Romantic Nights

by TheHardie-Boy

Rating: mature
Tags: My Little Pony: Friendship is Magic, Human, Romance, Original Character, Starlight Glimmer, Equestria Girls, Sex, Anthology, Sunset Shimmer, Twilight Sparkle, Profanity, Slice of Life
Length: 2281

A bit more...explicit description of the nights Jake spends with his herd

A bit more of an...explicit description of the more intimate time Jake Taylor spends with Twilight Sparkle, Starlight Glimmer, and Sunset Shimmer

For context, read my other stories.

Chapters take place in chronological order

Please don’t hate me for this

Shout-out to Peni Parker for helping me find cover art

Published 2020-04-09 22:40:01 UTC
Last updated 2020-04-09 22:40:01 UTC

Sunset Shimmer

Sunset Shimmer set her phone down on the headboard. It would be an entire half hour until the pizza arrived, and she didn’t like waiting, especially for pizza.

She was just about to go out into the living room to tell Jake, when she suddenly got a great (to her) idea. She’d made a promise to Princess Twilight, and she intended to keep it. And besides, what’s the harm in having a little bit of fun in the process?

The question was, how to entice Jake?

She’d admittedly had practice with enticing guys, though she never really took it anywhere. She supposed she could use the same tactics here.

She took off her jacket and shirt, exposing her red bra. She also slipped off her jeans, leaving herself almost naked.

Sunset looked at herself in the mirror. She’d, on several occasions in the past, been hit on random guys around her age, having been told she had a hot body, and Jake had already admitted she looked attractive.

Still though, she needed something more, something...sexy. And just like that, it hit her. She looked out the door to see of Jake was coming, which he wasn’t. With confirmation that she wouldn’t be heard, she unclipped her bra and let it slide down, doing the same with her panties. She was now entirely nude.

But that wasn’t her plan. She opened her drawer and pulled out her black bra and panty set...only to realize they were too small. They were from her...rebel days, when she purposely tried to entice guys to manipulate them. Shaking the bad memories aside, she dug around for something that fit better, only finding a very thin, black robe, which she didn’t exactly remember purchasing.

With no other options, she clipped the bra behind her back, feeling her breasts being slightly smushed by the fabric. It wasn’t uncomfortable, but she could feel how much a guy would simply stare at her like that. Luckily, the panties fit much better.

Looking at herself in the mirror, Sunset had some not-so-good flashbacks to her time with Flash Sentry. And then she realized, Jake was going to be the only one to see her in this, and she wanted him to. She wanted him to see her like this, the thought making her hot with anticipation.

And why not go all the way too?

Sunset put the black robe over her shoulders, and actually admired her look. The thought of Jake seeing her like this sent a hand down to her waist.

No! There’ll plenty of that in just a minute’

“Oh, Jake~” she practically sang. “Would you come in here for a minute?”

She quickly grabbed her phone and started playing the best romantic music she could find and got on the bed, standing on her knees, sliding her hands up and down her legs.

The door opened, and Jake just barely looked inside.

“Come all the way in, why don’t you,” Sunset said in her best seductive voice.

Jake stepped all the way inside and looked at her...and just froze like a deer in headlights, his mouth hanging open a bit.

“Like what you see?” she asked, enjoying the feeling of being seen like this.

Jake moved his mouth, but no words came out, just unintelligible sounds. Sunset looked to his waist, but couldn’t see anything very...interesting. She motioned for him to close the door and come close, which he did, with the same dopey expression on his face. Sunset had to keep from giggling, afraid that would make him snap out of his current state of mind.

Sunset got off the bed and strutted toward him. “I also told Princess Twilight I would see if it was possible,” she said, walking around Jake, her hand sliding along his shoulder like she’d seen before in movies. She turned Jake around and shoved him onto the bed.

With that, she decided to put her...outfit to the test. She slipped off her robe, exposing her body, covered only by and pair of black panties and a bra that barely fit her.

Jake gasped, a bit to both the surprise and satisfaction of Sunset. She got back on the bed and slowly crawled over him.

“You know, getting a bit more intimate. You don’t mind me wanting to find out?” she whispered, adding a seductive tone to the word ‘intimate’.

She began to run her hands along Jake’s sides and slid off his jacket, throwing it aside. She then undid his pants and slowly pulled them off, revealing a sizable lump in his briefs.

“Mm, I see someone’s excited,” she cooed, biting her bottom lip and smiling at him. She slid her hands up his shirt as she placed her lips on his, grinding her body on top of him, lifting his shirt up.

After thirty seconds, but what felt like an hour to Sunset, Jake finally gave a response, adding his own spice to the kiss they shared, even coming back for more after they broke apart. He started moving his hands along her body, feeling her curves, much to Sunset’s delight. His hands came to her thighs, rubbing her waist and ass.

Sunset couldn’t help but moan as she felt Jake’s hands move toward her nether regions. It took an insane amount of willpower, but she resisted sliding off her panties herself and plunging her own fingers into her pussy.

Then, out of nowhere, Jake growled and turned Sunset and himself over. Sunset gasped at suddenly being on her back with Jake on top of her. This could go anywhere, and that idea excited her as much as it terrified her. She moaned once again as Jake tore off her bra and grasped her breast as he nipped away at her neck. Her eyes went even wider when his other hand’s fingers suddenly traveled to her ass, parting her cheek. She could feel his fingers wiggling against her pussy, the only thing keeping them from being inside of her being her panties which were now very damp.

Jake moved down to her waist, his hands holding her legs apart. She looked at him to see his face moving down between her legs. She could hear as Jake inhaled her scent and could feel as Jake pressed his nose against her.

