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Click hereI found myself stirring in my sleep again, on my stomach like I always sleep I could swear a well lubed cock was sliding into my ass. I lived alone and my new alarm system came with laser tripwires that were supposed to be top of the line. When I felt hands on my hips, trying to pull me up to all fours I woke up fully and sure enough, there was a man on top of me, slowly pushing his hard cock deeper into me.
I spun round fast with my elbow and dislodged the cock from me and struck my assailant on the jaw, he flew off the side of my bed and lay in a heap, hopefully out enough for me to get to my shotgun.
"Wait, stop, what are you doing?" Said the bright light that suddenly appeared at the foot of my bed.
I looked down at the man I'd thumped and had to rub my eyes to confirm what I seen. Big guy, red suit complete with white fur trim (pants round ankles) big boots and a big old white beard. What, the fuck. I turned on my lights and a small floating or maybe flying woman appeared where the bright light was. I hadn't been drinking. I didn't take drugs.
"Who, what... what the fuck are you?" I asked.
"Well duh, I'm one of Santa's helpers and you just knocked him out. Your readings said you were awake, you wanted this to happen and you made it to the list." Said the, um, fairy I guess.
"I.... I know I'm not still sleeping, but Santa? Helper? Has my sleeping pill been replaced with LSD or something?" I replied.
"Wait, Oh dammit, Fucking Ambien screwing me again." Said the fairy who flew down to check on Santa after looking at the bottle on my nightstand.
"He's out cold, help me lift him onto your bed." She said, lifting the top half of Santa up.
I picked up Santa's legs and watched as the fairy rubbed his jaw with little glowing hands then reached into his jacket and took a silver chain and medallion from his neck. When she flew up and lifted it away from him the suit, the beard and about half his bulk disappeared leaving a pretty normal looking guy in a grey coverall.
"You're supposed to be awake when Santa comes to give you your present, when I looked at your mind it showed me you were awake. Your sleeping pills messed with my readings but that doesn't matter, I have a list to complete, you fucked it up so you're going to help me fix it." Said the Fairy.
"I barely get a deep sleep anymore, I was burgled 3 times last month and had to spend a fortune on an alarm system just to feel safe." I replied.
"Yes Yes, I don't care to be honest. Tell you what, put this chain on, come with me for, um, shit, six hours and I promise you the best sex of your life."
"Sex? Well okay, I'm not sure I can last that long, it's been a while..." I stopped talking when the chain was put round my neck, I felt pretty strange and in my mirror the face I'd been looking at for 35 years was replaced with Santa.
"Don't worry, I'm magic, you'll get it up every time, now go pee to get the rest of that sleep crap out your system then we have to go, I'm running late."
I did as I was told and wandered to my bathroom, reaching down to pee I was surprised that my cock was a little bigger, the fairy yelled out 'don't play with it, just pee already' and I did. I washed my hands then went back into my room, wondering how the hell I was to travel.
"Okay, quick brief then we jump, you are Santa, there are lots of you but you're the adult's Santa for all you single, really need a good fuck but for some reason the other humans see you as too nice, too gay or too fucking boring to go get you a man or a woman. And yes before you say it I know you're not gay so shut up. The women we're going to visit will wake from the dream I planted, get a good seeing to from Santa then fall back asleep again. Some remember, some don't, just enjoy what you're doing, don't worry about catching anything or knocking them up and have fun. Got it? Ready? Good, lets go."
I didn't really get a chance to reply, my fast talking Fairy clapped her hands and all of a sudden I was in another room. A woman, a very beautiful 30 something blonde looked up at me, smiling before turning on her bedside lamp and pulling the covers off her. She was in a thin nightgown that didn't really hide much and had me wondering how this woman didn't have 20 men lining up to visit her anytime she wanted.
"Why hello Santa, have you come to give me my present?" She said, pulling her nightgown over her head.
"Ho Ho Ho, yes I have." I heard myself say. Cheesy and not really words I'd have used but.... My pants dropped, I couldn't see the fairy but I felt her fly up and stand on my shoulder.
I almost didn't hear what she said, the woman got to her knees before me and immediately took my already hardening cock into her mouth.
"She's cute right? She gets impossibly shy around men, she works in an animal shelter caring for the dogs, has a heart of gold but floats through life unseen. Make her feel wanted and if you're good you'll get a reward." Said the Fairy then was gone again.
"Oh, that's good young lady, why don't you get up onto the bed and I can start giving you presents." I said. Totally not the words I tried to speak but I suspected I was being 'Santa-filtered'.
