Best Virginity Loss

by The Lunar Rebel

Rating: mature
Tags: Thunderlane, My Little Pony: Friendship is Magic, Rainbow Dash, Comedy, Other, Sex, Random
Length: 3845

You'd think Rainbow's parents would be dissapointed and ashamed of witnessing their daughter engaging in un-marital intercourse with a stallion they haven't even met yet. Well...

When Rainbow Dash enters her heat cycle while still visiting her parents' home in Cloudsdale, she decides to have her old Weather Team colleague, Thunderlane to be the instrument of her full relief. Since her folks, Bow Hothoof and Windy Whistles are away on an all-night trip of the town, Rainbow views this as the opportunity she needs to hopefully have her ever-proud parents to finally be angry with her and give discipline for defiling her old foalhood room which they've kept well preserved since the day she moved out when she came of age.

However, this night might prove to be quite the interesting one... and quite mortifying for both Rainbow, and Thunderlane himself since this is also his first time in breaking in a mare.

NSFW artwork by: wolfsam
Contains: Possible accidental impregnation and unexpected exhibitionism.

Published 2017-05-20 16:40:01 UTC
Last updated 2017-05-20 16:40:01 UTC

This is Going into the Family Photo Album for Sure!

“Are you quite sure your parents are going to be okay with you bringing me here even though I haven’t been introduced to them yet?” Thunderlane asked Rainbow Dash as he and the ladder walked up to the front entrance of her old foalhood home.

“Believe me when I say they will,” Rainbow assured. “They’re a very easy-going pair. Heck, they would probably find someway to celebrate this very moment if they were home right now.”

“Huh? You mean I’m here as an un-announcement?” Thunderlane asked a bit uncomfortable with this development. To him, it seemed kind of rude to be in somepony else’s home without making a first impression on their family members.

“In a way, yes,” Rainbow replied apparently unphased by Thunderlane’s concern. “Don’t worry about it though. I’ve done more rebellious things when I was still in my early teenage years, and surprisingly both Mom and Dad handled it quite well. Frankly, it was pointless for me to act out the way I did back then so I just stopped. However, I’m thinking that tonight could be where the tables can finally be flipped.”

“I’m afraid I’m not following,” Thunderlane said with a shake of his head.

Rainbow sighed and then said, “You see, ever since I moved out of this house when I was old enough to be on my own; Mom and Dad have kept my old room in the same condition I left it in. Well... I was technically a very messy and sloppy filly so I definately would think that they would tidy it up. At least they’re sensible enough to do that.”

Rainbow seemed to slightly murmur that last sentence to Thunderlane's continuing bewilderment.

“Anyway. I’m thinking it’s about time for them to finally give me some discipline, even though I’m already twenty-one. But you know what?” Rainbow then got a mischievous and determined smile on her muzzle. “I say it’s never too late to achieve something that you wanted to do long ago. I just happen to already have the perfect activity planned that you and me can only do together for this deed.”

There was an obvious tone of sultriness to the words to that last sentence. Rainbow even gave a flick of her tail to emphasize the word ‘activity’. Thunderlane didn’t need any hints to know what Rainbow had in mind, and he was already expressing his excitement since his wings began to extend outward and grow stiff. Not only that, but a certain thick and gradually growing black shaft made itself known underneath him between his hind legs.

He admitted to himself that he should be ashamed of himself for willingly give in to his sexual desires even though they seemed to be for the wrong cause: but with heat season currently going on, it was more easy to be persuaded by lust than common sense.

When Rainbow noticed his erection, she chuckled as a slight red blush appeared on her face.

“Wow. We’re not even in the bedroom yet and you're already spoiling your surprise to me. I thought you were taught better than that,” she teased.

Thunderlane tried to cover up the stiff shaft either by shielding it with a hoof or making an attempt to push it back in, but Rainbow stopped him by gently caressing a hoof over the base of one of his stiffened wings, making him shudder and groan with pleasure.

