Hitch wandered the streets of Maretime Bay, staring at the ocean as he experienced one of many days free of conflict. Frowning as he stared down at his sheriff badge, he recalled that the only situations he had to take care of since Sunny brought magic back to Equestria was the occasional argument between another earth pony and a unicorn or pegasus. Of course, he was told by many ponies that his job was still important; there was an underlying tension clear in the fact that unicorns and pegasi were visiting the town and even staying with friends in makeshift hotels. By now, however, most of the unicorns and pegasi had returned to their homes. Queen Haven, Zipp, and Alphabittle all went home. Two mares that Hitch had met were still in Maretime Bay, and didn't seem to be leaving anytime soon.
First, there was Izzy Moonbow, who made sure none of the residents forgot her presence. She was singing away whether she was getting groceries or helping a resident with her newfound magic. And when she wasn't out and about, Izzy could be found in Sunny's house where she was staying. After the fifth time Hitch saw Sunny and Izzy skating around town laughing and joking with one another, Hitch understood as clearly as a cloudless sky and smiled from ear to ear at what he realized. After years of Sunny grieving the loss of her father, she had found the light in her life again.
Speaking of the light in one's life, there was the second mare Hitch knew that was still in Maretime Bay: Pipp Petals. He remembered her and Zipp talking out of earshot before the latter sighed and flew off; Hitch hadn't seen Zipp since. He thought that after everything that happened, she'd stay since Izzy and Pipp did.
"There's a lot that my Mom has to take care of back home," Pipp had explained to him. "She insisted that both of us come with, but I told her that I needed time out of the spotlight. It's not like the pegasi are exactly fond of me right now."
Hitch nodded, barely registering what she told him as he felt warmth spreading from the bottom of his hooves to the tips of his ears. Pipp Petals, a mare that simply didn't hold a candle to most of the mares of his town, wanted to stay in Maretime Bay. With him. Well, he couldn't possibly be the reason she stayed, but it certainly didn't hurt that he was in the same town as her for the time being. And he smiled, expecting to see somepony fly above him at any moment now.
A pink blur zoomed past him, Pipp Petals landing in front of him shortly after. Hitch's smile grew from ear to ear before he could consider stopping himself, and his smile remained as Pipp returned it in a more gentle fashion.
"Hey Hitch," Pipp greeted him, and as he looked down, he noticed her right hoof trailing the dirt in slow circles. He looked back up at her, but she wasn't looking back at him anymore. Instead, she was smiling at the ground.
"Is um, everything alright Pipp?" Hitch asked. Pipp's ears perked up as she lifted her head to look at him again, laughing in a way a filly would if her mother caught her with her hoof in the cookie jar.
"Of course!" Pipp shouted. "Er, sorry. I'm not used to being the one that asks, usually I get asked by letters or weirdos in the crowds. Do you want to go out sometime? To eat?"
Hitch's breath stopped in his throat for a moment as Pipp finally allowed her body to relax as she looked at Hitch without breaking eye contact like before. To say this was sudden was an understatement, and Hitch couldn’t believe that this mare that was likely the source of wet dreams for many of the pegasi back at her home would ask him out. Was it because he was oblivious to all of her signals before? Were there any? Hitch’s ears burned with surprise as his mouth was clamped shut and he felt himself sweating, almost feeling beneath her just by being in her gaze. But he knew he had to give some kind of answer, and he willed himself to open his mouth.
“Ha…I um,” Hitch stammered, and Pipp tilted her head as her smile faltered. His heart skipping a beat as he feared her misinterpreting his reaction, Hitch nodded his head fast. “Yes, yes! Of course, what time and place?”
“Well, I was thinking we could do that Prench restaurant I saw? There certainly isn’t anything like that over in Zephyr Heights,” Pipp explained, and Hitch felt his heart fluttering as he saw the pink pegasus’ smile grow a lot wider than before. Even her floofy white wings were fluttering with giddiness at his response, and Hitch’s heart-flutter turned into a thunderous pounding as he nodded. Pipp blushed, batting her eyelashes at Hitch as she looked him up and down before slowly turning around and speaking once last sentence before she opened her wings and flew away. “I’ll meet you there tonight at 6!”
