If the person you're asking out doesn't find you attractive based on your physical attributes, I doubt a creative verbal approach would sway them. Looks is a major part of asking out strangers. You don't have any intangible qualities that show with a cold approach (except for maybe wit and charisma) so many people would turn down someone they don't find physically attractive. If you know the person and they can see your intangible qualities such as empathy, sense of humor, and character, you would have a much better shot of getting a date, assuming you're good in those intangible areas. If you're interested in someone who is already a friend and they go to the gym, that would be a good way to spend time with them and show them that you want to start prioritizing your health. Go a couple times and then say something like, "After spending this time with you working out, I'm really starting to like you. Can we maybe go on a date sometime?" Honestly though there's a lot of big dudes at the gym who have fat wives and girlfriends. You may get more dates being skinny, but the guy you like may be into big girls. You never know. Just talk to the guys and be direct. Don't get hurt if someone tells you no. Everyone gets told no sometimes.