The Grey Letter

by 10champ10

Rating: mature
Tags: My Little Pony: Friendship is Magic, Romance, Original Character, Dinky Hooves, Non-consensual, Adventure, Derpy Hooves, Slice of Life, Sex, Human, Narcotics
Length: 5144

Derpy has been down on her luck lately, so of course her closest friend would help her out.

Follow Derpy and her human friend as Derpy tries to move forward in her life and her friend does his best to make that happen. Though with many trials and troubles, sometimes just making it through the day is hardest part.

Published 2019-09-22 05:40:01 UTC
Last updated 2020-01-08 23:56:48 UTC

Getting Familiar

It has been a few days since Derpy was evicted and forced to move out of her apartment. Though thankfully for her and her daughter, her human friend took them in upon hearing that they had a few days left before being locked out. With his help they were fully moved out of the apartment and into his house. Luckily nothing much really changed for Dinky, in terms of school districts and such. Though since Ponyville had only one school anyway, it was unlikely she was going to attend another school regardless of where she lived in town. At least the travel time was still consistent enough, only five extra minutes.

It was Friday morning and well, as the last four other mornings have shown, Derpy and Dinky come down to find that breakfast is already made and on plates for them. Their human friend and caretaker cleaning the dishes used to make the breakfast. Which has been something different every morning so far. This time it was pancakes with blueberries and chocolate chips in them. Yesterday was oats. Which were absolutely delicious. Though deep down, Derpy couldn't help but feel bad. He was so nice to her and took her and Dinky in with no questions asked and has been making the food for them. She didn't owe him anything and that was what made her feel bad, she felt like she was taking advantage of his friendship, even though he was the one that offered to let her stay and didn't want her to worry about money or food. He was quite skilled with his hands so he was able to work out contract work for the locals. Build, fix, assist, he was into a bit of everything and that allowed him to earn some decent wages. Derpy knew he wasn't hurting for money nor would them living there affect his living ability. She had a job herself, but with fluctuating hours and such, it was hard to earn a consistent pay to keep up with rent. Maybe she could pitch in with groceries? She was just brain storming as she ate the pancakes.

That was when he spoke, "How about I take you to school today Dinky?"

"Sure!" Dinky said with excitement. She didn't get to travel around with her new human friend, so she was really looking forward to it. Derpy however was curious to why he would want to take Dinky to school. She didn't have a problem with it obviously, but it was a bit odd.

"Why do you want to take her to school if I may ask?" Derpy said between bites of her pancakes.

"School wants me to fix the playground. So might as well take Dinky there then set to work. Gives you a bit more time to get ready too." He smiled as he finished up his breakfast. He got a nod from Derpy. She was satisfied with the answer.

Soon Dinky left with him carrying her. His arms crossed and she was laying stomach up on them. Looking mightily cute and giggling the whole time with happiness as she was carried around. "Wee!" She squealed.

He however couldn't help but smile at her innocence and happiness. Though soon enough they arrived at the school and she went to class. He set to work on the playground. It was a bit rough. He would be here for a few hours. Thus some classes weren't getting recess today, but were going home early so they didn't complain too much.

During the time he was working his thoughts went toward Derpy. How screwed up her life has been. Since they've been friends she's opened up and laid it all out. She dropped out of high school when she had an accident with one of her jobs. Hit her head pretty good and caused some minor brain damage. Which caused the eyes to be in that offset alignment. Couldn't focus on her school work anymore and she just dropped out and became a mail mare. That worked for a while. Though things went really downhill for a few months a few years ago. Seven to be exact. Found a young stallion, thought he was nice. Only he spiked her drink, one night when she was in heat. The drugs knocked her out and he well, had his way with her unconscious body. He left two days later and she later found out she was pregnant. Dinky showed up and things looked up for a bit. But still, hard to earn a living for two with little education. Being fired from two or three jobs doesn't help. Government aid wasn't much help either. One thing led to another and bills kept coming and not enough money to pay them all. Derpy told him she was getting evicted soon. Didn't want to involve anyone but she had nowhere to go and couldn't afford anywhere else. As she was getting kicked out the cheapest apartments in the town. So he went up and moved out all her stuff into one of his spare bedrooms, he had two. She got one Dinky got the other. Two days of moving she was fully moved out into his home. He knows she is extremely thankful and feels like an inconvenience to him. But she really isn't.

