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Any way to responsibly have sexual relationship with secretary?

I'm a solo. It's a very small office. Just me, 1 fulltime se...
Violet beady-eyed useless brakes bawdyhouse
  04/24/24
You're overthinking this, what could go wrong?
Lavender personal credit line dragon
  04/24/24
Just start having sex with her lol what are you even asking ...
Soul-stirring range
  04/24/24
1) There is no sexual tension. 2) Enjoy the lawsuit. O...
Flushed disrespectful cumskin
  04/24/24
...
Mentally impaired site
  04/24/24
Correct. I either have completely misread the situation ...
Violet beady-eyed useless brakes bawdyhouse
  04/24/24
Good thing you came to the Chad Poon Hound Clubhouse to ask ...
aphrodisiac public bath
  04/24/24
mouthbreathing kike paperwork chad tp
Soul-stirring range
  04/24/24
sup
Lavender personal credit line dragon
  04/24/24
Maybe TT and steez can weigh in and help our fellow alpha na...
aphrodisiac public bath
  04/24/24
...
dashing very tactful base masturbator
  04/24/24
great poast
Harsh Stag Film Coffee Pot
  04/24/24
...
provocative wagecucks tattoo
  04/25/24
Yes, marry her.
umber disgusting azn sweet tailpipe
  04/24/24
Lol cr!
aphrodisiac public bath
  04/24/24
In a perfect world, this would be our trajectory.
Violet beady-eyed useless brakes bawdyhouse
  04/24/24
the OP is literally just copy and pasting the plot of that o...
dashing very tactful base masturbator
  04/24/24
I don't want to spank her or have some weird dom/sub thing w...
Violet beady-eyed useless brakes bawdyhouse
  04/24/24
Divorce your feelings towards her from your objective analys...
Contagious pontificating laser beams persian
  04/24/24
not exactly solid movie though
crimson gas station main people
  04/25/24
put a baby in her already
Nudist Pervert
  04/24/24
I'm sorry you got divorced man, especially before you had a ...
impertinent crackhouse
  04/24/24
This is likely the best advice ITT. I am lonely and woul...
Violet beady-eyed useless brakes bawdyhouse
  04/24/24
Disagree, she wants you and fulfills everything you could as...
Contagious pontificating laser beams persian
  04/24/24
Friend, women (and 99%) of men have no agency. She's not pla...
Contagious pontificating laser beams persian
  04/24/24
We do have a father daughter kind of dynamic. Despite being ...
Violet beady-eyed useless brakes bawdyhouse
  04/24/24
100% she would be head over heels in love with you
Contagious pontificating laser beams persian
  04/24/24
...
talking ratface
  04/24/24
Holy shit gas all jews yesterday
aphrodisiac public bath
  04/24/24
sexcretary
Swashbuckling dilemma
  04/24/24
Should be fine, as long as you go about it in a totally ethi...
submissive bbw
  04/24/24
Go on...
Violet beady-eyed useless brakes bawdyhouse
  04/24/24
If you’re tall and hung, it will all work out
Exhilarant macaca
  04/24/24
I'm decidedly average in both departments.
Violet beady-eyed useless brakes bawdyhouse
  04/24/24
She will regret it and it will have been rape
Exhilarant macaca
  04/24/24
Here's some actual good advice. Do you want to marry thi...
180 rehab
  04/24/24
I would pursue her in a serious manner and do believe she's ...
Violet beady-eyed useless brakes bawdyhouse
  04/24/24
hmm I wonder what the 40yo female bookkeeper will say lmao
Nudist Pervert
  04/25/24
the real question is... what led you to hire her? what led h...
jade cowardly stage
  04/24/24
I was in desperate need of a secretary. she was a recent col...
Violet beady-eyed useless brakes bawdyhouse
  04/24/24
1) Find her a better job 2) encourage her to leave for that...
impressive insanely creepy state gunner
  04/24/24
Part of my fantasy is that we fall in love, get married and ...
Violet beady-eyed useless brakes bawdyhouse
  04/24/24
Why the fuck would you want to work with the girl you're dat...
impressive insanely creepy state gunner
  04/24/24
He's an old fashioned romantic. I think it's sweet.
naked fragrant hospital puppy
  04/25/24
I agree, many retards are sweet
vigorous feces
  04/25/24
I know a few lawyers whose wives work as their office manage...
naked fragrant hospital puppy
  04/24/24
Just go for it. Ask her if she wants to get a drink after w...
Tantric Silver Reading Party Native
  04/25/24
Insist on no condoms from the beginning, finish in deep miss...
milky really tough guy
  04/25/24
Ur a divorced solo, you don't have anything to "lose.&q...
vigorous feces
  04/25/24
hey you can't say that
Hairraiser scarlet multi-billionaire new version
  04/25/24
a divorced 41yo solo with no kids is afraid to say fuck it a...
Nudist Pervert
  04/25/24
You sound like my ex-wife!
Violet beady-eyed useless brakes bawdyhouse
  04/25/24
well there you go it’s not her, it’s you
Nudist Pervert
  04/25/24
Do it in the butt. (Your butt)
boyish nursing home gay wizard
  04/25/24
What's his name?
Passionate indian lodge
  04/25/24


