It was Friday night, around 1AM. I had been at a friend’s place for a Poker game, and it had just finished.
I was the only one who didn’t drink because that friend lives on the opposite side of my city to me, and public transport links between his apartment and my house are terrible, and taxi’s are a bit rarer than normal right now due to fuel costs, so I drove to make life easier on myself. I dropped a couple of guys home on the northside, then headed towards my home on the southside.
I got through the city center and I was sitting at a red light. A heavy stream of traffic was turning left onto the road in front of me, including several occupied taxis. There was a woman walking up the road, heading in the same direction I was, holding out her arm out to flag a passing taxi, with a look of disappointed resignation on her face.
She looked to be late 40s or early 50s. She was walking along slowly and awkwardly in a pair of stilettos. Pretty face framed by a short, blonde bob haircut. Quite chubby, with plenty of ass and tits squeezed into a dress at least two sizes too small for her. I’ll be honest, she did not look like a classy lady. I didn’t care. The angel on my shoulder told me to stop and offer her a hand. The devil on the other shoulder told me it might be worth my while. The light went green and I drove up, pulled in a little in front of her, rolled down the window and shouted “Hey, you alright? Where are you headed?”
She walked over, bent down to look in, “I’m trying to go to [area]”
It was a few kilometers past my house. “I’m going that way if you need a lift, hop in.”
She thanked me, opened the door and settled into the seat, and I took off. She started to fill me in on her ordeal.
“It’s unreal, I’ve been walking in heels for half an hour, couldn’t find a free taxi. I don’t know what I’d have done if you hadn’t stopped.”
“Were you out by yourself?”
“I was out for a bit of a girls night with a friend, but she went home with a guy she met. I didn’t meet any nice guys though”
“You met me, I’m nice.” I teased her.
She chuckled at that. “You’re not in my age range, love!”
“Am I too old for you?”
She rolled her eyes and asked “Amn’t I too old for you?”
“No” I responded lightly, grinning at her.
She grinned back and changed the subject.
We chatted idly about nothing in particular. I learned her name was Stella and that she was 53. A little older than I estimated.
I reached her apartment building and she directed me to park down a dark side street. I pulled in.
She undid her seatbelt, turned and smiled at me “Thanks for the lift. Do you want a proper thank you?”
“Uh, sure” I responded, confused by what she meant.
“Just relax and close your eyes”
I did as I was told. She undid my seatbelt, I let it retract, next thing I knew I felt her hand on my crotch. I opened my eyes suddenly, to see her grinning face staring at me. “Eyes closed” She reminded me. I closed them again, and felt her fingers unbuckle my belt and unzip my jeans. She pulled my now hard dick out of my pants, I lifted my ass off the seat to let her pull my jeans down properly, then I felt her lips tighten around my cock and start to slowly slide up and down the full length of my shaft.
“Oh fuck” I exclaimed as I opened my eyes to the sight of her head bobbing slowly up and down my length. I reached down to grab her generous ass, rubbing and squeezing it. I found the hem of her skirt and pulled it up, exposing her thong to my sight.
I kept my hand on her ass as she started to bob more and more quickly. Her lips felt incredible and I soon told her “I’m getting close.” She said nothing, just kept sucking and I soon emptied my balls into her throat.
She relaxed into the seat and swallowed while I straightened out my jeans and redid my belt.
“Thanks for the lift love” She helped herself to my phone on my dashboard and put her number into it. “Give me a call the next weekend you’re free if you want to hang out.”
“Why don’t I come up and return the favour now?”
“My husband wouldn’t like that.”
She left the car before I could process that.
Source: reddit.com/r/gonewildstories/comments/x1ohh4/mf_jackpot