DT Ninja Turtle Headcanons

Which turtle would do anal or contemplate trying it?

Leo is the one who would totally want to try anal, but wouldn't voice it. He thinks she'd already say 'No' if he ever asked so he keeps it to himself. Until the day she asks if they could try it. She's kinda caught off guard but amused nonetheless when Leader Boy-Toy turns out to be on board 100% okay with it like lets-do-this-babe.
He's careful, & if things start getting a little too painful, he'll ease up and coax her with loving words & sweet kisses. After all, he's still her Honor Boy. Expect to try this sort of thing on the regular if not often.

Raph may be an ass man, but that don't mean he'd be all for trying anal. The first time his babe asked to try it, he downright shot her down with a 'Hell no!' And it ain't cuz he doesn't want to try it. He's actually more concerned with the fact that he might hurt her. Their sex is already rough and fantastic and he can barely handle himself then. He'll say things like 'You can barely handle all of me when I hit it, how the hell will ya take me when I'm goin' through the back door?!' and will adamantly refuse any more talk about it. But his bae would be just as stubborn as he is, and will get her way.
She catches him off guard one night, wearing a sexy little thing that'll get him in the mood quick. Some dirty talk here, puppy eyes there, and he's (tentatively) okay with it. When getting down to it, he's gentle. So fucking gentle like there's no rush to it because he's terrified he's gonna hurt her.Until he hears her sweet moaning, and then he starts to bump it up a notch.

Donnie is the type of guy who would be skeptical at first, but will be all for it once he actually tries it. When his girl brings it up, God, you can see him shift into Doctor Mode™. He's cautious, mouthing off possible chances of harm and the health risks 'I don't want to hurt you darling I'm not exactly small!' But the bae gets what she wants, so they end up agreeing on trying it at least once. And it's not like Donnie's the type of guy that would 'knock it before he tried it.'
When they do try it, oh boy. Yes, its a tight fit, and yeah, he can't fit all of him, but holy shit. He thrust his hips a bit more firmly, and after getting the O.K. from his girl, Donnie doesn't disappoint. He'll leave kisses on her shoulders, squeeze her hips, and fuck her into screaming his name like always. Oh yeah, Donnie would love anal.

Honestly if Mikey hasn't already shoved his Nuncock into all of his Angelcakes' holes then color me surprised. Mike would obviously be the most comfortable to voice all the sexual acts he'd like to try out with his babe, but still keeps some to himself because what kind of gentleman would he be if all he thought about his bae was sex?! He keeps most things on the low until its prime to ask, but he'll leave hints. So when she comes up & asks for anal, he all but trips over himself on the way over. He's both excited and nervous, and his bae is there to reassure that everything's gonna be okay.
When in the act, he makes sure she's comfortable, not jack-hammering into her and going too wild. He'll leave a lot of hickies and kisses, and once he hears her moaning out, he'll speed up. The night'll end in a wild haze, like most of their nights do.