I'd never seen such a gorgeous woman outside of my late night adult entertainment but I savored the surreal opportunity I was presented with. I kissed her neck, gently fondled and kissed her breasts before kissing my way down her body to kiss her inner thighs. I made a trail of kisses, getting closer and closer to her pussy, she was already incredibly wet and when I finally slid my tongue into her it was rewarded with a coating of her cream. I ate her slowly, enjoying her lips then eventually her clit until she shuddered, moaning 'oh fuck yes' as she climaxed. I kept going, my tongue rasping her clit until she stopped me, gently pushing my head away from her.
"You can fuck me now Santa" She said, still catching her breath.
That I heard loud and clear, I climbed up her body and placed my cock at the entrance of her pussy before sliding into her slowly. She felt exquisite, I could feel every inch of my cock as I entered her and once I was deep inside I gave her deep gentle thrusts, enjoying the movement of her pert breasts as I did so. I'm not sure how long I lasted but I felt her cum another twice before I felt my cock swell then explode my seed deep inside her. My own climax caught me by surprise and I almost blacked out but I kept thrusting, not wanting to ever leave this woman's pussy. Nature was having none of that though and not long after I'd come down from my climax I felt my cock soften and I pulled out of her.
"That was just wonderful, thank you Santa. There's fresh milk over there for you." Said the woman then drifted off to sleep.
I covered the woman up again with her blankets, pulled my pants back up and almost jumped as the Fairy appeared again.
"The milk was a hint, you're supposed to drink it, helps me keep your, um, 'powers' up. C'mon, couple of mouthfuls then we're off." She said.
I did as I was asked, thankfully the milk was nice and cold, I drunk half the glass and wiped my mouth before the fairy clapped her hand again and we were in another room. This time the woman was sitting on her bed as I appeared, the room already lit and she wasted no time pulling my pants down to suck me. She was a bigger woman but I always loved a curvy girl and relished the chance to please her.
Once I was hard she got up onto the bed, got onto all fours and looked at me over her shoulder.
"Nice and hard from behind please Santa." She said.
I did as she asked, fed my cock into her and grabbed her hips as I pounded my cock into her. I lasted way longer than I usually would in that position, more Fairy magic I expect but I wasn't complaining. The woman moaned and exclaimed pretty loudly that I was doing well and when she'd come at least 3 times I too shuddered, filling her with my cum before she slumped forward, breathless but with a big grin on her face.
"Did you enjoy your present sexy lady?" I said in my Santa voice.
"Yes, yes I did." She replied then fell asleep.
I pulled my pants up, drank my milk and waited for the Fairy to move us along.
"That was good, I didn't even have to filter you that time. She has self esteem issues but tomorrow she'll wake up with a smile and feel a lot better about herself. You're learning fast. Ready?" Said the Fairy, not waiting for a reply before she clapped her hands.
The next 3 visits were pretty similar, 2 let me eat them before getting Santa's cock the other just wanted it slow and gentle before she quietly climaxed and fell asleep. My next one was a little different and everything froze before the Fairy came to talk to me. I felt really weird for some reason too.
"Okay, this one is a stand in, I usually have a backup woman to take care of this kinda job but you'll have to do and just cope with your look for now. Don't freak out, here's what you look like right now." Said the Fairy before a mirror appeared before me.
Gone was the portly, red faced and white bearded Santa, instead I was a slim, large breasted blonde in what I'd call a 'slutty Ms Santa' suit complete with miniskirt and knee high boots. I immediately grabbed my chest, they felt real then in a panic, reached for my cock. Fuck. Gone.
"Don't worry, it's not permanent and you can't get pregnant. This one only likes women, she will appreciate your tongue." Said the Fairy as the room went back to normal.
"Oh my, you are a sexy Ms Santa. I have a present for you." Said the woman, seductively opening her dressing gown to reveal a very nice red lingerie set barely covering her very nice body.
I knelt with her on the bed and felt a strange sensation between my legs, I was getting wet and when the woman grabbed my ass as she kissed me I got light headed and moaned a little into her mouth. She laid on her back and opened her legs, I licked her like she was the first woman I'd ever tasted and enjoyed the look of satisfied lust on her face once she'd came about 4 times. She caught me by surprise though, before I could stand she flipped me over, got me onto my back and buried her face between my legs and began to eat me.
Being used to a hard penis between my legs when I was in that position had me a little confused at the sensations at first but when she slid a finger inside me as she licked my clit I actually seen stars as an explosive climax burned through my body. I didn't notice she had stopped when I was still cumming but she climbed back onto the bed, a strap on harness with a big rubber cock attached now on her.
