Chapter Text
The Sexy One-Shot
"Queen!"
Oliver turns when he hears Iris call his name. He's making his way to the library to pretend to study. His parents have cut him off financially and not for bad grades. Surprising everyone, he is doing well at school.
She reaches him, "Still need a job?"
Oliver looks her over closely, "Yes...why?"
Iris West is not a fan of Oliver Queen. She tolerates him because he is her boyfriend's Big Brother through their fraternity. Iris lets him know every chance she gets that he is a waste of space. Her exact words.
"I know a job. BUT ....if I tell you about this job, you can't be a douche. Got it?"
Oliver smiles down at her. "Me? A douche?"
"Yes. You. Almost always." Iris replies.
"Okay. I will be a good boy." He smiles his most innocent smile. He needs to earn some cash. Frat dues are coming up and the winter ski weekend. His parents will not pay for either since he decided to book an entire hotel for a party and have an open bar for forty eight hours.
She pulls him from the quad into the School of Journalism. Once she’s found a quiet room, she drags him in. He lifts an eyebrow, "I don't think Barry will approve."
"Shut up..." She blows out a breath, "This was actually Barry's idea." She pulls out an envelope and hands it to him.
Oliver opens it and there is a thousand dollars in it. He looks to Iris,"What is this for?"
Iris sighs. "I don't approve of this on any level at all...."
OH, this is going to be good, "Okay. Morally or what?"
Iris looks out the window, "Morals play little in this." She looks Oliver in the eye and she looks so sad.
"Are you okay?"
"Don't...no being fake nice or acting like you might be human." Iris tells him.
Oliver can't blame her for hating him. He did try to get Barry laid his first frat weekend. Iris and Barry were saving themselves for each other and after their first semester of college. Something about a break to make sure they were committed. It made no sense to Oliver nor did NOT having sex if you want to have sex.
He crosses his arms, "Fine. No human here."
Iris starts to pace the room. Oliver watches her wondering what this cash is for and why she is nervous. She stops and looks at him, "The money is from a friend of mine."
"Okay." She acts like that should mean something to him. He knew none of her friends. Iris West rarely hung out with the frat brothers nor did her friends.
"She needs to lose her virginity and is willing to pay for it."
Oliver plays over what she said, blinking quickly as his brain tries to wrap itself around it. A girl wants to pay to lose her virginity? "Guys will do that for free..."
Oliver should know. He really isn't picky about the women he gets it in with and has never worried. He doesn't understand unless, "What is wrong with her?"
" NOTHING. You're such an asshole. I told Barry this was a bad idea." Iris is glaring at him. If looks could kill he would be a dead man.
"I just don't see why anyone needs to pay for sex...she's a girl..she shows up and that's all a guy needs. Especially guys our age." He pauses, "This is college experiment."
Oliver stops at Iris's look.
"Unless...are you paying me for the boyfriend experience?"
Iris rolls her eyes, " NO . If she was paying for that, I would find someone who can be a decent boyfriend. She is paying for sex...and maybe somesextutoring..." She trails off and slurs her words.
"And maybe what?"
Iris straightens her back and pushes back her shoulders, "And maybe some sex tutoring. She knows nothing. So, if you could school her on what men like and how they like it."
Oliver can't help it, "That might take more than one go...men like a lot of stuff." He smiles.
Iris points her finger up at him, "She is an amazing girl. I hate that you people have made her doubt herself. Just be nice, be kind, be gentle...encourage her and most importantly get her off. That's it. Can you do it or not?"
Oliver swallows. He's a bit scared right now. Then, "I can always do it," he smirks.
"I knew this was a bad idea." She mumbles. She hands him a hotel key card. "Be there tonight at ten. She will be waiting for you." She walks away. When she reaches the door, "Oliver?"
He looks from the key card to her, "Yeah?"
"She's an amazing girl. She could do this with anyone, but she's -- she has her reasons. Be nice to her, okay?"
Oliver has never seen Iris look so worried or sincere, "I will." She watches him for a second before turning the knob, "Iris?"
"Yeah?"
"Her name? The girl..."
Iris looks away as she tells him, "Felicity Smoak." She looks to him, "She knows who you are. Barry suggested you and the money....it's hers. She should get what she paid for..."
Iris leaves him standing there. He decides when he gets home he will find out who Felicity Smoak is and why she needs him to lose her virginity.
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Felicity arrives at the hotel a few hours early. She wants to get accustomed to the room and put some safety measures in place. She puts her phone and her backup phone in strategic places. She puts her stun gun and condoms in the bedside table alone with a bottle of lube. She goes to the bathroom and makes sure there are plenty of towels, another phone and that the door locks.
