Shemale Babysitter

First draft is done. Needs editing by me and then a betareader, so will be a while before submitted.

Turned out to take a path unlike those suggested above. Hope it is still enjoyable.
 
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. . . .

That’s an interesting idea...

His sister always bragged about the easy money she made babysitting and he figures it a perfect way for him to make some extra cash. But he also remembers her telling him that it’s too bad he’s a boy because nobody wants to hire a boy for babysitting, girls are much more trustworthy.

Of course he can’t pretend to be his sister around the neighbor because she’s away in college and anyone who knows her would know that they don’t look the same. But he remembers that she and her friends used to post her services on a community message board under the name of ‘Sitters for Hire’. Since none of those girls are still in town he decides to dig up an old ad and report it but change the phone number to his.
 
That’s an interesting idea...

His sister always bragged about the easy money she made babysitting and he figures it a perfect way for him to make some extra cash. But he also remembers her telling him that it’s too bad he’s a boy because nobody wants to hire a boy for babysitting, girls are much more trustworthy.

Of course he can’t pretend to be his sister around the neighbor because she’s away in college and anyone who knows her would know that they don’t look the same. But he remembers that she and her friends used to post her services on a community message board under the name of ‘Sitters for Hire’. Since none of those girls are still in town he decides to dig up an old ad and report it but change the phone number to his.

quite different than my take on the tale...which is still pending.
 
My version is published!
see what you think.

Please be kind. :cattail:
 
Update

As of this morning, this tale stands at 63 :heart: 25.4k views 4.76 score on 274 votes and 9 comments, mostly positive, though I got some complaints about using politically incorrect terminology.

Thanks for the help in developing the idea, and the support.
 
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