The Model's Secretary: Bonus Chapter Series

by Dudeler

Filling a Different Hole (Ozzy and Fleur Clop Chapter)

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Author's Note

This is a warning that this clop chapter focuses around anal. If this isn't your cup of your tea, I suggest you leave the page now while you still can. Otherwise, enjoy the ride, and until next time,

This is Dudeler, signing off.

[EDIT]: P.S. Shout out to the author of this story for the interesting effects of butt plug usage. I recommend giving this a read.


Filling a Different Hole (Ozzy and Fleur Clop Chapter)

Filling a Different Hole

(Ozzy and Fleur Clop Chapter)

It was another day off from our daily work lives. What was different today compared to others was that Bubbles and Toffee called Shiny to their place to learn about foalsitting once their baby comes around. This left Fleur and me by ourselves in the house while we had what Shiny said about the three of us in mind:

“The book said we shouldn’t be keeping track of how many dates we have and how much time we spend with each other in order to keep things balanced. What’s most important is that each pony—or person and other being—gets the appropriate time desired with the others in the herd. Communication is recommended to get these points across, and it’s best for everypony in the herd to collaborate in order to have each individual’s needs met.

“That being said, I’m alright with how things are between me and Ozzy and I’m flexible enough to share one-on-one time with him on another day. Basically, just take advantage of the day together and have fun. And with that, I’ll see you later tonight with dinner!”

“Boy, how long has it been since we were alone like this?” I asked.

We were lying on the couch in the living room with Fleur on top of me. We made sure the doors were locked, curtains were closed, and the place was soundproofed so nobody else would come and interrupt us. It was set up almost immediately after Shiny left the building with Fleur practically tackling me to the couch before we started to make out.

Fleur giggled as she traced circles on my chest with her finger. “Too long. And now, with just the two of us alone for a while, there’s something I’ve been wanting to do that hasn’t been done for some time. If you’re into it, of course.”

“With you and Shiny, I’ll try anything at least once.”

We shared another brief kiss.

“I just want to ask a few things first before I bring up the subject, if that’s okay,” she said before I nodded in response. Her horn shone with a sudden glow, and I felt my hands moving down her back to where they met with a pair of firm, but squeezable cheeks. Fleur then wrapped her own hands around my head. “Ozzy, you like my butt, right? Even though it’s not as big as Shiny’s?”

“I love it because it’s your butt. Same goes for Shiny’s.”

“How much do you love it?”

“Very much. I love how it looks, how it feels, how I play with it,” I demonstrated by trying to move her cheeks around through her jeans, eliciting a giggle from her. “Truly a butt worthy to be fitted on a beautiful supermodel such as yourself.”

“I see. Well, how about we take playing with my butt one step further?” Fleur’s eyes were half-lidded while her brows quirked.

“How so?”

She pulled herself up to where her muzzle met my ear, and I felt her nibbling on it, running shivers down my spine. Then she whispered, “Like rutting it.”

My eyes widened as she moved down and started to kiss my neck. “Are you saying you’re into anal?”

“Is that a problem?” she asked between kisses.

“No, I was just surprised you’d be into it. And you said you haven’t done it for a while?”

Fleur moved back to her position from earlier and hummed. “Well, the last time was right after my heat before you came along. Shiny isn’t into that kind of thing, which is why she wouldn’t do it even with just a strap on. I could’ve used a lubed-up dildo, but that just... wouldn’t feel the same.”

“Have you tried it with Solar before?”

“Just that time I first tried it, and even though I liked it, he somehow found it too gross to do again. The only times I enjoyed something like that afterwards was either by myself with a dildo along with other toys, or using a butt plug during catwalks.”

“You put on butt plugs during something like that?”

“It helps raise our tails higher to make us models look more professional. It was actually after I tried that the first time I brought up doing anal with Solar.”

Huh. Somehow I’ll have to keep an eye out for that the next time we ever get on a fashion show of some sort.

“So how about it, Ozzy? Would you be interested?” Fleur asked.

“Is it clean?”

“I get pretty thorough cleaning in places like that, and I just had a shower a little over an hour ago.”

“Well, I did say I’ll try anything at least once with you, so why not?”

“That’s all I ask.”

We closed the deal with one more passionate kiss.

“Frankly, I would like to see what you look like with your butt plug inside, if you don’t mind,” I commented.

“Ooh~, I don’t mind at all,” she cooed. “I’ll even use one of my favorites for this occasion. Make yourself comfortable, and I’ll be back in a flash.” She gave me one more kiss before going up to her room with a slight skip in her step.

I quickly took off my shirt and pants and tossed them to the side, leaving me in only my briefs, which was already pitching a tent. There was a mixture of nervousness and excitement welling up within me as I waited for Fleur.

This is definitely something I haven’t seen from Fleur yet. Anal isn’t exactly a foreign concept to me, but I didn’t think she would be into that kind of thing. Well, for being an outgoing and devious mare, I guess I can’t say I was too surprised to see something like this from her—

“Mmm~… Ooh, fuck yeah.”

… And she must really enjoy it if that’s any indication. God, the way she moans and swears with her voice is so exotic.

The noises I heard didn’t sound muffled by any kind of blockage, which meant she probably left the door to her room open as she prepared herself. It was almost as if she wanted me to hear her to show how eager she was for us to explore anal together for the first time. My erection twitched in sync with her moaning, and though it was tempting, I managed to refrain from jerking off. The show was about to begin, and I wanted to relish every moment of it.

“Okay, I’m coming down~,” she sang from upstairs.

I turned from where I was sitting on the couch and marveled at the bare alabaster beauty that was coming down the stairs. It was like she was on her own catwalk as she strutted to my front with her straight posture, seductive expression, and perky breasts that jiggled with each step. She used her magic to move the coffee table to the side, making room for her improvised stage.

Once she got to the center, I noticed how her tail was indeed raised higher than what I’ve usually seen. When she turned to face me, she made a few poses to show off her incredible body like the supermodel she truly was, and I would never get tired of them. Finally, she walked closer to me and slowly spun to where I saw her back before she leaned down. With just one shift from her tail, I saw a quarter-sized diamond where her puckered hole used to be. It was a splendid sight, with her ass and thighs making a heart-shaped form and her butt plug glimmering for all to see, practically making a proclamation that it was there; from how her slit below was glistening and leaking juices as they trickled down her leg, she was relishing in the attention given to her.

“Well, Ozzy? What do you think?” Fleur wiggled her ass from side to side while she looked behind me with a half-lidded gaze.

“You look incredible, Fleur,” I praised. “How big was it when you put it in?”

“You’ll find that out soon. For now, we’ll need to warm up first before we get to the main event.” Fleur turned back to me and sat on my lap.

“You’re the expert in this, so I’ll follow your lead. What should I do first?” I asked.

“Just let me take care of things for a bit. I’ll let you know if there’s anything I need.” Fleur then started to grind herself on top of me while holding onto my shoulders for leverage. Her wetness from earlier was starting to rub off against my briefs while more fluids leaked out from her slit. She bit her lower lip and closed her eyes, enjoying the ride in her own little world while I sat there in awe of her arousing appeal. I thrusted and grunted upwards occasionally, but I tried to keep still while enjoying the treatment she was giving to me.

“Wait, I just realized. Don’t you have housekeepers come to clean this place?” I asked.

“Mmm~. They won’t be by until tomorrow. I’ll be sure to leave a note for them to make sure the couch is extra clean after we’re done with this. Now shut up and enjoy the ride.” Fleur made sure I was quiet as she locked her lips with mine and wrapped her arms behind my head. She continued grinding on my erection as we played with our tongues next. Our moans filled the room as I reached behind her, trying to get a grip on her ass for support, but it was too difficult to manage. Instead, I went with giving her wagging tail a good tug, eliciting a muffled squeal from her while we continued to kiss. Heat was rising throughout my body, especially my crotch, as her own growing warmth and friction from the grinds added into it. Soon enough, our bodies began to sweat, and our pelvises rubbing together were the wettest out of everywhere else on us.

I was getting close to ejaculating before she stopped and we separated our kiss, panting for breath as our half-lidded eyes gazed on each other.

“Drop the briefs,” Fleur ordered in a husky voice before standing up.

I wasted no time in complying and tossed the last of my clothing to the pile, leaving the both of us in the nude as Fleur took back her spot on my lap. She steadied my hardness and positioned her dripping slit on top of it.

“Is this part of the preparation?” I asked.

“Partly, and I’d like to get a little filled in this hole first out of preference. Don’t worry, you’ll see where I’m going with this soon enough.”

Before I said anymore, she started to lower herself on top of me, enveloping my erection in her hot insides. The two of us grunted from the stretching our sexes were giving to each other until Fleur finally bottomed out. The feeling was incredible. The butt plug she had inside her seemed to take up more room on her lower half, making her hot inner walls constrict around my member tighter than when we had first made love. She then grabbed my shoulders and started bouncing on my member, making the room full with slapping noises while her breath turned harsh and her breasts jiggled. I went ahead and started sucking one of her nipples while one of my hands pinched the other, making Fleur scream.

“Yeah. Yeah. Fuck yeah,” she moaned in rhythm of her bouncing. “Do it harder!”

I complied and gently bit down in the middle of my sucking while my free hand applied more pressure on the pinch. Her scream went up a few pitches, her body stopped and shivered while her core tightened around me further, making me grunt in response. We seemed to double our efforts after that, with Fleur bouncing harder on me while I helped her by holding her waist to pull her down and timing my thrusts upward upon our impacts.

“Yes! Yes! This feels so good, Ozzy!” Fleur exclaimed between bounces.

“F-Fleur, I’m getting to my limit,” I grunted.

“Let it go inside me! Fill me to the brim, Ozzy!”

On Fleur’s last slap on my lap, I grunted as I unleashed my load inside her. I felt my sperm coating her inner walls and my throbbing meat jerking while it leaked out of her hole. Fleur froze and shivered once my ejaculation touched her, causing her to scream, contract her core around me, and splash her own liquids with my own. Our fluids leaked out and trickled down my lap onto the leather couch. Whether it would be easy to clean, I wasn’t sure, but I knew Fleur’s house maids were going to have quite a time cleaning this up after we were done. I needed to remember telling her the maids deserve to receive a bonus after this.

With my last shot inside her, our bodies loosened and we panted for breath. Fleur wrapped her arms around me and locked us into a soft kiss.

“Mmm~. You filled me up good there, Ozzy,” she cooed.

“I had a lot building up, I’ll say that much. So what do we do now?”

“Well, before we go to the main course I’ll need your little friend to get excited again.” With a lewd grin and my half-erect member still inside her, Fleur set her hands on my shoulders for support and started to grind on me again. I could feel our concoction from our earlier orgasm slightly sloshing around inside her and coating my length as it began hardening again slowly. Finally, all the dots connected when I thought about it.

“I see. You’re using our fluids as lubrication for the main event,” I said.

“That’s right.” Fleur moaned in between grinds. “I did apply some lube before I came down here, but I figured you coming in this way would be all the more arousing.”

“It certainly is now that I think about it.” I grunted once my erection was hard enough. My flared head rubbing against her coated walls was sending shivers down my spine, and I subconsciously spanked both sides of her ass before squeezing them.

“Ohh~, I can certainly see you’re ready to go,” she cooed before slowly lifting herself off of my erection, causing our fluids from earlier to spill out and drip on my head. The small, messy shower was causing it to twitch a little. Fleur then stood and supported herself on the back of the couch at my side; she widened her stance and gave me a half-lidded gaze with a smirk. “Would you be a dear and take the plug out of my ass, please?” She gave her butt a little wiggle while her tail swayed from side to side.

“Don’t mind if I do.” I was getting excited for this moment as I stood up and went to Fleur’s behind. I squatted slightly and took in the beauty the diamond was giving her ass as her crevice below it was still dripping our fluids to the floor. I gulped and spread her cheeks with one hand while I grabbed the end of her plug with my thumb and index finger.

With enough force, I started to pull the plug out of Fleur’s hole. She groaned and her lower half tightened as I marveled how much her anus was stretching while pulling the plug further. I decided to play a little and fiddled with the plug, moving it in and out to where her anus seemed to stretch the farthest before stopping, and circled it around to mess with her insides.

“Ozzy, you tease,” she moaned, her harsh breaths making it slightly harder for her to speak. “Hurry up and pull it out,” she whined.

Finally I complied, and the plug went out with a pop. I took in how the colors changed from white to pink as I saw her empty entrance, then looked at the plug in my hands with widened eyes. The toy was made of steel with an egg-shaped top before it got to the notch where the diamond was. The widest part that was inside her was probably three of my fingers wide (about two inches). I couldn’t believe how Fleur was able to walk with stride earlier with something this big inside her.

“Holy shit,” I said. “Is this the biggest one you have?”

“Nope. I have one other made of silicone that’s bigger than that, and I have a few others in different shapes and lengths to sate whatever cravings I have at the time.”

“Fuck. Will I even be good enough compared to this?”

“Don’t worry about the size, Ozzy. What matters is that I’ll have you inside me for the first time after a long while.” Fleur reached back and spread her cheeks apart while her anus puckered. “Now are you going to leave this poor thing cold and empty, or are you going to fill it with your hot, throbbing cock and rut me silly until you mark me with your cum?” she asked with a husk.

With the way she said it, she didn’t have to ask me twice.

I set my lubed hardness to her entrance while one of my hands was on her waist. Once my head was in place, I pushed myself in with ease, but grunted from the new sudden sense of tightness around me. Fleur gasped and groaned as I continued, her body contracting in response, practically sucking me in until my pelvis met with her cheeks. The two of us panted for breath from the new sensation we were feeling. I had to keep myself from cumming too soon, especially with how her ass kept desperately milking me to do it.

“Holy fuck, this is incredible,” I breathed. “How are you feeling, Fleur?”

“Amazing,” she answered. “So hot, and I mean that figuratively and literally. I can feel you twitching inside of me. No toy of mine can do that.”

I sighed. I was a little nervous that I couldn’t do it at first, but relaxed when she said that to me. I felt a little better.

“Well, you ready for me to continue?” I asked.

“Does this answer your question?”

I suddenly felt my erection getting tightened and sucked by her insides, making me grunt in surprise.

Fuck, she knows what she’s doing. Better get started, then.

I set both hands on her hips and pulled back to just where my head was still inside. Then I thrust back in with a slap from our bodies, making her gasp as I repeated my motions. Fleur’s cheeks jiggled, her tail twitched from the side, and the rest of her body contracted as I rammed her hole. She groaned with each thrust, and I could feel her insides getting hotter. There was also her labia leaking fluids again as my balls slapped against it, sharing the sensation between both holes.

Partway through, I crouched over to where I could reach from behind and grope her breasts, making her scream as I continued my thrusts. The noises and mess on the floor we were making, Fleur’s body against mine, the tightness of her ass, the softness of her breasts, and the scent concoction of her sweat, vanilla scented musk, and strawberry shampoo from her mane were driving me to the brink.

“Fuck! Ozzy, this feels so good!” Fleur screamed.

“I’m getting really close! I don’t know how much longer I can last!”

“Don’t take it out! Give me everything you have! I want all of you inside me!”

I upped my efforts and went at it wildly. Fleur’s pants were harsher and louder from before, and I can feel her body from the inside out shivering.

“I love you, Fleur!”

“I love you too—AAAAAAAAAGH!”

Fleur screamed from my pinching her tits as I pumped my second load of sperm inside her ass. Her whole body contracted as she tried to suck all of my member and cum inside her while I heard splashing sounds on the floor moments later. Our bodies shivered while I pumped myself into her every other second, spurting more cum each time that made Fleur gasp.

With my last spurt emptying out my balls—soaked with Fleur’s liquids at that—I pulled myself out. My semi-flaccid member was milked greedily by her ass to make sure it got every last drop before I escaped with a pop. Fleur was left with her sex dripping of her liquids, and her other puckered hole dribbling of my sperm. I savored the lewd sight before the two of us flopped to our sides on the couch, sweaty, and panting for breath.

Fleur turned to me, her eyes slightly hazy, and a small smile formed from her lips. “Wow… That was… amazing,” she panted between breaths.

“Yeah. That was really something. How do you feel?”

“Mmm~. I feel all warm and tingly inside.” She pulled and nuzzled me while her chest was pressed against mine. “Thank you for doing this for me, Ozzy.”

“No problem.” I put my arms around her lower back to share the embrace. “I do have one question though.”

“What’s that?”

“Do you think we can do that again?”

She looked up to me with widened eyes. “D-Do you really mean that?”

I nodded.

Her smile spread across her face while her cheeks turned redder than they were earlier, and her eyes glimmered like stars. “Ozzy?”

“Hmm?”

“Have I ever told you how much I love you?”

“Mm… Not by a specific amount, I don’t think. Can you tell me how much?”

“If you’re ready for the next round, I can do more than that~.”

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