Felicity might be paying someone to relieve her of her virginity, but she wants to do so on her own terms. She sits down on the bathroom floor. She can't believe she is going to all this trouble to get rid of something that her feminist heart doesn't think is real. It's a social construct yet it is a stumbling block in her mind and with every man she's wanted to have sex with.
She walks back out to the bedroom. She booked a small one room hotel room with a small bathroom attached. She doesn't need anything fancy. A bed and a shower were enough for her. She did go a bit fancier since she doesn't want to catch anything or bring bed bugs or anything home with her.
She grabs the bag she packed. She takes her shower supplies into the bathroom and sits them in the shower. She walks back to the room and puts her clothes on the hangers in the open space they consider a closet. She won't be wearing the same clothes home regardless of when this ends. She grabs the LED Candles and places them around the room. Felicity isn't doing this for romance, but more for lighting. She doesn't want him to see her in bright lights. After she decides the room looks good she pulls out the champagne and flutes. This is to give her courage and seem a bit classy.
Felicity runs to get ice to put the champagne in to chill. When she returns to the room she has an hour before he’s supposed to show up at her door. Time to change. Felicity decided to finally wear the sexy lingerie her Mom bought and promises will make any man lose his senses. She just needs a man to finally have sex with her.
Felicity takes the tiny items out of the small silk bag. She sheds her jeans, boots and shirt. She makes sure she is still silky smooth everywhere. Felicity had herself waxed and plucked today. She steps into the small panties. They are red and lined with the thinnest bit of lace on her hips. She grabs the top, also red and lacy. She secures the bra with the front clasp and lets the sheer bodice flow to meet her panties. The last item is her red silk robe.
She walks into the bathroom and checks her makeup. Her blonde hair is curled and looks about mussy. Sex hair is what Iris said. Her lips are the same red as her ensemble. She contemplates putting on her high heels, but decides against it until she remembers Iris reminding her he is tall. She slips on the black pumps. Felicity looks at the phone hidden in the bathroom and sighs. It's almost time.
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Oliver walks up to the door to the room. He checks his pockets: wallet, condoms, cell phone and Viagra. Tommy gave him the pill just in case she's really ugly or is as cold as the rumors say. Tommy being a good best friend asked around after Oliver told him. Felicity Smoak isn't the type of girl Oliver Queen normally would spend the night with or even a couple of hours.
Oliver takes the flask from his inside pocket and takes a swig then pops the pill. Better safe than sorry. He cracks his neck and remembers the money. He can pay his dues and go on the ski trip. He knocks on the door while thinking about who he can pretend she is while they have sex.
"Come in." He hears a soft voice say. He grabs the keycard and lets himself in.
Oliver opens the door slowly. He turns to close it and put the inside lock in place. When he turns around he almost falls over his own tongue. Standing before him is a goddess. Her silk robe is hanging opening. She has perfect tits, legs that last for days and her lips beg to be kissed.
She walks over to him holding out her hand, "Hi. I'm Felicity."
Oliver's mouth has gone completely dry. He blinks a few times and finally can speak, "Oliver. Nice to meet you."
She smiles and he wants to see that smile everyday for the rest of his life.
"Okay, Oliver, a few ground rules...what happens here, stays here. Neither of us ever talk about this in the future with anyone, got it?"
He will want to tell everyone, but he will promise anything to get to see her naked. He nods.
"Good," she replies, "This is a one time thing. You don't have to worry about me becoming attached as men seem to think all women do with their first. I won't. I promise you."
He nods. She can become attached. He thinks he would really like that idea.
"Condoms must be worn at all times during penetrative sex." She walks over to the bedside table. Oliver resists dropping to his knees to worship her ass. He's seen plenty of asses in his day, but hers should be bronzed.
"I also brought lube." She turns to face him
Oliver looks at it, "Do you have problems getting wet? I don't want to hurt you more than it might already...."
She looks at the lube and then back to him, "I don't know....Cooper said I never got wet...so I guess." She shrugs.
Oliver wants to find Cooper and kick his ass. He thinks he is getting a better picture of her issues and they are the boys she chooses. "Is that all?"
"Ummm..." She thinks, "Oh! It's not important that I have an orgasm. Don't worry about that at all....not that you would...but it's not part of the deal." She tells him as she walks towards the makeshift closet.
LIKE HELL . He walks over to her and takes the lube, "You will come tonight...more than once if I have anything to say about it." He tosses it across the room.
Felicity watches it sail over his shoulder, "What if we need that?"
He smirks, "We won't." He tells her as he starts to undress.
