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Chapter 7 by Alostsoul Alostsoul

So then do you win or lose?

You win, you cum!

As Sam speaks the word you ease yourself into the fleshlight. You gasp, stoping before you can even enter more then your cockyhead inside the masturbater. The inside walls is tight, squishy, and lined with all sorts of ridges, bumps, and rubber protrusions. The instant the head of your penis touches the entrance you feel them all, ever last one. It’s all so overwhelming, even the fleshlight you had at home is nothing compared to this-this monster! You breath deep, then breath out. Taking a minute you just hold still at the entrance, you need to mentality prepare yourself for this.

“Oh I almost forgot!” Sam says excitedly, as if he just remembered he had an extra present from Christmas he forgot to open.

The femboy then taps a small button on the side of the fleshlight, and suddenly vzzzzzzzzzz it comes to life with vibration!

“Mrrrarrowww!” You make a sound much like a cat who just got his tail stepped on as the vibrations make the feeling of fleshlight ten times as intense.

With only your cock head still in the entrance, the vibration causes a ticklish, teasing, sensation to **** your sensitive head. Right now it feels like your getting the worst palming of your life! Okay bad move, bad move you have to pull out!

“Oof yeah that probably not the best place to rest your cock Shade, unless your into some hardcore teasing.” Sam says giving you a sympathetic look as you yank your cock away from the masturbater.

Panting from the accidental head **** you just gave yourself, Sam gives you a few comforting strokes over you back.

“Heh, you want to try that again kitty, it’s still green light.” Asks Sam still holding the flesh light at the ready for you.

You frown at the strawberry blonde, his sympathies seeming a little to much like pity for your liking. Yet pride aside you did want to try again. You aren’t going to give up before the game has even begun! Besides, though your first taste of the sensations of the fleshlight was uncomfortable, you can tell it can promise great pleasure if you just slip inside.

So after lining your cock up with the hole again, which is half erect at this point. You quickly shove it in with one swift motion. With you now fully inside you feel your cock melting in pleasure. Pulling back a little bit, you can feel all of those ridges, and bumps slide across you shaft. It’s a pure delight, a symphony of ecstasy for your dick. Slowly you pull back, letting every indent, and bump dance over your cock, before you slide your self back in. You start thrusting back and, forth, back and, forth, back, and-

“Red light!”

As soon as you hear the two words as you you freeze. Stopping in place you ceases all movement. Dang it! Just as you’re about to get in to a rhythm Sam shuts you down! Is he really going to be this aggressive this early on?

“Ohhh so sorry kitty were you just getting into it, my bad.” Sam teases, as he flashes you a devious smile.

You press your lips together as you make an annoyed expression at the femboy.

“Hey I can’t make this to easy for you kitty there’s no fun if there’s no challenge, green light!” Says Sam as he again gives you the go ahead.

Starting to thrust once more into the fleshlight, you cautiously try to form a rhythm again. Keeping one eye on Sam at all times, you press your dick into the tight vibrating hole over, and over. Learning quickly, you realize you don’t have to go to fast to get a lot of pleasure from the masturbater. The slippery friction from the soft inside of cylinder, paired with the heavy vibration meant even at a slow steady pace your arosual was building quite quickly.

“Redlight!”

Again you stop. This time it feels even worse to, you just want to keep thrusting. Yet you don’t, you can’t, you stay still like a good kitty. Like last time Sam is stroking your back, his gaze focusing on your as stain to keep still. He wets his lips watching with admiration for how well you were doing so far, as well a little sadistic satisfaction at seeing you stain, as you try to endure this ****. He can see the ache in your muscles, and your mind as you hold your self back. How you try to fight that compulsion for more pleasure. You are simply a work of art, a display of pure eroticism, and struggle. A perfect mixture of sex, and hardship. Just looking at you turns Sam on you quite a bit. He smiles, thinking how lucky he is to have you as a pet. You’re both a tough boy as well as a pretty one, HIS tough boy, HIS pretty one....

“Green light!” Sam says, watching you intently as you start moving again.

