8 Things That Will Make Him Regret Breaking Up with His Ex

3. His Ex Listens to His Problems

This is the type of situation where kindness from his ex-girlfriend can have him regretting their breakup. “A little kindness can be a dangerous thing (wry smile).” Since she knows him so well, she can offer spot-on advice, which can cause him to have second thoughts. Do your best to foster the kind of relationship where he wants to come to you for advice, not take his problems to his ex.