Surprises You

You sigh, and take a deep breath. You see the door open, and Natalie enters. You try and fake a smile, but it’s difficult. You have expectations that are the lowest of the low and you’re anticipating an absolute demon based on what the other girls have said about her. She sounds evil, as if a total demon spirit in your head. The slight little smirk she has as she enters doesn’t help settle the mind any either.

Natalie is probably the most attractive of the girls visually, other than Emily. She’s average height, blonde hair, blue eyes, kinda like Madison who you would put third on your list probably. Nothing against Valerie and Katie of course either though who are both pretty cute, and you can see why Danny and Mason like them. Just… Natalie stands out a little bit, though you can’t seem to place why.

Maybe it’s her more vibrant and bright clothing, maybe it’s that she has a tiny little bit of sparkle in the little bit of makeup she does actually use, maybe it’s just the outgoingness and confidence about her. You can’t even say it’s her boobs or butt size. Even if she might be a little bit bigger than Emily there, it’s certainly far from an implant or unnatural look, and it’s not like she’s *that* much bigger. Besides, you’ve never even really been overly attracted to the big boobs and butt looks. They make girls look fake or phony or like they’re trying too hard. Implants, enlargements, whatever the case, none of the 5 girls have it and you think that’s a good thing, it makes them look more normal and all of them a little bit cuter to you.

“So… That was fast. Only a matter of time until Danny and Anthony find out that you’re getting cock blocked by five of the hottest girls on campus and they have to take over. If they haven’t already figured it out themselves.” You wince a little bit at the thought. She chuckles. “I bet you don’t get rejected very much, do you? Any girl you want to go down on you probably would do so very happily whenever you want. Any girl you want to lick it like a lollipop would probably get you off whenever you feel like it. Am I right?” She asks. You shyly shake your head no.

“I mean, I’ve never asked…” You tell her. She looks confused.

“So… You’re telling me you’ve never asked a girl to screw you before? What about told a girl to? Demanded it? **** it?” She asks you, but you quickly reject the thought much more confidently.

“Oh no, no way. Of course not. I would never do anything like that, I promise.” You say, rejecting even the thought or idea of making a girl do something with you that she didn’t initiate first.

“Has a girl ever asked you to screw? You’ve still had sex before obviously. How’d it happen?” Natalie asks, forcing you to blush a little bit embarrassed. “Come on, it can’t be that bad, surely.”

“I… Um… I haven’t.” You reveal. Natalie gives a suspicious, questioning look.

“What’s that supposed to mean?” She asks, looking for verification.

“It means… I’m a virgin. I’ve never had any sort of sex with anyone. I… Haven’t even gotten close. I’ve never been naked with a girl before Emily put this cage on me, and I’ve never been with a naked girl ever. The closest I’ve gotten is a bikini at the beach.” You explain embarrassed. Natalie immediately looks shocked.

“You know you can refuse to answer questions right? That’s better than lying. You shouldn’t be lying or making stuff up- but… Why would you lie about that? That’s a bad thing?” She thinks out loud to herself. “You’re not lying are you? You’re serious?” She asks in disbelief. You nod.

“I haven’t. Before the Chastity Cage, I had never been naked around a girl, and I have still never been around a naked girl my age ever.” You tell her. She sighs, and looks down, not quite in regret but in… maybe disappointment?

“So you’ve never had a girl give you any sort of pleasure before? Not even a blowie or a footie or a handie?” She asks, even though you already answered her question.

“Kinda hard to do that when there’s always been two layers of clothes between a girl and my cock.” You tell her. She shakes her head.

“Well she could still do it through the clothes… A girl ever bounce on your lap before?” She asks, still pressing.

“Nope. No part of any girls body has ever physically made contact with any part of my body in a pleasing manner, way, position, action, etc. of any kind.” Natalie takes a step back.

“Did you just say NO body part?” She asks, almost as if not quite horrified, but almost disturbed.

“No body part. I’ve tapped a girl on the shoulder a couple times to try and let her know I’m walking past her and need her to move out of the way gently, but that’s the fullest extent I’ve broken the touch barrier.” You tell her, still kinda embarrassed.

“WHAT?!?!?” Natalie freaks. “That’s not possible! You’re a guy! You’re 19! You’re not 10! What were you doing all last year! What were you doing in High School!?!?!” She asks. You shrug.

“Playing sports, video games, studying for classes, homework. Same as my friends.” You say nonchalantly. Natalie closes her eyes and shakes her head.

“Lucas you’re not allowed to lie to girls here, you know that right? You don’t do that. That’s wrong. Do you hear me?” She tells you. You nod calmly.