Being honest with himself, he was lonely, so having them around in his house took care of that issue. Though being even more honest, he was feeling a bit of an attraction to the mare. Started two days after she moved in. Only been growing since. Though they have been friends for about six months. So it was possible the feelings were building way before four days ago. Just being around her that much more expedited the emotions. Since they talk daily and hang out a lot. Thankfully tomorrow was Saturday and they both would be off. Dinky was going to hang out with her friends for most of the day. So he was hoping they could hang out and have some emotional talking and confessions without the little ears of Dinky catching wind. She is just old enough to catch on to the more adult things and ask questions about it if she hears that kind of talk. Really awkward, avoid if possible.

Time was one in the afternoon and he finished rebuilding the playground. So he went home to clean up and relax a bit before Derpy and Dinky would come home. Then he would start on dinner. Since they got home around 3:30.

Author's Note

Two stories in one night? I must be a madman! Probably true.

Also I intentionally left out the human's name the whole chapter, as both a challenge for my writing skills and to irritate you. Because I can that's why!

Past/Future

With the job of setting the playground back on track. He heads back to the house. He was hoping to get back to get dinner ready early so he and Derpy could talk and hang out. Which is something that is really hard to do with a little one climbing all over you wanting to play. Dinky despite being a pony is very agile and maybe be part mountain goat. Regardless, this was something he wanted to do.

The last two days or so he has noticed Derpy wasn't fully herself. It might be that she was still adapting to have to live somewhere new. Could be that very situation, she feels completely unable to care for herself anymore when her best effort left her with more bills than money. Maybe she feels like a burden. The latter he wanted to definitely to prove was false. She was far from it. She was a great friend and he wanted to help her. Regardless of how long it takes for her to get back on track. Now it was just making sure she knew that fully. Along with how deeply he cared for her. For once he was a bit nervous, he was diving into a delicate matter and it is easy to mess it up and dig a hole.

Though as he wanted, he was able to get home and prepare food before Derpy got home. Though oddly Dinky was home first, though she was just sending the message that she was hanging out with friends for the afternoon. Even better, he just got hours of extra time to tend to Derpy. Which just after he finished cooking came home, "Have you seen Dinky? She wasn't at the school when I went there."

"She was here about half hour ago, she went to her friends house to hang out a bit. She'll be home around eight." He said as he served up two plates for them. Despite it being only four, both of them were quite hungry so dinner was served early. Despite being a mail carrier, it was still tedious job, some heavy packages, lots of traveling needed to be done.

Dinner was delicious as usual, though shortly after it was over was when the talking was to begin. Derpy could tell he wanted to say something but obviously was a bit nervous to talk. Which was a bit unusual, but all his other demeanor's were usual so she figured it was something not very important. Like he was going on date in a few days or something and was nervous to tell her about it. Not that she would mind. It wasn't like they were a couple or something. Regardless, she was about to find out when he asked her to sit with him on the couch. "So, uh, I suck at these, so bare with me, but, I just wanted to tell you something that has been on my mind for about a day now. I know you feel like your a burden to me or similar. I can tell by the way you have been acting and presenting yourself around me. Which is why I wanted to have this talk with you. But it is also going to be more than that. Firstly, you aren't a burden or a problem for me at all. Never have and never will. You are a very close friend to me and if it was a problem for you to be here, I would have never offered you to live here. I am actually really glad to have you here. It really livens up the place and makes it less lonely to have others around, especially you and Dinky. I really care about you and her. Maybe even more than friends. You are a great mare and have worked really hard, and something about that has driven me towards you more than I thought it would. Especially after you moved in and after thinking about you feeling down today. Make of that last part what you will, but I do really like you and, yeah, just wanted to make sure you knew how I felt." By this point he was sweating more and more. Opening up like that is never easy and especially to one that feelings are felt for. He wiped his forehead and face a little and didn't notice Derpy's face till after he had done so. She wasn't looking at him, but he saw her tear up a bit.

Derpy listened intently, apparently it was important. As he started to open up, she felt a bit of relief for him to say what she deep down knew but couldn't quite come to terms with. Then he got to telling her about how deeply he cared for her. It hit her hard. She wasn't expecting it, she felt a joy hit her that she wasn't familiar with. She felt unworthy of such compliments and feelings. That's when the tears came. Why her? She wasn't special. She was a broken mare with more problems that she honestly wanted to admit. No money, struggling job, daughter she wasn't fully ready to have. She wouldn't admit it out loud. Dinky is her world, but Derpy wasn't fully ready to be a mother at this spot in her life. Could barely keep her own life in order. Which partly what led to her having to move out. Wrong choices, massive mistakes, mistrust. He was a nice stallion on the outside, but the flags were there. Then he took advantage of her. He took parts of her away that he couldn't give back even if he wanted. Which she hasn't seen him since. He bailed before she woke up.

She had a very dark month or so. Even after Dinky was born it was rough. Derpy doesn't even remember that night. She just knew he came over to hang out, that was it. Next thing she knew it was morning and she was well used. Sore, full and sticky. He was nowhere to be seen. She didn't have any pills nor could afford them to prevent what he did from giving her Dinky. Derpy is thankful for Dinky. Only good thing that came out of that situation. Then right at her lowest point in life, this human showed up and took time to get to know her. She was overly cautious with him starting off, but despite how hard she looked, no red flags. Plus he only wanted to be friends with her at the time. She saw nothing wrong with it.

She is embarrassed about this moment, but two weeks in, she wanted him to visit her while Dinky was at school. There she broke down crying about her issues. To him. Guess now he is returning the favor, opening up to her. But she was really low then but couldn't do anything about it. She had thoughts of ending herself. But they were quickly dismissed because of Dinky. Couldn't make her an orphan and leave her with that image. She didn't know why it was him she wanted then, but she was glad she picked him. He hugged her, let her cry her heart out into his shirt. Gave her his honest advice, never once judged her for being in a low spot. She cherished that moment. She knew he was one to keep around after that. Which was when she got a new spring to her step. Till she got that final notice to pay up or lose the apartment. She lost her fragile happiness again, but got it back when she was given a new place to stay immediately after she went to him about it. He didn't skip a beat on telling her that she was moving in and staying with him. That Friday evening, he showed up to her apartment, got her and Dinky's essentials and got them settled into his home. Then the next day finished it up, walked with her to hand in the keys to the landlord.

Now here she is, unable to look him in the eye. To him, she was a special mare, she felt anything but that. After what happened to her that night, she felt like no one would say that she was special and deserving of love. Yet here she is, being told that very thing. She really wanted to believe it. Just she couldn't comprehend it. "Why me?" Was all she muster out. She wanted to know why he would pick her of all mares. So many prettier, smarter, better mares than her. Yet she was the one he would pick? Why?

"You never gave up, even when it was easy too. Despite having a horrible past, you always try to be happy and well, you are also beautiful. You also care about others and a wonderful mother."

Derpy couldn't stop herself now. She clung to him and cried more. She never felt happier, but his confession broke her barriers and the dammed up water was let loose. Derpy felt like this was a dream, but she knew it was very real. Though comparing this moment to that stallion confessing his "feelings" she only felt that "in that moment" happiness with him. This was pure and lasting happiness that would last as long as they were together. She also took in each word he said, she never thought she was any of those, or able to do those. She was unworthy of this, but she wasn't about to let it slip her by. Her moment was made better when she felt him hold her in a tight embrace. It was enough to calm her down and she settled into him. She buried her head into his chest and moments later gasped a little when his hands dug into her shoulders and massaged them. She melted into him and she was loving it. She felt the right kind of vulnerable with him. He moved up and down her body slowly and worked her into a fully relaxed state.

In the heat of the moment she flipped around and wanted him to do her other side too. "Do everything." She said to him, a bit sultry. He wasn't about to disobey her. So he started to massage her chest. She started to moan and closed her eyes happily. Enjoying the attention. Her wings were at full span too, not that she cared. She was going to enjoy every second of this moment to it's fullest. Even if it gets a bit sensual for her. His hands felt amazing to her chest. She felt her muscles relax to a state she didn't think they would relax too. The way he kneaded into her too made her feel good. He moved to her upper stomach and sides. Now she was feeling like a special mare. Then after several minutes the moment she was somewhat secretly looking forward too. His hands slid between her thighs. Her teats were now the center of attention for his hands and it was more than she could have hoped to feel. It was super sensual for her and relaxing at the same time. His massage sank deep into her body and she felt hot and tingly. She knew what she was feeling and well, she was going to ride this out. Her moans got higher pitched and she pressed herself into him. "Stay there for a while." She said in an extra sultry voice. Now she was in it for the pleasure. To which she was very okay with it. Feeling like this is something not every mare will get to enjoy and she wanted to enjoy it for as long as she could manage.

