>>10009951
Get some non-reverse searchable nudes (pretty easy to find, but you can stop by /b/ or something if you're really at a dead end). Grab a bunch that at least look like the same person if they aren't actually the same person (this is where poorly lit torso shots come in handy). The more you get, the better. You want it to be a gradual thing, have them slowly gain trust in you. Drop the bomb too early and it'll be easy to tell you're catfishing.
Make sure you drop insecurities onto them - they'll latch onto those like no tomorrow. They're going to want to feel like they're helpful to you, that you're vulnerable and in need of protecting, and that nobody but them (because they're such "nice guys") would take out the time of day to listen to your woes. DON'T start with insecurities about not having a boyfriend, it will raise red flags. Start out with generic stuff about not being pretty, having a bad childhood, depression, etc. Bonus points if you get something they can personally relate to.
Make sure to stroke his ego every now and then, but don't go overboard. Just enough for him to feel like he just may have a chance with you. Find out a hobby of his and make it seem like you're partially interested or something. They're going to get to the point where they earn enough confidence to try flirting, and that's when you know you're doing well. Don't initially respond to it, but don't make it sound like you're disgusted either. You want to keep it in a vague zone so they go crazy over whether you're interested or not in them. By this point, you should have already brought up your lolita hobbies to them, so it won't be any surprise when you send them links to random stuff you're fawning over and saying stuff like "THIS IS CO CUTE!!! AAAAAAAH, I NEED TO WAIT UNTIL NEXT PAYCHECK BUT IT MAY BE GONE FML" and have it come off naturally as venting rather than requesting. Then, if they're mr.nice, they'll offer to get it as a gift.
Gottem.