Summary: Playboy, Tommy Merlyn, finally comes across a girl he really likes, (Felicity Smoak), while at Verdant. What happens when his best friend and fellow playboy, Oliver Queen, meets her at Queen Consolidated?

Author's Note: Too many story ideas are coming to me at once, but I assure you, I will not abandon any of my stories. However, due to my job, it will take a little longer to update. For that reason, I will do my best to make the chapters nice and long.


Chapter One

Tommy Merlyn

I stood in the VIP area of Verdant, sipping my scotch, and overlooking the rest of club. The neon lights pulsed around me, while the EDM music- courtesy of our guest DJ, Steve Aoki- blared. To my left stood my best friend, wingman, fellow playboy, and brother, Oliver Queen, with his tongue down some chick's throat.

I think her name was Amberlyn- or was it Kimberly?- I didn't remember, but I definitely banged her about a week ago. I inwardly laughed, thinking about how pissed Ollie would be if he took her home. No, not because I already screwed her, but because she's beyond clingy. I also recall her screaming out "Tommy, put a baby in me!" while we were having sex. Not cool.

My eyes flitted over to the bar and there she was, talking to... Sara Lance? I wondered how this mystery blonde knew Sara, because I'd never seen her before. She was sitting at the bar, while Sara poured her martini. Her blonde locks swayed ever so slightly when she threw her head back, laughing at something Sara said. I felt the sudden desire to know what that laughed sounded like. Without thought, my feet carried me down the stairs, to the bar and right up to the stunning blonde.

"You know, beautiful, if I could rearrange the alphabet, I'd put 'U' and 'I' together." I started, throwing her my most charming smile. That was kind of my thing: hit the girl with a corny, cliche pick up line, then flash my pearly whites. Majority of women go for it, finding it endearing. But for those who didn't go for it, my name tended to seal the deal.

I took a moment to appreciate her-(definitely size 34B)- boobs in the low-cut, little black dress she was wearing. My eyes trailed over her body, and I saw that the long sleeved dress was skin tight, and stopped at her mid thigh. Her creamy, silk legs were extremely tantalizing with those cherry red pumps. My eyes focused back on her face, noticing her bright blue eyes first, then her lips, that perfectly matched her shiny heels. Her billows of golden hair cascaded over her back, curled just the slightest. Then, the blonde goddess turned her head towards me, sipped her martini, and looked me up and down.

"I'm Thomas Merlyn, but you can call me Tommy." I smiled again, opting for plan B. She tipped her head and smirked at me, grabbing the toothpicked olive from her drink. She slowly raised it to her mouth, and my eyes couldn't help but watch those sexy red lips as they closed around the olive. I closed my eyes for a second and inhaled through my nose. Fuck, this girl was so sexy. I opened my eyes back to find her watching me intently.

"And I'm not interested, but thanks." She replied, a smirk on her face, then she polished off the rest of her drink. I frowned at her, her cold attitude giving me metaphoric- is that the right word?- chills. I schooled my features and smirked before gulping down the rest of my scotch. I turned my attention to the blonde bartender.

"Sara." I said with a small nod. Sara looked between the beautiful woman and myself with a smirk.

"Tommy. This is Felicity Smoak." She introduced with a smirk as her friend glared at her, a look of shock taking over her face.

"Smoak, huh?" I asked, turning my attention to Felicity. She sighed and rolled her eyes, giving a small shake of her head. "It's fitting because you are definitely Smoaking hot." I smirked, flicking out my tongue to wet my lips.

"Sara. I will never come here again." She stated, warning her friend before turning her attention my way. "Listen, Thomas-"

"Please, just Tommy." I interjected with a smile. She stared at me in silent annoyance for a few seconds.

"Merlyn." Felicity said with a glare. "I don't know what kind of girl you think I am, but I know exactly the kind of guy you are. A few corny lines won't get me into your bed. So thanks, but no thanks." I nodded understandly, before speaking up.

"You didn't strike me as a 'one-night-stand' kind of girl." I smirked. She drew me in so deep, and that was an oddity to me, but the words kept flowing like word vomit. "I was hoping I could perhaps take you to dinner some time." She scoffed at me, her left eyebrow raised and her eyes slightly squinted.

"Right." She responded, skeptically.

"Well then, Miss Smoak, I'm sorry for having wasted your time." I nodded, curtly, before looking to Sara and sliding my empty glass across the bar. "May I have another scotch?"

"Sure," she replied, grabbing the bottle of scotch and refilling my glass.

"And all of Miss Smoak's drinks are on the house tonight." I smiled, looking back at the beautiful woman, who looked less than impressed. I felt even more attracted to her, simply because she rejected me.

Women rarely ever rejected me. I've always brushed off the ones that did and just found a new girl. But Felicity was different. It was going to be a bit of a chase, but I could bet that it would be worth it.

"Well, it was a pleasure meeting you, Felicity." I smiled at her genuinely. She stared at me for a second, looking as though she was contemplating something before sighing.