“I’m not lying. I’ve never been on a date, had a kiss, had a girlfriend, had a first time, asked a girl out on a date let alone a girlfriend or to screw before. Nothing like that at all.” You reply. Natalie looks at your caged dick and sees it still and calm. Not bobbing around, twitching, swaying, anything, as if it’s being good staying in its cage. She sighs, before shocking you and making the decision to unlock your leash from the wall, before she sits down in disbelief and shock.

“You’re… Not gay are you? Like… You’re attracted to girls, right?” She asks, trying to sound calm.

“Yeah. Totally straight, totally think girls are cute. Definitely not attracted to guys like that. Though I will say I’m not a huge fan of the big butt or big boobs look. So I can appreciate that you five are all natural.” You add in for extra credit.

“Why then? Why haven’t you screwed 10 girls? Why haven’t you been on 25 dates? Why haven’t you… Been a boy? Done boy things?” She asks almost worried. You chuckle.

“I mean, I do boy things. I play sports and video games. I always have been a boy and always will be. Even when my dick is locked in this cage I still have one, it’s not just disappearing or going away ever. I just haven’t gotten involved in girls.” You shrug.

“Okay, fine. So you’re a teenage boy who’s never had a girlfriend, never had a first kiss and never had his dick touched by any female body part before, but you’re straight, and you’re a real life boy, living, in the flesh, in modern times with internet and television. Okay… Okay…” She takes a minute to calm down and relax.

“Exactly right.” You reply. She takes a deep breath.

“Okay, how about this. If you could fuck any girl on earth right now who would it be?” Natalie asks. You’re a little caught off guard by the question.

“I have zero idea. I can’t say I’ve even remotely thought about it before. I dunno. I mean… It would be weird to screw a girl I wasn’t friends with. But it would also be wrong to screw a girl I was friends with that had a boyfriend other than me already and I wouldn’t want to do either of my friends like that. So I’ll just say I refuse to answer that question and move on.” Natalie looks at you shocked at your invoking your refusal on that question. To her, it’s a simple question. Name some famous actress or movie star you think is hot and there’s your answer.

“Seriously… You’re okay with talking about how you haven’t screwed with a girl before but you’re not going to answer if you could fuck any girl on earth who would it be? You couldn’t even just say a hot movie star like Margot Robbie or a hot singer like Ariana Grande or something? Heck, even a famous woman athlete like a Caitlin Clark even since you’re so into sports and all?” She asks you. You chuckle.

“I’m not really attracted to famous people like that that I’ll never get the chance to meet. I can think they’re cute or whatever, but I just don’t think about them as being attractive or sexy or whatever. I certainly couldn’t imagine having a crush on them or loving them enough to take them to bed.” You tell her. She takes a deep breath.

“I think I’m getting dizzy.” She starts. She closes her eyes and leans her head back against the neck of the couch. You sit patiently and wait for her next question. “Okay… If you were with a girl, hypothetically, do you think you would be the more submissive one or the more dominant one of the two of you?” She asks.

“I’m not sure. Depends on the girl. If she were naturally a bit more passive, maybe I’d be a bit more dominant. If she were a little bit more assertive I’d probably lean more submissive I guess. If I liked her enough I would be what I needed to be probably to make her happy and comfortable and feel safe and enjoy whatever she wanted to do.” You tell her. She rolls her eyes.

“That’s a cop out answer. What if you were with Emily for example. She’s your, um, girlfriend, now right?” She reminds you. You’d almost forgotten with everything else going on.

“Oh yeah, that’s fair. I’d kinda forgotten about that. I guess for the any girl I’d like to screw question I should have said her maybe shouldn’t I? Well, and as for how I’d be, even if I don’t like everything and it is a little bit scary and worrying some times, I do think I’d be more submissive to her just because her personality seems to be more geared towards being more dominant and she seems to like and enjoy that more if I had to guess, but I don’t know her enough to say that for sure yet.” You say, as Natalie finally nods, satisfied and content with one of your responses.

“So what do you actually think of Emily anyways? I know that based on your answers she’s the one who took charge and took the lead on asking you out and everything, but you agreed, so you must like her at least a little bit no?” She asks, following the trend of the previous three girls as well.

“You know all 3 of the other girls have asked me that same question?” You bring up. “Anyways, I think she’s cute, but I more or less felt **** to agree to be her boyfriend and I don’t think she actually likes me, I think she’s just using it to control me and punish me and it’s not an actual regular, normal relationship.” You tell her. Natalie looks confused.

“So you’re saying you think your girlfriend doesn’t like you and you think she’s cute but being her boyfriend feels like a punishment and a form of control?” Natalie’s outgoing, confident demeanor she’s somehow managed to carry with her even despite some of your previous answers fades. She sighs kinda disappointedly, the dominating, commanding aura now seemingly human and average just like any other girl. She’s pretty deflated and disappointed. She looks at you worried, and slightly sad. “Did we screw this up?”

