Chapter Summary: Who would've guess that proposing to someone like Kara would be so damn hard? Oliver Queen knows it.

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3. Two times Oliver almost proposed and the one time he did.

Oliver was in one quiet room of the DEO while Supergirl flew around the city, going after a few bad guys and some buildings on fire. He sat down and thought about the week he had while visiting his girlfriend on her Earth and never noticed Alex coming in, looking worried at him.

- Do you want to talk to me? – She said looking worried at his face.

- It's almost impossible to propose to your sister… - He looked at her with a funny face and defeat all over it.

Alex froze, covering her mouth with both her hands, in shock.

- WHAT? Did you propose to her?

- I tried to… Twice!

- Oh my God! – Alex wasn't able to contain her excitement, but then she looked at Oliver, confused about what he was talking about. – Wait. What do you mean tried to?

- I failed! Twice. I don't know what to do…

- Explain… From the beginning.

- Well…

Oliver walked around the room from one side to another. He had been dating Kara for a few months now, and he was so sure she was the one for him, he couldn't possibly think about himself with anyone else than her. He decided to propose to her, and wanted to do it in a really special way, because Kara was the most special woman he had ever met.

- It's cute that you want to make it special for my sister… - She said as she heard his explanations, smiling at him – But she has super powers, and is an alien. It's really not that easy to fool her. You try to surprise her on her birthday without her figuring it out.

- I tried… - He smiled remembering all the times he tried to surprise Kara, but she always ended up finding out.

- Yep! – Alex laughed, looking down. She looked back at Oliver, thoughtful – What exactly did you try, anyways?

- We were at this restaurant…

FLASHBACK

Oliver sat across Kara on the table, feeling really nervous and trying to disguise it. He looked to his side while she tried to decide what to eat and saw one of the waitresses giving him thumbs up. He looked to the table, breathing in and out, his nervousness almost taking over him. It was now or never.

Kara finally decided and the waiter smiled at them, taking the menu with him. Kara looked at Oliver and reached for his hand, squeezing it.

- This is a lovely place, Oliver. – She smiled sweetly at him. – It's nice to be in a new restaurant for once…

- Glad you like it. I noticed you needed fresh air after all that happened in National City.

- It was a hard battle. And you are right; I really needed it, so thank you. Sometimes I feel you spoil me – Kara gave him a small smirk.

- For you, anything. – He brought one of her hands to his lips, giving a small peck on its back.

The food came and they ate peacefully, talking about life in general and their hopes for their cities. The dessert arrived and Kara looked funny at Oliver.

- What?

- Nothing… I just hope you like it!

- You know what I love, that's why I trust you to pick my desserts. – She smiled at him, looking at the beautiful chocolate mousse in front of her. It smelled great.

Kara grabbed a spoon and was about to give its first bite when a kid came closer and stopped by her side. It looked like a homeless kid and Kara looked at him, worried.

- It's everything ok?

- I lost my mom… I'm hungry…

- Hey… - Kara reached for his arm, grabbing her mousse and offering to the kid. – I know it's not much, but it can help you for now…

Oliver looked at the mousse, trying not to show he was desperate inside. He was all for helping people in need, but there was a ring inside that dessert and he was going to need it. And Kara was giving it to the kid.

- Thank you, lady! You're an angel…

- Where do you live for now? – She looked worried at him.

- On the streets…

Kara looked at him, feeling her heart shattering. She had to do something to help that poor little kid. She looked at him.

- Can you meet me here later? I have this friend. She helps an orphanage and I'm sure she can find a spot for you there.

- A place for orphan kids?

- Yes – Kara smiled – They are really lovely and caring and they take really good care of kids. It's not right for you to live on the streets. I know it's not easy to lose your mom; I have lost mine when I was a kid.

- Really?

- Yes… And life was not easy, but I managed to find strength to keep going, and I found foster parents that loved me as much as my real parents did. I truly believe you can find a nice family there… I need to talk to her and then I'll meet you here, ok?

- Ok.

The kid smiled and started to walk away and Oliver smiled at Kara.

- I know you took your time picking it for me, but the look in his face just broke my heart… I will ask Thea about that place she helps.

- I know, babe, don't worry. I love that you care for people. – He said smiling at her a bit nervously – I… I think I can also do something for him – He gave her a kiss on her forehead and she turned her attention to a message she got on her cell.

Oliver started to walk towards the waitress that had helped him before. He gave her some money and she brought him another dessert and prepared a table with some food. He tried to avoid Kara's attention and left the restaurant, using the back exit. He ran, trying to reach for the kid, still holding the mousse in his hands.

- HEY KID!

The boy looked scared at him and Oliver reached his hand for the small guy.

- Don't be scared. I just brought you another dessert. I need the one you have in your hands…

- Why?

