2T4U/Jack/Aaron Sissy/Attic/Force Panties
That's right, you decide. It doesn't matter if he's girly on the outside if he's still wearing ugly boy's undies underneath. Especially not when I'm going to get into those undies sooner or later. Panties it is!
With an increasingly familiar smirk you pull out the box labeled "underthings". Your smirk fades as you now notice the box is firmly taped shut, but your libido will not be denied. You kneel down and tear at the tape as Aaron giggles at your ferocious determination (and probably your growling). Finally the damned thing opens to reveal its prize: panties in all colors, a few training bras, and . . . swimsuits? Yes, swimsuits. Her cute, flowery one-pieces, some two-pieces, and even a comparatively daring bikini she never got to wear because she was "too young".
Why the hell would swimsuits be with Melony's panties and shit? Well, I guess she could, technically, wear them underneath so she didn't have to change when - oh, I don't give a fuck! With a "harumph" you carelessly toss the swimsuits aside to better peruse your true goal, but you stop when you hear a squeal and a "Hey!" to your side. Apparently Aaron had crept up to your side to share in your discovery, some of which is now hanging off of him.
"Sorry, dork," you chuckle then brush the aquatic garments off. He gives you an adorable glare before looking back at the box and its contents. You take a moment to watch his brow furrow as he finally appreciates just what these "cute clothes" will be. Fidgeting once again, he bites his lip while still staring at "his" new clothes. A moment later he looks up at you, blushing once again. "Um, Jack, you know, these, um," he starts and falters.
For once your dick allowed your brain enough blood to anticipate this exact problem. "Have you ever seen a boy in cute clothes? They don't make cute clothes for boys, do they?" Looking down he contemplates your words before slowly shaking his head, seemingly close to tears. Shit, he took that a little harder than I though. I hope this works. "They only let girls wear cute clothes, don't they? 'Oh, boys can't wear cute clothes! Only girls are supposed to be cute!' Yeah, well, fuck 'em! Some boys are cute and deserve to wear cute clothes too. And if they've got anything to say about it I'll kick their ass." Looks like that did it, you observe with mirth as his hips once again resume their sway, a dainty smile replacing his pout. Yeah, big bro is gonna protect the shit out of you, cutie.
Wary of your phallus' wiles, you take a breath before sealing the deal, ensuring his readiness to go full sissy. You reach out and gently tilt his chin upward, forcing him to meet your eyes. Softly, you ask, "so, are you ready for your new cute clothes?" His cheeks redden once again at the contact, your barely brotherly tone, and perhaps at the thought of wearing panties, before he eagerly nods. "And what are you ready for," you tease. He averts his gaze but smiles as he hesitates, then responds: "I'm ready to wear my new cute clothes. Even though they're for girls, I, um, I-I . . . want to wear them."
Game. Set. Match. With a triumphant smirk, and a towel-tenting boner, you turn back to the box and grab a handful of the delicate garments. You sort out the ones that look way too small until you're left with a couple that could work.
Pondering how best to determine their fit you: