The Sexiest Man in Equestria

by Clip-Clop

Preparatory Action

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As I left Colgate's dental clinic, which now had clear plumbing for the sinks, I went through my plans for how I would go about repaying Twilight.

Alright, first, I have to remember she might not be interested in me beyond friends. Which means I have to make everything else count. If she wants to go that far, then it'll be her choice. So, we'll make it simple for now. Dinner, dancing, and no bloody emergencies! I was really getting sick of the town being in peril every other day. With all of this in mind, though, I headed home, took a shower, and changed my clothes before heading back out. My first stop was the nicest restaurant in town: Fancy Fields. It was way in the southeast corner, about as far from the town's main square as it could be, but I would deal with that later. Even with its relative distance, it was still within walking distance for me, and I was there in about fifteen minutes. I went in, and headed straight for the reservation desk.

"Hi, I wanted to reserve a table for dinner sometime this week. Do you have anything available for two?" The mare behind the desk was wearing basic business attire, with a button-up white shirt, black vest, and matching black pants, she had yellow fur and a blue mane, and I didn't recognize her, but apparently I had gained a reputation, because she knew who I was.

"Planning on something more than just a one night stand?" She smiled conspiratorially, and I straightened up in surprise.

"Um... Have we met?"

"No, but you aren't easy to mistake, and you've left quite an impression on some of your bedmates. One of whom happens to be a good friend of mine."

"Oh? Good impression or bad?" The sultry expression on her face told me all I needed to know about where this conversation was headed, but the way she bent over the desktop to show me her cleavage made it undoubtable.

"Oh, very good. And although most of our times this week are filled, I think I might be able to make some changes happen to get you one of the open-floor hours." And since I'm trying to make this as nice as possible, I want that reservation. Which means that the only way you'll give me what I want is if I give you what you want.

"And how do I make that happen?" She lidded her eyes and grinned even more.

"Come back in two hours. I have a favor I need someone to take care of." I sighed internally, but kept up my act.

"Alright, what's your name?"

"Lemon Drops."

"Well, Lemon Drops, I'll be back in two hours, then." She waved goodbye, and I headed back home.

What is it with these mares? Every time I talk to one of the guys about it, they don't have a clue what I'm talking about! It's like I have some innate libido-activation ability I can't control! Well, it could be worse. It could make them hate me for no reason, instead. Still, I can't help but feel like a dirtbag, like I'm doing something incredibly amoral and/or illegal. I am so glad I found out about the whole 'herding' thing, or else I would probably act on that feeling. One more thing I owe Twilight for, I suppose. Explaining that my actions are actually normal in this world. Once back in my house, I decided that it would be a good idea to have dinner before my little meeting, considering the stamina that earth ponies have. Unless I was completely wrong about what that mare wanted, I wasn't going to have enough time to do anything more than crawl into bed before I passed out, if that.

I pulled some chicken strips out of the fridge, tossed them in a pan, and set the stove up to cook them. Then I pulled some lettuce and a tomato out, chopped them up, and tossed them in a large bowl. I got an onion, a carrot, and some olives out of one of the cabinets, diced those, and tossed them into the bowl as well. Then I pulled out one of the pairs of salad tongs from my utensil drawer, and mixed up the whole thing. By now, the chicken was starting to sizzle, so I flipped the strips. I got out one of my salad bowls, poured about a third of the salad into it, then put a lid on the big bowl and stuck it back in the fridge for later, grabbing the jug of milk while I was in there. With my milk poured in a glass, and the chicken sizzling excitedly on the stove, I dumped the strips on top of my salad, grabbed a fork, and took my evening meal to my living room to think.

Okay, so the likelihood of this meeting not being sexual is basically zero. But more importantly, she knew about me having sex with other mares. I know Twilight said that it's normal to have multiple partners, and that it's normal to talk to one's friends about it, but that doesn't make me feel any better about it! I'm going to have to stop this. Honestly, I shouldn't have let it start in the first place, but what's done is done. After tonight, I'll have to find a way to explain this to the others I've been seeing. My eyes suddenly went wide with realization. Oh, shit! What about Luna!? Oh, that's not going to be a fun conversation. At least Twilight isn't like that. She's too smart to fall for whatever is making the other mares so horny. I glanced at the clock on the wall as I downed the rest of my milk, and quickly dropped off my dishes in the sink when I noticed that I needed to leave. When I opened the door, though, I nearly ran into the pony standing outside.

"Oh! Hey, Twilight. What's up?" She didn't seem angry about anything, I didn't know of any projects she had going that would require me, and I couldn't hear any distant screams of terror that signaled a disaster occurring, so I honestly had no idea what she might have wanted. As soon as I asked, though, her usual, confident attitude was replaced with a timidness that I had only seen her display when she was really embarrassed about something.

