When she asked the occasion, he only smiled and told her:
"I just like spoiling you sometimes, that's all." His hand once again thumbed the small box in his pants pocket, then quickly withdrawing it and placing his hand back on the table, chiding himself for the anxious habit he had developed ever since the box had occupied the spot it was in. All he had to do was make it through dinner...and probably dessert. Then he could ask and it would all be over. One way or another...but of course she'd say yes. Right? She hadn't given any indication she would shoot him down, that suspicion only being confirmed as they spent the evening relaying childhood stories, personal aspirations like Yerbol's desire to own a signed copy of Jedi Warriors, an infamous virtual reality game made by an elusive game designer that cashed in on the game before disappearing("I know, I know, I'm a nerd. But you kinda knew that already, didn't you?"). He relished this time together, away from the troubles of the galaxy that would more than likely rear their atrociously ugly heads in the very near future...which was why he couldn't wait any longer to ask her. 

"Yeah...a surprise." He cleared his throat, heart beginning to race uncontrollably. 
"Uh..." He stammered a bit as his eyes scanned the countryside in hopes of being inspired to relay some kind of massively romantic speech, but when he returned his gaze to her glowing dark irises, her tender smile, he just blurted out words that he would later remember as stinking good considering how nervous he was: 
"Remember that time we left for Bracknell's ship?" He held out a hand before issuing an admonishment:
"I know, I know, we're not supposed to talk about work, but that was a pretty historic moment. We were at the brink of issuing in an entirely new and uncertain chapter of history in the galaxy and..." He chuckled. 
"All I could think about was how awful it would be if I were to lose you. Of course, we were just 'friends' at the time, so I dismissed any kind of romantic feelings(which was stupid of me I suppose), but even then, EVEN THEN I knew that you were special to me." He sighed gently, a hand gently caressing her cheek before resting on one of her outstretched hands. 
"And every single day after that, it's only gotten bigger. The feeling, mind you...that didn't come out right. You know what I mean." Another nervous chuckle.
"All the time I served in the Academy, I was taught to never invest too much in emotional attachments. That they made us weak, not able to be the objective judges that the Jedi wanted. But I think...no, screw it, I KNOW that's wrong. Because my love for you has only made me stronger, made me want to preserve that harmony Renso talked about in order for others to have a shot at the kind of happiness we have...and I hope we'll always have." Here it comes.
"I never want to live a day without you. Ever. I don't even know if I physically could, seeing as you help me find where I keep my socks in the morning." One more laugh before he turned to fully face her, both hands intertwined with hers. 
"And I know that we share everything now, but...but I want it to last. Forever." He sank to one knee, hands letting go of hers in order to produce the box. 
"Aria Saal, the most beautiful, wonderful woman in the world..." He opened the box, revealing the ring.
"Will you marry me?"