Christmas Quandary

Christmas Quandary

The costumed chaos of the crossdressing couple continues with our next holiday installment.

Chapter 1 by vyksin vyksin

Author's note:

This is the second episode in a series of stories I'm calling 'Costumed Chaos'. This can largely be a stand alone, but you will probably get more out of the experience if you read the first story, Halloween Hijynx, first. There is also a Prelude to the first story to provide you with even more content and backstory before yous start the series.

For those of you loyal fans that are returning, I greatly appreciate your support and feedback on this. This story should hopefully be as fulfilling as the others but it will have its own twists, turns, and lessons along the way.

Thank you all so much for taking the time to check this out and enjoy the show!


“It really sucks, kids, but you can’t really fight mother nature and I’d rather ya’ll stay safe,” Paul says trying to hide his frustration on the vid call. “I know how much this means to you, Daddy, I’m just really sorry we didn’t catch an earlier flight,” Jessica says. She continues turning to her brother, “kinda wish you didn’t wait around for me; you could have been there.”

“Oh, hush!” intones Molly. “As much as I’d love to have my prince and princess back here for the holidays, I’d feel better knowing the two of you are safe together. Your lab work is important for your doctorate, and you’re almost done. I’m sure you and your brother will have plenty of fun things to do there and we can try again after the clean-up from the snow and have a lovely family Christmas together, isn’t that right, hun.”

“Absolutely, dear,” Paul says trying to sound supportive.

“It’s okay, Dad,” Matthew's baritone interjects, “we know you’re pissed but Mom is right; this is for the best and we’ll see each other soon.”

“Always so levelheaded, lil’bro. It’s what I love about you,” Jessica says almost wistfully before Matthew shakes his head at her and pushes her as she breaks into giggles.

“Regardless, ya’ll stay safe, we’ll call again tomorrow, and see you as soon as we can,” Molly says to close things out.

“Okay, Mom, love you,” Matthew says.

“Love you, kids,” Paul says.

“Love you, too, Dad,” the kids say in unison with Jessica sneaking in a “love you, Mom,” before the call disconnects.

“Love you too,” Molly tries to hurriedly say as the call goes silent.

With the black screen, Paul screams “FUUUUUUUUUUCCK!!!!” before standing up and storming off to his office; slamming the door behind him.

Molly looks at the door painfully knowing he needs some time to cool off but wishing she could make it easier for him.


After running a bit on his treadmill and doing sit ups in front of his desk to blow off some of the aggression, Paul calms down enough to at least open up his computer without breaking it to try to loosen himself in some coding while heavy metal plays in his ears.


Over an hour passes before Molly comes by and knocks on the door lightly.

“Come,” Paul says not looking up from his code.

Molly opens the door and says, “sorry, Master, I’m not that much of a hair trigger but I’d be happy to for you.”

Paul realizes Molly meant something by all that and shakes his head from his code, “I’m sorry, what was that, hun?”

Molly sighs disappointedly knowing it is completely lost on him at the moment so goes back to her original intent with a deep breath. “I know the kids not being here on Christmas Day is a big dump on the celebration, but what if you could do something to help others to get in the Christmas spirit?” Molly asks enthusiastically.

Paul knows he was being an ass and is part of why he came in here to hide away his inability to control his temper. He knew waiting to fly back from the Northeast two days before Christmas was cutting it close, but also knew what their daughter was doing was really important. The fact that the pandemic had kept everyone separated and they were going to be able to have the family all back together seemed like such a happy way to end the year and he’d gotten them such cool presents, he was sure that it was going to be fun for all. If Molly was going to offer a way for him to maybe put that in the back of his head for a while and help out others maybe it was a good thing. “What ya got, hun?”

“Well,” Molly said as she walked over to his desk to push him away from his work and sit in his lap, tits directly in his face for optimal distraction, “they’re doing a charity drive and one of their participants running the event came down with a cold and they need someone to fill in during their slot tomorrow. When that person became unavailable, they immediately thought of you and called me to see if you were available!”

“K, some sort of technology drive and need me to check the equipment isn’t just total junk or some sort of app they need?”

“Nooo,” Molly says drawing it out trying to figure out how to ease into this, “don’t really need you for your tech skills.”

“K.....” Paul said questioning this, “I’m pretty sure no one wants my karaoke skills; you and the kids have been very clear about that.”

Molly visibly cringes remembering how off tune he can be, “no, nothing like that.” Molly finally takes a deep breath and comes out and says, “its Miss H; from the club for their kinky Santa toy drive for at risk youth.”

Paul shrugs, “I guess she may not know I’ve lost weight, but I bet with some pillows I can still pull off ol’ Saint Nick.”

“No, no....” Molly says tentatively, “she’s got Santa covered.”

“What? She needs someone to do a stand in for floggings or Shabari?” Paul says questioningly before jumping in harshly denying, “I am NOT going to be an elf at that place.”

“Oh, God! No! Definitely not an elf,” Molly responds emphatically. Molly finally drops the other shoe, “no, she already has a dress and she was pretty sure it would fit your... sister... and was wondering if she would be in town for the holidays and available to fill in for the Mrs. Claus?”

“Sister?!?” Paul asked perplexed, “I don’t have a...” when realization finally hits him. “No! NO! Absolutely not!! NO PICTURES AT ALL!!!!” Paul replies forcefully.

“But, Paul, she could set all the limits she doesn’t have to do any photos, no touching allowed, she just needs to look pretty to get them to pick out packages to buy and donate to the good cause!! If Miss H doesn’t have someone there, it's going to get backed up and they’ll do worse than last year!”

Paul remembers that last year was entirely virtual and it was the lowest amount in decades of them benefiting the kids. He considered just making a big donation, but it would pale in comparison to years ago. Memories of Vyki’s Halloween night at the club and some of the antics they did there causes Paul to physically shudder and pushes the chair back to stand her up as he paces out, “I... I..... I don’t know,” Paul mutters as he races out the door toward the living room.

Molly quickly follows after him, “we can set all the rules and restrictions. She doesn’t have to do anything but sit there and look pretty for a great cause. Take their paperwork, point them at Santa, plug them for donations, and send them on their way. I totally know you could do it and its for a great cause.”

Without looking back, Paul lets a yawn overtake him and says, “its late; I better get some sleep.” Shedding clothes he gets in bed.

“You’re right,” Molly says following behind him. Stripping completely she crawls onto the bed and looking at him she innocently says with her chest hanging down, “just sleep on it and if you’re open, we can talk about it in the morning.” To which she rolls onto her side sticking her bare ass towards him hoping he relaxes.

Paul is tempted to play with her ass, but suppressed visions of Jasmine’s nude form attacking Vyki at the club enter his head and he turns around to try to get some rest as fitful sleep slowly overtakes him.

What's next?

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