Episode One
When Cyber Meets Real Life: Girl Love by the Pool Office    (Original airdate: 10/21/08)
In the ALL NEW premiere episode of 'When Cyber Meets Real Life', the story opens as Jessie meets ShyAnn (the new girl at school) and gets drafted into giving her a tour of the high school campus. Jessie's long-time crush, Melissa Robinson, volunteers to go along and before anyone knows what's happening the three become fast friends. Leading Shy Ann and Jessie to develop a plan to seduce their new friend Melissa online, while Melissa remains clueless about the real identity of her two 'cyber' lovers, at first.

Episode Two
When Cyber Meets Real Life: Threeway in the Pool Office    (Original airdate: 10/28/08)
In the ALL NEW 2nd episode of 'When Cyber Meets Real Life', Jessie and ShyAnn's night of steaming hot cyber sex with a clueless Melissa ends with one of the girls encouraging the other to reveal their true identity. Later, Jessie, Melissa and ShyAnn reunite for another session that is literally the sequel to the one-on-one session ShyAnn was lucky enough to witness in the previous chapter. Only this time ShyAnn gets in the middle of the fun...literally.

Episode Three
When Cyber Meets Real Life: Third Night    (Original airdate: 11/11/08)
In the ALL NEW 3rd episode of 'When Cyber Meets Real Life', Jessie, along with her horny sidekick Melissa, explore new ways to pleasure each other and discover one new one. That new one is in the form of a hard cock named Robbie. Being that it's his birthday, both girls feel the need to give the boy a nice present.

Episode Four
When Cyber Meets Real Life: Triple Sandwich on Sunday    (Original airdate: 11/18/08)
In the ALL NEW 4th episode of 'When Cyber Meets Real Life', Jessie's little sister KC makes her move and lets it be known that she has at least some interest in girl love. A revalation that is not all that surprising to Jessie. But what she don't expect is a request by KC that's both erotic and ultimately very satisfying for both.

Episode Five
When Cyber Meets Real Life: Can't get Enough on Monday Either    (Original airdate: 11/25/08)
In the ALL NEW 5th episode of 'When Cyber Meets Real Life', Jessie rises early, hyped about her first meeting with Melissa, and gets a major surprise involving her little sister. Later, with hormones now doing her thinking for her, Jessie does something she could never picture herself doing before this morning. Those events include yet another cyber, this time with a friend she likes calling "Daddy", and a third party that quickly grows to like the events she is participating in.

Episode Six
When Cyber Meets Real Life: After the First Meeting    (Original airdate: 12/02/08)
In the ALL NEW 6th episode of 'When Cyber Meets Real Life' (SEASON FINALE), Jessie and Melissa meet for the first time (in person) and a very revealing secret of Jessie's breaks the ice. Later, Jessie and Melissa can't control themselves and skip school to go and explore a little more of each other.