"Um, well, I've been wondering, if maybe, you would, uh, like to go on a date?" She grinned sheepishly at me, and all thoughts vacated my brain, save for one.

NO, TWILIGHT! NOT YOU, TOO! RESIST IT! FIGHT BACK!

Unfortunately, the only sound my mouth was able to produce at that point was:

"Uuuuhhhhh..." She took this as a sign of disinterest, apparently, and started turning around.

"It's alright if you don't want to, of course. I mean, I haven't actually shown any interest before, and you usually have somepony anyway, so if you're not interested, that's completely understand-" She froze as I put up a hand for her to stop, and looked up to me with hopeful eyes.

"It's fine, Twilight. I just wasn't expecting you to ask me that so suddenly. Listen, I have somewhere I need to be right now, but how about I come over to the library tomorrow morning, and we can talk about it then, okay?" She smiled widely and nodded.

"Sure, sounds good! I'll just, um, go ahead and go now. Bye." And with a flash of teleportation, she was gone.

Okay, yeah. Now I just need to figure out how to work the fact that I was already planning what is, essentially, a date, into my answer.... Somehow, I don't think that's going to happen more than five minutes before I go over there.

I jogged over to the Fancy Fields, and saw Lemon Drops standing near the back entrance. She still had on her shirt and pants, but the vest had been removed in favor of a black denim jacket, and the buttons on her shirt had all been undone, except for two near the middle. Obviously, she was trying to look good. She was succeeding, and it was apparent she knew that when she immediately started sashaying toward me.

"Hello, Zephyr. Like what you see?" I smirked.

"Certainly can't say that I don't." She grinned with satisfaction.

"Well, you're here, so I suppose that means you're willing to help me, huh?"

"I still haven't heard what, precisely, this favor is." I just have a really good guess. I kept the second part to myself, though, as she got close enough to hook her arms behind my neck and press her chest against mine.

"Well, I've been having some trouble relaxing lately. And I don't really have the time to go to the spa. So, I was hoping you might be kind enough to come over and assist me." She started tracing circles on my shoulder. I gave her a big, toothy, grin.

"Lead the way." She turned down the street and led me north, swaying her hips more than she needed to, even if she was trying to give me something to look at. I decided I didn't have anything better to do, and while I made sure I looked around enough to find my way back home, I still spent a good portion of the trip watching her ass jiggle with every step, and more importantly, planning what I was going to do to make it jiggle a lot more once we arrived. She did eventually turn into one of the pathways, to a house that looked about standard for Ponyville. Two stories, picket fence, thatch roof, and a bright, happy paint job. Inside, it was equally standard. More bright paint, pictures of friends and family on the walls and shelves, and flowers in vases scattered throughout. I took my shoes off, and Lemon Drops tossed her vest and jacket on the sofa, then looked over her shoulder at me as she started climbing the stairs.

"Up here. I have the perfect spot for this." I followed her up, once again not bothering to really pay attention to anything other than her ass, and into what was obviously her bedroom. The room itself was painted a nice shade of blue that matched her mane and tail color, while the furniture was the same shade of yellow as her fur. She pulled her wallet and keyring out of her pocket and tossed them on the nightstand, then flopped down onto the bed on her front. I followed her in, and closed the door behind me.

"So. What did you have in mind for this?" She hummed and stretched her legs out.

"My legs have been killing me lately. Don't suppose you could massage them for me?"

"Sure." I kneeled on the bed next to her legs, and started kneading down near her hooves with my thumbs. She let out a groan in response.

"Mmmmnnnnn. That feels good."

"Just so you know, I'm not very skilled at this, so let me know if anything actually hurts, alright?"

"Oh, I don't think we'll have any problems tonight."

I decided to keep my mouth shut for a while, and focus on what I was doing, using my kneeling position to get my weight behind my thumbs and knuckles and increase the pressure on any particularly sensitive areas as I worked my way up her legs. As I neared the tops of her thighs, she let out another groan.

"Nnngh. A little higher, please. There's a really sore spot just above where you are." I decided to tease her a bit before I really let loose, and moved my hands as close to her butt as possible without actually touching it.

"Here?"

"No, a little higher." I moved my hands up, past her flanks, which were now visibly quivering with anticipation, to just above her tail.

"Here?" She shook her head.

"Too high." At this point, I was starting to get worked up, too, so I picked up my hands completely, then slapped her ass on both sides and immediately started squeezing them. Not enough to hurt her, but enough to make her jerk her head up and let out a squeak of surprise. I quickly leaned down next to her ear as I started my ministrations again.

