Penny has been helping her best pal get a girlfriend with shopping tips and dating advice. She already took him out to buy some new underwear and get some hot undie photos for his online dating profile. That was when she found out about his small dick. The next step in her plan is to help him learn how to deal with girl's reactions when they unzip his pants and only half a cock comes out. Penny starts making her friend come up with new ways to say he has a tiny penis and secretly loving it as h...

Penny has been helping her best pal get a girlfriend with shopping tips and dating advice. She already took him out to buy some new underwear and get some hot undie photos for his online dating profile. That was when she found out about his small dick. The next step in her plan is to help him learn how to deal with girl's reactions when they unzip his pants and only half a cock comes out. Penny starts making her friend come up with new ways to say he has a tiny penis and secretly loving it as he gets more and more embarrassed.

Then the real humiliation begins when "roleplay" different hook up scenarios that mostly consist of Penny laughing at his boner and then either storming out or demanding he lick her asshole. He is quite surprised to find out Penny is serious about that part when she grabs him by the hair and his face between her cheeks! Penny finally their little learning session with the most degrading orgasm of his life!