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Chapter 14 by Closer11 Closer11

Who is it?

A male guard.

Standing near the entrance of your room is a handsome male guard. He seems to be in his early twenties, maybe even younger, and has curly brown hair that reaches just past his ears. Your post-orgasmic brain however sees nothing but the slight bulge in the man's pants. "Enjoyed what you saw, huh! I'm sorry for the inconvenience, but I'm just a very horny woman. It's going to take at least another hour of this before I'm done, unless you want to help me." you say seductively. The man, with his pokerface still on, simply nods. "Understood. I will inform the head officer of your condition and we will keep it in mind. Have a good day." the man says, before turning around.

All the alarm bells go off in your head. No, no, no, no! He's supposed to fuck your brains out, not leave and inform everyone about how much of a slut you are! You get up from the bed. "Stand still, that's an order." you say strictly. And just like that, the man stops dead in his tracks. He turns around. "Do you have permission to give orders? Excuse me. How can I help you ma'am." he says. That's much better, you think to yourself. "I want you to stay here until I'm not horny anymore." you tell him. For a split second you see a pained expression across the man's face, before he returns to his pokerface. "As you wish, ma'am." he says. You climb back onto the bed and reposition the dildo at the entrance of you cunt.

"Oh, and feel free to take off any hindering clothes, like those strangling your dick right now." you add, before pleasuring yourself for the second time that evening. "Is that an order, miss?" the young man asks hesitantly. "It wasn't," you respond, "but I'll make it one. Strip for me. Now." Slowly but surely you watch the man take off more and more pieces of clothing. "I haven't even asked for your name." you say. "What is your name, handsome?" The man, now standing in just his undies, doesn't immidiately respond. "Uhm - sorry, I didn't catch that. You asked for my name?" he says. You sigh. "Yes honey, your name. What is it?" you reply. Nothing's left of the man's once impenetrable emotional barrier. "Jacob. Jacob Harrington." he stutters. You smile. "Nice to meet you Jacob. My name is Margret, and you're going to fuck my brains out."

Jacob takes a step back when you say this, but quickly recovers. "I don't know if I can do that. I will have to ignore direct orders for it, but I won't do it." he says. You had expected some more enthusiasm. You were a beautiful young woman asking a handsome British gentleman to fuck her and he declines. "Why so foolish all of a sudden? I'm giving you the opportunity to have sex in the boss's time! With me nonetheless. What's keeping you from it?" you say. He shakes his head. "I have never had sex before and I'm keeping it that way until my girlfriend is ready for that kind of relationship." he says resolutely. Your lust-addled brain starts to put the pieces together, but you can't help but give it one last shot.

"You want the first time with your girlfriend to be special? let me show you how to make a woman feel special. Come over here." you say. Reluctantly, Jacob walks over to the bed. "You have kissed before, right?" you ask him. He nods with a confused look. "Okay, just checking. So, let's begin. Sex is more than just penis in vagina bang bang bang. It already starts way before that. Make sure the setting is right. Don't go overboard romantic. Don't make it too dark, if she's beautiful and you want to make her feel good you're going to want to be able to see her face. You got that?" you ask Jacob. He nods. "Good. So, not too dark. Make it romantic with words. Most women love compliments, and if they make her shy that's just because it's making her horny. You don't have to try it on me, but think ahead of time. What is the best part about your girlfriend?" you say, mindlessly circling the head of the dildo on your clit. "Uuuuhm. She's so perfect, it's hard to choose. She's caring and funny. She's always there for me. That's probably the best part." he says, happy with his answer.

"Okay. That's nice and all, but it won't get the juices flowing. What do you like touching the most on ber body? Does she have great boobs?" you ask him. "We have only been together for a year. I have only briefly seen her naked breasts before when she was changing. She has beautiful hair though." he says. You shake your head. "Alright, do what you feel will get her in the mood. Next on the list is the touchy phase. This is where things get a little more hot. Do you prefer boobs or ass?" you say. Jacob shrugs. "I would say boobs. But she has a very nice bubble butt too."

"Whichever you feel like when it happens, go for that one. We're doing boobs now. Touch my boob." you command him. "Uhm, are you sure? You're not even wearing anything over it." he says. You grab his hand and place it in your breast, drawing a little yelp from Jacob. "Hold it. The trick is to keep her stimulated without drawing too much attention to any one action. Just move it around a bit, softly kneed them, play with the nipple a bit. Yes, just like that." you say as Jacob follows up on your advise. "Very good. Make sure there's no silence. Either you need to be talking dirty or she needs to be moaning." you instruct Jacob. You give him some time to adjust before continueing.

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