Mary Anne's Santa Dilemma

Mary Anne’s Santa Dilemma

Ginger entered the coffee shop looking for Mary Anne. Her best friend had left a message on her machine. The message was frantic, to say the least. “Oh My God, What have I done? Meet me at the coffee shop as soon as you can,” a tearful snuffle followed before the message ended.

Ginger couldn’t imagine what had happened, or Mary Anne ever doing anything bad. She was the ultimate goodie two shoes of all time. In fact, under her picture in their high school year book, Mary Anne was voted “Most Likely to Be ‘Gooder’ than a Nun”.
It was probably nothing more than saying ‘shit’ in front of a kid getting their picture taken, Ginger tried to reassure herself. There was no sense in getting worked up over what was probably nothing.

She finally found Mary Anne sitting in the last booth, cowering in the corner like she was afraid to be seen. Ginger realized that something was definitely wrong. She’d never seen Mary Anne so upset, not even when her precious dog Toffee had to be put down.

She slid into the booth opposite of Mary Anne, and it wasn’t like she was being quiet about it. She tossed in her purse, took off her coat and threw it on top of her purse and then sat down. Mary Anne never looked up or acknowledged Ginger’s existence. Ginger put her elbow on the table, her chin on her hand, and just watched her friend for a moment before she cleared her throat.
Mary Anne let out a small scream and just about jumped out of the booth.

“What is wrong with you?”

“Oh, my God. Oh, my God. It’s just horrible,” Mary Anne quivered as she whispered across the table. “I can’t believe what I’ve done.”

“Mary Anne, I’m not a mind reader. You’ve got to give me a little more to go on. Start at the beginning.”

Mary Anne took a deep breath getting ready to start when the waitress walked up to take Ginger’s order. Ginger’s eyes never left Mary Anne, she was still visibly shaking. “We’ll have two green teas, and two lemon blueberry scones, please.”

As soon as the waitress left after serving the two women their tea and scones, Ginger inquired again. She bluntly asked, “What happened?”

Mary Anne cradled the tea in her hands. She took one soothing sip and started at the beginning, the week of Thanksgiving. She closed her eyes and recalled in vivid detail how this sorted tale all started.

++++

“I called a new agency this year looking for a model for Santa. You know we have that big promotion right after Thanksgiving. I knew my old Santa, well,” she sighed. “He passed away in April. I just couldn’t bring myself to call his agency knowing that he was gone.” She took another sip of tea and stared off into space.

“You know, this place closes in three hours.”

“Oh! Sorry Ginger.” Mary Anne shrugged. “Anyway, they sent over five portfolios for me to look at; I narrowed the field down to the two best possible Santa’s and set up interviews and trial photos. They both came in the same day. I took sample shots with the preacher’s kids and sent them on their way. I developed the film and immediately knew which Santa I wanted. I called the agency back and set up the dates. All very above board, you see?”

“Alright, so you picked a new Santa, then what?”

“Well he showed up for work the first day. Everything was fine. He was great with the kids. My old clients immediately fell in love with him.”

She stared off into space and pondered, “You know, not one single kid cried when they came in to see him. I don’t think I’ve ever had a year where my Santa was so well liked. Even my normal criers, were mesmerized by him.”
Once again, Mary Anne stared out into space. In her mind’s eye she was replaying scenarios. Timmy never let anyone but his mother touch him, but he played peek-a-boo with Santa’s beard. They were the best pictures she’d ever taken of Timmy. She’d even captured the twinkle in Santa’s eyes and that silly grin on his face in that still. She smiled to herself.

"Earth to Mary Anne, this is Earth calling Mary Anne.”

“Alright, I’m back. Anyway, it didn’t matter who the client was, every session was perfect. The twinkle in his eye, the way his belly shook when he laughed, that smile, this guy was ‘on’ all the time. It was amazing.”

“After that first day, things started to happen.”

“Like what?”

“Well, each morning when I unlocked the shop there would be a little gift sitting there on my desk. It was strange, I’d leave my desk with the calendar set to the next day every night, just like always and the next morning there would be a gift wrapped box on top of my calendar.”

“I called the alarm company, not one interruption in service. There were no cut offs and turn back ons, no motion alarm set off, absolutely nothing. Now how did they get there? You want to answer that?”

“The magic of Christmas?”

“Sure, if that’s what you want to believe. After a few days of candy, candles and lotions, there was,” Mary Anne leaned forward and whispered using her fingers to emphasize, “a ‘toy.’

“What kind of toy?”

Her eyes widened, her cheeks reddened, “You know. Stop acting like you don’t know what kind of toy.”

Ginger laughed, “Oh, that kind of toy.” She nodded knowingly. “Well, did you like it? Oh never mind, you probably haven’t even unwrapped it. What happened next?”

“Then there was a beautifully wrapped package, with…” Mary Anne shifted forward once again, “with lingerie. It was a beautiful set with the laciest bra and panties I’d ever seen, silk stockings and a garter belt. I didn’t even know what it was with all those elastic straps and button thingies.”

Ginger stifled her laughter and tried to look serious. “You’re such a prude.” She shook her head, “Get on with it.”

“Well, the little gifts kept coming, really pretty, nice stuff, but nothing that I would wear or try. I was just buffaloed. I didn’t know who would be sending me that kind of stuff. Everybody knows I signed the pledge in high school and I’ve kept it. It was so important to me.”

“Everything came to a head a couple of nights ago. You know the Beverly Johnson got married. I did her wedding photos. It was the longest day, the final Santa photographs, the wedding that night, and the reception. I didn’t get home until almost dawn, I was exhausted.”