She reached her hand into her small clutch, and I noticed her perfectly polished red nails- each ring finger decorated with black polka-dots. Her slender fingers produced a red pen, and she raised her head back to me, then grabbed my left hand. I couldn't help but smile when I realized what she was doing. I watched as she pressed the red ink into the skin of my palm, writing her phone number and name is small neat writing.

"Don't give me a reason to regret this." She warned, stuffing the pen back into her red, sparkly clutch. I flashed her a bright smile before replying.

"I don't plan on it, Miss Smoak. Enjoy the rest of your night." I smiled at her, then caught sight of Ollie leaving the club with Amberlyn/Kimberly.


Felicity Smoak

I woke up in the morning feeling refreshed, despite having had slept on an air mattress. Sara dragged me out to some club, called Verdant, the previous night. She was excited to show me her place of work, having had bragged about it over the last few months.

I still had a week left until my interview at Queen Consolidated. I'd just gotten to Starling the previous day, and thank goodness Sara drove me. The potentially boring trip was actually a lot of fun.

Sara and I met at summer camp when we were 7. We saw each other every year at camp until we were 14. When my mom had moved us to Vegas, Sara and I stayed in touch and always saved up money to visit one another from then up until now. I eventually moved to Massachusetts to attend MIT, and Sara made her way there for my graduation last year. She was thrilled to hear that I was moving to Starling City and immediately offered to pick me up from the airport.

I smiled at the memory, glad that I'd actually be able to be near Sara, rather than settle for the long distance friendship we had. I unplugged my phone from the charger and carried it with me to the kitchen. Once I had the coffee maker up and running, the familiar comforting buzz filling my one bedroom apartment, I looked around the living room.

There were boxes everywhere. I hadn't unpacked anything yet, (aside from last night's outfit, my coffee maker, and a single mug), and was still waiting for the movers to come with my furniture. I was grateful that the carpet company was able to install the carpeting prior to my arrival, and more grateful that Sara had been here to let them in for me. I decided that I would start unpacking after my furniture had arrived.

I leaned against the kitchen island and as soon as I brought my phone screen to life, a text message came through. I looked at the number not recognizing it, and clicked the message open.

Good morning, Felicity. It's Tommy Merlyn, we met last night at Verdant

I smirked a little and typed out a quick reply.

FS: Good morning, and how could I forget the guy with cheesy pick up lines?

Satisfied with my words, I hit send and stored his number into my contacts, before another message came through.

TM: Let's go grab some coffee

FS: Hmm... I'd have to check my schedule, Merlyn

TM: Aw c'mon :( I'm sure you could pencil me in for say 10:30?

TM: I'll even throw in a chocolate chip muffin ;) I know a cafe the makes the best ones

I smirked at his charm before peering up at the time, in the upper right corner of my screen. That would give me about an hour and a half to get myself together.

FS: Well I guess I could squeeze you in, but only because the muffin sounds too good to pass up

FS: Text me the address

His next message came in almost immediately.

TM: You won't regret it, beautiful ;)

TM: 1145 Maple Boulevard, see you there

FS: see you then

I placed my phone on the counter and filled my mug with coffee, then realized that I had no cream or sugar. I frowned at the black coffee, and forced down half of the bitter liquid, before retiring my mug to the sink. I sifted through one of the boxes in the living room, finding a towel and coconut-vanilla body wash. I decided to tie my hair into a quick bun on top of my head, opting to keep it dry since I wouldn't have time for a fight with the blow dryer. My hair could survive until later since I'd washed it at Sara's house the day before.

I made my shower speedy then retreated to the living to look through one of the boxes labeled 'Clothes'. It took a while, but I eventually settled on a turquoise, sleeveless peplum top. It had a cut out on the chest to just slightly show of my cleavage, which Tommy had been ever so subtle about checking out the night before. I paired it with a dark blue pair of skinny jeans and turquoise ballet flats.

After retrieving the necessary items from the boxes, I brushed my hair into a neat ponytail, brushed my teeth and applied some light makeup, before sliding on my glasses. I then wondered if Tommy would even recognize me, but decided that if he was really interested, he wouldn't run at the sight of my normal appearance. I shoved my keys and phone into my pocket and head out to catch a cab.


Little Star Cafe

I exited the cab, after paying and thanking my driver, then walked up to the small cafe. I instantly spotted Tommy sitting at a booth in the corner. He stood and smiled at me as I approached, and I realized that he was even more attractive in the light. I took a moment to take in his appearance. The previous night, he's been dressed in a simple black and white suit, with no tie and the top two buttons opened.

Today, he was sporting a grey crew neck tee and dark blue jeans. The t-shirt fit snuggly to his body, showing off the ridges of his abs just the slightest bit. He was kind of skinny, but his muscles- while not bulging- were well defined. He smiled a bit, clearly trying to hide his surprise.

"You look different." He started off lamely, as I stood about two feet away from him.

"I know I'm not your usual type, so if you're going to run, now would be the time." I smiled half-heartedly, giving him the opportunity to back out. His grin widened over his perfect teeth, and he pulled me into a hug and kissed my cheek.

