No, he'll know it's something distressing for her, and explain it properly but maybe whimper about how cute she is jealous and how she should punish him just for being away and how she's welcomed to go crazy and drag him away from others when she wants
since richard is a sucker for punishment, he'll deliberately make Courtney misunderstood his words and make her jealous
Richard, the whore you are ┐( ˘_˘)┌