A few months have passed since Flash Sentry had his first date with Twilight Sparkle, even though he still didn't have much work to do, or really make a name for himself as a Castle Guard Member, there was something in his job that was still making it worth it to keep and not resign, and that is he got to see his Crush who was now his Girlfriend quite often, during these months, Flash rally began enjoying himself, spending time with Flash Magnus on his weekends, got to spend more time in Ponyville quite often for tagging along with Twilight's Visits, and on top of all that, he now got to go on a few more dates, Flash had been a Pretty happy pony for quite a while.
One day, Twilight Sparkle came over to Flash's Guardpost to talk with him.
"Oh, Hi Twi, how are you doing?"
"I'm doing great Flashie, just came to let you know that i'm going to visit my whole family next week, and, I want you to come along with me so I could introduce you to them"
Flash was a little bit skeptical about going there however.
"I don't know, do you think your family would like me?"
"Of course Flashie, my family has some of the nicest and kindest ponies I've ever known"
"Of course you would say that, they are your family members"
"I really mean it Flash!"
"Hmmm, alright, if you say so"
"Oh, I know so"
Twilight then gave Flash a kiss on his cheek, which made him smile and made him feel a little better.
"Alright then, I'll come next week"
"Thanks, I know my family would love having you around"
"I sure hope so"
Over the course of that week, Flash got himself prepared for the meeting of Twilight's Family, and he practiced what he should and should not say in the mirror, he really wanted to make a first good impression on Twilight's Family, when the day finally came, Flash was pretty well prepared, he was well groomed, had a fresh mane cut, was neatly dressed, and overall looked good, once he was done, Flash flew over to Canterlot Castle and met up with Twilight and Spike.
"Hey Honey"
"Hey Flashie, glad you could make it"
"Come on, let's go, the place where Twilight's parents live aren't actually that far away from here, so, it should only be about ten to fifteen minuted flight"
"Oh, that's Great! Also, forgot to ask you this in our last visit with each other Twilight, but what are the names of your family members? Just so i'm prepared for when i go there and don't look like an idiot"
"Oh, sure thing, well, for starters, there's my Father Night Light, he is a Unicorn with a Blue coat and a crescent Moon as his Cutie Mark"
"Alright, that's interesting"
"Of course you know my companion Spike, then there's my Mom, Twilight Velvet, she is another Unicorn with a Grey Coat this time and some stars as her Cutie Mark"
"Oh, that's also interesting, so, both you and your mom have the same first name, that's cool"
"Yeah, thanks, then of course next, is my brother, Shining Armor"
Flash then immediately stopped cold on his tracks, and his look turned into a more worried and anxious look, almost pale looking too.
"Did you just say Shining? As in THE Shining Armor? The Captain of all the Royal Guards?"
"Yeah, do you two know each other?"
"Y-You could say that"
"Oh, that's great! So you probably know Princess Cadance and Flurry Heart too then, right?"
"Yeah, I do"
"Alright! I told you i know they're going to love you"
Flash started nervously laughing and trying to take deep breaths, and Spike could tell Flash was getting a little anxious and cold feet about this gathering now.
"Are you okay Flash? You seem tense"
Flash immediately tried to respond and show he wasn't feeling any nervousness, though he didn't exactly do a very good job at that, and spoke very quickly, while still trying to sound convincing.
"Of course i'm alright! Why wouldn't I be?
Flash was really shitting himself now, he had completely forgotten that Twilight was the sister of Shining Armor, not to mention, he was the same pony who had given Flash Sentry his job, which changed his life, and he felt that it would feel pretty awkward for both him and Shining when he finds out Flash was dating his sister, and Flash felt that Shining would probably not be amused at him, but, he did then calm himself down and tried to think more calming and happy thoughts, maybe Shining would end up being okay about it.
Finally, after fifteen minutes, the Trio finally arrived at Twilight's' Parents Home.
"Alright guys, we're here"
Twilight then knocked on the door of her Parents house, and the group waited for them to open the door, after a few seconds, her Parents Night Light and Twilight Velvet opened the door and greeted their daughter with open hooves and a big hug along with Spike.
"Hi Mom, Hi Dad, I missed you two, how are you doing?"
"Oh Twily, we're doing great, even better now that you're here!"
"We've missed you for a while, and we're so glad you could come by and visit us Sweetie"
"And we're glad you were able to come too Spike"
Twilight Velvet then noticed the New Pegasus who was with her Daughter.
"Oh, and what do we have here? Is this the Stallion you have been telling us about in your letters?"
"Why Yes he is, Mom, Dad, I'd like you to meet Flash Sentry"
Flash was a bit nervous, but he managed to hold those nerves in pretty well so far.
"Hello Mr. Night Light and Mrs. Twilight Velvet, it's really nice to meet you two"
"Well, we're glad to have you here too, Twilight told us a lot about you in her letters"
"Dad, you're embarrassing me"
Twilight then blushed for a bit, as Twilgiht Velvet tried to spare her daughter.
"Well, why don't we go inside, shall we?"
"Let's"
The Group then went inside the house, and Flash noticed that Twilight's Parents home looked a lot bigger on the inside compared to the outside view, it even looked like there was some sort of library inside the house, which really impressed Flash, and he also saw some of Twilight's Childhood photos around the house, some with her whole Family, and some with Spike when he was a very young Dragon, Flash smiled and mumbled to himself.
"At least it looks like she had a Much better Childhood than I had"
When they reached the living room, there was Shining Armor, Princess Cadance, and Flurry Heart waiting for them, and they all greeted Twilight and Spike with warm hugs.
"Twily My Sis, and Spike, we're so glad you could make it"
"How have things been going back at Canterlot Castle?"