Poast new message in this thread



Reply Favorite

Date: April 24th, 2024 11:45 AM
Author: Violet beady-eyed useless brakes bawdyhouse

I'm a solo. It's a very small office. Just me, 1 fulltime secretary/paralegal and a part-time bookkeeper who comes like once a week.

Secretary is a 25 year old tallish brunette. She's got a nice feminine figure. Not skinny but absolutely would never be described as fat. She's got a sweet, girl next door type of face.

We spend a lot of time together, and there is clear rising sexual tension between us. She will extend conversations for longer than they call for, we exchange looks and smiles, have been working in a way lately that puts us in very close physical proximity.

I'm 41. Divorced, no kids. She has a long term boyfriend that she does not seem very into and seems to be relocating soon for a job.

I get the feeling that it wouldn't take much to push things over the edge. Would this be a huge mistake? Has anyone gone down this path before?

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47606563)



Reply Favorite

Date: April 24th, 2024 11:46 AM
Author: Lavender personal credit line dragon

You're overthinking this, what could go wrong?

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47606567)



Reply Favorite

Date: April 24th, 2024 11:47 AM
Author: Soul-stirring range

Just start having sex with her lol what are you even asking here? Obviously at some point you'll get tired of having sex with each other, at which point you're gonna need a new secretary, so hopefully she isn't that good at her job

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47606570)



Reply Favorite

Date: April 24th, 2024 11:50 AM
Author: Flushed disrespectful cumskin

1) There is no sexual tension.

2) Enjoy the lawsuit.

OTOH, one of my friends from law school married his secretary a few years after LS, and was probably fucking her as soon as they worked together. They have kids now and seem happy.

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47606585)



Reply Favorite

Date: April 24th, 2024 11:50 AM
Author: Mentally impaired site



(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47606589)



Reply Favorite

Date: April 24th, 2024 12:52 PM
Author: Violet beady-eyed useless brakes bawdyhouse

Correct.

I either have completely misread the situation and if I take some action, she will freak out and potentially sue me for sexual harassment. Spending so much time together, I might be overlooking the possibility that she's just being nice to me because i'm her boss.

Alternatively, she's receptive to it and a relationship blossoms. This could either end badly or with a happy marriage.



(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47606833)



Reply Favorite

Date: April 24th, 2024 11:54 AM
Author: aphrodisiac public bath

Good thing you came to the Chad Poon Hound Clubhouse to ask for permission to stick your dick in this retarded whore who is definitely interested in you because you’re a mouthbreathing kike paperwork chad

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47606601)



Reply Favorite

Date: April 24th, 2024 11:55 AM
Author: Soul-stirring range

mouthbreathing kike paperwork chad tp

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47606606)



Reply Favorite

Date: April 24th, 2024 11:55 AM
Author: Lavender personal credit line dragon

sup

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47606611)



Reply Favorite

Date: April 24th, 2024 12:22 PM
Author: aphrodisiac public bath

Maybe TT and steez can weigh in and help our fellow alpha navigate this

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47606762)



Reply Favorite

Date: April 24th, 2024 1:23 PM
Author: dashing very tactful base masturbator



(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47606915)



Reply Favorite

Date: April 24th, 2024 11:59 PM
Author: Harsh Stag Film Coffee Pot

great poast

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608228)



Reply Favorite

Date: April 25th, 2024 7:27 AM
Author: provocative wagecucks tattoo



(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608378)



Reply Favorite

Date: April 24th, 2024 11:55 AM
Author: umber disgusting azn sweet tailpipe

Yes, marry her.

