DISCLAIMER:
Hey everyone, this one is moving away from a gay fantasy and is a noncon Mommy-dom fantasy. Again, it's in the category obviously, but will still say that this is a noncon story. Therefore I have to say that I don't profit from this nor condone this behavior, this is a fantasy based on my personal CNC (on myself not others) and Free Use fetish that I have. I also should say the woman is not meant to be 'conventionally' attractive. So if you're here expecting a woman who's 50 and somehow looks like she's a busty 31-year-old, please do not. Please do not read if this is triggering for you in any way! ALWAYS ASK FOR CONSENT!
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My name is Tyler, I'm about 5'10 and lean. I was blessed with good metabolism, on top of my few visits to my college gym weekly, I have a great body. I've been described as a 'pretty boy' a lot. I've had huge success in the dating pool, mostly women, some dudes as well. I've got a clean neck-length shag of brown hair and green eyes. I was clean and hairless all over, which got me a lot of criticism but boy did it get me laid.
My fun in college didn't end for a while, but finally, at 23, I'd graduated and was set up with a fantastic opportunity in finance. I was from Sacramento but was invited down to LA for an internship at a fairly small, but successful, finance company. They were putting me on their team and said I had huge potential! I was even going to get set up with my own apartment!
With graduation months behind me, and a fresh start ahead, I packed my things into my car, said bye to my friends and family, then set off down the long road. When I arrived in LA I was in awe, I'd come from a poor family and had never really left the city much, except for Disneyland. I had finally made it.
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About two months went by, I had settled into the new place really well, and was a pro at my job. The boss even said that I was about to get hired full time with salary and benefits. I was going to get more money than even my parents were making! I made fast friends with my coworkers as well.
One night, when they got comfortable enough they invited me out to a local dive just outside of a university neighborhood. The bar was called The Spruced Oak, a rustic and barrel themed bar, very 'lumberjack'. The bar was lit up with people fresh off of work, middle-aged men and women, and a regular university crowd. The bar was overpriced to push back against too many frats from entering, it didn't stop the overprivileged university kids from coming though, especially with these insane happy hour deals they had. It was hard to hear though, it was so loud.
We took a seat at our booth and immediately ordered drinks for the table. Beers all around, as I shared my most recent exploits in college, cracking up my coworkers. Telling them about the time I put away 20 beers despite being a lightweight and not puking once... until I got to my class lecture the next day.
My elder coworker told me to go up and get them some more beer. I got the bartender's attention and ordered for my table. As I leaned against the bar scrolling my phone, I heard a seductive tone beside me.
"Well helllooooo~"
I looked over to see a woman who I was not at all attracted to, her smile wide and her eyes looking me up and down. She was roughly in her mid to late 40s, possibly early 50s, and was clearly showing her age. Shorter than me, about 5'5 or 5'6.
The woman was stocky, a mom body with a wide set of hips and wide set of breasts that were perked up by her purple bra, some of the aged fat spilling over. She had black hair in a karen-style bob. Her skin was tanned from exposure to the LA sun, clearly made a habit of tanning, but creating a lot of freckles spotting her skin. Her face had intense laugh lines, making her cheeks puff a bit, and her nose was on the larger side, clearly bulbing a little from her apparent age. She was wearing a black shirt that exposed her wide cleavage, and white pants that clamped to her figure. She was not what I would call curvy, but bordering on it, as if she was earlier in life.
I gave a polite smile and silently went back to my phone.
"You come here often sweetie?"
She wasn't getting the hint.
"Uh... no not really." I was blunt and didn't look up from my phone.
"What's that?"
"I said not really!" I looked up at her, her ear turned towards me.
"Well I'm sure glad you came tonight then! You come here with your friends?"
Good lord get those beers please, get me away from this woman!
"Yep! Just waiting on those beers!"
"Are you even old enough to drink honey?"
"Yup!" I said, full condescension in my voice.
"Well I'm gonna need to see some ID..."
She reached across and yanked my wallet away from my side of the table.
"Hey! Give that back!"
I was truly annoyed, my phone down now. She pulled her arm behind her, forcing me to get closer to her. Every time I tried going around her or reaching past her, she'd move her face in the path of mine, teasing me. Making me collide with her bosom a few times. I pulled away revolted.
She opened the wallet, looking at my ID. Taunting me.
"Your name's Tyler? Oh my goodness so young!"
I heard cackling in the corner to see my friends laughing at the situation I was in. I was bright red in the face. She tried to toy with me more, baiting me with the wallet. I gave her a look. She scoffed.
"You're no fun! Your generation is always so sensitive about everything!"
"I'm not sensitive, I'm just pissed, give me back my wallet!"
"UGH! Fine! You could at least play along!"
"With what?"
"You've never been flirted with clearly."
She tossed my wallet back to me. I was now bright red.
"Don't be so embarrassed honey!..."
She put a hand on the small of my back making me lurch as she caressed it in a slow circle with her fingertips. I felt my muscles tense and electrify with adrenaline in my lower back, almost cringing. Get off of me!
"...I'm just having some fun with you is all... you like older women?"
I pulled her hand away, "No, not really my type, thank you."
"Really? You ever been with one?"
"No, don't plan on it tonight either."
"But we have so much more experience honey!"
"You a sugar mamma or something?"
She laughed outrageously, high pitched and annoying, causing people to look over.
"...I can be. Do you want one?"
"No I just didn't think you existed."
"No no, we exist. We're just picky. You should feel lucky!"
I don't know what came over me, but I wanted to play along, tease her back now for humiliating me earlier. I was gonna lead her on, and dump her ass alone in this bar.
"So you like younger guys then?"
She leaned in closer, hand on my thigh, squeezing me slightly.
"I LOVE younger guys."
"Too bad I'm not into older women then."
"That can change."
I chuckled, "Maybe it will, who knows?"