Nathan... or rather Nadia had smiled as Jess began to shape his nails with a nail file. [color=firebrick]"French tips work fine,"[/color] he said, not feeling very picky about it. He was never that into doing his nails, even if it would be for crossdressing. It was a lot of work to put on and to take off. And if you had to let it dry or if you mess up, it gets really sloppy easily. It just wasn't something he was that into. But if Jess was doing it for him, he could trust her to do a good job and all he had to do was make sure he didn't screw it up. 

As she began to work on his nails, he casually asked, [color=firebrick]"Should we hit the town like this? Of course, after I shave. It might be fun."[/color] It would be kind of interesting if the two of them went out in public like this. There were times when guys had hit on him because he was dressed like a girl, but he always turned them down. He was also kind of curious if Jess was into guys or girls. Back when she was still "James" to Nathan, she had expressed interests in girls, so maybe she was a lesbian? He wasn't sure how it worked. Would it be too weird to ask her directly? Regardless, he'll probably find out soon enough.