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47606609)



Reply Favorite

Date: April 24th, 2024 11:56 AM
Author: aphrodisiac public bath

Lol cr!

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47606614)



Reply Favorite

Date: April 24th, 2024 12:13 PM
Author: Violet beady-eyed useless brakes bawdyhouse

In a perfect world, this would be our trajectory.

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47606726)



Reply Favorite

Date: April 24th, 2024 1:25 PM
Author: dashing very tactful base masturbator

the OP is literally just copy and pasting the plot of that one james spader b-movie

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47606922)



Reply Favorite

Date: April 24th, 2024 4:08 PM
Author: Violet beady-eyed useless brakes bawdyhouse

I don't want to spank her or have some weird dom/sub thing with her.

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47607294)



Reply Favorite

Date: April 24th, 2024 4:13 PM
Author: Contagious pontificating laser beams persian

Divorce your feelings towards her from your objective analysis of the situation. Maybe you're not a sociopath though...

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47607313)



Reply Favorite

Date: April 25th, 2024 7:36 AM
Author: crimson gas station main people

not exactly

solid movie though

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608381)



Reply Favorite

Date: April 24th, 2024 1:26 PM
Author: Nudist Pervert

put a baby in her already

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47606928)



Reply Favorite

Date: April 24th, 2024 1:26 PM
Author: impertinent crackhouse

I'm sorry you got divorced man, especially before you had a chance to have kids, assuming that's what you wanted. but this will not end well and you're just lonely. you need to boss up and quit making googly eyes with the staff. go meet a woman at church, a bar, your country / yacht club, soho house, literally anywhere else than this.

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47606929)



Reply Favorite

Date: April 24th, 2024 4:12 PM
Author: Violet beady-eyed useless brakes bawdyhouse

This is likely the best advice ITT.

I am lonely and would like a companion. Having kids isn't that important to me. I'd be open to it with the right person. She'd have to be younger than me though and willing to do pretty much all of the diaper changing bullshit.

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47607312)



Reply Favorite

Date: April 24th, 2024 4:14 PM
Author: Contagious pontificating laser beams persian

Disagree, she wants you and fulfills everything you could ask for. She's aching to be filled

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47607315)



Reply Favorite

Date: April 24th, 2024 4:12 PM
Author: Contagious pontificating laser beams persian

Friend, women (and 99%) of men have no agency. She's not planning to fuck you up with a suit. She just genuinely, subconsciously wants to be your daughter and have babies put into her

Tell her your feelings

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47607311)



Reply Favorite

Date: April 24th, 2024 4:15 PM
Author: Violet beady-eyed useless brakes bawdyhouse

We do have a father daughter kind of dynamic. Despite being smart and very competent, she is very unsure of herself maybe because her dad wasn't around much during her childhood. I validate and encourage her a lot, and she likes that. i'll ask for her input and opinions on cases even when i don't need it just to make her feel special.

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47607317)



Reply Favorite

Date: April 24th, 2024 4:16 PM
Author: Contagious pontificating laser beams persian

100% she would be head over heels in love with you

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47607321)



Reply Favorite

Date: April 24th, 2024 4:15 PM
Author: talking ratface



(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47607319)



Reply Favorite

Date: April 24th, 2024 4:52 PM
Author: aphrodisiac public bath

Holy shit gas all jews yesterday

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47607421)



Reply Favorite

Date: April 24th, 2024 4:15 PM
Author: Swashbuckling dilemma

sexcretary

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47607320)



Reply Favorite

Date: April 24th, 2024 4:44 PM
Author: submissive bbw

Should be fine, as long as you go about it in a totally ethical way.

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47607386)



Reply Favorite

Date: April 24th, 2024 11:11 PM
Author: Violet beady-eyed useless brakes bawdyhouse

Go on...

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608173)



Reply Favorite

Date: April 24th, 2024 4:53 PM
Author: Exhilarant macaca

If you’re tall and hung, it will all work out

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47607428)



Reply Favorite

Date: April 24th, 2024 11:11 PM
Author: Violet beady-eyed useless brakes bawdyhouse

I'm decidedly average in both departments.

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608174)



Reply Favorite

Date: April 24th, 2024 11:21 PM
Author: Exhilarant macaca

She will regret it and it will have been rape

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608186)



Reply Favorite

Date: April 24th, 2024 8:28 PM
Author: 180 rehab

Here's some actual good advice.

