The train I took from Saddle Arabia was an express and thus lacked Ponyville on its itinerary, meaning I had to go to its final stop, Canterlot. I didn't mind though, the city being where I learned about this world, and it was time for me to pay visit to the princesses anyway.

I smiled as I walked through the castle gates, the smells of a well kept garden hitting me as I walked along the path, turning when I heard giggling behind me. I found several students from the local colleges staring at me with a grin. A bunch of young mares, which was typical, wearing their short skirts and low tops in the lowering winter sun. Even though it was that time of year, thanks to magic the streets remained at a comfortable temperature. It was around dinner time, and if they were only in the gardens, it meant they had a few hours to go before curfew. And damn were they strict with that rule!

I gave them a quick once over, having learnt well how to tell their ages. It was a rough spread of sixteen to nineteen year olds, and I started to slowly walk towards a shy looking earth pony, the mares parting to allow me access. She glanced up at me and then turned her muzzle to the ground. I slowly raised it back up with a hand.

Her gaze kept darting from me to her friends, until I pressed forward, watching her close her eyes as I kissed her passionately. I closed mine as her arms wrapped around my neck, and I placed my hands on her hips, squeezing gently. She pulled away with a gasp, her eyes slowly fluttering open. It was a good thing I was holding her like that, because she then promptly fainted when I winked at her.

I passed the mare to her friends, then turned and started my walk back to the lavish building surrounded by the outer walls with a smirk, having placed my business card in her pocket as well. College mares are awesome. I only made it halfway before an arm slid around my right arm and I felt a hand in mine. I turned my head a little, finding Luna walking along next to me with a smile. “Your majesty.”

“Oh please, you don't normally call me that!”

“Good afternoon... mistress.” I poked my tongue out at her, then noticed she was changing our direction. We soon left the castle grounds through one of the side entrances, leading us to a marketplace. Luna nodded to the ponies that bowed as we passed them, whilst I just blew kisses at the mares and winked at the stallions. “So, want to tell me where we are going?”

“'tis a Monday.”

“Yeah, so?” She just motioned towards a building with her head, and I looked up. I started to smirk as I recognised the sign hanging out into the street, telling the patrons where The Stables tavern was located. I then realised what she meant, knowing who was inside. We entered through the front door to a room full of tipsy mares and stallions, most of whom I knew quite well. After all, one of the rooms upstairs I had permanently reserved.

I could see the mares, and few stallions, eyeing me hungrily, but they knew of my rule not to approach if I was with either the princess or one of the Element Bearers. It was a real doozy when they explained to me what those six mares represented! Anyway, we walked towards a door in the back of the room, nodding to the bartender as we passed.

It led to a small corridor, to which I let Luna go in front of me so we could get by... and so I could grab her firm ass. Her tail flicked up and lightly slapped my cheek, to which I gave a chuckle and kept moving. We moved into a private bar, the lights turned down low and something similar to jazz echoing from the wooden walls. “This sucks.”

“I don't know why you're even playing anymore, you always lose.” The blue pegasus mare with the rainbow mane threw her cards over her shoulder, turning to glare at me as she removed her panties. She then poked her tongue out as I walked over, hearing a steady stream of mumbles from the farm mare in the next chair, who was trying to hide her muzzle on the table. “You two first again, huh? Well, you know what that means.”

I moved behind their chairs and knelt down, sliding my hands over their thighs. Applejack shot up with a gasp, her eyes staring at me in shock. They then began moaning as my hands slipped between their legs, my fingers teasing at their lips. Dash just let her arms hang over the back of the chair, whilst AJ's fingers were gripping the edge of the table.

Having dealt with them before, I knew how to push their buttons, which is why I moved my mouth over to the earth pony, taking her ear in between my teeth and nibbling gently, my hand between the pegasus mare's legs getting soaked as my fingers swirled around and I pressed my thumb over her clit, literally pushing her button this time.

The other five mares watched with a grin as they began panting, and it wasn't long before they threw their heads back, screaming at the same time as I drove them to orgasm. I pulled my hands out, they both slumping a little in their chairs, and I held my fingers up to them. My wrists were taken hold of, my digits soon being licked at. The mares then began sucking, removing the juices coating me.