Hitch watched as she flew away, and he had seen a hoofful of pegasi fly around the town, he never ended up seeing one fly half as graceful as her. Her dark pink mane flowing with the wind like ribbons, her poofy wings flapping slowly and with careful precision, and her hooves gently moving along with the wind, she was a sight to behold. It was very easy to see why the ponies of her home city admired her so much, though none of them clearly lived up to her expectations. Or at least, her interest.
Hitch could only hope that he would be able to.
“Oh my goodness, this bread is soooo good~”
Even with cheeks full of bread and crumbs decorating her muzzle, Hitch couldn’t help but stare at her with his chest warm. They had crepes filled with sweet filling, ones filled with savory filling, salads, lots of bread, and the most amazing soup that Hitch had ever tasted. And yet the food wasn’t even close to the best part. The earth pony stallion got to listen to Pipp talk about how her and Zipp grew up living a lie by pretending to fly for the rest of the pegasi, how Pipp learned that she loved singing at a young age and how when she became an adult, she began to perform her own shows and get loads of sponsorships from different companies that wanted her face on them. Most ponies would hate the overload of attention, but Pipp thrived in it. Thinking to himself, Hitch spoke.
“So, you said you really love it, but you’re desperately wanting to take a break from it, right?” Hitch asked, to which Pipp took a deep breath and sighed as she looked down at her plate.
“Yeah, is that weird? I was already burning out super hard from waking up, getting ready, making sure I’ve got the routines and lyrics memorized, and then having hundreds of meet and greets,” Pipp began to explain. “And then to be hung upside down as they all turned on me and took pictures, I became the face of an exposed lie and that was the final straw. I bawled my eyes out before I went to look for all of you, and then, it was followed up with relief. Even if it was for a few hours, I didn’t have to live up to the city’s expectations anymore. Or my family’s expectations for that matter. I was free, annoyed as all get out too, but free. As soon as Izzy chose to stay, I realized I finally had a choice that I thought was never there. I wanted to stay here a while, and you were the first stallion that barely knew of my fame and was just nice to me because that’s the kind of pony you are.”
“Well,” Hitch smiled, honored at her explanation but knowing that she needed to be sure of continuing…whatever this was, responded. “You know that if it's just that I’m the first stallion that’s been nice to you, you can go around and have dates around town. You don’t have to feel like you should just pick me because it’s a safe option. I mean, I’d hope that after those boring dates you’d pick me still but-”
“Shhhhhhhhhh,” Pipp reached over the table and gently hovered her forehoof an inch away from Hitch’s mouth, before moving back and smirking at him with a playful flutter of her wings. “It’s not just your glowing personality, or sparkle. You’re insanely easy on the eyes too, you know.”
“I mean it helps a lot to be active when you’re a sheriff,” Hitch shrugged with a big smile and a roll of his eyes, but his mild blush gave his reaction away.
“Oh don’t be modest, Sprout told me about your calendar,” Pipp giggled. “He uh, to um, make it up to me for his blatant bigotry towards our kind…might’ve stolen your calendar and gave it to me?”
“That’s where that calendar went!” Hitch’s eyes widened, and then his excitement that was purely in his heart before began rushing to his loins. It was too easy to imagine Pipp hoofing herself to the chiseled pictures of himself in different poses and outfits, and he was honestly surprised a mare hadn’t stolen it sooner. He was well aware of his looks, and that he had gotten lots of flirtation from the mares around town before Izzy showed up and changed their entire world with her love with Sunny bringing magic back. Now that Pipp had shown up in his life, Hitch felt right and not uneasy at the pink mare’s flattery. Instead, Hitch finally gained a bit of courage as he returned the smirk and narrowed his eyes at her. “Well, why stick to the calendar? If you want, you can enjoy the real thing. I’d actually say just looking at my pictures at this point is a crime~”
“You caught me, sheriff,” Pipp winked. “Admitting to the act and everything, are you going to do something about it?”