"Are you kidding? And miss out on a beautiful woman like yourself?" He smiled, gesturing for me to sit. I slid into the booth, and Tommy slid in across from me as a waitress approached our table.

"Tommy Merlyn." She smiled seductively, completely ignoring me. She had legs for days and was slender with dark, straight hair falling over her shoulders. Her hazel eyes seemed to pierce into him. Tommy smiled awkwardly after glancing at me.

"Hi, Miranda." He greeted. "How've you been?"

"It's Andrea." She corrected, slightly annoyed. "You said you were going to call me." She whined, twirling brunette locks between her perfectly manicured fingers.

"Miranda, I'd like to order now." I spoke up, eyeing her. She blinked and turned her attention over to me, her gaze burning a hole through mine. I saw Tommy smirk from my peripheral vision.

"It's Andrea." She said, begrudgingly, as she pointed to her name tag and rolled her eyes.

"I'd like a coffee with half-and-half and caramel. Thanks." I smiled at her, feigning a polite attitude. Andrea jotted my ordered down with a forced smile, before looking back to Tommy expectantly.

"Coffee, black, and two chocolate chip muffins." He said, his eyes trained on me. I shifted in my seat and swallowed, hoping he couldn't tell that his gaze made me nervous. I could feel my eyebrows furrow a bit, while I chewed on my lip, meeting his eyes.

"It's really cute that you do that." He smiled at me, when Andrea was gone. I felt the blush creep to my cheeks as I straightened my brows and released my bottom lip. "Please. Don't stop on my account."

"So... Tommy Merlyn." I started off.

"Felicity Smoak." He smiled back. I blushed, again, at the sound of name and looked down at my hands in my lap. "You know, there's no reason to be nervous." I smiled up at him, unsure of what to say, before he continued. "Why don't you tell me a bit about yourself, Felicity?"

"What do you want to know?" I asked, shifting in my seat.

"Everything." He answered simply, as a different waitress placed our respective coffees in front of us along with two small plates that held the muffins. I could smell their intoxicating chocolate warmth, and we both thanked the woman before she left. I picked up a crap ton of sugar packets, dumping them into my coffee cup one at a time. I glanced up to find Tommy watching my hands, a small smirk in place.

"What?" I asked with a small, embarrassed smile. His green eyes flicked up to my blue ones and he chuckled a bit.

"I take it, you like your coffee sweet." He smiled at me, and I giggled in response, picking up a stirrer from the small basket in between us.

"Sweet is an understatement." I smiled back, before sipping my coffee, as he chuckled.

"So, where are you from? I've never seen you around." He asked, taking a sip of his own coffee.

"I just moved here from Cambridge, Massachusetts." I started. "I lived in Central City when I was a kid, then my mom and I moved to Vegas when I was fouteen."

"A girl from Vegas," He started off, with a surprised tone. "You any good at poker?"

"I'm pretty good, but blackjack is more my strong suit." I answered before taking a small bite of the muffin. He was right, it was freshly baked and delicious. Tommy nodded appreciatively at my answer.

"You're a card counter, huh?" He smirked, and I shrugged in turn. "Impressive... kinda hot." He retorted, biting into his own muffin.

"What about you?" I asked, taking another sip of the sweet coffee.

"I'm a great card player, but blackjack never seems to agree with me." He chuckled. We spent the next 30 minutes just chatting away. I told him how Sara and I knew each other and shared a few stories about our mutual friend. We walked out of the coffee shop and stopped a few feet in front of it.

"This was nice." I smiled at him, and he flashed a charming smile right back.

"I'm glad you gave me a chance." He started. "I'd love to take you to dinner some time soon." Heat rushed to my face and I fiddled with my fingers.

"I'd like that." I responded in a small voice, looking down at my hands. His fingers slid under my chin, surprising me, and he gently tilted my head up. He green eyes were bright as he smiled down at me.

"I don't know what it is about you, Felicity Smoak, but you already have me wrapped around your finger." He said, barely above a whisper. I opened my mouth, but nothing came out. I promptly closed it back and swallowed nervously. The hand below my chin gently slid to cup face and his tongue flicked out to wet his lips. My eyes couldn't help but be drawn to his lips and he slowly leaned his face down to mine.

I found myself wanting his lips on mine, but when he was just centimeters away, he smiled at me.

"I'm gonna do this right, Miss Smoak." He whispered, his breath tickling my lips and making them tingle.

I really wanted him to kiss me.


Oliver Queen

My eyes slowly opened and the first thing I noticed was a weight on my chest. I glanced down and inwardly panicked at the sight of fawn brown curls.

What the hell was she still doing here?

I told her to let herself out last night, yet here she was, lying on my chest. I frowned at the sight and gently poked at her shoulder to wake her. She lifted her head a flashed a tired grin at me.

"Oliver." She smiled. My frown still held in place, as I looked down at her.

"Katherine." I replied curtly. "What, um... what're you doing here?"

