The Present, Part 35

Part 35

He sighed and reached for the jewelry. It would be less involved to put on than the lifts, though he was well aware that he was silently implying that he wanted to look good for a potential boy by doing so. In fact, he expected one of the girls to insist that he needed to say it out loud like so many other things they had pushed for him to state in his girl voice.

Subverting expectations, Julia went a different direction as soon as Chrissy was wearing the bracelets and necklace; the latter ended up nestling in his cleavage. “How many hard cocks did you find?” she asked.

“Eleven,” he hesitantly responded. Naturally, he had been keeping careful count the whole time.

Instead of reprimanding him for not already having the full thirty done, Julia shrugged and said, “Makes sense. You seem like the picky type who needs a cock to be just right. Just remember, Chrissy–models and porn stars can create unrealistic expectations. Not all guys are eight inches and perfectly trimmed. Promise me you won’t look disappointed when you’re on your knees in front of a real boy.”

It was impossible to not grimace slightly at that visual. No matter how many times he said the crass phrases about what he wanted in his mouth and his ass, that wasn’t actually going to change his sexual preferences. “Okay,” he said, just barely managing to keep the tone feminine. It wasn’t lost on him that Julia was putting a male twist on the issue girls had with impossible body standards.

“Can we please stop talking about my cousin going down on a boy?” Amy scoffed. As usual, feigning like it made her uncomfortable when she was clearly enjoying how this was all playing out. “We get it. Chrissy is obsessed with cocks. That’s why she’s wearing panties for a year. Because she’s a horny little girl.”

“Because her little pussy fits so perfectly in panties,” Julia added.

Not wanting to be left out, Sadie said, “Because she’s a total sissy.”

“A total sissy,” Amy giggled, “Ready to go, Chrissy? You can find the other nineteen on the way there.”

With that, it was time to head to the car. Even one inch heels were a little overwhelming for a guy who had never worn anything like that before. Chris immediately felt off balance upon standing up, and every step was a conscious effort to walk normally. He could already imagine the teasing if he ended up tripping and looking like a klutz in front of the three girls on top of everything else.

Going outside was daunting as well, particularly when they left the safety of the front porch. It wasn’t as if Chris knew anybody in Amy’s neighborhood, but it was still a lot to be walking around in broad daylight while dolled up as if he were a girl. Of course, a crowded mall would be even more overwhelming, when there would be countless strangers who would see him and potentially recognize him as a guy who was pretending to be the opposite gender.

Julia volunteered to drive, and Amy hopped in the front seat. It was Sadie’s turn to have a little fun with dear Chrissy, and she started by taking the middle seat in the back of the sedan, rather than the more natural spot by the window. “Let’s see what you’re into, Chrissy,” she smiled, leaning into him slightly and nudging him to search for the rest of his quota.

As if looking through dick pics hadn’t been awkward enough already. It didn’t take long for him to miss the solitude of the living room, and Sadie’s proximity had some serious ‘be careful what you wish for’ energy. The girl he always had a bit of a crush on, in his personal bubble and giving him her undivided attention. Just in a way that was not at all what he needed, especially when her curiosity was so amusing to the girls sitting up front.

“So, what do you like about this one?” she asked, when he found a picture that was suitable for the vague criteria he had given himself earlier in terms of what would pass whatever scrutiny Amy put him under. His cousin was the one who had given him the task, after all, despite how frequently she acted coy about them being related.

Chris could feel himself blushing at the thought of every single answer that came to mind. Saying he liked it at all was bad enough, and there really wasn’t a ‘safe’ reason for why he picked the photo over the ones he had just been skimming. Sadie’s question also meant he had to linger on the image, instead of downloading it and moving on like he had done with all the others.

“I don’t know,” he said, after a few seconds of lingering silence.

“Wait, are you just picking them at random?” Sadie asked, “That’s not what she’s supposed to do, right?”

Somehow, Sadie managed to make it sound like she was talking about his task the same way she would bring up cheating on a homework assignment. And she was quick to check with Amy, rather than keeping it a conversation between the two of them. “It’s not random!” Chris insisted. If he wasn’t careful, they would probably make him start from scratch. “I, umm- I like the shape . . . and how the hair is trimmed.”

It sounded SO bad. The other two girls couldn’t help but giggle in response to his answer, while Sadie maintained a soft smile and acted more curious than anything else. “Mm hmm. Manscaping is important,” she nodded, “You don’t want hair in your mouth when you . . . you know.” She tilted her head slightly, giving the photo another look. “He’s big. Are you sure you could handle someone like that?”

“Don’t worry,” Julia said, “We’re going to find Chrissy some toys to practice with. Pretty soon, she’ll be deep throating like a champ!”

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