Chapter Five: Life of Lust
Annabelle should have come to expect it by now, but the words on her screen still left her in utter shock.
"For your dare today, please tell Michael what you were imagining when you fingered yourself last night! And make sure to be very detailed and record the conversation secretly!"
How the fuck was she supposed to tell her own brother she fingered herself to the sight of him masturbating without completely ruining their relationship? The app had made her do uncomfortable things, but this was just too much. She needed to do something... somehow. As she nervously paced, an idea came into her mind. She could just tell Michael about the app and hope that somehow he understands why she did what she did. Even if technically the app had nothing to do with her masturbating... but he didn't need to know that detail. She had no other choice, if she was going to go through with this dare and tell him this, then she needed to tell him everything.
Her heart racing, she heads out of the guest bedroom to try and find Michael. She walks to his bedroom and gently knocks on the door as he calls out, "Yeah?"
"Can I come in?"
"Sure."
She opens the door and Michael steps out of the master bathroom, his hair still messy as he wears his work uniform with his tie sloppily thrown over one of his shoulders. He looks at her, then asks, "What's up?"
Blushing, Annabelle quietly asks, "Can I talk to you about something... embarrassing?"
His eyes dart around nervously, as if he is guilty about something, but then he nods, "Uh, yeah, sure. What is it?"
Annabelle doesn't know where to start as her hands tremble. Finally, she starts, "Well... you remember how Riley got me that dating app wristband thing for my birthday?"
He nods.
"Well, it was more than just a dating app. I-it is like some sort of kink thing. The wristbands... they can't come off and when you try it electrocutes you."
He gives her a confused look and asks, "Electrocutes you? What the hell?"
"And it... it forces you to do things. When you refuse to do what it says or lie to it, it either shocks you or 'punishes' you by sending very private stuff to people."
His face grows more concerned as he walks closer to her. He questions, "Is that what you're wearing now? What kind of private things? Are they scamming you for money or something?"
She looks down at her face, mortified as she prepares herself to speak, "No... sexual things. It made me record a video of... touching myself. When I lied to it, it sent the video to Riley."
His eyes go wide and his cheeks slightly redden at her words. She continues speaking.
"And it just keeps escalating the stakes for this stuff, it gets off on making people do humiliating things or admit their secrets! And... and the dare it gave me today... involves y-you."
"Me?"
Annabelle opens her phone and blushes as she says, "Don't be weird, just hear me out first... but this is what it said, okay?"
She shows him the dare she received this morning. His eyes go wide and he fully blushes, then looks up at her to say, "Wow, that's... something."
She stumbles over her words, desperate to explain herself.
"W-well the thing is whoever is behind the app has this f-fascination with the people I know that I would never do anything with! And it... wanted me to mess with you!"
"Mess with me? Is that why you..."
He trails off, his eyes clearly drifting down to Annabelle's breasts being held barely in her tank top.
Knowing she can't tell the truth that everything she did last night was of her own choice, she lies, "Umm, so, well, it wanted me to make you h-horny. So I kinda pretended to be asleep so you'd see my... anyways then it wanted me to touch myself after. So I was going to go to the bathroom to do that, but then I saw you."
His surprise and humiliation on his face is incredibly obvious, but as Annabelle looks down in shame she notices something else that is obvious- the erection growing in Michael's dress pants. He responds, "You saw me? Wh-what do you mean?"
"Do you really want me to say it?"
He looks down. Annabelle sighs, wanting to be done with this conversation. She says, "Listen, I need to record a video telling you about what I... imagined. Can you just pretend like you don't know any of what I just told you and... not be weird about it?"
"I suppose I can... but what is going to happen to you if you don't do that?"
"I don't know. I don't want to find out, either."
He sighs, "Okay. Let's just get it over with, alright?"
She nods, then turns her camera on to record as she subtly hangs it by her side, then starts to speak.
"Hey, Michael. I needed to tell you something important about last night."
"Wh-what is it?"
He wasn't a very good actor. She continues, "Don't freak out, b-but after you carried me to bed, I saw you... masturbating. I know that I was rubbing my tits on you all night so I... I watched you touch yourself. And while you did... I fingered myself."
She avoids eye contact as she speaks, but when she looks down she notices his cock has grown even harder in his pants. There wasn't any doubt this time, he was horny because of her. That thought should have made the situation worse, but instead as Annabelle really thought about everything, she too felt a slight arousal. She continued speaking.
"And when I touched myself... I imagined getting fucked. By... you."
She finally looks up at his face, but despite his blush, his eyes seem to have replaced embarrassment with something else- hunger. He roams his eyes unashamedly over her cleavage, her hard nipples, her booty shorts where she wore no panties beneath. Did he really think of Annabelle when he made himself cum last night? The app told her to be detailed, so she had to keep going.
"I imagined you pinning me down on the bed, kissing my neck, rubbing my clit, and then sliding your giant cock into me." The more she speaks, the more horny she gets and the less she hesitates with every word. His eyes look like they could jump out of his head as he stares at her.