Finally, Jake grasped her panties and threw them aside. Sunset felt blissfully exposed and helpless as Jake took in the sight of her. Her pussy was burning with desire to be touched. Her hand slid down her body only for Jake to grab it and swat it away. She began to sit up, but Jake simply pushed her back down.

Jake held her down with a hand on her chest as he climbed up to look her in the eye. “You want this, don’t you?” he asked with clear authority.

Sunset could only nod, realizing just how in charge of the situation Jake really was.

“Good, then let me do my thing,” he said, going back to his ministrations.

Sunset let out a loud moan as Jake finally put his mouth against her pussy. All she could do to keep from touching herself was grab her own breasts.

Jake kept going as his tongue slowly slid out and licked the length of her pussy, just barely pushing through. Her back arched as Jake used his fingers to part her lower lips to make way for his tongue. She felt him tasting the insides of her walls while his lips continued to ripple.

“Oh fuck,” she moaned as Jake tickled her thighs.

Jake didn’t just stop there. The second he saw her clit wink out, he quickly grabbed it with his teeth and rubbed it with his thumb.

“Ah! J-Jake!” Sunset cried as she felt her orgasm approaching.

She instantly regretted making any noise whatsoever, as Jake pulled away just before she could finish. Jake pulled her onto her stomach and stood on the ground.

His hands adjusted his briefs until he pulled them down, his cock bouncing out in front of Sunset.

She couldn’t help but admire his size. His width was pretty average, but his length was more than impressive.

Sunset felt his hands on the back of her head, slowly pushing her toward his dick until her mouth was against the tip.

She knew what Jake wanted, but couldn’t help but feel a bit of neglect. She was so close to cumming when Jake stopped, and she was still burning down there. Her hands instinctively moved down to touch her pussy, but Jake grabbed onto them and forced them away.

That was when Sunset realized Jake wasn’t going to let her cum until he wanted her to cum. That thought made her squirm, rubbing her thighs together to get some kind of pleasure.

Jake didn’t give her long, as he used his cock to slap Sunset’s cheek. Getting the message, she slowly opened her mouth and took in his head. She did her best to entice him, swirling her tongue as she moved her lips up and down. She looked up at him, and he looked down at her and released her arms. She held his cock as she took a bit more of him in.

Jake moaned as she used her hand to give him a handjob and started to bob her head. He leaned forward as she continued to pick up speed. She jolted when she felt his hand slap her ass, reigniting the fire in her pussy.

She continued at a steady pace, but rose her ass a bit higher in hopes he would slap it again. He let out a groan as he fulfilled her wish, enticing a moan from her as well.

Sunset suddenly felt Jake grasp her head and force it down a bit. She was surprised at first until she remembered that Jake was in control here. She simply closed her eyes and let Jake force her head up and down on his cock, gagging a few times as hey it her gag reflex. Jake started panting and groaning more and more until he pulled Sunset’s head away from him. She was panting and felt a bit of drool run down her chest, but Jake simply got back on the bed and mounted her.

“Do you want it?” he growled in her ear.

“Y-Yes,” she whimpered.

“What was that? I couldn’t hear you.”

“Yes! Please, Jake. I need it, I need you to fuck me senseless,” she cried out.

She gave another cry as Jake suddenly and tightly squeezed her breast. He put his fingers into her open mouth, and she quickly got busy sucking on them. Once he thought they were nice and wet, he pulled them out her mouth and began rubbing her clit again, driving a throaty moan from her.

“Jake, please, I need you to- Ahh fuck!” she moaned as his fingers dove into her pussy, nearly sending her over the edge right away.

Sunset felt Jake’s body move off her of her. She was about to look back when she felt another slap on her ass and Jake’s fingers pick up speed inside of her. Jake added his mouth to the mix again, showing Sunset no mercy.

“Jake, I’m cumming!” she screamed as she finally felt the release she desired.

Jake’s fingers didn’t slow down, even as she clenched down on them, extending her orgasm. She was barely able to hold herself up as Jake continued to eat her out, his mouth latched onto her clit again.

Just as she finally felt herself come down from her high, Jake thrust his fingers out of her pussy, causing her limbs to give out as her juices continued to spill on the bed.

Jake turned Sunset onto her back and stared down at her. She looked up at him with nothing but love and admiration.

“Ngh!” She felt his tip touch her sensitive, soaked pussy, just barely parting it.

For a moment, Sunset thought Jake wouldn’t push in, that he would pull away, much to her disappointment. Her fears were quickly sated as Jake began to push his cock into Sunset’s quivering pussy. Her legs instantly closed around him as he began to thrust, gradually picking up speed. She moaned again as she felt his hands feel and rub her ass. She reached up and put her hands on his shoulder as she bucked her hips in rhythm with Jake’s thrusts.

“J-Jake, mmh, I’m close...I-I’m gonna-“

“Me too,” he replied. “Together.”

Sunset nodded as her legs began to quiver again. She felt another orgasm approach as Jake’s tip began to flare inside of her.

“Jake!” she cried as she came again.

“Ahh! Sunset!” Jake cried as well as Sunset felt his seed pour into her.

Her grip on his shoulders was weakened as she leaned forward to kiss Jake, one he eagerly returned as the two came down. Sunset felt Jake’s cock slowly come to a stop as he leaned down onto the bed, bringing Sunset with him, still hilted inside of her.

Jake finally pulled out and put his arm around Sunset as she lay beside him.

“I love you, Jake,” Sunset panted as she felt her eyes closing.

“I love you too, Sunset,” Jake replied.

Sunset closed her eyes and let herself drift off to sleep.

’Yeah, it’s possible’

Author's Note

I’m probably going to hell for this.

For those who aren’t sure, this takes place during Romantic...Other Worlds?, after the third to last chapter.

This was my first time writing anything mature, so I hope you all enjoyed it

Next pony will be Twilight Sparkle, though I don’t know when