The Holiday Party 1997

That year, I was tasked with dressing up as Santa for the company office party.

I had just been hired, and not many people knew me yet for that reason, HR thought I'd be good for the role, but I had one condition.

I would wear the suit, the beard, the whole nine yards, but not the fat suit. I didn't want to "fat shame" and well, I've worked out pretty hard to hide my accomplishments behind a fat suit.

I was able to find an appropriate Santa suit, nothing too risqué but rather cool looking and worked perfectly with my physique.

The night of the party came, I put on my suit, and brought a change of clothes with me so that I can enjoy the party as myself once the Santa Shenanigans were over.

Little did I know that Santa would never break character.

The head of HR was waiting for me in the parking lot, she gave me a big red Santa bag filled with gifts for all of the employees.

When I climbed out of my car, she looked me up and down, but her lower lip, "you're perfect." She said before turning around and walking back inside.

I watched her as she made her way up the entry steps back into the lobby of this swanky country club. Her tight sequence dress hugger her hips and revealing her heart shaped ass, each cheek swaying up and down as she climbed the steps.

"Stop it" I whispered to myself, "She's HR, this is like the epitome of what can get me fired."

I looked down, maybe I should have thought about this outfit a little better, there was no way to hide a boner if one "popped" up.

After about 15 minutes, I got into character and made my way in to the ballroom, "ho, ho, hoing" all the way.

I was greeted by thunderous applause as I bellowed "Merry Christmas".

Traci met me at the doors and led me to a seat, where she started to hand me presents.

I read the names out loud and one by one, people came up to my sat on my lap for a photo and I gave them a small gift with an envelope.

It was a bit awkward at first, especially with the men, but the ladies, especially the older ones were having a ball with it, squeezing my biceps, giving me light kisses, innocent flirtation.

Then I called Traci's name.

Without hesitation, she hopped up on my lap sideways, threw her arms around my neck, bent one leg while straightening the other and tilting her head back, letting her long red hair hang down freely.

She wiggled on my lap, well, to be more accurate, she wiggled on my cock for a few seconds before I handed her a small box and an envelope. Someone shouted "Santa might need a couple minutes after that."

Traci leaned forward, rubbing her ass directly on my now stiff cock, "Oh, he's going to need a lot more than just a few minutes."

The room erupted in laughter.

She wasn't wrong.

I took the next gift out of the bag, and as soon as she slithered off of my lap, rubbing herself down my leg as she did so, I quickly put the gift on my lap, concealing my erection. Someone brought me a glass of water, which I drank slowly, giving my cock enough time to soften before reading the name.

It was my name.

Traci came back, "He's not here yet, I'll make sure he gets it." She said to me with a wink, emphasizing the words "gets it".

Again, I felt the back of my balls tingle when she said that, and a drop of pre-cum escaped me.

After a few more names, I looked into the bag and said, "That's it, looks like Santa's Sack is empty."

Traci, who was standing right next to me the whole time, said, loud enough for only me to hear, "not yet, but it will be."

As I was making my way out of the club, Traci came to me and handed me a little gift box and the envelope. She winked at me and walked away.

I noticed that my envelope had been opened.

I looked inside, my bonus was pitiful, but I'd only been there a week, I didn't even expect that much to be honest, but there was something else in the envelope, a napkin.

I pull the napkin out and unfold it,

"Your real bonus will be at this address after the party. Wear the Santa suit."

I drove around for a bit, not sure if I should do this. I really needed this job, and didn't want to jeopardize it like this, but fuck Traci looked good in that dress.

I was completely lost in thought, my cock twitching in my pants, when I noticed that I was parked in her driveway.

Once again, my cock wins the battle over logic.

I ring the doorbell, Traci answers it, wearing a short, red, silky robe, and a Santa hat.

I look at her long white legs, tracing them with my eyes until they disappeared under the robe. I look into her eyes, she's sucking on a candy cane, her tongue swirling around the red and white candy teasingly.

"Come in, Santa." She says and steps out of the way.

I tried to muster a "Ho, ho, ho." But my voice cracked awkwardly and we both just laughed.

As we walked through the foyer and into her living room, she stopped and glanced upward, my eyes followed hers.

She bit her lower lip again, and not wanting to break tradition, leaned down and kissed her under the mistletoe.

Our kiss was long and deep. My hands pressing against her lower back, pulling her closer to me, feeling her breasts against my chest as my tongue savored the taste of her mouth.

I moved my mouth to her neck, kissing and sucking her skin as goosebumps devolved, my hands undoing the belt of her robe, sliding it back and down to the floor.

I pulled back to look at her, she wore Christmas lingerie underneath, red and white with little mistletoe designs and green bows. She quickly twirled to show me the rest of her outfit, thought there wasn't much more of it in back. Only a string that divided her ass perfectly.

She steps up closer to me, puts her hand on my pants, griping my now stiff cock. "I think I found the North Pole." She said to me with a smile.

