[FM] Finally conquering my [25F] married teenage crush [30M]

Growing up in country South Australia, life got boring real quickly for a dorky teenage girl. I was academically gifted and had grown up in a conservative farming family. We had pretty strict rules about things like dating, boys, and I pretty much had a curfew at sundown. Being in a small town,I knew most of the boys, and they were boring. Sure, some of them were cute and potentially fuckable, but they were the ones trying to get their hands down every panties they came across. Us girls, we talk, you know.

All that changed when Jay (name changed) walked into my high school after the mid-year break. His chiseled jaws, pronounced Adam’s apple, and square shoulders made me quiver at my knees. I knew though, that I stood no chance. What would a drop-dead gorgeous senior see in a 13 year old who barely had any tits? It turned out, he was the son of the Anglo-Indian family who bought the farm down the road from where we lived.

They had moved up from the big smoke (Melbourne), and had a year and a half to go in his high school years. He hung out with the popular crowd, and was impossibly good at almost everything. He was the source of many of my late night fantasies and orgasms, and from the sounds of things – many girls in town as well.

Rumour had it that he was hung, and he pretty much slept through the town’s teenage heartthrobs. All that unfortunately ended when he left my town for Uni.

A decade later, I’m a bona fide slut by all accounts. I moved to Sydney and had my fair share of both cocks and pussies. Maybe a story for a later day.

Just before the pandemic hit, I was roaming a bar on a Friday night with a couple of my girlfriends when my eyes caught the sight of those chiseled jaws that looked ever so familiar. I had to do a double take, but it couldn’t be anyone else but Jay.

Here’s my chance, I thought.I walked up to him and asked “are you Jay by any chance?” It was indeed him. We exchanged small talks, and while I’m sure he didn’t remember me; my braless plunging neckline probably compelled him to entertain me.

He peeled away from his colleagues, and we talked in the corner of the bar over acouple of top shelf whisky.He was now a banker, married with two kids, and living the life in Sydney. He consistently fiddled with the ring on his finger, and I thought – fuck it.

If he was up for it, who am I to say no?Here’s my chance to relieve my teenage fantasies. It didn’t take much. A lingering finger on his hand, running my tongue across the top of my lips, all while maintaining eye contact. “Hotel next door?” I asked.

I glanced back and my girls were giving me the we know you’re going to get fucked good look.We hurriedly fumbled out of the bar and checked into a fairly fancy hotel. He wasted no time in peeling off my dress, roughly grabbing my tits as he continued to suck on my neck. I just had to feel him, and oh boy – those stories were true. Hung like a horse. I’d say a good 7 inch or so, with a girth that was almost like a can of red bull.

I remember his rough stubble on my crotch as he ate me out like there’s no tomorrow. Each long strokes of his tongue as it flicked my clit sent shudders up my spine. He was great with his fingers too, knowing exactly where to stroke my G-spot as he finger-fucked me. I must have cummed half a dozentimes in the thirty minutes that he spent down under. 

Then it was my turn. His big black cock was as gorgeous as I had imagined it to be. He was uncut, and his foreskin retracted as my lips pursed against it. My gag reflex was at its limits – and I could feel his cock rubbing past my tonsils. I quivered as he grabbed my hair roughly and continued to fuck my face like there’s no tomorrow. Tears ran down my face, and I’m sure that my mascara was ruined.

Without warning, he pushed me down on the bed and mounted me like the stud I had imagined him to be. I’ve seen my fair share of larger cocks, but this one was pretty special. Not only did he have the length, but the girth to go with it. He was also as hard as a rock.He continued pounding me, eliciting moans of pleasure from me. Fuck, he was that good.

Then came the hands around my throat. “is this okay?” he asked.Nothing sexier than a man who asks for permission. “whatever you want Jay” I whispered back.

His muscular hands gripped my neck, and I recall whimpering as I gasped for air. He was a machine and I could feel his cock like a piston rod pounding me. Gosh, it was intense. At some point, he flipped me over, and rode me doggy style. Not long after, I felt a finger grazing my wet pussy, and with four fingers at the top of my spinal cord, his thumb went into my ass. That sent me over the edge, and I had the most intense orgasm ever. That also triggered him, and I felt an intense warmth up my abdomen.

We collapsed into a heap, and it wasn’t long before his phone started ringing. “Shhh, that’s my wife” Jay said. “still with the boys babe, might be back late”While talking to his wife, he directed my head to his cock, which was already halfway recovered. I happily obliged and we ended up in a 69 before finishing on each other’s mouths.

He left me for the night and I had one of the best sleeps in my life in a hotel room overlooking the Sydney Harbour Bridge. That was the first time I’ve ever knowingly cheated on a married man, and while I felt a slight tinge of guilt, my fantasies definitely got the better of me. A few days later, an Insta request popped up. It was Jay. Of course, I accepted.

He had a perfectly curated life on the platform, two gorgeous boys and a hot model for a wife. That being said, he’s slid into my DMs on a number of occasions since then. While we’ve sexted, we didn’t get a chance to hook up again.

Covid was a game changer for many of us (no kidding), and it was no different for me. I ended up going back to my parents’ farm to manage the operations, and it looked like Jay moved to London with his family not long after the borders reopened.

Two weeks ago, Jay slid into my DM again. He’s headed to Adelaide next month on a business trip, and a steamy night awaits us. I’m pretty much soaked as I’m writing this.

Source: reddit.com/r/gonewildstories/comments/12ojjne/fm_finally_conquering_my_25f_married_teenage