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Felicity looks up into Oliver Queen's eyes as he promises her they won't need the jumbo bottle of lube and believes him. Oh, it's not blind faith in the man she only knows through friends, no, it's in the way her panties are so wet that she fears she might drip onto the carpet.
Oliver removes his suit jacket. She almost swallows her tongue when she sees suspenders underneath instead of a belt. She starts to move around him, but Oliver basically herds her up against the door. He is definitely not respecting her personal space which seems like a silly idea since they're here to have sex.
Oliver lifts his suspenders from his shoulders. She watches them drop to his sides. When she looks back at him he is watching her.
"Felicity?" He whispers her name and she melts a bit more.
"Yes?" Her voice comes out husky to her ears.
Oliver runs his hands through her hair and then wraps a curl around his fingers. He looks back at her, "I need to know right now that you want this to happen. You can say no and that's fine. I just need to know you want to be here with me."
She thinks about making a joke, but something in his eyes looks vulnerable. "I do. I want to be here with you."
He looks relieved. He smiles, "I need you to trust me and I need to trust you."
She nods. Sounds like a good plan.
"I need you to tell me if I do something you don't want/don't like/hurts, okay?"
She nods.
"I need you to say it, Felicity." He pleads.
"I will tell you...I promise."
He smiles. It isn't a loving smile or his cocky smirk. No, this is a smile full of sexual promise. She licks her lips. She watches as Oliver pulls his dress shirt free from his pants.
"Felicity."
She drags her gaze from his pants. "Yes?" She pants.
"Would you like to help me here?" He smirks as he motions about his clothes.
She nods and starts working on the first button that needs to be undone at the top. She is fumbling with this since she's never even attempted to undress another person before. Most of her almost sexual encounters remained clothed throughout. Frustrated she looks up at Oliver to see if he's upset.
Oliver bends down and sucks her bottom lip into his mouth. OH! That feels lovely. He releases her lip then kisses her. When his tongue runs across her lips, she opens them willingly. Oliver’s tongue is exploring her mouth. She moans. She never knew kissing could be this good.
She doesn't know what comes over her, but she rips the buttons from his shirt. Oliver laughs into her mouth. When she pulls back to apologize, he starts kissing down her neck. He moves the robe from her shoulders and it falls to the floor.
Oliver, while still kissing her shoulders and neck, somehow has the ability to take off his shirt. He pulls back from her and lifts his tee shirt over his head.
Oliver Queen is standing before her shirtless. She can't stop staring at the perfection that is a shirtless Oliver Queen. She starts to touch him, but realizes she didn't ask. She moves her eyes to his. He smiles and places her hand on him. Felicity traces his entire torso. When she runs her hand down his stomach, his abs move. She's intrigued. Felicity steps closer and kisses one pec then the other. Oliver groans so she starts leaving open mouth kisses all over him.
When she starts to go down on her knees Oliver picks her up and places her between him and the door. "If you even touch me right now, I will blow my load..."
"I'm sorry...did I --"
He starts shaking his head, "No. You didn't do anything wrong." He kisses her thoroughly, "You are beautiful. A goddess...and I'm barely hanging on."
"Oh." Felicity can't believe she's done that. Maybe, "Oliver?"
He looks at her waiting, "Don't lie to me or say pretty words you don't mean, okay? I appreciate it, I really do--but that won't help me."
Oliver takes both of her hands and pushes them up the door. His other arm is under her butt. He uses his hips to grind into her, "I am not lying."
When he did that thing with his hips, that felt really nice. He does it again and she moans. She wants more of that. Oliver must be able to read her mind because he starts grinding against her as he takes a nipple through her lingerie into his mouth and sucks.
"More..." She whimpers and Oliver obeys.
She starts moving to meet his thrusts until she feels an orgasm coming on. She wonders for a split second if that's okay, but then Oliver tugs on her nipple and grinds into her hard and she comes undone.
She wraps her arms around Oliver, lost in her bliss. She can tell he's carrying her, but is surprised when her butt hits something hard. Oliver tugs on her panties and she lifts herself up so he can pull them down.
Oliver is on his knees before her. He takes one of her heels and places it on his shoulder and the other next to her on the dresser. She is wide open for him. She is about to move when Oliver leans in and licks her.
"Holy hell..." Her eyes roll back into her head. She hears him chuckle and looks down to see him smiling at her as he laps at her entrance. In her experience, which is limited, guys hate doing this. As a matter of fact, no guy has ever come close to going down on her. Tried to finger her, sure, but this…
"Oh wow..." She grabs Oliver’s hair to hold him in place. The thing this man can do with his tongue should be illegal. Oliver's tongue is playing her clit like it's his job. She feels him move one finger inside her tentatively. She can tell he is trying to judge her reaction. She freezes first but is quickly lost to the sensation.
