Author's Note: This is a fictional story about a brother and sister relationship featuring gentle female domination over a crossdressing brother with gay sex and chastity. Since each chapter may contain content that falls under different categories, please refer to the 'Story Tags' tab under 'Story Info' for a list of categories this chapter includes.
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Rose opened wide for the man's cum to mess up her makeup. One long groan indicated he was ready and a single thick jet of cum ran across Rose's face. She opened wide and tried to catch the next on her tongue. The man, straddling her chest in the back of Sienna's car, slapped his cock down on her tongue, and another jet fired. He managed a couple more, leaving Rose looking so indignant. Just an easy fuck. Sienna, recording from the front seat, loved every second of this video.
The teen shut off the video, and tossed the phone onto the back seat with Rose.
"Okay, sissy toy. You stay here and let his cum dry on your face. I hear it's good for the skin."
"Your turn next, girly." The man proclaimed.
"I'm not some cheap whore you can fuck in a car. You better make me feel really good."
"You don't have to worry about that." The man told her, as the two got out of the car, leaving an exhausted Rose to wait for her sister to emasculate her yet again.
She lay there with a big smile on her face. She loved this. Two weeks had passed since she'd come home. None of this was the life she expected, but it was better than she could have ever hoped for. It wasn't perfect, and after recent troubles, Sienna seemed intimidated to try anything new. But even in a wounded state their relationship was a lot of fun.
Sienna eventually returned and drove the two home. The man's cum had dried on Rose's face, but Sienna smirked knowing it was there, and that she wouldn't even let her sissy have a shower to clean it off that until the next day.
Rose followed Sienna into the house, and needed no order. She began to strip down to her girly undies. Sienna watched her in a dress, and waited with an offer on her tongue.
"That man came so much on you, and then again in me. Does he ever tire? If you ask me nicely, I might let you wear my panties. I'm absolutely gushing his cum into them."
"Yes, please, Miss Sienna. I want that. I need that. I'll be the best slave you could ever hope for if you let me wear your panties."
"Okay. That's enough."
Sienna slid her panties down her legs, but made sure not to let Rose sneak a peek at her worn red pussy bruised from all the annihilation it experienced. She brought over those soiled plain white panties. Rose took off her own panties and slid on her sister's. Immediately, she began adding her own pre-cum to the sexy concoction below.
"Good boy. I might reward you later. But I have to go back to work now."
Rose saw her out and changed out of her wig and back into her Myles persona. Myles kept those soiled panties on, but wandered the house doing miscellaneous chores. His heart raced thinking about how his sister might let him cum. He hoped that she would. He felt so horny.
She'd been teasing him recently. She'd let him get close, she let him edge, but not cum on the sound of her voice or her soft moans getting fucked by real men. The last time she had let him cum was at the tree farm in front of Mr Tate about a week prior. Truthfully, Myles didn't know why it upset him so much to stealthily cum in front of an unknowing spectator. In the week since it had happened, Myles had slipped further and further into the control of his devious little sister. Each day that passed sapped his will to deny her perverted wishes for him--and now he looked back fondly on that day at the tree farm. But he couldn't admit that to her. No matter how badly it harmed their relationship.
Burdened with those unpleasant thoughts and his own arousal, Myles needed something to distract himself. And after half an hour around the house by himself, his prayers were answered by a knock on the door. Sienna had left him a robe and granted him permission to use it in the event of unexpected visitors. Myles threw on the robe, pulled open the door and his face lit up.
"James! You're here."
"Hey, Myles!"
James tried to step inside the house but found Myles in his way, throwing himself into James' arms.
"You have missed me haven't you?"
"I missed you a lot. These last couple weeks have been pretty difficult."
James wrapped his arms around Myles too, lifted him and put him down a little further into the house, and closed the door.
"You smell pretty bad." Myles told him.
"You know you love it." James teased. He didn't need to say anything more. His thin eyes and killer smirk gave away what situation he referred to: A time when they were jerking off together and James tormented Myles until he sniffed his armpit, and lost their game immediately.
"Shut up." Myles blushed. "You better not say that sort of thing when my sister gets back."
"Don't worry. I'd never out you to your own family. I bet she doesn't know anything about Rose Gold or your addiction to my cock.
"Fuck off... But you're wrong about Sienna. It's complicated. I can tell you anything, right?"
"Anything."
"I had a crush on her since we were little even though I knew it was wrong. And it turns out she felt the same way about me. We're sort of in a relationship now. She's my domme and she holds my chastity keys now."
"Hmm..." James thought it over. But the smile on Myles' face won him over. "If that's what you want then I'm happy for you."
"Thank you. Look what she's making me wear." Myles took off his sister's robe and showed James the panties he was wearing, soiled and stinking. James reached out and toyed with Myles' cage through the fabric, leaving the slave to moan and gently thrust his hips.
James lifted his hand, and stuffed his fingers into Myles' mouth.
"So I take it I've lost my jerk buddy. Oh well, you weren't very good at it anyway. Can I still fuck you? Will your domme allow that?"
"She will. In fact, she'll want to watch and take a turn with you afterwards."
"I'll have to make sure to save my energy for her as well then, assuming she's sexy."
"I bet you two will get along. How long are you staying?" Myles asked.
"I can stay a few nights. Maybe a week. Unless you get sick of me before then. More than enough time to steal your darling sister away from you."
"I forgot how annoying you are." Myles playfully jabbed.
"This place is nice. You said your family is rich but I never expected it to be this nice."
"Thanks. I suppose you'll see my room later. Sienna's too, maybe."