After looking at the others to see if they have stuff that fit for me, I think I've come up with the best ones that work with Shieldwing that haven't already been taken. 

[@Guardian Angel Haruki]'s Stargaze:

I like the one you chose and I think it works great! Here are my ideas from your fellowship list:

[quote]___ was a friend to you when you felt all alone in the face of your destiny. Explain how they exemplified your virtue and give them a Friendship Gem.[/quote]

The moment Shieldwing becomes aware that Stargaze has this amazing destiny in front of them, he is going to take a keen interest. Especially with his own ambitions of doing something to combat the darkness. He will probably feel a strong kinship with her, and would definitely promise to help her fulfill her mission, no matter what. He knows what it's like to feel the pressure from a big, important mission and to have all kinds of expectations forced on you, so he will definitely be able to empathize and sympathize with her. And the moment he finds out that she's a victim of bullying, he will IMMEDIATELY come to her aid, standing protectively with her and growling at the bullies and trying to get them to back off. He won't even be afraid to get into fights with them if he has to~

All of this I think leads pretty well into Stargaze and Shieldwing's relations. Heck, maybe Shieldwing is the one who brought Stargaze into the clutch in the first place~

I could probably get the other one from Stargaze to work as well ("___ is consumed by the Isle’s immediate problems; you will show them why they must focus on the future. Take a Friendship Gem from them."), especially if you wanted to take a Gem from Shieldwing instead of giving two. But I think the former option goes best with the one Stargaze will be taking from Shieldwing's own list. Idk, I'll leave that decision to you!

[@Vertigo]'s Fellwing: 

[quote]___ helped save you from the Darkness. Explain how they exemplified your virtue. Give them a Gem.

You dreamed of	___ long before you two met. Tell them what the dream was about and take a Gem from them.[/quote]

Both of these work really well for Shieldwing honestly, so I'm good with waiting until somebody else picks an idea from one of these, or if you have any particular ideas yourself! 

The former is good because it could tie into my Fellowship option of Fellwing option of standing by Shieldwing's side in a fight against a monster from the Darkness. Perhaps Fellwing one time had a vision she didn't like and went off on her own, but Shieldwing noticed and followed her. And while she was on her own, she ended up getting attacked, for Shieldwing to come to her aid. Perhaps, as a raw-scaled drake, he couldn't beat the monster in a straight fight like what he was used to, so the two of them had to get creative and used their environment to take them down?

Alternatively, the dream one works pretty easily for just about anybody honestly, and is open ended enough to be tied into basically any Fellowship of choice. xD So if somebody else works better for the Darkness one, then this could be a good backup.



And then Shieldwing is already part of Sylph's Fellowhips, so that would just leave Skobeloff, but...really the only one of Skobeloff's fellowships he would work well with is the last one ("___ gave you their trust and confidence at a time when you knew you didn’t deserve it. Ask them why they believed in you, and give them a Friendship Gem."), but it already ties into Sylph, so that's about all she wrote. Hopefully Fellwing fits your prankster fellowship better than he does. xD

If not, I suppose that Shieldwing could potentially fill that role. As you say, a more direct result might get one over on Skobeloff a bit easier than a typical prank. He doesn't really LIKE pranks like the Fellowship states, but he tolerates them within reason and might be willing to get back at him sometime.

EDIT: Also aww, poor Fellwing, the only member of the clutch not to have an S name~ xP