I’m not so sure it’s about “liking him” so much as a combination of being fascinated with his sexuality and feeling bad for him. Especially since her current characterization paints her as someone who’s only putting on a facade of being some meangirl slut.
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After assuming for so long that he was just an unassuming dork, not only does she face Agawa once again singing his praises but sees visual evidence of his sexual prowess as she catches him with Shiina (someone she clearly thinks highly of) and “another girl”.
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And then you have the inciting incident with her finding him jacking off on the roof, and although it does disgust her, it also marked Gotou as someone interesting. And as the arc goes on she gains more insight into his relationships with Akito, Shiina, and especially Agawa + his current predicament with ED.
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Which only serves to make her more uncomfortably interested in him, but then also get a sense of responsibility that apparently she’s the only one that can fix him. Which leads to the failed dom scene.
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Where she likely not only appreciated the fact that he didn’t take advantage of her when she gave him the opportunity, but she also got to know him better as an earnest fool trapped in his own delusions and hopeless infatuation with Agawa.
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And then there’s this from last chapter. She probably feels a little guilty that she made him cry, but also pretty empathetic for the little dummy.
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And finally this chapter when despite his perverted outburst, Shigemi sees that her baby Casanova is obviously dejected and still unable to get back to the other two girls, she finally gives in to the overpowering perverse sexual interest and sympathetic “I can fix him” instincts and goes in for the kill.
Actually, looking back her attraction to him reminds me of Nagatoro’s attraction towards Naoto. She even calls him “kimoi” a bunch of times like Nagatoro does.