Rookie Undercover (Firehead)

[Soru]

TIm seems to tense a bit at your last response, apparently not getting what he wanted for that. "You know exactly what I mean, Catherine. I'm trying not to be...evil about this, but I'm not one to pass up a good opportunity either." He says as he starts to get more confident. It seems your attempts to act dumb about what he wanted was backfiring as it seemed to be making him a bit irritated. "But if you want me to just outright demand it then going along with it like I thought you would smart enough to then fine." He gives you a very hard look. "Strip." He says, commanding you this time as he seemed to be done playing games and beating around the bush.

[Firehead]

Catherine bit her lip as Tim got mad misunderstanding what she said to be her playing dumb. She'd wanted to hash out what specific acts she'd have to do and how often before she could agree to anything. Instead, he thought she was jerking him around and grown upset like she'd feared. She stood there a moment as he demanded she strip. The look he was giving her was serious and made it clear he wasn't interested in negotiations. With a sigh, she reached up and started pulling her shirt up over her head revealing herself to him a little while she worked off her shorts. Now standing in front of him in just a bra and panties, she hesitated momentarily before reaching back to release the clasp and reveal her breasts to him.

[Soru]

As you start to strip off your clothes Tim keeps up his hard look but that expression seems to falter a bit as he sees more and more skin. When you were just in your underwear he was blushing a bit and you could see a bulge in his pants. "K-Keep going." You hear the slight stutter in his voice when you hesitated to take off your bra. Once it was off he seemed to just stare at your breasts a bit. "W-Well you can at least follow orders." He said as he walks up to you before you can even reach your panties. "M-May I touch, I mean...I am going to touch your breasts." He said as he seems to hesitate before reaching up to grasp one of your breasts and lightly kneads it.

[Firehead]

Catherine trembled at Tim's voice commanding her to continue even with the way he stuttered. With her breasts now exposed to him, she couldn't stand to look at him as her cheeks burned. She jumped when she notices him standing in front of her. Without her permission, he began squeezing and kneading her breasts. Her body shuddered as she felt a hand against her flesh. Even though she had only recently gotten done with Mr. Anderson, she could already feel herself tremble with pleasure having to fight to hold back a gasp as he worked her sensitive flesh.

[Soru]

When he heard you gasp he stopped for a moment, as if he was unsure of what he just did. He gulps before he continues. "How...does it feel?" He asked, though you couldn't tell if he just wanted you to admit it or if he was unsure if this was making you feel pleasure or pain. You can't help but notice his somewhat innocence or naivety as he does this, his hands fondling your breasts while lightly tracing your nipples with his fingers. Also it seems like your breasts were a bit sensitive too, as if more sensitive after being massaged by your teacher not too long ago. Your body is heating up and you felt a wetness in your panties.

[Firehead]

She blushed as he asked how it felt. She could certainly feel a lack of experience in his handling and an excitement from him that made it clear she might be the first woman he'd seen undressed in person. Still, he seemed to have some idea of what he was supposed to be going for. Was it just something men were drawn too, or was it something he picked up from porn. She shivered when she realized her tits were overly sensitive. They'd never felt like this before even when they were being massaged by Mr. Harris' more experienced hands. "You're ahh, doing good." She blushed as she realized how wet her panties felt. Squeezing her legs together even if that might have called attention more than it hid.

[Soru]

When you told him that he is doing good his hands pick up the pace, groping them a bit more roughly and he gets more bold by pinching your nipples which send shockwaves of pleasure through your breasts. When you squeeze your legs together you feel your juices flow down your inner thighs a bit. He notices you shift your legs and his hands stop as he looks. You look down as well and you see the bulge in his pants while he is looking between your legs. He steps back a bit. "T-Take off your panties...and then sit down in the chair and spread your legs." He commands you.

[Firehead]

She started moaning louder as he began speeding up his ministrations. Her nipples hardened even as he started to hurt her a bit with the pinching. She could feel how slick her thighs were even with her panties on as they slide smoothly against each other. She gulped when he stops to look between her legs unable to help but see the bulge in his own crotch. GUlping as she heard the command he gave she could feel no way to argue her way out of this. Slowly, she lowered her panties to the floor taking a seat where he directed. Looking away she hesitated a moment not wanting to just expose herself in front of him like that.

[Soru]

As you bend over to take off your panties you glance up and notices his bulge twitch a bit as he sees this lewd action of yours. When you sit in the chair he seems to bite his lip as you hesitate to expose yourself to him. "C-Come on now, spread your legs already." He said a bit impatiently, though he wasn't angry and instead he sounded more eager. As he waits for you he unzips his own pants and lets out his cock which had become uncomfortable in his pants. You see he is rather decently sized, probably an inch above average maybe.

[Firehead]

Catherine looked away shivering as he asked her to hurry up exposing herself to him and tried to get the image of the bulge in his pants out of her head. He was clearly really into the way she was just showing herself off to him which only made her more nervous. "S-sorry, this isn't the kind of thing I usually do." Finally, she spread her legs slowly letting him see the mess that she had between her legs. She continued to not look at him for a few moments before she finally built up the courage to look at the young man she was showing herself off to like this.

[Soru]

He simply just stares at your pussy which is dripping wet and winking a bit from your own arousal. Slowly he moves over to you before reaching out and tracing a finger along your slit. "K-Keep yourself spread open for me." He said as he lightly runs his finger up and down your slit before going up and poking your clit and then lightly pressing and rubbing it as he watches your reactions.

His cock twitches and drips pre as he gets more excited from exploring your pussy. His finger soon slips into your pussy followed by a second finger. He kneels down and spreads your pussy open with his fingers as he looks at your inner flesh. "Wow..." You hear him say under his breath as he looks. He then stands up and moves a bit closer to you, his cock near your pussy. "Can I...stick it in?" He asks, forgetting that he's essentially in charge of this situation for the moment.

