Gothamverse! Riddler would be such a guy. Like, in a relationship, he looks for those sweet, domestic moments. He wants nothing more than to bake a pie with you in evening while listening to 50's music and wearing matching aprons. To hold you from behind and sway as you mix all the ingredients together. The smile on his face as you two make his great grandma's recipe. It doesn't even matter if you know how to bake, he'll let you sit on the counter and be the taste tester while he does all the work. The antique feeling to it all, the warmth and coziness he needs in his crazy life. The stability and lovely fact that he won't ever lose you.
Gothamverse! Riddler takes you on picnics. No worries, just a pleasant walk through one of the only wooded areas in Gotham. Holding hands, chatting about your day, laughing a little at who knows what. Setting out a blanket and just laying there together, snacking on the little finger sandwiches Ed had prepared and tea that he kept warm in the thermos. He even brought a slice of cake for a sweet treat. He'll literally melt if you let him feed you. He likes being able to do things for you, it's his love language. Nothing but the soft wind and the trees to keep you two company. And when you're done? He'll pack up for you, holding you by the waist as you walk off. It was nice for him to turn the area he hid the body of his ex-girlfriend into a new memory. One where his lover is alive, and breathing, and loves him. No matter how silly he may get.
Gothamverse! Riddler, a guy who's too much of a dork for his own good. He enjoys taking you to see natural beauty. And there's no better place for that than at the beach. He'll sit next to you in the sand, funny dressed in his formal attire. Pretty weird for the beach. When you offer to go swim in the water, that man had the most appalled expression of his life. Do you really think him of all people would go swim in the nuclear dump that is Gotham's ocean?? Let alone let you swim in there? Absolutely no way. You can stay in the sand with him. Who knows what kind of cancer you'll develop from even touching that water. But, you have to admit, the night sky was stunning. Typically, the sky in Gotham is so full of smoke, you can't see the sky. But that night? It was like all the stars were out. Beautiful scenery, and truly a wonderful drive home with the windows down and some 70's pop playing.
A/N: sorry for not posting anything important or continuing on my other works, but I just baked my great grandma's pumpkin pie tonight while listening to 50's music, and my brain was like "Hey, this is so Cory Michael Smith Riddler coded ☝️🤓" so I had to write it down, plus a few more little things. I almost went darker with it, but decided to keep it fluff. I really enjoyed making it, I gotta say. Any other date headcanons I should do for batman villains? Or just batman characters in general? Cause, like, this was sweet. I love this. I wamna make more of this.



