“Hey now. There’s no need to get self-conscious here. I thought I trained you and the other pegasi to believe in yourselves with everything you had. Besides, I already like what I see. Isn’t that enough approval for you?”

“Y-Yes, ma’am,” Thunderlane replied as if Rainbow was still his coach for the Weather Team.

“Good,” Rainbow nodded with a content smile. “Now let’s get a move on. This itch is really starting to get to me. I hope you have the stamina to last cause I don’t want this to be a short workout if you catch my meaning?”

Thunderlane gave a nod and said, “Of course I do. If you’ve seen how well I can fly, then you can be certain that I can display the same amount of skill when it comes to a good rutting.”

Rainbow just rolled her eyes with a smirk.

“We’ll see about that,” she said as she unlocked the door to the house before both of them stepped inside. Before he and Rainbow began up the stairs, Thunderlane remembered one very important thing. Pregnancy Prevention. He even surprised himself with having at least one common-sensed thought.

“Oh crap. I don’t have a condom on me. I have to go back home real quick and retrieve one. Can you excuse me for a bit?”

“Sorry, Thunderlane. But to me it feels like it took nearly a bucking lifetime for us to get here, and I don’t wish for it to feel longer,” Rainbow said with a hint of clear irritation in her voice: possibly due to her raging hormones. “I already did mention that I hoped you could last long before climaxing. My main point is that I’m sort of testing you in not only stamina, but in instinct of knowing when to pull out. You could say I kind of foresaw this sort of thing coming since you were never really one to prepare for the unexpected. No offense of course.”

“None taken… I think,” Thunderlane said, uncertain whether or not Rainbow stated his quirk as a fact or an insult. Rainbow did have a habit of being quite brash on occasion. Whether it being in honesty, or ambition to reach one or more goals.

Rainbow seemed to be content with his answer and smiled

“Now that we’ve got that out of the way, I’m looking forward to defiling my old bed.”

With that, Rainbow led Thunderlane upstairs for possibly the best, yet wrongful night of his life.

When Thunderlane stepped into Rainbow Dash’s old room, he was greeted with the sight of memorabilia from her foalhood with awards for every little thing she went through. Some seemed reasonable while others seemed a bit silly: like taking a first bath. In a way, Rainbow’s parents seemed a bit creepy to him. Rainbow seemed to know what Thunderlane was thinking, and rubbed the back of her neck with a hoof while looking a bit sheepish.

“Yeah I know it’s a little much, but don’t get me wrong. Mom and Dad are good ponies and very thoughtful towards others. They just really love to be supportive is all. It can be tolerable to an extent. Believe me, I’ve been there.”

Rainbow will never forget the moment she finally snapped at her parents, reducing them to tears right in front of Scootaloo. She’s had many non-proud moments; but that one felt like the worst of them all. It was like the exact equal of telling her fans to buck off and to never come near her again, despite the fact that she loved being swarmed by those who admired her feats. Her parents and Scootaloo may have forgiven her since they understood why she was upset and had every right to be, but Rainbow swore to herself that she will never lash out at them like that ever again. Instead, she will sit them down and calmly tell them what she’s feeling without hesitation or holding back any emotions.

“Now if we’re finished discussing personal matters,” Rainbow continued before splaying herself out on the bed and shamelessly exposing her already glistening marehood to Thunderlane, who looked over it with lustfully hungry eyes with his mouth hanging open. He restrained himself from practically jumping on her, but the lidded eyes she was giving him was making his resistance almost futile. “I’d appreciate it if you just buck me already so I won’t be able to see or even walk straight.”

Thunderlane didn’t hesitate to oblige and crawled up on top of Rainbow before bringing his lips to hers to engage in an opening makeout session. Thunderlane was amazed at how Rainbow was as flexible with her oral work just like with her flying techniques. He of course knew he had to try and keep up with her so it wouldn’t seem she would be doing most of the intimate work.

