Jesse awoke with Whitney in his arms, the pair crammed onto his tiny bed. “Morning Jesse,” she yawned. “What’s your schedule today?”

“I’ve got Intro to Porn Lighting, Spanish 3 then Hentai Lab. What’s up?”

“Can you skip lighting? I scheduled an appointment at my lingerie store. I need new bras… and so do you.” Jesse was distinctly uncomfortable with the idea.

Whitney turned and cupped his breasts. “You’re new to this, so please trust me - you’re going to want some support. We’ll get you the manliest bra we can find.”

He smirked. “A camo bra with bald eagles on the cups.”

Whitney smirked back. “A bra that supports your chest and the troops! But it won’t just be that.” She ran a finger along his flaccid member. “You need better support all over, and they sell boys’ stuff too. I promise it'll be fun.”

—

Jesse had never been to a proper lingerie store before. He'd bought some Victoria's Secret for an old girlfriend, but this was a whole different level. It was bras and panties as far as the eye could see. Whitney asked for a bra fitting, and they were taken to a private side room.

“Alright miss, if you would take off your top...” Whitney removed her sweatshirt, huge breasts spilling out.

“Ah, you got the breast serum - a double dose it looks like.” The woman got to work, measuring around her rib cage and her breasts. “32G. I assume you need a full set of replacements?”

“Yes, please. I have a list of what I’m looking for. I’d like a complete outfit in the red.” The fitter looked it over. “I’ve got a lot of this in stock, but a few things will need to be ordered.”

“Is there anything else?”

Whitney squeezed Jesse’s hand. “My boyfriend also needs a fitting. He got dosed by accident - it’ll be a few months before they can fix it.”

The fitter was shocked. “Wow, what a fuckup. Get a good lawyer, sue the hell out of them.”

“I just wanna get this over with.” Jesse was red with embarrassment. He unzipped his hoodie and removed his shirt, C cups sitting proud on his chest as he stood straight.

“It’ll be ok. We’ll get you some good sports bras, no one will notice if you don’t want it. That said, boytits are in this season - you’re not the only gentleman I’m fitting today.” She took his measurements. “42C. I have lots of options. Give me a sec.”

As she left, Whitney squeezed Jesse tight. “I’m sorry you have to deal with this. Thank you for being brave.”

“I’ll live. They do feel nice when you touch them.” He kissed her gently. “Also, you called me boyfriend. I like it, but are you sure we’re not going too fast?”

“You’re a sweet funny guy, a natural pornstar, and you’ve got a cock like a baseball bat - if I don’t scoop you up now, I won’t get a second chance.” Whitney kissed him back, and they started to make out, her hand reaching into his sweatpants.

There was a loud knock at the door and they both jumped, trying to act casual. The fitter entered, arms full of bras. She put most of it on the couch before handing a couple of black sports bras to Jesse. She paused, eyes drawn against their will to the tent in his pants.

“Could I offer you some suggestions on underwear? We carry several brands for the well endowed gentleman.” Jesse blush surged forward again, and Whitney laughed so hard she had to sit down.

They tried everything on. Jesse’s bras were plain black, holding everything in place without squeezing too hard. As promised, his breasts were barely noticeable beneath his shirt.

Whitney, by contrast, had a range of different types - sports bras, plain cotton bras, and a variety of lacy lingerie. There was even a replacement for her now-useless white quarter cup.

“Sit tight, I got one more thing to try on.” She grabbed a bundle of red lace and closed a privacy curtain. While she moved around, the lady returned with some underpants for Jesse, which fit very nicely.

“Ta-da!” Whitney pulled back the curtain, and she was a vision of sex in red, the lingerie even more daring than her white set. Jesse’s new underwear shifted noticeably and he couldn’t speak.

She clicked over to him on red stilettos and leaned forward, unreal cleavage inches from his face. “Yeah, that’s what I thought you’d say.”

Ten minutes later they were done, bags in hand. Jesse had his hoodie tied around his waist, while Whitney wore the red lingerie out - though she'd put on her sneakers.

“Oh my God, I had no idea how much lingerie cost!” Jesse's eyes popped as he read the receipt.

“It’s ok - my mom gave me $1000 for school supplies. Besides, the lady gave you your bras for free - it was a good deal.”

“She didn’t give me the underwear for free. Thank God for my meal plan or I’d starve!”