I think a key to unlocking yashiro’s anxiety with intimacy is for him to see doumeki’s enjoyment in sex come through. doumeki has kept himself in tight control this whole time; clinical, like it was described. with good reason, but it’s not allowing yashiro any room to breathe from the scrutiny. he’s trying but I can’t imagine this makes things any easier for someone so private with his emotions.
but when he sees doumeki’s expression as they position into missionary, he actually laughs and touches the other’s face - he relaxes! he sees doumeki isn’t unaffected! it’s the one part of the chapter where there’s nothing complicated about his reaction.
what I’m saying is, he needs to flick doumeki’s sensitive nipples (as noted in the 2007-2017 fanbook by sensei) or lick an earlobe and watch doumeki’s face contort or moan, and think - oh, I can do that to him. he likes it. and I think this will be a catalyst.