"Things have been a bit busy, but overall, it's been great, and I really missed you, especially you Flurry Heart"
Flurry Heart was now Four years old, so she was now able to speak a few words.
"Hiiii Auntie"
"She's so adorable"
Then, they noticed a Familiar Yellow Coated Pegasus, who nervously smiled and waved at them.
"Oh, so Twilight, is this the lucky Stallion you were talking about?"
"Yep, and judging by what Flashie told me a little while ago, it seems that you guys have already known each other"
"Well, welcome Flash Sentry, nice to see you again"
"Nice to see you too again Princess Cadance"
Flash then noticed that Cadance seemed totally alright and cool with the news, which made him a bit relieved, but then he took a good look at Shining Armor, and he had the strangest expression he had ever seen from him, he didn't look happy or surprised at seeing him, but neither did he look mad, angry, or even upset at him, it was a very weird and strange reaction, and finally after a few seconds, Shining Armor spoke.
"Hello Flash, interesting to see you here"
Shining then shook Flash's hoove a bit strong and hard, he still couldn't tell if Shining was just acting tough, or he was mad at him, still though, everything seemed to have gone pretty smoothly, and the whole group after an hour were having dinner together, talking to each other about life and how things were going for either of them, as well as Twilight's Parents getting to know Flash a bit more, about what he likes to do, what are his goals etc...
However, after dinner was over, Shining Armor said something that made Flash Sentry freeze in his movement.
"Hey guys, mind if I have a talk with Flash Sentry in my old room, privately?"
Twilight's Parents however didn't seem to notice the mood, and seemed alright with it.
"Sure, go ahead"
Shining and Flash then went into Shining's old room, and Shining shut the door behind him, making Flash flinch for a bit.
"Seriously Flash!?"
"What do you mean Shining?"
"Oh, don't try to play innocent with me Flash, you know very well what i'm talking about. After everything I've done for you, picking you up from the very bottom of the pile, making you a Castle Guard Member, to doing quite a few favors for you to make sure you enjoy your job more, and THIS is what you do!? Date my Sister, without even letting me know?
"Shining, I didn't actually remember you were her brother until she just mentioned it to me, honest!"
"That's not the Main Point i'm trying to make here though, do you know how weird it is and will be if everypony in Canterlot and the Crystal Empire found out you were dating my Sister? Oh, wait, I actually do know, because I found that out from the Canterlot weekly press paper!"
Flash tried his best to reason with Shining, but no luck, he didn't want to hear it.
"Shining Sir, with all due respect, your Sister is an Amazing Pony, she made me see a different view on other Ponies and Creatures that I didn't even notice before, and even made me look at myself differently, she's also changed my life just as much as you changed mine too. Also, why are you talking in " Were Dating?" As if it's in the past?"
Shining Armor then thought about this, he really didn't want to force Flash Sentry into making a difficult decision, but, he spoke up to him sternly.
"Well, let's just say, you have a choice to make, and that is, either you continue pursuing and being with my Sister and lose your job and all of your privileges, OR, you can call this relationship off with Twilight right now and pretend this never happened, and you can get to keep the job that you so long desired for"
Flash couldn't believe Shining was making him choose between his job or his Relationship with Twilight, he didn't think Shining would be that Strict and Agressive, but he knew he was not going to have his mind changed, and he had to make a choice, he didn't want however to cause any conflict between Twilight and her Family, he genuinely cared about Shining Armor, and didn't want to break up the good bond he had with him, so, he really didn't want to do this, and it was a long painful thought, but after a little while, Flash walked out the door and had a few words to say to everypony in the living room.
"Look, it was really nice meeting you all and getting to know you all, especially you Twilight, but I have to go now"
Everypony in that room was surprised and shocked about Flash's words, especially Twilight, who was also very confused, but then she thought that something must have been up about the discussion between him and her brother, so, when Flash left the house, and was about to fly away, she followed him outside of the house.
"Flashie, what's going on?"
"Nothing, everything's fine, just leave me alone!"
Flash yelled back at Twilight in a Pretty Angry and Upset tone, which took Twilight aback a bit.
"Flash, I know something happened with that conversation between you and my brother"
"Nothing happened Twilight, please leave me alone!"
"What did my brother tell you?"
"I told you Twilight, Nothing Happened!"
Twilight Sparkle then had no choice but to use her Royal Canterlot Voice.
"I SAID, WHAT DID MY BROTHER TELL YOU!?!?"
There was a sudden freeze at that moment, and no movement between the two, and slowly, after half a minute, Flash finally turned around to Twilight's direction, looked to her face and spoke.
"He told me to break up with you"
Twilight Sparkle then shook her head in disbelief and shock over what her brother said, Twilight then started to get all teary eyed.
"Flash?"
"Twilight, Please, we don't have to make this any more difficult, I don't want to put any conflict or strain over your family members just cause of our Relationship, and I need to have a job in order to take care of myself"
Twilight then started to cry, and hugged Flash tightly, Flash had no choice but to kindly accept it, it hurt him to see Twilight in this state, but he realistically had no other choice.
"Please Flash, I don't want you to leave me"
"I don't want to leave you too either, you'll always be in my heart Twilight, but, it has to be done, i'm sorry Princess Twilight, I'll always remember you, it's been nice knowing you, please, take care of your family, friends, and yourself"
It then started to rain as Flash Sentry flew away from Twilight, as she started crying again, as Shining Armor looked on from the distance, he then turned around, and saw the rest of his family, including his wife Princess Cadance giving him dirty looks, and Shining did feel a bit bad about what he did, especially seeing his sister in that emotional state, but he believed he was doing what was best for her"