What they didn't know was that I had crossed my arms, so they got to lick each other’s juices instead of their own. I moved away and walked over to the bar, grabbing a cloth and drying my hands. I turned back around and leant against the bar, winking to Luna as she passed me a mug of cider. The cards were taken in a purple aura and shuffled, Twilight Sparkle eyeing me up and down with a grin, before turning back to the table. “Right then, Rarity and Pinkie have one more chance, I’ve got two, and Fluttershy is winning… again.”

Twilight started to deal the next hand of cards, but she faltered as we heard a thud on the wall, just under the window. I set my drink down on the side and removed my jacket, then walked out of the room. There was a small yard out there where the bartender took deliveries, but it should have been locked right now. I made my way to the service entrance and cracked the door open slightly, placing my ear to the gap. “Is he still in there?”

“Ah don’t know. Ah can’t see him,”

“Maybe he went to get another pony.” I opened the door a little more and then slammed it shut, making it bounce open further. I saw a flash of light and heard wings flutter hard, followed by the thick wooden door to the street rattling in its frame.

“Ah hay… Ah ain’t gettin’ outta ‘ere…”

“No, you’re not.” The young earth pony mare spun around and stared at me in shock as I walked towards her. She stepped back against the brick wall, turning her head away as I placed my arm over her shoulder between her and the door. Her head slowly turned back towards me, and I started to stroke her cheek with my other hand. “And to what do we owe the pleasure of this visit?”

“Ah… Ah… um…”

“Ah hope ya ain’t trying to talk mah sister inta bed.” I turned around and smirked at AJ, moving away from her sister upon noticing her expression. Even if my gaze did keep dropping to her exposed… assets. “Bloom, ya best get in right now. Rares has already sent a message to ‘er sis, an’ they’re comin’ back in a minute. You can wait ‘ere for them.” The younger mare quickly moved away from me, AJ turning sideways to let her inside.

“I wouldn’t have done anything.”

“I wasn’t worried about you doin’ somethin’, sugarcube.” She made her way back in, and a few moments later I heard a knock on the door. I opened it slightly and the other two walked in, looking very sheepish. I just pointed into the tavern and they hurriedly entered. I made sure nopony had seen them and secured the door once more, heading back to the bar. “Now what are y’all doing ‘ere?”

All seven mares, still in their state of partial nudity, stood with scowls on their faces in front of the distraught looking trio. The younger mares looked to me, causing the others to turn around, three of them giving a sigh. Twilight stepped forward and began whispering with them, before she turned back to me with a grin. “Well, seeing as we have a game to finish, you can look after them.”

“What? Twilight… no! They’re too young!” The trio peeked out from behind her, their faces clearly unamused. “You know I have rules about that!”

“I just meant that you can entertain them for the evening. Why not tell them about how you met us?” I gave a small grunt of annoyance, before nodding and waving the trio to a booth over in the corner. I waited for them to move before turning to the mares taking their seats once more.

“Can they drink?”

“Only shandy…” There was a groan from the booth, Twilight looking over with a raised eyebrow. “...because it’s a school night.” I gave her a nod and moved behind the bar, grabbing three pint glasses. I filled them up half way up with some low alcohol lager and the rest with lemonade. I set them on a tray and walked over to the three mares, sliding the drinks over and sitting opposite them.

“So then, who first?” They all started speaking at once. trying to outdo each other. I shook my head and tapped the table, getting their attention. “How about in the order I met them?” They glanced at each other, then back to me and nodded. “Okay then, the first mare I met. See if you can work out who it is. She hates dirt, is quite prissy, and for some reason thinks pink goes with my eyes.”

The trio giggled at me, and I felt a tug on my ear. I turned around at the glaring unicorn mare, poking my tongue out at her. I took a large swig of my drink, and set it down with a sigh. “Right, the day I met Miss Rarity. At that time I was working for a package delivery company, and I had just finished for lunch…”

The queue for the cafe was ridiculous, with nearly thirty ponies in front of me. The most annoying part was that I knew my meal would be ready and cooked soon, and I had the correct amount of bits counted out, ready to pay. A quick glance at the clock showed I had already used almost twenty minutes of my hour long lunch break, and I may not get anything to eat before I had to head back. It wouldn’t be a good thing to run around the city on an empty stomach.

