[Ozzy’s POV]

“Dear Luna, do I really have to drink this?” Fleur groaned as she held up her glass of my special hangover cure that I made for Shiny before pouring a couple glasses for Fleur and myself. Only this time it was Fleur and I who needed the concoction, while Shiny sat at the table with a smug look upon her face.

“Unless you want to deal with it for the next couple hours, then I’d drink it,” Shiny answered. “Come on, mare up. It wasn’t that bad when I took it.”

“Didn’t you almost kill Ozzy when you thought he poisoned you at first?”

“Boy those were the days,” I said, after which I quickly drank my hangover cure and washed it down with water. “I almost forgot how cute you looked when you were about to rip my face off.”

“Ha, ha, ha. Very funny,” Shiny deadpanned before turning back to Fleur. “The sooner you get that drink down, the sooner your hangover will be gone.”

“I’ll make your favorite for breakfast~” I sang, before Fleur whined with her mouth closed and muzzle wrinkled in a sneer of disgust.

With her eyes and nostrils tightly closed, Fleur tipped the concoction and took large gulps as the viscous drink slid down. Her brow was furrowed when she finished her glass before gasping for breath and chugging down the water next.

“There ya go. It’s all over now,” I comforted as I rubbed Fleur’s back.

She panted for a few breaths while slouching over the table before turning to me. “I want my toast … with extra cinnamon.”

“Coming right up.” I took out the necessary utensils and ingredients for breakfast before I got to work. Preparing two separate bowls, I cracked and whipped eggs with milk and vanilla. I then poured some of those contents in the other bowl and added the extra cinnamon for Fleur before pouring them in trays to coat the bread in. “I gotta say, even though I wasn’t expecting Jude to show up and tease me nonstop, I kind of had fun last night,” I said while cooking.

“Did you now?” Shiny asked.

“I guess it’s more with the thought of seeing someone I’m familiar with again even though at least a month had passed since I moved out. Still, I feel I should apologize on his behalf for his first impression on you two. I’d have introduced you two to him under better circumstances.”

I was getting tea prepared while letting the pan warm up when I saw Shiny showing some kind of guilt while looking towards Fleur. After a brief exchange, the two averted their gazes a bit.

“Girls? Is something the matter?”

“There’s something you should know, Ozzy,” Shiny said while looking down. “Last night … wasn’t our first time meeting Jude.”

“Huh? What do you mean?”

“Remember the other night you had drinks with Silver and ran into Solar later on?” Fleur asked. “Well, we ran into Jude who was standing in front of our house while you were out.”

I blinked a few times and set the tongs I was using for the bread aside. “But, how did—”

“Most of what Jude said last night was true,” Shiny interrupted. “He just left out how your lawyer gave him your new address.”

“And, you didn’t tell me this because …”

“We knew how much you were going through lately and we didn’t want to add any more stress on you,” Fleur explained. “Jude thought so too, and even suggested that he’d come back a week later once things had settled down. We were going to bring it up, but we just weren't sure of how or when was the best time to inform you of this.”

I sighed and rubbed my eyes under my glasses. “Well, I was also debating whether or not I’d tell you two about Solar with all that was going on, so I think that makes us even. Was he just as bad back then as last night?”

“Frankly, I think he was worse the first time.” Shiny’s brow furrowed as she hugged herself and averted her gaze with a hint of red on her cheeks. “He called me ‘boobielicious’ and said my butt was big. It was tempting to smack him right then and there.”

“… I think I might have joined you on that.”

“I don’t think he meant it in a bad way, Ozzy,” Fleur defended.

“I know, and that’s what irks me. I don’t know how much he tried to flirt with you two, whether he knows you’re my friends or not, but he should show some propriety considering where he is right now. God, I can imagine him being thrown in the dungeon if he tried that with the princesses, but knowing him he might even joke about how kinky it is to jump right to the sex dungeons on the first date.”

