Sebastian Smythe was always known as a bad boy. He had a penchant for leather jackets, and he was often seen riding a motorcycle. He was the type of guy who put alcohol in his coffee, and did whatever he wanted, whenever he felt like it.

He used to have multiple scars covering his body, some he received from fights, others from accidents, and quite a few from failed motorcycle stunts. They all healed up however after he was struck by lightning, it was one of the reasons why he was so shocked after seeing his reflection once he got out of the coma.

Now, Barry wasn't exactly proud of some of the things he had done as Sebastian. He recognized that he crossed the line a few times, and while he did feel somewhat guilty for some of his previous actions, he didn't regret most of them. He knew he was a terrible person most of the time, but it all made him the man he was today. There were, however, a few instances that Barry instantly regretted. For Barry to have regretted his actions, it would have to have been something over-the-line terrible. For example, he regretted almost blinding Blaine with a slushy.

Sebastian Smythe was a jerk. Everyone knew it. Some people however found that out a little too late.

Line break

Barry was watching an old sitcom on his living room couch, when Iris walked in through the door.

"You know, as much as I love you Iris, you don't live here!" Barry called out.

"What a girl can't visit her best friend without being hounded?" Iris retorted as she flopped down on the couch next to the Scarlet Speedster.

"How are you Iris?" Barry asked, muting his TV show.

"Well, do you remember my friend Mary?"

"Uh, short, red hair, glasses?"

"Yeah, that's the one. Anyways, her cousin from Keystone, Chris, is coming to visit for a few days, and since Mary is working a lot to pay off her new car, she was hoping I would show him around the city and keep him company."

"And are you?"

"Of course! Mary is a good friend of mine, and her cousin seems like a cool guy, so why not?"

"True." Barry replied.

"You should meet him, you guys might become friends."

"Do I have a choice?" Barry asked jokingly.

"Not at all." Iris answered with a grin. At that moment, Barry's phone rang and Iris, who was closer to the phone, passed it over to Barry.

"Who's, Santana Lopez?" Iris asked passing the phone to Barry.

"Just an old friend." Barry replied as he got off the couch, and walked to the other side of the room for privacy.

Answering the phone with a smirk, Barry said, "Hey Satan, miss me already?"

"Oh please, as if I'll ever miss you twink." Santana replied.

"It's ok sha-queer-a, we both know you love me."

"The only thing I love about you are your sweaters."

With a laugh, Barry replied, " At this point they're more your sweaters then mine. You've definitely worn them more."

"They do look better on me then on you."

"That, we can both agree on."

From a distance, Iris called out to Barry, "Hey Bear. I'm ordering pizza. Do you want your usual?"

"Yeah!" Barry replied.

Santana gasped sarcastically as she mocked, "Bartholomew 'Sebastian Smythe' Allen, is that a girl I hear?"

"It's just Iris, Satan, don't get your panties all in a twist."

"I'm actually shocked Bas. It's a Friday night, and you're not hooking up with a random girl at a random bar. Whatever happened to my favorite sex-addict?" Santana joked.

"I wouldn't know, considering I never was a sex-addict."

Santana scoffed as she replied, "Oh please Bas, save that bullshit for someone who doesn't know you."

Laughing, Barry asked, "No offense Santy, but is there a reason you called?"

"There is, actually. I was bored, and felt like annoying you." Santana said. Barry could just feel her cheeky grin over the phone.

"How absolutely lovely Santy. So what's new babe?" He asked.

"Oh not much, just trying to find the perfect time to come and surprise my best friend."

Barry groaned as he recalled her promise to him the last time they spoke, " You're still on that?"

"Of course twink. After all, revenge is a dish best served cold."

"Santana…. Did you just quote Star Trek?" Barry asked amused.

"What can I say, you and your epic nerdiness is rubbing off on me Bas. Who would have guessed that 'Bad Boy Sebastian Smythe' would actually be a complete nerd?" Santana asked mockingly.

"I'm guessing the same person who said that Santana Lopez would never quote Star Trek." Barry retorted.

"Touché."

"Santana Lopez actually admitting defeat? Who are you, and what have you done to Aunt Snix?" Barry gasped mockingly.

"Ha, ha Bas, good try. But I never admit defeat, since I am never actually defeated."

"Whatever helps you sleep better at night Santy."

"Anyways, I better get going Bas. I have an early morning ahead of me."

"Always good to talk to you Sha-queer-a."