One of the waitresses noticed me standing at the back, and held a brown paper bag up. There was no way I could get to her, but it turns out I didn’t need to. The bag was taken in a blue glow, which I knew was a pony using magic, and floated towards me. I took out my bits and they started travelling the opposite way, meeting the bag about halfway.

My stomach grumbled when the food got close enough for me to smell it, and I greedily snatched the bag out from the air, tearing into my burger. This was one of only seven places in the city that served meat to visiting omnivores, so they had grown accustomed to me over the past week or so. “Oh my, such dreadful manners.”

I turned to my side, seeing a white unicorn mare, her horn glowing blue, the same hue as the aura surrounding my money. I slowly chewed and swallowed my mouthful, then wiped my face with a napkin, smiling at the mare. “My apologies, miss. I was just so hungry I couldn’t wait any longer.”

“Do not worry, darling, it is nice to see somepo… something enjoying their food.” I gave a slight chuckle at that, knowing that not everyone in the city was used to me yet. I noticed that she sent another pile of bits to the counter, waving to the mare at the other end. “Well, this has been an interesting lunch, perhaps I will see you around the city?”

“Heh, most likely, miss; I’m working as a courier at the moment.” She gave me a small nod, her eyes roaming over me. She then turned and left the cafe, and as soon as the door was closed, I began to devour my meal before it went cold. The sound of laughter erupted from all around, but I just shrugged and continued eating.

When I returned to the package depot, I was given the the rest of the day off. There was a slightly bitter taste to my newly gained free time, though, caused by my unfounded worries during the lunch. Had my boss told me beforehand, I would have enjoyed my food peacefully. And maybe talked to that unicorn. So I went and dossed about in the castle until dinner time. I did the usual things I did in there, pranking both Celestia and Luna, getting stared at by guards, and making a general nuisance of myself.

Work the next day was pretty slow, except for the morning rush. We were all given the afternoon off, some pegasi volunteering to stay behind just in case. I made my way to my usual place, managing to get halfway along the queue this time. The same waitress waved at me and pointed to the side, where I saw the mare from the day before sat down, smiling at me. There was a plate with my meal and a glass of soda set opposite her, so I slowly made my way over and sat down. “There, now you can eat like a civilised… whatever you are.”

“I would be what is called a human, Miss...?”

“You may call me Rarity. Who am I conversing with?” I quickly told her my name, and she smiled at me, then motioned for me to eat. It was much nicer being able to take my time instead of rushing to get back to work. “So then, where is that you work?”

“I’m currently with Speedy Deliveries, but am always looking for something better. A job’s a job, though.”

“Very true, very true indeed.” It wasn’t long until I finished, and found out my meal had been paid for. She refused my bits every time I tried to pay her back, and I scrambled after her when she left, but found I didn’t need to as she was waiting outside. “What are your plans for the rest of the day?”

I just shrugged my shoulders, to which my hand was taken in hers and she began dragging me down the streets. We eventually stopped outside a shop, but I didn’t know what kind until we entered. I hate clothes shopping, but I had to admit, the suits in here looked damn good. “Firstly, remove that fluff on your chin! There is a bathroom through that door.” I ran a hand over my stubble, agreeing that it needed to go. Of all the things I packed to bring here, a razor didn’t quite make the list.

I walked through the indicated door and stopped, looking at the sink. There was a brush, a pot of cream, and a cutthroat razor. This would be interesting, so I slipped my tops off and began to brush the cream onto my face. I stepped back out about fifteen minutes later, having only cut myself twice. Rarity walked over and felt my chin all around with the back of her hand, before giving me a nod. “Much better, very smooth.”

“Your hands are smooth as well, considering the fur.” She glared at me a little, and I stepped back towards the bathroom, until the door slammed shut, the mare using magic to block my escape. “I’m sorry, it’s just that was the first physical contact like that I have had with your kind, and I expected your fur to… well, be rougher.”

“Why thank you for noticing, darling. Some ponies don’t look after their fur so well, but there is nothing I enjoy more than a hot, long bath.”

“Nothing, huh?” I asked with a wink, Rarity stepping away with a slight blush. I could only smirk at her, enjoying the way the rosen hues stood out against her white cheeks.

“A-a-a-anyway, you need to strip to your underwear. I cannot create anything for you without taking your measurements, and you are not walking around Canterlot wearing that all the time.”

