Sex & std

So when I was in college I had sex with a guy who gave me chlamydia I got tested and took the pills so everything was fine but in the course of the 2weeks my ex came around and we had sex too I told him to get tested too and he did ... a month last I go to the doctor and to get retested to see if it gone and it wasn't and the only person I was having sex was my ex .. so I'm think he either didn't get tested or he didn't take the pills or the pills just didn't work for us .... my ex & I are friends ( he wants to make it more than friends ) and I been lonely wanting for him to come over so we can do it but I'm scared to have sex again with him or with anyone and i know yes use a condom but it didn't feel the same idk what to do

*Please no rude comments

*Judge your mother

Thanks 😊