He didn't give a response, only doing as told and stayed at her sensitive teats. Rubbing them, around them, giving them a little pinch and a little twist. Doing everything he knew to pleasure and massage her sensitive part. It was everything she wanted to feel. Relaxed and pleasure, what more could she ask for? Well she wanted more, but wanted to get as much of this as possible first. She was unsure of the next step, but this was plenty acceptable for her. Though she felt extra tingly and wasn't quite sure why till he went to squeeze and drops of white fluid landed on his fingers. She blushed heavily when he moved his hand to see what it was. It was her milk. He made her make milk. Oh she felt her face get super red. It wasn't what she thought would happen. But apparently it did. That was only part of why she blushed, the other part was the fact an idea popped into her head and well, she was looking forward to trying it out, but it was a very naughty thought for her. Though she took a small breath and looked to him, "Bedroom."

Author's Note

So, Vergil19, really wanted to see another chapter come up for this story, and so here it is. Took a bit longer than I planned, but I am happy with this result.

Secondly, I once again left out the name for the human because I wanted you guys, the viewers to come up with a good name for the hero human in this tale. Curious to what you guys come up with.

Thirdly, I plan on doing more blogs to do updates, add some bonus information, and ask you guys some questions about some ideas or whatever I happen to be thinking about. So check those out if you wanna. Obviously I have no power in making you do anything. Otherwise you would be the one writing this instead of me, because I am that lazy.

Enjoy!

Heat of the Moment

A short walk to the bedroom later, Derpy was in full lust mode. Hence why she wanted to go to the bedroom. Just hopefully they would get to enjoy this to it's fullest before Dinky interrupts. Though that was an after thought. The moment was about, well scratching that itch.

Derpy laid on her back on the bed, "Drink up." She said in her sultry voice. This was going to be weird at first for her. Once thing to nurse as a mother, though this was very different and for very different reasons. But of course, it was only going to be a moment that is was weird. For she knew the pleasure he was about to introduce to her was going to make her forget all about that awkwardness. She was right. Once she felt his mouth encompass her teet it was over. He began to suck and his tongue was rubbing it as well. Sent a shiver up her spine and she moaned as she felt her body get hot and sensitive. It was made even more so when her sides got massaged by his hands. Her moans turned to pants and she closed her eyes to soak it all in. Submitting herself to him fully and letting him do what he wants.

Switching side to side what felt both like an eternity and only two minutes went by as Derpy laid there getting quite worked up by her new lover. She didn't need to say or do anything more, for he was picking up on her signals quite well. Based on her bodily movements and voice pitch changes. She wanted more now. So after a brief moment to undress, it was fully time to resume. Derpy was feeling mixed signals, her body really wanted this, though she knew she wasn't a virgin. But she never experienced it as she was passed out due to drugs. So this was her first real time doing it properly. She was going to actually get to feel it happen to her instead of wonder.

In a split moment her wondering would come to an end and in it's place will be feeling it, then memory of the feeling. As she felt him enter her. The hole that was violated years ago, but no longer. She left all that negativity behind when she cried about two hours ago. Now she was a proper mare enjoying her lover, no mate. She gave him everything she had left to offer and in turn she got all of him. She didn't have much to offer, he knew that, but that was just a small fraction of it. For they both were going to grow better. Though those thoughts were put on hold when he picked up pace and kissed her. That put her in pure pleasure and that consumed every thought in her mind, was just how wonderful she felt being taken by him. Unable to moan or pant during the kiss to truly express her pleasure was nothing, as she just took deep breaths and went along with it. Instinctively her body reacting on her behalf. Her insides were moving with him, getting tight, then loosen at the same pace he was moving. Her hips were moving too then her tongue invaded his mouth. She didn't mind, she was more happy she just wasn't limply laying there during all this intimacy.