"It's Kimberly." She corrected me, with a roll of her eyes, her smile dropping.

"Right... Kimberly." I replied. I knew it was something with a 'K'. I cleared my throat before continuing. "So... Kimberly. What're still doing here?"

"I figured we could spend the day in bed, babe." She grinned seductively. I shook my head furiously at the pet name, sliding out from under her. I grabbed my discarded briefs from the floor and pulled them on quickly. Then I collected her discarded clothes and held them out to her.

"It was nice seeing you, Katie-"

"Kimberly!" She interrupted.

"Kandice," I continued. "But I need you to go." She glared at me, and if looks could kill, I'd be a dead man. She snatched her clothes from my hand, then tossed the small scrap of blue lace back at me. It hit my chest and fell to the floor.

"Something to remember me by." She smirked, dressing quickly and heading to leave my room. "I'll see you later, babe." She replied, and I forced a smile before waving her off. I shook my head then decided to grab a shower.

When I was refreshed and clean, I checked the time, seeing it was already after one, and decided to call Tommy. I vaguely remembered him talking to a blonde at the bar when I left the club with Kassandra. I didn't get a good look at her since her back was to me, but wondered if Tommy had gotten lucky with her last night.

"Ollie!" His voice rang in my ears, when he answered. I could hear the over-excitement in his voice.

"Hey man, let's get lunch. I'm starving." I told him, sliding my keys and wallet into my jeans pocket.

"Yeah bro, meet me at Big Belly in 20?" He asked.

"Yup, see you there." I replied, before hanging up and sticking my cell in my pocket.


Big Belly Burger

Tommy was already waiting for me when I walked in. I couldn't help but notice the goofy smile on his face, and wondered what was going on.

"I take it you got lucky with that blonde last night." I smirked sliding in across from him. He chuckled.

"Actually, no, but let's talk about your experience first." He laughed. The waitress came by and took our orders before leaving again.

"The chick wouldn't leave." I frowned, in reference to the girl, whose name I forgot once again. Tommy laughed openly, and I glared at him. "Dude, I woke up and she was still there. And last night she said to put a baby in her."

"Bro, I could've told you that was gonna happen." He laughed, making me realize that he'd already dealt with her.

"Why the hell did you let me take her home then?" I asked, feigning hurt. "I would've settled for a quickie in the storage room." I laughed, just as the waitress returned with our food. She looked at me questioningly, having heard my last remark, then quickly scurried off. "So, what happened that got you so happy?" I asked, before taking a large bite of my cheeseburger. Tommy's face straightened out and he bit his lip.

"So, that blonde you saw me talking to last night..." he trailed off, his smile reappearing.

"The one you didn't have sex with?" I asked, rhetorically, squinting at him.

"Yeah, her..." he trailed off again. "She shot me down last night." He said, popping a couple of fries into his mouth.

"So why are you so happy?" I asked, genuinely confused by how my best friend was acting.

"She shot me down, then gave me her number... I had coffee with her this morning." He smiled brightly. I cocked my head at him, still unsure of why he was so excited about the girl he didn't sleep with.

"Mhmm..." I pushed, waiting for him to explain.

"I like her, man." He beamed. "Like, really like her."

What?

A laughed escaped my lips, and I shook my head skeptically. I looked at Tommy and noticed him frowning at me before I stopped.

"I'm serious." He said, the tone of his voice proving that. My face straightened out and I tried to picture my wingman in a committed relationship.

I couldn't.

But he was my best friend, so I was going to support him either way.

"Well, that's good for you, man. If you like her then go for it." I encouraged with a genuine smile. "Besides, if you start dating her, then more chicks for me." I joked, biting into my burger. His smile, once again, returned.

"Thanks for your support bro. I appreciate it." He nodded at me.

"Tell me about her." I demanded, wanting to know more about the woman who stole my friend's attention. His entire face lit up and he stared into space for a moment.

"She's perfect," he started seriously. "She so damn hot, dude, like sexy hot. And she's smart. Kinda had that whole 'sexy librarian' thing going on. And her ass..." he trailed off shaking his head, and biting into his burger.

"Don't tell me she has you whipped already." I laughed at his lovestruck expression.

"She definitely does." He smirked, with a mouthful of food. He swallowed before continuing, "I, uh, was wondering if I could ask you for a huge favor." He said nervously.

"Yeah, man, what's up?" I asked sipping at my iced tea, wishing it was the Long Island kind.

"Can you handle Verdant solo tomorrow night?" He asked, pushing his words all together. "It's just... I'm taking her on a date tomorrow." I nodded, without hesitation.

"Hell yea, man." I agreed, without having to think about it. If a girl got my best friend giddy like this, he definitely deserved the chance to explore his feelings for her. "So, where you taking her?"

"I think dinner from 'Chateaux Noir' at the penthouse." He smiled. "It'll be a plus if I can get laid, too, but I'm just glad she's even giving me a chance." He said with a sigh.

"Well, many blessings tha get laid." I grinned, genuinely happy for my friend.