"Here?" She nodded breathlessly, her eyes closed as she panted from the sudden, vigorous attention. "Alright." I dug my fingers into her ass as much as her business pants would let me, being the tight-fitting, restrictive kind of material, and began massaging them the best I could. After a minute, though, it became clear that it wasn't enough for either of us. I could tell from the way she squirmed that she wanted more, and I wasn't enjoying my movement being restricted by the fabric. So I decided to do something about it, and ran my fingers along the waist of the pants as I leaned over to her ear again. "Mind if I take these off?"

"Please!" I winced at the sudden volume, and she chuckled a little in embarrassment as I reached around to the button holding her pants on, undid it, and pulled them down just enough to show her entire ass and the orange-colored panties she was wearing. I could hear her breathing quicken, and a glance up confirmed that she was now watching me, her lower lip caught between her teeth. I decided that it was time to start getting serious, and moved to straddle her legs as I returned my hands to her ass. As expected, her flanks were soft and plump, and my fingers nearly disappeared entirely as I squeezed as hard as I safely could. She whined and squirmed some more, but managed to keep from moving her hips away from my hands, instead lifting herself into them. I responded in kind, putting my weight into it as I started oscillating my fingers, like I was drumming them on a tabletop. She moaned into her pillows in response, and we locked eyes for a moment as my instincts started to take over and a predatorial grin spread across my face. She gasped audibly, and her tail started swishing against my chest. She knew I was now in control, and apparently, it turned her on. Of course, by this point I was fully erect, and I began grinding myself against her ass while holding her flanks apart, keeping eye contact with her the entire time as she bit her finger in an attempt to keep herself from moaning. I wasn't about to pull anything else off without making a point of my dominance, though. I lifted my right hand just long enough for her to give me a questioning look, then spanked her hard. She instantly let loose a loud, throaty moan, and covered her mouth with both hands. I wondered what she was so worried about, but decided to leave it for later, instead opting to spank her again, this time with my left hand. She clenched her eyes shut, and even through her hands I could hear her panting.

I think she's ready for me to step it up a bit, now.

I stopped rubbing myself against her, and moved my hands to her waist. I lifted her up a bit, and set her back down on her knees, much to her confusion. She quickly understood my intention, however, when I hooked my forefingers around her panties and started slowly dragging them down. I grabbed her pants along the way, and pulled them down to her knees as well, revealing her puckered anus and glistening pussy. I leaned forward, and gave her slit an experimental lick. She shivered as I ran my tongue against her entrance, and I licked my lips as I pulled away. She was a little sour, actually, but not disagreeably so. I pulled her waist up further, until she had her hooves on the bed and I had to straighten my thighs to stay level with her vagina. I then pulled her pants and underwear the rest of the way off her body, and spread her legs to give me an unobstructed view of her pussy, her head still buried partially in a pillow. I set right to work,hooking my arms underneath her legs to hold her still, and licking at her folds as she whined quietly in pleasure. I gradually increased my force and pace, and soon my tongue had been completely immersed in slightly sour, pink flesh. I moved one hand down her body, and snaked it under her shirt to her breast. She moaned again as I started massaging it through her bra, and I curled my other arm the rest of the way around her leg to squeeze her ass again. Once I had my hands doing something again, I returned my attention to what my tongue was doing. Up to that point, I had simply been sliding it up and down at varying speeds, gently changing the depth to keep it arousing. But I wanted to go home at some point before midnight, so I skipped the buildup and went straight to my full effort. I flattened my tongue, pushing her vagina open further, and started twisting and turning my head as I shoved my tongue in and pulled it back out, lapping up her juices the whole time and occasionally pressing my teeth up against her as I worked. It didn't take long before she was writhing in my grip, and a couple minutes later, she gave a short squeal, and a veritable torrent of pussy juices flowed out of her. I gulped down as much as I could, but she obviously hadn't gotten off in quite a while, and quite a bit coated my chin as it overflowed, making the first stain of the evening on the sheets.

Once she was finally done cumming, I gently lowered her onto the bed and rolled her over onto her back. My own genitals were practically screaming for release, now, and I had no intention of not giving in to that desire. I took off my own pants and shirt, then lowered my boxers to the ground, allowing her to see all nine inches of my dick, now fully erect, standing at attention right above her already-pleasured pussy. I put my arms around her knees again, lowered myself until I was prodding her entrance, and looked up to her face to see her watching with anticipation as my cock throbbed against her.

"Ready?" She gulped and nodded, and I roughly shoved my cock into her as far as it would go. Her mouth opened in a silent scream, and her back arched as her unprepared walls slowly relaxed , allowing me to pull out and do it again. I did it a few more times, until Lemon was panting like a dog, her tongue lolling out of her mouth and her chest heaving as the feeling of my cock inside her still-sensitive pussy filled her consciousness. Once I felt I had gotten her vaginal muscles to stay relaxed sufficiently, I began slowly, gently fucking her. She regained some clarity from this, and let out a higher-pitched moan than before, obviously enjoying her current situation. I picked up the pace, watching her face as she let the sensations wash over her, then watching her breasts as they bounced in her bra and shirt.

