Here’s my stupid story of the day...
At work, on the work WiFi. (Which is rare for me and I always turn off my WiFi at work...except today..of course.) I wanted to send a url from a craigslist post to a friend using iMessage. I pressed “paste” a url popped up and I hit send. Just as I realized it was a link to a NSFW site that I had previously messaged and was meant for someone else. The iPhones messanger preview added the picture in the text thread too. Luckily it was a good buddy and we got a good laugh out of the mistake. But I’m worried that by pasting the site from clipboard, and sending it while on work WiFi that I am going to get popped.