Oliver pushes a second finger in and it feels even better. Oliver starts fucking her with his fingers as his tongue and her clit become best friends. This time when Felicity comes, she comes hard and screams. She drops her legs and they swing in mid air.
Oliver stands before her. His face is soaking wet. He smiles then starts licking his fingers. Felicity wonders if sex can kill you? Or maybe it's just Oliver.
"How do you feel?" He asks her as he unbuttons then unzips his pants.
"I feel good. Really good. Better than that pot brownie! And so far, no emergency room." She babbles.
"Is that a challenge?" He asks as he pushes the rest of his clothes to the floor.
Felicity can't help but stare at Oliver Queen in all his naked glory. He's amazing. There isn't an ounce of fat or any part of him that isn't hard. She quirks her head when her gaze lands on his erect member. She looks up at Oliver and he isn't the least bit self conscious. As she looks up at him, she smiles. "You're amazing."
"Thank you." He replies, and he scoops her up and tosses her on the bed. She bounces a bit, but his body is over hers quickly.
Oliver is laying between her legs, his torso is on the bed so only his upper body is on her. He starts undoing the bra part of her ensemble. He pushes the flimsy material out of his way. He looks up into her eyes, "You're remarkable..."
"Thanks for remarking on it."
Oliver slowly climbs up her body, "Are you sure?"
"About?"
He smiles, "This. Sex. Me...."
Felicity searches his eyes. She sees something she's never seen in the few times they've been in the same area: vulnerability. Iris always talks about him being cocky and a manwhore, but she sees something deeper. She rubs his cheek, "I am sure. I want to do this...with you."
Oliver smiles. He starts kissing her again. His kisses are amazing. Has she acknowledged that already? Oliver moves to grabs a condom from the table. He sits back on his knees and puts it on. He feels her opening. She knows he's checking for her wetness and if she's ready. He moves over her and places one hand next to her head as he uses the other to line up with her.
Oliver pushes in so slowly she feels she might die of anticipation. He moves his other hand to her other side and is holding himself over her. She looks up into his face. "What are you thinking?"
He opens his eyes and looks down at her, "Don't pound into her...don't come..." He repeats it three times.
Felicity can't help but smile. He pushes in a bit further until he is fully seated inside her. She watches as he works his jaw. He is holding back for her. It is a bit uncomfortable, but not as painful as she thought.
She rubs her hands through his hair, "I'm okay. You can move..."
He's panting as he nods, but doesn't move. She moves her legs to finally toss off her heels and he goes impossibly deeper. She moans, "Oh...that was nice." She flings the heels across the room. Oliver watches them sail through the air. He's distracted so she is able to roll them over.
She looks down at him with a shy smile. "Is this okay?"
Oliver sits up and adjusts her legs around him, "More than okay." He kisses her deeply.
Oliver starts directing her hips, "Find out what you like and go with it..." He tells her as he caresses her back.
"What about you?"
Oliver moves her hair until all of it is flowing down her back. "I promise I am okay..."
She blushes, she can feel it. She bites her lip, "I want it to be good for you, too...."
Oliver looks at her and his eyes are saying so much, "You're-- are you even real?"
She laughs, "Yes." She moves her hips and they both moan together. She uses her shoulders for leverage and moves up and down on him. It feels so good, but she needs more.
As if he can read her body, Oliver starts to meet her thrusts and does this amazing little snap at the end. Her breathing starts to turn back to panting, "Oliver!"
"Felicity...."
They move in tandem until she feels another orgasm forming. Oliver moves his hand between them and when he pinches her clit she explodes. Felicity thinks she may have left her body for a second.
"You okay?" He asks her when she comes back to reality.
"So...much more than okay." She kisses the tip of his nose.
"One more.." He tells her and flips her on her back.
"One more what?" She asks.
Oliver takes her hands and puts them over head again. He holds both of hers with one of his, then hooks her leg over his hip, "One more orgasm..." He tells her as he starts snapping his hips.
"Oh...my..." Felicity feels her body come alive again. "Oliver..." She pants out.
He is sweating as he looks down at her with the sweetest smile she's ever seen. Then his eyes become darker and he snaps his hips one more time and they both come undone together.
Oliver pulls out slowly. He walks to the bathroom and takes care of the condom. He comes back and washes her. He takes the wash cloth back to the bathroom. He climbs into the bed and pulls her into his side. Within minutes they are both asleep.