The cogs in Sam’s mind start to turn as you resume. It’s time for him to get a bit more tricky. He needs to try something that will catch you off guard if he wants this game to not get predictable. Observing you pleasure yourself he thinks it over. Then he’s hit by inspiration, and for a split second a devious grins crawls across his face.

“You know I should probably tell you a little bit about myself since we are going to be spending a bit of time together.” He says like you aren’t pleasuring yourself with a toy in his hand right now.

Your suspicious. Why is Sam telling you this now. Is it an simple attempt to open up, or is he trying to distract you? Either way you keep fucking the masturbater while keeping on eye in the femboy. Though this is kind of challenge to do, as the tight wet hole makes you again shutter in pleasure. At any second you feel you can lose yourself to this feeling, and drop your guard. Yet Sam doesn’t seem to care as he starts to ramble on about himself.

“I’m 21, I’m sort of an expert in anything lewd, pictures, videos, audio, stories I do it all really.” Says Sam with a proud look on his face, seemingly very happy to talk about his porn career.

Wait does this mean that Sam’s some sort of famous pornstar? No that can’t be right you’d of heard of him, or maybe you wouldn’t of? Looking at Sam he probably stars in stuff you don’t usually frequent in your private time. So really he could be telling the truth...

“My favorite food is pizza, my favorite animal is a cat, though that is kind of given haha, in my spare time I play video games, watch anime, and occasionally skate board, and yeah I know, I know I don’t look like the skate boarding type but trust me I can shred a half pipe like it’s no one business...” Sam continues to ramble in casual conversation, almost acting oblivious to you fucking yourself into the fleshlight in his hand.

Yeah you definitely think he’s trying to mess with you and, throw off your focus. Why else is he being so chatty? Though it isn’t going to work, after all you can just ignore Sam, and his fun facts. Closing your eyes you shut him out just focusing on your body, listening out for only the words red light. Still rocking your hips you tune yourself to the vibration sending sparks of pleasure up your cock. Letting the ridges, and little barb of soft material send your mind spinning as they push against you. Feeling then tightness that makes you build, and build towards your climax every time you thrust in.

“...Though the work I’ve done is most red light work, I do a few safe for work stuff you know, like cosplay, and si-if writing and, oh looks like you saw through my trick.” Sam exclaims noticing you stopped thrusting the moment he said red light, even though he hid the words into his sentence.

You smile at him, giving him a confident look, as his plan to trick you fail. He smiles back, he can’t help but be impressed. This attempt had been his trump card he was almost sure that he was going to get this time. Though he didn’t you were ready for him.

“Hah, okay then I have to admit I really didn’t think you were going to catch me that time good job!” Sam praises you with a thumbs up, and a wink.

You smirk pride filling your chest as your feeling quite cleaver right now.

“Well I don’t really have any other tricks up my sleeve I admit defeat, guess your home free haha.” Sam scratches the back of his neck laughing.

Nope, you don’t buy it. Not for a second, there is no way that Sam is just going to give up.

“Green light-red light!”

You grunt, this time there’s not a second in between before Sam stops you. So much for admitting defeat. Yet even with him being quick on the trigger he couldn’t get you.

“Sorry I had to try.” The femboy giggles as he sees you giving him a look.

You roll your eyes, then flick them over to the fleshlight hinting for Sam to get on with it.

“Green light!”

Sam seems to really be upping the anti here, giving you both a green, and red light in just a minute between each other. Yeah he’s definitely not giving up. It’s just as well though, as he probably can tell that your getting close to cumming. The increase in panting, and more, vigorous thrusting make it obvious you are starting to reach your limit soon. That bubbling sensation signals that your actively climbing the mount towards your climax.

Sam watches you like a hawk as you go. He studies you. Your such a lovely sight as you get move animalistic in the sounds your making, Your movement too much more primal, or should he say feral. Like hunter you chase down the orgasm. Sped on by desire for release, and to satisfy your hunger. He can see it rising with in you, that place one goes to as they lose all focus. That state of mind when pure lust takes hold of them, and all other concerns get shoved into the back of ones mind. Now he’s got you he’s sure of it!

“Red light!” Sam’s exclaims the words in triumph seizing the victory that in his mind is already assured.

