Tasks for her

[fun_tracy]

Hey, I’m part way through writing a story about a woman (me) struggling to make ends meet as a cleaner.
A guys house who she cleans is very rich and offers to help her out by setting tasks or challenges for her to complete for a monetary reward.
The tasks start of like going shopping for him, just menial tasks but then they start to ramp up. Maybe he wants to try his hand at amateur photography and needs a model…
I’m just struggling with what sort of tasks or challenges could he set?

 

[Jay142]

It seems like a natural for him to start asking her to clean his house in her bra and panties which would lead to nude cleaning. At first, she is hesitant but needs the money. He convinces her by saying it's like wearing a bikini. The more revealing her underwear becomes, the more money she makes. It could lead to wearing lingerie such as a garter belt, stockings, or sexy chemise. She is shy at first but finds that it turns her on and is harmless. That leads to being topless then total nudity. Maybe he needs a date for an event and he asks her to accompany him. He buys her a sexy dress and accessories. Naturally, it leads to having sex and a possible relationship.

 

[Rob_Royale]

If he's rich, he didn't get that way by being shy.

"Tracy, your’re a very beautiful woman. What sort of financial agreement would we have to reach for you to wear something a little more risqué?"

Tracy has heard of women doing this sort of thing and he's a very good looking man. So for a reasonable increase in pay she returns to work in tight yoga pants and a halter top with no bra.

Honestly, it's nothing different than what she would wear at home and he's very pleased, often leaving her an extra couple of 20's on her purse if she did a lot of work in rooms where he was.

Surpringly, he never asks for more and does nothing inappropriate beyond admiring her.

But it's in her dreams that it happens and she finds herself wishing the handsome man would do so. So the next day she goes to work as usual but her halter top is entirely sheer.

She can't help but smile seductively as his eyes grow wide and his jaw drops.

 

[fun_tracy]

It seems like a natural for him to start asking her to clean his house in her bra and panties which would lead to nude cleaning. At first, she is hesitant but needs the money. He convinces her by saying it's like wearing a bikini. The more revealing her underwear becomes, the more money she makes. It could lead to wearing lingerie such as a garter belt, stockings, or sexy chemise. She is shy at first but finds that it turns her on and is harmless. That leads to being topless then total nudity. Maybe he needs a date for an event and he asks her to accompany him. He buys her a sexy dress and accessories. Naturally, it leads to having sex and a possible relationship.

Yes, love that idea. I hadn’t thought of it going down that route - thank you

 

[Mittering]

He asks you to be his wing man so to speak. He takes you to a bar and asks you to talk him up to the ladies.

Asks if you have any available friends

He's trying to piss off his neighbor who is always complaining about his state of undress around the pool. He asks you to display yourself too, only what your comfortable with of course, so that he can further confound the neighbor by saying it's just the house rule. Nothing he can do about it.

Takes you a long on a business trip to housekeep his hotel room. But there was a reservation hiccup and you are left rooming with him as well.

Has a laundry room accident overnight with soap and suds everywhere when you show up in the morning. Since he can't allow you to leave today, he suggests you clean up the the laundry room in you underwear in order to avoid getting you clothes messed up and having to go home.

He's throwing a party for important clients from Japan and at the last minute the topless catering service shows up with 2 fewer tipless servers than needed. He recruits you to fill in.

He is assigned bed rest and asks her to be nursemaid complete with sponge bath.

Takes her shopping for a gift for a special lady friend and ask her pick and try on clothes at a swanky boutique because she just happens to be almost the exact measurements of the lady friend.

 

[fun_tracy]

If he's rich, he didn't get that way by being shy.

"Tracy, your’re a very beautiful woman. What sort of financial agreement would we have to reach for you to wear something a little more risqué?"

Tracy has heard of women doing this sort of thing and he's a very good looking man. So for a reasonable increase in pay she returns to work in tight yoga pants and a halter top with no bra.

Honestly, it's nothing different than what she would wear at home and he's very pleased, often leaving her an extra couple of 20's on her purse if she did a lot of work in rooms where he was.

