Happens all the time. Unless you spend a lot of time checking privacy settings every time you use the internet there is no way you can escape it. It doesn't bother me since I have no money and can't buy what they are pushing at me, so I just ignore the ads. Sometimes I make a silly enquiry just to see what they come up with. It can be fun.

if you are using the internet, it might be related. otherwise, it might be Bader-Meinhoff.

I have a hard time believing that they are able to sift through the information presented even in one hours communications between every person on the phone, through texts, and on the internet fast enough to present ads about the conversations, but I know if you use some of google's services they have algorithms that do that for them, using targeted keywords.

I once did a search for "Dallas Cowboys", now I keep getting ads for gay bars.

No, can't say that it has ever happened to me.