Shows like My Dress-Up Darling

If you're drawn to My Dress-Up Darling's core appeal—two socially mismatched characters bonding through creative collaboration while peeling back defensive personas—you'd likely find similar rhythms in Please Put Them On, Takamine-san or I Made Friends with the Second Prettiest Girl in My Class, which share that same tender pacing of gradual vulnerability and unexpected connection across social divides. There's a decent chance From Me to You: Kimi ni Todoke hits the emotional register if you're more interested in the quiet acceptance than the craft-focused plot mechanics, while The Pretend One might work if you want that fantasy-disrupting-reality dynamic but with less emphasis on the joyful creative momentum.