Gonna put this in a generalization, but, each of the boys have their insecurities, and some can rise up when they start dating humans. They'd all be uneasy about showing their cocks to their bae for the first time, though Mikey & Raph would cover it up pretty well.
The main thought that's going through their minds is "What if she freaks out? What if she thinks its gross? And weird?" But the bae would understand. They knew what they were getting into when they first met their turt bf, and whatever's gonna be thrown at them, they can take it.
Leo would take some coaxing (like in the fic I wrote) and even then he'd be unsure. He'd want you to be absolutely certain, and he won't rush into things you wouldn't be ready for. He gets a lot more comfortable when they tell him he's the biggest they've seen, and only gets more enthusiastic when they ask to touch it.
Raph will act smug, shooting you a sly look while shifting his stance. "You been thinking about me like that, baby?" On the inside he's nervous, but he trusts his sweetheart enough to know they won't ridicule him. And his smug-ass ego will only grow when he watches their reaction go from god damn to god DAMN.
Donnie's already got some self-doubts about his physique, and those only double when his Princess comes up and asks to see his third pole. He'll nervously ask why, and ends up rethinking the whole majority of their relationship. He'll say he doesn't want to make her uncomfortable, and that they might be speeding into their relationship. To which his sweetheart will reassure him that no, they won't be uncomfortable, and will bring up the fact that he wasn't voicing any complaints about relationship speed when he was buried between their legs just two nights ago. Driven back into a metaphorical corner, Donnie relents. His worries & doubts do melt away when he finally "shows" himself, and judging the way his darlings' legs squeezed together, he'd say they've been impressed.
Mikey may be nervous, but there's no way in hell he wouldn't be comfortable with the idea of showing his cock to his Babycakes. He's the most comfortable with his body. He knows he looks good, and if his bae wants to see what he's got down there, he'll satisfy her curiosity. There's a small part of him that worries they won't like what they see, but that's quickly drowned out when he feels their hand on his length and their lips on his.
Happy times for happy turtles.
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DT Ninja Turtle Headcanons
Romance(18+) Just a work where I can publish all the ask answers I got on my blog. Chapters will pertain to different asks, and can range from long paragraphs to short answers. Turts are 2014/2016 renditions and are over 18+.