Diamond Tiara & Silver Spoon pt.2 *a.k.a Derpy*

You can't help the smile on your lips as Derpy drags you through the streets of Ponyville towards her home. Honestly, you’ve never thought of having sex with Derpy before. Then again you don't think of having sex with any mare. They just kinda come up to you and be like ‘Do you know where Bonbons candy store is?’ and you’re like ‘If you want something sweet to suck on then why not come back to my place?’.

You scratch your chin in thought. Now that I think about it. Maybe I do proposition mares a lot? Eh, lets say it’s 50/50. You can live with that statistic.

“So we’re really going to do this Derpy?” You asks once those thoughts settle..

She spits out your hand as she turns to you with a frown. Which you must admit looks adorable on her.

“Yes! I’m tired, work hard everyday and never get a single thanks! Everypony just thinks their mail is delivered by magic! No, it’s me that gets up every morning to give them their mail and packages! I’ve had this itch and you’re going to help me scratch it!”

She finishes that and takes your hand into her mouth again as she pulls you. You pull your hand away as she turns to face you again. You take a knee as you smile at her.

“Derpy, you don't need to drag me. Like I said before, all you needed to do was ask.” You lean in and give her a soft kiss on the forehead. That seems to bring out her surprise as you just chuckle. “I gotta say that I like this new assertive Derpy though.” You quickly smack her ass, a loud crack could be heard in town. You lean into her ear to whisper. “I seen that flank break town hall. I have to wonder which one of us will break first?”

Derpy trembles in place with a large blush as you lean away from her with a toothy grin. This seems to make her shiver more as she quickly trots off to her home. You’re right on her tail the entire way with a huge grin on your face.

You enter into Derpy’s home. Honestly you weren't really looking at the decor right now as this mare quickly trots up to her room. You follow her without a word as she slams her bedroom door closed behind you. You keep walking and take a seat on her bed.

“So, you come here often?” She asks.

That kinda confuses you. “Um, no?” You answer.

“Oh..”

It then goes silent.

“Derpy what’s the matter?” You ask seeing how nervous she is.

“Well, I might be losing my edge.” She chuckles nervously with a large blush.

You had this happen a lot actually. The mare finally gets you into their home and then they just clam up. You get up and walk over to Derpy. Taking a knee once more. You use your hand to force her to face you. You look into one of her eyes while the other is looking at your pants. You quickly pull her into a kiss and feel her freeze up at the contact.

You gently push your tongue into her mouth to spice it up a bit. She replies in kind as she slowly starts to build her confidence back. Before you know it you can feel her desperately pushing back now as you both lock in a epic battle of the tongues over who will win. Though no one goes home a loser in this battle. You both pull away panting heavily now. Her eyes how half lidded as she smiles at you.

“Wow..” Is all she says breathlessly.

You smirk at her. “Wanna take this somewhere more comfortable?” You ask.

She nods enthusiastically as she flies over you and onto her bed. You quickly take off your shirt but leave the pants on. Might as well take this slow. You see Derpy is lying on her bed now, back propped up against the headboard as she looks at your exposed chest. Her face completely red.

“I never seen you like this before.” Derpy giggles like a school filly. “I-I like it.”

You can't help but chuckle as well. Believe it or not Derpy and you are actually very close. Ever since you arrived to this planet all those years ago, she has been one of the ponies that have supported you through it all. When all these ponies ignored you at first, she always talked to you or just spent time hanging around you. She even told you stories on how she has a hard time dealing with ponies as well. Even going as far as to say that ponies in Ponyville still make fun of her.

You put a stop to that though. It was one of the first things you did after you became friends with Celestia and Luna. You found these ponies and beat the living shit out of them. They all had read the newspaper that was released the day before telling of your close relationship with the princess’. That was enough to keep them quiet all on their own. You never told Derpy that but ever since then she has always been more happy. Happy Derpy was best Derpy in your book. She helped you so you helped her.

It is because of that that you’re going to make sure to treat her right. You don't say anything as you walk over to her and take a seat next to her. You lay your hand onto her chest and gently rub down from her chest to her stomach. Her blush growing more by the second.

“T-That feels good.” She says with a content sigh.

You bring in your other hand to trail down her sides as you end at her cutie mark. You gentle squeeze it, kneading it. Giving as much attention to it as possible. You can hear small gasps come from Derpy as you play with her mark. You trail down her stomach now, ending when you feel two small protrusions. You grab one between your fingers and lightly squeeze. That gets you a moan in return. You look up and see Derpy looking at you with her half lidded eyes, a large blush covering her face.

You smile back at her as you lean in and take one of her nipples into your mouth. A squeak can be heard from her as you gently suck on it. Nibbling, licking, even pulling slightly. The moans start coming out of her now. You make sure to not leave her other nipple unattended as you pinch and pull it. You can feel the heat starting to radiate from her sex. Being so close you want to just dig in but you restrain yourself.

You stop your work on her nipple and decide to give some attention to the other. Repeating the same technique as you had on the other. Derpy was still in the reclined positions so you look up and see her looking down at you with half lidded eyes, baited breaths and a full blown body blush. You pull away from her now and lean up to kiss her again.

She doesn't even hesitate as she uses the tips of her wings to guide you to her mouth. You both hungrily attack the other as you tongues twist and turn in a fiery passion that has long been ignored. Having had enough you both pull away panting again. You would be lying if you said you weren't turned on by now. In fact the hard on pressing against your jeans is screaming to breed this mare but you still held off.

