Jack: Emily, can I tell you something? Emily: Sure, what's up? Jack: I have a little confession. Emily: Okay, what is it? Jack: I have this fantasy where you humiliate me and tell me how small my penis is. Emily: Jack, I'm not sure about that. It doesn't seem like something that would be fun for either of us. Jack: But please, I need it. I'll do anything for you. Emily: I don't want to hurt you though. Why does this turn you on? Jack: It's just something I've always been into. Please, can we just try it? Emily: Alright, I'll try. Just promise me you'll tell me if it goes too far. Jack: I promise. Emily: (hesitantly) Alright, Jack. Your penis isn't even worth mentioning. It's so small, I can barely even see it. Jack: (moans) Keep going, Emily. Emily: It's just so pathetic, I can't even believe it's there. Jack: Yes, Emily! That's it. Emily: (getting into it) What kind of man has a penis that small? You're nothing but a little boy. Jack: (breathless) More...please. Emily: You're not even worth having sex with. I'm surprised you've been able to keep me around this long. Jack: (in ecstasy) Yes, Emily! Thank you, thank you. Emily: (smiling) I didn't know if I could do it, but I think I'm getting the hang of it.

Emily: You know, Jack, I can't help but think that your roommate Jax probably has a bigger cock than you. Jack: (shocked) What? Why do you think that? Emily: Well, Jax is always talking about how he has a BBC. I mean, it's gotta be bigger than yours, right? Jack: (embarrassed) I don't know. Maybe? Emily: Pathetic. I bet Jax is getting more action than you are with his big black cock. Jack: (defeated) Please, Emily, can we stop talking about this? Emily: (laughing) No way. I'm just getting started. Maybe I should go see Jax tonight instead. Jack: (angry) Hey, that's not funny. Emily: (teasing) What's not funny, Jack? The fact that your tiny dick can't satisfy me? Jack: (upset) Please, just stop. I can't take it anymore. Emily: (smiling) Aww, poor baby. Maybe I'll go find Jax and show him what a real man feels like. Goodbye, Jack. Jack: (heartbroken) Emily, please don't go.

Jack: Emily, please stop. I can't take it anymore. Emily: (smirking) What's wrong, Jack? Can't handle the truth about your little friend down there? Jack: (ashamed) No, please. This isn't fun for me anymore. Emily: (laughing) What happened, Jack? You were so turned on a second ago. Jack: (upset) I don't know, okay? It's just a lot. Emily: (sighing) Fine, I'll stop. But you owe me big time for this. Jack: (grateful) Thank you, Emily. I really appreciate it. Emily: (noticing something) Wait, what's that on your pants? Jack: (embarrassed) Oh no, I'm sorry. I didn't mean to. Emily: (disgusted) Ugh, Jack. I can't believe you came in your pants just from talking about how small your dick is. Jack: (apologetic) I'm sorry, Emily. I can't help it. Emily: (annoyed) Well, go clean yourself up. And don't let this happen again.

Jack: (hesitantly) Emily, can we do that roleplay again? Emily: (annoyed) Jack, I thought we agreed that it wasn't fun for you anymore. Jack: (pathetic) But I need it, Emily. I can't get off without it. Emily: (frustrated) I can't just keep doing this for you, Jack. It's not healthy for our relationship. Jack: (worthless) I know, I know. I'm sorry. I'm just so messed up. Emily: (sympathetic) Look, Jack. Maybe we can find another way to help you with this. Like therapy or something. Jack: (hopeless) Therapy won't help. I don't think anything will. Emily: (firm) That's not true, Jack. We just have to keep trying. Jack: (resigned) Okay, fine. But I don't know how much longer I can deal with feeling this way. Emily: (supportive) We'll figure something out, Jack. I promise.

Jack: (determined) Emily, promise you won't be mad at me. I have something to show you. Emily: (curious) What is it, Jack? Jack: (embarrassed) I've been doing some research online and...I bought a chastity belt. Emily: (shocked) What?! Why would you do something like that? Jack: (hopeful) I thought it might help us with our roleplay. And it'll keep me from coming too soon. Emily: (disappointed) That's ridiculous, Jack. I can't believe you'd go to such extreme measures. Jack: (defeated) I'm sorry, I just really want to make this work. Emily: (in denial) It's not going to work, Jack. This is just getting out of hand. Jack: (pleading) Please, Emily. Just give it a chance. I'll do anything for you. Emily: (sighing) I don't know, Jack. This seems like a step too far. Jack: (desperate) Please, Emily. I'll do whatever it takes to make you happy. Emily: (uncertain) Alright, fine. But we're going to have to set some ground rules. Jack: (grateful) Thank you, Emily. You won't regret this.

Emily: (tipsy) Alright, Jack. Time for our little roleplay. Let's see what this chastity belt can do. Jack: (nervous) Okay, Emily. I'm ready. Emily: (mocking) Of course you are, cuck. You're nothing but my pathetic little slave. Jack: (turning red) Yes, Emily. I'm your slave. Emily: (laughing) Good. Now put on this lingerie. It's much prettier than your plain underwear. Jack: (uncomfortable) Emily, do I have to? Emily: (angrily) Yes, you do. Now be a good little sissy and put it on. Jack: (sighing) Okay, okay. I'll do it. Emily: (taunting) Look at how ridiculous you look, Jack. It's no wonder you can't satisfy a real woman. Jack: (sad) Please, Emily. Can we stop? This isn't fun anymore. Emily: (smirking) Oh, poor little Jack can't handle a little humiliation? Maybe you're not cut out for this after all. Jack: (desperate) No, Emily. I can take it. Please, just don't stop. Emily: (laughing) That's what I like to hear. Now get down on your knees and beg for my forgiveness.

Emily: (smiling) Alright, Jack. Now that you're all dolled up, let's have some fun. Jack: (nervous) What are you going to do, Emily? Emily: (taunting) Just sit back and enjoy the ride, tiny dick. Jack: (embarrassed) Please, Emily. I can't take this anymore. Emily: (ignoring him) Now, let me just tie you up and blindfold you, so you can't escape my little game. Jack: (confused) Emily, what are you doing? Emily: (mocking) Oh, don't worry, Jack. You'll see soon enough. Jack: (panicked) Please, Emily. I don't like this. Emily: (amused) Aww, poor baby. Can't handle a little domination? Jack: (whimpering) No, please. I'll do anything you want. Emily: (smiling) I know you will, Jack. That's why I'm going to have some fun with you. Jack: (terrified) Please, Emily. Don't hurt me. Emily: (taunting) Oh, don't worry. I won't hurt you too much. I'll just keep reminding you how small and worthless your penis is. Jack: (defeated) Yes, Emily. I'm worthless. Emily: (laughing) That's right, Jack. You're nothing but a little sissy boy who gets off on being humiliated by a real woman.