A Shemale Christmas Carol

I got a job working as a mall Santa at the local mall during the Christmas shopping season one year. It had been a real shitty year for me. My wife of almost twenty years left me for a younger man, I lost my other job due to layoffs and, on top of all that, my doctor diagnosed me with high blood pressure (gee, I wonder why?). So believe me when I say the last thing I wanted was to work as Santa and spread joy and good tidings to bratty children, but I was broke and I needed the job. I dreaded my first day as Santa. The damn suit was itchy and the hairs from my fake beard kept going in my mouth. But then I saw something--or, rather, someone--that put me in the holiday spirit big time.

Her name was Sheila. She was a twenty-year-old college student who was hired to be my "elf." She had long blonde hair, a slim figure and a sexy little smile that could make a man's cock melt. I was instantly attracted to Sheila the second I laid eyes on her even though I was old enough to be her father! Sheila was friendly and was a great help to me as my first day as Santa, especially in dealing with all those damned screaming and fussy kids. I don't think I could've been able to make it through my first day without her help. After my long day on the job, I was sitting on a small bench still dressed in my Santa suit in the small dressing room they provided for me and Sheila trying to recuperate from being around all those whiny kids when Sheila walked in. She was wearing that skimpy elves outfit that matched my red Santa suit that looked like she was poured into it. I tried not to stare at her but I was finding it increasingly difficult not to! Sheila had her back turned to me so I didn't think she'd catch me adjusting myself. Apparently I was wrong.

"Do you like what you see, Santa?" Sheila said to me, her back still turned to me as she was starting to take off her outfit.

I didn't answer her I was so stunned by what she said. I couldn't help but notice earlier how rather mannish her voice sounded. At first I just chalked it up to being around a bunch of noisy kids and I wasn't hearing her correctly, but now that we were no longer around any kids her voice sounded more, for lack of a better word, manly than ever. But it didn't bother me, though; I still wanted to jump her bones in the worst possible way, and I had a strong feeling that Sheila knew what I wanted to do to her too.

"I said do you like what you see, Santa?" she said to me again as she turned around and faced me.

By this time she had stripped down to her bra and panties. She looked sexy as hell, and my burgeoning erection responded accordingly. I was still so stunned by the way she was acting that I found myself again unable to answer her question. Sheila just gave me a sexy smirk before turning around and walking towards the door. She locked the dressing room door and then strode over to me, her sexy hips swinging back and forth as she walked, making my dick harder and throb that much more inside my tightening Santa suit. She got right in front of me and bent down. As she was bending over, her hair brushed against my face and I had to keep myself from moaning at her perfumed scent. But I couldn't keep from grunting out in surprise when Sheila grabbed me in the crotch of my Santa suit and held my dick and balls tightly in her hand.

"Mmmm," she cooed at me, grinning like a cat in heat. "I guess Santa does like what he sees after all!"

After fondling my excited genitalia for a little bit, Sheila let go of me and went back to the other side of the dressing room. She didn't bother to turn around this time as she reached behind her back and unhooked her bra. She slipped it off her shoulders and let it fall to the dingy floor below her as she turned around so I could get a good look at her tits. They were small and perky and round and her rosy pink nipples were already erect as my dick. I guess "Santa" wasn't the only one getting excited! Sheila grinned at me again and asked, "Would you like to see more, Santa?"

I nodded my head. "Uh-huh," I said, drooling into my fake beard.

Sheila's grin widened as she grabbed each side of her panties and started to take them down. What I saw next nearly sent me reeling into a heart attack! She pulled her panties down to her knees and stood straight up. She put her hands on her hips and waited for my response. What should've been a pussy between her legs instead was a big, long dick.

Sheila was a man!

I couldn't believe what I was fucking seeing! What was worse, as if it couldn't get any worse, was that Sheila had an even bigger and thicker dick than I had! It was at least a good two or three inches longer than mine, maybe even longer that that! Her balls, which were as bald as a baby's bottom and were also bigger than mine, hung down lower than her dick! And, probably the most shocking of all, I was actually finding myself becoming even more turned on by Sheila the elf/shemale!

"Do you still like what you see, Santa?" Sheila asked me in that sexy, husky voice of hers.

