You can use
If what you want to capture can't have a ? in it, use a negated character class [^...] (see demo here):
^([^\s?]+)\??$
If what you want to capture can have ? in it (for example, yolo?yolo? and you want
yolo?yolo), you need to make your quantifier + lazy by adding ? (see demo here):
^(\S+?)\??$
There is BTW no need for a capturing group here, you can use a look ahead (?=...) instead and look at the whole match (see demo here):
^[^\s?]+(?=\??$)
What was happening
The rules are: quantifiers (like +) are greedy by default, and the regex engine will return the first match it finds.
Considers what this means here:
\S+ will first match everything in yolo?, then the engine will try to match (?:\?$|$).
\?$ fails (we're already at the end of the string, so we now try to match an empty string and there's no ? left), but $ matches.
The regex has succesfully reached its end, the engine returns the match where \S+ has matched all the string and everything is in the first capturing group.
To match what you want you have to make the quantifier lazy (+?), or prevent the character class (yeah, \S is a character class) from matching your ending delimiter ? (with [^\s?] for example).