It.Is.On!

by DeviousNights

Rating: mature
Tags: Alternate Universe, Comedy, Romance
Length: 1873

Rarity and Dark Side have been dating for awhile. And then 'second base' comes up.

Rarity and Dark Side have been dating for about 6 months now, and Rarity wants to take it to the next level. How will Dark Side react, giving his personality? As always thanks for reading.

Published 1970-01-01 00:00:00 UTC
Last updated 2014-07-23 09:10:06 UTC

Rarity gets what Rarity wants!

It was a pretty basic day in Ponyville. That's what everypony assumed, anyway. But at Carousel Boutique, Fluttershy was getting the talk of the lifetime.

"So, you want me to tell you the best way to get a colt to, umm, have sex with you?" Rarity questioned unsure if the yellow mare in front of her was seriously asking her what she thought she asked. Earlier that day she came in there looking for a new dress, but she chose one that completely revealed a certain area of her lower body. Curious, she asked why she wanted a dress like that. And in response, she said she liked a stallion and was attempting to get him to notice her.

"Yes...umm.. if you don't mind." She said, maintaining her shy personality.

Rarity shook her head. "Are you sure? Your still a virgin. I don't think you should be looking into sex right now." She advised, hoping to steer Fluttershy away from the idea.

"Absolutely, positively." Fluttershy answered with an edge of confidence in her voice. She seemed ready to do anything it took.

"Alright, I suppose I can't stop you. Dear, have you heard of spandex?" She asked a bit reluctantly at first. She was still hoping there was a glimmer of hope that she'd change her mind.

Fluttershy shook her head. "No, can't say I have...should I know what it is?"

"Well, something about males seem to like it when us mares have it on. I'm not sure what's so sexually alluring about it, but it just is.

"Well that makes sense. So what is it?" She asked, feigning understanding.

"It's a kind of fabric. It is usually a deep black color and it fits tightly on our skin. I suppose that's why stallions like it so much, it really shows of our curves." She said reminiscing her first time wearing spandex.

"I see."

"Honestly I don't know how sex goes myself. Maybe you should wait until I, um, 'do it' with Dark Side. I'm gonna see if we can do it after our date tonight.

"Oh, are you sure? Have you spoken with him about it?" Fluttershy asked, hoping that she wasn't intruding in Rarity's business.

"Yes I'm absolutely sure. We both love each other and we should take it to the next level."

Later that night...

"Er...sex?" Dark Side asked looking completely confused and flustered.

"Umm...yes, darling. I think we're ready for the next level." Rarity said, unable to make eye contact.

"Next...level?" Dark Side asked. Rarity didn't even know that Dark Side was so...clueless about sex and relationships. She wasn't expecting to have to teach him, but if that's what she had to do...

"Umm..Dark Side...follow me." She said leading him to her bedroom. This was a small hitch in her original plan but thought that the end result would be worth the extra work. They both entered her bedroom as she lie down on top of her queen sized bed. She motioned for him to join her. He did, reluctantly, but sat inches away from her, offending Rarity.

"Whats wrong? Do I smell?" She said sniffing the air around her.

"No, by all means no! It's just... I've never been invited to go somewhere with a mare privately, let alone get into bed with her..." He said trailing of as she rolled over on top of him. Dark Side flinched so hard he almost threw her of of him. His blush started to obscure his gray fur as blood rushed to a certain part of his body.

"What are you---"He started before Rarity put a hoof up to his lips.

"Not another word, my love. Just follow my lead. I promise we'll have a good time." She whispered into his ear. She could feel Dark Side shaking from nervousness. He was always so ruthless and arrogant in the courtroom that she figured it would carry over with him to the bed.

"So I just, Er, stick it inside?" He said looking downwards at her hovering her marehood above his penis.

"Yes but first.."

Rarity kissed Dark Side with much force, taking him by surprise. They had a few occasions where they would kiss, but it was usually just a peck or lasted no longer than 3 seconds. This was mostly his fault, though as he would pull away from her because he wasn't exactly comfortable with her seeing his erection. He thought it was still backward now, even considering they were about to break each other virginity.

"Are you sure this won't hurt? Will it hurt you?" Dark Side said, questioning her to make sure it was safe as he often heard from multiple of his co-workers or friends that it hurt the mare more than anyone else involved. He didn't want to hurt her, even if it felt good.

"Oh, I'm sure it won't. Well it might.." She mumbled, unable to lie to him.

Dark Side could swear he saw her eyes go Red and Black for a minute before she blinked and they went back to her normal, beautiful blue eyes. "...I'm still not so sure about this."