"Thanks," he laughed. We continued our lunch in conversation, making plans for our next Friday Night Fest at Verdant.


Tommy

There was only an hour left until Felicity would be arriving, and I found myself in a frenzy. I had everything set up in the living room of my penthouse for tonight. I even had my bedroom set up, (and a nightstand stocked with condoms)... just in case. The white carpet was adorned with red and pink rose petals and a round table- covered with a white tablecloth- sat in the middle of the room. The food was currently being prepared at Chateaux Noir and set to be delivered ten minutes before her arrival.

My original plan has included a waiter and violinist, but Sara stopped me.
I had intended on pulling out all the stops tonight, but she assured me that Felicity was a simple girl, and this would be more than enough.

I had already showered and blow dried my hair, styling it as usual. I had to admit that I looked pretty damn sharp in my black tux. I opted not to wear a tie, deciding that I didn't want this date to seem too formal. I had buttoned up my shirt, then looked at myself in the mirror, before deciding to leave the top two buttons open. It was more my style and I didn't want it to seem like I was trying to be someone I'm not.

Wow.

I've never cared this much about what a girl thought of me. But here I am stressing about it now. This feeling was so foreign to me. I've always kind of been a 'ladies man' so to speak. I've thought girls were cute, but I never cared enough to develop a crush on one. I felt like I had just discovered how shallow I was. I suddenly found myself wanting to change. Felicity wasn't a shallow girl, and she was only one of three girls to ever reject me. I didn't bother chasing the other two girls. But Felicity had me captivated simply from the image of her laughing at the bar. Her blonde hair had appeared to be changing colors due to the pulsing lights. I had instantly developed my first crush and I felt pretty damn good about it. I honestly liked her.

I checked the time on my phone, finding that it was already 8:35p.m. I had fifteen minutes until the food was delivered. That meant 25 minutes until she got here. My nerves spiked a bit. I felt a little giddy, like a ten year old, at the thought of Felicity coming here. To my place. I took a deep breath and reminded myself that I'm Tommy-fucking-Merlyn. I didn't get nervous.

I headed out to the kitchen and began grabbing the dishes, so that I could set the table. Soon I had it all set, with a bottle of Cheval Blanc 1947, since Sara told me that Felicity loves red wine. I cost nearly thirty four grand, but my trust fund could definitely take the hit, it was nothing. My father's a real dick, and I did wish that he cared more, but at least he set me up with a sick amount of money once I turned twenty one. It's been three years, and I've spent more than I know, but still have a few billions.

I heard a knock on the door and it snapped me out of my thoughts. Peering at my watch, I saw that it was 8:50p.m., and I opened up the front door, to find a man in white with a large bag.

"Good evening, Mr. Merlyn. My name is David, from Chateaux Noir. I have your delivery." He said in monotone. I thanked him and allowed him to prep the food so that it was presented nicely. I ordered grilled steak with salsa verde and roasted potatoes as the main course, knowing that it would pair perfectly with the wine.

When David finally left, I could feel my palms sweating. It was 8:57 and my heart was pounding. I decided that I'd use the next few minutes to calm down and get my game face on. Besides, who's to say that she's going to arrive at nine on the dot? As soon as I took a deep breath, I heard the knock. I shook out my nerves and pulled the door open. So much for having a few minutes.


Felicity

Thank Heavens for Sara.

She helped Tommy plan our date and told me that I needed to dress fancy, but sexy. She very adamant about her "no spanx, no undies" rule. A decent amount of clothes had been unpacked and put away, as well as my basic needs. I sifted through my closet in search of something to wear, when I heard a knock.

Of course I open it to find Sara and she has a small duffel bag over her shoulder. She pushed me into my living room, making me sit on a chair, that thankfully the movers brought yesterday afternoon, along with the rest of the furniture.

Sara quickly side parted, then curled my hair in loose body waves. She then applied makeup to my face, giving me a natural but glowy look. She finished the look off with a bold red lip. She retrieved a pair of cubic zirconia studs from the bag along with an inch thick matching choker.

She handed me a flurry of red fabric and demanded that I wear my red pumps from the previous night. Sara also made sure that she reminded me what a big deal this was since Tommy apparently never goes on dates. The dress had inch thick straps with sweetheart neckline, and tightly clung to my body. It stopped a few inches below my knees, with a six inch split on one side. I felt pretty hot, and inwardly hoped that Tommy would like it.

So here I was, standing in front of his door, knees shaking and palms sweating, attempting to mentally prepare myself. It wasn't so much as a hallway that I was standing in, it looked more like a small waiting area, and was dimly lit, but intricately decorated. I could tell that a lot of effort went into the interior design and began to feel curious as to what the inside of his place looked like. I checked the time, seeing that I was just a few minutes early, and took a deep breath before knocking.

Almost instantly, the door swung open, and Tommy stood there, (looking incredible in his suit, btw), with a huge smile on his face. He placed a hand on my upper arm, and leaned in to peck my cheek.

