Brianna pushed open the door to her dorm room, the three shopping bags dangling from her wrist making a racket as they swung from the motion. She had gotten Chris four bras; they weren't very good bras, mostly spandex that covered the breasts with little support, but they would be better than nothing. Bras in his size were hard to find. She had also gone shopping for herself. She got some men's boxer briefs she hoped would fit her well enough, though with her figure, she wasn't sure; she was a fair bit bigger around at the hips than the waist. The last bag contained the largest condoms she could find at the pharmacy and the size below that. She hoped at least one of the two sizes would fit her new equipment—or at least fit well enough that she didn't have to be too worried about breakage and Chris getting pregnant.
That thought felt very strange, her boyfriend getting pregnant. Not as strange as how seeing his boobs felt. He leaned back and stretched as he sat at her computer; the position emphasized his extremely large bust. She couldn't stop staring, and the fact that he hadn't gotten dressed didn't help. He turned his head as he noticed her.
"Hey, you're back. Did you manage to find a bra that might fit me?"
She shook her head to break her fascination with his chest. "Yeah, I think so." She transferred the bag that held the bras to her other hand and walked over to Chris to hand it to him. "See how these feel, they're not going to offer a lot of support, especially not at your size... But they'll be better than nothing." As she had walked toward him, he had let the chair spin, so he was facing when she arrived. She glanced at his chest, just managing to stop herself from staring.
There was a fair bit of envy mixed into the foreign attraction. She'd always been a little insecure about the size of her bust, and while Chris's obvious enthusiasm for it in the bedroom was helping, her feelings about his bust might have undone a fair bit of that.
Chris pulled one bra out of the bag and pulled it over his head. "Not sure about this... I feel a bit squished."
"You've got to adjust your boobs... let me help." She spun him on the chair and reached down over his shoulder and across his body to scoop his breast into position in the bra, then repeated the action on the other side. Touching his breasts like that set off a noticeable surge of arousal in both her parts; she felt her penis stiffen slightly. Being a still strange sensation this pulled far more of her attention, and she tried to ignore it. "Is that better?"
"Uh, I think so?" He paused and sat up a little straighter. "Yeah. They don't feel quite so heavy on my shoulders... still really heavy, though."
"It should cut down on jiggle a bit too, hopefully enough to keep you comfortable until your proper bras arrive. If you want a bit more support, you could try wearing two of them."
"I don't really like the feel of the bottom part around my chest... It's a bit tight."
"That's the band, it needs to be a little tight. It's the part that's supposed to hold the weight of your boobs instead of your shoulders."
Chris spun back around to face her again, "Ah, maybe I'll wear two on my way to my dorm for the bounce reduction."
Her eyes went straight to his chest. The bra was low-cut, and its simple design pushed his boobs together, creating a significant valley of cleavage. What surprised her was that this was even harder to look away from than just his bare boobs.
"Hey! Brie!"
She blinked and looked up at Chris' face. She'd been staring. "Uh... Sorry." He just laughed a little and grinned. She felt her face getting warm from a blush.
"Don't worry about it, I understand, it's a lot. Er... They're a lot too... but that wasn't what I meant." He smiled again, "I just wanted to wake you back up, you zoned out for a little while."
"How... long?"
"I dunno, maybe thirty seconds to a minute? Maybe I should put a shirt on..."
"Please... Not that I don't like how you look, but..."
"It feels weird and cleavage is distracting?"
"Yeah. Pants too, I might be used to that part, but that doesn't mean it isn't distracting!"
"Sure, sure."
Chris stood and went back over to the bed to find his clothes, some were on the floor, but others were mixed in with the blankets.
Brianna sat in the chair and started taking her shoes off. "Speaking of that part. I got myself some boxer briefs. Hopefully, they're comfy enough. Not sure what I'm going to do during my next period though, I usually use pads at least a few times, I don't think they'll work well with... huh... We should probably talk about that stuff, you're going to need to know a bit more than the overview from sex-ed now."
Chris looked over his shoulder at her as he picked up his pants. "I'm... not sure I'm ready to think about that."
"Yeah... but who knows when it'll happen. And there's more stuff you'll need to know."
Chris dropped into sitting on the bed. His boobs bounced significantly, distracting her for a moment. "OK. What do I need to know?"
Brianna was still looking at his cleavage. "First clothes, then talk." She dragged her gaze away from Chris' chest and she finished pulling her shoes off.
She got out the package of boxer briefs and opened it, pulled out a pair and put her feet through the legs. She stood to get them all the way up, lifting her skirt as she got them fully on, pulling it up her body. They definitely felt better than panties did, at least for her male equipment. They were more than stretchy enough to accommodate her generous hips and butt, though the waistband was a little loose so they sat a little strangely. She'd gone up a size from her actual waist concerned they would be too tight on her hips.
Chris had finished putting his shirt on and turned back to her. She saw his eyes go straight down to between her legs, she still had her skirt lifted as she was looking at the fit, the bulge in the front didn't look that different to what Chris had, but she could tell he was having a reaction to it and dropped her skirt, then pulling on it to get the waistband back in the right place.
Chris's face was a little embarrassed, and he looked a little confused. He spoke, "The men's underwear makes liking that feel even weirder, and... I think I like it more as a bulge? Does that make sense?"
"Maybe? I've never been that... visual about attraction, like until today specific body parts did little for me, like seeing you with a hard-on was a turn on but more because of what it means than just seeing a dick. It seems like my male half is way more into that kind of thing."
"Oh. What do you mean by 'what it means'?"
"Hmm. I guess that you're into me... that you're enjoying? I don't think I can explain." There was an awkward pause where neither of them knew what to say. Eventually Brianna spoke again, "Maybe I should... that is, we should have that talk... and you should tell me anything you can think of that I'm going to need to know about my... penis." It would not be an easy, or comfortable conversation, but she wanted to make sure Chris knew what to expect.
Chris was sitting alone at his dorm room desk, doing calculus homework—on paper. The prof running the course thought computers were fine for written or multiple-choice tests, but inputting mathematics was too much hassle to force onto students. He wasn't entirely wrong.