(Usual Disclaimer Time: All the characters in this story are 18 years old or older, and since we're living in the wide wonderful world of porno-land here, where clichés roam free and things might get a little unrealistic from time to time, please remember it's all in good fun.)
(Author's Note: Honestly, I wasn't expecting to be here writing this. The Elf & The DILF was something I wrote for the holiday contest, but the overwhelmingly positive response (and demands for a follow-up) inspired me to continue on with the story. So, to all of you who voted and encouraged me, this one's for you! Much like the first chapter, while it technically references characters and places from my ongoing Senior Year Memories series, this is a STANDALONE spin-off story that does not require any knowledge of the larger series to enjoy; I'm trying to make it its own fun thing and aim to provide all appropriate context. So, while some details may be familiar to longtime readers, it is meant to be accessible to newcomers as well.
As always, I want to give special thanks to fellow Literotica author Lil_kitty for her excellent work as my editor and acting as a second set of eyes on this chapter, and for letting me know what did and didn't work; if you get a chance, please check out her work and drop some stars if you enjoyed, she writes some very hot and fun stories.)
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The grocery store was packed, and why wouldn't it be on New Year's Eve? It was a night for parties with friends and family, and in the aftermath of Christmas, few people had thought to adequately shop the day before. Now, however, they were forced to catch up with their poor foresight, fighting for those last few necessary supplies. While those fights weren't physical (no, those were reserved for Black Friday), arguments weren't uncommon, and the overall vibe of the store was one of stress and tension. Nobody wanted to be here, everyone wanted to get back home to celebrate the holiday. Light and joy, so common a week ago, were now about as hard to find as the store's premade charcuterie platters.
Except, that is, around Richard Starling as he wheeled his cart out of the store.
Light and joy surrounded him, I mean, not a charcuterie platter... though he was glad to have snagged one of the last ones first thing upon entering the store.
One week ago, the 39-year-old divorcee and father of two had been living in a cloud of gloom, hoping with greater futility by the moment that he might be able to connive some way into getting back into his ex-wife, Venna's, good graces, possibly by scoring an invite to her annual Christmas party, and then using his silver tongue (a silver tongue which he did not, in fact, actually have) to convince her in the spirit of the season to dump her most recent boyfriend and get back together with him.
Yeah, he knew that the odds of any of that were about as slim as slim could be, but having been raised on Christmas movies, it seemed the kind of holiday miracle that *could* still happen.
Oddly enough, the first step that could have led to that miracle actually had occurred. After he had taken the kids to visit Santa at the mall and bought them almost every toy they asked for at the toy store, Venna had had a swelling of Christmas spirit (or perhaps a glass or two of eggnog more than she should have had) and actually invited him to her Christmas party. She'd sounded genuine, almost as if she was trying to forge a connection of some sorts again. Probably not one that would ever rekindle their romance, but maybe one that was a little less antagonistic, if just for the kids.
This was what he'd been hoping for for weeks. He should have been excited to get that invitation... and yet by the time he was actually considering her offer, he found a certain excitement at turning her down because of an unexpected opportunity that he couldn't ignore.
Namely, sex.
Lots and lots and lots of hardcore, life-changing fucking he had never even known possible.
The promise had been made, and delivered, and for the first time in some years, he had had a proper and truly merry Christmas.
Head still swimming with memories of that debaucherous Christmas Eve and morning, Richard wheeled his cart over to his car parked at the far end of the store's lot and began to unload his bags. It wasn't a big day's shopping, but he wanted to get some essentials to help him get through another week or so, plus a few indulgences for the last major holiday in the holiday season.
New Year's had never been that important to him, but having some snacks, plus a bottle of champagne to ring in the new year with, celebrating his newer, more enthusiastic outlook on life... that felt right.
It was a cool and gloomy day, one that only further accentuated the stressy, hectic feeling of those he'd pushed past in the store, but as far as Richard was concerned, he was his own star in the universe, glowing bright and warm no matter what anything around him felt like. With a grin that wouldn't leave his face, he finished packing the trunk of his car with groceries, then took the cart back to the return area, a spring in his step and a cheesy pop song dancing around the back of his mind.
It was right around the moment that Richard let go of his cart that he felt his phone vibrate in his pocket, making his heart skip a beat from excitement. He pulled it out and unlocked it, checking his new texts.
There was a new string of texts from Venna, sounding apologetic and disappointed at the same time about how things had shaken out on Christmas, and wondering what he would be doing for New Year's Eve, since she was throwing a small get-together of their mutual friends. Her tone was strangely insistent, almost as if she could sense something different about the tone of his responses, no longer quite as desperate as they used to be.
Richard took some grim satisfaction in not answering her, instead going to the newer text thread that kept his phone vibrating. He had to avoid all the temptation that came with this thread, avoiding all the pictures that had been sent in earlier messages, pictures of a half-naked and occasionally entirely naked blonde 18-year-old with an impressively petite body, sweet, suckable nipples, a pussy that was as responsive as it was tight, and a tight little ass that made him shiver. Dozens of pictures like this and more had been sent to his phone over the last week, and he had spent hours upon hours looking at them, studying them, and texting back and forth with the sex-crazed nymph who had sent them his way. If it hadn't been for work commitments in the week after Christmas, he would have done one hell of a lot more, but with some time off over the next couple days, he was hopeful...
The tone of her most recent texts, on the other hand, was anything but hopeful.
MARIE: I'm horny as fuck, and my pussy isn't full of your cum
MARIE: This is a problem
With only a few words, she'd made Richard rock hard in his jeans. It had been a long time since the mere thought of a woman had done that to him, but Marie Halpern... Marie *fucking* Halpern... she'd found a way. This eighteen-year-old high school student who seemed like she might be more than a little crazy had come on to him more or less in front of his kids after he'd taken them to see Santa, while she was still dressed in her job-mandatory mall elf costume. She'd come onto him and she'd come onto him hard, and after almost a day straight of some of the most insane sex he had ever experienced, she'd wormed her way into his mind. Days later, he couldn't stop thinking about her, and the possibility of a repeat of Christmas.
That didn't mean he still wasn't a little intimidated by this kinda-crazy and very forceful 18-year-old, as his hands couldn't help but shake as he replied to her.
