A/N: Damn. I made myself cry with this one.

Tommy's first words when he re-entered the limo were, "Dude, she is a force of freakin' nature!"

Oliver chuckled. "She packs a punch, that's for sure."

"How exactly did you meet her? And when did you bang her roommate? And where does that fit into all this?"

Oliver put up his hand to slow him down. "It's not really a long story. I slept with the blonde chick and I was still in their room when I met Felicity."

"And how did that turn into you being jello with her?"

"Jello," he repeated under his breath, shaking his head. "Whatever, I thought she was hot, and I tried to ask her out, and she said no."

"What, and you thought that was a challenge or something?"

"No!" He shook his head, trying to find the words to explain. "I don't know, it happened kind of fast. She just got into my head."

"Nope," Tommy objected. "You're definitely leaving out some details. You're not telling me the whole story. I demand that you spill."

Oliver sighed. "I…might have…been naked when we met."

Tommy's jaw dropped and his eyes widened. "Get the fuck outta here. She saw all of that," he remarked, gesturing to his groin, "and still said no?"

The corner of Oliver's lips ticked upward. "She said, and I quote, 'Put that thing away.'"

Tommy doubled over, laughing hysterically. He swiped at his eyes. "Holy shit! What did you do, strut your stuff?"

"No!" His face reddened at the memory. "I got dressed. It was pretty embarrassing." His eyes went distant as he recalled that day. "And then I tried asking her out. And she shut me down. Several times. I even did the thing where I whispered in her ear, and I think I fucked up because then she was pushing me out of her room, and she shoved my face." He chuckled.

"Holy shit," Tommy repeated, still shaking with laughter. "I like her, Ollie. I might have been wrong about her."

Oliver turned an angry gaze on his friend. "The fuck?"

Tommy threw his hands up in defense. "Woah! This changes nothing, man. My words of wisdom still stand. I'm just saying, I totally get why you're crushing on her. That's all."

Oliver was mollified for now.

"That doesn't explain why you're jello, though. Something changed."

Oliver smiled. "The second time I saw her was in that coffee shop. It started about the same, me trying to charm her, her shutting me down…but then…"

"School, and, I'm guessing, dad?" Tommy guessed correctly.

Oliver nodded solemnly.

"Aw," Tommy sympathized sarcastically. "She saw your mushy insides."

He punched his friend's shoulder, hard. "Fuck you, man."

"Ow, Jesus!" Tommy rubbed his shoulder. "Okay, I see it now. She saw your mushy insides and you melted like a snowman in July, ergo, she got under your skin."

Oliver closed his eyes, grieving a little for the possibilities he left behind.

"Hey," Tommy blurted, shoving his shoulder. "Don't go there, man. You have a lot to look forward to. Focus on you, not her. Focus on what you're gonna say to your mom, because we both know you'll talk to her first, and then think about what you want to do with your life. That's what you need to think about. Leave Felicity at M.I.T. I have a feeling she can take care of herself."

He wallowed in his grief, in rebellion to Tommy's words. "I can't just have a moment? One little moment to mourn what could have been?"

Tommy sighed, relenting. "Okay, you big marshmallow. Come here." He opened his arms, beckoning him over.

Oliver resisted at first, trying to hold onto his pride, but Tommy would have none of it.

"Come on, you big wuss! We've seen each other naked, and it's not our first cuddle. Get over here."

Oliver let down his walls and cuddled into Tommy's embrace, and let himself cry for what could have been.

Tommy shushed him and stroked his head. "It's gonna be okay, Ollie. You'll be able to move on, you always have. It's okay." He continued shushing and stroking his head, protecting his brother in his moment of vulnerability.

A/N: I thought briefly of spacing this out because I just posted Chapter 3, but these guys talked so fast that this came a little too easily, and really, who couldn't use some Tommy x Oliver brotp in their lives?