Wait a second. Why the hell haven't I taken those off yet?

I decided to remedy the situation as quickly as possible, and once again hilted myself in her, rolling my hips to move cock around inside her as I leaned forward. I undid the two buttons holding her shirt closed without hesitation, and moved them away as I buried my face in her furry mounds. She immediately responded by arching her back again, shoving them harder against me. I reached around to the back of the bra, and after a moment of fiddling, it came undone. I lifted her into a sitting position, and chewed carefully on her collarbone as I removed her remaining clothes. She tilted her head away, giving me better access, and quietly squeaked occasionally as my teeth scraped against her skin. I kept it up for a few more moments, then put her back down and pulled myself out until all that remained inside her was the tip of my penis. I curled my fingers, and trailed my nails against her fur as I sat back up, spread her legs as far as they would go, and gripped the tops of her thighs. I could see the wild look in her eyes, but I wanted to hear her say it.

"You want me to fuck you?"

"Yes!" Her voice was manic and desperate. I don't think I could have gotten out of that room without fucking her, even if I wanted to. "Yes, Zephyr, please! Fuck me! Make me scream! I want your cum inside me!"

That was all the encouragement I needed. I brought myself to full speed in seconds, fucking her so hard I could hear her juices being sprayed as my cock shoved them out, and the bed started creaking and impacting the wall with loud thunks as she started grabbing her own tits. I moved one hand down to her clitoris and started rubbing it, eliciting more loud, high-pitched moans as her walls started squeezing my cock harder. I knew she would have at least one more ejaculation before we finished, though, so I didn't want to shoot my load just yet. Instead, I waited until I was sure she was past the point of no return, then pulled out and shoved two of my fingers in. I waggled them quickly for a second, and that was enough to make her shriek with pleasure as she came for the second time that night, covering my hand with her fluids. Her entire body slumped as the orgasm faded, and I extricated my fingers, licking them clean of her delicious pussy juice as she watched. Once more, I leaned over her, this time using one of her breasts as a stabilizing point for my hand.

"Ready for the finale?" She nodded weakly.

"Yes... Please, give it to me."

"Roll over." She complied, then spread her legs and raised her ass without prompting, barely lifting her head off the pillow to look back at me as I lined myself up. I took a moment to rub her ass again, then gripped her tightly and pushed myself in as slowly as possible, savoring every centimeter of her that my cock rubbed past on its way in. Once I was fully inside, I moved side to side a bit, pressing my cock against her walls one side at a time as her tail swished against me in pleasure. I pulled out with equal slowness, until the head of my dick caught the outermost lips of her vagina, and then pushed back in. I gradually worked up to a normal pace again, adding a little extra speed at the end of each thrust for emphasis. Once I started to really get moving, and the bed started creaking again, I moved my hand down to resume rubbing at her clitoris again while my other hand moved up to squeeze her breast. Before long, I could feel the signs that I was nearing my climax, and Lemon Drops was now rocking herself back and forth in time with my thrusts to try and shove even more of my cock into her pussy, which I had learned meant that she was about to reach climax as well. I decided to expedite the process, and shifted from rubbing her clit to pinching it. The effect was instant, as shethrew her head back and half-moaned, half-screamed my name. A few more seconds of that, and her pussy clamped down on my dick, preventing me from removing myself as she came. I had no intention of doing so, anyway, though, especially since the extra clenching was enough to finish me off, as well. As her orgasm came to an end, mine started up, and I hilted myself one last time as I emptied my load into her. I waited a few seconds for the pulsing in my cock to cease, and then pulled out with a quiet pop as her pussy tried to keep me inside. She immediately collapsed, a small dribble of cum oozing from her slit onto the bed. I stood up on shaky legs, used a nearby box of tissues to clean myself off, and started putting my clothes back on as she recovered.

"So, was that sufficiently relaxing?" She nodded. "And, those reservations?"

"Two days, seven o'clock, front row. That was the best sex I think I've ever had." I cocked an eyebrow.

"Who have you been fucking?"

"I usually prefer being dominated. Old childhood issues, if my psychologist is to be believed, but I typically don't get that much attention from a male partner."

"That why you were covering your mouth and trying not to make any sound earlier?"

"Yeah. My last partner used it as a sort of game, and I guess I'm still in the habit a little bit."

"Well, I certainly enjoyed this. I guess I'll see you around, Lemon Drops." I turned to leave.

"Oh, trust me. I'll find a way to get you back in here again."

Not if this date with Twilight goes well enough.

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