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Chapter 8 by boobboob boobboob

What's your choice?

Decline both offers, since everything sucks...

"I don't know," you mumble halfheartedly. You're feeling depressed, unhappy, ugly, emotional, hungry, sad... jesus, back when you were a guy you were surprised if you felt more than one thing at a time. Being a hormonal teenage girl is like playing life on hardmode. Dark Souls has nothing on this...

The only thing that made you feel even remotely at ease was your simple clothing. A shirt, boxer shorts, nothing else. The same stuff you usually always wear. Gwen however still looked at you with her huge, concerned eyes until you could see a little spark, and a faint smile. "Come on, get up get up!" she demanded as she guided you over to her bed and lay you down on her mattress. Your breasts softly squished against the flat surface.

"All right... now what? I'm not in the mood for games ri--" you felt yourself interrupted by something clicking mechanically in place around your ankle. You turn your head just in time to see Gwen reaching for your other foot, and connecting it with another pair of handcuffs to the middle of the bedframe as well, neatly binding both feet to the back of the bed. "Huh? Wha... wait, where did you even get these?" Before you get an answer, she playfully begins tracing her soft fingertips up along the back of your long, slender legs. "Heh... no! What are you doi-- hah! Stop!" She teases your sensitive skin as she works her way up your legs and under your shirt, tickling the sides of your tummy, your side-boob, and your armpits! "No! Jesus--no, hah! Stop it, Gwe-hahaha!" You flail around while trying to push her off with your hands, but she simply grabs your hands and efficiently uses another pair of handcuffs to connect your hands securely to the front of the bedframe, leaving you completely stretched on her small bed! "Bad Gwen! Sit! Down! Keep your fingers away from--hahaha!" Shit! Her fingers are all over you, mercilessly tickling the heck out of you to find each and every sensitive spot you got!

It goes on for... weeks, months, years? At least that's how it feels like... by the end of it, you are completely exhausted and drained, but also strangely happy and content. "See? Good ole' sis has your back, finally got you to smile again. Tell ya what, I'll go for a quick shopping trip and when I'm back I've got a surprise to cheer you up even more. Deal?"

"Yeah," you smirk. "Fine, deal, whatever. Now lemme go, will you?" Your petite wrists strain against the cold steel, and moving your feet was almost painful because of how tightly she snapped them into place.

"Nuh-uh. Imma leave you here until I'm back," she teases you with a playful grin. "I don't want you to cheat and ask for help either, so imma just..." she made a brief trip to her wardrobe before returning with a black collar, small metal spikes adorning its surface. It looks more like something you'd make your cat or dog wear. "... put this in place..." she continued as she securely attached it around your neck -- tightly! You gasp and attempt complaining about it, only to notice that it squeezed something in your neck so snugly that you couldn't get a word out! "... and it's perfect! Can't have you yelling for help, now can I? Sit tight, I'll be back later," she announced and you regrettably watched her leave. As an added 'cherry' of security on top, she also locked the door to ensure your privacy.

Aw well.

This wasn't so bad.

Dun dun dun...

Yeah this was pretty bad, waiting patiently had never been your strength. It doesn't help that she didn't even turn the TV on!

A few moments later, you can hear the doorknob turning again already. Silly Gwen forgot her wallet, probably. There's a brief pause, and then you hear the key getting inserted and the doorknob turning again, except... it was your father who stepped into the room! "Gwen," he begun speaking as soon as he entered. "What do I keep on telling you and John about locked doors? It's--" he looked around only to see... nobody except you. A perplex expression on his face. "Where's Gwen? Why was the door locked? And -- oh..." he goes silent for a moment upon noticing the handcuffs. "I... didn't know you were in that kind of relationship with my daughter, I'm sorry, I'll just--" you frantically shake your head. You and Gwen were not in that kind of relationship. "Oh... so you are not...? Well that's... odd... then... why are you handcuffed like that? Gwen did mention that you like boys, so. But she also mentioned that you are still a virgin and really shy, so this is kind of unexpected?" You attempt speaking up, but the stupid collar kept you mute. With another shake of your head you try to gesture that this was a huge misunderstanding!

"It's not unexpected? So you and Gwen planned this? Well that's... oh, you want to lose your virginity?" This time you shake your head even more furiously, with an intense blush on your cheeks. "Ah, you are too shy to ask for it so you set up something like this instead? I suppose that works... well if you are that ****, I guess I can help you out. You're one of Jimmy's classmates after all." Without delay, he began stripping off his clothes. Seriously? Well duh of course, he grew up during a time of love and peace. Casual hook-ups were probably even more normal to him than breathing air or listening to music... Never in your life did you imagine that you would have to see that embarrassing sight, your own father's naked body. A hairy chest, somewhat muscular body, and between his legs you could see a flaccid appendage, almost more thick than it's long, with two tennis-ball sized testicles hanging loosely between his legs - one hanging a little lower than the other. You were even more mortified when he began stroking his soft dick, sliding the foreskin back and forth, each time revealing the purple glands of his manhood. It would be a nightmare already to be **** to see it on any normal day, but now it was even more horrific because of the prospect that he planned to put his it inside of you! Never before did you realize how grotesque a penis can look!

It slowly came to life as you watched it moving into a more upright position, stiffening, angry veins adorning its surface. He sat down by the side of the bed and pulled your panties down to your thighs, and lifted your shirt up just enough to reveal your perky bum and the subtle vag you kept hidden between your own legs. "Looks a little dry down there, bit nervous, are we? It's all right. Do you want some foreplay, or should we just get this over with quickly?" Again you shake your head, no, no! This was a terrible, terrible misunderstanding!

Fortunately for you, just as he began climbing on top of you, there was another knock on the door! Gwen!! While your father moved in place and supported himself with an arm on either side of your body, she finally put a pause to it all as she knocked again! "Hey! Just checking, do you also want me to buy some snacks for you or something?"

Your father snickered quietly. "So you even asked her to leave the house for a bit, just to give us some privacy?" he whispered into your ear, and you could feel his bloated cockhead rubbing against your bare slit, moments away from entering you and stealing your virginity away!

"Hello? Well what do you want? I'm wai-- oh, right. Sorry! I forgot about the collar!" With a dramatic sigh behind the closed door, you could hear her giggling to herself. "I'm a dummy sometimes." Your father began applying small amounts of pressure, and you could feel your labia softly engulfing his manhood, gradually peeling back his foreskin and allowing the crown of his dick to slide into your pussy. You immediately tense up! Thankfully enough so for him to be unable to push any deeper. "Anyway! Imma leave you to it, stay safe and sit tight!"

Somewhere in the background, you could hear the tapping of Gwen's shoes on the old wooden floor, gradually fading into the distance as she walked off... at the same time, you begin to realize that the completely unprotected tip of your dad's appendage was now securely tugged away inside your snatch... and he gradually applied more and more pressure to coax your lady bits into opening up...

What's next?

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