“No. I mean… I don’t know how you could screw something up that wasn’t already happening or wasn’t already a thing before this.” You explain. In response, she shows a little bit of emotion. She’s not quite crying or anything, but you can tell she’s upset.

“I mean… If we didn’t do all of… That.” She says pointing to your caged cock and the balls that are still leashed despite not being tied up to the wall. “Do you think you’d like her more? Care about her more? Respect her more?” She asks.

“No. I don’t think it would make any difference. This stuff is just all physical. It doesn’t really change what I think or do or say. I’ve still got the same brain and the same eyes and ears and everything else. I still see everything the same way. All it does is just take my ability to get hard, that’s it.” You reply, as she forces a soft smile, glad that it’s not those things that are impacting your opinion. “If anything, it honestly subconsciously maybe frames her in a more sexual way in my head because it makes the connection between control of my dick and her so if anything it maybe adds a little bit of sexual tension that wouldn’t have been there otherwise.” You say, as she smiles a little bit, feeling a little bit more positive after hearing your feedback.

“Then… What exactly is it that makes you feel so hesitant about her? Why do you feel so discouraged?” She asks you curiously. “If it’s not because the Chastity Cage… What else could it be?” She asks.

“Mostly the fact that she kept on saying stuff about how this is only temporary and after summer break in three months it will be like none of this ever happened to her and she kept on telling me that it’s just because boys treat their girlfriends better than regular girls or their friends who are girls so she’s using the position to try and create artificial expectations and make me behave better faster because she thinks that by me being her boyfriend that I’m less likely to disappoint her if she’s my girlfriend.” You explain to her. Natalie rolls her eyes. She looks at you with a fiery, intense look in her eyes, one that you were expecting the whole time, but hasn’t come out until now. You look back expectantly.

“Don’t buy any of that bullshit, Lucas. I’m being serious. She’s not going to waste her first kiss or her first time or her first experience with a boy or anything like that on a boy that she doesn’t like. She’s not going around locking up every random guy she sees on the street in a cock cage. She’s not walking up to random dudes telling them she’s going to tie up their balls so they can’t get away from her. She’s not going around proposing the idea of being a boy’s girlfriend just for the sake of control. And while I can understand your skepticism and hesitance given you don’t know her as well as Valerie and I do- I will tell you she’s not like she is around you with any other boys. If she genuinely didn’t care about you at all, she’d toss you to the side. Let you go right away. She wouldn’t have even taken you back here to the hideout maybe even. If she did she just would have used it to scare you and tell you not to mess with the girls and let you go. She doesn’t want to waste her energy on a boy she doesn’t like. Just remember that. Even if it may seem like she hates you some times… The reality is she doesn’t hate you at all. Even if she says it, she’s just claiming to. She doesn’t hate you. Or anyone for that matter. She may say or do things that make it seem that way. Some things may suck. Some things may hurt. Just promise me and Valerie that you won’t let those things get in the way of giving her a chance later. You’re the only boy that she’s let have a chance to win her heart. I think part of her strength is in her protection and her guardedness and her walls being up and not letting anyone in. She’s confident because she has nothing that can make her lose her confidence in herself. She’s not like me. I simply don’t care what other people think. If you told me I was ugly, I would laugh, tell you you’re a fuckin stupid ass idiot and then tell you you’re clearly wrong, don’t know what you’re talking about, and growl at you to try and scare you a little bit. That’s just how I am. I also like being dominant and in control of situations and being able to make my own decisions and I highly value independence, exploration, adventure, those things.” She takes a breath finally, as it seems like her monologue is close to over.

“Just… Listen, be respectful, be a good boy, do what she says, all that of course. Obviously. That goes without saying. She is in charge of you for the summer, you don’t really have much of a choice now. But don’t let it discourage you from liking her back or getting feelings for her or thinking about her as your girlfriend. If she’s your girlfriend for only three months and she does choose to break up with you at the end of the summer, then enjoy these three months while you have them as much as you can. Don’t just waste these three months going through the motions worrying about a relationship that you feel you need to keep up that will only build up animosity and toxicity.” She stands up, grabs your balls and gives them a light, gentle squeeze as she looks up at you with a serious look on her face. “Got it?” She squeezes tighter until you finally nod and say mhm.

“DING!” The alarm goes off on Natalie’s phone, indicating that her hour has passed. She attaches your balls leash back to the wall, and shakes her body a little bit giggling trying to turn you on a little bit with a shimmy and shake as she walks out the door, leaving you with just a little bit more discomfort than she entered to, but still far less than you were expecting. You take a deep breath of relief at having Natalie’s hour over and done with with no real consequences besides the little bit of ball soreness from her grab at the end and the little bit of discomfort from her teasing your caged cock as she left the room as it strained against the cold hard steel case surrounding it and limiting its growth, redirecting your attention back to that away from your thoughts about whatever Emily’s mental and emotional game may be to the physical control element she has over you.