Equestrian Pleasures

You stop. You pull your lips off Twilight and look her in the eyes, you wanted this, she wanted this. You just couldn't figure out why it felt wrong. You push off Twilight and sit up leaning against a wall nearby. Twilight gives you a longing look before rolling on to her side.

“What's wrong?” Twilight asks crawling up to you.

“What were you and Spike arguing about?” You ask giving Twilight a look that said 'Don't lie to me.'

Twilight opens her mouth a few times before sighing heavily. “It was about you. Spikes worried that you are going to sleep with me and then just leave, you're not are you?”

You give Twilight a smile. “Why would he even think that?” You gesture for Twilight to rest her head on your lap. You stroke her mane when she lays down her head. “Twilight, I know It sometimes seems I'm pressuring you to sleep with me but It's not like that.” You look down and see Twilight is looking up at you. “You gave me a roof over my head when you could have said no, I just want you to know you hold a special place in my heart.” You look up to the nearest wall and spot the small clock hanging, your eyes go wide when you realise you have less than twenty minutes to meet Derpy. “Shit! I have to get washed!” You stand up quickly almost knocking Twilight over.

“Get washed? For what?” Twilight asks getting to her hooves.

You turn and give her a smile. “I helped a mare get out of a tree, so she's treating me to a drink.”

“Who?” Twilight questions, you detect the small amount of jealousy.

“Do I detect jealousy?”

“No...”

You laugh. “To answer your question it was Miss Hooves.”

“Derpy?” Twilight says. “Well then I guess I will see you later tonight?”

“You going somewhere?”

“Just going out with the girls, we do have social lives you know.” Twilight replies, she sticks her tongue out before laughing. “We get together every week to let loose as Rainbow calls it. It's helping me get out more too.”

You nod. “I guess we all have personality wrinkles to smooth out.” You walk out the room as Twilight heads deeper into the castle. “Hey where you off to? Main entrance is that way.”

Twilight looks back. “I going to use the second bathroom and freshen up, you can use the main one down here.”

You nod and watch Twilight as she walks up the stairs, your eyes linger on her backside again. You walk down the hallway and come across the main bathroom of the castle. The bathroom was large even by human standards and the shower was some pegasis cloud type thing you barely could wrap your head around. You remove your clothes and step into the shower. You reach forward and press the right cloud in which according to Twilight let's out water at the correct temperature for you to use.

You clean yourself for several minutes and quickly wrap a towel around your waist. You grab your clothes off the floor and head upstairs to your room. You stop however when you hear Twilight humming down the hall, you bite your lip as you consider just a peek. You step quietly down the hall until you reach the second bathroom, you hear water running and step up to the door. The door was ajar allowing you to peek inside, your eyes go wide when you see what Twilight was doing at this point in time. Twilight was bent over with her butt in the air an her tail was to the side allowing the water to wash her pink folds.

You feel your arousal growing as you watch the spectical, that is until Twilight suddenly looks towards the door. You quickly move and press yourself against the wall beside the door. You decide that was enough and you head towards your room and get changed, when you exit Twilight was just entering her room and happily humming. Twilight's door closes and you head down stairs and towards the main entrance, when you exit you see a familiar purple dragon sitting on a bench near the castle. You scowl a little and walk towards Spike. Spike looks up and returns your scowl.

“What do you want?” Spike asks with malice.

You don't know what happened next but Spike was now on the floor holding his cheek and your hand was at the end of a swing clenched into a fist. You step towards Spike when he goes to say something and you point at him.

“No fucking words! I may take what you say to me but I will not condone what you called Twilight! You have a problem with me you say it to me!” Spike goes to get up and you push him back down. “I'm not finished! I will never leave Twilight and she isn't just someone I'm going to fuck and ignore! She is my friend and the one who's giving me a roof over my head until I can get my own place! Do you understand!?” Spike nods. “Good.” You say calmer as you extend your hand out. “I don't want us to fall out Spike, I want us to be friends. I have nothing against you.” Spike reaches up and you pull him to his feet. “Twilight was very upset about what you called her and I think you should go apologise.”

Spike looks down and nods. “Yeah...” Spike slowly heads for the castle but stops and turns back. “Thomas? Thanks and sorry for saying you should have died, that's not who I am. I hope we can be friends after this?”

“I do too Spike, now go before Twilight leaves for her night out.”

Spike smiles and heads inside when he was out of sight you put a hand to your head.

“What the fuck was that? Why did I flip out like that? I need to ask the princesses about this before I do something I might regret.” You drop your hand and take a deep breath. You straighten out your shirt and smile. “Well better not keep a lady waiting.”

You head through town and quickly spot the Town Hall, your smile gets wider when you spot Derpy outside. She looked nervous and kept looking around, though her eyes widened and she smiled when her gaze landed on you.

