Title: Dobsley One-Shots


Summary: This is a collection of one-shots based on Paul Wesley and Nina Dobrev. No disrespect to their real life partners. Rated M for a reason. Chapter 3: A Drunken One-Night Stand- In which Nina and Paul get drunk and have sex on a rooftop.


Author's Note: Hope you guys enjoy this and let me know if you guys want to read more :). Drop any ideas for future one-shots in the reviews.


Chapter 3: A Drunken One-night Stand


Nina just found out that Ian and Nikki are officially married. Paul and Phoebe just broke up. The two friends decide they need a night on the town.

"Neens you ready?" Paul calls out from the lounge.

"I'll be right there," Nina responds from a room. A few minutes later she emerges from her room looking drop dead gorgeous. Paul is stunned, I mean he always knew Nina was sexy but wow.

"How do I look?" Nina says twirling.

"Beautiful," Paul smiles at her.

"You look very handsome as well," Nina smiles back at him.

"Thanks," Paul says and they leave to the club.


When they get to the club, they make small talk with some strangers but neither of them are really feeling it so they decide to get shots at the bar.

They keep doing shots until Nina decides that it's time for them to dance. The club is full of people so they end up dancing with their bodies pressed close together. Paul tries not to look down at her breasts because her body being pressed against him is affecting him already.

Nina turns around and starts grinding her ass against him. He groans at the contact and feels the blood rush straight to his cock. She smirks as she feels his erection pressed up against her ass.

"I uh… need some air," Paul whispers in her ear before heading for the door that goes up to the roof. She feels disappointed but decides to give it one last shot.


She follows him up to the roof and finds Paul with his hand in his pants. She closes the door behind her.

"Paul, what are you doing?" Nina raises her eyebrow.

"N-nothing," Paul stammers out and takes his hand out from his pants.

"Are you sure?" Nina begins, walking closer to him, "Because maybe I can help."

"I don't know if that's such a good idea," Paul gulps, "We were just caught up...Not in our right minds. You're too drunk. I don't want to take advantage of you."

She sticks her hand into his pants and pulls out his big hard cock. She admires it and licks her lips as she sees the precum dripping from the tip. It's the biggest cock she's ever seen and she can't wait to have it inside her.

"I'm not wearing any panties," Nina whispers in his ear, "I made that decision before there was any alcohol in my system."

His eyes widen as she guides his hand under her dress. His fingers feel how her pussy is dripping.

"See?" Nina bites her lip, "Do you see how wet I am for you? All of this is because of how good it felt having your body pressed against mine, Paul."

She sees him hesitate so she pulls away. "But nothing has to happen if you don't want it to," Nina says before turning around and walking towards the door. She reaches for the handle but Paul's hand covers hers and stops her.

"I want it to," Paul whispers in her ear.


He pushes her up her against the cool brick and starts kissing her. She moans as she feels his tongue slip into her mouth. They kiss roughly and she knows both of their lips will be extremely bruised after this. The make-out session leaves her feeling hot and the cold wall behind her causes her to whimper. His fingers reach under her dress, thrusting in and out of her until she begs for release.

He sets her down and turns her around so her breasts are pressed against the cool brick wall. Paul lifts her dress up and uses his fingers to take the wetness from her pussy and apply to her asshole, to making his entrance less painful for her. He slaps her ass and she whimpers.

"Harder," Nina says so he slaps harder and she squeals in pleasure. She likes it rough so he caresses her ass before slapping it again.

"Oh Paul," Nina says breathlessly. He starts kissing her neck and she moans.

"Nina, baby," Paul whispers in her ear, asking for permission, "Can I fuck your ass, baby please?"

"Yes, Paul," Nina sighs but the excitement in her voice is clear. He thrusts into her from behind and she moans, both from the pain and pleasure. He starts moving slowly, allowing her to get used to his size.

"God you're so fucking tight," Paul says as he continues thrusting. He uses his hands to massage her breasts and pinch her nipples as he keeps going in and out of her.

"Oh fuck, Paul," Nina breathes out, "Right there, right there, yes."

He's ready to cum so he starts to pull out when she stops him.

"I want you to cum in my ass," Nina says moving back so his cock stays buried in her ass.

"You're so fucking sexy," Paul moans before he starts thrusting again and again until he cums in her ass just like she wants.

She can feel it as he fills up and she swears she's never felt anything better in her life. He pulls out of her and they both sit down against the cool brick wall trying to make their breathing even while wiping the sweat off their bodies.

"So what do we do now?" Nina asks, looking over at him.

"That, in many different positions, in many different places," Paul grins at her and winks. She giggles.

"I know traditionally sex comes after the date but how about we keep doing this then when the sun rises I buy you breakfast?" Paul smiles at her.

"I like the sound of that," Nina smiles back at him.


Author's Note: Let me know what you think :).


Replies to Reviews:

1) Green-Extreme-Ninjetti13: Thank you so much :).

2) xXNotTodax: Yes!

3) Guest: Thank you :)!

4) hwolf: Thank you, hope you enjoyed this :).

5) Guest: I appreciate the support. I hope you continue to enjoy this story :)!

6) Guardain-97: Thank you :), hope you liked this chapter.

7) Stigma: So this story is actually only for Paul/Nina one-shots but I am currently working on the Stefan one-shots book so I'll let you guys know when that's up :).


Much Love


Awesomeness2502