Baby Sitter Blackmail

sirhugs

Riding to the Rescue
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When I first glanced at this title on the New index, I thought it read "Baby Sitter Blackmail" not "Baby Batter Blackmail". I wondered what sort of blackmail might be involved...

Could just anybody write this tale to match the title, or do we need to hope that Ashson is lurking?
 
catch her on the babycam snorting coke
or having sex though she comes from a very conservative religious family
or having lesbian sex
or just watching porn
or stealing their cash left in one of their drawers

of course the question in, does she accept being blackmailed or resist it? what does she have to do to get out of the situation?
 
Could just anybody write this tale to match the titleAshson is lurking?

My first question would be who is doing the blackmailing? Obviously not the kid she's babysitting. Perhaps the older brother (18+) or the father of the kid.

or having sex though she comes from a very conservative religious family
or having lesbian sex
or just watching porn


of course the question in, does she accept being blackmailed or resist it? what does she have to do to get out of the situation?

Maybe she is from a religious family and has a scholarship to a prestigious Catholic/Christian university, and risks losing it if it comes out she was watching porn (maybe lesbian porn).

If someone videoed her doing something (and with cell phones that's always possible) I think she'd have to give into the blackmail. They'll delete it if she does "something", though that is up for grabs.

Is she forced to masturbate while the blackmailer jerks off and cums on her face?

Or does she have to blow the blackmailer and forced to swallow his load?

Or does she have to let him fuck her. And is she a virgin? Or does he want to do her anally?

I've never been a big fan of blackmail porn, but I can see where this would be fun to write.
 
My first question would be who is doing the blackmailing? Obviously not the kid she's babysitting. Perhaps the older brother (18+) or the father of the kid.



Maybe she is from a religious family and has a scholarship to a prestigious Catholic/Christian university, and risks losing it if it comes out she was watching porn (maybe lesbian porn).

If someone videoed her doing something (and with cell phones that's always possible) I think she'd have to give into the blackmail. They'll delete it if she does "something", though that is up for grabs.

Is she forced to masturbate while the blackmailer jerks off and cums on her face?

Or does she have to blow the blackmailer and forced to swallow his load?

Or does she have to let him fuck her. And is she a virgin? Or does he want to do her anally?

I've never been a big fan of blackmail porn, but I can see where this would be fun to write.

or the Mom ...

or both parents...
 
or the Mom ...

Definitely. Maybe the Mom has a get together once a month with other women in the neighborhood where they do more than just discuss Tupperware, and the Baby Sitter has to agree to be the "entertainment" for the next meeting.
 
Definitely. Maybe the Mom has a get together once a month with other women in the neighborhood where they do more than just discuss Tupperware, and the Baby Sitter has to agree to be the "entertainment" for the next meeting.

are you telling me that Tupperware has uses other than food storage?
 
Why not turn this idea on its head for a moment? Pick a parent because babysitting doesn't HAVE to be about a night away from the kids. In 2021 the idea that one parent or the other has some obligation every so often.

The babysitter doesn't REALLY feel like doing her job and she takes the kids to Chuckee-Cheese (And this is literally what it was originally designed for, there is a reason they serve beer) and she notices that one spouse is there with someone new and gets footage.
 
What are the possibilities for a LIT story setup?
  1. Sittee blackmails sitter, or vice versa, for something non-sexual.
  2. Sittee now blackmails sitter, or vice versa, for something non-sexual, but it expands to sex when both are 18+.
  3. Underage sitter blackmails parent(s), or vice versa, for something non-sexual.
  4. 18+ sitter blackmails parent(s), or vice versa, for something that may be sexual. Sittee is uninvolved.
  5. Bystander blackmails sitter or sittee or parent(s), or vice versa, for sexual or non-sexual stuff.
All other permutations violate LIT rules, so forget those and any non-sexual stuff. Hey, do we need a spreadsheet to keep track of all these?
 
If it's the dad doing the blackmailing, it may depend on what his predictions are. Maybe he'll simply demand to spank her.

Then what happens when she finds out that she likes it?
 
If it's the dad doing the blackmailing, it may depend on what his predictions are. Maybe he'll simply demand to spank her.

Then what happens when she finds out that she likes it?

assume you mean predilections? Or is he a mentalist? Because that could be cool too.
 
It feels like blackmailing an errant babysitter is as much a cliche as flashing the pizza delivery guy. I sort of like the idea of the babysitter being a snoop who finds more than she bargained for:

  • Finds the couple's BDSM chamber despite a locked door
  • Finds the woman's sex toy stash and can't resist given each a try
  • Set it back in time and it's the ol' "find his porn stash."
 
assume you mean predilections? Or is he a mentalist? Because that could be cool too.

These typos creep in so easily. But yeah, mind-reading would be an interesting twist. In fact, it could be the basis of an entire story. Reminds me of some movie; what was the title, assuming I'm remembering it correctly? It was a film in which some guy could read women's minds.
 
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It feels like blackmailing an errant babysitter is as much a cliche as flashing the pizza delivery guy. I sort of like the idea of the babysitter being a snoop who finds more than she bargained for:

  • Finds the couple's BDSM chamber despite a locked door
  • Finds the woman's sex toy stash and can't resist given each a try
  • Set it back in time and it's the ol' "find his porn stash."