- There is something inside it that I need. I also want to pay you dinner.

- I… I want this one the pretty lady gave me – The boy pouted at Oliver.

Oliver approached him and kneeled on the ground, his hand reaching for his shoulder.

- That pretty lady is my girlfriend. I love her. She is kind; she has a golden heart… I'm going to ask her to marry me… But the ring is inside this dessert – He pointed at the mousse on the kids' hand.

- Why it's inside my mousse? – The boy looked curious at him

- I was going to make a surprise for her.

- That was a bad idea…

Oliver took a deep breath, trying to have more patience.

- I know. That's why I need the ring back. You can go inside, there's a table waiting for you, it's already paid. And Kara will make sure they find a good place for you, ok?

The kid smiled widely at him, taking the dessert Oliver was offering him and giving him the mousse. He ate happily and went back to the restaurant.

Oliver looked relieved at the mousse and stuck his hand inside it, finding the ring.

- That was close!

END OF FLASHBACK

- Oliver do you even see the problem with this idea of yours? – Alex laughed as he finished. – Even if the kid hadn't showed up, my sister would devour the mousse and the ring along with it… She can be raw when it comes to food, please never forget this.

- You are probably right!

- I'm right, believe me. She threatens to burn me if I try to take the last pop tart from her plate. She would have eaten that ring right away in seconds…

Oliver looked down his feet, trying to think why he didn't think about it. It wasn't a great idea, for sure and he could see it now.

- But that wasn't the only time I tried…

- Oh, God… What else did you do? I'm sensing trouble…

- Yes, it was a big one!

FLASHBACK

In one of Oliver visits to Earth 38, Kara mentioned about a movie she was dying to see it, and Oliver decided it was a good idea to try again to propose her. It was going to be really memorable, it was a movie she really wanted to see, it would be special and she would never forget it.

He went there earlier and spoke with the manager. After giving some money (a lot actually), the guy let him go on with his crazy idea.

Once inside the movie theater, Oliver and Kara sat on the last row, since it was empty. Kara looked at Oliver and smiled thankful at him, giving him a small kiss. Their kiss started to heat up and suddenly, all lights went down and the movie was about to start. Oliver's heart raced insanely and he actually thought he was going to start sweating with nervousness anytime soon.

A loud crash was heard and they jumped from their seats. The screen stopped working and Kara looked down only to see a huge hole on the wall. There was a huge creature that Kara was sure was from another planet and she looked knowingly at Oliver, giving him a quick kiss, changing into Supergirl and using her super speed to reach for the monster, giving him a punch on his stomach.

- Stop right now, you lost! – She told him as she kept fighting him.

He threw her with all his strength across the room and her back hit the wall of the projection room, destroying everything with her fall. She rose up, floating on the air and flew again towards the creature, taking it far away from there. A few moments after it, Kara came back, taking deep breaths, back on her regular clothes.

- I'm sorry the session got ruined!

- Its ok babe, the important thing is that everyone's safe and you're ok.

Oliver gave her a kiss and hugged her. He looked back at the projection room, knowing it was not going to happen again, since his proposal was inside the movie., at least on the beginning of it.

END OF FLASHBACK

Alex laughed out loud and Oliver looked annoyed at her.

- I'm sorry. That was cute. And cheesy!

- I'm romantic…

- And I think it's awesome… But you are missing the point here…

She got up and walked towards him. She spent a few seconds thinking about what to say and then looked at him.

- National City is a place that everything crazy you can imagine, can happen. Everyday. This is an Earth where aliens exists Oliver, do you honestly think we can do anything like regular people here, without a few trouble on the way? That is why Supergirl can barely rest. That is why DEO is always alert…

- I've learned my lesson…

- I think is cute that you want to make this a big moment for her, I really do. But I think you still can do it in a much easier way.

- What do you mean?

- Try to make it more… Personal. More intimate. You know my sister pretty well now, so you can think about something that will mean the world to her, but that will be a moment just for the two of you. Something only, you will be able to cherish from now on.

Oliver thought about what Alex told him and he couldn't believe he never thought about it like that. And suddenly, an idea came into his mind.

- Do you think you can keep her busy? Today?

- Yes, I can.

- Make sure she only gets to be home around 9 o'clock.

Alex looked at Oliver and smiled. She liked how he paid attention to small things and small tips. He was a fast learner, she thought.

- Ok. And please let me know how it went. Because now I'm curious.

- I will – He laughed when Alex opened her arms for a hug.

- You will be part of the Danvers family buddy, you better get used to hugs!

- Ok, you win! – He said hugging Alex back.

