This is an interesting ask and I’ve thought about this myself on occasion – so thanks for it. 🙂
Marla Foust states this in the 11k:
“Did know Dylan. He asked her to this year’s prom, but she already had a date. Would not have went if she already had a date.”
Robyn Anderson states this in the 11k:
“Robyn stated the only thing that Dylan might have said to her regarding the Columbine High School shooting massacre was that when she asked him to go to prom with her he wanted to know what date she was referring to or what weekend the prom was going to be held. When she told him it was the weekend of the 17th, she could only think that he was thinking of when this tragic event was going to take place. “Robyn stated that he was reluctant to go to the prom but that he did so as a favor to her.” ..and in this interview: [source] “The only thing that I can ever think — I mean, just randomly, when he asked me what day prom was. And I told him, you know, it was, you know, a weekend — you know, two weekends away, and he asked me what day, and I told him the 17th. And it seemed like he had something else, you know, going on after that. That’s the only thing I can think of that really kind of says, you know, that he had other plans, you know, that…
Robyn states that she asked Dylan to the prom and he “wanted to know what date” the prom was. So, based on this, we know that Dylan would likely not have asked Marla to the prom before Robyn asked him because he wouldn’t have known when the prom was and it’s proximity to NBK. Most especially, I do not think Dylan would accept going to the prom ‘as a favor’ to his close friend Robyn and then underhandedly ask Marla after his commitment to Robyn. Dylan was especially loyal to his friends; it’s why he managed to maintain his friendships. Loyalties aside, Dylan was also timid with girls. He had never been to dances and claimed to dislike them. His awkwardness would not have allowed him the nerve to ask another girl out, even one that he reeeeally liked, after his female friend had just spared him the embarrassment by asking him out first. Firstly, for Dylan, it would have been majorly embarrassing to ask any girl out to prom, let alone, a hypothetical Dream Girl from his journal (if it’s even Marla ), and secondly, even if he did do so, Dylan would then have to manage damage control by telling Robyn that he wanted to go to the prom with another girl, who accepted his ask, and there is just no way in hell that Dylan what have the balls to pull that off. That would be a mess that would cause him great anxiety. Dylan would feel pretty sheepish about himself for breaking his commitment to Robyn and acting like a royal douche bag player. I think he valued his friendship with Robyn, he did her a favor and agreed to her ask and his character is such that he would not be sneaky in asking another girl behind Robyn’s back.
I know that Marla says that Dylan asked her out in her statement but I question the validity of that simply based on the fact that Dylan didn’t even know when prom was. The only thing on his mind was when NBK would occur (basically what amounted to his grandiose suicide mission) and thinking of the reward that awaited him: the happiness in the Halcyons, with the ideal Muse of his dreams. For him to make the actual effort to ask a girl he liked to prom would’ve taken too much effort – it was a ‘human thing to do’ and he was already checked out of that sort of superficial minutia. If Dylan hypothetically asked Marla out and she refused, you can bet he would’ve omitted that from ‘the reality’ of his journal. Conversely, he didn’t write about going to prom with Robyn and a bunch of friends either. Dylan rarely, if ever, wrote about specific happenings in his life. Less than one percent of his journal is superfluous tidbits like ‘the church rec thing was fun’. He tended to write figuratively about his concepts and feelings and not about actual events that he was a part of in life.. likely because he didn’t feel much a part of them.
Also, to be fair, Dylan’s parents gave Dylan money so that he could properly enjoy the prom with Robyn. The expenses likely took care of the dinner out, his tuxedo, Robyn’s corsage, split limo costs, money for the gambling table After Prom. So, I don’t think it’s fair assessment to assume that Dylan’s parents bribed him to go. It was an encouragement gift – sort of a “we, your parents, support you in having a very fun time at your senior prom” type thing. And they knew Dylan required that little extra incentive nudge because of his social reticence.