Jamaica Vacation: Challenged by a MILF [MF]

Let’s just say 2021 has taken a huge toll on most of us. Thinking about simpler times these days seem like a lifetime ago.

My story begins ironically at the end of my last job. They decided to let me go around October of 2020- which at the time was a bit of an annoyance, however I hated the job and managed to save enough money where I could take a little break from working despite the set back.

I debated where I wanted to go for a while, but after countless weeks of debating- I decided on Jamaica 🇯🇲. Obviously I don’t need a multitude of reasons to wanna visit Jamaica, however at the time I was a big fan of Bob Marley and weed so it made sense. Plus it wasn’t that pricey.

I ended up on an all inclusive resort among a bunch of people from the states. Safe to say it was a social environment, everyone is the nicest their gonna be on vacation.

One afternoon shortly after breakfast I’m sitting on the swim bar minding my business and someone’s mother decides to make small talk with me.

Now following a couple minutes of introductions and playful banter, Barbra (we will call her) decides to make a joke about my age, basically saying I had no business drinking because I was still a baby.

“Shouldn’t you be on the other side, with the kids… away from the liquor little boy?“

I couldn’t help but laugh.

“I am old enough to drink, old enough to make my own decision amongst other things.”

I responded confidently.

She immediately calls my bluff.

“You all talk little boy, you wouldn’t know what to do with it if I gave it to you.”

She snickers with a devilish grin on her face.

At first I almost choked on my drink when I actually processed what she actually said. I knew I had to play this right.

I say the wrong thing and she’s gonna laugh in my face and swim off into the distance.

I didn’t react.

“I’m more than capable- if your chatting that’s one thing but if you want me to prove it. I’ll come to your room and show you my perspective on things.”

I was trying to play it off.

“624”

She didn’t say anything else.

Almost immediately she disappeared and when I looked where she was sitting at the bar I saw a key.

Calmly, I grabbed the key and made my way out of the pool. I grabbed a towel and dried up a bit before I hit the elevator and almost broke the 6th floor button.

As I made my way to her door, I couldn’t help but feel this animalistic urge to run thru the door and rip her clothes off and pound her insides.

However I didn’t wanna jump the clutch and last 30 seconds. We both spoke a healthy amount of shit, I didn’t wanna be the one that didn’t live up to the hype.

I knocked once to announce my presence. She told me to come on in, I opened the door and she was laying in her bed drink in hand once again face painted with that devilish grin.

The look in her eyes alone made my wanna eat her pussy till her toes curled.

I didn’t say much, just politely greeted her before I made my way to her face.

As we kissed, I could taste the liquor on her breath which almost intoxicated me compounded with lust that was in the air.

With each kiss she tasted better and better, which fanned the flame of animalistic nature I mentioned before.

I began softly sucking on her tongue and lips while I lightly choked her. I began slowly taking control of the situation.

I made my way from her lips down to her neck to her full breasts all The way down to her tight pretty clit.

I was so enraged with lust that by the time I got to her Clit it was a complete haze. I ate her with such passion and ferocity that by the time she came, she was damn near in a puddle.

As she was cumming she gripped the back of my head as she very colorfully explained that I found the necessary spot. As she came I held her legs in place so even though she was squirming she couldn’t get loose.

At the tail end of her orgasm she was cursing at not only me but the wind.

After I was done torturing her, I discreetly positioned myself behind her. It was so hot to see this grown woman melted into her bed.

My dick was throbbing at this point.

Positioned behind her the minute I got close to her clit I worked my way inside her. Her walls as wet as they were, fighting me the whole time.

I could feel her squeezing me as I worked my way in and out before I fully made my way inside her.

As I fully stroked her inside, I softly gripped on her neck and began pounding here. Each stroke was more intense than the last one.

By the time I got into a fully rhythm, she was reaching to push me off as she began cumming and convulsing simultaneously.

Not too long after that, she began demanding that I fill her up.

Now this chess moved was what really made me weak.

She was begging as I stuffed her.

To make matters worse, she was rubbing her clit and telling me how much she needed to be stuffed.

About 2 minutes into her groveling, I thrusted one last time before I gripped her hips and held her in-place as I let go and gave her what she apparently needed.

Immediately, I was drained. I knew if I didn’t get myself together in the moment I would’ve passed out in her bed.

I took 5 minutes before I gathers my things and my thought and thanked her for the hospitality.

Before I stepped thru the front door, I looked back one last time with a devilish grin.

“Told ya so.”

Source: reddit.com/r/gonewildstories/comments/oum4cl/jamaica_vacation_challenged_by_a_milf_mf