Rainbow emitted cute and sexy groans into Thunderlane’s mouth as he gently rubbed her slit with his kneecap. He decided to become a little more daring by caressing the base of both where her wings protruded out from her backside. Doing this increased the volume of Rainbow’s moaning a bit, along with how rapidly her pre was seeping from her marehood onto Thunderlane’s knee and a portion of the bed sheets. When he finally came around to press gently down on the highly sensitive base, Rainbow’s eyes immediately went wide before she separated her lips from his to give out a pleasured shriek as she had a minor orgasm.

Thunderlane winced a bit at the volume of Rainbow’s scream. Sure he knew that all pegasus ponies had extremely sensitive wing bases. Just by accidentally brushing something against them counts as a sexual act… or a molestation attempt. Apparently, he just thought that Rainbow would have a bit more endurance to the sensation since she was outstanding at almost anything. Turns out that assumption was delusional on his part.

When Rainbow recovered from her sudden jolt, she gave Thunderlane a displeasing frown and said, “Hey, take it easy would ya? I almost had a heart attack there.”

“Sorry,” he said averting his gaze from Rainbow’s while looking ashamed. “I’ve never done anything like this before at all. Did I already ruin the moment?”

“Well...not completely. No,” Rainbow replied sounding calmer, but not with enough assurance to give Thunderlane much relief. He just had to assume that he just destroyed his chance of getting laid by Rainbow, and that maybe he should just leave while he still has a little pride left.

“But I gotta say,” Rainbow added on, halting Thunderlane from acting on his doubt. “Making me have a minor orgasm like that was pretty awesome.”

Thunderlane looked up, both a bit surprised and relieved at the possible silver-lining.

“Really?” he asked to be sure that Rainbow was being sincere, and not just telling him what he wanted to hear.

“Of course. On the plus-side, it has already lubricated me enough to be ready for the finale,” she said with a wink. “Surely you can’t mess that up, right?”

Thunderlane wasn’t sure of himself to be honest, but he had to agree with her so this night won’t turn out more awkward than it already has previously. Sex nights were supposed to be exhilarating, not embarrassing.

Seeing a positive response from Thunderlane, Rainbow laid back on her pillow and promptly spread her hind-legs wide to display her drenched vagina to him: already making his dick harden fast at the sight of it. This was the home stretch now for his and Rainbow’s session of passion. There was no room for error now.

After steadily aligning the tip of his penis with Rainbow’s vulva, he gingerly pushed himself in, inch by inch while heeding himself from going in too fast. Both he and Rainbow grunted and gasped at the shared sensation of having their privates squeezed and spread out.

“D-Damn, Dash you’re so tight,” Thunderlane commented almost breathlessly as he felt Rainbow’s hot and moist walls clamp over and slide across every area of his shaft. Either this was her first time since waiting for the right pony to ravage her: which Thunderlane seemed to be, and he felt quite honored to do so; or that she has a way or technique to keep her nethers in shape before and after a session of intimacy. Who knew if something like that was even possible, but it would probably be best not to ask.

“And you’re huge,” Rainbow panted with strong lust in her tone. “Don’t hold back on what you can do with a dick like that.”

Thunderlane nodded and continued to plunge further into her until he was all the way in. It took a moment for both Rainbow and Thunderlane to fully adjust to the feeling of their connection before Thunderlane could start thrusting.

When Rainbow gave the indication that she was ready, Thunderlane carefully began pulling his penis out of Rainbow’s vagina until his tip was almost near the opening. He then pushed himself back in at a slightly quicker, but still gentle pace. There was no need to rush such a magical moment such as this. However, it seemed as if Rainbow had other ideas.

“C’mon now. I told you already to not hold back on your abilities,” Rainbow whined after Thunderlane kept at this pace for a bit longer than what she expected from him. “I’m a girl who’s into the rough kind of stuff. Ravage me like there’s no tomorrow. A spank or two on the flank wouldn’t be bad either.”

Hearing those last two sentences was just enough to persuade Thunderlane to oblige since it turned him on when mares talked dirty like that. He wrapped his right forehoof over Rainbow’s left shoulder to give himself more leverage and support before he gradually sped up his pistoning motion. He even made sure to slightly adjust the angle of his dick whenever he pushed inward and outward between thrusts to ensure that every interior inch of Rainbow’s marehood was getting the full treatment of pleasure.

