Thanks for your advice but both players shown in the OP play since day 1.I have question? is he same faction as you? he was not in Cryodiil looks like clock work city to me? has he set the same campaign as you? 3 things same faction, same campaign, must already be in the campaign in cryodiil. after checking that, then file a ticket.
You can group outside of cryodiil, if you can not enter together you are not in same faction, or campaign.