This is an entry for "
Pink Orchid 2023 for Women-Centric Erotica Challenge
"
It is also for the "Valentine's Day Contest 2023 at Literotica"
[I have to admit, the Valentine's angle is a little tenuous, but what the heck? We really admire the effort Literotica and event organizers put into these specials and like to draw attention to them whenever we can.]
Caladenia had come to the hotel bar just as a warm-up, planning on moving on later to a nearby dance club to really get her groove on. But plans change, don't they?
As she'd prepared for tonight's outing, she'd been imagining the kind of guys she usually found at dance clubs. Young studs with hot bodies and graceful moves. In the shower she'd even thought tonight might be one of those two-for-one nights, where she'd take on two men and let their youthful energy make up for their lack of experience and finesse.
But now she'd spotted a man who looked like he might not only have some real experience, but still had the strength and energy to put it to real use on her.
She put him in his mid-thirties, her own age. He was mostly bald, but had embraced it with no shame, only extra virility. He'd come in wearing a nice sports coat, but now it was draped on the back of his chair. Underneath he wore a high-end polo that stretched nicely across a broad chest and shoulders. His biceps were well developed and his forearms were corded with sinew. His hands would certainly be strong. Strong hands to pick her up, to hold her down, to really take her the way she felt like being taken tonight.
He was seated at a two-person table, while she perched on a barstool. They'd had a little eye contact, but Caladenia realized she was checking him out harder than he was checking her. While that understandably tweaked her insecurity about advancing age, in the end it piqued her interest more. She knew she was still smoking hot and the fact that he was self-confident enough to know that he was too and so wasn't staring and drooling increased the chances that he would be confident and in control in bed.
Wait, yes, there it was, his eye had definitely travelled up her body from bared toes to thick, chestnut hair. The narrowed eyes and slight lift to the corner of his mouth showed that he liked what he saw. She was sure it wouldn't be long before he came to invite her to sit with him.
At least she was sure until another man walked up to the stud's table and bent over to kiss him before taking the other chair. Gay? Damn! What a shame.
Her position at the bar allowed her to watch them from the corner of her eye without being obvious. The new guy was younger, maybe 27, and he was fucking gorgeous. His face could easily be featured in ads selling cologne or clothes. He was well-dressed and clearly trim and fit. It was hard to judge while they were seated, but the pretty boy was probably the same height as the hard man, but clearly a good thirty pounds lighter.
It was also clear who was top and bottom in the relationship. The bald hunk probably dominated the younger man the way she'd hoped he would dominate her. Cala suddenly wondered if he'd be willing to dominate both of them.
Caladenia was always eager to expand her already wide range of experience and even wider range of fantasy, so she was instantly excited about adding something new to the latter and hopefully also the former.
She'd never seen live man-on-man sex and had never really gotten into the occasional gay porn scene she'd watched. But right now, the idea of watching her manly man take control of his more slender companion was making her pussy moist.
Her mind's eye had always been a fast, flexible cinema and now it was offering up an image of herself kneeling, naked, alongside the bald guy and guiding his large (of course it was large) prick into the other dude's tight little ass. That almost immediately morphed into her being alongside the slender guy, side-by-side, on hands and knees as he was. Her vision, of course, had the director's view and she was looking down as the bald guy moved that beautiful cock back and forth between their two assholes, both shiny with copious amounts of lube. His cock in one butt, a finger or two in the other, switching prick and digits back and forth, taking her like just another nancy-boy.
The idea was so exciting her pussy had gone from moist to damp and was well on its way to wet. She spun on her stool toward them and was just getting ready to walk over and offer her indecent proposal, when the maître d' of the adjoining restaurant came over to let them know their table was ready. Both of their asses looked fine as they walked away and Caladenia sat back disappointed on her stool and swallowed the saliva that had built up in her watering mouth.
"Um, is everything okay?"
Caladenia did a mental head shake. She realized she was staring off into the distance, but couldn't have said how long she'd been doing it. Somewhere in there a guy had sat down two stools away from her, around the corner of the bar.
"Hm, what?" she responded.
"I'm sorry, I don't mean to be nosy, but you look kind of sad or lost or...well, I just thought I'd check if you were okay, if you needed any help."
Caladenia finally focused on the man. A definite step down from her young Yul Brynner. Probably 45 and probably quite handsome at 25, but he'd let himself go. Still, it was sweet of him to check on her, most people weren't that perceptive or that nice these days.
"Oh, no, I'm okay. But thanks for asking." She gave him a slight smile.
That brightened his visage, showing more clearly the handsome face buried under the growing jowls and double chin.
"At first I thought you were looking for somebody, that maybe your date had stood you up. But, of course, that would never happen."
A pick up line? she chuckled to herself. But she needed to reset herself emotionally, so she went fishing for the rest of the compliment.
"Really?" she said. "Why not? I mean, it happens to everybody sometime."
"To you?" the big man said. "Not likely. You are too fuc--, I mean, just too beautiful for someone to pass on a chance to be with you."
"Aren't you a sweetheart?" she said. "But let's face it, when a woman passes thirty she loses thirty percent of her attractiveness. From a ten to a seven just like that."
"What?" He seemed genuinely shocked at her statement. Of course, she had just made it up. But thinking about it in the back of her mind, she suspected there was some truth to it in a superficial, social media culture.
"No way!" he protested. "I can't imagine how you could have been more beautiful when you were younger." His eyes started darting around, looking for some kind of guidance in the mirror behind the bar to help him explain himself. He apparently found it, because he pointed at something on the bar's back counter.
Caladenia followed his finger and saw a small grouping of wine bottles, apparently the features of the week.
