I dress to treat my body as a masturbation object. I hate socks, haven't worn them for years. I fuckin' love feeling my bare soles pressing against shoe leather. Bare ankles are cute, too. I fuckin hate underpants. Haven't worn any for a year. Love feeling my package up against my jeans so I can diddle my dick minus one layer of clothing. Sweet. I fuckin love getting stiff and calming down, getting stiff and calming down, etc. Precum is a tasty oral treat.
For me nudity and masturbation go together. I am usually naked at home anyway, and I prefer to masturbate totally nude. This is especially so when I masturbate outdoors. The sensation of the open air caressing my nude body as i stroke myself is truly the best.
I am a nudist so you can guess how, what I'll be wearing . But what ever you wear or not, just enjoy the feeling at the time.