Copied from writing.com, originally written by me

"...I-I'd like to ride in your bra."
"Oh, in here?" Winona smiled, casually lifting one of the cups of her bikini top to show the skin beneath it. Almost immediately after she did so, you felt your cheeks redden even more than they already were.
"Y-yes... i-in there..."
"Good choice, cutie. You won't be disappointed with my boobs~!"

She then slipped you in, sliding down to land atop her nipple as she reaffixed her bra, blanketing you in a soft fabric giving her equally-soft skin a sky-blue tint. Despite how tight the bikini was, you found it oddly easy to move about atop her boobs—"Whoa!"—though you ended up stopping anyways as she began to walk. "G-geez! Y-you're really bouncy!"
"Eehee, thank you, cutie," she noted, cradling her rack in her arms to stop the jiggling for your benefit. "Admittedly, my boobs are kinda small compared to others in town, but I'm glad you're enjoying them."
"K-kinda small?"
"Yeah. Lots of the ladies here have breasts about as large as my head! Heck, there's one or two with boobs so big that they have to go topless."
"Whoa..." As if this world wasn't already enticing, that brought you into overdrive. "M-my, that'd be a fun sight to see... i-if they're that shameless..."
"Shameless? ...Ah, right, you tinies are a bit more modest when it comes to your bodies. Yeah, it isn't common, but some of us don't just go topless, but full-on naked. You might even see a few people having sex out in the open!" As you blushed deeper, you felt Winona's hand brush over you. "Oh! Are you feeling thirsty? Feel free to drink up, if you want."

"A-alright." Crawling back up to her nipple as you got used to her boobs bouncing, you began to gently knead and rub the massive mound. It didn't take long for your massaging to be rewarded, first with a coo of delight from Winona followed by an utterly massive droplet of milk escaping the tit. Careful not to get caught in it, you brought your lips to the droplet... "Mmm! This is so sweet! A-and... y-you must have a whole tanker's worth in there...!"
"Oh, certainly! And you can climb in and take a bath in it if you want!"
"T-that's a thing?"
"Back when tinies were more common, we giantesses would slip whole cities' worth of people inside our boobs for them to swim around, initially for protection from those who would do them harm, but later on for pool parties." She let out a wistful sigh, slipping a hand beneath her other breast and rubbing it. "I never got to do it myself, but I've heard a lot of good things from those who have done it... I'd love to do it someday."
"M-maybe I can climb in there, first?"
"Oh, that'd be wonderful, cutie!" she said, voice quivering in thanks. "Though, don't feel the need to do so now. Just drink up and relax, we have plenty of time to play together."
With that in mind, you followed her advice and just slurped up as much of the milk droplet as you could—thankful that it was slow to slide down and let your precious bounty drip away. As you filled your belly, Winona...