Surpringly, he never asks for more and does nothing inappropriate beyond admiring her.

But it's in her dreams that it happens and she finds herself wishing the handsome man would do so. So the next day she goes to work as usual but her halter top is entirely sheer.

She can't help but smile seductively as his eyes grow wide and his jaw drops.

Nice, I like it. Thank you. Hadn’t thought of the ruthless streak that a rich guy can possess

 

[PapaRomantic]

This reminds me of an old joke...

A hooker walks up to a gentleman in the street and suggestively says, "Hey honey, I'll do anything for $100.

The man gives her the money, loads her up in his car, takes her to his house, hands her a paintbrush and some paint and says, "Paint my porch."

Okay, back to the original intent of the thread.....

 

[Husky_Embrace]

For me I would slide in the sexy stuff over time. Maybe he's seen her after a cleaning job, where she has changed from her cleaning clothes to a dress for a date. He could supply the dress ss well, because he understands that she doesn't want to get her own dirty. This can be the foundation, where increasingly daring dresses are available, possibly with more monetary reward. This allows her to choose the more daring options herself.

Playfulness can be great in masking some sexy things. Much like some games where people suddenly go much further than they normally would. It starts with putting some money on places he thinks need extra attention. Her finding it can make her clean it. Behind the couch is innocent, and on top of the closet makes her dress rise up too much. When she chooses a demure white dress for a lot of money she doesn't understand. It's not risky at all. When she is asked to clean the pool area she understands. There's some money under water, making her white dress semi-transparant and cling to her every curve.

You can introduce sex with some of the above already, but you could involve the bedroom. Maybe she's cleaning the bed after an obvious sexual encounter. She might get in the bed, trying to imagine the experience. Maybe she tries it after she's cleaned it first, and later when it's still dirty.

Finally this escalates. Whether for money or just sheer horny feelings. You can go the obvious "here's more money, fuck with me," route. I personally would go for the female agency route, having her plant the idea with him. She likes the sexual tension that is being created, starting to own it at one point. She'll say and do things to get his interest, trying to push him to them having sex. It'll be 'his' idea, even though she has done everything in her power to make him think it's his idea.

Now above you could have her do some photography. You can mix it in with the overall story, where the guy at one point starts photographing her. It is innocent. A few snaps here and there of her working, showing 'true labour' ir something. It'll be a nice end to a few days, where the end result of the sexual tension is fixed in a picture. Dirty in a short dress, or wet in her white one. Her poses showing more and more how she's into it. Eventually he'll remind her of the bed, where they can go for increasingly dirty pictures. Afain, this can be the instigation for sex, or part of a few days buiold up.

Personally I wouldn't mind if you build up the sexual tension over many days, like a sexual odyssey where you're invested. The "will they won't they" of a series, but for sex. Eventually escalating to sex, which you then can further escalate.

You can do things like bringing the partner, or a friend. Or just more simple acts, like first with then without a condom, or more cerebral and have him take her before a date, not allowing her a shower after.

I like the idea at least. Hope you can find some useful ideas.

 

[CuckedbyBBC]

So I agree the obvious is cleaning nude. But instead of it escalating to sex between them, how about a voyeur aspect? Basically combine all of these ideas. Basically, he never touches her and never exposes himself. He always just rubs his dick through his pants, down his pants or under a blanket. Maybe he has a tiny cock or is impotent, when he comes his load is just a free clear sputters. Could go many ways with what he makes you do - strip, masturbate, lesbianism, multiple men, whatever kinks your into!

 

[KimAwakened]

"A guys house who she cleans"
"The tasks start of like going shopping"

Having fun, Tracy..?

 

[jaF0]

Flip it.

Employer is a high powered exec who runs her own string of companies. She hires a Butler/Man Friday.



We need to stop putting the women under the thumb.

 

[MikeXIrons]

Hey, I’m part way through writing a story about a woman (me) struggling to make ends meet as a cleaner.
A guys house who she cleans is very rich and offers to help her out by setting tasks or challenges for her to complete for a monetary reward.
The tasks start of like going shopping for him, just menial tasks but then they start to ramp up. Maybe he wants to try his hand at amateur photography and needs a model…
I’m just struggling with what sort of tasks or challenges could he set?

