When it comes to Twisted Wonderland and ABDL it's Diasomnia that's my favorite to think about. I'm not sure why, those two things just go well together to me XD Anyway, here's a bunch of ideas I have for them! It'll be mostly ABDL related stuff but there's some other spicy things in here as well.
They're like one big family to me, with Lilia taking care of all of them. He started off as being a father figure to Malleus, then Silver, and eventually Sebek (even though he was quite reluctant at first). Lilia made the decision to baby all 3 of them. Since fae age differently than humans, he figured Silver could just be babied forever since in fae years he'd never reach adulthood. With Malleus, since they don't reach maturity till they're 1,000 he was technically still just a wittle baby dragon. And with Sebek, Lilia saw how jealous he was of how the other two were being treated but he was too stuck on his high horse to admit it. He would always shout about, "I am TOO OLD for such babyish things," and "I WILL NOT be associated with filthy children like yourselves". And then later on Lilia would coax him into littlespace (which was not an easy task) and for once the crocodile actually looked relaxed.
Unlike the other regressors at school, the Diasomnia family were pretty open about it. This is largely due to Lilia not realizing the customs were different over here. In Briar Valley, there weren't any taboos against the practice. It was common for fae to be "young at heart" as they called it. Silver was a bit of an outcast at school because of this, but at least he had Lilia and the others. It made him happy and helped him relax, plus he had done this his whole life he wasn't about to just give that up. As much as Sebek aligned with the fae, human customs definetely got ingrained into him. It's why he felt so much shame for even wanting to embrace being a little. He did generally like being a caregiver figure more, though, and acted as Silver's big brother.
Whenever they were out and about together or at school, Sebek would try to hide Silver's "baby stuff". Silver would always go around with his pacifier clipped to him, a bottle, or plushie in hand. Also, since Lilia insisted he wear big, poofy diapers so he didn't make a mess of his clothes it was always pretty obvious he was wearing one. Sebek did everything in his power to hide these items away and insisted Silver wear at least pull-ups instead. Not that Silver ever listened, of course, so the efforts were fruitless. Sebek never complained when Malleus did all these things though, since he is his wonderful "wakasama". Whenever Lilia or Silver would ask why Sebek is so hypocritical he'd come up with every excuse in the book and get red in the face.
Because most people never got to see Malleus, most didn't know he was a little. Yuu knew but decided to keep it a secret between them. When the dragon found out black diapers existed he begged Lilia to get them and now that's all he wears. He's super attached to Lilia, especially when he's in littlespace. He'll be attached to his papa's hip, wanting cuddles, and begging to be carried (which Lilia keeps trying to remind him he's too BIG now to be carried). Lilia knows how attached dragons get to their treasures, they're some of the most possessive fae breeds. He doesn't mind though, and loves his baby dragon the way he is.
Speaking of possessive, it was no surprise Malleus claimed Lilia as his mate. Not that Lilia minded, of course, as he was in love with Malleus. He reminded the once war general of Raverne and Maleficia, who he loved as well. Much like ABDL, Briar Valley didn't really have any taboos against such things either. For a father and a son (biological or not) to get together wasn't anything out of the blue over there. Lilia's old and small body couldn't quite keep up with Malleus's energy during their lovemaking. Lilia could barely stand one round and Malleus was ready to go 20 during his heats. Also, Malleus came packed with 2 large dragon cocks, which his poor father's hole could barely manage one. Lilia managed though, as he wanted to help his son through his painful heats. Malleus had a bit of a thing with wanting to breed Lilia, always depositing his eggs into him after a long session. Not that he could get pregnant, but Lilia entertained the idea anyway.
While Malleus did claim him, he doesn't mind if Sebek or Silver wish to partake in sexual activities with Lilia. In fact, foursomes are pretty common with them. I like to think polyamory is just common with the fae. Sebek also laid claim to Silver, leaving a nice big mark on his neck. Much like Malleus, he also goes through some pretty intense heats and has too much energy for his own good. Silver doesn't mind though, he loves being manhandled by his crocodile. I like to imagine Lilia having his way with Silver a lot too. How could he not fall in love with his beautiful, silvery, prince? He reminded him so much of the Knight of Dawn, who he had some secret, heated nights with. Considering all the intimate moments Lilia spent with Baul during the war, its no surprise he went for Sebek as well. They're all Lilia's good boys, and he loves them all very dearly.
Another thing I think Lilia would do is breastfeeding. I like the idea that all fae can produce milk and its common for them to share it with one another. This especially helped when Lilia was in the war and food rations got small. Nowadays, he let's Silver, Malleus, and Sebek (when he's not bitching) feed off of him. It's relaxing for both them and Lilia and usually puts them all to sleep. I like to think fae milk tastes sweeter than a cow's. It's also the milk Lilia puts into Silver and Malleus's bottles, as they don't really care for other kinds of milk. Lilia doesn't mind doing it out in the open too, since it's technically not against school rules.
When Lilia caught word of there being other regressors in the school he made sure to sought them out. He knew his boys might feel a bit outcasted so he wanted to find them some friends. Namely: Riddle, Deuce, Epel, and Idia. Another idea I have is Lilia being kind of adamant about his kids not sucking their thumbs. He always keeps a pacifier clipped to Silver and Malleus and whenever they try to suck their thumbs he makes them put in their paci instead.
That's all for now! I wrote WAY more than I originally anticipated but I just kept getting more and more ideas XD I still have more but I think I'll leave those for another time.