"You look absolutely stunning." He smiled at me, before holding out his hand for me to take. "Shall we?"

"Let's do it!" I smiled, excitedly taking his hand, then mentally face palmed myself as he led me inside. "And by do it I mean start our date, not do it like that kind of do it. I'm not coming onto you, I mean it's our first date, and I'm not that kind of girl, even though it's been a bit of a dry spell and you totally didn't need to know, oh God please stop me!"

I let out a shaky exhale, mentally cursing myself. Way to go, Felicity. What better way to scare off a hot guy than to babble about sex? I counted down from three in my head before lifting my head to look at his expression- only to find that he was clearly amused.

"Why, Miss Smoak, I definitely wouldn't mind you coming on to me." He murmured, pausing just outside of a door way. He was blocking my view inside, but I could see that the lights were dimmed. I could feel the heat rise to me face and figured that I was now the same color as my dress. "By the way, that was by far the cutest thing ever." He smiled.

"Really?" I asked, disbelief on my face. "Most guys find it annoying." Tommy shook his head with a smirk.

"Well contrary to popular belief, I'm not most guys." He retorted. "You ready?" He then asked, and regardless of his persona, I could see that he was actually nearly as nervous as I was. I gave him a sharp nod with a smile, before stepping aside.

I took in the beautiful view before me, first noting the gorgeous floor-to-ceiling windows. It was a humongous living room, like two of my apartments big. A black carpet, topped with countless pink and red rose petals, covered the floor. One side of the room had a glass coffee table in between two white, and very cozy looking, sofas. There was a huge flat screen TV mounted to the wall, and below it a glass entertainment center filled with movies and video games. There were a few picture frames on top of it, but I hadn't focused on them long enough to see who were of.

The opposite wall held a bookshelf, and I noted that Tommy owned a lot of the "books for dummies" series, and a small giggle escaped my lips. I wasn't sure if he'd heard it, (considering that he was standing behind me), but I'd he did, he didn't say anything. There was also a series of pristine novels, and on the top shelf I spotted some autographed baseball cards and baseball in individual glass cases.

The opposite side of the living room held a round table with a pristine white table cloth. I could already see my clumsy myself spilling some of that fancy red wine on it. There were two dishes set across from each other and covered with a silver lid. In the center of the table were two chunky, red candles, beautifully illuminating the area. The bottle of wine wasn't far off. I knew that Tommy was a billionaire and I instantly wondered how much money he'd spent on it.

I slowly turned around to see Tommy looking back at me, clearly waiting for me to say something. He looked slightly nervous and was chewing on the very corner of his bottom lip and I tipped my head at him with a small smile.

" I stated, my voice low.

His eyes widened slightly before he said, "is it too much?" I giggled at his reaction and closed the three feet of space between us. I placed my hands on his biceps, and saw his Adam's apple move slightly as he swallowed. In my four inch heels, I was about eye level with it.

I attempted to do the 'sex eye squinty thingy' that Sara taught me, right after she snatched my glasses and threw them behind my bed. Prior to that action, she had said, and I quote, "Felicity if you wear those things on this date, so help me God, I will smash them to pieces with a hammer and feed it to you."

Tommy's gorgeous green eyes stared down into my blue ones. I could tell that he'd read my signal because his hands went to my waist, and his slowly leaned his head down.


Tommy

Red is really her color. "You look absolutely stunning." I told her, before holding out my hand. "Shall we?" Damn, now I really did hope I got laid after dinner, because she'd be a hell of a dessert. She gave me a small smile before taking my hand.

"Let's do it!" She had the cutest smile on her face when she said that. Without her glasses, her bright blue eyes seemed even bluer. I began leading her to the living room, "And by do it I mean start our date, not do it like that kind of do it. I'm not coming onto you, I mean it's our first date, and I'm not that kind of girl, even though it's been a bit of a dry spell and you totally didn't need to know that, oh God please stop me!"

Whoa.

That was a new one. A dry spell, huh? I was hoping I could break that spell tonight, because the way her dress hugged her curves and accentuated her waist was just...

I couldn't help but smile at the way she babbled. She was so nervous and it was adorable. She lowered her head and took a deep breath. When she looked back up at me, I was staring at her, beyond amused.

"Why, Miss Smoak, I definitely wouldn't mind you coming on to me." I murmured, flirtatiously, pausing just outside of the living room doorway. I stooped and faced her, blocking her view inside. Standing in front of me, I noticed that even with her heels, the top of her head reached just below my bottom lip. "By the way, that was by far the cutest thing ever." I said.

"Really?" She asked, skeptically. "Most guys find it annoying."

Those guys are fucking idiots. I shook my head and smirked at her.

"Well contrary to popular belief, I'm not most guys." I smiled down at her . "You ready?" I asked, nervously. I was pretty excited for her to see the work that Sara and I did to set up this date. She gave me a small nod and smiled, so I stepped to the side, making a dramatic reveal. Felicity's eyes popped open and she slowly stepped inside. I followed her in and stopped a few feet behind her.

