Hookup with a co-worker

[StMattsGuy]

Me and a co-worker(she's in upper management) have been flirting and sending dirty texts back and forth. The question is, do I hook up with her? I'm in my early 20's and she's in her mid 30's(a cougar, haha). She stated a few months back that nothing could happen because she thinks it would be weird between us at work. While texting today, she stated that she doesn't want any awkwardness at work and I told her that it would only be awkward if she made it that way as I can be really discrete about it.

She stated that she pretty much just wants me to bend her over her desk when the office is closed and everyone is gone. There aren't any camera's in our part of the building or anything.

So other members, should I go ahead and go through with it or pass on it since it's an upper management co-worker?

 

[SweetErika]

Tough choice. I hear sexual harassment cases and being one of the millions of unemployed workers in this stellar economy are pretty damn exciting these days. How do you feel about the thrill of, say, finding a new place to live because you can't pay your rent, trying to figure out where your next meal will come from or if you can go hungry one more day, and waiting for those callbacks from prospective employers that will probably never come?

Try to think with your big head on this one. I'm sure that's tough with the little guy begging you to stick him in your coworker, but you can remind him that he'll get more pussy in the end if he keeps his job, home, car, doesn't get involved in a big sexual harassment suit, etc.

And the fact that you're asking means the rational part of you knows this is a terrible idea. Keep reminding yourself of that and find a woman who wants to bend you over her desk at another company to exchange dirty texts with and fuck.

 

[TypicalDeviant]

Home run, SweetErika!

/Heed her advice.

 

[mommymaggie]

Disclosure... that's all I am saying

 

[mommymaggie]

...err, like the movie. I would hate for someone not to get that. lol.

 

[Boobiman]

The old adage of new stick your pen in company ink comes right to mind. Since she is a co-worker and upper management she could fire your ass the next day or claim you sexually harrassed her into doing it. Again your ass is gone and don't think it won't happen to you.

I would just stick with the flirting and leave it at that because anyway this goes its going to be bad for you and you will only get a little sex out of it at most.

 

[MisterSir]

People are talking about sexual harassment like it's a foregone conclusion and, while I realise the law is pretty ridiculous in harassment cases, surely he's already in dangerous waters simply by flirting with this woman?

 

[silverwhisper]

i was thinking the same, mistersir. strictly in a legal context: the texts that have already been sent would absolutely lend themselves to a "pattern of behavior".

st matts guy, i think that no matter how sexy she is, this is a very, very bad idea--for both of you.

ed

 

[jowen442]

Tough call I'm sure the temptation is killing you. However, little good can come out of this relationship. You did not mention it but is she married? That would just add another dimension in making this a bad idea. I would most definitely defer to SweetErika and think with the big head and not the little one. Easier said then done.

 

[VelvetDarkness]

Don't shit where you eat.

Sorry hon but there is just no way of evening out the pros and cons here.

This woman may be a hot cougar but she's not the only cougar in the sea... or whatever. You've fixated on her because she's flirted with you. If she hadn't, would you have given her more than passing attention?

This is low risk for her (comparatively speaking) because you're younger, subordinate and male. If you hook up and there are mixed signals, you'll be the one accused of wrongdoing, not her, because you're male. The risks just aren't worth a casual fuck IMO.

There are plenty more women out there and you'll meet them if you stop obsessing over this one. Tell her she's right and sever the inappropriate contact. The jobs market is shitty enough as it is right now without getting kicked out on your ass for a misunderstanding with no hope of a reference.

 

[Cathleen]

Are you related to "IrishGuy1974", who wants to have an office affair, too?

Enjoy the fantasy, never put anything in writing from now on and update your resume.

 

[Submission13]

The mental pleasure you get from not sleeping with your cougar will be far more lasting than sex with her. The fact that you can at least question if this is a good idea means there is hope. If you really have to sleep with her, find another job first.

