The incessant clanking of bottles as the bartender restocked is not a noise that would normally perturb Cleo. But with her date being 10 minutes late to their first planned meeting, she involuntarily gave him a glare. This was a first date five weeks in the making and Cleo was on edge with his tardiness. She was extremely eager to finally meet her date, Carlos.
She had initiated contact with Carlos via Bumble, and there was an immediate attraction. Carlos was atypical to her normal bias towards older men. Cleo was a mature widow in her mid-50s and wasn't really in the market for a boy toy. But there was something about Carlos' online profile that was alluring to her.
Cleo's Bumble matches typically revolved around finding a mature suitor with which she could spend her remaining days. Having been widowed for several years, it was time for her to move on. The ideal man would be mid-50s or older, someone financially sound and, of utmost importance, someone that still had a thriving libido. Cleo was by no means ready to settle for someone that didn't want or couldn't have sex somewhat frequently.
Maybe that is why she initiated contact with Carlos. She had been on many dates with men her age or older. While they were satisfactory dates with nice men, she could sense that all of them would be fine with a sex-less relationship. Cleo would rather get hit by a train then live her remaining days without some consistency in her sex life.
Carlos first intrigued Cleo with his profile picture, with his dark complexion, dark hair and vibrant smile. Someone she would've definitely had an interest in 20 years earlier since he was in his mid-30s but didn't really fulfill her current needs. Maybe it was because of her sex-less streak or just being horny in the moment, but she connected with him on Bumble without hesitation one lonely night five weeks prior.
Their connection quickly turned to frequent text exchanges. First, just getting to know more about each other's backgrounds and generic banter. Cleo was honest with Carlos in telling him that he was not the norm for her, that she typically favored older men. Carlos was honest with Cleo in telling her that he had grown tired of women his age, that they all wanted immediate marriage and children. He liked that Cleo was beyond that phase in her life.
As they became more comfortable with each other these exchanges became more sexually-charged, each confessing to having very high sex drives. They even began to share secrets about their sexual bucket list, which included Cleo's desire to one day experience a threesome. Carlos admitted that he had been in a few threesomes and told Cleo she would not regret the experience, even suggesting that he would like to be a part of her fantasy.
Ultimately, they started sharing photos of each other that were not part of their normal Bumble profile, each more scantily-clad than the next. Cleo would send him photos of herself in only her bra and thong or in a see-thru shirt. Carlos would respond with an eggplant emoji. Carlos would send her photos of him in just his boxer briefs, which displayed his well-toned abs and healthy endowment. She would respond with a raindrops emoji.
This escalated into Cleo sending him a nude photo, leaving nothing to the imagination. He responded in kind, displaying his hardened cock that almost reached his belly-button. Cleo saved this photo to her favorites and frequently masturbated to it, imagining what it would feel like stretching her pussy and pulsating loads of cum inside of her.
It was these images that were running through her head as she waited for him at the bar. Her yearning to finally meet Carlos was growing increasingly impatient with each passing moment sitting on her bar stool. She texted him to determine his time of arrival. No response. She called him and did not get an answer.
Completely flustered and frustrated, she ordered a Prosecco to calm her nerves. As she waited for her drink she scanned the nearly empty bar and noticed a woman 3 seats down that appeared to be in the same discouraged state of mind. Their eyes met, and they smirked at each other in parallel.
After a few passing seconds the strange woman ask Cleo, "Do I have the same look on my face as you have on yours?"
Cleo was a bit taken aback by her forwardness but realized that this stranger was likely in the same predicament. "That depends," Cleo responded. "Is your look one of discontentment? Because that should be the look you see on my face right now," she continued with a coy frown.
"Yes. Discontentment. Dejection. Disappointment. All the bad D words," the stranger responded.
"Bartender," the strange woman summoned, "Please bring me whatever this woman next to me is having and put it on my tab."
"Oh, wait. You really don't have to do that," Cleo said. "If my date doesn't show up by the time I finish this drink then I am hitting the road and calling it a night."
"Nonsense!" the woman exclaimed as she shuffled down a few seats to sit next to Cleo. "Us women need to stick together and drown in our respective sorrows together," she continued with a chuckle. "My name is Jill, by the way."
"Well, nice to meet you Jill. My name is Cleo and, yes, I guess it wouldn't hurt to commiserate with our respective unfortunate circumstances," Cleo responded.
Like Cleo, Jill was dressed to impress that night with a tiny mid-thigh black dress that had a plunging neckline. They were very similar in build, with buxom breasts, toned thighs, and shapely asses that would make any man drool. Both were blond with normally effervescent glows. But not tonight. Tonight, the two strangers suddenly shared something that no woman wants - to be stood up.
"So, what's your story, Cleo?" Jill inquired. "What would compel any man to pass up a night with such a fine-looking woman?"
"First of all, thank you," Cleo responded. "But honestly I have no idea why my date has not arrived or not responded to any of my attempts to contact him. I guess that is the risk you take when using dating apps like Bumble."
"Ahhh, yes, Bumble. That is what I used as well," responded Jill. "Theoretically it should work better with the woman in control, but I guess it attracts flakes just like every other app."
The bartender delivered their Proseccos and the women continued their introductory conversation. Jill revealed that she was in her mid 30s but was widowed after her husband was killed in a freak construction accident. Cleo shared the she was also a widow but was 20 years Jill's senior.
They continued their banter through a couple more drinks, finding out more and more about each other's background and experiences. Despite their age difference they discovered they had much in common, including where they grew up and how they were raised. They quickly developed a kinship that led the conversation into more transparency.
"So, what makes you so eager to find a man, Cleo?" Jill inquired.
"Well, ultimately I want to find a man that will make me feel safe and secure. Someone that has lived life and has wisdom about how to navigate it. But to be perfectly honest, the date I had planned tonight was for none of that," Cleo confided. "Tonight, was about scratching an itch. About fulfilling my still very active libido with a younger stud."