Do you want to marry this girl? If not, then if you do anythig you're an idiot.

If you do want something serious with her, then assuming the book keeper is normal cool, ask the book keeper if they think its a good idea. You need a third party opinion to see if what you're proposing will be reasonably received or not.

Also, you need a fucking escape plan for what happens if she says no or if you do date and break up. Get ready to pay for some hefty severance.

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47607836)



Reply Favorite

Date: April 24th, 2024 11:35 PM
Author: Violet beady-eyed useless brakes bawdyhouse

I would pursue her in a serious manner and do believe she's wife material. The age difference might be a bit much, more so for her than me.

discussing with bookkeeper might actually be a good idea. She's my age and we are pretty tight. she's also very blunt with me.

Agreed on the last part which is obviously my big worry. I don't know what the escape plan could be.

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608198)



Reply Favorite

Date: April 25th, 2024 4:20 AM
Author: Nudist Pervert

hmm I wonder what the 40yo female bookkeeper will say lmao

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608335)



Reply Favorite

Date: April 24th, 2024 8:32 PM
Author: jade cowardly stage

the real question is... what led you to hire her? what led her to accept?

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47607851)



Reply Favorite

Date: April 24th, 2024 11:39 PM
Author: Violet beady-eyed useless brakes bawdyhouse

I was in desperate need of a secretary. she was a recent college grad with basically no experience but handled the interview very well and had a recommendation.



(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608202)



Reply Favorite

Date: April 24th, 2024 11:14 PM
Author: impressive insanely creepy state gunner

1) Find her a better job

2) encourage her to leave for that better job

3) ask out on date.

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608175)



Reply Favorite

Date: April 24th, 2024 11:39 PM
Author: Violet beady-eyed useless brakes bawdyhouse

Part of my fantasy is that we fall in love, get married and then get to spend every day together.

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608204)



Reply Favorite

Date: April 24th, 2024 11:48 PM
Author: impressive insanely creepy state gunner

Why the fuck would you want to work with the girl you're dating. That's insane.

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608212)



Reply Favorite

Date: April 25th, 2024 12:02 AM
Author: naked fragrant hospital puppy

He's an old fashioned romantic. I think it's sweet.

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608234)



Reply Favorite

Date: April 25th, 2024 9:11 AM
Author: vigorous feces

I agree, many retards are sweet

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608495)



Reply Favorite

Date: April 24th, 2024 11:47 PM
Author: naked fragrant hospital puppy

I know a few lawyers whose wives work as their office managers. I never thought about how many of them just started as employees.

I've noticed that these women frequently terrorize the other female employees.

Coming onto an employee is more often than not a very bad idea.

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608211)



Reply Favorite

Date: April 25th, 2024 7:42 AM
Author: Tantric Silver Reading Party Native

Just go for it. Ask her if she wants to get a drink after work some time. Be prepared to lose her if the request or the date doesn't go well.

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608384)



Reply Favorite

Date: April 25th, 2024 9:13 AM
Author: milky really tough guy

Insist on no condoms from the beginning, finish in deep missionary

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608499)



Reply Favorite

Date: April 25th, 2024 9:13 AM
Author: vigorous feces

Ur a divorced solo, you don't have anything to "lose." But ur betaness is palpable and repulses her physically

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608501)



Reply Favorite

Date: April 25th, 2024 9:14 AM
Author: Hairraiser scarlet multi-billionaire new version

hey you can't say that

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608502)



Reply Favorite

Date: April 25th, 2024 9:51 AM
Author: Nudist Pervert

a divorced 41yo solo with no kids is afraid to say fuck it and just YOLO

man the law really attracts some risk averse fucks

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608559)



Reply Favorite

Date: April 25th, 2024 9:55 AM
Author: Violet beady-eyed useless brakes bawdyhouse

You sound like my ex-wife!

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608568)



Reply Favorite

Date: April 25th, 2024 10:14 AM
Author: Nudist Pervert

well there you go

it’s not her, it’s you

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608600)



Reply Favorite

Date: April 25th, 2024 10:15 AM
Author: boyish nursing home gay wizard

Do it in the butt. (Your butt)

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608602)



Reply Favorite

Date: April 25th, 2024 10:34 AM
Author: Passionate indian lodge

What's his name?

(http://www.autoadmit.com/thread.php?thread_id=5521063&forum_id=2#47608663)