The pace was steady and was lasting a while for them both. Which she enjoyed, she wanted this to last as long as possible. Her first proper time was to be special and it is and then some. Never dreamed just how well she would feel. It was more then just a feeling between two bodies. That in of itself wasn't that special. It was mental and emotional element involved that made it that special. Though she picked up that his pace was getting a bit faster and irregular. Then she realized how close she was, and it clicked fully. He was about to blow. She wanted him to seal the deal, fully make his claim to her. She pushed into him and gave him that look told him exactly what she wanted him to do. In a few seconds, she got what she wanted from him as she felt something hot and thick pour into her. Which was her last straw too. Her own fluids pouring out. Though hers lasted less then his. As she was coming down while he was still going. About another ten seconds of going from him. She was impressed that a human was as capable as he was just then. She felt the perfect amount of full. His warmth soaking her deepest inner parts, his fluid sloshing around her womb and the satisfaction of having her itch scratched.

The moment wasn't over though as he laid on her and kissed her cheek and neck and rubbed her sides in the process. She moaned happily and did her best to wrap her legs around him. Taking in his affection with bliss. He really knew how to make her happy, in most ways that she could think of. Then the covers were pulled and he rolled them to their sides and pulled her against him. This was the best feeling. Being snuggled by her love, feeling his warmth soak into her fur, feeling him hold her. This was going to be something she was going to enjoy for a long time. No amount of bad events could ruin this moment at the end of each day. She would take on all her demons and whatever the world could toss at her to break her down. As long as she could get this from him at the end, it was worth it.

She felt small in comparison to him, which was true, she was as high as his waist. So he had height on her. But this feeling made her feel like a dog in size, maybe even smaller, and fragile. She was very okay with this, made her appreciate his sensitivity even more. Like her bones could be easily broken if he was too rough with her.

This lasted till it was about time for Dinky to come home. He got changed back into his clothes and they left the bedroom to find Dinky was just about to enter her room to put her bags away. Who just looked at them a moment. That was his room and Derpy was in there with him. She never went into that room. Then she noticed Derpy was kind of a bit clingy to him, by leaning on his side. She just looked to him, "You going to be my dad?"

"Uh..." was all he could muster at the moment. The monotone question and the sincere look just broke him for a solid minute.

"Yes, sweetie, he is your new father now." Derpy replied, with a bit of blush, still accepting that fact herself.

What came next shocked both Derpy and him. Dinky just leaped into his arms, "Daddy!" she screamed and clung to him. "I knew you would be my dad!"

"How?" Derpy asked.

"I'm young, not stupid. You two were giving off the signals of being a couple like two awkward school students who had a crush on each other but were too awkward and shy to act on it."

"That is, very descriptive." He replied as Dinky gave his cheek a huge kiss, accepting him into the empty role in her life. Tail wagging like a happy pup. She also had a huge grin too. Which melted both Derpy and him. Though the description was very on point. The last two days or so were quite out of the ordinary. Plus Dinky probably would be the one seeing the signs early on being in school were young romance happens a lot. Awkwardness included like a side dish no one asked for.

Derpy never saw her daughter so happy before. Can't blame her. She was without a father since birth and he was the closest till now she gotten, especially since moving in. She would ask him silly questions that a daughter would ask of her father. But seeing her so excited to have it be official between the two of them and to have that gap filled. Derpy felt another relief, she wasn't alone anymore in caring for Dinky. Now he was involved. Derpy also was glad to finally have a worthy male take over that missing role. One that would guide her down the right paths, be honest and truthful and correct her from doing wrong. He's done some of that before. But calling back to her own childhood, Derpy counted so many times she sought out her fathers advice. Knowing that a child needs both parents. One can't do everything.

Something Derpy didn't realize was a huge load till now. Feeling like a heavy she wore for a long time was removed from her. Having to tend to Dinky alone was that burden. But once again Derpy followed through with her gut decision and also leapt into his arms. So she was holding Dinky and he was holding her. Both Derpy and Dinky wagging their tails happily and enjoying the moment. With that he headed to the couch and pulled out a story book to read aloud to them both. Something that wasn't done since the first week they moved in to help Dinky fall asleep in the new house till she was used to it. Though this was going to be different. Since it wasn't time for bed just yet.

Author's Note

Yeah this took way longer then planned to come out. Though I made a blog about why that was so. Hard to write during family holidays. Anyways, it's done, and up for viewing. Decided to make it more focused on Derpy for this one, because it would flow better keeping the orientation isolated. Besides, most of you are here for her more then him anyway.

Also this marks a short end the MLP stories for a short time. More to come in a blog post following the release of this chapter.