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Chapter 40 by PrincessAriana PrincessAriana

What's next?

Get Worked Up

You wake up like you do every day - roll out of bed, slide into some boxers and an old T-shirt, and hurry to start your day.

You woke up early. Way earlier than you have been, just to give yourself time to shower, shave, and make your hair look nice. You examine yourself in the mirror for a while before going downstairs.

You still have a feminine frame, and your hair has grown down past your shoulders, falling in silky brown waves after it's been brushed. Your blue eyes sparkle with excitement until you note that the holidays and lack of athletics has made your once very tight and fit body slightly soft. Although... you turn and note that your ass and thighs look pretty good.

You hurry downstairs - still dark outside - and start breakfast and coffee for your stepdad. You wish your frilly apron had stayed, but even that had disappeared when Mom came home. You make do with the plain one, and patiently prepare a lavish array of food.

When Jeff finally comes down, you aren't sure how to feel. It has been months since he first arrived to stay with you, and a lot happened in that time. But when Mom came back, it all came to a screeching halt. You spent a long time as a normal family, and even came to like your stepdad a little. But now that Mom was gone again, you weren't sure where things stood between you and him.

"Good morning, Jeff," you say as you set a fresh mug of steaming coffee in front of him.

"Mornin', sport..." he grumbles, his morning voice deep and slightly gravelly.

You finish breakfast and set a plate in front of him, sitting across the table. Occasionally you glance up at him, but you mostly eat in silence.

"So, um... you're going to be checking in from time to time, right? Like Mom said?" you ask, probing for a better understanding of his feelings.

He sniffs and takes a sip of coffee, but nods. "Yep, that's the plan."

You nod and say, "Cool," but part of you is a little disappointed. Maybe things really had reverted back to where they were when you first met Jeff. Maybe your lesson was over. You no longer needed to wear girls clothes or call him Sir or do house chores every day after school. You were free - truly - to go back to playing video games and watching anime all day. Back to the golden days...

You shuffle uncomfortably in your chair and finish off your hash browns. "Um... I can still help out around the house and stuff, if you need."

He nods, unaffected. "Sure, that's fine. No need to do too much though. We can do a big clean before your mom gets back in a couple months."

You sigh. It seems like your stepdad is in a bad mood. You resign to clean up breakfast in silence and try again another time.

You spend much of the rest of the day gaming - you play an online shooter with Lucas, and talk with him over the mic about upcoming school stuff. But you have a deep sense of loneliness after you sign off. Something about the way Jeff had been that morning really annoyed you.

It continues to annoy you all day. Why wouldn't he meet your eye? Why was he so aloof and cold? Why wasn't he giving you the same attention he was before?

You flop onto your bed, worked up and frustrated. You lay back and reach into your pants to jerk one out, then realize you can't. Your cock is locked. Your hand brushes the cold metal enclosing your dicklet.

"Damn it..." you mutter, trying your hardest to rub yourself for any sense of pleasure whatsoever, to no avail. You groan and bite your lip, only making matters worse by fantasizing about sexy women, celebrities, Megan, her friends, even Ashland and the other gym girls.

You end up with a painfully throbbing cock and no relief.

Finally, you can't take it anymore and call Megan.

As soon as she answers you burst out, "Please, Miss, uncage me - I can't take it. I need to get off!"

There's a slight pause then a disappointed sigh. "It's Sunday, sissy boi. You've only been caged for like two days. You should have jacked off on Friday or something. It's sad that you can't even go this long without busting a nut."

"Come on, it's throbbing. Please, Miss! I haven't you know -released- since Thursday!"

"Ew! I did not want to hear that! Sorry, sissy, you're just going to have to learn to sissygasm. If you ever call me like this just to beg for your key again, I'm keeping you locked up for the entire week and not just the weekend. Got it?"

You whimper and gulp. There was no arguing with her. "Yes Miss... But what do you mean sissygasm?"

"Tch. Such a naive sissy. But it can't be helped. I'll send you some links to videos for you to watch as homework for the night. Watch everything I send you and write a report about how much you love it. You shouldn't need to cum at all, but if you do, you should do it right. Bye."

"Wait!" you call out trying to stop her, but it's too late. She hangs up.

She... wasn't serious, was she? You open your phone to text her, asking for clarification, but she's already sent a folder containing dozens of links to videos and images from the internet. You open one and stifle a gasp. The image is of an extremely feminine cock in a cage dripping cum but completely flaccid. A large, caption simply says "Be a good gurl - Learn to sissygasm!" in bright pink font.

You desperately don't want to be caged during the week, so you go through each video and image one by one and watch them all. The videos are even more graphic, with titles like 'Sissy pounded from behind' or 'Cute gurl sissycums from BBC'. You feel awkward when the videos show the size difference between the sissies and the men fucking them. You look down between your own legs and realize you would easily be on the receiving end in these situations.

You decide to get on your bed with your laptop and start writing, spending way too long pouring over a humiliating essay just for Megan to laugh at. But it does feel good to express yourself in some way, at least. You pull on the panties she left you and begin:

I loved the sissy porn Miss Megan sent me because...

You sigh. It's going to be a long week.

What's next?

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