Jack Gilinsky Dirty Imagine

The Skype Call

"Hi baby" Jack smiled as you answered the Skype call. Jack was currently on tour for a few months and the distance was killing both of you. You weren't used to not being able to touch each other, intimately and lovingly.

"Hi Jack" you smiled while situating yourself on the desk chair in front of your bed. "How's the tour going?" you ask because you know how much he loves talking about his fans.

"Oh god, it's so fantastic baby. I love meeting all the fans, they're all so wonderful. I wish you could be here with me though," he said adding a little sad face at the end.

"I wish I could be there too. Actually I wish you could just come back home," you giggled.

"You're so cute. And why's that Y/N? So you could show me what's in those pretty pink bags behind you?" He asked with a teasing glint in his eyes. Your cheeks went a little red, you went out a bought some special outfits from Victorias Secret for when Jack got home. You didn't intend for him to see them until then. "Why don't you just show me what's in there baby girl? I want to know, put them on now,"

You could never disobey a demand from Jack, you just didn't have a reason to. So you went and slid the new outfit on, off screen. It consisted of a light pink, sheer lace bra and thong, garters and the matching thigh high pantyhose stockings. It was innocent and young looking but extremely sexy at the same time.

"Babyyy, come back on screen. I want to seee!" You heard jack whining from your laptop. You giggled and stepped in front of the camera again. "Oh fuck," you heard him mutter, "oh fuck, why do you do this to me baby? You look so innocent and sweet." He gaped at your body, you never really found yourself attractive but Jack seemed to love your body type.

"Do you like it?" You asked pulling your best innocent face and doing a twirl for him.

"Awh I love it sweetheart, turn slower for me" so you did, you turned around slowly and shook your butt a little for him, "God your ass is so cute, I just want to bite your beautiful skin" he mumbled and when you turned back to look at him you saw his hand moving slowly in his sweatpants.

"Hmm don't you wish I was there to do that for you?" You asked as you watched him pleasure himself.

"Mmm yes Y/N," he moaned and closed his eyes for a few seconds. Watching him touch himself was so hot, you could feel your new panties starting to get soaked. "You're wet for me, I can see it in your expression. Move over to the bed for me" he smirked but let out a few groans as he talked.

You carried the laptop to the bed and sat on my knees in front of it. You watched carefully as Jack pulled his sweat pants down and let his length spring up to hit his lower stomach. He let out a slight moan that had you squirming in pleasure. "Show me that beautiful ass baby," he said and he slowly jerked himself.

You unhooked the garters from your stockings and turned around so your bum was faced towards the camera. "Like this Jack?"

"No, like how I would put you if I was there." You slowly dropped down so that your ass was high in the air. "Ugh just like that baby, so beautiful,"

You had been with Jack enough times to know exactly what he likes, hell you even knew how you make him feel more pleasure with your own hands than he ever could with his. So you started to slowly slide the panties down your bum and legs. You could feel your wetness start to spread and run now that your panties weren't there to keep it in one area. Jack moaned and cursed under his breath at the sight.

You flipped over so that you were facing Jack with your legs spread wide.

"T-touch yourself, I know yo-you want to" he stuttered his hand moving slightly faster as yours found your clit and circled it lightly. "H-how do you do that th-thing baby? The one that makes me feel s-so good," he asked almost desperately. You let out a moan which caused his hips to stutter upwards into his fist.

"Just twist your hand as you go up and squeeze a little, then run your thumb over your slit" he did as you told him and moaned loudly as his hips shot up again.

You continued to circle your clit with two fingers and brought two more to your entrance and pushed them in slowly. Moaning at the feeling, it would never be as good as Jack's but it still felt amazing for your aching core. Your hips pushed down to meet your small fingers as you pumped them in and out. "Fuck you are so hot, just wanna fuck you so hard" Jack growled out and thrusted up into his fist. Your fingers moved faster on your core and you felt yourself already coming close to the edge.

"Close already? You're so responsive, shit." His hand moved faster on his shaft and the groans were coming more frequently now. "You gonna cum soon baby? Gonna cum for me?" He gasped out.

All you could do was moan long and loud as your eyes flickered back and forth between his hand and his face. "Move you fingers fast like this," he commanded and showed you a movement that looked like a 'come here' motion. You did that and your were instantly hit with a wall of pleasure, screams wanted to escape but only small squeals did. Your hips bucked down hard every few seconds and you were right on the edge. You heard Jack full on moaning now, which was so hot, "shit baby, cum. Cum now Y/N." And you did. Your hips bucked, your body arched, loud scream like moans left your lips. It felt like this orgasm was going on forever, and just when you thought you had reached the max pleasure your whole body went completely numb, your mind went blank, all you saw was white, and you could faintly remember screaming out because of the pleasure. Your vision and hearing finally returned but your body was still convulsing and small moans still left your lips even after you pulled your fingers away. Your eyes went to the screen just in time to see Jack throwing his head back in pleasure and moaning out your name as he fucked up into his hand, white steams coming up and hitting his chest and his hands and you were sure you saw some come and hit the keyboard. Your body was still so sensitive but seeing Jack so vulnerable and in pleasure caused you to squeeze your legs together which set you off to another orgasm. You lost complete control of your body and fell back on to the bed while you hips humped at nothing but your clenched thighs. Violent moans left your throat and tears pricked in your eyes because of all the pleasure.

"You good baby?" Jack asked, his voice raspy. You just moaned and your hips bucked up one more time. "You squirted again Y/N, it was so fucking hot" he informed. You felt like you were stuck in an in-between zone, your mind wasn't completely there. "Babe? I need you to come back now. Come on, look at me, listen to my voice" Jack soothed you back into the world and you slowly looked back at the camera, back to Jack's beautiful smiling face. "Welcome back hun. How was that?"

"Intense." Was the only word you could think of.

He chuckled a little, "I'm guessing, you went through two orgasms in less than 2 minutes. Also that was the most intense squirting orgasm that you've ever had"

You felt your cheeks burn, and you looked down. But as you did you caught sight of the mess you made. The sheets were soaked in the area where your bum was, there was also some of your juices on your key board "oh my god. I did that?" You whispered, amazed that you did that by yourself.

"Mhmm and it was the sexiest thing I've ever seen" Jack smirked, "although I'll have to make you squirt harder when I get back. I want to make you feel better than you can make yourself feel"