Looking like women is not a great deal in shiaism. Wearing earrings as a custom though was particularly imitated from the Kafir men, which is the point of the sheikh.
Earrings are (still) generally considered a type of adornment for women and even in the West they were originally worn by those men who wanted to imitate women. Imitating women intentionally is considered unlawful in Islam.
Here is shia sahih hadith in al-kafi:
وَ عَنْهُ عَنْ أَحْمَدَ بْنِ مُحَمَّدِ بْنِ عِيسَى عَنْ مُحَمَّدِ بْنِ عِيسَى عَنْ عَبْدِ اللَّهِ بْنِ سِنَانٍ عَنْ أَبِي عَبْدِ اللَّهِ ع قَالَ ثَقْبُ أُذُنِ الْغُلَامِ مِنَ السُّنَّةِ وَ خِتَانُ الْغُلَامِ مِنَ السُّنَّةِPiercing the ear of a boy is sunnah, and circumcision of a boy is from the sunnah
Al-Kulaynee, Al-Kaafee, vol. 6, pg. 36, hadeeth # 5 & Al-Majlisi graded this hadeeth as Sahih in Mir’aat Al-‘Uqool, vol. 21, pg. 64
The somewhat related question/answer from Ayatullah Sistani:
518. Question: A new craze has spread in Europe in which men wear ladies’ earrings in one or both ears. Is this allowed for them?Answer: It is not permissible if it is made of gold; rather not at all, based on obligatory precaution.