Shemale Babysitter

[Carnevil9]

Mom is fed up with Dad always flirting with the babysitter. She even suspects he may have gone farther than just flirting as he drove a few of them home. She decides to get revenge.

She puts an ad in the local alternative newspaper, and finds a nice sweet-looking nineteen year old shemale. She looks for all the world like a sweet, sexy schoolgirl, but is packing a nice big cock in her skirt. Mom arranges for her to be their next babysitter.

Sure enough, after Mom and Dad enjoy their night out, Dad offers to drive the BS home, lust in his eyes. What happens in the car? Is he grossed out and decides to go straight? Does the BS assfuck him to teach him a lesson? Or does Dad decide he LIKES his women with a little "something extra" between their legs?

 

[sirhugs]

and what happens when it is Mom's turn to drive the sitter home?

I think that in first episode, sitter sucks reluctant Dad. Next time, sitter convinces Dad to reciprocate. Not sure about the assfucking. Male assfucking does nada for me.

 

[dansouthwest]

Dad come homes to see the shemale babysitter fucking his wife... Story definitely has a lot of potential.

 

[dansouthwest]

Dad come homes to see the shemale babysitter fucking his wife... Story definitely has a lot of potential.

 

[Hypoxia]

Babysitter obviously does both parents, sequentially and together -- and brings in one or more friends for further sessions. Everyone gets all their holes plugged. Then the tentacles intrude...

 

[Kantarii]

Good Lord, the babysitter idea has potential. What if the kids were fraternal twins but each of them dressed like the opposite sex to add to the confusion?

 

[Hypoxia]

Good Lord, the babysitter idea has potential. What if the kids were fraternal twins but each of them dressed like the opposite sex to add to the confusion?

The twins had better be 18+ because LIT. If they're 18+, why do they need a babysitter? Or did I miss something here?

 

[Kantarii]

The twins had better be 18+ because LIT. If they're 18+, why do they need a babysitter? Or did I miss something here?

Might have to write them in as having special needs.

 

[Hypoxia]

Might have to write them in as having special needs.

Then they need be nowhere near the underage limit. Jim and Melanie have two (or more) retarded kids in their 20s -- adult bodies, childlike minds. The shemale babysitter is very respectful of their needs and status and does nothing sexual with them... but the 'kids' may inadvertently witness the babysitter's seductions of their parents. Take it from there...

 

[Carnevil9]

The twins had better be 18+ because LIT. If they're 18+, why do they need a babysitter? Or did I miss something here?

No, no, no. The kids are mere McGuffins to let the parents run amok with the babysitter. The urchins are tucked safely in their cribs behind closed doors before the rumpy-pumpy commences.

 

[Hypoxia]

No, no, no. The kids are mere McGuffins to let the parents run amok with the babysitter. The urchins are tucked safely in their cribs behind closed doors before the rumpy-pumpy commences.

I was reacting to Kantarii's suggestion of cross-dressing twins. That likely puts them post-puberty, within sexuality range, thus the need that they be 18+ retards.

 

[Kantarii]

I was reacting to Kantarii's suggestion of cross-dressing twins. That likely puts them post-puberty, within sexuality range, thus the need that they be 18+ retards.

I'm still trying to work through the 18+ retards actually being able to apply makeup. The fraternal twin that dresses like a guy would have an easier time, but might be obsessed with business suites and can't figure out how a tie works. The fraternal twin that dresses like a woman probably uses lipstick like eye shadow....

Good Lord, Steven King would have a time figuring out this carnival of sinful mess with a sadistic cross dressing clown as a home therapist/ babysitter... Sorry I'm really reaching with the story ideas, but it's fun nope, I'm not one that is remotely interested in underage stories at all. Let's have them 19 years old, special needs, and throw autism on top of it all, mutes would be even more fun to work around. Not sure sign language would translate real well when the reader looks at the story. Guess we are back to the drawing board ?

 

[Hypoxia]

No, the 18+ retard twins needn't be autistic, merely unmatured. And cross-dressing is no problem. Kids like to play dress-up, yes? I've been in a household of special-needs 'kids'. I've seen how they behave. Uninhibited, energetic, even frenetic, and impressionable. YMMV.

EDIT: This is my LIT post #8888. Is this the end?

 

[Kantarii]

What if dad caught his wife in bed with the 19 yo. T-girl and asked to jump in bed with them and got a flat "no" as an answer from his wife, and the T-girl says, " aw c'mon. It'll be more fun for all three of us. Are you afraid of a little competition in bed for your husbands dick? I promise not to cheat, I'll even give you a head start this time. Normally, we wait until you leave for work before we start fucking up a storm on your side of the bed. I'll even take your favorite panties off and let you wear them during sex.