Alex had given him the perfect idea, he thought while he was at Kara's apartment getting everything ready. He was persistent and never gave up easily, and he could feel that this time around, nothing would go wrong. He was dealing with everything the wrong way and he could finally see it. He thought about Alex telling him how much Kara loved food. And how Supergirl never got one peaceful moment, never could properly rest and take a deep breath before going into the next battle. It was exhausting. He knew exactly what he had to do.

At 9 o'clock everything was ready, and he looked around feeling really proud of his work. He just hoped Kara would like it. He got a text from Alex, warning him she was going home. He smiled and put his cell away, going to her front door. He met her in the hallway and she looked confused at him.

- Ollie? It's everything ok? – Kara looked curious at him, finding it weird he was waiting for her outside her apartment.

- Everything is perfect! – He whispered to her, his lips going straight to her, giving her one of those kiss that easily took her breath away.

And it really did. Kara opened her eyes feeling dizzy just by his breath taking kiss.

- Wow… What was that for? – She smiled, both her arms going to his shoulders as she gave him one more kiss.

- I missed you.

- Me too – She smiled

Oliver went behind her and closed her eyes with his hands. His lips came closer her ear and he whispered to her while guiding her towards her apartment.

- Promise me you won't use your x ray vision?

- I promise… Why? – She smiled feeling curious about what Oliver was doing.

- I have a surprise for you, babe!

- I love surprises!

He slowly guided her inside her apartment and kicked the door, closing it behind him. He slowly took his hands off her eyes and Kara slowly opened them.

There was a wonderful scent she could smell, coming from the kitchen. On the table there was a bottle of wine, two glasses, and apparently, Oliver's cooking. She could recognize it everywhere.

- Did you cook for me? – She looked from the table to his face, feeling really surprised, not being able to contain her smile.

- Yes. And more…

- What are you up to? – She looked suspicious at him, and he hugged her waist from behind, giving a kiss in her neck.

- You deserve a relaxing night, a great dinner made by me – He smiled between his kisses, making her shiver. – Look down.

Kara looked to the floor and there were a few red petals on it, making something like a path towards the bathroom. Kara followed it and her smile was even bigger than before as she saw he also prepared a bath for her, with all her favorite scents. There was a lot of candles around, the light really low and a beautiful music on the background.

She looked in awe at him, grabbing his chin and bringing his lips closer to hers.

- I love you!

- I love you! – He said between the kiss.

Oliver helped Kara strip down and kissed her neck one more time.

- Tonight is all about you, so even if I'm dying to kiss you all over, I'll let you have a well-deserved relaxing bath – He teased her, making her give him a wonderful laugh. He loved her laugh more than anything, he thought.

- I wish you could come with me, but I will accept your offer. – She gave him another kiss, turning her back on him and going to the bathroom, leaving her clothes behind.

Oliver took a deep breath as he watched her walking towards the bathroom, fully naked. She looked back and blinked at him, and he turned around, taking another deep breath.

Once Kara was done, she just put her favorite dress on and finished drying her hair. She walked back to the kitchen, still feeling that amazing smell. Oliver sat beside her and they ate as Kara told him about her day. Oliver felt more nervous than he felt every time he tried to propose to her. Alex was right, they needed to do it just the two of them, in their own moment, only theirs. Oliver got up and reached for Kara's hand, pulling her up to him. She bumped into his chest, her hands traveling up his torso, going to his shoulders.

- I think it's time for dessert – She said as she brought her lips to his neck, giving him playful bites.

- I… I think it's on the fridge.

- I meant you!

She looked serious at him and her sentence woke something up inside him right away. If only she knew how much he wanted her as well. His mouth crashed hers once again, this time with more need and passion, like he needed it to breathe. He gave a few steps forward, making her walk backwards. He guided them to her bedroom, and he turned her around abruptly, pressing his hands on her waist while his lips traveled down her neck, going to her shoulders.

- You did all of this for me? – She said as she saw more petals on her bed, on the floor, more candles around, everything so thoughtful and perfect. – It's not even my birthday.

- You deserve all of this, every day! – He whispered to her ear. – I wanted to make this night special for you… You always give so much of you to others, always willing to help, never taking a moment to truly relax… - He pressed his body against her back, noticing a small change in her breathing - I wanted to do this for you so you could… relax.

His hands went under her dress, lifting it up and taking it off her. She turned around, taking his pants off of him, giving small kisses through his chest. He stopped her, reaching for her chin and lifting it up so she could look at him.

- Like I told you, tonight it's all about you… - He said, his hand going to the back of her neck, bringing her face closer to his while his free hand traveled down her body, making her shiver.

Kara exhaled as she felt his hand caressing her on her most intimate places. It felt like heaven, she thought while kissing the base of his neck, not being able to have any control over her actions anymore.

