I think in late nineties we did this with IPhone. It was a windows app before Apple took the trademark, ran it on Cyrix 586 and 56.6k modem. I think my friends and I were about 17-18? We'd connect with random strangers around the world, then realized We had absolutely nothing to talk about. I imagine it might go better now that I'm not a horribly awkward teenager and have learned some small talk and open ended questions :)

Edit : probably this thing: https://www.historyofinformation.com/detail.php?id=1111&utm_... Officially "internet phone" but I'm fairly certain app / people called it IPhone (first two letters capital).