Christmas Eve, 2007, and I was picking up my friend Ashlyn from her place on the way to a Christmas Eve party at my best friend Tim’s house.
We’d been part of the same group of friends for years, but in the last few months, we’d been flirting a lot. I hadn’t asked her out as she seemed not only way out of my league, but the fear of rejection was real, and I didn’t want to end up deep in the friend zone.
However, I’d decided tonight was the night, nothing ventured nothing gained, and all that philosophical shit, and if you don’t ask, you don’t get.
I pulled up outside her house in my beat-up Honda and texted her to let her know I was waiting.
She replied instantly, saying she wasn’t quite ready and to come inside.
I got out of the car, shivered in the biting wind, and crunched through the snow that had been lying on the ground for the last few days since a blizzard had blown through town, and walked gingerly up the icy path to her house.
The hall light was on, and the front door was ajar. I pushed it open and went inside, calling out, “Hey, Ashlyn, it’s only me,” closing the door behind me to keep the cold out.
My jaw dropped when I saw Ashlyn.
She was standing there in a sexy Santa outfit with a mischievous look on her face. She was wearing a tiny red-and-white skirt barely covering her ass, black thigh-high stockings, a black strappy top, and a Santa hat. She was staring at me whilst sucking on a candy cane in a rather suggestive way. Her dark hair cascaded down her back. I couldn’t take my eyes off her.
“You look…amazing,” I finally managed to gasp after a few seconds that felt like hours.
“Do you mind if we skip the party?” she asked with a smile.
“It’s so cold outside, and I’d prefer to stay here with you. My bedroom is nice and warm…” she said, her voice tailing off as she headed for the stairs.
Speechless, I nodded in agreement. I followed her, my gaze fixed on the gap between the top of her stockings and the hem of her skirt.
She looked back at me over her shoulder, still sucking on the candy cane with a wicked smile on her face.
Ashlyn started to climb the stairs slowly, smiling to herself as I kept looking at her ass. I could not believe this was happening.
Once we reached the top of the stairs, Ashlyn took my hand and led me down the hall to her bedroom door.
“Don’t look so worried,” she said with a smile. “My parents will be gone for hours; we’ve got plenty of time.”
She pushed open the door, and we stepped inside onto the thick carpet, the room softly lit by a string of fairy lights draped across the back wall above her bed.
Ashlyn turned towards me, then pressed up against me, and we kissed for the first time.
A long, sensual kiss, her lips tasting of mint from the candy cane, and I found myself grabbing hold of her hips and pulling her towards me, desperate to feel the warmth of her body against me as we stood in the middle of her bedroom.
My cock was already bulging in my pants, and as our tongues gently danced together, I felt Ashlyn’s hand on it, squeezing it gently.
She stopped kissing me, and we both stared into each other’s eyes.
“I wanna suck your dick,” she whispered, and pulled me towards the bed.
She sat down on the edge of the bed and started to pull my trousers and boxers down; my rock-hard member sprang to attention, pointing at the ceiling.
Ashlyn grinned with mischief, took hold of it in her right hand, and started to gently stroke it. Fluid began to leak out, and I watched as she leaned forward and licked the tip.
“Mmmm, salty,” she whispered, before opening her mouth and engulfing the end of my cock.
My eyes closed as I felt her velvet-like mouth around my cock, and the tickle of her tongue swirling around the tip, her fingers gently squeezing the shaft.
Ashlyn moaned as she continued to suck my cock, then pulled it out of her mouth, tracing her tongue up the underside from the base to the tip, before kissing it delicately all over.
She gripped my cock tighter and started to jerk me off hard, whilst her left hand disappeared under her tiny skirt.
Her eyes stared up at me, watching my face as she sucked me, trying to gauge what was having the most effect on me.
“Cum for me, cum on my filthy tongue,” she urged, pumping her hand up and down my cock so fast it was a blur.