“I just might,” Hitch said before they took a couple of minutes to finish eating their food, the sheriff getting out his wallet as the waiter came back. Pipp opened her mouth, having her wallet tucked in her wing, but the waiter took Hitch’s card before she could stop him. Watching as the waiter walked away, and not one to blatantly fight on semantics like who paid for it, Pipp simply looked at Hitch flabbergasted.
“I was the one who invited you out to dinner,” Pipp said. “And our family is stupid rich, it would’ve been chump change for me to pay for it. You didn’t have to do that.”
“Oh I know,” Hitch shrugged. “But what you’ve done for me just by keeping me company here has been amazing, I haven’t been this happy in a long time. Content, yes. But not over the moon with joy from having such a lovely mare spend time with me. We don’t even have to go to my house if you don’t want to, first date and all.”
“Oh hush now,” Pipp laughed. “I absolutely want to see this bachelor’s house, though I should probably make something clear. I’d prefer not to go all the way, because the fame and fending off of fancolts and stalkers means that I’ve never really had a proper date before tonight. I kissed a colt when I was young, but that’s it.”
“Oh!” Hitch’s heart leaped in its chest as he realized Pipp’s implication, and he nodded really fast. “Yes, that’s more than alright with me Pipp. Even if you just want to make out, or something a little more than that, I’m just the luckiest stallion in Equestria to even go on this date with you. Trust me.”
Pipp put her wallet away and beamed, her smile exceptionally wide as her eyes closed as she basked in the amazing compliments of the stallion. She absolutely wanted to feel his earth pony muscles and see what he was packing down there, as well as see how good of a kisser he was, but the pink pegasus wanted to savor what was building between the two of them. If everything went as well as she hoped, the two of them would have a long time to explore what the other liked. But right now, she wanted to see if he was as good as he seemed. If it weren’t for the exceptional Izzy’s personality, Pipp would’ve believed that Sunny was missing out not ever having made a move on him.
The waiter returned, and Hitch took the receipt and the attached pen as he wrote down the tip before leaving it in the middle of the table that was cleared of all the plates. Hitch pushed out his chair and stood up as Pipp did the same, and the two walked out of the restaurant side by side. As soon as they walked out into the cool rush of cold air and crickets chirping filling their ears, Pipp gave a “oooh” sound and an exaggerated shiver of her body as she leaned against Hitch’s body, getting a taste of his rippling shoulders and limbs that got her heart racing. Pegasus stallions were mostly in shape, but their bodies were more lithe and thin than buff and firm like earth ponies. Everypony’s preference was each to their own, but Pipp absolutely loved everything that Hitch had to offer so far. Pipp opened her wing as she rested it against Hitch’s back, and leaned her head against the stallion’s neck as they walked in the direction of his house. Seeing that there wasn’t anypony out and about in the town, not nearby at least, Pipp looked up at Hitch with a sudden pressing question that piqued her curiosity.
“So does that mean you’ve never hooked up with anypony here?” Pipp asked.
“I’ve gone on a few dates and kissed two mares,” Hitch explained. “But no, I’ve never taken any mares home or been to their homes. Besides Sunny of course, but I never really looked at her that way. And she was way too focused on bringing the unicorns and pegasi back to even entertain such an idea, though I can see why her goal ended up being such a great one~”
“You charmer~” Pipp giggled as they walked near a one-story house that was generously sized, remembering Sprout complaining about how muscular Hitch was and how his house was completely paid off. If she wasn’t mistaken, she wouldn’t have been surprised if she found out the red stallion had a crush on her date. Though, it was his loss and very much her gain that he never acted on anything, Pipp thought to herself as Hitch walked ahead and unlocked the door to his house before opening it and entering his own home as he held the door wide open for Pipp. The pink pegasus flew into the house and landed on the carpet with a gentle flutter of her wings, Hitch closed the door, and then the yellow stallion turned on the light to the living room. Pipp looked at the beige walls, and the spacious green couch, as well as the kitchen across the way and the door that presumably led to the bedroom. Besides some scattered papers on the floor and dirty dishes on the kitchen counter and coffee table, it was relatively clean for a bachelor’s home. Though, Pipp wasn’t nearly as interested in the home as she let on. As she watched Hitch pull his hoof away from the light switch and turn towards her, Pipp flew in and made her move.
