The first one .. Are you ticklish yes or no.. is just.. asking.
The second one is the "Creepy one.".
Discussing her feet, and the "Pink Wrinkly Arched Soles", and then asking her if she's ticklish.
She probably would be like.
WTF? Why is this person telling me I have. "Pink Wrinkly Arched Soles".
That clearly screams.
Foot Fetish. '
It would only likely be said, in real life.
To either a partner/wife, etc.
Or to a girl who you know has a foot , and maybe tickle fetish
Even then, it's "Pushing The Envelope" so to speak.