 

[anoncuriousm]

sounds like some tough shit you're in now dude - if you fuck this woman, too many complications CAN happen. if you dont now, she will feel rejected and might get pissed off at you (upper management?).

 

[ChainedEros]

Tricky situation.

I ended up in a torrid relationship with a coworker for six months. Blowjobs at work every day. I practically lived at her place during that time. Sex morning, noon and night.

The breakup was terrible though. Drama in the workplace. Other coworkers taking sides. Both of us eventually left the company and haven't spoken to each other since.

That was the first and last time I ever got involved with a coworker. I'm a private person and that was far too messy for me.

 

[crazyjoker2]

Been there done that

Damned if you do..pretty much lol

I have been there and done that. Only you can determine if the "juice" is worth the "squeeze" lol

for me it was and it wasn't lol bitter sweet for sure.

 

[Etoile]

Since when is somebody in their mid-30s a cougar? Jesus Christ.

 

[oohwow6]

go for it

 

[Etoile]

You know what? I agree. Go for it. Because then you will get fired and some poor unemployed individual who ISN'T a dumbass will get a job.

Seriously, in this economy, you want to risk it? We're not talking awkwardness buddy, we're talking pink slip. If you want to take the chance, you don't deserve the job. Too many people need it. Hurry up and get fired, which will enable someone else to take the job AND you can fuck your ex-coworker all you want.

 

[Eilan]

You know what? I agree. Go for it. Because then you will get fired and some poor unemployed individual who ISN'T a dumbass will get a job.

Yeah, really. It's not like jobs are easy to come by in Kentucky.

 

[ChainedEros]

You know what? I agree. Go for it. Because then you will get fired and some poor unemployed individual who ISN'T a dumbass will get a job.

Seriously, in this economy, you want to risk it? We're not talking awkwardness buddy, we're talking pink slip. If you want to take the chance, you don't deserve the job. Too many people need it. Hurry up and get fired, which will enable someone else to take the job AND you can fuck your ex-coworker all you want.

I hate to say this, but I agree. lol

Go ahead and lose your job. If you don't care, we don't care.

 

[indecisiviously]

<snip> I can be really discrete about it.<snip>

No, you can't. You'll brag. Bad things will happen.

That's why our site has a plethora of co-worker fantasies. FICTION can have a happy ending. Reality never does.

OTOH, if you don't make mistakes, you can't learn from them.

OTOOH, I have made this mistake a couple times and haven't learned a damned thing. Always liked the co-worker more than the job. That's your choice.

...i

 

[SweetErika]

No, you can't. You'll brag. Bad things will happen.

That's why our site has a plethora of co-worker fantasies. FICTION can have a happy ending. Reality never does.

OTOH, if you don't make mistakes, you can't learn from them.

OTOOH, I have made this mistake a couple times and haven't learned a damned thing. Always liked the co-worker more than the job. That's your choice.

...i

Great post!

I hope we see more of them in the near future.

 

[xander1083]

go for it but take the consequences when you get caught

 

[Mysty61]

I agree with most everyone else DO NOT DO IT. No matter what happens you will be the loser. Getting mixed up with someone at work, especially a supervisor, very seldom if ever works out. You may get your rocks off once or twice, then word begins to spread, and she gets you fired to protect her ass. I know you think you will be discreet and she will be too, but I will guarantee you the next morning everyone in the office will know you got it on with her the night before, and if you do it in the office the news may get out faster then that. even if there are no cameras or anything these things get a life of their own and grow very fast. You are new in the work force, she should know better and that alone is a bad combination. Do not commit to anything, start cutting back on the flirting and leading conversation. Tell her you agree with her it is not a good idea for you to see each other, you like her a lot and maybe one day the circumstances will be different. Then hope she is reasonable, understands, leaves you alone, and does not go after your job - which is a very real possibility.

 

[TiGiforu]

My vote is for NOT doing it. Trust me, it will never be as good in person as it is in your mind!