"Same here twink, same here. Take care of yourself Bas." Santana said, her voice laced with sincerity.

"You to Snixx." And with that, Barry hung up on his best friend.

Walking towards Iris, Barry put his phone on the coffee table, and flopped down on the couch.

"So, who's Santana?" Iris asked curiously, a smirk grazing her face.

"Just a friend."

"Oh really, she didn't sound like she was 'just a friend'. How come I never met her?"

With a sigh, Barry explained, "That's because we met back in high school."

Now understanding, Iris asked, "Paris or Dalton?"

"You do realize that Dalton is an all-male prep school, right? I actually met her during my time in Dalton, but she went to another school."

"Then how did the two of you meet?"

"We met through a mutual friend. He went to school with her."

"And how did you meet that friend?"

"Why so many questions today?" Barry asked, exasperated.

"Well, it's just that you never, ever talk about your life during high school. I barely know any details between Paris and your graduation, and in case you forgot, that's two years of your life I'm completely clueless about." Iris answered, equally annoyed.

At this, Barry softened, "I'm sorry Iris, I just don't like talking about it."

"Was it really that bad?"

"No, and that's the problem. Those were two of the best years of my life, and I hate myself for believing that."

"I don't see what the problem is!" Iris cried.

Softly, Barry answered, "Iris, I was a terrible person. I did terrible things. Can we just leave it at that?"

Seeing the miserable look that crossed Barry's features, she decided to let the topic go. Thankfully, at that very moment, the doorbell rang.

"That must be the pizza." Iris said, as she got up to open the door.

Line Break

The next morning was a busy one for the Scarlet Speedster. In between saving burning buildings, and writing up multiple case reports, Barry had absolutely no free time.

By the end of the day, Barry was completely exhausted, so per ritual, he went to Jitters. Stepping up to the counter, he saw Mary, Iris's friend, working.

"Hey Mary, how are you?" Barry asked politely.

"Oh, hey Barry! I'm pretty good. What about you?" She kindly replied.

"I'm great. Isn't your cousin in town today?" Barry asked.

"Yeah, he is. But since I had to work today, Iris is showing him around and keeping him company. I totally owe her."

Barry chuckled and replied, "I'm sure she's glad to comply."

"Anyways, what can I get you Barry?"

Drawing his face into a smirk, Barry leaned across the counter, and answered softly, "I would like a caramel macchiato. But just between me and you, would you add just a shot of Courvoisier in there?"

"You know, I'm starting to wonder if you're an alcoholic."

"You wouldn't be the first." Barry answered, charm oozing out of voice effortlessly.

"Sure Barry, I'll bring you your drink in a minute."

"Thanks Mary, you're the best."

Taking a seat, Barry pulled a book out of his messenger bag, and began to read. As promised, Mary brought him his odd drink a minute later.

Some time went by, before Iris walked through the door, with another person in tow.

The guy behind her looked slightly older then Barry, with a muscular physique, blond hair, and hazel eyes. In fact, the guy looked quite familiar to Barry. He could hear them as they approached Mary. Ah, so that must be Chris, Mary's cousin Barry thought. Mary was quick to point Barry out, and as Iris and Chris approached him, he finally pieced together why Chris looked so familiar. Oh shit, well I'm screwed Barry thought.

When they finally reached him, Iris introduced, "Hey B, this is Chris. Chris, this is-"

Iris never got to finish her sentence, since at that very moment, Chris punched Barry right in the jaw, and Barry made no move to defend himself.

"I know exactly who he is." Chris snarled angrily, before walking out of Jitters. Mary, in shock, quickly followed after her cousin. After all, who would be violent towards sweet Barry Allen?

"Oh my god, Barry! Are you ok?" Iris cried, running to Barry and checking his wound.

"I'm fine Iris." He said, getting off of the floor, and sitting back down in his seat.

"I'm so sorry Bear! I had no idea-"

"Don't apologize. It was my fault." Barry said calmly.

"What are you talking about?! He punched you!" Iris exclaimed.

"Yeah, but I deserved it."

"How do you even know him?"

"We met back when I was still in Dalton."

"That doesn't explain why he felt the need to punch you!"

"I told you earlier Iris, I did a lot of things that I regret. I wasn't a good person."

"What could you have possibly done that would make him want to punch you in the face?" Iris asked, bewildered.

A sorrow look crossed Barry's features as he replied.

"I slept with his fiancé."