In today’s cyber world do you really think you can remain totally anonymous?’
Don’t kid yourself about remaining anonymous especially when it comes to LE
If you use a computer you have an IP address
And if you use email you’re on record forever
I guess you could use a library computer to beat the IP addresss

You can be anonymous enough. Cops only have so much time and resources. And contestable court cases based on information gained illegally in violation the US constitution are usually beyond a police forces abilities to do based on lack of resources alone. Then add in the fact it will be highly contestable in court, and likely fruitless, the desire isn't there, again usually. Yes being completely anonymous IS impossible, but if you are not drawing attention to yourself, and you screen your dates, odds are you are anonymous enough, at least as far as LE is concerned. Your wife might be another matter completely. There is no limits on how far some women scorned can go. Some bitches be crazy.

A third party record is useless as criminal evidence -- no proof on how it was created.  

Just got done with a guy on another thread who said he knows his info isn't being stored by a website because he's never heard about it being leaked.  That's the level of (un)awareness a lot of people are using the internet with, and you need to be an opsec pro (and probably a hermit) to operate in a way in which your covert activities NEVER meet your real identity.    

It's family, friends, your boss, etc.  

Reality is triangulation of data is the most effective way to map a person to a digital fingerprint... for example the device browser url and geo and be enough to say this person had this fingerprint and that same fingerprint was used in these 5 places .. let’s say TER p411 Gmail and SM

....stays in Vegas.  Unfortunately today, what is online stays forever.

But, you can be smart and not attract attraction to yourself by not doing stupid things. If you belong to every social media on the planet and relentless blabber on them, then you will attract attention.

In a nutshell no but you can always mitigate risk...

Don't you have to show an ID, or a library card (which is tied to your ID) to use a computer in a library?  

Use tails with tor browser through a tor VPN. Type in the url of the site you are visiting rather than using a search engine, or if you must use a search engine use DuckDuckGo.

How could you knot no thet, U dunse?

One way to hide your tracks include:

All this cloak and dagger shit gives me a fucking headache. lol

Sounds like a Maxwell Smart schedule. I  had about 5 months of overlap between starting to be a whore monger again and separating from ex number 2. The marriage was done , it just took me a few months (actually years) to grow a pair.  

LOL, while I agree with you on some level, I was merely answering the OP's question of how to remain anonymous. While I don't do follow most of these suggestion either, this type of dedication to security is what's necessary for a married guy to successfully keep their mongering hidden.  The reality is that most guys are too lazy to even try -- and this is why they get caught with a phone number or email address in their wallet or on the seat of their car. A guy who tries a bit to not get caught will likely be successful... I know I have for a long time.

TOR is great, but as soon as you use it on a company-provided laptop you will get busted!  It's easier just to have a small laptop that you use for nothing else.... so its MAC address is a dead end.

Like Secret Agent Man,  or Maxwell Smart. 🕵️‍♂️.   & .. A good laugh is good for your health..🤗

There is a portable version of TOR, too. You install it on a USB (thumb) drive and run it using any compatible computer.  TOR run from the stick should leave no residue on the computer. I think that TOR, the program, does not need to grab program resources from the computer so there is no trail there, either. The temp files and everything else are created on the thumb drive, not on the hard drive of the computer.

Follow your Heart  💖  and let your Conscious be your guide...or Your Wallet..  Xoxo

Someone like Highway boy who is an IT executive.

How do folks feel about being tracked by providers or clients?
Example picture or hidden pixels in email or web form that leaks data to the sender/web owner  

In my real life, smart phone, email, etc. all seem to be linked up even when I don't want them to be. I use CC cards on my phone to pay at checkouts. I was ASSURED (hah!) that the store doesn't get my phone info and it is just a regular CC payment, but from a phone, not a piece of plastic. Every time I walk near or into the store, I get a message: "Take a picture of This Store?" "Weekly deals at This Store." and so on.  
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I see it as a bit of a leap frog game. As they monitor all of us more and more, we get lost in the increasingly HUGE amounts of data. Then, they improve the tools for filtering the data and we're easier to find again. Then, they come up with another "trick" to get more tracking data, contact data, phone call data, SMS data, did you scratch your ass data, ... and the amount of data they collect explodes further.  Then there is another leap on the data analysis end. ... Then, they come and take us away, one by one.
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I think that as long as no one is actively looking for you, you are just buried in the Big Data. Once someone starts actively looking for you or your phone number or something specific, it's around 7.1 milliseconds until they have a complete record of your life, down to when you last changed your socks.
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I hate it.