Soliciting Ideas for Scenes in a MILF Blackmail Story

[CasualK9]

Hello All:

I've crafted a long and winding story featuring a super sexy, snooty bored, married MILF who gets herself into trouble with a neighborhood 18 year old and his geeky friend.

The geeky friend through a whole long series of machinations ends up blackmailing her, and while she doesn't really fall for it, she feels like the lesser of two evils is to enter into a contract with him where everything is deleted after one year.

The catch is she agrees to do whatever he wants for two hours each month for twelve months with the agreement that he doesn't get any anal sex which is his favorite from her.

I'm four months in, and we're now on January.

Looking for ideas on what an obsessed 19 year old would do each month. He adores her but is also obsessed with her and has a lightly twisted side. She is haughty and loaded with attitude, and while 38, has the face of a 25 year old and the body of a porn star - 5'3", 120 pounds, 38D - 25 - 38. Spectacularly curvy, bouncy and natural, but petite and super fit.

Seeking creative idea for January through August.

Thanks!

 

[CasualK9]

So far...

September - He asks her to bring him lunch and she goes to his house and meets up with him in his clutter gamer room with posters of her all over the walls.

October - He asks her to wear something sexy to hand out candy and visits her house with a friend wearing a mask to have fun with her while her husband and kids are out trick or treating.

November - Brings him lunch again at home, runs into his mom answering the door, wearing sweats and sunglasses so she's not really recognized, but super nervous about it. He has a butt plug for her and has fun again in his room.

December - asks her to bring him a PS5, and she does. Dressed in Xmas costume while he and the same friend from Halloween play video games and she deals with both of them while they play video games.

Need some stuff outside of his house and would prefer less typical things.

 

[writer4hire69]

Really interesting idea. I like the concept of trying to tailor scenes to the specific months or at least when it makes sense. Are there fetishes/kinks you want to avoid?

Here are some off the cuff ideas:

Jan - if the story takes place in a northern area, have her wear a fuzzy hat, ear muffs, snow boots, maybe a scarf, and a long puff jacket. Under the puff jacket is of course nothing else. She takes off only the jacket and you have sex with her in the winter accessories.

Feb - Maybe have her dress up as Cupid or Aphrodite and do a sexy photoshoot.

March - Not sure of a St. Patrick's Day idea. Maybe just getting her drunk.

April - If you want to be particularly wicked, April Fools means he tricks her into finally taking her ass. Alternatively, if you want to explore more taboo fetishes, April showers...

May - First of May, outdoor fucking starts today.

 

[jaF0]

Not another hapless female taken advantage of story .....

Work it out where she's the one pulling strings. Have her leave clues one month that seed his ideas for the next. He only thinks it's his idea, but she's really stringing him along. Maybe she wants his studly buddy and tricks him into 'giving her to him' so she doesn't have to go about seducing another kid.

All the while, she's taking notes on how to keep him on the hook longer and expand her ring of his friends. Somewhere along the line she finds out he's gotten serious about a girl and plans to get married. She finds the bride to be attractive and ....

 

[jaF0]

In the end, she's a recruiter and groomer for a ring of similar women and she's collecting members of a male harem for them.

 

[AahhWhattheHell]

She has to sneak into the women's YMCA showers, install an invisible wifi camera, and have a lesbian session in the shower with a another member. The entire thing is recorded onto his computer/server at home.

 

[CasualK9]

Exactly

Thanks for the ideas! Keep them coming!

For further background:

She's anything but hapless. She's confident and crafty. She has the upper hand almost all the time with this guy other than this contract around which she regrets not putting more parameters.

She figured he would be content just to have access to her since he's so obsessed.

She makes fun of his average dick and his lazy, sloppy, teenagerness and always finds a way to come out on top.

He is caught between his big ideas to take maximum advantage of her and his desire to have her all to himself.

They have a constant cat and mouse battle with her main issue not wanting anyone to recognize her or see her because she's so well known by the local women through her social media personality and by the men of all ages who desire her.

She's a classic wife and mom who rules the household with an iron fist and full control, she just happens to have done some stupid things because she's so bored and because she was semi-hypnotized by the inhumanly massive cock of the first kid that approached her.

Now she's in this contract she thought would wrap things up and there's a monthly power dance between the two of them - but she has to reluctantly comply as long as the techie teen doesn't fuck her in the ass.

