The Cherub’s deal by DrtyStryWriter

Introduction:

Fun filled, fun story. , My friends and I walked through the supposedly haunted abandoned house, the floor creaking as we tried to make each other jump. It was on the older part of town, I swore the place looked like the house from that IT movie but none of my friends did. I walked alone down a dark corridor and heard the floor creak louder than the rest of the place and before I could react I was crashing through the splintering floorboards to the basement below. I’m not sure if I hit my head or not, I could hear my friends shouting, telling each other to be careful, asking who was hurt. I heard another voice, a closer one, I strained my eyes to see in the dark and a small figure appeared before me. I inhaled sharply to scream, staring at me was a bald, cherub looking thing that was almost a cross between a goblin and a demon.

“Shhh, I’m not going to hurt you, you’re badly hurt and you have a pretty nasty cut in your side. I can’t fix it fully but I can slow your bleeding some if you’ll let me.” It said.

“Oh…Okay.” I replied, noticing the blood pouring over my shorts.

The creature touched my side and my bleeding slowed, it wiped it’s finger on my shirt and sat down.

“So, I’m Misha, I was a Cupid Angel before I discovered brandy, the drink, not that slut from your English class, anyways, I was kicked out. If you help me get back in I’ll give you the power to get any girl you want.” He said.

“What’s the catch, there’s usually always a catch right?” I replied.

“Oooh, a smart one, I like the smart ones. To get your power you need to give 100 orgasms first, the next girl who exposes her breasts to you will be hooked and once she’s cum 100 times, you will be able to get who you want.”

“Sounds simple enough. How do you get back in from that?”

“Well, orgasms release energy that gives joy and if I’ve caused the attraction with the magic I’ve given you, I get the credit for it. Do you agree?”

“How will I know she’s hooked?”

“She’ll insist on having sex the first time, any after that is up to you.”

“Sure, I agree.”

“Great! See you in 100 orgasms!”

“Sounds good.”

“What? You’re going to be okay, we’re going to lift you onto the stretcher now, it’ll hurt a little but we can give you something for the pain when we get you out.” Said the EMT.

I tried to look around for the little cherub but the EMT’s held me down on the board and then lifted me onto the stretcher. Bandaged, stitched and pumped full of pain meds, I laid in my hospital bed feeling pretty out of it. Was Misha even real? They said I had a concussion so I figured I imagined the whole thing, I thought I’d try anyway when my girlfriend came to see me.

“I came to see if you’re okay, we felt bad that you got hurt and we’ve all been lectured by the Police, you’ll probably get that when you get out.” She said.

“Can you show me your boobs?” I said, not offering context.

“Marcus, you’re hurt, I told you I wanted to stay pure, why do you think it’s okay to ask me that?” She said, getting annoyed.

“It would help me feel better.”

“You are lucky you have bandages on your head because you deserve a slap right now you pervert. We are finished.” She said then stormed out of my room.

“Well shit.” I said to myself and fell asleep.

I wasn’t out long, being on concussion watch I wasn’t allowed to sleep and was woken by a very nice nurse.

“Sorry buddy, have to keep you awake. Your family is here anyways.” She said, sitting me up.

“What the fuck did I say about that house! It’s a miracle you weren’t killed!” Said my Dad.

“Jim, calm down, he’s okay and that’s all that matters.” Said Mom.

“Hey little brother, find any ghosts?” Said my sister Clara.

“Nope, just a crappy floor.” I replied, trying to smile.

“Well I’ve had the place bulldozed, city should have done it years ago. Sorry I’m mad, just hate seeing you this way son.” Said my Dad.

“I’ll be okay Dad, they’re just keeping me in a few days.”

I ended up being in hospital for a week but I felt pretty good by the time I was allowed home. My head was fine, the cut on my side was superficial and other than a few aches I was back to myself after a few weeks. I had almost forgotten about Misha.

I didn’t hear the shower running in the bathroom I shared with my sister so I just wandered in, she had just stepped out of the cubicle and stood frozen, completely naked and reaching for a towel. My eyes went straight to her breasts, she was pretty well endowed but always wore baggy tops to hide them but they were magnificent to me.

“Done staring or can I put my towel on?” Said Clara, her hair dripping wet.

“I, oh, sorry, I didn’t know you were still in here.” I stammered.

“It’s fine. Let me get dried and we’ll have sex, don’t you dare tell our parents though.”

“What?”

“We’re going to have sex, get in the shower and come to my room when you’re dry okay.”

