Author's Notes:

Contains: blindfolds, glory hole-ish, cunnilingus, fellatio and a little deepthroating, cum swallowing, kissing, unknowing incest

And so it begins. Every chapter has almost constant sex, or a lot of it with some story to make it more meaningful. It's still ultimately a clopfic, so that shouldn't be a surprise. Heck, Ch 4 is basically one constant chain of gratuitous sex scenes directly continuing events of Ch 3. Still, I hope I've managed to make it both enticing and a good read that happens to be heavy on clop as the focus of the story, rather than the story just being some ancillary excuse for clop. More fun when it all comes together, anyway.

Funny enough, this story is what got my whole Blind Date premise created in the first place. While this particular story will likely never be added to once all chapters are up, the main Blind Date Company premise story will have updates once in a while, when I feel the urge to write a random crack-ship clop.

Also, everyone that reads this is a pervert, and so am I since I wrote this lunacy. Meh, at least it's hot.

Twilight Sparkle swallowed back her nerves, her face feeling rather hot from the intensity of her blush and knowing what she came here to try engaging in. In the face of her anxiousness, she stepped through the doorway and into the small room that was hardly large enough for a pony to turn around. Even with all the assurances of anonymity that The Blind Date Company provided, she still felt so very exposed, like she was about to be discovered at any moment.

Despite her worrying, even the staff had little direct contact with clients, with only individual meetings with a single random concierge through a tiny window, only present for requests, questions and payment. The window was too small for either to see the other and a voice modulation spell changed how each sounded, leaving almost no way for any pony involved to be revealed to another. Added with the multiple secretly marked staircase doors into the place in the building’s basement, mixed in with other doors to businesses that were a myriad of ordinary things, it was even quite easy to visit unnoticed. They were kind of a secret, but an open one. It was still a business, after all.

After she shut and locked the door behind her, all she could do at first was stare at the circular hole in the metal wall across from the door. The hole was only about eight inches wide, currently blocked by a metal cover plate she knew was just a thin sheet of metal between her room and the matching one on the other side. The only difference between the two rooms was the slope of the wall just above the hole. It was arranged so a stallion could poke his erection through comfortably, if the two participants decided on such things.

Twilight somehow managed to blush even brighter as she thought about it, and what she had come to do, now that it was practically staring back at her.

She licked her lips self-consciously as she took a look at the only two pieces of furniture in the little white room. A small bed, just large enough for recovering on if exhausted, and a set of shelves. On it were a number of rather varied items, ranging from lube and toys, to drinking water, towels, even a bottle of mouthwash with a small bucket. They also had an option for special requests to be stocked for a scheduled session, if clients so desired.

The whole point of the place was essentially a rather adventurous blind dating service, although Twilight understood some ponies just came here for exciting sex over an eventual special somepony. After looking through anonymous profiles and choosing the same pony that chose you, the two clients then picked a general approach to the meeting with a simple question sheet of options. Once they agreed on that, a meeting was arranged in these special rooms.

It wasn’t even the unusually formed walls that made them so special, but rather the enchantments that were set up. In addition to a custom sound control enchantment on the wall between rooms, and full sound-proofing on the rest, the metal plate that kept the hole in the far wall shut would only open when both ponies on either side were wearing their enchanted mask, located on the shelf in each room. She also understood the lamp in each room would go dark once the masks were on, further improving their anonymity.

Twilight chewed on her bottom lip as she looked to the two indicator crystals on part of the shelf. One red and one white. The red was just for the occupant to know somepony was coming, in the off chance something like a medical emergency or injury happened. She knew her odds of that one lighting up were near non-existent. The white one would light up when her mystery stallion locked himself in on the the other side.

As the anticipation built, her heart raced faster. She wasn’t sure about dating, being so nervous about her inexperience that she could never manage to speak a word at those rare times she had even the slightest inclination towards another pony that way. Her books said all kinds of things about the subject, but her shy discomfort, and occasional wild panic, prevented her from getting anywhere.

Looking into ways to solve the problem, she had come across Blind Date and their promise of anonymous dating where you could control everything, even seeing the other pony, until you wanted to go to a given step. While she had dismissed the place at first, the idea of being in near complete control of how things went and how much exposure she had in such a foreign endeavor was appealing. She could get experience and build up her confidence in intimacy until she was ready to go trying further, or even felt satisfied enough to stop with not doing so at all and pursue an intimate connection more common ways.