"Just kiss me already, fool!" She said drawing him back into a deep kiss. Her tongue entered his mouth and started swishing around, startling Dark Side. His eyes shot open as the kiss continued. After a few moments Rarity opened her eyes to see Dark Side staring at her.

"Is something the matter dear?" She asked, thinking she did something wrong.

"Was that... your tongue?" Dark Side asked, raising an eyebrow. He already knew the answer, he just needed confirmation.

"...yes, darling it was. I learned it from Twilight. She said in the human world they do that very often to express love. Did you not like it?" She asked looking a bit disappointed.

"...it'd be a lie if I said no." He said answering her question honestly as she leaned in close to him, wanting him to initiate the kiss this time. He took a moment to work up the nerve but eventually placed his lips upon hers. Her soft lips kissing against his as their tongues wrestled inside each other mouth, the war going from one mouth to another. As the finished and departed, a string of saliva  formed in between their mouths. They lay, in moving until Rarity broke the silence.

"Are you ready dear?" She  asked, referring to him penetrating her.

"Yeah, I guess." He said still a bit unsure. Before he had time to think about it Rarity put her head in between his shoulder and head and gently pushed her vagina onto his stallionhood. As she did Dark Side flinched once again from surprise. It felt as idle electricity was cultivating inside his body, particularly around his middle area. He felt as though he was in heaven.

Rarity, however clearly didn't feel the same way. As she pushed downwards on his cock once more, Dark Side felt something wet on his shoulder. He turned his head a bit to see Rarity crying into his shoulder. He knew this would happen. He just KNEW it! Using his strength he moved her gently of him and looked at her in the eye.

"Are you alright? Why didn't you tell me it'd hurt you?!" He asked, getting angry, not at Rarity, but himself for letting himself cause pain to befall on Rarity.

"Yes, I'm quite sure I'm alright. I just...didn't think it'd be intense. You could think of these tears as tears of joy." She said smiling.

"If you don't want to continue, that's fine. Honestly I don't think we should due to the fact that---" Rarity interrupted him by tackling him, then still on the bed, and allowing penetration once more. Pleasure washed over the both of their bodies. Rarity was still in pain, but the pain intensified the immense amount of pleasure she was feeling. She felt a bit of blood drip out of her vaginaas her virginity was destroyed.

Dark Side was feeling as though he was on top of the world. He began thrusting into her, even though she was bouncing on top of his cock. The thrust and the bounce put together created an immense wave of pleasure that the both of them were already nearing their climax. Dark Side felt a tingling sensation in his penis and looked at Rarity questionably.

Rarity already knowing what was happening simply said, "It's natural, Dark Side.", and began to move faster and faster on top of him.

"AUuuuughhhh!!" Rarity screamed as she shot a load of chum from her vaginal regions, the milky fluid getting all over Dark Side's penis and her bed. She made a mental note to clean the sheets before the night ended.

"What the buck was that?!" Dark SIde asked, thinking it was a certain other flowing liquid that comes from the netheregions.

Rarity didn't answer as she continued forcing Dark Side's dick inside of her, her heart pumping with excitement. She felt like her heart would give out any minute and she loved every second of it. The pain had dissolved with every wave of pleasure. She hoped it would never end, but she knew Dark Side wouldn't hold out forever, especially considering this is his first time.

Dark Side, though, was determined not to let it end so easily. He felt like whatever was building up inside of him would end their fun in one way or another. But try as he may, it came closer and closer.

"Whatever this Is... could I still have my penis inside and let it go?" He asked, unsure of what to call whatever I  Was I inside of him.

She simply nodded, and as if on impulse, he shot a hot load of cum from his penis right inside of her. She gasped loudly as she felt it fill her insides as her love tunnel dribbled more of the leftover cum outwards.

Dark Side fell backwards somewhat barely able to move. He felt absolutely awesome from that experience. Yes it was the best thing he had ever experienced. He felt it was even better considering it was somepony he loved that did it with him. He built up strength enough to lean upwards and take her down next to him, as they kissed once again.

"Well that was... invigorating." Dark Side commented describing their whole experience.

"I...love you Dark Side." Rarity said smiling, looking into his eyes.

"I love you too Rarity." Dark Side said. "So was what I did at the end...alright?" He asked a bit confused about disclaims inside Rarity.

"Yes... it was... better than alright." Rarity said  breathing heavily. "Dont worry... I'd love to have your foal." She said smiling as she envisioned the possibility of them being a family in the near future.

"So...it'd be alright if we did this again? It's kind of a shame that it ended so abruptly..."

"Anywhere, anytime, my love..." Rarity said, kissing him again, knowing this was a love that would last for all of eternity. A love so strong not even the weight of the world would break it. It was their love and theirs only. They will always be in each other's hearts.

To be continued