That sent me over the edge, and with a loud moan, I came hard, pulsing load after load of cum into her mouth, her lips closed around my shaft, sealing it inside, her tongue swirling around the tip as I unloaded.
She smiled as she tasted my seed before swallowing, opening her mouth to show it was all gone like the filthy minx she was.
She stood up and started to undress, “Now it’s my turn,” she said, reaching behind her back to undo her strappy top, revealing her small but pert breasts.
Emboldened, I stepped closer, my hand reaching between Ashlyn’s legs, stroking between her thighs; her tiny panties were drenched.
Ashlyn bit her lip as I explored with my finger tips, then I bent down to kiss her hardened nipples.
I slowly pushed her panties aside, my fingers searching for the right spot. Ashlyn suddenly gasped and shifted her hips upwards as my fingertips grazed her clit, I kissed her neck as she lay there open-mouthed as my digits glided through the wetness between her thighs.
Ashlyn pulled me onto the bed, and we sank into the soft mattress.
I started to move southwards, kissing her breasts, stomach, and inner thighs, setting between her thighs, Ashlyn lifting her legs onto my shoulders.
Pausing momentarily to prolong this almost dream come true, I then devoured her labia and clit like a starving man, sucking her lips, pushing my tongue inside her pink pussy, and flicking her clit mercilessly in an effort to send her into ecstasy.
I opened my eyes to look at her and could see her eyes closed, her hands squeezing her nipples as I feasted on her.
Noticing the discarded candy cane on the bed next to us, I reached for it, sucked it, and then pushed it inside her.
She moaned loudly before whispering, “You are a bad Santa, I want you to fuck me.”
I sat up and climbed on top of her, our lips meeting again as we kissed long and hard, our hands all over each other, her legs spread wide and my rock-hard cock rubbing against her soaking pussy, coating my cock with her juices.
She reached down, guided me to her entrance, and lifted her hips, eager for me to fill her completely.
“I want you inside me now, put it in me,” she demanded, getting impatient at my teasing.
I teased a final time before pushing my hips forward, sliding effortlessly balls-deep inside her with a single gentle thrust.
“Holy shit,” she moaned, wrapping her legs around me, holding me close as I held myself deep inside her.
There was nothing between us. The velvet feel of her tight young pussy gripping my rock-hard cock inside her was almost overwhelming as I struggled to retain control of my urges to thrust inside her and for it to be over in seconds.
Once the initial sensation passed, I began to slide my cock in and out, slowly drawing out of her and then pushing firmly back inside.
Ashlyn was moaning and panting, her arms around my neck, keeping me close to her, my chest pressed against her breasts, our hips against each other, my cock deep inside her.
She moved her hands down to my ass, pulling me close to her, encouraging me to fuck her.
I peppered her breasts, neck, and face with kisses and knew I wasn’t going to last much longer.
As my orgasm got close, I started to pump in and out of her hot pussy as hard as I could, chasing the release I craved, my rock-hard member effortlessly gliding in and out of her slickness.
Ashlyn could sense me getting close, urging me on with her moans, her fingernails clawing at my back.
“Cum for me,” she whispered, her hands moving from my back to her breasts, her fingers squeezing them, offering herself to me.
This sent me to the point of no return, and with a moan, I reached down and pulled my cock out, and felt the ecstasy of orgasm as my cum began to spurt forth. The first rope sprayed onto her stomach, the next shot onto her breasts, before the third and fourth landed just above her glistening clit.
I slumped down next to her on the bed, spent with the effort, my heart racing, my breathing short and shallow, my head spinning with excitement.
Ashlyn looked at me with a wicked smile on her face, “Next time, just cum inside me, ok?” she said.
I smiled and looked at the ceiling as the euphoria washed over me, and I started to recover.
Ashlyn raised herself onto her elbows, my cum slowly gliding down her glowing skin, before saying, “Now, do you wanna go out, or stay and party some more with me?”