If I was tongue-tied before, you can believe I was really at a loss for words now! My inability to speak didn't seem to bother Sheila, though, as she took her panties all the way off and stood straight up a second time. She took her big dick in her hand and started stroking it. I couldn't help but sit and stare as her cock grew hard in her hand, making it look even bigger and longer. She was pointing it at me as she slowly walked back over to me. She was holding her dick up to my bearded face as she was gazing down at me. I was gazing back up at her as she said to me, "Would you like for me to give you a present, Santa?"

I could only sit and nod my head.

Sheila stepped forward and laid the head of her massive dick on my lips. Almost as if I were acting on impulse, I parted my lips and let Sheila slide her dick into my mouth. I had never in my life given a guy a blowjob before, and I damn sure never considered it. But, since Sheila was partly a woman (and a damn sexy one at that!), I didn't think there was anything faggy about me sucking on her dick like it was a big candy cane. I sucked Sheila's dick as best I could, though my inexperience at giving head must've showed because Sheila all of a sudden grabbed the back of my head and crammed her dick all the way down my throat. I was surprised how I didn't gag or anything as the flushed head of her cock hit the back of my throat where my tonsils used to be, but Sheila really turned aggressive as she rammed her huge prick in and out of my mouth, her balls were slapping my bearded chin as her cock slid with ease between the mouth opening of my fake white beard.

"Mmmm," Sheila cooed again as she kept fucking my mouth with her dick. "I think Santa likes his present!"

She fucked my face a few more times then she yanked her dick out of my mouth. She quickly turned around and shoved her sweet ass in my face. She put her hands on her knees as she bent over and looked back at me.

"Lick my pussy, Santa," she said, smiling lustfully and wickedly at me.

I knew what she meant. She wanted me to lick her in her asshole, her "pussy," as she called it. This is something else I'd never done, either with a man or a woman. But, I was so horny by this point, I was game for anything! So I placed my gloved hands on each of her firm butt cheeks and spread them apart as far as they would go then I stuck out my tongue and put the end of it on her asshole. I started licking her bunghole in the same way I had licked so many pussies before, though I must say Sheila's asshole tasted much sweeter than any pussy I had ever tasted before! Sheila pushed her butt further down on my tongue to make it slide in deeper, which it did. She pushed her pelvis back and forth on my tongue, causing it to go all the way into her sphincter.

"Ooh, Santa," Sheila cooed once more as I tongue-fucked her ass. "You lick my pussy so good!"

I rimmed and tongued Sheila's deliciously pink love hole for a little while longer until she made me stop by standing up, turning around and getting on her knees in front of me. She reached into my Santa suit and took out my bulging hard-on. Sheila held my johnson in her soft, warm hand and examined my package for a moment before gazing up at me and cooing, "Oh, Santa. Your dick is so big and hard!"

Then she went down on me. I tell you, Sheila may have been only twenty years old, but I've been with women twice her age who couldn't suck a dick half as good as she was sucking on mine! Unlike some women--or, at least, the women I'd been with, especially my ex-wife!--who'd only give a guy enough head to make him shut up, Sheila was really getting into her blowjob as she slathered my appreciative cock with her mouth and her exquisitely long tongue. I guess with her being partly a man she knew right where all the sensitive spots were on a man's schlong! She cupped my swollen balls in her hand and gave them a good suck job too. She took my prick back in her dainty little mouth and sucked and fisted my dick until I thought I was going to explode! One little blowjob trick she did that I really--and I mean really!--enjoyed was when she took my enlarged cockhead between her thumb and first finger and opened up my cockhole. Next she took her tongue and slid it into my little hole and started wiggling her tongue inside the head of my cock! That in itself nearly caused me to blow right then and there! Luckily I was able to hold back my splooge as Sheila mercifully finished with her expert blowjob and stood back up.

"May I sit on your lap, Santa?" Sheila asked me as she turned her back to me once again.

