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Chapter 599
by
JohnFlow
What's next?
Anal
Anal
The screen displays the title of the next video tutorial targeted at new female employees at your company. This time narrated by Mia with clips of her mother, Diane playing in the background.
"I'm well aware that all of you coming to Innovate will be experienced sluts who have probably had dozens of guys fuck your little pussies like nobody's business. However, I'm sure that at least for some of you, taking it up the ass will be a new experience. Or at the very least some of you won't have as much experience using your tighter hole. Now I know that the idea of anal can be daunting at times, especially if you lack experience. However, should you come to Innovate, you'll be contractually bound to accept a cock in any hole of your superior's choosing, and let me tell you, they love choosing your asshole. So listen closesly for some tips and tricks that'll leave you a confident three hole slut in no time."

"Anal seems to have made a name for itself as being somewhat painful. Whilst this can be true at times, most of the time it shouldn't hurt. It should be more of an unusual... stretching feeling. Don't get me wrong, a number of factors can lead to it being a pain in the ass, no pun intended. For instance, not using enough lube can be one cause for a painful experience. Be sure to put that mouth to work, as previously explained, making that cock as sloppy and wet as possible. You'll thank yourself later."

"Should that fail, there's plenty of lube located around the office. Beside each water cooler there is a dispenser for lube ready to go for your convenience. Using this can make a big difference between a painful and pleasurable back door experience."
"Another cause of pain during anal is if you have a particularly... well endowed lover. There's no two ways about it, if he's hung like a horse, it's gonna hurt. I suppose we've all gotta learn to love a bit of painal every now and then. There's nothing quite like the sensation of having your hole stretched to it's absolute limit whilst his shaft rearranges your guts. I've had some of my most intense intense orgasms from times like this. It can knock the wind right out of you at times, so don't forget to take deep breaths."

"My best advice for you here, other than drenching his cock in lube, is to reach back and spread your ass cheeks wide apart with your hands. Whilst this does encourage him to fuck you deeper, making things a little tougher for you, it also helps spread that hole open to accomodate his extra-girthy meat."

"As an added bonus, it'll help you show off that big, beautiful gape when he finally does decide to pull out of your ass. Look at my mom's beautiful gaping asshole here after she was reamed raw by my boyfriend!"

"Now when I mentioned having your guts rearranged earlier, I really wasn't kidding. A big enough cock doing some rough enough fucking may cause your rectum to come prolapsing out of your asshole. Don't be afraid, once you relax it'll slip right back inside, but be sure to show it off to your lover for some bonus points!"

What's next?
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Slut Girlfriend
Discovering your girlfriend's kink for being controlled and taking lots of dick
A story in which your submissive nymphomaniac girlfriend gives you control of her holes, to fuck yourself and lend out to whomever you please. One thing's for sure, she's going to be getting pounded
Updated on Jun 10, 2026
by JohnFlow
Created on Sep 14, 2021
by JohnFlow
You can customize this story. Simply enter the following details about the main characters.
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