Omaha boys imagines

First time

Gilinsky

You have dated Jack Gilinsky for two years now, and you think it's time that you give him your virginity. You've done small things before. He's touched you gently, but he's never gone to the extreme. You've touched him too, but he's not as jumpy as you are when it comes to 'sexual pleasure'.

You were on your way to Victoria's Secret to buy something special for Jack when you were stopped in your tracks. You look into the laungerie section to find your fourteen year old brother and his girlfriend picking bras out. In fury, you walk straight up to him and slam your foot against his.

"Ow what the f-- y/n?" He stopped his sentence and  dropped his mouth in embarrassment.

"What the hell are you doing here?!" You whisper while pulling him aside.

"I'm getting something for Lina. She wanted to see what she liked." He said nonchalantly. He's fourteen. Ugh. Teen love.

"You're fourteen. Watch yourself. Go home. With NO clothing from this sex parlor." You say as he rolls his eyes.

"You're just jealous that I get more action than you." He says while strolling to the register with his girlfriend of 9 months.

You ignore the awkward statement your younger brother made and began your search. You started off by heading to the two piece laungerie section. You pull out your phone and text the one and only Jack Finnegan Gilinsky. You send a few texts getting his favorite colors, favorite styles, etc. After about twenty minutes of searching, you found the perfect outfit. Knowing that Jack will love it, you giggle at your success and make your way to the cashier.

"Hi my name is Janese. Did you find everything okay here?"

"Yes I did. Thank you." You say smiling at most likely the cutest skinny girl you've ever seen. She had a black crop top on with wavy dirty blonde hair and big 'nerdy' glasses that were fake, but looked adorable. "Can I ask a question?" You ask.

"Sure. Anything." She says with a huge smile on her face, revealing her blue and pink braces. Cutie!

"So, I'm buying this for my boyfriend. Well, not for him. I'm-- you know what I mean. But, I just want to make sure that this is an okay outfit for a first time?" You say rubbing your hands together, another nervous habit.

"Umm, I'd be glad to help, but, I'm a virgin myself. But, it's a beautiful outfit. Whoever he is, he'll love it." She says showing her beat red cheeks. She must be at least 16 or 17. Wait, how old do you have to be to work at this place? Oh, whatever.

"Oh, but, thank you." You say handing her your total and heading out the door. You make your way to the car when you receive a message from Jack.

J eyebrows🙃:hey bby. Gonna be home a lil late. Be home at 5:00 instead of 3:00. Luv u. Byeeee!!!

You:that's fine boo boo. See u at 5:00😉

You close your phone and pull out of the mall heading home. After 45 minutes, you finally pull into the driveway of the beautiful house that you and Jack share. You step out of your black Range Rover and walk into your house. You look at your phone to check the time to see its 3:45. Good! Just enough time to shower and shave and do your hair.

You blast your favorite playlist which is Maloski by Jacks good friend Nate Maloley. You step into the shower and start rinsing your body singing along to your favorite song, 'I Been'.

Don't tell me I don't need it

Imma be the judge of that

Let me get another cup of that

Let me get another puff of that

Cuz you know a motha fucka straight loving that

You sang along as you shaved every touchable inch of your body, making this upcoming moment perfect. You finished shaving and began doing your hair. You decided not to do your leave in conditioner treatment because that takes three hours, and you only have two. You rinsed out your hair and stepped out into the cold air and shivered because your long hair dripped onto your back. You got into your outfit and quickly blow dried your wavy hair and did no make up leaving the natural look.

15 minutes pass and you hear your front door open.

"Bumblebee I'm home!" Jack yells from downstairs.

"Upstairs sugar!" You yell, giggling at your silly nick names. Jack makes his way upstairs and opens the door and gasped at your revealed body. He climbed over to you and sat with his legs on either side of you.

"What's this baby?" He says with his signature smile on his face. You sit up, inches away his face leaning in gently, but pulling away moments before you touch.

"Jack Gilinsky, I'm ready. I'm ready, for this." You gently tug at his shirt reveling his toned tan body. He stares down holding your hips and softly removing your top and bottom. He slides down his pants and boxers and lines up at your entrance.

"You ready baby?" He asks sensually.

"Yes Jack. I'm ready."

THE REST IS YOURS!!!
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Sorry for it being so long. I just haven't updated in a while so I wanted to make thus special. Happy new year guys!! Byeeee