“You came!” Derpy says a little too loudly.

“Of course, I wouldn't leave a lady waiting.” You lean down and give Derpy a kiss on her cheek. “Would you like to lead?” You ask gesturing towards the candy shaped building.

Derpy blushes. “Actually I have some place else in mind, if that's ok with you?”

“I don't mind, lead on.”

Derpy and I walk through town in relative silence which started to bug me for some reason I couldn't fathom.

“Are you ok Derpy?” You ask, finally breaking the silence. “You seem very quiet.”

Derpy turns to look at you. “I'm sorry, I'm just nervous.”

“Why are you nervous?”

“I haven't been with anypony since Dinky's father left me, I guess I'm a little rusty.”

You smile and place your right hand on Derpy's back. “You don't need to feel like you need to impress me or anything, we're just two friends going out for a drink.”

Derpy sighs. “I know...I just don't know how to ask you about a certain thing.”

“What's that?” You ask, now you are curious.

Derpy blushes heavily. “Would y-you be against...L-Laying with me tonight?” I see Derpy cringe. “I'll pay you in bits if that's a problem!” Derpy suddenly shouts as she turns on you.

You back up a step and think about her question. 'She wants to bed with me? And she's offering to pay.' 'I'm not sure how much a bit is but if I could figure out the currency I might make some coin from this!' 'But she's a mother, could I really take money off her?' You think about this for a few minutes and Derpy waited eagerly for your answer. You look into her eyes and can't help but see the wanting she clearly has for somebody to be with her.

“Miss Hooves are you offering to hire me for the evening?” You ask, crossing your arms.

Derpy's face turns redder than an apple as she looks away but nods. You walk forward and place a and hand on her head causing Derpy to look back at you.

“I would be delighted.” Derpy visibly dances at your agreement. “But,” you continue. “I'm not sure how much a bit is worth, so let's call tonight thirty bits?”

Derpy's smile widens. “That's cheap, most escorts don't go below fifty, so I'll pay you that ok?”

“Fifty bits?” Derpy nods. “OK, I guess that's good.” You give Derpy a smile but you couldn't help but feel you shouldn't take that much money. You get brought out of your thoughts when Derpy leans against you and nuzzles your side. You place a hand on Derpy's head and scratch behind one of her ears. Derpy sighs and then looks up to you.

“Let's get something to eat now.” You nod. “Great! It's this way!”

You place your hand on Derpy's head and give her a smile. “Let's go Derpy, if they won't let me in then I'm not going to argue.”

Derpy looks away from the waiter and looks up to you. “But...But...”

You put a finger on her lips. “I'm just happy to be with you, if some prissy stuck up prick won't let me in to spend time with you then we'll just go somewhere else.” You look back to the waiter pony glaring at me. “Then again I wonder what Twilight would say about a restaurant in Ponyville turning away a customer just because their not a pony? I think she would have something to say about that considering she's the Princess of Friendship.” You watch as the waiter sticks his nose up and heads back inside. You grin down at Derpy. “Seems somepony doesn't believe me when I say I know the princess.” You chuckle as you turn and head away with Derpy. You both walk for several minutes when you notice Derpy was looking down and she looked on the verge of crying.

“Derpy? Are you ok.” You ask. “You look a little down.”

Derpy looks up to you and you see the tears building in her eyes. “I'm sorry Thomas, I wanted this night to be special for both of us.” Derpy looks away. “I haven't been with a stallion since Dinky's father and I just...I just...” Derpy breaks down and cries before you.

You look at Derpy and do the only thing you knew you could do. You kneel down and take Derpy in your arms, you stand back up and give her a smile as she looks up into your eyes.

“Which way to your place?” You ask.

Derpy looks shocked for a few seconds before pointing a hoof down a street. “That way.”

You give her slight nod and head down the street she indicated. The street takes you out around the town centre and to the edge of town. Derpy taps your chest and points to a little two story cottage a few hundred yards away.

“That's your home?”

“Yes. It's been home to me and my two little muffins.”

You chuckle. “Muffins?”

Derpy blushes. “Y-yeah, it's what I call my two children.”

“You mean Dinky right?” Derpy nods. “Who's the second?”

“My eldest Sparkler, well she's not mine in the biological sense. I adopted her when her mother died during birth. I was the best of friends with her mother when we were young. So when she lost her life giving birth I took Sparkler in, in all but genetics though she is my daughter.” Derpy replies, You see her eyes tear up at the memories.

You smile and lean down rubbing your cheek on Derpy's, you are surprised when your 'nuzzle' turns into a few seconds of kiss when Derpy angled her head upwards. Your kiss breaks with an audible smack and Derpy blushes as she looks away, her wings twitch in your grasp.