Yeah, I find the idea of the parents blackmailing the babysitter into providing them sex to be very cliched. I've been trying to think of a way to switch it around, with the babysitter blackmailing the parents. But the babysitter certainly is a pretty young thing and can get all the sex she wants just by asking for it, so why would she need to blackmail the parents? Maybe she would blackmail them for money, but there is nothing erotic in that.
 
Yeah, I find the idea of the parents blackmailing the babysitter into providing them sex to be very cliched. I've been trying to think of a way to switch it around, with the babysitter blackmailing the parents. But the babysitter certainly is a pretty young thing and can get all the sex she wants just by asking for it, so why would she need to blackmail the parents? Maybe she would blackmail them for money, but there is nothing erotic in that.

It may be cliched, but it's one of those situations that just generates a lot of sexual interest. Like the pizza delivery guy, it may really happen once in a while. I suspect in some cases, it's not actually blackmail, just the girl or one or both of the parents doing what human beings always do - seducing one another.

A variation is to have the girl be an au pair, a live-in babysitter. A lot of them are from Iceland, of all places. Having her live on the premises increases the chances for some naughtiness to occur.
 
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Yeah, I find the idea of the parents blackmailing the babysitter into providing them sex to be very cliched. I've been trying to think of a way to switch it around, with the babysitter blackmailing the parents. But the babysitter certainly is a pretty young thing and can get all the sex she wants just by asking for it, so why would she need to blackmail the parents? Maybe she would blackmail them for money, but there is nothing erotic in that.

Who says she as to be "a pretty young thing?" How about we change the babysitter up a bit. She's still young (19-20ish), but not really pretty. Make her a plain Jane wallflower type that guys never look twice at. She's flat-chested, wears glasses, she's a frumpy dresser, etc.

She likes the older brother (same age as her) of the kid she's babysitting, but he barely knows she exists, even though they attend the same local college. He dates all of the pretty girls and would never give her the time of day.

So she's babysitting the kid brother one night, puts the kid to bed, then happens upon the older brother's laptop (he's out on a date with his current girlfriend). Babysitter is smart, knows her way around computers, and can get into the laptop. There she finds a porn video the older brother made of himself banging a couple of girls who aren't his girlfriend. So the babysitter saves a copy of the video to a flash drive, and will use it for blackmail.

As for what, that could vary. Does she just want him to fuck her? Or does she want a little more, like have him take her out on a date where everyone will see them? The latter could also lead to sex.
 
Who says she as to be "a pretty young thing?" How about we change the babysitter up a bit. She's still young (19-20ish), but not really pretty. Make her a plain Jane wallflower type that guys never look twice at. She's flat-chested, wears glasses, she's a frumpy dresser, etc. ......

I like it! It turns the cliche on its head, and it works as both drama and erotica.
 
Who says she as to be "a pretty young thing?" How about we change the babysitter up a bit. She's still young (19-20ish), but not really pretty. Make her a plain Jane wallflower type that guys never look twice at. She's flat-chested, wears glasses, she's a frumpy dresser, etc.
...

but in true "ugly ducking" fashion, she turns out to be a great fuck. Willing to try ANYTHING.
 
Yeah, I find the idea of the parents blackmailing the babysitter into providing them sex to be very cliched. I've been trying to think of a way to switch it around, with the babysitter blackmailing the parents. But the babysitter certainly is a pretty young thing and can get all the sex she wants just by asking for it, so why would she need to blackmail the parents? Maybe she would blackmail them for money, but there is nothing erotic in that.

Good points, but I see lots of ways around it - starting with how much of an age difference is there between her and the couple in question? Given that Lit would require the babysitter to be at least 18 - and the couple would surely have a kid (or kids) young enough to need constant supervision - there may be only six - eight years between her and them.

  • Could be a power trip thing. Yes, dick comes easily for her, er - finding dick is easy for her, but true power?
  • Getting it from guys her age might be easy, but what do guys that age know? She craves being with a more experienced lover with well-practiced skills.
  • She always loved books/movies like "50 Shades" and finding their dungeon excites her.
  • She's always wanted to buy a sex toy, but has been too shy, so finding the wife's toy stash is too thrilling.
  • Finding a porn stash is always ripe for blackmail.
 
I like it! It turns the cliche on its head, and it works as both drama and erotica.

It's a good strategy for all erotic stories; use variations on the appearance of the different characters. Make them like real-life people; not every guy has to be a Chad; not every woman is going to be head-turning-gorgeous. Often a woman comes across as attractive more because she is smart and witty rather than purely because of her physical attributes.
 
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What if hot father is horny and wants to jack off before work. Mother has already left for her job, and father didn't manage to close his bedroom door. Babysitter is new, and wanted to show Father a video of something child just did, and happens to open the door (didn't knock because it wasn't closed) and catches Father jacking. With the phone already in her hand, and video software pulled up, she makes a video of Father having a messy orgasm.

Could she wind up blackmailing Father?
 
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