I always like "slippery slope" stories... where a woman slowly inches toward line after line, each time crossing them thinking, well, it's not like it's much worse that the previous one. Especially if it starts arguably innocently.

Are you going tasks that are increasingly sexual? Or increasingly dominating?

I could see either working well.

He's in control as the employer. She's desperate for money. Little by little he starts making demands of her.


Maybe he's watching TV or a movie one night and there's a maid dressed in a "traditional" French maid outfit. He jokes that she should wear a maid outfit like that. She didn't get it as a joke, and asks, "Really? I don't own an outfit like that... you'd have to buy it! And pay me to wear it!" Surprised she took him seriously, but, suddenly intrigued, says, "Yes", thus establishing the pattern of him requesting and providing particular clothing. He buys the outfit and gives her some money to wear it... but... it's just a one-time payment. She keeps wearing it each day, but, doesn't get additional money... establishing a precedent that will mean for more money, she need to keep doing or wearing something additional.

He has a party and asks her to clean before it, during it, and after it. He says her normal clothing won't do for this party, and again, dictates and provides something more appropriate for the party. It's a tight short little dress that she's embarrassed to wear initially, but, likes the looks she gets during the party.

He throws another party, again picking out an (even sexier) outfit for her, and this time asking her to serve food during the party, thus setting the stage for asking her to do tasks beyond cleaning... and taking his orders as he sends her scampering to the kitchen for the next appetizer. He scolds her for giving him "a look" one time when he gave her a directive. He pulls her aside and instructs her that that is NOT ok in front of his guests... that she is to reply "Yes, sir, Mr Smith", or "As you wish", or "Right away, sir", thus establishing language that is maintained even after the party.

Soon after that, the range of tasks he asks her to perform widens to include waiting on him even without the party. When she is late or has to leave early, he points out how that won't work and that SOME particular nights, she should sleep in the spare bedroom so she can be available whenever needed. Soon, she's there every night.

It's a hard-to-reach itch on his back that begins tasks that involve touch. Very innocent. No big deal. Then, "lower". "higher". "My feet ache. Give them a good rub." and so on.

So, inch by inch she slides down the slippery slope until, before she even realizes it, she does anything and everything he asks.

 

[Phatfeet]

Flip it.

Employer is a high powered exec who runs her own string of companies. She hires a Butler/Man Friday.



We need to stop putting the women under the thumb.

Yes flip it, but I might do it a little different.

The CEO is a female but she has a need to be controlled once and awhile, to be told what to do and when, and especially so for sex. She discovers through the lowest of basements in her office tower there is an old tunnel that leads not far away to a derelict building where there is a glory hole. She likes to work her lunch hour away there, sneaking back and forth... until a Vice Raid. The police detectives find the tunnel and surveillance cameras catch her using it.

Now what happens?

 

[Husky_Embrace]

Flip it.

Employer is a high powered exec who runs her own string of companies. She hires a Butler/Man Friday.



We need to stop putting the women under the thumb.

I think you can flip it without taking away the original premise. Instead of him offering it, she can take charge. Only superficially she's the less powerful. Yet because of her body and her personality, she controls him.

Prime him by showing up in sexy clothes 'for a date after'. Supply things like "I'll need to balance the books again if I want to go out tonight," or "if only I could do some extra work for you, but all I have to offer is my body for some hard work." Lead him on to start paying her. Let him follow her just to get that tiny peek, which he doesn't want to admit. Make it sultry and sexy.

Eventually she corners him, having fed him with all the ideas. Afterwards she can use it to pressure him. Blackmail? No just a light suggestion here and there that what he did to her was not sanctioned by her employer contract. He'll need to keep paying to keep it silent, though there's some further benefits if he does it. With every extra time he digs his hole further. With every message that he sends her how much he wants her evidence of his abuse of power. All carefully orchestrated by her.