Both of their eyes widened. “You think he’d actually go that far?” Fleur asked.

“It’s quite likely. He can take that ‘YOLO’ motto pretty seriously in the dumbest of ways.”

“What does that even mean? He never explained that last night.”

“You Only Live Once. He may regret some decisions he’s made, but somehow that doesn’t stop him from going above and beyond what he can do. Either of you know what a ‘mating ball’ is?”

The girls looked at each other with raised brows before turning back to me while shaking their heads.

“Good. If you want to keep your sanity in check, don’t bring that up when Jude’s in the room. He may have regretted doing it, but he isn’t afraid or ashamed to tell the tale. His antics are that bad. Don’t even look it up on Google and try to make sense of it either.”

“Huh, I guess we’ll take your word for it, then,” Shiny said as I got back to cooking breakfast.

“Still, I think Jude moving into Canterlot might be good for you, Ozzy,” Fleur said. “You’ll have one more guy friend around town to talk to if something’s bothering you. Not that you can’t come to us for help, but I’ve come to learn that there are some things you’re better off talking to somepony who can relate to you more than another could.”

“So it’s like mares talking about mare stuff while stallions would do the same about stallion things?”

“Exactly.”

The phone suddenly rang as I was finishing the first two slices of Prench toast. I put one on each plate and passed them to the girls before I picked up the phone. “Hello?”

“Halloo~”

Speak of the devil. “Jude, morning,” I greeted him with as much enthusiasm as I could fake while the girls began eating. I was a little curious as to why there was some kind of echo from the other line, though. “What’s up?”

“Just seeing how my buddy ol’ pal was doing this morning. Did you have to drink that poison you call a hangover cure?”

“Yeah, Fleur and I drank a glass this morning. We’re having breakfast right now to get rid of the taste. What about you?”

“Nah, I kept myself hydrated the rest of the night, but some new friends of mine are taking it right now. I gotta say though, dude, in all my years of bartending, I’m still amazed how that shit even works. Your uncle or whatever must have been some kind of genius.”

“Well he was a friend of Dad’s, but he’s the closest to an uncle I can get I guess. How’d last night go for you?”

“Eh, kind of a mix. Did I mention how energetic pegasi can be last night?”

“Uh, no?”

Jude’s volume suddenly went down to a whisper. “Jude the wise says: try not to take on all three of them at once, especially if they play rough. I’m being nice to them now, but I don’t think I’ll be wanting to see them again. It was like being put through the wringer with them.”

If I didn’t get into a similar situation like he did last night, I wasn’t sure if I’d be annoyed or a little glad his latest romp didn’t go well. Still, I felt thankful I wasn’t in his shoes this time. “One of those nights, huh? Isn’t this the first one you had since coming to Equestria?”

“There was one other, but I’d rather not go into that right now. I’m a little tired and I’m already getting blueballed just remembering—”

“Oh Jude~,” a new female voice in a husk interrupted. “We’re all better now.”

“Aren’t you coming for another round? I think your shower can wait for a few more hours.”

Somehow I could hear Jude gulping over the phone. “L-Ladies, let’s be reasonable here. I’m in the middle of a phone call—umph!”

“ … You’re naked in the bathroom right now, aren’t you?” I asked.

“Yep.”

“One of them giving you a BJ? I think I can hear the slurping from over here.”

“S-Say, I gotta go for now. Are you open to have lunch later?” he asked in a strained voice.

I covered the mic before I turned to the girls. “You mind if I have lunch with Jude later today?”

“We’ve got plenty of time, so why not?” Fleur asked while Shiny nodded in agreement.

I turned back to the phone. “Yeah, I can make time.”

“G-Great! Hey, and see if you can introduce me to some of your new guy friends if they’re around. I’ll call you la—AAAAUGH!” Jude’s scream of agony was cut off when the phone hung up.

