___
Jack: It’s not like that. We’re just talking again and don’t want mom to know.
Rita: Yeah right. You don’t have to lie to me, Jack…
Rita: I mean, I sent you pictures of both my tits and pussy. You know you can show that to your mom and get me in trouble if I tattle.
Jack: Nothing’s going on, I swear.
…
***
Three dots of Rita typing something remained at the bottom of the screen for a very long time. So long, Jack thought about switching to the next conversation but then it came in.
___
Rita: Okay, I’ll be honest with you. I know I’m your aunt, but Jo is your sister and that’s worse! And I know you’re attracted to me, even if you trying not to be. And when I thought you were talking about me yesterday, and thinking you wanted to share me and your mom with you… Oh God Jack, it really made me hot and horny! I can’t believe I’m telling you all this, but I was totally willing to give up all my boy toys right then and there and just jump your bones! And I keep hearing things from your Mom and Naomi that just makes me so hot I have to masturbate myself into a frenzy! And I’ll just tell you what I thought you were telling me yesterday. That you wanted me, that you wanted me all to yourself, and that you wanted multiple women all to yourself. At the time I thought you meant your Mom and maybe Naomi, but now I see you mean Jo, your own sister! And I’ve thought about it, Jack, I’ve been thinking about it since we talked last night. And, if you want me to, I’ll do it anyway, Jack. I know it’s crazy, I know I’m your aunt, but I want it, for both of us.
***
Jack felt a bit dumbstruck as he read that wall of text. He had a feeling that Aunt Rita felt taboo feelings for him, she did jerk him off and send him naughty pictures of herself, but he didn’t know how far it went. He wasn’t sure entirely what she was saying though, not specifically anyway…
___
Jack: What do you mean, exactly?
Rita: Ugh, don’t be dense, nephew…
Rita: I mean, I want to do what I thought you said. Even though it’s not what you meant. 1, I want to be one of your women. 2, I want you to be my one and only man 3. I want to help you grow your harem
***
Jack blinked at that. He really didn’t know what that meant.
___
Jack: What’s a harem?
Rita: Mmm, you know what? I’m going to leave work now. I’ll tell you when I get home. 😉
***
Jack gulped. Though Jo was way more sexually experienced than he was, she didn’t intimidate him nearly as much as his aunt did. His dick was rock hard now though. All he knew at that moment is that was one more thing he couldn’t tell Jo about…
The last three messages were from his Mom, Rose, and Dr. Naomi. Jack picked the one that seemed least intimidating.
___
Mom: Hey, sorry again for going out of control…
Jack: No, it was my fault. I just really wanted to kiss you and made something up to do so.
Mom: That’s…actually kind of sweet. Thank you.
Jack: You’re welcome, Mom.
Mom: Did you enjoy today’s, um, session or whatever we should call it.
Jack: Yeah, I really like when you danced to the music. It was very sexy.
Mom: Oh? I was actually concerned that I, um, behaved a bit…slutty.
***
Jack thought for a moment to write, “It was slutty Mom but it was also super hot!” But realized that wasn’t the right way to talk to his Mom right then.
___
Jack: No, you weren’t Mom. I just thought it really helped.
Mom: Oh good 🙂
Mom: I’ll have to learn to dance better for you…
Jack: You were great today Mom.
Mom: When do you think you’ll need that again?
***
Jack’s cock was rock hard from talking to his aunt, now it felt like it was even harder somehow. He considered telling Sara that he needed it again right away but decided if he pushed her too much it probably would only drive a large wedge between him and his mother.
___
Jack: Um, I think every other day is probably fine.
Mom: Oh, okay. I’m glad we’re doing that part right.
***
They then chatted about some inconsequential stuff and Sara asked what Jack wanted for dinner but he wasn’t sure. Once that was done, Jack didn’t really want to talk to Rose still so he moved onto the only other one.
___
Naomi: Hey Jack! You jerk off on your mom yet?
Jack: No
Naomi: There you go with your one-word responses again. Are you lying to me?
Jack: Yes.
Naomi: HAHA! I KNEW IT! How was it? Did she cum again?
Jack: I think so.
Naomi: Give me every detail!
Jack: No.
Naomi: Hey, stop with the one-word responses. It drives me nuts. Like what are you trying to say, really.
Jack: Nothing.
Naomi: Ugh, fine, be that way. See if I care.
Jack: OK.
***
Jack wasn’t sure why he was being mean to Naomi but figured it might have something to do with how much she intimidated him. He clicked on the last message.
___
Rose: Thanks again for letting me sit with you. I still don’t think you and your sister should be making incest babies in your basement though…
Jack: How do you know about that?
Rose: Clara told me. And then I got Jo to tell me. Also, you just told me 😛
Jack: Is that all you wanted, to tell us not to do it anymore?
Rose: No…I guess I was thinking about what you and your sister talked about.
Jack: What about it?
Rose: Well, I figure you and Jo both need a person to date, and you’d probably prefer one who is cool with your relationship with your sister, right?
Jack: I mean, when is that going to happen?
Rose: It would if it’s me! I mean, I already know all about you two.
Jack: Well, I still don’t want to date you. AND you just said you DON’T approve…
Rose: Well…maybe I would approve IF you would date me.
***
Jack considered this. He thought about what his aunt said about giving up others so she could be with him. Something Jo already did without a second thought…
___
Jack: I don’t know Rose. I said before I don’t want to be your boy toy. And I won’t do anything without Jo’s approval.
***
Though as soon as Jack sent that message, he realized that really wasn’t the case. He thought about his teacher, Beth, most of all. Hmm, I’m just going to have to slowly ease Jo into the idea of me dating other women. I don’t know if she’ll be that approving, especially with what I’ve done with Mom, but I can’t lie to her forever…can I?
___
Rose: I won’t break up with my boy toys until you tell me we can be together! If you’re just playing a trick, it would be hell to pay to force me to break it off with everyone for no reason!
Jack: I’m pretty sure you can get them back. As you said so yourself, you’re one of the hottest girls in school.
Rose: Oh, now you’re saying that! Fuck you and you’re mixed messages!
Jack: Haha
Rose: Yeah, yeah, okay. Well, what do you think about my proposal?
Jack: I think that, maybe, if you were the last woman on this planet…
Rose: Oh my god, you’re awful!
Jack: I think I get it from you…
***
Jack realized that maybe Rose could help him trying to balance multiple women, but he knew he couldn’t be too direct about it.
___
Jack: So, how do you keep so many boyfriends anyway?
Rose: What’s it to you?
Jack: Just curious.
Rose: Um, it’s just casual dating. You’d probably know more about it if you, you know, dated anyone. I go on a date, sometimes we screw, and then tomorrow I go out with the next one. They’re all doing the same with the girls they date so who cares?