open to tops, alphas of any species || plot: sugar daddy / Pretty Woman thing where Rio is your muse’s live-in sex toy || feminization, cross-dressing & prostitution warnings apply
“Daaaa~ddy...” Rio trotted into view, hands clasped behind his back, wearing a cute new outfit featuring a pleated skirt, thigh-high socks, and a cardigan over a cute blouse with a peter pan collar. “What do you think? I even wore the lingerie you got me,” he said, giggling as he turned on the spot.
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Dipper was sitting at the table with Gideon when the television on the kitchen counter shifted from Saturday morning cartoons to a breaking news bulletin. Mrs. Gleeful was vacuuming in the other room, and Mr. Gleeful had already gone to work at the used car dealership.
Dipper started choking when he saw the “Missing Persons” notice with his picture on it. The picture had clearly come from one of Mabel’s scrapbooks.
“Additional identification says that he is most likely going to have a stained, red hoodie with fur fringe on the hood. The hoodie has disappeared from the Pines Paranormal Investigations Lab. It is unclear if the hoodie was stolen or if ‘malicious paranormal powers’ are involved. The hoodie was last worn by the missing child, and there is reason to believe the disappearances are connected.”
“Are you all right, darlin’?” Gideon asked, reaching out to rub Dipper’s back.
“Y-yeah, I’m fine,” Dipper said. “But what’re we gonna do?”
He knew he wasn’t going to be able to go home, not until he figured out what to do about the hoodie.
“I have a plan, don’t worry your little head,” Gideon said. “We’ll go to my dressing room and handle it. And I know how we can help out your little ghost friend.”
Dipper pulled the hoodie tighter around him.
“You do?”
“I believe I do. I’ll let you in the loop soon enough, but you finish your breakfast first.”
Dipper and Gideon finished eating, then they cautiously left the house and headed for his dressing room/costume trailer, closer to his magic show tent. Gideon used the lock to get them in, then he locked the door behind them.
Dipper and Gideon were pretty sure no one had seen them, and they looked around the dressing room for a suitable disguise.
“I do have quite the collection of wigs, but we’ll need to find something that will certainly keep people from asking questions about who you are.”
“Something that will keep people from asking questions....” Dipper mused, looking around.
He could feel Stanley’s presence beside him, looking around with him. He could feel the tugs on his shoulders, though he didn’t think they were actually trying to get his attention. It seemed more like . . . he was trying to assure Dipper that he wasn’t alone.
Though he knew he wasn’t alone. He had Stanley, and he had Gideon.
His eyes landed on the dress he had seen the last time he was in this same dressing room.
“Gideon?” Dipper asked.
“Yes?”
“Do you have any long-hair wigs?”
A few minutes later, Dipper had undressed down to his boxers (they had little space ships and aliens on them) and changed into the dress. Gideon found him some shoes that went with the little sundress that fit, and they took some time picking out the best wig.
“Your natural color certainly suits you best, but this will make people ask fewer questions,” Gideon remarked, fixing up a red-haired wig.
Dipper barely recognized himself.
“Do you like it, Mason?”
Dipper bit his lower lip. This . . . he doubted even Mabel would recognize him if he was dressed like this.
It felt weird and uncomfortable, but if he was to go into hiding, then this was the way to go.
“What’re we gonna call me?” Dipper said.
“Hmmmm.... We actually could call you Maison Gleeful. Say you’re my cousin.”
“But Mason’s a boy’s name.”
“Not if you spell it with an i.”
“Oh....”
“You can be a part of my show! No one will suspect a thing, and we’ll be able to work towards helping Stanley behind the scenes.”
Dipper took a deep breath as he continued to look in the mirror.
He wanted to help Stanley. He wanted that more than anything right then. He wanted Stanley to not be alone.
If Stanley could be happy, even after all this time, if Stanley could be with family once again . . . then maybe he’d be okay, even if Mabel left him behind, too.
Castiel has always disliked having to be limited in his clothing options by society’s ideas of gender. Sometimes he doesn’t want to dress masculine, but people keep giving him a hard time about it, if not jeering at him. However, Tigerboy!Dean couldn’t care less about society’s expectations. Dean thinks Cas is beautiful no matter what he wears. So long as Castiel is happy, Dean thinks his mate is positively radiant.
*happy sigh* This is what I like to see. Cas wearing delicate lace and long, sweeping skirts and Dean smiling because his mate looks so happy.
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But imagine - newly human Cas is hangin around the bunker, watchin tv, surfing the internet, and he discovers drag queens. He is fascinated! They can go from looking so masculine to so flawlessly feminine and he wants to know the secret. He gets into drag and spends months perfecting and practicing and watching and rewatching Ru Paul's Drag Race and doing make up every night until he finally thinks he gets it right. (1/2)
He wants to show Dean (established relationship) and Dean is surprisingly really into it, but he reminds Cas of one thing he's missed - his stubble. They laugh then fuck. The end (2/2)
Yes, I really like the idea of this. But they shave of Cas's stubble before they fuck and Cas gets his lipstick smeared all over his newly soft, shaved face because Dean can't stop kissing him.