“S-Sorry, I got caught up in my emotions...”

“Hey?” You say getting Derpy to look at you again. It was your turn to surprise her now as you quickly dart forward and return her kiss this time it lasted more than a few seconds. You managed to get to Derpy's front door without dropping her and without to your shock actually seeing it. “I guess this is it...” You trail off unsure of what to say next. In all fact this was your first 'paying' job but you still couldn't shake the feeling that somehow it was wrong in some way. Derpy however took the first step.

“If you let me down I can open the door.” You give her a sheepish smile and let her down, Derpy uses a wing to reach in to her mane and pulls out a small key which she opens the door with and gestures for you to follow. “Welcome to my home Thomas, please make yourself at home. The sitting room is through there.”

You go to where Derpy pointed and enter the moderate lounge, you take a seat on the nearest couch and couldn't help but feel like you were picking up your prom date. You look to your hands and notice they were starting to sweat, your right leg wasn't making anything easier as it twitched and made your foot tap on the floor. You look up as Derpy enters with a tray on her back.

“Here I thought you might like some coffee, I know it's not wine but with Dinky in the house I don't like to keep any here.”

You smile and hold up a hand. “It's fine, I like coffee but it will be interesting to see what Equestrian coffee tastes like.”

Derpy smiles and with a wing she lifts a cup off the tray and holds it out for you. You take the cup and give the brown liquid inside a sniff, so far the smell is the same. You take a little sip and immediately you are hit with several different flavours. You couldn't help but smile broadly.

“That good huh?” Derpy giggles.

You blush. “I'm always shocked at how things here taste so good, it doesn't matter what it is.”

Derpy joins you on the couch and you notice that she seems to side glance at you before sliding closer. Derpy takes her own cup and in the action she moves even closer, you had to admit she had good butt control.

“Derpy?” You say getting the mare to freeze. “I know cutie marks are a representation of a pony's talent but could I ask what your is?”

Derpy relaxes and gives you a nod but you also see her face take on a darkening red tint.

“Well, I'm quite embarrassed about it really...”

“I promise not to judge, you should see my mark.” Derpy snaps her gaze to you and her eyes widen. You reach up and rub your neck. “Mine is kind of strange.....”

Derpy shuffles closer so her body was pressed against you. “If you share yours I'll share mine.”

You chuckle. “Is that your mark story you're talking about or something else?” I wiggle my eyebrows.

Derpy turns redder and leans up towards your mouth. “If you put it that way, it can be both.” Derpy closes the final distance and your lips connect, you quickly place your cup on the small coffee table by the couch just as Derpy places a hoof on your chest and pushes you onto your back.

The kiss intensifies as you reach up and place your hands on Derpy's side getting the mare to moan into your mouth at just this slight touch. The kiss breaks with a little strand of saliva connecting your mouths. The strand breaks when Derpy licks her lips.

“That was great...” Derpy says, but her eyes conveyed something more. “...would you like to ...s-spend the night with me?”

You hold on to Derpy and with a smile you nod getting the mare to grin broadly before giving you a quick peck and jumping off your body.

“G-Give me a minute ok? My rooms the third door on the left down the hall!” Derpy takes off like a happy filly and you hear a door slam shut.

You sit up and take a few sips from your cup before you sit on the edge of the couch. You bring your hands up and drag them down your face. This is it, no going back now. You look to the hallway.

“I hope I don't screw this up.” You say as you get up and head to Derpy's room.

Luna smiles as she gazes into her mirror and watches the human walk down the hallway. She giggles and gets comfortable. Her tail swishes behind her as her own arousal grows in anticipation of what she will witness. Luna jumps in fright when a voice speaks behind her.

“Oh very naughty sister, spying on Thomas like this shame on you.”

Luna turns her head and her look of fear turns to a grin when she spots Celestia standing behind her with several different snacks floating in her magic.

“Would you like to join me sister?” Luna asks, gesturing to the pillows beside her.

“Don't mind if I do!” Celestia lies down and gets comfortable but Luna could see something else on her sisters face.

“Celestia? Is something wrong?” Luna asks.

“I'm not sure, should we really be spying like this?” Celestia replies.

“You wanted to see what his new body was like under performance, I was saddened to have missed his time with the shy one but this I will not miss.” Luna says pointing to the mirror.

Celestia smiles. “You do have a point. Have they done anything yet?”

“No.” Luna says shaking her head. “They did have a passion filled kiss a minute ago but nothing heavy yet. Though he is heading for her bedchambers now, so you haven't missed anything important.” Luna adds popping pieces of popcorn into her mouth. Luna looks to Celestia. “Do you think he will perform like Hard Stroke did?”

Celestia's ears point straight up. “Oh by the heavens above, if that's the case this mare won't know what hits her!”