Requested on draw stream by Shrooomy (Feb 18, 2023). One of many, spin-off pics based on his fic/green: "The Misadventures of Derpy's Boobs" (or its other name "The Misadventures of Derpy Hooves"), check his ponepaste here: https://ponepaste.org/user/Shroooomy

An improv green about this pic was written by him, it is presented as it was written in the moment, copied from cytube stream chat:

[05:00:36] > Derpy had missed a lot of events over the past year since her boobs grew in
[05:01:10] > She's a big buckball fan and was sad that she was going to miss the big game
[05:01:55] > She planned on staying home but
[05:02:10] > For better or worse she had a friend like Rainbow Dash
[05:02:30] > Dash wasn't going to take no for an answer
[05:03:05] > She bought tickets to see the big game up in Canterlot and was going to take Derpy wether she wanted to go or not
[05:03:15] > Derpy didn't really want to go
[05:03:21] > But here she was
[05:03:49] > Standing amongst all the sports fans in her traditional get up
[05:04:08] > Except now she was wearing a chest bra
[05:04:29] > A fashion she couldn't get used to no matter how many times she wore them
[05:05:00] > Rainbow had ran off to the cider stand
[05:05:24] > Not before writing "Pull Me" On her bra
[05:05:46] > She said it would be funny and that it would get them on the jumbo tron
[05:06:00] > But Derpy didn't think it was very funny
[05:06:09] Thats the story
[05:06:12] Maybe....
[05:08:33] > She waited for Rainbow to return but she hadn't
[05:09:06] "Probably of sleeping with some jock stallion" She thought
[05:09:37] > Derpy looked at her ticket and decided to find her seat before the game started
[05:09:53] > She had seats on the ground floor
[05:10:02] > Prime seats
[05:10:22] > She was wondering how Dash got such seats
[05:10:29] "Probably of sleeping with some jock stallion" She thought
[05:10:56] > She watched the field het prepared
[05:11:10] > Soon, ponies began to shuffle around her
[05:11:24] > Too her left was a fancy looking mare
[05:11:54] > Dressed in an evening gown encrusted with jewels
[05:12:21] > Derpy always wondered how mares made that kind of money
[05:12:50] "Probably bysleeping with some....Wait..."
[05:13:01] > She stopped herself
[05:13:13] > She new this mare
[05:13:42] > This was the owner of a popular new beverage
[05:13:50] > Two Barns beer!
[05:14:02] > It infused milk and cider
[05:14:15] > The mare turned to her and gasped
[05:14:40] > "Dear Celestia! What are those on your chest!?"
[05:14:56] > Derpy looked down at her chest and poked her breasts
[05:15:17] "Oh...Well...it's kind of a long story."
[05:15:34] > The mare smiled
[05:15:53] > She pulled a drink from her purse and shoved it between her breasts
[05:16:17] > The mare dropped a straw into the can and smiled
[05:16:41] > This will be the best free marketing this company has ever had
[05:16:56] "Miss...I'm sorry...I...I..."
[05:17:11] > The mare put her hoof over Derpys muzzle
[05:17:24] > "Shhhh..." She cooed
[05:18:02] > "I'll provide you with all the drinks your heart desires. Just smile and drink."
[05:18:15] > Derpy was confused but agreed
[05:18:29] > Beer wasn't cheap and she was broke
[05:18:51] > The Jumbo tron zoomed in on Derpy as she drank
[05:19:15] > Though, she didn't notice because it was to her left and her left eye was broken
[05:19:46] > She smiled and enjoyed the drink

[05:20:49] > It was the end of the first quarter
[05:21:33] > A small window in the the jumbo tron had been established called the "Pull me" Cam
[05:21:58] > It was there the entire quarter, unbeknownst to Derpy
[05:22:49] > Derpy was having fun
[05:23:03] > But the mare to her right was starting to get on her nerves
[05:23:27] > She kept jumping in front of her and flailing her legs like a spaz
[05:23:46] > Derpy turned to the mare
[05:24:00] "Why do you keep doing that?" She asked
[05:24:11] > The mare started to laugh
[05:24:48] > "You're the "pull me" mare, silly!"
[05:25:00] > Derpy rolled her eye
[05:25:39] > Excuse me, is something wrong?" The business to Derpys left asked
[05:26:15] "Yes! I'm trying to watch the game but this pony keeps getting in my limited sightline!"
[05:26:50] > The mares abruptly fell silent and their wide eyes gazed down at her
[05:26:58] "What?" Derpy asked
[05:27:24] > "You're leaking...." The mare to her right spat in disgsut
[05:27:43] > Derpy looked down and saw her boobs drooling milk
[05:28:21] "Oh no! Not here! not now...." Derpy whined as she tried to cover her nipples with her hooves
[05:28:38] > The sensation only made her produce more
[05:29:13] > The business mare grabbed her by the shoulders and pulled down her bra
[05:29:27] "H...Hey!" Derpy yelped timidly
[05:29:54] > The mare brushed her hoof under her nipple and collected some milk
[05:30:17] > She brought the milk to her mouth and and her eyes lit up immediately
[05:30:29] > "You taste amazing!"
[05:30:50] "No...No...I...Don't." Derpy argued
[05:31:33] > The business mare grabbed Derpy by the breast and squeezed her boob into a red solo cup
[05:31:56] > She turned to the crowd behind them holding the cup over her head
[05:32:35] > "Pull Me Barn Doors beer now on sale for 17 bits!"
[05:32:42] > The stadium erupted
[05:32:47] > Derpy sighed
[05:33:03] > The misadventures never end....
[05:35:24] > "New sale! If you pull her bra down you get half off!"

Original Post Date in Source: Feb. 26, 2023.
Look into the fic linked above (starts at 1.5), it gets a lot more crazy than this and it is still on going, about ~150k words and counting. It is his first public fic and has improved, especially by season 2.