Yet he is wrong. It takes all of your strength but you stop. Despite all the lust, and pent up desire your mind still cuts through. Your shaking, your on the edge. Your grinding your teeth as you want to badly to keep going. Just a few thrusts is all you would need, it wouldn’t take much. Yet you hold letting your self throb, and swell as you dance on the edge.

Sam blinks at you in surprise. He didn’t expect you to hold out, your looked ready to pop at any second. He knew you were right on the edge. Dancing literally on the knife’s edge of orgasm. The discipline it must have took to stop yourself, Sam isn’t sure he himself could have even done that. Then he smiles. A realization coming over him. A down right evil thought comes into his brain. Still shaking as your still riding the edge, that devious look on his face makes you start to sweat. What can he have possible have thought up now?

“You know....” Sam speaks in long drawn out manner like a evil villain who just got the hero to fall into his trap.

“I can wait as long as I want between red, and green lights...” Sam’s devious grin grows as he speaks

Your body tense up again as you listen to him the edge making you shake as he talks.

“A minute, five minutes, ten minutes, an hour I can wait as long as I want before I can give you green light.” Sam is right up in your ear now, as he whispers this evil, evil plan.

“So then maybe we should wait a bit Huh kitty, maybe give you thirty minutes to calm you down ands we can start this whole game again?” Asks Sam, sadistic excitement coming over him as he grins ear to ear in almost a creepy like manner now.

Your eyes go wide, as you look at Sam with a fearful expression. H-he can’t do that it’s not fair!

“M-mrrow, mrrow...” You make a distressed mewl, looking at him you make big wide eyes begging for him to release you.

Seeing your pleading eyes, he suppresses a smile. Tapping a finger to his chin he tries to look thoughtful as he pretends to think it over. You can tell though he’s not, not really. He’s enjoying watching everyyyy second of you squirm. Of you about to lose your mind over this denial. Gritting your teeth you squeeze your eyes shut as your whole body starts to shakes. You can’t take this you can’t take this!!! Then as your about to break, Sam cups your chin forcing you to look at him. His face softens, and any sense of sadism, or mischief has gone. Staring into your eyes he gives you a warm smile, like one might give an dear friend, or even a dear pet.

“Just kidding Shade, hehe, I just wanted to see you squirm a bit...” He laughs a bit before his voice becoming a lot more gentle, and soothing.

“...I’m not that cruel my kitty, now it’s time, green light.” Sam’s hand move up to your cheek as he says the words.

“Go on and cum, cum for me, you deserve it.” Sam gazes into your eyes with loving affection as he gives you permission to finally release.

You do just that. Not even waiting a second more you again start slamming your cock into the fleshlight. In only a few quick thrusts you feel your balls retract, and roaring release engulfs your lower half. Your fingers clench a handful of the blankets, while your toes curl. Ever muscle in you tenses as you reach the top of the mountain. Your cock twitches, and shakes, then finally you spurts your seed as your arousal explodes. The crescendo of your building pleasure rockets through your whole body. You gasp, and convulse as you ride your orgasm, still thrusting into the masterbater as you stain the inside with your cum.

“Good kitty, good kitty...” Speaking in a soft encouraging voice, Sam pets you as he watches you climax.

He reveals in your releases, your happiness, your pleasure. All the little noises you make, are music to his ears. All the flexing, and twitching you do are a visual delight he makes sure to burn into his memory.

“Good kitty, good kitty...” He again repeats as you fly higher.

You ride the waves of pleasure as more ropes of cum shoot from your dick. Your in the clouds right now, head completely gone at this point. Where you are, who you are, what your doing, it all escapes you. All you know is the pleasure your feeling right now, there is nothing else. The pulsating, the tightness, the warmness.... It is all you are, it is your soul, your core. Till finally you start to fall back down again. You tremble one finally time, whole body clenching up once more, and then you fall on to your side. As the last of your orgasm dribbles out into the cylinder which Sam was skillful able to keep on your cock even as you fell, the lasts of your strength leaves you as well. As you start to calm down, your breathing begins to return to normal.

Sam smiles at you, and pets your side as you lay limply on the bed. Relaxing into his touch over your naked body you feel your eyes start to close, and sleep start to take you...

What happens after your cat nap?

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