Clara kissed me on the cheek then left the room, I was in shock. I’d tried to perv on my sister before, I freely admit it. Put any 19 year old male in a house with a hot blonde with big tits and see how it goes but she’d always catch me, get mad and punch me, mostly always in the stomach but a lot of times in the balls. I scrubbed every inch of my body and tentatively walked into her room once I was dry.

“Did you think I was joking, lose the robe dummy.” Said Clara, she was sitting on her bed naked.

I took my robe off and hung it on her chair then stood naked before her, my cock already semi hard from gazing at her breasts.

“You uh, you’ve never been with a woman have you?” She said.

“No, my ex was saving herself for marriage so I never really had the chance.”

“Well if you’re to make me cum 100 times you better be good at following directions.”

“What? What do you mean 100 times?”

“I don’t know little brother, when I seen you staring at my tits I got this notion in my head that you should fuck me and make me cum 100 times. I don’t know or care, I just want you.”

I felt guilty that it was my sister being manipulated but when I felt her warm lips envelope my cock that notion soon vanished and I groaned as I felt her tongue explore me. She sat me on the bed and continued sucking me, it felt amazing, my first ever blow job coming from my own sister but it felt far to good to care about that. I didn’t last long, I tried to warn her but she stopped long enough to say it was fine then sucked me until I was spraying the contents of my balls down her throat, shuddering and gasping for air as I came.

“I knew you wouldn’t last long, I don’t expect you to last long in my pussy either but that should delay you a little at least, I’ll teach you how to eat me later but once I get you hard again you’re going to fuck me.”

It only took about 10 minutes of me fondling her breasts to get me hard again, she had me lay back on the bed and straddled me, holding my hard cock at the entrance of her pussy.

“Are you ready for this little brother, ready to lose your cherry to your own sister?” She said, looking down at me, her breasts hanging beautifully.

“Yes please.” I replied.

She fed my cock into herself nice and slow, I groaned in pleasure as she took every inch into her, the warm tightness driving me nuts. It felt amazing, I thought her mouth was magical but being inside a pussy for the first time was unlike anything I’d ever imagined. She was right, if I hadn’t already cum in her mouth I’d have exploded inside her after the first thrust. She rode me slowly, looking down and giggling at the look on my face as she fucked me.

“Feel good baby?” She said.

“Feels amazing.”

“Well good, this is just the beginning.”

After a while she increased her pace, gyrating her hips as she rode me and when I felt her cum, her soft moans turning me on, I pushed up into her, groaning and chanting ‘oh fuck yes’ as my cock erupted inside her. She collapsed on top of me when we were both spent and she laid on my chest, kissing my neck as we caught our breaths.

“That was amazing little brother, you made me cum twice.”

“That was the most wonderful thing I’ve ever felt.” I replied, she giggled again.

“Oooh, I think I’ll keep kissing you here, you’re still hard.”

Clara got off me and got on all fours, the excitement of finally getting some pussy kept my cock hard and she had me push into her from behind, our cum still oozing from her pussy.

“Don’t hold back baby, just fuck me as hard as you want.”

I did as she asked and after taking my cock out to the tip then back in a few times I started slamming into her, trying to get as much of my cock inside her as I could with every thrust. She came a few more times then I felt myself cum again then we collapsed together in a breathless heap.

“Wow, that was pretty awesome.” She said.

We took a quick shower together then she came into my room and held me.

“My pussy is yours, I’m on the pill so don’t worry about that but you will promise me that you won’t touch another woman and stay loyal to me while we’re fucking okay?” She said.

“I promise.” I replied.

“Good, we have to be discreet too, folks will fucking flip if they catch us. Tomorrow I’m going to start teaching you how to eat me, make sure you’re in the shower as soon as Mom leaves for work okay.”

“Okay.”

She kissed me softly on the lips then left me alone, I got my chores done, even helped with a few of Clara’s and was swimming when Mom got home. She came out to see my by the pool.

“Hey, what’s gotten into you today, I usually have to hound you to get your chores done.” She said with a smile.

“Just in a good mood is all.” I replied.

“Well I like it, thank you.” She said then went inside to start cooking.

The next morning when Mom left for work I got up and showered and was waiting with my cock already semi hard by the time Clara came to get me from my room.

“Boy you are eager, was yesterday that much fun?” She said with a smile then kissed me.

“I really liked it.”

“Well I can tell. This morning is about me though, you’re going to learn how to eat a woman’s pussy, what to listen for and where to touch with your tongue to drive her wild. Then, you can fuck me until you can’t get hard any more then we’ll do it all again after some rest. Sound good?”

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