Mine got used to it after the initial awkwardness that lasted for all of a few hours of her first day in clothing. I had only put her in a t-shirt and she was 4.5 months old at the time and was never dressed before. That was in the summer, so I never really kept it on her. I think they look adorable in clothing, however, like my own head of hair, I like having my little hairball soak in natural sunlight and breathe the air so it grows all pretty and healthy.
I've only been dressing her when it gets really cold or wet to keep her warm and as dry as possible. I even had to triple layer her clothes this past winter as it had gotten so cold and her hair's so thin. I love putting her in PJ's and Joggers and add a windbreaker or rainjacket as needed since the pj/joggers cover all 4 of her legs part way, and she is leggy so it keeps more dirt off during messy weather.