Though Smiley may be a stallion, nopony can deny that Smiley is a bit more than feminine, it borders on fetishism, however that was only due to the way he was raised.
 
Despite everything that Smiley has been through, he still can’t drop some old habits, such as grooming his mane and tail, however doing his eyelashes was something that he decided to do on his own.  
His clothing options is something that has been with him since he was young, he would like to change the way he dresses, however he fears the day that he would run into his mother while not wearing mare clothing.