“I don’t, I normally get changed when I get back to where I am staying. After pranking my hosts for a while.”

“And whom are you staying with?”

“Celestia and Luna.” The tape measure that was floating over dropped to the floor, Rarity staring at me with a massive grin. “Uh… was it something I said?”

“No, no. I think you and I are going to get along just fine. Just fine indeed.” The tape measure came up once more, and she began to hum as she worked.

I finished the rest of my cider, and checked the girls’ drinks. They were only halfway through them, so I got up and poured some more only for myself. I sat back down opposite them and smiled. “So who’s next?” They had a whispered conversation with each other, then turned back to me with massive grins.

“Wait… tells us about your first time with my sister.” The unicorn leant forward slightly, but I just turned towards Rarity. She seemed to think for a moment, and then gave me a nod.

“Well, she wasn’t my first of the group, but sure. It was about two months after I met her…”

“Please, please, please, please?”

“No.” I tried to get past the mare, but Rarity kept moving in front of me, blocking the door. There was no way in hell I was going to say yes. Not right now, anyway. “Look, I’m trying to find myself a new job after my boss got arrested for tax swindling. You are not helping me.”

“I’ll pay you!” My eyebrow arched at that, having nearly run out of bits. I didn’t want to ask Luna or Celestia for any, trying to make my own ends meet. "In advance even. Look, here’s two hundred bits!” My eyes went wide at that, the amount being half a month’s wages with the delivery company.

“Just one small problem.”

“What?”

“I can’t dance.” Her face fell a little, before she turned to me with a massive grin. “I don’t like that smile.” She didn’t answer, instead taking my hand and dragging me along the corridors, leading me into a large, empty hall. She left me there for a few moments and I began to look around. After about twenty minutes, I turned as I heard thudding, mouth dropping open in shock.

She was wearing a long pink dress, which hung loosely from her shoulders, and matching opera gloves. She began walking towards me and I caught the glimpse of the top of her pink stockings, and the strange shoes that the ponies wore, this pair matching her dress. She stood right against me and took my hands in hers. I couldn’t take my eyes off her, her mane redone and making her look even more beautiful.

Her horn began to glow, and I heard a click from the side, followed by something like classical music. “Now, dancing is easy, once you find the rhythm. Follow my lead for now. And… one, two, three, one, two, three…” I don’t know how long we went for, but by the sixth dance, I had got the hang of it.

By the ninth I was leading, and I easily recognised the sounds of the tango being played. I knew it was getting to the end, and surprised Rarity by giving her a dip at the last note. We both stared into each other’s eyes as I found myself pressing closer, until our lips met. Rarity pulled back a little in shock, but then closed her eyes and pressed back firmly, wrapping her arms around my neck.

She pulled away with a gasp, then leant up to the side of my head and blew warm breaths over my ear, following with a whisper. "I'm not wearing any panties." I met her gaze, slightly shocked at her admission, but it didn't put me off. Her eyes seemed to sparkle as she looked around, and then back to me. "Put me down."

I slowly went to lower her to the floor and went to stand back up, but her arms didn't release me. She instead pulled me on top of her, slipping her tongue into my mouth. I in turn slipped my hand up her dress, slowly stroking her thigh, making her moan. I moved it over slightly and found she really didn't have any underwear on.

I started to rub my fingers over the outside of her lips as her hands slid down my back, resting on my ass. She began to breathe heavily, spreading her legs and allowing me access, whereupon I slipped two of my fingers in, her eyes slowly closing. I began to swirl them around inside her folds, bending down and laying kisses up her neck.

I felt my trousers being undone, but her hands were still behind me. A glance up showed her horn glowing. One hand then slid around my front, slowly moving up and down my cock. With a burst of strength I wasn’t expecting, Rarity rolled us over so that she was on top, her legs straddling my crotch. “Hmm… a shame I left something behind, I was looking forward to this.”

I moved my free hand into my jacket and pulled out a foil packet. Her eyes lit up with joy almost instantly, and she took it from me, ripping one of the corners open. I was so relieved to find that Equestria had condoms after all. Even better to find that the average stallion was actually about the same size like me, so I didn’t have to trek back to Earth and resupply.

