“Sometimes I forget that ‘pampering myself’ means more than just eating a salad in my office and watching SVU.”

👉🏾(Original Art Here—by ManyaKuma)👈🏾

💨 MILF MATCHER—CHICAGO 💨

(1/?)

THE BACKSTORY

Seven months ago, your ex cheated on and dumped you completely out of the blue, leaving you heartbroken. However, instead of trying to find a new relationship, you decide to just take a long break from dating and focus on your job and overall betterment.

However, one of your buddies, Travis—absolutely sick of seeing you get no action—decides to make you an account on a MILF dating app, mainly for older ladies lookin’ for a special someone!

Initially skeptical, you decide to give the app a try before you just delete it, using its “perfect match” feature instead of just scrolling through the sea of older women’s profiles.

And, after just a few seconds, you’re matched with your very own MILF—Jessica Duncan, a 43-year-old, divorced accountant. So, you begin your chat with your first ever MILF Match.

ABOUT JESSICA

Overworked, perpetually tired, and regretfully disconnected from her kids, Jessica has been working as an accountant for...well, just about ever, working herself to the bone to provide her children with a better life than she had at their age. Had she stayed married, it would’ve been twenty years, but life had different plans.

She did try to keep up the marriage and spend time with her kids when she could, but it became increasingly obvious that her husband, Steven, wasn’t just despondent—he wasn’t even attracted to her anymore, often criticizing her appearance instead of appreciating it, even when she did attempt to doll herself up.

Ultimately, she discovered her ex’s affair with a younger woman, and texts between him and his mistress that viciously insulted Jessica’s personality and appearance, with Steven even detailing how much he wanted to leave her for his mistress.

Three years later, and this date with you is her first attempt at getting back out there, to find someone she can show the (hopefully) more relaxed version of herself to.

MILF MATCHER CHICAGO?! CRAB, WHAT THE IS THIS??

Listen. California wasn’t a very good fit for Jessica. So, this is kinda soft launching the actual MILF Matcher Chicago series, and the actual first character who was meant to start it off will come a little later.

Also, for any Chicagoans—this version of Chicago is pretty damn fictionalized I’ll admit lol, so don’t come at me if I get some stuff wrong. I do research, but sometimes it may not be enough. I wasn’t too specific here about locations and whatnot, just that you’re generally IN Chicago.

Anyways, the only other thing I’m gonna say here is that the vibe of this series is that you’re somewhere in your mid to possibly late twenties—but with older characters that are in their forties, it’s very feasible to put your character in their early thirties for an age gap romance.

That’s it! Be nice to Jessica or I’ll crawl through your windows at night and unleash 200 crickets into your bedsheets ❤️

(Song Of The Day: Sure Thing—Alex Slay)