Unless you are buying huge quantities of drugs and its just personal use i wouldn't be too paranoid unless you are in a country which mere possession of drugs can get you years of jail time. You can use any KYC exchange to avoid the insane fees at crypto ATMs buying something like LTC and then send it to a wallet on Tails then from there use any one of the exchangers you can find on Daunt to convert it to XMR on another wallet on tails like Feather and from that point on you should more than enough obfuscation
I would focus on using bisq to buy bitcoin, then use haveno to exchange to xmr. This way LE dont know your buying XMR because thats a signal that you are upto something naughty however if you buy bitcoin using your card it could be an investment.
CryptoForStuff.com is a P2P market designed to solve this problem and enable users to buy/sell Monero for BTC, or ETH directly. Use of the platform's wallets are optional, non-custodial transactions are possible.
sell something on xmrbazaar.com or moneromarket.io to get your first .2 of monero then do cash by mail on haveno-reto.com haveno p2p application. Seek or you shall find. Welcome to tomorrow.