Oliver guider her to the bed, gently lying on top of her, sliding down her body slowly while his lips tasted every single part of her. He took off the last barrier between them and threw it away. He could hear Kara's voice echoing all over the room as she moved her hips, feeling her body aching, grabbing his short hair and messing it all over. Her moans and cries filled his ear as he devoured her, feeling she was close to fall apart underneath him.

- Ollie… - She whispered between her moans, making it more difficult for Oliver to concentrate. He was trying hard to please her like she deserved to be pleased but his own body was reacting to every single response from her.

- Yes? – He murmured as his tongue made a trail from between her legs, up to her abs, going for her belly button and up her cleavage.

- Take me already. – He pleaded as she hissed, feeling his touch replacing his mouth.

- I will… But there's something I need to tell you. – He whispered to her, increasing his movements.

- Yes!

Kara rocked her hips against him, finding it hard to breathe properly as Oliver's hot lips devoured her neck. She could hear his breaths next to her ears and it was driving her more insane than ever. She started screaming his name and he took his fingers away from her, licking them the exact moment she opened her eyes, looking at him frustrated.

- Ollie…

He attacked her mouth once again while one of his hands reached for something on the dresser beside the bed. He felt her hands grabbing him strongly and let a groan out, feeling her stroking him

- What do you want to tell me? – She asked, smiling while seeing his face.

- I… Kara, please… - He told her, reaching for her hand and stopping her. He kissed her shoulders and her neck while whispering – I love you. You are perfect to me and I don't deserve you…

- Yes, you do.

- I don't deserve you, because you're an angel. I'm nothing close to that. – He said while giving playful bites and licks behind her ear, giving her chills once more – But you make me want to be this man, for you. A better person, a better hero… - He moved against her body, making her back arch from the bed, meeting his chest. Her back went back to bed as she smiled hearing his words.

Her hips started moving along his, Kara had lost all control she had left. Her hands traveled towards his chest and abs as she cried his name. Oliver kissed her once more and looked closer at her, their foreheads touching. She looked at him and he kept whispering to her, while her legs locked behind his back.

- You are the one for me, angel. – He said as he kept increasing his movements.

- You're the one… for me too – She whispered.

- I tried to do this before, but someone told me I needed to make it personal. – He breathed against her neck, feeling her nails scratching his back in ways he was sure he would have marks on the next day. He couldn't care less.

Oliver turned them around, adjusting them so he was sat on the bed, his back to the headboard and Kara with her legs around his waist, on his lap. They kissed passionately and looked into each other's eyes. Oliver lifted his hand and Kara looked at it, seeing a sparkling ring on his hand.

- Kara Danvers… - He said as he kept moving his hips, meeting hers along the way - Will… You…Marry…Me?

Kara stopped moving and looked deeply into his eyes. A single tear came down her eyes and she smiled at him, feeling touched by his actions, his words, and the night he planned for them. It was indeed the most perfect moment and she loved him even more for it. She never thought she was going to marry anyone, given the fact that she was not even human and a super hero. But she finally had found someone who she could be herself with, tell him everything and share amazing moments like this without almost killing him since he was not just a regular human, he was the strongest, most caring and loving man, human she had ever met. He was also the hottest, but that was just a small detail. She caressed his face, looking at him in a sweet way. She could hear his heart beating really fast, like it was going to jump out of his chest. She knew he was really nervous and she gave him a tiny smile as she started moving her hips again, slower this time. She approached his face once again, her lips giving small kisses to his cheeks, going down his neck. His hands went for her waist and pressed it hard, but she could barely feel it, he knew it. She pressed her tights against his waist, earning a hiss from him, knowing he would be sore in the morning but it was for a good reason, she thought. She made sure he felt every single part of her body while her lips traveled to the base of his ear.

- Yes… I do. – She said in between a loud moan that made Oliver increased his movements against her and her cry louder. – I…Love you, Ollie.

- I love you, angel!

Oliver turned them around once more, using all the strength he had left to bring her higher and higher. It was a good thing her neighbors were out of town or they would be knocking her door.

Kara had endless stamina and somehow Oliver managed to prolong the perfect moment for more than he believed he could. They collapsed in each other arms right after feeling spent. Kara smiled widely as she looked at him, lying on her side, their foreheads touching.

- I'm a lucky girl! – She smiled caressing his face, feeling the sleep taking over her little by little. – I have the most perfect fiancée.

- I'm the lucky one, my beautiful angel – He whispered to her as he caressed her head, his fingers toying with her golden locks.

Oliver reached for his phone on the dresser and texted Alex, with a huge smile on his face.

- She said yes. – He wrote – Thank you.

He pressed send and fell asleep with Kara, his future wife, on his arms. Life couldn't be more perfect.

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Notes:

Spoiler alert:

Next is a prompt I got from : "I think it would be interesting to see a face off either of Black Siren vs Supergirl or Supergirl helping take down Cayden James."