I think I am in love with my tailor. I just picked up a jacket that she fixed beautifully, and had a fitting for a linen jacket that she took apart. Not only does she do an amazing job, but she's awfully cute. I think she's about my age, and is possibly Czech or Polish.
I think she had me at "oh, no, we do all of the lining by hand- just like in the old days."
AND, she recognized the trousers I was wearing that she altered for me about a year ago
Envisioning a romantic comedy with Zissou traveling across europe in sort of a lonely Bill Murray way, falling a love with a tailor, falling out with said tailor and flying home to the states, then being reunited after she recognizes the pants she altered a year ago.
just start dropping subtle hints whenever you're at the tailor. maybe leave some magnum condoms in the pockets of a jacket you dropped off , or ask if she can alter a pair of pants to have more space in the crotch because it's uncomfortable for your huge package.