Part 38

When did Amy take his credit card?

Chris was more thrown by how casually Julia said it, as well as the sight of his card in her hand. It wasn’t as if it would have been difficult for Amy to slip into his room and grab his wallet; she and her friends had been upstairs while he was looking through dick pics before they left for the mall.

Before he knew it, Julia was setting everything down on the counter. The cashier scanned all the sex toys, acting friendly and professional like she probably always did despite the kinds of things the sex store sold.

Not letting him off the hook that easily, Julia glanced over her shoulder and asked, “Excited to play with all your new toys, Chrissy?”

He flushed at how she called attention to him, wondering if the girl behind the counter assumed that he was a girl. Probably, with the distance between them and how believable the feminine image was. All he could do was give a small nod, unintentionally making himself look a bit shy and awkward.

The girl just gave him a smile, and finished ringing up the items. “Good choices,” she said, “Enjoy, Chrissy.”

Julia gave him the little bag that all the toys had been placed in. Then she took his hand and led him out of the store, waiting until they were back in the open space of the mall before speaking up again. “We can practice with that dildo later,” she said, “Do you know what you should never do during a blowjob?”

He didn’t, actually. Only one girl had done that for him before, and she had mentioned afterwards that it wasn’t her favorite thing. But she was willing to do it when a guy seemed interested.

She just sighed, with a playful eyeroll. “For someone who’s obsessed with cocks, you still have a lot to learn. It’s important that you never gag, Chrissy. Let’s say you’re sucking off a guy who has twelve inches. You need to be able to deep throat a hard cock like that without flinching. Don’t worry, it feels good when you get it right. But it takes a little practice!”

Like so many times before, Chris found himself dealing with a visual that caused him to cringe slightly. There was no way to not picture taking a dick like that when Julia blatantly described it to him.

“You’re also going to want to swallow, Chrissy. Unless you want a hot guy’s cum all over your face. You like the taste, anyway. And when it’s twelve inches, it’s a much bigger load than what you’re used to. Isn’t that exciting?”

As ‘exciting’ as buying sex toys. Chris still vividly remembered the taste from how Julia had unexpectedly made him taste himself earlier upon release.

Thankfully, Julia didn’t push any more visuals on him. Just one more teasing assertion about how they’d practice for ‘as long as it takes’ later, and that it would be best if he was on his knees for that. “Guys like that, Chrissy,” she said, “They can check out your cleavage while you suck their dick.”

Letting the graphic conversation linger in the following silence, as well as the reminder of the curves he currently needed a bra to support, Julia began leading him towards the other side of the wall. Like before, keeping up in heels was quite the endeavor when he had no experience with footwear like that. And then there was the public factor; Chris was constantly worried about people realizing that he was a boy dressed up like this, and there was always the chance someone would snap a picture.

He was led to Victoria’s Secret.

Normally, he’d never be caught dead in such a store, or give it more than a cursory glance while walking by. While lingerie was hot on attractive girls, Chris didn’t look at it on a mannequin the same way he would while scrolling on his phone. Now he was expected to walk through the entrance with Julia, deeper into the collection of feminine underwear until they found Amy and Sadie.

It was a weekday, so the place wasn’t too crowded. Amy noticed them pretty quickly and called them over. “Julia! Chrissy! Over here.” She added a small wave, just for good measure.

“Hey!” Julia replied, “Miss us?”

“Not really,” Amy teased, “We’ve been busy bra shopping. What do you think of this one?” She held up a dark pink garment that was all lace and skimpy; it was definitely more for intimacy than for any kind of practical use.

“Ooh, pretty,” Julia said, “For you, or for Chrissy?”

“For Chrissy, of course,” Amy said, “We all know that she wants to look nice for the next boy she has over . . . ”

Just like that, Chris had to deal with another round of them treating him like a girl who was very much into everything that had to do with cocks. This time, they were a little more discreet, when the occasional shopper or assistant roamed towards the side of the store where they were gathered.

By the time Amy actually got to business, she gestured to the armful of bras Sadie was holding. “Let’s start with these,” she said, “You need enough bras for a year, and there are so many different kinds. Same with panties. Casual stuff to wear at home, sexy lingerie to wear when a sexy boy takes you out, some sporty options for workouts, and so much more.

But, he didn’t need bras for a year. Only panties. Even then, Chris didn’t really believe Amy was going to be able to make him wear girls’ underwear for that long. It’s not like they saw each other very often between holidays.

Regardless, his current concern was about how they’d probably be using his credit card for whatever panties and bras they decided were appropriate for him. Wasn’t Victoria’s Secret expensive?

“Take a look, Chrissy,” Amy said, “ Let’s try to narrow it down to five of each category. For now.”

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