Part 26
Chris was still on the fence about all of this.
He wanted to fuck Julia, which might not happen if he failed to be open-minded about some of her kinks. At the same time, he was a straight boy. Yet she was still talking about hard cocks while easing him into something he had never explored or considered exploring until right now.
Pushy as the mixed girl was being, including how she told Chris what she was going to do rather than asking about it, she was still pacing things in a way that made sure he was on board. He was obviously reluctant, which in turn made Julia take things nice and slow rather than simply shoving her finger in with no warning.
“This is what you want, right?” Julia quietly asked, “You haven’t been lying to me and Amy about your sexual interests, have you?”
Chris flushed. This was awkward enough without his cousin being included in the conversation. He shook his head, feeling compelled to commit to the feminine transformation and all the words he had been coerced into saying downstairs. Anything to stay in the bedroom with a half naked Julia, which was easily preferable to dealing with more girly nonsense in front of all three of the girls.
“Good,” Julia said. She gave his backside a teasing pat. “I’m going to get a little lube for you, and you’re going to show me what a good girl you are. Yes?”
He nodded. This roleplay was beyond awkward, and keeping up the girl voice was difficult in a more intimate setting.
Of course, Julia wasn’t going to let him off the hook that easily. “Say it, Chrissy,” she insisted. In case he forgot one of the phrases, she prompted him, “You’re going to be a good girl.”
Flinching as she once again ran her fingers up and down between his cheeks, he echoed the words in the higher tone, “I’m going to be a good girl . . . ”
“That’s what I thought,” Julia murmured, “Good girls do as they’re told, Chrissy. And I’m telling you to stay bent over just like this, so I can have some fun with your cute little ass. Okay?”
Chris nodded again.
Julia gave him another light pat. “That’s my girl. Ready?” She pulled her hand away just long enough to grab a small container of lube from the collection of other bottles and tubes on the desk. Had that been there the whole time? Since Chris wasn’t actually a girl, and was clueless when it came to all the supplies in Amy’s bathroom and what she had prepared for his makeover right here, it wasn’t as if he had looked too closely at any of it. That, and he had been distracted by the increasing amount of feminine features his cousin had been adding to him at the time.
He flinched again when her hand returned. Not from how it felt when her fingers slipped back to where they had been before, but because her hand was colder than he had expected. The lube was straight out of the bottle, without any effort on her end to warm it up first, and Chris also wasn’t used to anything like that being used where Julia was touching.
“Hold still, Chrissy,” Julia said. She reached around with her other hand and gave one of his breasts a squeeze. “You really are a pretty girl, you know that? Good boobs, a smooth vagina, and such a fuckable ass.” With that, she pushed her index finger more assertively into his tight hole. “Say it, Chrissy. You have a fuckable ass.”
Gasping at the new sensation, doing his best to relax for Julia’s finger, he blushed more deeply at the sudden dominant tone of the girl behind him. “I-” Hesitating to make sure the girl voice was still possible amidst all of this, he echoed, “I have- a fuckable ass.”
Thankfully, she didn’t insist on making him repeat the rest. It still felt weird whenever she referred to his dick as if it was female genitalia. Sure, he was hairless down there, but it was pretty clearly not a girl’s private area; that, and he was the typical guy who avoided the word ‘vagina’ for the most part.
“Good girl,” she said, with another squeeze of his chest. He didn’t feel it the same way a girl could, though the form being glued to him was enough for him to experience part of it. Gently pushing and prodding with her finger at the same time, she kept her lips close to his ear. “You are a girl, Chrissy. Don’t forget it. I expect you to moan like the slut you are. Do. You. Understand?” Each word was followed by a jab below.
Chris gasped at the deeper penetration. At some level, it felt good. This was all so new, however, which very much blurred the lines between physical pleasure and sexual confusion. He belatedly connected the dots about what Julia meant–considering the fact that he was already making a conscious effort to keep up the feminine tone, it was going to be even more difficult to maintain it when there was so much else on his mind. The sharp inhale was already subtly masculine, which he would hopefully be able to get right next time.
“Y-yes!” he replied, in case her question wasn’t rhetorical. On top of everything else, Chris had really never been dominated before, nor really explored such dynamics in general. He certainly hadn’t expected the eighteen year old behind him to shift from ‘bossy’ to ‘commanding.’
In response, Julia worked her finger inside him, pressing a spot she knew from experience would probably be effective. Unlike Chrissy, she had actually done this before.
Sure enough, Chris felt himself stir below the waist. Apparently the whole ‘male g-spot’ thing wasn’t just a myth.
Though Julia couldn’t see that area in her current position, she could make an educated guess based on his breathing and body language. “Are you wet, girl?” she whispered, “Is it already time for my strap-on?”
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