You look to one of her wings that was outstretched. You gently take it into your grasp and run your hand down the length of it till you reach the base. You can see Derpy looking at you wide eyed now as you gently press into the wings nerve cluster. Her eyes roll back as a large moan escapes her. You can't help the smile that comes to you as you massage her wing in ways she probably has never had before.

You can even feel the deep knots and decide to work them out while you were there. You bring your other hand into the action as you start to slowly work her other wing. The dual stimulations is making her twist and turn some as moans escaped her. The smell of her arousal was filling the air now. Once you feel the knots all taken care of do you finally pull away from her.

The look she was giving you now was one of hunger. You knew very well that teasing a mare for too long got them into a certain mood, but you always found that to be a mood you liked.

“P-Pants.” Derpy says between labored breaths.

You do as she says and take your pants off. You erection springing to life. Her eyes widen only slightly but then fall to half lidded again as she give you a sultry look. Without another word she pushes you onto your back and takes you member into her mouth. You have to bite your lip to stop the moan from escaping you. Derpy was taking you to the base with no problems, just looking up into your eyes the entire time.

She was really good to be honest. She suck, pulled and bobbed with the timing of a pro. You clench your teeth from her situation.

“Jesus Derpy.” You say under your breath.

She was now working you faster and harder. You knew what she wanted and you weren't going to disappoint her. You allow yourself to relax as she pick up her pace. You were getting close and you could see the hungry look in her eyes. Once you felt close to bursting you give her a forewarning.

“Derpy, i'm close.”

She doesn't stop or slow as you feel the smile on her lips as she continues to bob up and down you length. You don't hold back as you finally hit your peak. You can feel your spunk flow into her hungry mouth as she closes her eyes and start to suck you dry.You rest a hand on her head as you can't help but play with her ear some. She soon opens her eyes and look up to you as she pull off you cock with an audible pop. She giggles some at her antics as she slowly starts to climb up you.

“Y-You’re definitely not like a stallion.” She says breathlessly as she starts to rub her wet slit on the tip of your manhood. “T-They’re usually finished by now.”

You chuckle at that. The stallions here weren't known for being able to last long in bed or have great endurance. I guess the longest stallions last is a few minutes at best and mostly can only handle one go per night. You on the other hand didn't earn the title of ‘stud’ for nothing. After the first pop you can last a hell of a lot longer and even have as many goes as the mares wants. Which during heat season is killer on your pelvis.

“You look like you want to continue?” You say with a smirk.

She gives you a goofy grins before she slowly starts to lower herself onto your cock. What you found out immediately is that she was actually rather hot inside. More so than other mares. Another thing is that she was squeezing the shit out of you as you went deeper into her. You can hear little ‘oh’s’ escape her every now and then until she hilts you.

You both let out a sigh of relief as she settles to the new feeling.

“O-Oh it feels so good.” She says with a happy sigh.

She slowly raises her nice flank as you grab both her cutie marks and give a hard squeeze. She chokes back a large moan before slamming down onto your cock, burying you deep inside her.

“Oh fuck!” You say from the sudden feeling.

She leans in and gives you a kiss on the forehead before she tries to raise herself again. That was until a knock was heard coming from her door. We both freeze up as the door slowly opens. Derpy in a panic reaches for the blanket and tosses it over her rear where you were clearly buried inside of her. She then lays on top of you to try and hide you.

All you could do now was listen as Derpy looks nervously at whoever walked in.

“Mom, what is all that noise?” You cringe some inside, that was Dinky’s voice.

“N-Nothing muffin. J-just go back to sleep alright?” Derpy says nervously.

You let out a grunt as the feeling of her marehood squeezes the life out of you cock. Holy hell, you can actually feel how surprised she was.

You then hear something that sounds like sniffing. “W-What's that smell? It smells really good.”

You can't help but feel some redness at this entire situation. You already had to deal with some fillies earlier today, this was getting ridiculous now. But you knew Derpy wouldn't do anything.

“Just go to sleep Dinky. Mommy is busy with something.” She tries to sound more motherly but you can hear the moans she is trying to hold back.

“Are you eating muffin in bed again?” You hear a sniffing in the air. “I swear I smell something good.”

“I told you mommy doesn't eat muffins in the bed Dinky.”

You swear if this kid doesn't leave soon you’re am going to lose it! You love Dinky and all but holy shit Derpy’s inside are crushing the life out of your dick!

“Who’s that in bed with you?” Dinky asks.

You feel your breath stop.

“W-What Dinky?” Derpy asks.

“I see feet. Oh! Is that who I think it is!” She sounds excited.

You then hear hooves scramble over to the side of the bed as your eyes look over and see Dinky smiling brightly at you.

“Hi!” She says happily.

“Um, hi Dinky.” You say nervously.

“What are you doing here in my moms bed?”

You think for a split second of what to say. “We were just having a sleepover.” You answer.

“Really?”

You look to Derpy and nod. “Yeah, just a sleep over.”

"In the same bed?" She asks curiously.

You nod. "Yeah, your mom didnt have sleeping bags so we decided to share.."

She smiles at that. "That makes sense." You then see her lift her muzzle and sniff the air. “Where you two making treats? I can smell something.”

“Um.. Something like that. Anyways Dinky your mother and I are really tired and want to sleep.” You give a fake yawn. “Yeah, real sleepy.”

She smiles brightly at you. “Ok! See you tomorrow!”

With that does she leave back to her own room. You can't help but let out a sigh along side Derpy as the door closes.

“That was a close one.” You say aloud.

Derpy nods. “One second.” She flies over to the door and locks it this time. She locks eyes with you. “Round two?”

You can't help the smirk. “Come and get it.”