Even then, it wasn’t until she realized she could study the whole new path of mysterious knowledge that was sex and sexuality that she made up her mind to become a client.

She gasped when the white light came on, her breathing picking up further and eyes going wide.

Oh gosh! I’m really doing this! I’m about to trade oral coitus with a stallion for the first time ever, and I’m completely safe from anything going wrong! He even knows I’m doing this for the first time and promised to let me experiment with his penis as much as I wanted! Twilight’s mind raced, biting her bottom lip as she stared at the hole as a quiver ran down her spine. Though she was nervous, knowing she was able to control how this all went was making leaving her anticipation shoot through the roof and turning her on something awful. She could tease him and just stop if she so desired, the stallion on the other side entirely at the mercy of her curiosity. It was a feeling of power she had never felt before, and she wanted to know more. And if this went well, she’d see about trying to meet with a mare, too. She did have a secret crush on a certain somepony special.

A soft chime sounded from the indicator crystal stand, prompting Twilight to remember she needed to put her mask on. With her heart thudding in her chest, she levitated the simple black eye cover, almost identical to a sleeping mask, if it weren’t for the interesting enchantments she detected were layered into it. She was tempted to study the way it was constructed, how the spells on it wouldn’t let it budge from her face once on, unless she intentionally spoke a deactivation phrase. She shivered once more at the idea she’d had, of rubbing her face all over the stallion’s length, and not having to worry about the mask being pushed off her eyes, among several other ideas. Her imagination had been running wild for the five days since setting up this first date.

Twilight whimpered and felt her nethers wink as she remembered this was fully intended as an oral sex first date. They’d also agreed on no talking this time because they were both a little nervous and felt doing it in silence would be extra exciting, while removing the need to think of anything to say in what could otherwise leave them in an extremely awkward moment or several. The spellwork on the wall between them would keep them from hearing a sound from each other.

Struggling to keep her shaking legs under her, she moved towards the hole in the wall she knew would be open now. Twilight turned around and, with a little magic to be sure she was on target as she flipped her tail out of the way, pressed her already damp marehood up against the hole. Her mystery stallion had agreed to tend to her first.

Her muscles quivered in anticipation as she thought about her mystery stallion, swallowing against the lump in her throat as she waited for him to start. The simple profile gave little to identify a pony with, but gave a good general hint of what they were like and the life they had. She knew he was in the Royal Guard and stationed in Canterlot, so maybe he worked at the castle and--!

Suddenly, she gasped out loud as a small brush of air graced her sensitive areas, then let out a whine as she felt him softly nuzzle against her. His touch was electric against the fur beside her most intimate area, and he hadn’t even really done anything yet!

Panting, she tried to press herself back for more of his touch. She’d come this far and, by Celestia, she would channel all her nerves into trying to encourage him rather than let her fears make her stop! She had to know what it felt like to have somepony else give her an orgasm. The feel of him starting to kiss gently around her marehood was doing wonders to make her fears fade and her confidence in her choice grow.

Twilight also realized her mind was already made up for setting up a second meeting with her mystery stallion. If he was so readily taking such care with her and, having used her anonymity to let him know she’d never been with another pony, trying to make her first time so good… Well, she certainly wasn’t wanting this to be just once. She could scarcely imagine what he’d be making her feel once he began to taste her.

Just as she felt his lips plant a kiss directly on her treasure, her body winked again. The thought of what he must think of her appearing so eager for his touch made her feel so naughty.

Using her magic before she got any more overwhelmed by the sensations he was giving her, she pulled the large pillow off the bed and set it on the floor. Twilight lowered her front half down, her head resting on the pillow as she began to shudder with a quiet cry. Her mystery stallion had skipped ahead suddenly, parting the outer lips of her marehood and dragging his tongue slowly down her center, then circling around her clit.

Twilight moaned and whined as she felt her mystery stallion continue to treat her to ever increasing sensations. He had claimed he had little experience, that it was pretty much a first for him too, and sometimes he did seem to lose his rhythm with the occasional odd pause, but if this was him inexperienced, she quivered all the more at the idea of him practicing on her until he was a master with that tongue of his.

He nibbled at her lips before finally thrusting his tongue into her and she let out a soft squeal. She was so worked up by this point, she could scarcely think past the feel of his tongue traveling all around and inside her marehood. An occasional extra touch rubbed at her clit and she knew his hoof was helping push her towards her peak.