“ … Eh, he’ll be all right,” I said to myself as I put the phone down, savoring what might have been the highlight of my day, and turned to the girls. “Believe it or not, this kind of exchange between us was pretty common at times.”

“I can only imagine,” Shiny said as I set up the next slices of egg-covered bread to be cooked on the pans.

“So about our vacation, what do you usually do around this time before … well, that comes?” I asked.

“Not much, really,” Shiny said. “Usually we just relax here or at my place while waiting for our heat to leave us. We even try to limit our outings in case it comes unexpectedly at an inconvenient place and time.”

“We also give the housekeeping team time off,” Fleur added in. “With how much of a mess we usually make, there’s almost no point of them coming over and over again until our time passes. We pay them double the usual wages the first week they come back, though.”

“I may not know what will come of this, but I’m feeling pretty good right now.” I rolled my arm and made a few stretches. “After what we went through yesterday and beyond, as well as my little hangover gone, I feel like I can take on the world.”

“Actually, I think mine’s gone, too,” Fleur said as she rested a hand on her head. “Wow, that stuff really does work.”

“Now that I think about it, this is the first time we’ll have a stallion around during our cycle,” Shiny said as she looked down and furrowed her brow. “We didn’t know about the infertility spell when we first dated our exes, so we had to keep our distance and take care of it ourselves. I’m having mixed feelings about this.”

“From what I heard, it’s supposed to feel amazing doing it during the cycle, as far as what Toffee told me.”

“And with the gift basket Shimmer gave us, I’ll make sure I won’t let this cycle be a bore,” I finished. “And you two will go easy on me on my first time, right? I mean, I may have heard of what some stallions went through after their experience, but it couldn’t be that bad, right?”

Fleur and Shiny looked at each other for a moment before failing to hide their snickering. They then turned back to me with half-lidded gazes and smirks. “We’ll try to hold back, but don’t expect us to control ourselves. We can get pretty horny during this time,” Fleur said.

“And we might get a little … rough, enough to leave the both of us sore and chaffed for a while when it passes,” Shiny added in. “I’d probably brace myself if I were you, Ozzy. Might add a prayer or two to Luna and Celestia to help you survive your first heat experience ”

My stomach dropped when I recalled how Jude was just about to get pulled into another rough romp in the sack before the phone cut off. If three pegasi can leave Jude of all people sore and practically running for his life even when they weren’t in heat, I’m suddenly having second thoughts on how well I can hold my ground. Jude, give me your strength.

After we finished breakfast and cleaned ourselves up, we got another few phone calls. The first turned out to be Charles Gullivan, who I forgot was still in the city with all the activity going on. He wanted to check up on me to see how I was doing and whether I wanted to receive Dad’s gifts from his will or not.

I gave it some thought after my first few dates with the girls a while back and figured I might as well accept them. I hardly remembered what my mom looked like, so it’d be nice to at least see a glimpse of who she was in the photo albums. The money Dad left me will be converted into Equestrian currency, of course, and I decided to donate a decent percentage to the usual charities that we donate from our regular paychecks. The rest I’d keep aside for a special occasion. Finally, for the engagement ring Dad proposed to Mom with, I have some special plans that I’ll put into action much later in the future. Charles said he’ll have my photo albums sent to my home within a few weeks along with my check before we said our good-byes.

The second phone call was actually from Fancy Pants. He read the news on how things went in my trial and congratulated us on our victory. He also said he had returned from a business meeting late last night and got some time today to relax. Remembering Jude’s request, I asked him if he wanted to join us for lunch later along with Silver and Bubbles so I could introduce them to my friend. Fancy seemed ecstatic and agreed almost immediately. I had to pull him back when he offered to host lunch at his mansion to celebrate my win in the trial. The celebration was fine, but I wasn’t sure how Jude would behave while inside such a luxurious home. I suggested just heading out to a restaurant for the occasion and turned down the offer of going to The Golden Crown where I first had dinner with Fleur.

Gotta say, when this guy wants to celebrate, he wants to go all out no matter how trivial the reason is.