I felt like my eyes were burning a hole in the back of her head, waiting for her to say something. Sara told me that money meant nothing to Felicity and wouldn't impress her. In fact, it would piss her off. She slowly looked around the entire room, and I felt like she was trying to burn it into her memory.

It felt like hours before she finally, slowly, turned to face me.

"Thomas Merlyn." Her voice was low and steady. My eyes widened a bit.

"Is it too much?" I asked, making her giggle. She slowly approached me, closing the space between us, but her head pulled back to look up at me. Her hands went to my upper arms, gently, and I attempted to swallow my nerves. I didn't kiss her yesterday, but dammit I was about to now. She coyly, squinted her eyes at me, and that was all the permission I needed before I gently took hold of her waist and leaned my head down to hers.

Her red lips were demanding but gentle as we slowly nipped at each other lips. I flicked out my tongue, practically begging for entrance, and felt her smirk against my mouth, before gently pulling away.

"That's all you've earned so far." She smiled, trying to be seductive, but coming off as cute- still a turn on though. "Play your cards right, and we'll see where the night takes us." I swore my pants got tighter. I gave her a tight smile in took her hand in mine, leading her to the table.

Dinner started off a little quiet, considering that we were both a bit nervous. I moved my chair perpendicular to hers, then took a few sips of wine and tried to spark up a conversation. Why the hell was this girl making me so nervous?

"So, Miss Smoak, what do you like to do in your spare time?" I asked, setting my glass back down on the table.

"Hacki- I mean, just computer stuff." She smirked, before popping a small piece of steak in her mouth, then setting her fork down. I returned her smirk when I realized that she was about to say hacking.

"Miss Smoak, I didn't take for such a rebel." I chuckled, then reached out to touch the industrial piercing in her ear, causing her to blush. "Though this thing should've been my first clue." She bit her lip nervously, not looking at me. "Don't be shy, I don't bite... at least not very hard." I smirked, still fiddling with her piercing. I saw her lips tighten, and she quickly clenched her legs together, still avoiding eye contact. She quickly cleared her throat before speaking.

"I'm an ex-hacktivist." She said, watching me from her peripherals before she took her last bite of food.

"A hacktivist?" I asked, confused. What the hell was that? She sighed, then finally looked at me. I dropped my hand from her ear to her delicious thigh, which was covered by her dress.

Damn, I wanted my face between those thighs.

"I went to MIT and in my second year, I joined a group of hacktivists. We hacked into federal databases and exposed corruption. Now. You need to tell me one of your secrets, Mr. Merlyn." She smiled, expectantly. I smirked at her, wondering if she had any clue just how charismatic she is.

"Okay, fair enough." I murmured, sliding my hand slowly up her thigh. I could feel her shudder beneath my touch and I placed a small kiss on her exposed shoulder- her eyes boring into mine all along. I may not read books, but I can definitely read women, and I knew that I had her wet by now. Her pupils darkened, those bright blue eyes almost black, and I remembered what she said earlier.

'..it's been a bit of a dry spell...'

Alright, time to turn up the Merlyn charm. I licked my lips, and leaned in a little closer to her face, our lips just inches apart.

"Miss Smoak." I started, my voice low. She was shuddering beneath my hand, blush touching her cheeks, and her tongue flicked out to wet her lips. "You're the first girl I've ever wanted date."


Felicity

"Miss Smoak." His seductive voice murmured. Against my own will, I quickly licked my lips in anticipation of what was to come "You're the first girl I've ever wanted to date."

It honestly warmed my heart to hear him say that, simply because Sara, (who pretty much grew up with him), had told me the same thing.

"Felicity," she said, sitting beside me on my bed once I was fully dressed. I raised my eyebrows at her in question with a small smile. "I know it may feel like I'm pressuring you into this date, and I know that you know all about Tommy's playboy ways, but I think this is actually pretty important to him. He's never actually dated a girl, let alone asked one out. And we're not even gonna get started on the fact that you haven't had sex since Cooper Seldon. I'm very disappointed in you by the way. But... just give Tommy a chance. I promise you that if this is all BS, then me and Nyssa will jump his ass. But I know him, and I know he's at least got a bit of a crush on you, even after you rejected him."

Maybe Tommy really did like me. And I couldn't help it if he was charming me to my core... like literally. My thighs were getting a little uncomfortable from the wetness, and the fact that Sara made me go commando so I won't have a "tacky ass panty line", did nothing to help. Tommy eyes felt genuine and it's been two years since Cooper. I'm twenty-one, why not live a little?

So I took a shot in the dark, and closed the distance between our lips, going for exactly what I wanted. And what I wanted right now, was to put an end to this "dry spell", as I so eloquently called it earlier tonight.

I sucked his bottom lip between my teeth, and he jumped just the slightest bit, surprised at my demand for him. My hands cupped his clean shaven face, just as I slipped my tongue into his mouth. His right hand was gripping my thigh tightly, and he pulled his lips away from mine, but the still hovered.

