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The very simplest, a Google search will often turn up social media profiles, forum posts, and blog comments tied to a particular username.
If you’re concerned about dating site matches finding your online presence, or people online finding your dating profile, just don’t reuse usernames or email addresses!
A few years ago, image recognition on a large scale was restricted to law enforcement and corporate security. Free services like Tineye and Google Images will search billions of indexed images on the internet for identical or similar pictures.
This isn’t necessarily traditional hash or metadata specific – cropping or resizing an image is not a foolproof way to defeat this (as I show in the screenshot below, where Tineye and Google correctly identified my profile selfie which is substantially cropped on social media).
Unfortunately, this isn’t an easy thing to fix after the damage is done.
The bottom line is: assume that anything posted to the internet is perpetual, and usually cannot be removed (even through legal action).
The second way your photos can betray your privacy is a bit more technical, but still terribly important to recognize.
It has to do with hidden information, or ‘metadata’, which is tacked onto most pictures by phones, photo editing software, and digital cameras.
How much information are you providing in private conversations with other users?
I highly recommend reading this eye-opening blog on the subject by IOActive.
Give some thought to what people can see in your photos’ backgrounds before posting them to your private dating profile.
Give some consideration to how much information you’re giving other users over time and as a whole.
Did you post that you live in Milwaukee, tell a user that you live in an apartment with a pool, and tell another that you live next to an airport?
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The number one open source intelligence source that people with evil intent will try to use against you, or to identify you, is your social media profiles.