the daycare shirt at "nappy time." You know the forum to post them in.

But line up another job first.

Listen to me, I got no reason to lie to you, don't make the same mistakes I made when I was young. Fuck a lotta women kid, not just one woman, a lotta women.

Yeah, if this isn't bullshit just take a shot, Kabong. You're a loser working part time at a day care center. The only female showing even the slightest interest in you is a 40 year old woman. Obviously she's got issues if she's flirting with some dork half her age.
Basically, you aren't going to have many chances to get laid in your lifetime, so take it where you can get it.

She speaks the truth.

Also, you really just never know what parent is going to find out and freak over it. It takes all kinds of people, and when it comes to their kids, sometimes they get overly-worked up about certain situations. Suppose a parent or two finds out, and starts hollering that "the staff isn't watching my kid because they're too busy messing around" or something of that nature? Whether it's your career or not, it could lead to problems within the daycare center. Specifically, because it is a business devoted to watching other peoples' kids, if these parents get one whiff of anything some might deem as "inappropriate behavior" among the staff, they'll go nuts. I might sound like I'm over-reacting here, but I've seen some parents go completely screaming crazy over the smallest things. Things that people like me, who wouldn't have kids if you paid me, wouldn't blink at, but it's a very different mindset for some people when they have kids.

You're 23. There are plenty of other girls out there. It's not like you're in my situation where potential dating partners are scarce due to my age. You are the perfect age to date pretty much wherever the hell you want to - so don't do this. And no matter what age you are, "don't shit where you eat". It's a hackneyed old saying, but it's true.

So basically, the women in this thread say don't do it and the guys say do it.

There you go. Are you going to listen to the guys or the girls?

Do a quick cost-benefit analysis here. You have little to lose (your job, which won't be hard to replace) and much to gain. You're 23, and it's unlikely you'll regret trying to nail your boss. If you don't give it a shot you'll almost definitely regret that.

Can't you read? I said go for it, troll.

What, you're looking for a lasting relationship? Of course you're looking for indiscriminate poon. You haven't mentioned anything about how attractive her personality is, only her body.
This is all moot, anyway. Once you get up the nerve to ask her out she's just going to vomit and flee. Just promise us you'll post the results here.

Stop kidding yourself.

I don't think you've even got the balls to tell her how you feel.

Ask her to share the kid's nap time with you over Hi-C Ecto Coolers and Oreos. If the kids sleep in late, more time to work the magic.

Do they still make Ecto Coolers?

I applaud BobClark's brutal honesty. But I still think it's a dumb dumb dumb idea.

Sadly no. XE tracked these for years, and they did make a flavor that is Ecto Coolers, minus the name. Which face it, Slimer sold those damn boxes!

I have to admit...this whole idea is bad, but I really want you to do it Kabong. Don't regret not doing it. Plus I really can't wait to hear about the fallout.

So what you're saying is that you just want him to do this for your amusement.

I don't understand what the issue is... You work at a daycare center, and you don't wanna alienate your boss. So basically, you're like a janitor who wants to date the head janitor. Go for it.

Will she say no? Will you get embarrassed? Probably, but so what? A few years from now, you'll be working somewhere else anyway, and your memories of it will either consist of a bunch of shitty nappies, or going out with/being rejected by the hot boss. I know which I'd rather pick.

Now, now - let's not discount the ladies' opinions here. Diva and Lisa did raise a good point about "playing favorites" amongst the employees. Reading their opinions reminded me of a something that I observed back in the day (no shit folks, sorry!)

When I was working for a publishing company (I was a little older than Kabong), I had the hots for the assistant manager, "Monica", who was about 5 years older than me (older women are great, man). We flirted, but alas, nothing came of it.

Eventually, she wound up dating one of the salesguys. This guy, "Rich", didn't proofread one of his ads like he was supposed to, and it went to press with the error. When the fallout came from the client, because "Monica" was dating the sales guy, the girl who originally typed the ad got fired. "Monica" and "Rich" pretty much got off scot-free, and quite a bit of resentment lingered in the Production Office because of it. The two of 'em would later get married (she got knocked up while they were dating, and had a quickie wedding), and as far as I know are still together, though "Monica" left the company a few months later.

Kabong, if you are absolutely sure you can handle any fallout (and there will be fallout, mark my words) that might result, go for it. If you think the fallout might lead to a lawsuit or an uncomfortable work environment, don't bother. That, or quit your job, THEN ask your (now ex-) boss out.

Wait, aside from BobClark's comment, what ARE you looking for in this whole endeavor?

If you genuinely like her and want to ask her out to "date", I agree with everyone else, quit your job and ask her out for real...you could probably find another job doing daycare work. If you just want to do the horizontal mattress press, then arrange a social get together with coworkers (how many other people do you even work with?) that involves LOTS OF ALCOHOL and go nuts, and then afterwards just act like it was a drunken escapade....a beautiful, sloppy, awkward mistake-filled escapade that will be both of yours to cherish forever.

I think that's what we're all saying.

BTW-
http://chud.com/forums/showthread.php?t=99828

Holy shit, Ecto Cooler.

Because there's nothing more attractive to a grown woman than an unemployed 23 year old. And the fact that he quit his job just to ask her out? A creepy unemployed 23 year old! Ladies, the line forms here!

Well, yeah, of course. We aren't going to get any physical gratification from it like Kabong, so we might as well get some chuckles to fill the work day.

You never know - she might very well be into creepy unemployed 23 year olds. My wife fell for me when I was a creepy, trapped-in-a-job-I-grew-to-hate, comic and action figure collecting, 29 year old just coming off of a catheterization.

Somebody's out there, somewhere, waiting for a (creepy) someone to come their way, is all I'm sayin'.

You really think Kabong is going to get physical gratification from this? That's cute.

You think he already doesn't at night when no one is around? Re-read that first post. It was typed with a single hand.

He probably already has, if masturbation counts.

Edit: I owe BillyG a Coke, metaphorically.

Okay, yeah. You're certainly right, but I was trying very hard not to think about that.

If FabFunk was here, he would have posted a link to the Milf Hunter site already.

You live 20 minutes from me. Cough up cheapskate.

Right now, it's not that creepy.

If you're building a shrine to her in your basement, (complete with her hair trimmings, toenail clippings, cups she drank coffee from with her lipstick prints on 'em) and you're kneeling buck-naked in front of a wall of candid photos of her, while furiously masturbating as "your song" plays in the background...

You should kidnap her, and count on stockholm syndrome setting in.

A person you find attractive is a person you find attractive, regardless of age (assuming they're of legal age, which this woman is). Yeah, the boss and "older woman" dynamics might be a bit of a turn-on, too. But some things are better left as fantasy - when you start actively trying to make it happen in real life, you just need to be prepared for the consequences, which usually aren't that pretty.

Aside from your job, you could also be taking a chance at messing up her CAREER. Of course, she's an adult and can make her own decisions, but honestly, I don't think actually making a move would be the wisest thing to do.

I would do all the choreography for the kid's upcoming Thanksgiving performance. Pray that she makes eye contact with you while you're helping a kid paint his paper mache turkey costume. She'll melt.