Two Weeks Later

After two weeks of preparing Isabelle finally decided it was time to act. She had tested the effectiveness of her hypnosis after the first week had passed by asking Riley to performs chores that he would normally refuse, such as vacuuming the floor or taking out the trash. The tests were undeniably successful as Riley did both with notable submissiveness, but Isabelle knew that what she really wanted out of him would require more thorough suggestion that simple chores. So she had waited the additional week and now the time had come. It was time to break up with Riley and set him off on the path of femininity.

"Hey girl," Isabelle tapped Riley on the shoulder as he sat at his computer, "I need to talk to you about something. Can you pause your game?"

"Oh, uhh... sure. What's up?" Riley paused his game and swiveled around in his seat.

This was a good sign, Riley did not react to being called girl, meaning the hypnosis must have penetrated his subconscious pretty deeply. He also would normally **** Isabelle to wait at least five minutes before actually taking a break from his game to talk to her face to face. The hypnosis was working and it bolstered Isabelle's confidence, "Well you see Riley... I think we should break up."

Riley's jaw fell open in shock. Clearly he hadn't seen this coming even though he'd been such an ass lately, "Wh- why? What happened?" Another good sign, the old Riley would've likely tried to convince her to change her mind but now he was only asking for an explanation. It was far more submissive.

"I'm sorry but, I'm just not attracted to you. Your whole style and appearance is behind the times. The things that women want in a man are different than they used to be and you just can't seem to keep up," Isabelle was lying of course. Riley was by no means unattractive, she actually quite liked his boyish looks.

"Wait, what?" Riley stood up from his chair clearly confused, "When did I go out of style? I thought I was pretty good looking!"

"Emphasis on was, Riley," Isabelle faked a tone of concern for her next words, "But are you saying that you had no idea? I didn't realize that you were so clueless about how lame you've looked recently, I thought you just didn't care."

"No, no! I care! I definitely care about my appearance!" There was panic in Riley's voice now, "Please Isabelle, just help me out with these new trends. We don't have to break up!"

"I'll think about it, but only because I feel bad for you," Isabelle had to stop herself from smirking. She had him right where she wanted him, "What I can promise you, though, is that I'll give you the best dating advice I have. That way even if we don't get back together you'll be able to take your pick of any girl you like!"

"Thank you so much Isabelle!" He went to pull her into a hug but she stopped him, "W-what do I need to do?"