 

[Kantarii]

Haha.... T-girl tells the wife... "You know your husband won't let me suck his dick unless I take your false teeth outta my mouth. He's so thoughtful. Only I forgot to do it last night, so if there's a funny taste in your mouth that seems kinda familiar, it's not entirely my fault, I asked your husband to pull out. He wasn't fast enough. I tried to bleach them for you, but that only enhanced the taste and smell.

What are you doing with those scissors? And, why are you gritting your teeth and staring knives at me? You aren't really that mad are you? I'm still getting paid this week, right? Oh, look, see, we used a condom, just so you wouldn't have to taste ass on your husband's dick and suspect anything between us ... Hahaha.. I'm fucking killing me. Kant

 

[LittleDebbie]

How about the Dad taking BS home the first time flirting greatly that ends with her giving dear old Dad a BJ. The BS then tells Dad that she was hired by mom because she suspected he was cheating and was going to leave him.

Dad says please don't tell. I can't lose my family and the BS blackmails him into giving her a reluctant BJ.

In time Dad learns to like it and the BS never tells mom who is curious about what the BS is packing. It can grow from there....

 

[Hypoxia]

How about the Dad taking BS home the first time flirting greatly that ends with her giving dear old Dad a BJ. The BS then tells Dad that she was hired by mom because she suspected he was cheating and was going to leave him.

Dad says please don't tell. I can't lose my family and the BS blackmails him into giving her a reluctant BJ.

In time Dad learns to like it and the BS never tells mom who is curious about what the BS is packing. It can grow from there....

Stage 1: Does mom know the sitter is shemale? Did she hire the sitter to seduce dad and expose his alleged cheating? If mom thought dad was cheating (with whom? previous sitters?) why didn't she bug the car? Or was she just going to believe the sitter's word?

Stage 2: What is the sitter's character: sly, simple, desperate, or what? How do they handle this? "It can grow from there...." Does mom learn of dad and the sitter blowing each other? Is she OK with that? Does it excite her? Does she join in to be spit-roasted? Or does she record the infidelity for divorce evidence?

 

[sirhugs]

Stage 1: Does mom know the sitter is shemale? Did she hire the sitter to seduce dad and expose his alleged cheating? If mom thought dad was cheating (with whom? previous sitters?) why didn't she bug the car? Or was she just going to believe the sitter's word?

Stage 2: What is the sitter's character: sly, simple, desperate, or what? How do they handle this? "It can grow from there...." Does mom learn of dad and the sitter blowing each other? Is she OK with that? Does it excite her? Does she join in to be spit-roasted? Or does she record the infidelity for divorce evidence?

I always prefer when they join in.

 

[sirhugs]

stealing parts of this idea to spice up my latest effort at a non-incest story.

 

[Carnevil9]

stealing parts of this idea to spice up my latest effort at a non-incest story.

Looking forward to it!

 

[sirhugs]

Looking forward to it!

that assumes it gets off the launching pad. Normally, I would assume a 100 words in (as I am), there would be a smooth landing, but the decision to shelve Blonde Bikini Beach Body at 1083 words leaves me feeling shaky.

 

[UsuallyPresent]

could also do this cross-dresss - nerd Josh is in desperate need of moolah for the latest whizbang, so puts on his sister's gear and hires out as Jess the Babysitter. Only to find out what his sister was really getting paid for before she left for college. . . .

 

[Carnevil9]

could also do this cross-dresss - nerd Josh is in desperate need of moolah for the latest whizbang, so puts on his sister's gear and hires out as Jess the Babysitter. Only to find out what his sister was really getting paid for before she left for college. . . .

I like it!

And he finds himself at a crossroads: he can either be disgusted..... or he can embrace it! This being Lit, I'm pretty sure which road he will select.

 

[sirhugs]

I like it!

And he finds himself at a crossroads: he can either be disgusted..... or he can embrace it! This being Lit, I'm pretty sure which road he will select.

NOT the road my story is taking, so wide open for exploitation.

(regular followers of my work will not be shocked that the husband is my narrator).

 

[sirhugs]

This one is close to done but not quite- I think one sex scene to add, then the conclusion.

Since World's Best Blowjob? was accepted as a non-incest story, wondering whether I ought to wait and finish Grandpa wake Up ch. 3 first , to keep up the sequencing, even though Sally still has two more mornings to go in that chapter.