We came to an agreement to have a meal at the pub where I ate with Silver the other day, and after confirming the time with Jude later on—who sounded either like a very old man who could collapse at any given time or like he came out of a desert desperate for water, exaggerating his exhaustion from his active morning with his latest girls—we were all set with Silver and Bubbles agreeing to come along.

Fleur and Shiny also decided to invite Shimmer and Toffee over for lunch to catch up on old times while I was setting up my own, and it looked like our days were set up quite nicely. The girls and I were just chilling and watching some shows before it was near that time for me to head out when I heard a few knocks at the door.

“I think that’s me,” I said as I got up from the couch and went to the door. When I answered it, I was met with something I didn’t think I’d ever see.

Fancy Pants and Silver Wheel, both in casual clothing, which for them were apparently polos and khakis.

“Hey guys, you cleaned up … well,” I said while still in awe.

“Ugh, see? I told you Oz would be thrown off,” Silver said to Fancy. “I still don’t get why I shouldn’t be in uniform.”

“Now now, Silver, you’re off the clock today,” Fancy argued. “We’re meeting a friend of Ozzy’s from his own world and we need to make sure he feels welcomed. Besides, this is the only thing I could find that would fit the occasion at the last minute.”

“Ugh, remind me to come along the next time you’re out clothes shopping so I’d steer you away from any more khakis,” Fleur intervened as she and Shiny approached the front door.

“I’d have to agree with her on that one, hun.” Toffee was walking past Fancy’s side in a sleeveless top and skirt and gave me a hug. I tried to be gentle returning it while minding the foal in her womb. “Hello, Oz. Congrats on the trial.”

“Thanks, Toffee. How’s the baby doing?”

“We don’t know if it’s a colt or filly yet, but it’s coming along nicely. I’m already craving some odd foods.”

“Don’t worry, we’ll prepare something if you need it,” Shining said while Toffee exchanged hugs with her and Fleur. “So when are you guys thinking of coming back?”

“Probably around four. Basically in time to start making dinner,” I answered.

“Well you guys have fun. We’ll be here when you get back.”

“Of course.” I gave the girls a peck on the cheek before we were off. At the front of our home was a taxi carriage with Bubbles’ head just touching the roof. “Hey, Bubbles. How’ve you been?”

“Doing well, thanks, all things considered. Congratulations on the trial.”

The three of us then took our seats in the taxi with me sitting next to Fancy and Silver on Bubbles’ side before the vehicle started moving. We agreed to meet Jude there while he reserved a table for us.

“So Oz, you’ll have to tell us what kind of friend this Jude is. I believe this is the first time any of us have heard of him,” Fancy said.

“He’s … unique, if I had to describe him in one word. Very social and friendly, almost always ready to have a good time, but sometimes doesn’t know when he goes overboard. He was my roommate in an apartment back on Earth before I moved here …” I explained as time passed, making sure I didn’t speak of his more extreme antics so that I wouldn’t give him a bad first impression. I planned to let Jude know not to overdo it with his joking around considering the kind of crowd he’d be dealing with.

After a couple of minutes, we arrived at the pub and Fancy paid for the ride before we went inside. I entered first and scanned the restaurant as I looked around for Jude. I saw Jude eagerly waving his hand at me, sitting in a corner of the restaurant at a semicircle table with five menus spread around. The rest of the pub wasn’t very busy with other patrons. I led the other guys to the table that Jude was sitting and greeted him with a firm handshake and a pat on the back.

“Ozzy! Glad you could make it, man.”

“Thanks. How did the rest of your morning go?”

“I was able to sneak out. I had to clean up at another friend’s place before I got here.”

“That’s good. Here, let me introduce you. Guys, this is Jude Wesley, my old roommate. Jude, this is Fleur’s older brother, Fancy Pants, and his friends Bubbles and Silver Wheel.”