Before I was able to say a word, Sheila sat herself right down on my stiff cock! As you may have already guessed by now, I've never fucked anyone in the ass before, although I've certainly wanted to! And now, thanks to Sheila the sexy shemale, I was about to live out this fantasy that I had dreamed about for so long! Sheila pushed herself down onto my cock, making it go further and further into her shitter until her ass was touching my waist and her dangling balls were touching mine. She dug her nails into my thighs and pushed herself up and down on my cock, her balls slapping hard against mine each time she brought her pelvis down, which caused me to grunt out in slight pain--and extreme pleasure!--every time her nuts hit mine.

"Oh, Santa," Shelia moaned as she kept riding her ass on my cock. "Fuck me, Santa! I've been such a naughty girl! Oh!"

I wrapped my gloved hands around her smallish waist and held on for all it's worth. From where I was sitting, I was able to catch glimpses of her still-hard cock flopping up and down as she rode me. I gritted my teeth and threw my head back as I began to feel my scrotum filling up with my spizz until I finally couldn't hold it back any longer. My come, which was just as white as my beard, blasted into Sheila's rectum and spilled out of her asshole, staining my Santa suit. Sheila screamed out so loud that I thought mall security was going to break down the dressing room door at any minute! Sheila removed herself from my subsiding erection and stood almost staggeringly in front of me. She turned to face me once more and, with my milky-white sperm dripping out of her ass and rolling down her legs, smiled her lustful smile at me.

"I have another present for you, Santa," she said luridly to me.

Although Sheila didn't come right out and say it, I knew what she wanted to do to me. I got up from the bench for the first time since my kinky encounter with Sheila began and laid down on the bench on my padded stomach. With my head turned to the side and my whiskered cheek lying on the bench, I could see Sheila positioning herself behind me out of the corner of my eye. She pulled down my red pants just enough to uncover to hairy bare ass. I could feel her poking my asshole with the tip of her penis.

Then she slid it in.

She shoved her cock into my virgin shithole inch by inch just like I did with her until she had buried her big, thick prick all the way into my colon. Sheila then started sodomizing my ass. I just laid there on that bench like a little bitch as Sheila pounded my ass into next week, her balls slapping hard against my wide, hairy ass cheeks.

"Oh, Santa," she moaned at me for the umpteenth time. "Your asshole is so tight!"

Sheila was grabbing my back with her hands as she ass-fucked me. I could tell she was about to come because she kept digging her claws deeper into my back the harder she rode me. I swear, I thought my ass was going to rip right in two she was pounding it so hard! I whimpered and moaned like an injured puppy as Sheila unmercifully reamed my gaping, stretched hole until she finally screamed out similar to the way she did when I fucked her and came in her ass. I could feel my rectum filling up with her hot, thick come as she kept thrusting her dick in and out of me until she had completely emptied her huge ballsack into my ass. Sheila finally took her prick out of my asshole and stepped off the bench. After laying on the bench for a moment trying to recuperate from the severe ass-reaming I had just taken from my sexy elf assistant, I slowly--and very painfully, I might add!--rose up as I pulled up my baggy red pants that were already stained with Sheila's semen and sat back down on the bench. I yelped out loud when my sore, swollen ass landed on that hard wooden bench with Sheila's splooge spilling out of my anus and dripping down the back of my legs. Sheila just grinned and laughed at my pain as she bent down, took my face in her hands and cooed at me one more time, "Oh, is my Santa hurt?"

She rubbed her nose against mine then she walked to the other side of the dressing room where the lockers were. She opened her locker and took out her clothes. I watched her get dressed and put the elf suit back in the locker. She closed the locker door and walked back over to me. She bent over again as she pulled my beard down and gave me a rather long and passionate kiss on the lips. She drew back her head and gave me this lustful gaze.

"Merry Christmas, Santa," Sheila said to me, grinning at me for the last time.

"Merry Christmas, Sheila," I told her, managing a grin of my own (though I'm sure it wasn't near as sexy as hers!).

Sheila winked at me and walked out of the dressing room. I sat there on that bench for I don't know how long contemplating what had just occurred between me and Sheila. Figuring it was probably best if I didn't analyze it too much, I got up from the bench and got dressed myself. I put my red Santa suit, come stains and all, into my locker and closed it. I walked out of that mall and to my car wondering just what in the hell Sheila the shemale had in store for me the next day. There was just one thing that was bugging me:

How in the world was I going to explain all those stains on my Santa suit to my boss!