As each visit ends she teases him, "only 8 more, loser...."

Even at the moments where he's getting exactly what he wants or she's getting put in a crazy situation, sh's never hapless - always brimming with attitude and a fast-moving mind - unless hypnotized by not just a big cock, but an impossible grotesque one.

 

[CasualK9]

Humorous and outrageous as well as super smutty

With a hint of realism. That’s the idea.

 

[Acktion]

Snow BDSM is pretty niche, but it's out there. **shrug** Maybe some of that for the January installment. It's kind of hard for me to understand what a "normal" eighteen-year-old-closing-on-nineteen geek would think of (although if the bored retired pornstar turned housewife was running things, the mind boggles), but there was this one time on a church ski trip... let's just say some interesting snow angels were made and pine needles had... some interesting effects.

February with Valentine's is just too easy. Although, if you wanted to go crazy with it, you could do a little re-enactment of the origins a la Lupercalia rather than the usual Hallmark romantic horseshit which wouldn't make a whole lot of sense with your premise.

March would be spring. Someone mentioned St. Paddy's Day, which I suppose could be fun. Leprachauns, rainbows, pots of gold. And, of course, all that green beer. I could rather easily see the typical eighteen-year-old settling for a scantily green-clad beer wench, maybe with shamrock pasties. But, I tend to think of Spring Break and all the wild shit people (supposedly) get up to when the weather breaks and they can shed their cabin fever. The typical "Girls Gone Wild" party fare. A lot of that, I think, would depend on whether this kid is a late-bloomer senior in high school (early Fall birthday, or maybe just held back a year somewhere) or already off at college for the Frosh year.

April... okay, the April Golden Showers (bring May flowers) kinda tickled me. Not my cup o' tea, but it's a pretty widely shared kink, if a little niche. ***shrug*** About the only other thing I could think of (not being into watersports myself) would be the Earth-Mother Meadow thing. Alfresco picnics. Banging through the tulips with an undertone of Satyr and Nymph. That sort of thing. Although there is the April Fool deal, but I've personally found it difficult to pull off sexy pranks... or maybe pranking sexy. Some can, and maybe you can. Power to ya if so. I just got nothin'. (ETA; just remembered rubber chicken floggers and hulk hands spankings)

May... Hmm. Well, there is the whole Maypole routine. But, I can't really see how that would work with what you've described. As I recall (and keeping in mind, it's been a long fuckin' time) May as a high school senior was eaten up with all the traditional year's end shit in anticipation of graduation. Lots and lots (and lots) of banquets. Seems like every weekend was some other thing. I can easily see this kid pulling a Billy Bob (Varsity Blues) and asking her to be his date to prom (or some of the other stuff). But, I don't see her taking him up on it.

Although... hmm... seems like I remember under some old pagan beliefs spring belonged to the maid and summer the matron. Maybe a good place to ease into some FemDom as she takes more control, getting bored with the "puerile juvenile" ideas the kid comes up with? That could set up a "Boys of Summer" motif to go through June, July, and August with the inherent swimming pool, lake, beach, and so forth. Maybe even stealing some of her mojo back from the judgmental other women as more public stuff goes on, with her obviously in charge of the poolboy/gardner/cabana boy/whatever else.

 

[CasualK9]

January

Leaning Toward:

She gets text from him early in month while lying on the couch in sweats binge-watching Netflix and feeling seasonal depression after the mad holiday rush.

Knowing there are several weeks left in January, the bossy MILF refuses to cooperate on her end until he proves to her that he's cleaned his filthy room and gets his lazy, teenage ass out of his house and finds a job.

Three weeks later, he has gotten a job at either a tanning salon or the fancy fitness studio where she works out five days a week, and asks her to meet him there.

 

[LupusDei]

Hypoxia nowhere to be seen, I would hijack his question: where you want it all to end? Get a clear idea of the ending then work backwards from that. The progression each month would be different depending what the goal is.

Do they part with a business partner handshake expressing distant possibility to be friends with benefits if paths cross again, keeping all the proceedings closely guarded secret?

Do they fall in true mutual love and decide to make babies and live together happily forever after?

Do he succeed to train her as a wanton slut he can pimp out to his friends?

Does she learn the guy and take over making him her play boy?

Does she bloom in sexual freedom under his inadvertent guidance, but ultimately leave the boy behind, learned to have no qualms about her public exposure?

Do she help him get other girls?