“A pleasure to make your acquaintance,” Fancy started

“How’s it going?”

“Good afternoon.”

“Gentlecolts, the pleasure’s all mine,” Jude greeted as he shook hands with each stallion respectively. “Well don’t just stand there, have a seat. I asked for water to start us off, but she’ll be back in a moment.”

As the three got themselves seated, I murmured into Jude’s ear. “These guys are more from the upper-class, so if you could tone it down a little …”

“Say no more. I got ya covered.”

I then scooched in the other entryway of the table, sitting next to Fancy while Jude joined us afterwards.

“So guys, what do you all do? If Ozzy hasn’t told ya yet, I’m a bartender.”

“I’m basically a bureaucrat, but I spend more time organizing charities.”

“I’m the head of security for his home and events, though I have done some social work on the side.”

“And I’m Fancy and Fleur’s personal driver. You’ll see me serving Fleur more, though.”

Jude whistled. “Those seem heavy, but I respect that. I hope lil’ Ozzy here hasn’t caused too much trouble for you all.”

“Hey!”

“On the contrary. He has been a tremendous help for my sister, so it didn’t take long for any of us to get along with him, and from what I could see, he’s been a fine coltfriend for the girls as well,” Fancy said while the other two nodded.

“Heh, yeah, he can be pretty … whoa, whoa, whoa! Wait, what? What was that last part?”

“That he’s been a fine coltfriend for the girls? Has Oz not told you yet?”

“Coltfriend? Girl-sss? Like as in more than one?”

“Yes?” Silver answered.

“As in Ozzy Shore here is dating both of them … at the same time? Being a ‘herd’ as this world calls it?”

“Yep,” Bubbles answered before he took a sip of his water.

Jude was exchanging glances with everyone blankly before turning to me last. He reached out and suddenly pulled my cheeks.

“Ow! What was that for?”

“I had to make sure I was awake and not speaking to some weird psychotic twin.”

“Erm, aren’t you supposed to do that to yourself?” Fancy asked.

“This isn’t some kind of joke, right? Ozzy Shore is really dating Fleur de Lis and Shining Star?”

“I was going to mention it to you later, but they beat me to it,” I answered.

Jude blinked a few times, picked up his napkin and dabbed at invisible tears out of his eyes as he sniffled. “My little Ozzy’s all grown up. I was so worried he’d grow old and stay a virgin longer than Steve Carell in that movie—”

“Hey!”

“But I never thought I’d see the day that Ozzy would date not one, but two mares at once, and total hotties at that. *sniffle* I haven’t even gotten the chance to be a part of such a relationship yet. The student has truly surpassed the master. I could never be any prouder than I am right now.”

The three stallions exchanged confused glances with one another. Even I had no idea Jude of all people would react to the news like this, even if it was in a sort of joking manner.

Jude then cleared himself up and slammed a fist on the table. “All right, I know I already treated him for one last night, but fuck it! A free round of drinks for everybody here, in celebration to Ozzy’s new relationship and his ascension to manhood! Who’s with me?!”

The stallions gave loud, but confused responses, while I just had my head faced down on the table. Didn’t I just say to keep it down?! Did that message not go through?! And how would he even know I’m not a virgin?!

“And Ozzy was like, ‘Jude! For god’s sake, at least put on some pants under that apron!’” Jude exclaimed as the stallions guffawed while my face was down on the table.

Seriously, how does this guy even do it? Did he put something in that beer?

“You’re fucking crazy, man. That’s golden,” Bubbles said in between laughs while wiping a stray tear.

“Thanks, dude. I’ll be right back, I gotta take a smoke.”

“I’ll come with you. I need some air,” I said, before the two of us scooted out of the table and went outside. We walked to the side of the building and Jude pulled out his e-cig and took a puff once we took a spot.

“Okay, I gotta know. Why did you do the complete opposite of what I asked you to do, and how were you still able to pull that off?”