Pushing herself back against the hole with no small amount of urgent need, Twilight almost wished he’d just jump up and mount her after treating her so tenderly in her first experience with sex of any kind, feeling confident he’d make full on sex equally exciting, yet gentle. Still, knowing she was rapidly approaching her peak was going to be more than enough, the way it was building up in her. Her own self-stimulation never felt like anything even close to being this strong.

Her breathing got shorter as the coil inside her tightened, the feel of him sucking on her clitoris and lashing it with his tongue almost sent her over the edge. Yet, before she had a chance to relax, his mouth fell upon her entrance, her marehood spread open by his hooves, and his tongue thrust as far inside her as he could reach. Then did something she didn’t expect, and sucked at her entrance, licking eagerly at her walls as he did.

“Aaaaaahhh!” Twilight finally burst as her marehood spasmed against his tongue, desperately trying to get more of him inside her even as she wailed out a long note of orgasm. Her mystery stallion’s tongue continued to work her over, encouraging her spasms to repeatedly squeeze at his searching tongue.

As she came back down, she began to feel sharp lightning stabbing into her oversensitive clit as he continued to lick with abandon before Twilight found the strength to bend her hind legs and pull herself away from the hole and his glorious mouth. She really needed a moment to catch her breath.

Before she realized what she was doing, Twilight had gotten to her hooves and spun around, swiftly locating the hole and pushing her face forward. Her hope of catching her mystery stallion’s lips met with success as she kissed him as hard as she could. Their lips separated only because her head was blocked by the hole in the wall, feeling his breath caressing her open mouth for a moment, just out of reach, before he pushed back against her for a second go.

She could taste herself on him as she thrust her tongue into his mouth. For a time, she relished getting to kiss him in appreciation of his tongue efforts, but her craving for the next part of their first date was quickly turning to sucking at his tongue. She wanted to do for him what he had just done for her.

The idea she was about to suck on the stallion’s length until he sprayed his release right into her mouth did nothing to reduce her own arousal. Knowing he might be one of the castle guards made it worse. Every time she walked past one, she’d be wondering if they were her mystery stallion that had felt her lips and tongue, if it was the one that knew the taste of her body and feel of her lips on his turgid length.

There would be no way for her to tell, but she could already imagine things going further between them. Thinking of them agreeing to reveal themselves to each other and starting to date out in the open. Maybe she’d even get to tease him while he was stuck on duty, flashing him a look or brushing him with her tail as she walked by. The idea of making him react against the usual protocol by trying to drive him wild was far too interesting.

As she pulled away from the intense kiss, sucking on his tongue the whole way until they separated with an audible pop both would hear because it was a sound they both made, she had to remind herself not to get too carried away from a first meeting. She did make herself a checklist of various points of interaction she felt was needed before they did something that broke their anonymity. Even if she felt he wasn’t holding up somehow, he might still be willing to meet with her just for exploring sex and help her build up her confidence.

Soooo glad I went through with this. Show me your spear, my talented mystery guard…

Shining Armor licked his lips, still savoring the taste of the unknown mare he was meeting with. She had a strange, slightly sweet yet arousing taste to her. She had orgasmed pretty hard, if how much of her essence he just drank from the source was any indication compared to things he’d heard from other members of the Guard.

Not bad for a first time tonguing a mare if I made her gush like that. Guess following Twiley’s example by looking up cunnilingus in a book before coming here paid off better than I hoped. Even if we never meet again, I’ll bet she’s never going to forget her first time having a stallion eat her marehood. He smirked to himself even as he swallowed a little more of her lingering taste and feeling very glad he went through with this. Maybe some more practice and I’ll finally work up the nerve to ask Cadence out on a date. She has been a little annoyed that I’ve been pretending to miss her little hints, but she seems so out of my league. I could at least train a little on how to treat a mare first so I could offer more…

His tongue and jaw were a little sore from trying so hard, but it seemed his efforts had paid off well, if the intensity of her kiss was anything to go by. And the way she had sucked on his tongue had left little question what she wanted next.