"Felicity." He growled, sending my heart into an erratic beat. "Don't start something you're not gonna finish. I like you, but I also really want your thighs around my face, and I'm gonna be pissed if you leave me with blue balls tonight." A small giggle burst through my lips at his bluntness. I quickly schooled my face and made a, more than likely, failed attempt at a seductive face.

"Take me to your room, Mr. Merlyn." I whispered.


Oliver

It's been about a week since Tommy told me about the girl he's seeing: Felicity Smoak, aka Smoakin' Hot. I haven't been seeing much of Tommy since he started "dating" Felicity.

The word alone made me shudder. The first and last girl I ever dated was Laurel Lance. Relationships just weren't my thing. We were together for two years and I definitely cheated on her almost every other night with a random girl at Verdant. I'm still not sure why she put up with me for so long. The straw that broke her back was when she'd caught me flirting with Sara's friend from camp.

I then started to wonder about that girl. I didn't know her name, but that didn't matter. She was pretty cute, and if I'd had my way, she would've been another girl that I'd cheated on Laurel with. She was a brunette, my favorite, with purple highlights and blue eyes. I recall making some comments about tracing the alphabet with my tongue, which left her in speechless anger. She quickly shot me down when I asked for her name, and Laurel happened to have been walking in at that moment, having heard it all.

I walked through the lobby of, Queen Consolidated, shaking away my thoughts. Today was my first day taking over as CEO, and so far it's been alright. I'd just come from having lunch with Tommy, and he'd practically begged me to make sure that Felicity, (who he's even taken to calling his girlfriend), got hired. Right. My best friend's girlfriend, was interviewing here today. Of course as CEO, I'd look out for him.

I was running late for a meeting, having had taken my time returning from lunch, since I'd decided to visit my father's grave after. It was now 12:59pm and I saw the elevator just starting to close. "Hold it!" I called out to the figure inside, as I jogged to the doors. Her hand flicked out and she held the door until I was inside. I stepped in beside her with a smile. "Thank you."

"No problem," the beautiful blonde smiled back, as the doors closed. She pushed for the fifteenth floor and I pushed for the forty-fifth. The girl was gorgeous to say the least. She had her blonde hair pulled up into a neat ponytail with dark purple framed glasses. She was dress in a bright pink button up with a grey pencil skirt, that made her ass beyond tantalizing. "Are you going to continue to shamelessly check me out?" She asked, with a roll of her eyes.

"Check you out? It was more like mentally undressing you." I murmured, and just the the elevator shuddered and stopped.

"No, no no no." She groaned with a shake of her head.

"Don't worry, babe, that just gives us some time to get to know each other." I smiled and she glared at me.

"Do you seriously not remember me?" She asked, squinting her blue eyes at me, forcing me to think back. I already know her?

"Did we sleep together?" I retorted, genuinely confused. She raised an eyebrow at me and scoffed.

"You wish." She huffed, folding her arms in annoyance. I cocked my head at her.

"Then might I ask why you seem to despise me so much?" I asked.

"I don't know, is tracing the alphabet still your best pick up line?" She glared at me. Sara's friend.

"You're the hot brunette that used to hang out with Sara." I smiled at her, suddenly finding my new mission. The elevator jerked, and began to move, and I noticed her sigh in relief. The ride was silent until she got off.

"Goodbye, Mr. Queen." She huffed before stepping off.


Verdant

The music was bumping as Tommy and I sat at the bar, taking in the scene around us. Tommy's girlfriend was coming tonight, and he was excited to finally introduce us. I took a sip of my scotch and turned to him.

"Bro, I almost forgot to tell you," I started off, loud enough so he could hear me over the music. "You remember the mystery brunette I told you about? The one that Laurel broke up with me over?"

"How could I forget?" He laughed. "I bet if it had been me, she totally would've let me hit that. You're losing your game, man."

"Says the guy with a girlfiend," I retorted, making him chuckle before he sipped at his brandy. "I ran into her at QC today."

"No fucking way, dude." He smirked, looking at me. "You know what this means right?"

"Oh, I know exactly what it means." I smirked back.

"Five grand says she still won't let you hit."

"Oh yeah? Ten grand says I'll have her screaming my name before the end of the week." I retaliated.

"Deal!" He called, sticking out his hand for me to shake. We shook on it before he spoke again. "There she is." He smiled nodding his head towards the entrance.

She wore a short gold dress that clung to her every curve, with gold heels, and her blonde locks, wavy over her shoulders. She was the epitome of sexy. She was my best friends girlfriend.

And she was the girl we'd just bet on.


So, what did you guys think of this new story? I'm thinking to keep it between their point if views only, but I might add in Sara's POV at some point as well.

Review, review, review, pleaseeeeeeeeee! It fuels my writing.

My stories will continued to be updated in the following order:

1. A Chance at Redemption (part 3/finale)
2. Light in the Dark
3. Up in Smoak
4. Arrow Through a Clover
5. Forgive Me

Thank you for reading!

xoxo cloverlotus