Male Reader x Monster Girl Encyclopedia (Expect Slow Updates [Sorry!])

Demon x Male Scout Reader

I had just gotten a job to scout a small town that was recently turned into a demon realm, a job that I had done before. But I had to be careful as there could be a plentiful amount of demons and succubi.
So I grabbed my gear, which included a backpack for supplies, a knife for either self-defense or cutting a rope, a length of rope, and a lot of rations and water for the trek.

*timeskip, about a few hours*

Alright, I'm in the town now. It's only been lightly warped, from what I can tell in my few years of scouting. The only thing left to do is look for anything salvageable, report back, and let people more equipped for this type of thing handle it, then get paid.
After entering the town and looking around for any monsters, I start sneaking around, hoping that I'm not found by any monster.

*small timeskip, a few minutes*

So, from what I've seen, there's a few demons, two succubi, and a hellhound in this town. Thankfully, none have seen me, hopefully. I guess I'll continue my way through the town, look for anything anyone would want. I turn to look where I'm walking and see this right in front of me, staring at me with a smug face.

Y/N: "I'm fucked."

???: "Yup." She steps closer to me as I start to reach for my knife.

As soon as she's close, I go for a quick slice, managing to hit her cheek. In response, she jumps back and sees where she was cut, putting her hand on it and feeling her blood on her hand.

???: "A feisty one! I like you.~" She said, which surprised me a bit.

She used my surprise to run and tackle me, her wound having already healed. Noticing I should have my knife, I went to try and stab her, but she caught my wrist.

???: "Sorry hun. But I think this would feel much better if we got out of these clothes.~" She snapped her fingers, causing our clothes to teleport beside us, neatly folded.

Y/N: "How did-" She cut me off with a kiss.

In response, I bit her tongue that was in my mouth to get her off. She only deepened the kiss... oh no.

???: "Bite me more!~" She said after leaving the kiss, then started another kiss.

She was infusing magic into her kiss, and I started feeling something. And my body agreed.

???: "Wow! Looks like someone's eager.~" She said as she lined herself up, and suddenly, runes appeared on her body that glowed a bright cyan.

???: "I wouldn't touch these of I were you." She said as she touched one of the runes, and it seemed to shock her a little bit. Her response to this pain was ecstasy.

Y/N: "You okay?!" I said, worrying for her. She's still a person!

???: "Even better.~" Was all she could get out in between pants and moans.

Y/N: "Okay...if you say so." I said, unknowingly teasing her.

???: "Oh! Don't be a tease.~ Instead, why don't you go full force?~" She said as she teleported us into a switched position, with me on top, and her on bottom.

Y/N: "Well, what's ya name?"

???: "Annie, and don't worry, I know who you are, Y/N."

Ignoring my surprise at her knowing my name, I thought that I was screwed, but I guess I was the one doing the screwing instead.

Y/N: "Well if you can't beat them. Join em!" I said as I thrusted into her

I got roughly two-thirds of my entire length inside before hitting her womb. She seemed to be in shock and awe for a little bit.

Annie: "More..."

Y/N: "I don't think that's physically possible."

Annie: "Anything's possible if you try hard enough."

After she said that, I tried to thrust deeper into her, feeling her womb's entrance open up a bit, causing her to suddenly scream out in pain and pleasure.

???: "Oh yes, just like that!" She moaned as I tried to thrust even deeper.

Now, only one-fifth of my length was out of her. And I tried to push it in even deeper. Eventually, I managed to get my entire length inside her. She climaxed in response, the feeling of me stuffing her full, her cervix had somehow defied all reson and actually stretched far enough for it to happen, so it was immensely painful for her, but even still, she couldn't stop moaning and climaxing again and again. Soon enough, I was getting close to climaxing, her walls having been attempting to drain me. So when I reached a crescendo, I climaxed shortly, some of my ejaculate coming out of the gaps in her lower lips. Annie appeared to be unresponsive, most likely sensory overload from all the pleasure.
Using the time to manage to pull out and get my clothes back on, she seemed to wake up from her little napping session.

Annie: "Best... time... ever..." She seemed to actually fall asleep, putting her clothes back on magically and teleporting me and her into my bed back home.

Saying I was surprised was an understatement. But I wrote a letter to my boss, saying what there was, but that I was chased out before I could search for anything valuable. And that I'd be unavailable for a little while.

*Epilogue, a few years, you decided to stay home and be a farmer so you could support your family*

I decided to be a farmer to support my new family of two daughters. Whenever Annie and I are in private, she zaps herself, signifying that she wants to be handled as usual. Sure, she may be pregnant with number three already, but that just means the mouth is the option she wants, unless she says otherwise. I love this family.

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Thank you Ludwigkoopa7000. I'm sorry that it's been a bit slow, but I hope you and everyone else enjoy it!

Word Count: 964