“N-Now that’s more *ngh* l-like it~,” Rainbow moaned. “Don’t you dare *gah* s-stop. Got it?”

“Mmhm~,” Thunderlane emitted as he was lost in his own euphoria of being inside such a awesome and well athletically-built mare, along with hearing the wet slap and the sensation of his testicles hitting against Rainbow’s ponut.

Soon enough, both Rainbow and Thunderlane felt the eminent burning build-up to their orgasms. Thunderlane remembered he had to pull out of Rainbow before he climaxed to avoid her having an unwanted and unplanned pregnancy. Still, he had to try and hold on a bit longer since it was proper sex etiquette for the mare to have her orgasm before the stallion could have his.

Thunderlane felt Rainbow’s walls get tighter and tighter around his shaft, and her moans got louder by the moment to indicate that she was getting close. The increasing tightness on his shaft and hearing the sexy and adorable moans of Rainbow was making it more difficult to hold off his orgasm. For a desperate measure, Thunderlane gave a hard slap on the cheek of Rainbow’s flank while giving a few firm pulls on her tail with his free forehoof. Attacking her sensitive areas like this would guarantee that Rainbow would cum before he did; and sure enough, his tactic worked.

Rainbow once again screamed, but a bit louder this time along with her body convulsing a bit as a more powerful orgasm ran through her. Her juices sprewed more rapidly from her marehood, soaking Thunderlane’s entire groin area and more wider area of the bed.

Taking the cue, Thunderlane was about to pull out when all of the sudden the bedroom door that had been closed for the duration of privacy for Rainbow and Thunderlane’s sex session shot wide open, which was then quickly followed by a blinding flash of light.

“Whoo! Yeah, Rainbow Dash! You took that cock like a champ!” an ecstatic voice of a mare that Rainbow knew all too well cheered. It was then joined by a stallion’s voice. Another which Rainbow was familiar with that was directed at Thunderlane.

“And you, my boy performed outstandingly well in giving our Dashie not one, but two orgasms with a different technique! You’re an all-natural!”

Rainbow and Thunderlane turned simultaneously with a look of both surprise and embarrassment on their faces as they looked to see Rainbow’s overly-supportive parents, Bow Hothoof and Windy Whistles grinning eagerly at them.

Windy was currently holding and waving a green, yellow, and red sports flag with the initials, RD insigned on it in bold, black lettering in her right forehoof. Bow sported a black Alpha-a7 photography camera that he wore around his neck which was the source of the blinding flash earlier.

“Mom…..Dad? What are you doing here?” Rainbow managed to ask as calm as she could after her shock subsided somewhat.

“Why, to finally capture and catalogue the touching moment of a young and dashing stallion breaking you in,” Windy replied dreamily. Tears of joy and pride were clearly seen in her eyes. “Oh this is just too perfect! Why didn’t I bring any tissues with me?”

“There, there dear,” Bow cooed to his happily weeping wife and wrapped a forehoof around her neck to invite her to snuggle into his shoulder. He was showings tears of joy as well, but he held himself together more better than Windy.

“You must excuse us, dude. It’s just that we’re so proud of our daughter for being able to shamelessly bringing a handsome stranger such as yourself over to our home to free her from her virginity,” Bow said to Thunderlane. “You must feel so proud of yourself for being the lucky one, huh?”

“Uhh,” Thunderlane droned due to a complete lack of coherent thoughts. The only thing he managed to process was that these ponies were Rainbow’s parents; and that instead of yelling at him and reporting him to the authorities for deviling their daughter without their consent, they were instead praising and worshipping him for it. Thunderlane sort of already figured out that Rainbow’s parents would probably be a bit eccentric from the sights and signs he was given from Rainbow… but he certainly wasn’t expecting this level of eccentricity.

“I thought you two would be out all night,” Rainbow stated. “What’s the deal here?” She now had the motor skills to cover both her and Thunderlane’s privates with the bedsheets to hide them from view.