Would’ve kept Durex in business for a looong time.

Anyway, she placed the rubber over my tip and rolled it down a little, then started shifting down my legs. I glanced up confused, until she bent down and closed her lips over my shaft. We kept eye contact as she slid down to the base, her tongue unrolling the condom. Her head then started to bob up and down, and I let mine fall to the wooden floor with a thud and a groan. “You’ve… done this… before.”

My answer came in the form of a slight growl and her teeth gently biting down on me. A quick look showed her sparkling eyes looking at me as she sucked my cock, and I reached a hand up to start stroking her cheek. She let me fall from her mouth, kissing her way up my body, until she met my lips with a passionate kiss.

I gave a muffled chuckle as I tasted strawberries, which earned a light slap against my chest. I just wrapped my arms around her back as she slid back down, and I felt myself probing at her entrance. I felt something take a hold of my dick and move it, then I felt her sliding over my tip. Rarity pulled away with a loud moan as she reached my base, her tight walls clamping down on me.

She started to rock her hips, her walls massaging my length as I slid in and out of her, her eyes shut and heavy breaths escaping her muzzle. I let her get comfortable and then joined the rhythm of her movements, shifting my hips as well. She slowly pressed back down so our chests we pushed together, and I started kissing her neck once more.

I shifted over, rolling her back underneath me, to which she gave a cry of surprise. I supported her head with one of my arms as I pressed for a soft kiss, then began to slowly move in and out. Her legs spread wider, and her hips began rocking in time with me. We both moved faster and faster, her moans accompanied by hot breaths, which were blowing past my cheek.

My other hand slid around her back, moving down. I firmly squeezed her flank, making her gasp, keeping my hand in position. We kept up the soft kissing until Rarity could either do that or breathe, at which point her walls were like a vice over my cock. She was the lady here, so the lady’s needs came first, and I did my best to hold off the pressure that was building.

I was rewarded a couple of moments later as her head rolled back with a scream of passion, and I let myself release. We both shuddered as we rode through our joint orgasm, and finished with heavy breathing. She pulled my head down and passionately kissed me, before pulling away with a gasp. “I thought… you said… you couldn’t dance?”

I chuckled at her, and kissed the tip of her muzzle before replying. “You didn’t say anything about horizontal dancing. I’m also well versed in the spoken dance.”

“What… what do you… mean?” I just smiled softly at her, moving down her body until my head was level with her thighs. I lifted her dress up and pushed down, sliding my tongue over her nethers. “OH CELESTIA!”

“Too much?”

“NOT ENOUGH!” I gave another chuckle, then returned my mouth to its place between the white-furred thighs.

I sank back against the seat, my left arm across the back of it whilst the right lifted my cool drink up. I kept my gaze locked on the enthralled mares as I sipped the cider down, waiting for them to say something. But then a certain scent hit my nose. I had learnt that each mare had a specific smell to them when aroused, similar to the effects of a female animal in heat. Twilight had told me, back when we talked about our anatomy, that they evolved from that about a millenium and a half ago. They could get pregnant at any time, like humans, which was another reason I was glad they had rubbers.

There was a flash of light above us, a scroll falling to the table. I picked it up before the girls did, making sure that they couldn't see the contents. I started to grin as I read the message, the contents being only for me and the... semi-mare that had sent it. I quickly downed the rest of my drink and stood. "Sorry girls, but I've got an appointment to attend. I may tell you more later."

I heard them groan, walking away and putting my jacket on, winking to the others. I made my way back out into the main bar, collecting my key from the stallion stood waiting with a grin. Three flights of stairs and a short corridor found me in my private room, my appointment waiting on the bed with her legs spread wide, presenting herself to me and letting her reptilian tongue flick across her muzzle. "About time you got here. Don't you know it is rude to keep a queen waiting?"

I didn't reply, just jumped straight onto the bed and slipped my tongue past her lips.

Author's Note

Heeellllooo pooooonnnyy!!

Edit:Forgot to link the poker game.

Right, before you ask, the CMC have finished school and started college. Over here, we are on school until 16, which is how old they are. So, they have moved onto further education.

VOTE TIME: Who should our unnamed lothario meet next? (Quiet Whitestrake, I never said it was a self insert!)

Edit 2: Who want's to see Chryssy?