“I opened my front door, there were candles lit all over the living room. Soft breezy jazz was playing, a fire in the fire place, and a bottle of wine and two glasses at the ready on the coffee table. I looked at the door just to make sure I was in the right place. Then I saw him. Santa was asleep on the sofa.”

“How did he get in?”

“The chimney, duh! I don’t know!” Mary Anne sarcastically replied. “I just left him there on the sofa and went to my bedroom and locked the door. I took a quick shower and put on my pajamas. When I came out of the bathroom my bedroom door was still locked. I just crawled into bed and fell fast asleep.”

“What about sleeping Santa?”

“I’m getting to that. Sometime during the night, I dreamed some weird dreams. They woke me up. So I went to the bathroom to get a drink of water. I turned on the light, I had on the lingerie and my pajamas were hanging on the bathroom door. I shook it off; maybe I’d had a few too many toasts at the wedding. I decided to get back into bed. The bedroom door was still locked. I pulled up the covers and went back to sleep.”

“A little while later, I was dreaming again and I was starting to feel really warm. I’d never felt anything like that before. My legs were spread, my hands went down between them and my panties were gone, but the Butterfly Kisses ‘toy’ was there. Oh man, it was playing me like a fiddle. I felt sensations that I’d never, ever felt before, Ginger. Waves of contractions grew and grew while the toy massaged my g-spot and clitoris. I tried to move it, but it just kept going, like the energizer bunny. I couldn’t catch my breath; I think I actually went into convulsions. I guess I finally passed out.”

“Mary Anne, you’ve had your first orgasm. I’m so proud of you.”

“The next time I was dreaming that someone was touching me. I knew my door was locked. So I was beginning to think it was me touching me, but then he spoke.”

“Who spoke?”

“Santa spoke.”

“Santa? Why didn’t you get out of there?”

“Would you just listen! This is so embarrassing. Santa was spooning me. His hand was massaging my breast and he was whispering into my ear. He told me I was beautiful and he’d wanted me since the first day, since the first picture. Ginger, Santa talked dirty in my ear and do you know what?”

“What?”

“It was so hot! I loved it, his hand moved away from my breast and down to my pussy. It was so wet from the Butterfly Kisses, and his fingers just slid over my sensitive clit. It was still throbbing from before. His fingers were slightly cool and it felt so good. Then he plunged his fingers deep in me. I didn’t know that a thumb and two fingers could send a person over the edge into another orgasm, but it did. Oh holy cow, I could feel my muscles squeezing his fingers as I rocked on his hand filling it with my honey.”

“Well, I’ll be damned. Did you do the deed? The real deed?” Ginger sat at the edge of her seat, leaning over the table of the booth, anxious to hear what happened next.

“Santa told me that he knew I was a good girl and it was time to be a little bit naughty. I about died when I saw how big he was. I didn’t realize that he was so well endowed.”

Ginger started to blush. She never thought she’d be hearing the details of Mary Anne’s first orgasm, or sexual awakening in such vivid detail. “How well endowed?”

“Very well, I’ve done nudes before and I’ve seen men. Well you know, he was very, very well endowed.”

“Oh my!” Ginger’s eyes widened as she watched Mary Anne’s hands get further and further apart demonstrating how endowed Santa was.

“Ginger, this is where it, well….” She paused, “Santa, started rubbing my nipples. I could feel the heat growing between my legs, again. He took my hand and placed it on his cock. I don’t know what possessed me, but all of the sudden there was a drop of pre-cum and I wanted to taste it. So I licked the tip of his head. He moaned, and said that felt good and asked if I would do it some more. I decided why not. I licked that little slit, and took his mushroom head into my mouth. I swirled my tongue around it, and he kept moaning. Little by little, he eased a bit more of his shaft into my mouth. I couldn’t take a whole lot, him being so big and all, but I started massaging those massive balls. Ginger, that man was hung. I could feel his breathing changing, his dick was hard as a rock and jumping all around, and his fingers gripped my head pushing it in a bit further. I felt him stiffen, then he shot his load, filling my mouth, I thought I’d drown.”

“He popped my ass, and called me his naughty girl. Then he told me he was going to return the favor. He placed his head between my legs; his hands massaged, and pinched my nipples. His tongue and teeth played with my clit until I thought I thought I was going to go insane. ‘More, more,’ I kept yelling. He kneeled over me sliding a vibrating ring over his monstrous cock then placed its head at my opening spreading my legs wide. He stopped and made me look at him. He asked, ‘Are you my naughty girl?’ I said, ‘Uh huh.’ With that he started to ease his shaft into me. It took a while, but he finally got all of it in and that vibrating ring really did vibrate in all of the right spots.”

Ginger smiled at her friend’s new found skills. “It sounds like you were really enjoying yourself.”

“Oh, I was. He was moving so fast - short strokes, long strokes, round and round strokes, finishing with a deep plunge, he roared with pride. I felt him shudder as he shot his second load of the morning. Then it happened.”

“What happened?”

“I’m not sure. He started panting and clutching at his chest. He was still so deep in me, I couldn’t move. He gasped a couple of times, and passed out. Well,… not exactly passed out. He passed away. Ginger, I have a dead Santa, naked in my bed with a toy vibrating on a still humongous cock. What am I going to do? I killed Santa, and it's Christmas Eve!” Mary Anne cried. "I was really naughty."
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Prompt The new guy/ girl

New things are exciting and attract people's attention. It isn't any different with actual people. One is often intrigued by the newcomer to an already established group (work for instance) and wants to know all about that person. Have two people meet, one of which is a newcomer. Beware of the a twist though. There has to be an age difference which will constitute a moral barrier for one of them. How do they manage to overcome that barrier? by Jéssica