“Well you see, sweetie,” Windy began after she settled down and dried her eyes. “Both me and your father knew that today would be the strongest peak of your heat cycle yet. Thank Celestia we remembered to make note of it when you got your first heat cycle, or we wouldn't have the intent on planning out how we would capture the moment of you letting a potential mate attend to your sexual needs.

They actually catalogued their own child’s heat cycle? Thunderlane thought looking a bit disturbed by how he played it out in his head. What personal moment have they not stalked of Rainbow?

“So we decided to hide out near the house where we would be able to see you come home,” Windy continued on. “When we saw that you did bring somepony with you and gave him the old tail flick with the bedroom eyes gesture, we knew that this would be the night. Once the coast was clear, we simply snuck into the house and waited for the cue scream of you having your official intercoursal orgasm to capture it on photo.”

Windy pulled out and displayed the developed photograph of Rainbow and Thunderlane in their lustful positioning with Rainbow having her eyes closed with her mouth hanging wide open at the moment she screamed out her climax. Thunderlane’s eyes were closed as well in the photo, and that it showed that his teeth were gritted as he fought the urge to cum before Rainbow did. A deep crimson blush was displayed on both of their faces at that moment: which still is present now from being mortified from being caught in the act, if a bit deeper now.

“True we feel terrible for deceiving you, dear; but it was for a good cause. You never cease to amaze us, and you never will.”

Well it seems as if Rainbow’s plan to upset them didn’t work out at all, Thunderlane thought to himself and nearly laughed, despite the extremely awkward situation. Still. I wouldn’t think neither me or Rainbow were counting on this at all. I know I definitely wouldn’t.

“Ahh. I still remember the day to pulled the old tail flick tactic on me,” Bow said to Windy with a sultrily raised brow, making her chuckle and blush. “You were quite the ambitious one back then, that’s for sure. It’s something I’ve never forgotten after all the years we’ve been together.”

“My tail may not be as long as it used to be, but does this help make up for it?” Windy asked Bow as she sensually wiggled her flank at his face with half-lidded eyes with an inviting small smile.

“Yes! Absolutely!” Bow replied while panting like a hot dog after a good run.

“Then how about we show these kids a thing or two about how we did it back in the eighties? Pointers for future sessions of course.”

Windy then removed her shirt from her torso before carelessly tossing it away. It landed intentionally or not on Rainbow’s head, completely obstructing her view.

“Of course,” Bow said before he removed his shirt as well with the same careless toss with the same landing vector.

Before anything else could be said, Bow and Windy got down and dirty in the most hottest sex that not many middle-aged ponies like themselves could pull off. No doubt it was from working out a lot when they were still Thunderlane and Rainbow’s age.

It’s a good thing that Rainbow decided not to remove her parents’ clothing from her head due to the reason that she knew what was going on with the moans and audible moist slapping sounds.

As for Thunderlane, he stared almost hypnotically at the spectacle of Bow mounting his wife and ruthlessly fucking her brains out. Just seeing Windy’s tongue lolling out and drooling saliva was enough for Thunderlane to get another hard-on. He guessed it took a hot and sexy mom to make an equally appealing mare like Rainbow Dash.

Thunderlane then begin to strangely wonder if Bow would be willing to share his wife with him when he was done; but first he should be concerned about accidentally impregnating Rainbow since the startelement stopped him from pulling out, and caused him to shoot every drop of his seed into her womb.

Hopefully an unplanned pregnancy won’t be considered for the scrapbook.

Author's Note

Despite this episode being released early in Canada, and on the internet; I felt it would've been better to wait for the official USA release date to write and release this story publicly since it gave the time I needed to plan it out.

If there's any errors I might've missed when self-prereading and editing this story, let me know and I'll do what I can to make corrections. Not being much of an active writer can make you're grammar skills a bit rusty if you get my drift:applejackunsure:.

One more thing, I think I found the perfect theme song for the fandom's newest milf:moustache::