Obeying Katie Ch02
- 4 years ago
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Casey was sat cross-legged on his bed with his laptop open before him when he heard the familiar and teasing cadence of his sisters voice. Surprised by her presence he looked up from his laptop towards his open bedroom door, taking in the sight of his sister stood there, leaning casually on its frame, the hall's lights spilling into his room around her like an aura.
She smirked as she held up her phone, wiggling it from side to side, showing him the most recent text message on display from her girlfriend, Shahira.
“Come on sweetie, let’s get you nice and ready for her!” Joanna winked and motioned with her head back towards the way she’d come from, turning and walking away, trusting that he knew better than to ignore the beck and call of the hijab-clad dickgirl.
Biting his lip Casey locked his laptop and stood, walking quickly after his sister, his voice quavering a little as he caught up, almost coming in at a whisper, “B-But mom’s in…”
“Mmhm,” Joanna smirked glancing at him as she swung open her door, holding it politely as she waited for him to step in ahead of her, eying him over as he did so, noting that his gait was a little off, probably because he’d been sat cross-legged for so long on his laptop, she figured.
“That’s what I said to Shahira too,” She continued once he was inside, “but she wants her dick sucked and you know what she’s like when she gets riled up soooo…” she shrugged and smiled a little too sweetly, “I guess she’s going to take you for a little drive.”
Casey blushed as he sat himself down demurely in the chair before her vanity mirror, swallowing as she fetched a hairbrush and began to smooth out his long brown hair, admiring its soft glossiness as it flowed between her fingers, the activity of preparing him for Shahira almost routine for them both now.
“Wait, so... I’ll be alone with her? Completely?” He asked meekly, looking up at her in the mirror's reflection, his dark doe-like eyes wide.
Joanna smirked some and nodded, eying him back, “Yeah I guess so? And don’t be so nervous Casey! You’ve done this what? Eight, nine times now?”
“This will be the eleventh…” He replied softly and Joanna snorted out a little laugh.
“Keeping count?” She asked smugly, clearly bemused, his gaze meeting hers only briefly in the reflection of the mirror before he blushed shyly, not responding as her smirk broke into a knowing grin, “Eh, can’t say I blame you I guess, but still, you’ve done this enough times now you really should stop feeling so anxious. It’s just another blowjob after all. And I mean It’s not like you don’t know what you’re doing at this point...”
He took a deep breath, letting it out in a long quivering sigh as he stayed quiet, not engaging her in an effort to avoid more of her snarky little comments. Besides, for all her smugness she had it all wrong, not that he was going to correct her anytime soon.
Sure, he was both anxious and nervous like she had said, he couldn’t and wouldn’t try to deny that, but Joanna believed it was born of embarrassment, humiliation and maybe even a little fear. After all, she was forcing her cross-dressing brother to dress up like herself and blow her hung girlfriend, something she herself refused to do because it was in her mind ‘icky’, so why wouldn’t he feel that way?
What she didn’t know however was that his anxieties and nerves stemmed from something completely different, something Joanna hadn’t even considered. He was excited, genuinely so. From the moment the words ‘booty call’ had left his sisters mouth he’d been buzzing on the inside in anticipation, the fact that for the first time they’d be really alone, without the chance of any prying eyes or ears from Joanna, just added to his expectations.
He watched as she applied her makeup, the subtle differences between their feminine faces vanishing as she worked and he couldn’t help but look at the makeup kit she was using, noting it was one of the many gifts bought for her by Shahira and yet another little secret they held. Shahira may have given the kit to Joanna, but he knew she’d really bought it for him.
The very first time Joanna had forced Casey into this little arrangement, threatening to expose evidence of his cross-dressing habit to their mom if he didn’t cooperate, Shahira had figured him out almost immediately. She had managed to work out Joanna’s deception before his lips had even touched her cock and, instead of getting angry or just leaving, she’d told Casey to play along, to let Joanna think she was getting away with it just so she could keep playing with the fun little femboy.