“Years of practice. I would have done what you said if we were in one of those fancy-shmancy parties and I was dressed for the occasion, but take a look around. We’re in a pub with a small group of well-rounded, mature adults, and they looked nervous when they saw me. I’m just letting them know in my own way, ‘Yo, we’re all cool here. Take a chill pill and relax~’”

“I feel like you ignored me and just went all in without concern for consequences, like usual.”

“Hey, we all deal with things differently. But dude, what’s this about you dating two mares? When did you suddenly grow a pair and why did you hold that out on me?”

“Okay, one, this is new for all of us. We’re kind of testing waters right now. I’m still trying to figure out how I got this far after taking what Dad told me in his video will into consideration. And I kept it a secret because we didn’t want to bring any attention to ourselves. I was still trying to figure out how to bring it up to you before they did.”

“Oh yeah, Fleur’s pretty much a celebrity, huh? Yeah, I can get that. Don’t worry, your secret’s safe with me.”

“Second, how would you know I … gave my virginity to them right after you learned we were seeing each other?”

“I’ll be honest. When I saw you with the girls last night, I could tell there was something different about you last we talked. You all had a certain something going on I usually see in couples, but it was rare to see that among three people instead of two. It had been itching me for a while after that until Fancy brought it up, and that’s when it hit me, ‘Ohhh, someone finally got his cherry popped!’ I gotta know, man. What was it like? Did you do it one after another, or did you take ‘em on both?”

“Jude, you know I wouldn’t tell anybody something like that,” I deadpanned.

“Come on~. Every guy has bragging rights after doing it their first time, I know you’re itching to tell it to somebody.”

I rolled my eyes and sighed internally, looking away from Jude’s excited gaze. “… It … was good.”

“Aaah, there it is! That’s my man!” he exclaimed before giving a few punches to my shoulder.

“All right, all right! Can you stop? You’ve had your fun.”

Jude took a moment to take another puff before turning back to me. “But seriously though, I’m proud of ya. You came a long way, and you’re finally living in the kind of home you’ve been working towards your whole life. Hell, you’re getting even more than what you bargained for, I mean look at where you are! You’re living in a huge-ass mansion in another world while dating two mares! One of them is a supermodel, and both of them are drop dead gorgeous! The only thing that could top that right now would be living in the castle while dating both of the royal sisters, and that’s something that may not happen unless you’re in some fanfiction or something.”

I smiled a little. “Yeah, I did come a long way, didn’t I?”

“I’m not gonna lie, things may get bumpy for you later, but I know you’re smart enough to figure out how to get over them, and you won’t be tackling them alone. Fleur, Shining, and I will have your back every step of the way when you need it. Just don’t be afraid to ask us.”

“Thanks, I appreciate that.”

“No problem.” Jude takes one last puff of smoke before putting his e-cig in his pocket. “Ready to head back inside?”

“Before that, there’s something that needs to be cleared up. I heard you called Shining ‘boobielicious’ when you two first met?”

Jude’s face went pale before laughing nervously. “Oh yeah, almost forgot about that.”

“I don’t think I need to remind you what may happen if I see you try anything with either of them, do I? I learned a few new things from Shining since that last fight you saw me in.”

“Say no more, you know I don’t get involved in that kind of stuff, or at least I try not to … But could I—?”

“No, you’re not going to get in an orgy with any of us three anytime soon.”

“Anytime soon? So there’s hope?”

“Jude, you know what I mean.”

“Aw, you’re no fun.”

Author's Notes:

And that's that for another chapter. I got that this seemed a little more lackluster than usual, and I could see why after looking over this again, but I think you'll like the next few chapters that come along. Again, sorry for the long wait time in between chapters. Work has been a real bitch to me lately and I get pretty exhausted after dealing with it all. I can't really guarantee when the next chapter will be out at this point. Now if you'll excuse me, I may need to get a few boxes of tissues for the following chapters. Until next time,

This is Dudeler, signing off.