I followed her into the living room and sat down next to her in the couch. She immediately straddled me and continued to kiss me.

My hands squeezing her ass as she gyrated her hips, grinding down on my hard cock through my Santa pants.

Her skin was soft, her ass was tight, I can feel her shiver as my hands ran up her back, lowering the straps on her lingerie, letting it fall down, exposing her small bit perky breasts, her nipples unbelievably pink. Small tight areolas surrounding pointy tips.

I took them between my thumb and for finger, twisting them softly, pinching them until she reacted, but she didn't pull away nor stop me.

I smiled. Pinched harder. She winced and moaned.

"You like that, don't you?" I asked.

She nodded.

"Just remember," she started, "I'm your boss."

"Not tonight," I answered, "tonight, I'm the boss."

She bit her lip, moaned and nodded.

I pulled on her nipples, stretching her tits as far as I could, releasing them and immediately slapping them both.

She jumped slightly on contact, but didn't stop me from doing it again, this time harder and harder with each new tug.

She leaned back, resting her hands on my knees holding herself up while I tweaked, punched, pulled and slapped her tits, her pelvis grinding down onto my cock.

Her chest glowed red with my hand prints. She was sore, and winced whenever I'd touch her, no matter how gently.

Beaten and bruised, she tugged on my shirt, lifting it up and over my head.

She ran her hands across my muscular chest, i flexed a little for her, she gasped. She leaned forward to kiss me, careful to not let her tits touch me, and she'd wince whenever they did. She kissed my neck, my chest, licked my nipples, she slithered off of me, kissing her way down until she was kneeling between my legs.

Pulling down my Santa pants.

My cock sprang to life after being released from its jolly jail cell.

She kissed it teasingly, licking around the base of the head, licking up and down my shaft, flicking her tongue against my cum-hole all before taking me into her mouth.

Slowly at first, just the head, looking up at me, her lips forming a smile around my cock.

"Do you like that sir?" She asked.

"Yes, don't stop." I demanded.

She never took her eyes off of me, taking me in as far as she could, but I knew she could do better.

As her head bobbed in my lap, her mouth sliding up and down on my cock, I put my hand on the back of her head and pushed it downward.

I felt my dick finally break passed her throat, she recoiled, I held her down for a few seconds before letting her come up for air.

My cock and balls now covered in drool, her eye make up running down her cheeks, her lipstick smeared across her face and my cock.

She wiped her mouth, smiled, and took me into her mouth again.

This time I held her down longer while thrusting my cock even further, fucking her mouth and throat before loosening my grip.

"You're the boss," she said between gasps of breath.

I stand up, lifting her up by her hair. She lets her lingerie completely fall off of her, exposing a small tuft of pubic hair, I take a few strands between my fingers and pull.

She yelps and falls onto the couch.

She's a mess, her make up is ruined, her hair is matted, she's got drool dripping off her chin, her chest is bright red. I pause for a moment, ask her if she's ok.

She nods and spreads her legs open for me.

I kiss her softly on the lips, gently grazing her sore breasts with my fingers as my hand slowly creeps downward.

"I'm not normally this rough." I said. As my fingers caressed her softly.

"I... I... I've never done that." She stutters.

My hand now gently caressing the tuft of pubic hair, fingers slowly inching toward her pussy. I can feel the warmth and humidity emanating from between her legs.

"I'm sorry." I say.

She smiles at me, relieved.

Her legs open, I pull back my hand and drop it back down forcefully, slapping her pussy once, twice, harder each time.

She convulses, her body trying to climb the back of the sofa, yelping with each new slap.

Her pussy seemingly getting even wetter with each slap.

I stop, "don't stop." She pleads.

My cock was now throbbing, sticky from the dried drool and bile she left on it.

Play time was over now.

I sat on the sofa, my cock engorged and glistening in the lamp light, Traci composed herself and straddled me, this time, taking me deep inside of her. Grinding her hot, and now swollen and sore cunt against me.

Her breasts where still tender, I squeezed them while she rode me, she kissed me. Her body convulsed as she bounced up and down on my lap. Her entire body tensed and with a loud gasp, she relaxed, collapsing onto me, she was exhausted.

I pulled my cock out of her, and started to stroke it as she knelt down on front of me. Her mouth wide open I shot a hot stream of creamy white cum into her mouth and then another on her face, her hair, her tits.

I looked at her for a moment, kneeling in front of me, make up smeared, hair messed up, her face covered in cum.

Appreciating my artwork.

I got dressed and left her there, still sore, still panting, still covered in cum.

Monday morning she called me into her office. That's it, I thought, I'm getting fired.

"I haven't been able to wear a bra for 2 days." She said to me. "I can't wear any panties either." She opened her legs slightly to show me her pussy under her skirt.

"It took me over an hour to get all of your cum out of my hair. There are stains on my couch and carpet now."

I looked at her, stone faced, I didn't know what to say here. "I'm sorry." I said.

"Will you come over again on Saturday?"