While Joanna had had to coerce and force him into it the first time, he’d become incredibly glad that she had. The experience had been nothing short of life-changing for him, the event showing him just what he had been missing all his life, something that now he couldn’t get enough of.
“Lips,” Joanna said, derailing his train of thought as he pursed his lips obediently, watching as she applied a pink lipstick, soft matte, something Shahira had specifically bought for him due to its apparent blowjob-proof qualities.
Once she was finished he smacked his lips once or twice, his mind finding a new track to focus on, this one causing him some legitimate worry, “How… How am I going to get past mom?”
Joanna let out a soft, “Hmmm,” as she picked out a cute top, “I’ll go watch TV with her, she’ll hear you leave the house and come back but she won't see you so… I’ll just tell her you went to Johnny’s to help him out with some computer stuff.”
He nodded a little, figuring that would work, “O-okay. Is there anything I should know? Have you and Shahira been discussing anything recently?”
She shook her head for a second, picking out a skirt and some heels, “No, nothing that really stands-…” She paused, staring at nothing for a moment before turning, “Well, actually yeah kinda.”
Casey looked over at her curiously, his perfectly sculpted eyebrows raised.
“...She’s been talking about taking it further, you know, more sex stuff. Nothing much, just in passing.” Joanna explained as she laid out the clothes, beckoning to Casey with a finger, prompting him to get ready.
Casey stood and stepped towards the bed, eying the outfit she’d picked for him with an almost critical eye, wanting to make sure he looked his best for Shahira. The top was solid in colour, the same shade of pink as his lipstick he noted, the v in it shallow since both Joanna and Casey didn’t have any breasts to really show off. The sleeves were cut to just above the elbow and, he noticed, the length was rather short meaning it would leave an inch or two of his smooth flat tummy on display.
The skirt was a simple black pleated item, and while he knew Joanna wished she could put him in shorter, more slutty stuff, she had to make sure his extra package wouldn’t be easy for Shahira to discover. Pretty ironic he thought, since Shahira would likely appreciate a sluttier outfit on his lithe form.
“What should I say if she asks me about that?” He said as he started to remove his clothes, tossing them in a heap as he stripped down to his briefs, having done this enough to no longer feel embarrassed about being so on show in front of his own sister.
Joanna folded her arms and eyed him up and down as he revealed his stunning figure, slightly jealous that her brother could look just as dazzlingly feminine as she could with virtually no effort, despite how useful it had proven to be, “Just be evasive.”
Casey glanced at her as he worked the pleated skirt up over his wide hips, “She’ll keep asking you know?”
Joanna let out a little sigh, “Yeaaah, I know. I might have to actually put out… Maybe once every month or two, let you fill in the rest with blowjobs.”
Casey worked his arms into the sleeves of the top and pulled the figure-hugging fabric on over himself, careful not to smudge the expertly applied makeup that, in retrospect, he guessed they should’ve done after he was dressed. He’d have to remember that for next time, after all, he did want to look his best for Shahira.
“Well it’s definitely not something I can help with,” Casey said seeing an opportunity, filling his voice full of a confidence that he knew would annoy his sister, “It’s not like I could blindfold her and use my ass. You’ll just have to put out.”
He glanced across at his sister who narrowed her eyes then smirked slightly like he’d just given her an idea.
He had to stop himself from smiling, he didn’t want to give away that it was exactly what he wanted.
After getting him into his heels, in which thanks to his years of cross-dressing practice he could walk in with ease, they stood in front of a tall mirror, Joanna fussing over the little details, making sure his hair was straight, his makeup was fine and he was overall, ready.
As she adjusted his top, making sure it sat evenly with no creases across his flat chest they both heard her phone buzz. As she fished it from a pocket he felt his heart hammering in his chest, leaning over to catch a glimpse of the screen as she unlocked it, a new message from ‘Bae -->
Madison
- 25.05.2020
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