She wasted no time pressing her muzzle against Hitch’s muzzle in a deep yet gentle kiss, savoring the firmness of his lips while he savored the softness of her own as they both closed their eyes. The rest of the house melted away from their senses as all they wanted to do was immerse themselves further into each other. Pipp wrapped her forelegs around Hitch’s neck, sliding her tongue in and getting a moan of contentment from him as his nostrils inhaled the powerful scent of berries and flowers from his date’s perfume. Pipp was a paragon of femininity, and apparently some dominance considering she was the one to ask him out and lunge for the kiss. Hitch was still tripping from how she wanted him and not any of the pegasi who would’ve probably would’ve pissed away all their money and more for her. Though as her tongue danced against his, Hitch slowly released those thoughts of judgment as they pulled away and the yellow stallion looked at Pipp’s green eyes with his own eyes wide and his mouth parted open. A strand of saliva briefly connected their muzzles before Hitch spoke and broke it.
“So where would you like me to be now?” Hitch asked, it only seemed commonplace at this point to trust the pink popstar’s guidance. Even if she was far more humble than Hitch initially realized, she was still a mare who took what she wanted. Pipp narrowed her eyes at Hitch as she landed back on the ground and smirked at him, gesturing her head at the couch and giggling.
“Why don’t you lay on the couch, and I can see what you’ve got?” Pipp suggested. “Perhaps even feel what you’ve got if that’s okay?”
“More than okay,” Hitch breathed, feeling his cheeks very much warm and his heart pounding in his chest as he followed Pipp’s command and threw himself on the couch as he spread his hind legs out and displayed his slightly erect length. It was a darker shade of the color of his own fur, and was a couple inches bigger than the average size of an earth pony stallion’s endowment. Sometimes he wondered if that’s why so many mares made a play for him, though the only reaction that brought a smile to his face was Pipp’s pupils growing big and her jaw dropping as she stared at that fat earth pony dick. She had turned around to look at Hitch’s dick, and it certainly didn’t disappoint. The tip was big, and the earth pony’s balls were almost as big as oranges. While she was starting to get wet at such an impressive length, Pipp was slightly relieved that she didn’t commit to taking something so large in her virgin pussy. Not when her clit hadn’t gotten a good test drive yet.
Flying onto the couch and landing on top of Hitch with her pink floofy chest pressed against the hardness of his cock, Pipp’s eyes rolled to the back of her head as she adjusted herself further up until her chest was against his, and her clit was pressed firmly and undeniably against his thick length. So much so, that she could even feel him getting harder underneath her and that was driving Pipp to new levels of euphoria. She rarely had time to even play with a vibrator, so the hardness was an entirely new feeling for her. She looked into Hitch’s unfocused gaze and watched as he bit his own lip while she rocked her hips back and forth against his cock. Her wet mare juices slickened up his dick very quickly, and made it far more smooth to move back and forth as the two were lost in the pleasure. After staring at Hitch for long enough, Pipp lunged forward and pressed her lips against her date’s as their tongues happily clashed again. Just as she was feeling a surge of pleasure about to crash into her like never before, Pipp abruptly stopped and lifted her pussy off his dick as she denied herself the peak on the first date.
“Oh fuck, fuck,” Pipp moaned. “That was soooooo hot, you definitely are packing quite the dick for sure. I want to try something else that I’ve seen in the Playmare magazines?”