His heart was thumping as he rose to his hooves and started slowly lifting himself up on the specially angled wall of his side of their pair of connected rooms. As he understood the place, each side was basically identical, aside from the angled wall. Upon asking the concierge for the information, he was surprised, and little creeped out, that it was not specific to mare and stallion, but rather top and bottom for mounting in general. Gender made no difference, according to the information he looked over. Among other things, some stallions apparently liked getting mounted by a mare with a strap-on, let alone two mares or two stallions meeting together.

He shook those thoughts out of his head in the next moment. His twitching shaft wasn’t going to let him stay distracted by anything but the unknown mare for very long right now.

Moving with care, he pressed forward slowly so he wouldn’t accidentally jab the unknown mare. While he felt like he had no idea what to do around mares, he’d at least gathered that most really appreciated a stallion being considerate of their feelings. Shining figured if he was in her place, he certainly wouldn’t want to get smacked in the face with a cock, that a careful, gentle approach would get rewarded.

Shining gasped as he felt himself bump softly against her, probably her face, before he felt her lips part and start running her tongue across his tip, keeping pace with him as he moved fully through the hole that was their only access to each other. She seemed tentative for several seconds, adding credence to her claim of this being her first time, but she was quickly getting bolder and more confident as her tongue and lips moved more fervently over his engorged shaft.

Her lips nibbled at his sensitive skin, slowly leaving a trail of tingles down the side of his length as her tongue swiped here and there, tasting him as she went. In his mind, Shining was expecting, and assuming she was truly a complete virgin, that she’d want to be free to explore. With that in mind, he let himself relax into her attentions.

With the past couple days having a number of rather ordinary yet frustrating hassles come up to make his work as an officer difficult, there was an additional, special sort of pleasure and relief added to the mix. This mare was eager to please and she was openly worshipping his cock right now. If he was lucky, she’d even let him finish in her mouth at the end, but he wouldn’t be too disappointed if not. She was just getting started, her tongue tracing around his medial ring and making him twitch, and already he could tell anything she did was going to feel fantastic.

He couldn’t help but smile when he felt her rubbing the side of his shaft all over her face, even pausing to take a deep breath with her nose pressed against him near the base. She was definitely acting eager to please.

Her tongue started to lap at the bottom of his length, her nose holding his shaft up and sliding ahead of her dancing tongue, he felt her pause when she got back to his tip. A small rub of her nose hinted she was surprised, maybe not expecting the gathered precum that was likely there. She went still and Shining felt her nose, still touching his tip, get a swipe of her tongue, which made his shaft twitch again as it brushed against him.

Shining’s breath caught in his throat when he felt her lips latch onto his tip and start suckling, her tongue licking everywhere she could, even pressing the tip into the small opening in what seemed to be a request for more of his own fluids.

He felt her jaw open wider and slipped him into her mouth proper, tongue swirling as she almost seemed to nurse at his tip. One of her hooves left his shaft and she took him a little deeper before a faint separate motion began, leaving him an unexpected thought. Is she seriously playing with herself because sucking my dick is turning her on so much?

While he could only guess, the idea was certainly hot, making his tip twitch a bit wider in response. The unknown mare just seemed all the more eager as she started to take more of him in her mouth. Her hoof still touching him began to stroke along the length her mouth hadn’t reached.

Much to his surprise, a new sensation made him blink. It felt like he’d bumped the end of her mouth, if his assumption was correct. What was buried past her lips was constantly getting assaulted by her tongue underneath, even as she pressed him against the roof of her mouth.

Then he felt her go strangely still, seeming to move in some way, before his jaw dropped and he had to struggle not to move. The unknown mare seemed to really trust his good behavior or something because she was pushing him deeper, even as she seemed to tremble just enough for him to feel it.

Her throat slowly slid around the tip of his shaft, causing Shining to tremble himself. Not wanting to surprise her, he forced himself to remain perfectly still, even as his disbelief grew with every bit of himself that sank deeper down her throat. When her lips met his medial ring, then slowly passed over it, he felt her pause briefly. Then he felt her lips clamp down a little, he imagined it was some kind of determined look, because she pushed even more of him down her throat.

If he wasn’t so stunned at how it felt buried in her throat, Shining might not have been able to restrain himself in that moment. She paused again just a bit further, then surprised him again when he felt her start to swallow around his length. It took everything he had to stop himself from using what little space he had left to shove his cock deeper into her throat.

