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In his current series, the most unpalatable aspect of his portrayal in I Can't Believe It's Not The Justice League - that he'd married an old lady for her money - turned out to be something he'd made up just to see if Ted would believe it. Doubles as a bit of a Take That, since this was in the last issue of Dan Jurgens' (who created Booster) run before Keith Giffen and JM Dematteis (who wrote Superbuddies) took over.
Ho Yay: With Ted Kord/Blue Beetle. It started out as something the fans noticed by accident but eventually the writers stated intentionally because it was funny.
Ted Kord's funeral, where Booster was unable to speak and just broke down crying. That Booster was going back in time to rewatch it makes it even more tragic.
Booster going back in time to have more adventures with Ted. Especially when Ted tells Booster that he knows him well enough to have figured out that he was from the future, and is worried that this means they aren't "close" in the future anymore. Booster assures him that they are still "really close" and that won't ever change.
Woobie: Tell me you didn't want to just give him a great big hug in OMAC Project.
His solo series is pretty much built around it, for every massive victory he has something smaller blows up in his face completely, always leaving him slightly demoralized.