Helena will not date CJ until he is wearing clothing that raises sex appeal, such as the Gimp Suit. Clothing from the Zip, Didier Sachs and Victim lines also boost sex appeal.
Clothing accounts for 50 percent of how sex appeal is calculated. Wearing several articles of expensive clothing or one of the special suits should raise CJ's sex appeal high enough for Helena to date him. The Tweed Jacket, Red Jacket, Gray Jacket and Tuxedo all raise the stat by 25 percent. Helena also requires CJ to have a low-fat body type, which also plays a role in how the stat is calculated.