Something else entirely?

 

[CasualK9]

Chances are

I’m going where the story takes me, but the intention right now is to continue to have them behave in ways their befit their personalities.

I’d like that to include creative situations because the teenager is creative and perverted but smitten, and she’s aloof, crafty, confident yet prone to slutty situations. She always comes out on top, just covered in a lot of cum on the way.

Eventually, I see the contract ending and her employing a friend’s female-owned digital forensics firm to raid his room and destroy all records. In the meantime, she develops an almost maternal interest in helping him get his lazy teen shit life together even though she’s getting put through ridiculous sexual paces.

She successfully maintains her life through just barely dodging every potential embarrassment or humiliating pitfall through either her craftiness or her massive sexual prowess or both.

 

[CasualK9]

Ready for February now!

Just finished the January episode, ready for thoughts on February!

 

[NewOldGuy77]

July: A carnival is in town, so they go together on a mini-date, with the two hours starting when they arrive in the parking lot and ending when they get back in the car. She suggests if he wins her a stuffed tiger from the games on the midway, she'll give him a blowjob on the 'haunted house' dark ride. He spends $57 to do it, (her taunting him the whole time to humiliate him and get him to fail) but he succeeds, so she holds up her side of the bargain.

 

[CasualK9]

July: A carnival is in town, so they go together on a mini-date, with the two hours starting when they arrive in the parking lot and ending when they get back in the car. She suggests if he wins her a stuffed tiger from the games on the midway, she'll give him a blowjob on the 'haunted house' dark ride. He spends $57 to do it, (her taunting him the whole time to humiliate him and get him to fail) but he succeeds, so she holds up her side of the bargain.

Love this idea - thanks so much! Need more! Bring it on!

 

[SteelPoint]

She is haughty and loaded with attitude, and while 38, has the face of a 25 year old and the body of a porn star - 5'3", 120 pounds, 38D - 25 - 38. Spectacularly curvy, bouncy and natural, but petite and super fit.

Seeking creative idea for January through August.

Thanks!

And, let me guess, the "geek" just happens to have jet black hair, a "super" six pack and a roguish, sparkly white-toothed smile which beams out from a naturally tanned face... while being a geek, of course.

You want a creative idea? How about tearing all that up, going away to have a think and coming back with something based on the real world. You know: something which might draw us into and make us believe your story. I'm assuming here that you do actually want to write a story and not a series of depictions of fucking, loosely connected with random words but no plot..?

 

[CasualK9]

What a character you are! Your guess is dead wrong and your jaded, grumpy, judgmental snarkiness is both unwelcome and foolish. Neither I nor many others indulge in activities like this to focus intently on the "real world." The story is based on a real person, her real appearance and a real scenario but has been turned into a fantasy and taken to unrealistic extremes for the sake of pure, nonsensical entertainment.

 

[LiverpoolMaster]

What a character you are! Your guess is dead wrong and your jaded, grumpy, judgmental snarkiness is both unwelcome and foolish. Neither I nor many others indulge in activities like this to focus intently on the "real world." The story is based on a real person, her real appearance and a real scenario but has been turned into a fantasy and taken to unrealistic extremes for the sake of pure, nonsensical entertainment.

You said it.

I'm with Steely on this one. Believe it or not, some of us want to be convinced that a story could actually be happening. As soon as you abandon the real world as a setting, you immediately make it harder for any reader to give your story any credence. Immediately. Many will simply roll their eyes, yawn and abandon your piece as soon as you start mentioning your cast of film star lookalike characters. Of course, I grant you there are readers and ... readers.

Credibility won't be that important for those who are just here to wank.

 

[CasualK9]

I view it as an over the top, humorous, over-sexed romp along the lines of the old Horny Biker Slut comics or something like that.

 

[000zing]

Then you should have said so. I see no reference to any "humorous romp" either in your OP or your post #2. Shifting the goalposts, are we?

 

[jaF0]

^^^^ Acting like an ass are you?


Authors don't need to explain their motivation or to appease your bitching.

 

[000zing]

Shrugs. I'm just making the point that one set of circumstances was outlined and now, suddenly and out of the blue, we're told something different was meant. Maybe in your world the title "author" sanctifies any behaviour whatsoever on his/her/its part... but not in mine, pal.

"Motivation"? What "motivation"?

 

[jaF0]

The authors are the ones who create the meat for the couch potatoes to read.