Shining felt his orgasm rapidly climbing before she began pulling back much more quickly, his shaft slipping out of her throat until only the tip was resting against her lips. When he felt her panting against him, he realized she had been pushing herself a lot harder than he expected. It only added to the idea she was trusting him to be gentle enough for her to safely explore him however she wanted.

Part of him wished she’d turn around and impale herself on him, but he knew they could try that another time. He definitely wanted to meet with this unknown mare again.

A groan escaped his mouth when he felt her shove her mouth back down around him. She wasn’t taking him in her throat again, but she was eagerly bobbing her head now. His previous climb towards climax was quickly coming back as she worked him with a hungry suction. All the buildup was adding up on him as she made it clear what she was wanting now.

“Guuaaaaahh!” Shining crossed the finish line and felt himself crash into an incredible climax, his shaft tingling with each burst he released straight into the unknown mare’s mouth. She had stopped bobbing her head as he began to flare, the same faint motions from earlier now accompanied by a vibration some part of him realized was her unheard voice, possibly the sound of her own moans while getting herself off to sucking his dick. All he really knew for certain was how she seemed to tremble and clamp her lips down behind his flare once the first shot sprayed into her mouth, her other hoof stroking up and down his shaft to encourage him to give her more.

The entire time he was pulsing into her mouth, she kept her lips sealed around his tip, her tongue running everywhere it could reach. With each burst, the suction on his tip seemed to reduce a little.

Panting for breath as he slumped his chest and head against the pad on the angled wall, Shining felt a little dizzy. He hadn’t been lying when he’d let the mare know he had little experience with sex. He couldn’t quite bring himself to admit a stallion of the Royal Guard was a virgin at his age. Thankfully for him, she seemed to appreciate the idea he wasn’t exactly some playcolt looking for a mare with skill or something like that.

He could hardly believe her next move as he felt her lips slowly slide over his tip until he was free of her mouth. He felt her slide his still mostly hard shaft against her fur, able to tell enough to know she was sliding him under her chin. She moved forward with seeming purpose, his length rubbing along her throat until her nose pressed into the base, his shaft now laying lengthwise along her neck.

Then he felt the unmistakeable motion of her swallowing a couple times, with his shaft held against the front of her throat.

Shining felt his cock twitch, threatening to firm back up again as she gulped down what he had left in her mouth. He felt speechless that she wanted him to know she consumed everything he gave her like that. Her tongue traced back up his length before slipping his tip back in her mouth and nursing at it again, giving him the impression she wished he would give her more.

Still trying to calm his heart and breathing back to normal, Shining felt he had to draw back. Moving with slow intent, he pulled his dick back through the hole, his unknown mare following until the wall stopped her, seeming reluctant to stop nursing on the head of his shaft. Before he pulled away though, he touched a forehoof to her cheek to keep track of her, feeling her rub against it once he pulled his dick out of reach.

Earlier, he might have had some misgivings about the idea, but as he shoved his lips against hers in his blindness, he didn’t care that he could taste a bit of himself in her mouth as his tongue moved against hers. A part of him really regretted the fact they wouldn’t be able to talk to each other because of how they had set up the meeting. He wanted to thank her, congratulate her, ask how she came up with everything she did, even ask her right then and there to meet with him again.

Instead, he had to settle for kissing her with as much intensity as she had kissed him with earlier and then some. To let her know he was thrilled by her mysterious touch. That he wanted to know more about her and who she was.

The two of them simply kept up their sensual kiss, losing track of time until a chime sounded, letting them know the hour was up and they’d need to clean up before exiting their respective rooms for opposite sides of the building. It took a couple false breaks before they separated for the final time and the sound of the hole between them closing brought Shining back to his senses.

A quick deactivation phrase, then he removed the blindfold, the lights turning on at a dim setting so he wasn’t blinded. Shining had to laugh to himself at how taking a chance at this whole Blind Date thing had turned out so unexpectedly great. Even if his unknown mare didn’t want to meet with him again for some reason, he was very glad he tried this.

If she does want to meet again though, there’s no way I’m turning her down. From what little I could tell, she seemed well-groomed and had really soft fur. It’d be utterly hilarious if Cadence somehow set this up and it was her on the other side. Wouldn’t be the first really crazy surprise prank she pulled on me, although she wouldn’t have had Twiley giving her unexpected ways of doing things only my sister would think of. Also pretty sure Cadence has experience with sex, but whatever.

Yeah, definitely have to meet with that mare again…