Heated Encounters

If there was one thing any parent could say was one of the most difficult and yet endearing things to deal with, it was when your child was excited to go somewhere. Ditzy Doo, better known as Derpy to her friends, was just such a parent, and right now, she was going through just such a time. She was best known as Ponyville's resident mailmare, and while she was somewhat infamous for not always getting her job done perfectly, she nevertheless got on pretty well with the citizens of the town. But, despite whatever issues she might have experienced in her job, that was nothing compared with having to deal with her young daughter, Dinky, who was happily hopping around the front room of their home, looking utterly gleeful as her Mother did her best to keep up. With Derpy being a Pegasus, one would assume that it would be easy to catch a young unicorn such as Dinky, but those people would be quite mistaken.

"Dinky! Please! I know you're excited, but you have to calm down while I get your travel bag ready!"

It was here that Dinky finally stopped, beaming up at her Mother.

"But it's been ages since I got to go to a slumber party! Sweetie Belle is inviting all her friends, and I always have such fun over there!"

Derpy gave a small smile after landing back on the ground, having finally been given a chance to place Dinky's saddle-bags over her back.

"I know you are, and I'm sure you're going to have a great time. But you have to try and rein in just how bouncy you're being. Remember, you need to behave yourself while you're over there, okay?"

Dinky nodded enthusiastically at that, with Derpy giving her an affectionate smile before stepping forward and embracing her in a hug. It was a tender sight, to be sure, but it was then interrupted by the distinct sound of somepony knocking on the door. Although somewhat surprised at this, Derpy's eyes widened with shock when he turned and looked at the nearby clock on the wall. Seeing the time, she found herself fumbling her words a little before rushing over to the door, opening it. On the other side was a human, a common sight in Ponyville these days. It was a male, dressed as if ready to impress a lady friend, which was also evidenced by the suave way he looked at Derpy.

"Good evening, Miss. I trust I'm not interrupting?"

Although Derpy stiffed a giggle at the sight of this newcomer, both she and he were then reminded that they were not alone, as Dinky walked beside her Mother and gave the man a clueless look. Seeing the young filly, the man quickly recomposed himself to look less flirty, hoping the child hadn't witnessed any of what he'd just said.

"Oh...er...Dinky! It's nice to see you again!"

Dinky jumped up with a smile on her face.

"Hiya, Mr William!"

The man chuckled at that.

"Um, it's fine if you call me Bill, Dinky. I don't mind."

Dinky thought that over for a moment before beaming at him.

"Okay, Mr Bill! Are you here to visit Mommy?"

The man looked over to Derpy, who was frantically giving him signals to say the right thing while the filly was within earshot. After a few sessions of fumbling his words, Bill finally got out something understandable.

"Um...yes! With you going out to meet your friends tonight, I figured your Mommy would be all alone. And we can't have that, can we?"

Dinky shook her head in response to that before smiling back up at him.

"Thanks, Mister!"

The man gave a nervous chuckle before the filly turned back to her Mother and gave her a quick hug. Derpy returned it eagerly before watching her daughter run past Bill and out of the door. Both Derpy and Bill stood beside each other, waving Dinky goodbye, doing nothing else as they watched her run further and further away. Once they were certain that the filly was out of earshot, Derpy quickly slammed the door shut, flapped her wings, lifted herself up to Bill's eye level and then proceeded to wrap her hooves around him before starting an intense make-out session. Although Bill was somewhat taken aback by that, he nevertheless got into the swing of it, wrapping his arms around her and holding her close, while still giving her wings space enough to keep flapping. They stayed together like this for some time, their tongues exploring each other's mouths quite vigorously, before finally breaking apart and gasping for air. With their breath caught, Derpy gave her suitor an amorous look.

"Oh, Bill! I can't tell you how long I've waited for this!"

Bill chuckled at that.

"I'm sure. Your heat began, when, two days ago?"

Derpy frowned at that.

"Four! All I know is that Rarity is a saint for volunteering to host that slumber party over at her place."

Bill nodded in agreement over that, and shortly afterwards, he felt his marefriend's lips upon his once more, albeit less ferociously this time. He took the time to enjoy it, to feel just how soft she was when she kissed like this. Bringing back one of his hands, he gently caressed the side of her face as they kissed, and shortly afterwards, Derpy opened her eyes. They stared at each other in a loving manner before the mare turned her head away from him, a small but mischievous smirk appearing on her face. Looking back to him, she gestured with her head towards a door nearby, and it wasn't long before Bill got the message. So, like the image of a groom carrying a bride, Bill carried Derpy through the door she gestured to, revealing her bedroom. It was a simple enough room, very little frills or anything, but that didn't matter to them. No, all that mattered right now was the bed right in the middle. Gently, the man lowered her down onto the soft mattress, and Derpy repositioned herself into a more "sexy" pose, reclining on one side with a hoof on her hip, as she watched her mate begin to undress.

Although it had been rather strange for her to start dating a human, she'd soon managed to get past a lot of the barriers that one might expect of such a union, as indeed did several of her friends. This was, after all, a completely different species she was getting with. But, she'd liked Bill a great deal long before they started dating, with him having worked part-time as an assistant teacher at Dinky's school. That was where the two of them first met, and quickly struck up a friendship. As was the case in situations like this, one thing led to another, and, well, here they were. So, she watched with great interest as her partner had finally unclothed himself, climbing into bed with her, wherein they resumed their tender kiss from before. After a while, however, Derpy pulled away, and as Bill watched her, he saw that she had a rather uncomfortable look on her face.

"What's wrong?"

Derpy, hearing the genuine concern in his voice, gave him a small smile before answering.

"It's just a back ache. My job's been a nightmare recently. Everypony's been sending letters about things like that new castle in town, and...well...let's just say the bag gets pretty heavy with all that traffic."

