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Description

Sky Stinger (left), Vapor Trail (right)

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mathprofbrony
Solar Supporter - Fought against the New Lunar Republic rebellion on the side of the Solar Deity (April Fools 2023).
Roseluck - Had their OC in the 2023 Derpibooru Collab.
Elements of Harmony - Had an OC in the 2022 Community Collab
Twinkling Balloon - Took part in the 2021 community collab.
Friendship, Art, and Magic (2020) - Took part in the 2020 Community Collab
Wallet After Summer Sale -
Friendship, Art, and Magic (2018) - Celebrated Derpibooru's six year anniversary with friends.
Birthday Cake - Celebrated MLP's 7th birthday
The End wasn't The End - Found a new home after the great exodus of 2012

As I just posted on a different image a moment ago, one way you might interpret these two is that Vapor Trail’s star (which she got first) is what Sky Stinger’s cutie mark is depicting, seen from the viewpoint of a pony following as it vanishes into the distance.
 
This sort of cutie mark is unfortunate in some of its implications but perhaps the kind of thing one is subject to if one is insufficiently independent when cutie mark time hits; like any cutie mark, though, there are optimistic interpretations, one of which Sky Stinger presumably latched on to without suspecting a “follower” interpretation.