[Firehead]

Catherine can't believe the way her body is acting. The way her vaginal lips almost seems to be inviting him into wet, welcoming depths. Her whole body trembles and a moan is pulled from her as he merely grazes her pussy. She has to resist the urge to close her legs as he reminds her to keep herself spread. She groans as he presses against her clit, her body shaking again, and a spurt of feminine juices squirting out. "Ohh, that's too much." She whimpers hoping he might relent a little.

She seizes up as his finger enters her, and her insides grip and squeeze gently on the intruder. Clearly, some part of him realizes what her bodies reaction means as she sees his cock become only more excited. As he places his cock near, she can swear she feels the heat off of it. She bites her lip as he askes permission to penetrate her. She was far too gone to deny him, but she held back trying not to seem too eager to have a hard cock inside of her once again. "Um, y-yes, y~you can go ahead and p~put it in."

[Soru]

With your permission he moves closer to you and runs the tip of his cock along your slit, smearing some of his pre along your labia before he lightly prods your opening, teasing you for a bit longer before he pushes just the head of his cock inside of you. Then he gives a thrust and his cock pushes deeper within you, spreading you open and making you both moan. "D-Damn, you feel so tight." He groans as he just enjoys having himself inside of you, not moving as he lets your pussy massage his cock. After a bit he starts to move, at first a bit slowly as he gets used to being inside of you but only moments later he begins to speed up as he loses some control and just wants to thrust himself in and out of your leaking cunt. He leans over you, making you lean back in the chair as he rams your pussy with hard and rough thrusts.

[Firehead]

Catherine throws her head back gasping in pleasure as his cock dances against her labia. After a few moments, it's hard to tell whether the slickness is from his fluids or her own as he takes his time before penetrating her. "Oh, f~f~fu~uck!" She shouts when he finally plunges into her spasming depths which squeeze and milk his length eagerly. She couldn't believe just how sensitive she had become. It was almost like her body wanted to be used like this as she gasped and groaned beneath him. Her legs wrapped around his waist as if afraid he might pull away from her now. He didn't seem to know what he was doing though as his thrusts became less controlled as he picked up speed, but it just felt so good that she wasn't sure she even wanted him to be more skilled. Her pussy ,ade such lewd suckling noises as he thrust his length into her hungry cunt. "Ah Ohhhh~, D~don't s~stop plea~ease~!"

[Soru]

The young man grunts as your legs wrap around his waist and pull him in but he doesn't complain and he starts to thrust into you harder. "I d-don't plan to." He grunts to you when you tell him not to stop and he picks up the pace again. You felt pleasure surging through you with each thrust and there was soon more as his hands grips your breasts and roughly play with them. He doesn't stop and soon you feel your orgasm come and hit and Tim curses out as he feels you tightening up on his throbbing length. As you orgasm he pulls out of you and his seed shoots out onto your face, chest, and stomach, painting you with his sperm till he was spent. He walks back a bit and sits on his bed panting. "D-Damn, that was good..."

[Firehead]

Catherine's hands rest on Tim's shoulders holding on as if for dear life as he begins pushing into her harder. "F~fuck, ah yes~" as he picked up his pace again while also roughly toying with her breasts. She couldn't believe how good this felt. Especially her breasts which had never felt this sensitive before. What was going on with her? Still, she writhed against him pushing her hips in time with his thrusts as she helped him deeper and deeper. As her orgasm ripped through her, her cunny squeezed and kneaded his cock desperate to feel his cum filling her womb. A groan of disappointment sounds out as he pulls out of her instead pouring his seed all over her body. Catherine panted as her cunny continued to twitch and spasm. Feeling embarrassed about the disappointment she felt that he hadn't cum inside of her she just nodded. "Y~yeah, that f~felt pretty good."

[Soru]

He just nods as he rests a bit before he gets up from the bed and helps you from the chair once he felt you could stand. "Al-Alright, that's enough for now. Clean up and we can go with the other part of the deal." he says as he uses some tissues to clean his chair before he sits down and turns to his laptop. "Alright, since you don't need to be subtle about what you need to know anymore just tell me anything you would like me to look up about your case." He tells you, offering his assistance for your case.

[Firehead]

Accepting his help, Catherine stood up from the chair grabbing some tissue to help clean herself up. She had practically drenched her thighs in her own fluids as he fucked her, and she made sure to clean it up off the chair too. She started getting dressed as he got down to business. In all the chaos of her mind, she'd practically forgotten that he'd agreed to help her. "Right, yes, I'm still curious about those renovations. Would you be able to get access to the invoices the school received for those?" Knowing what the school paid for, how much they paid for it, and who they paid for it could give her a new lead.

[Soru]

"Hmm...I could try, but that might take a while." He said as he types on his laptop. "I can't do it now, but tomorrow when the school's servers are having to deal with the daily traffic I might be able to sneak in without being noticed. However if they keep them off server or as hard copies then that'll be a problem." He says before turning to you and he looks you over as you are still naked. "A-Anyways, come back tomorrow around this time for an update...Though if you want to stick around a bit longer, that's fine too."

[Firehead]

Catherine nodded, "Sure, it'll be disappointing if I can't get it, but I'm sure there are other things that would be useful." She'd have to think about what to ask for tomorrow if there wasn't any sign the school kept electronic records of its invoices. She blushes as he looks back to her standing there naked in his room and offering for her to stick around a bit longer. "Sorry, I gotta do some studying tonight. I can't fall behind and have the school taking note of me." She grabbed up her clothing making sure she didn't leave anything behind as she got dressed and excused herself. "I'll see you tomorrow then. Good luck finding those records."