Bill nodded at that, knowing fully well how stressful a life like Derpy's can be, especially with her being a single Mother. Seeing the look of discomfort she still wore, an idea popped into Bill's mind, and he gave her a warm smile. Moving, he repositioned himself so that he was now right behind his marefriend, with her looking on with some confusion. However, it all became clear as he lifted both hands and began carefully massaging her shoulders. Although taken aback by this, Derpy soon found herself feeling immensely relaxed by the way he carefully applied pressure to her stressed muscles. It wasn't long before she laid flat on her stomach, with Bill leaning over and continuing his massage, not just on her shoulders, but on pretty much every part of her back. Her contented moans were a pleasant sound for him, and he smiled at it. Derpy, as you might expect, was in absolute heaven with this massage, stretching out her wings so her partner could get at the parts of her back that had been obscured beneath them.

"Hmmm...whoever decided to give you humans hands...remind me to thank them."

Bill chuckled at that as he carried on, working his way down to the small of her back, which was apparently far more sensitive given the louder moans Depry was giving off. A new idea then popped into his head, as well as a somewhat devilish smile, as she reached upwards and carefully placed the thumb and forefinger of both hands onto the base of both of her wings. Derpy tensed up a little, apparently not having expected him to go there, but when she looked back at him, with those mis-matched eyes he'd so come to love, she gave him an amorous smile and nodded, giving him all the consent he needed. So, with permission granted, he began carefully massaging the base of her wings, causing an instant wave of pleasure to pass through her. So good was this feeling that she actually had to bite her lower lip, lest she actually scream his name out too soon. Bill, pleased at this reaction, carried on, satisfied in the knowledge that he was making his marefirend feel so good right now.

The intimate moment between the two carried on for several moments, until finally, Derpy retracted her wings, much to Bill's surprise, Turning her head around again, she watched him with a half-lidded look, as well as the kind of smile she knew drove guys nuts. Bill gulped loudly at seeing her like this, to which Derpy couldn't help but chuckle, and it wasn't long before he noticed yet more movement from his beloved mare. She got onto all four hooves, lowered the front of her body while lifting her rear higher into the air. Slowly moving her tail aside, she gave Bill a full view of what had been hidden behind it. The man could see she was moist already, and more importantly, he knew what she wanted him to do. Smiling to her, he repositioned himself yet again, moving behind her and reaching forward to grab onto her shoulders. With that done, he carefully placed his hips in-line with her opening. Derpy looked ahead, closing her eyes and preparing herself for what was to come, and she didn't have to wait long.

Thrusting forward, Bill entered her, a tingle passing over his member as he slid deeper and deeper within her. Derpy finally let out a moan of pleasure, feeling this newcomer inside, stretching her walls out and giving her a satisfying sense of fullness. Bill moved forward as much as he could, but soon found himself reaching her back wall. It was something he often prided himself on, that he could get that far with a mare, given that they were used to much larger when stallions were involved. It was here that he began to move out of her before thrusting forward again, and he made sure to keep it slow, allowing both her and himself to savour every passing moment of this union. Derpy grabbed onto the sheets of her bed even tighter, letting out an almost continuous moan as she felt her mate fill her over and over. Bill too was enjoying this immensely, feeling the tightness of her clasp around him, practically massaging him down there. And above all else, both of them knew that they were feeling, the same thing; that they simply loved being with each other.

As he continued his movement, Bill leaned forward as much as he could, until his head reached the back of Derpy's wherein he whispered to her.

"I...love...this!"

Derpy smiled in-between her moans and turned her head to whisper back.

"Me...ugh...too!"

They smiled and chuckled with each other, after which Bill resumed his previous position, getting back to work and moving in and out of her with renewed vigour. Derpy felt the faster and more forceful thrusts, knowing that her climax was fast approaching. In this knowledge, she turned her head around and looked at him in an almost pleading manner.

"Let's...finish...face-to-face!"

Bill stopped for a moment, seeing the look on her face as she asked that, and soon enough, gave her a reassuring smile. Although she did not enjoy the experience, she endured as Bill pulled out of her completely. Bill might have been a relative novice when it came to pleasing mares, but if there was one thing he'd learned in all of this, it was that pulling out of a mare in heat before climax was often a very risky move. But this time, he was quick, and soon Derpy was on her back, looking at him with that same love in her eyes that she knew Bill craved. Lowering himself onto her, Bill planted his lips upon her yet again, just as he re-entered her. Derpy broke apart from the kiss to let out a moan from this, and soon, Bill got back to his thrusts, going faster and faster, knowing that both of them were getting to the finish line. The way it dragged on, with the ending always just out of reach, it was as if the universe was plotting to keep them at this point indefinitely. But eventually, they finally managed it, as Bill gave a final forward movement, grunting loudly as he felt wave after wave of his seed flow into her.

Derpy too had begun to orgasm, drenching Bill's member with every second he stayed in her. And, to make doubly sure he stayed there for as long as she wanted, Derpy wrapped all four of her legs around him, holding him close to her. Bill wasn't complaining though. For him, this was the greatest feeling in the world, and while she didn't say it outright, one look from Derpy let him know that she felt the same. And so, they stayed like this, Bill still fully hilted inside her, panting furiously as their bodies cooled off. It took quite a while, but eventually, they reached a point where Derpy was willing to let him out, as evidenced by her releasing him from the hold of her legs. In spite of that though, Bill stayed exactly where he was, smiling at her and lowering his lips upon hers, giving her yet another tender kiss. Content with this, Derpy wrapped her forelegs around his neck and embraced him as she too began to participate in the kiss. When this post-sex make-out session finally ended, they smiled lovingly at each other before Derpy finally whispered something to him.

"On second thought...remind me to send Rarity a very big thank you present for this!"