"I know you're supposed to give me a present but I want to give you this." She said before pushing it into me.
I don't know how many times I came as she fucked me but my pussy felt pretty sore by the time she finally pulled out and collapsed breathlessly beside me. She touched my face, kissed me then fell asleep.
"Oh fucking fuck." Said the fairy, hovering above me. "Go drink your milk, I'll have to change the next one, you came too many times as a woman so you're stuck until I can get my clearance to use strong magic. Long story, you don't care, let's go."
I stood as she clapped her hands again and sitting at the edge of the bed in the next room was a pretty handsome man, graying hair on his temples but in pretty good shape.
"His wife left him for another woman so he's been a little sad for a while, I promise I'll give you a nicer present if you play woman again for this one." Said the Fairy as I walked slowly towards the man.
"So, you handsome man, I'm Ms Santa and I have a present for you." I said in a very seductive voice.
I considered myself to be bi and had been with guys a few times but laying on my back as another man thrust deep into my pussy would be something I'd probably jerk off to for the rest of my days. When he finished cumming inside me he kissed me softly on the cheek then rolled over to sleep.
"You were awesome, he liked that a lot. Ready for the last one?" Said the Fairy.
I felt dizzy again and when I looked down my Santa physique had returned and thankfully so had my cock. The fairy clapped and I stood in a new room.
I savored my last visit and took my time making love to the very beautiful red haired woman. She was a little older than me but I was Santa and I made her feel wonderful, leaving her satisfied and a little exhausted when I was finally spent. I drunk my milk then with a final clap I was back in my own room.
The man I'd clocked on the jaw was sitting up and thankfully was okay.
"Hey, thanks for filling in for me, is some ride huh." He said with a smile before taking the medallion from my neck.
"It sure was, I'm so sorry about hitting you." I replied. My normal voice and physique had returned.
"Is fine, my little helper does really well with her getting my next one ready, that ambien stuff though has been a pain since they changed their recipe but we'll get it fixed next year." He said, he was Santa again. "Anyway, my helper said you will be getting a few very special presents, you won't get them all at once but you will be pleased."
The next morning I woke up with a little bit of a headache, likely dehydrated from being Santa and losing all that seed but I drank a big glass of water and decided to go for a walk. With it being Christmas day the park was filled with kids riding around on new bikes or playing with new drones and toys, I smiled as I walked past the families and just enjoyed the cool air. As I was leaving a small dog ran into my legs, it's extension lead rattling behind him. I stopped and took hold of it, gently petting and comforting him until the lady trying to chase him caught up.
"I'm so sorry, I sneezed and dropped the lead, the rattling on the sidewalk freaked him out." She said, catching her breath.
I was stunned, it was the pretty blonde I had visited first when I was Santa. It had taken me a second, she had her hair in a ponytail and had clothes on. I felt myself go red and couldn't concentrate on talking.
"I uh, oh it's ok. I like dogs too, do you like dogs? I uhm..." I stammered.
The woman giggled and took the dog's lead from me.
"You remind me of me, I'm Claire, I love dogs which is great because I work with them. Um, would you like to help me finish walking this one with me and go for a coffee?" She asked, blushing a little but flashing a beautiful smile.
The poor dog was tired by the time we took it back to the shelter, Claire and I had a lot in common and we both felt the chemistry between us. I got a little confused when the room froze but when Fairy appeared in front of me I got it.
"There's one more present but you'll get that eventually, I can tell you're conflicted about wanting to tell her about last night but I'm going to make it easy, you'll both forget all about Santa during your first kiss. Nice meeting you Marcus, take care!" She said then was gone again.
That evening, having spent the entire day with Claire, we stood at the entrance to her building, holding each other close and smiling.
"This is like a dream, I am usually so flustered around men but you make me feel so relaxed and I can be myself. Please tell me you want to see me again." She said, looking into my eyes.
I didn't reply, I kissed her softly on the lips and held her closer to me.
* * *
"Hey sweetie, did you check your Holiday lottery ticket on the fridge here? They said it hasn't been claimed yet, has been almost a month since they drew it." Said Claire, taking a break from making cookies.
"Hmm, don't even remember buying that thing, didn't they say one ticket got it? I'll check, someone's gotta win it right." I replied, pulling up the lottery site on my phone....
Nice short story would have appreciated a longer detailed ending 5 🌟 🌟 🌟 🌟 🌟
I could only hope that the stories of the others visited might find their way into the "pages" of Literotica!