“By all means,” Hitch smirked, watching as Pipp flew off the couch. He sat up as he realized that it would be a better angle, watching as Pipp winked at him while extending her floofy white wings and wrapping them around his wet cock and pumping them up and down his length. With the easy movements thanks to her own fluids of arousal, and her amazingly soft wings having the best texture against his length, Hitch groaned as he enjoyed the surprise wingjob. Another reason that he was lucky he waited so long, only to be blessed with the sexual skill of a pegasus. If this was how amazing Pipp was as a virgin mare, he could only imagine the nympho she’d become over the years. And he would only hope that he was the lucky stallion.
After a couple of minutes of Pipp moving her wings wrapped around Hitch’s dick, the yellow stallion bucking his hips into the hot fuzzy touch and moments away from busting, the pink pegasus pulled her wings away and folded them back against her sides.
“Wouldn’t be worth it if either of us finished on the first date, now would it?” Pipp giggled, watching as Hitch sighed with a small smile as he jumped off the couch. “I’d rather give us both the chance to fantasize, to leave something up to the imagination. Though, perhaps on the bed, I could get a few moments to feel your muscles while you slip your dick in between some fluffier pillows?”
Hitch wondered what Pipp could’ve possibly been referring to this time, but the slamming arousal hit both his mind and his blue-balled loins as he realized Pipp had essentially invited herself to his room. Before he could really respond, Pipp snickered as she turned around and trotted to his room. As she opened the door to his room, Pipp moved her dark pink tail to the side and exposed her dark pink ponut and pussy lips. Hitch began to very much see her point, building up to everything over time starting to have its appeal especially when they were both inexperienced for their own reasons. Hitch followed her, and this time Pipp was the one to jump onto the bed and onto her back as she showed off an amazing part of her body. Plump pink crotchboobs with dark pink teats as Pipp used a wing to move one boob to the side to make room for Hitch’s length. Hitch wasted no time jumping on his own bed, reaching over Pipp to turn the lamp on his nightstand before adjusting himself so that his cock was sandwiched by her crotchteats.
“That’s right, be a good stallion and help yourself a few thrusts~” Pipp teased, watching as Hitch moved his cock back and forth in the even warmer and heavier touch of her crotchteats. It was even better than her poofy white wings, which were gently touching upon his ripped earth pony muscles from his shoulders down to the bottom of his forelegs. Then, she brought a forehoof to Hitch’s chest and hummed happily to herself, before seeing Hitch’s cock at full mass and thrusting sporadically between her crotchteats. Before Hitch could cum, Pipp gently placed her hoof over Hitch’s tip and he stopped altogether.
“Hope that preview was more than enjoyable for you~” Pipp winked as she moved out from underneath Hitch and sat on his pillow. “But to get to the main act, to actually make love, should be saved for another date. Got to make sure what we’ve got is the real deal in comparison to those pesky fancolts, you know?”
Hitch felt his heart warm up at her opening up to him, and felt it twist a little at her reasoning. He was glad that she was away from any stallion that could’ve made this night for her one for his own ulterior motives, and felt extremely blessed in his blossoming warm chest that she chose to experiment these acts with him. And if he was being honest with himself, he felt far more comfortable working up to an even more amazing date in the future. Hitch nodded, climbing off the bed and trotting towards the door as he looked over his shoulder at her.
“Do you want any water, or snacks to eat before we sleep?” Hitch asked.
“Water will be more than okay,” Pipp grinned, her heart blossoming all the same as Hitch opened the door and came back shortly with a bottle of water for her to drink. She certainly wanted to do this again with him a few more times to build up stamina, that way they could go for a while when they did go all the way.
She placed the empty water bottle on the nightstand, and Hitch turned off the light as they both got underneath the warm covers and cuddled with their bouts of arousal subsided and their hearts replacing the sensation and then more as they were basked in a more powerful feeling altogether with their chests rising and falling in the deep comfort of having somepony to fall asleep with and the relief of having found the other despite it seeming impossible days ago…
