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A Night in New York: The Unexpected Encounter : Sex Stories | Captivating Erotic Stories - Intimate Content for Women
A Night in New York: The Unexpected Encounter :

A Night in New York: The Unexpected Encounter


5 mins read

The type is, the other person ♂ around 24, younger brother type

with a cute face that stirs maternal instincts,

and when I tried to play the role of a wonderful older sister,

a young man named Alex took the bait, lol.

The young man Alex who took the bait

said, "I have various things I want to consult about, please listen,"

which was cute.

Alright, alright, the older sister will listen to your consultations or whatever.

But under the pretense of a drinking meetup,

we didn't exchange specs or photos,

and decided on a one-on-one meetup about ten days later.

I thought I'd observe him from a distance for a change,

but the meeting place was too crowded, so it was impossible.

We honestly emailed each other our outfits and searched normally.

I was a bit worried because the outfit I heard sounded a bit tacky,

but the person who showed up was a very normal, not tacky,

nor stylish, college student-like young man.

From here on, let's call him Alex.

Height is on the shorter side (165 cm, 52 kg), totally within the edible range.

It's just a drinking meetup, though!

He said he doesn't know New York at all,

so I casually took him to a private room izakaya.

Living in the city and not knowing New York,

what kind of boring life is that!

As a starting point, I decided to listen to his consultations,

but Alex seemed to be worried about job changes, and it was all about work.

It's a different field, so honestly, I couldn't give any advice,

but I tried my best to talk a lot.

It started to feel like I was drinking with a subordinate,

but I seemed to have said something good by chance, and he thanked me,

saying, "You really feel like a life senior!

I'm glad I came today!"

Hey, me! This won't do! It won't get into an erotic mood like this!

Alex is very serious, seems like a good kid who studies well.

It's different from what I'm used to, and it's hard to handle.

We don't have any common topics,

and once the consultations are over, there's nothing to talk about.

He's not the type to talk about erotic stuff, so it's very troubling.

So we just kept eating and drinking and bar-hopping.

Alex had a herbivore boy vibe that made me wonder if he might be a virgin,

but he said he had a girlfriend in college, so he seems to have some experience.

He was saying lukewarm things like "I have to catch the last train by 11 because my house is far,"

but when I, the drunk older sister, insisted, "It's fine, tomorrow's a day off, stay with me until morning!"

he agreed.

"Then let's buy some drinks and drink at the hotel,"

I casually decided on sex.

Alex didn't resist, so it was consensual.

I dragged him at great speed to the love hotel district in Kabukicho,

and checked into a hotel called ORION.

Luckily, there was a vacancy.

It seems that after 1 a.m., when the nearby host clubs close,

the love hotels around here fill up quickly.

At this point, I was quite drunk.

I'm not that strong to begin with, but I drank too much at a high pace.

I quickly filled the bath, quickly got in alone,

and for some reason, drained the water and got out.

So Alex only took a shower.

He said it was cold.

Then, in the love hotel gown (the ones here are made of thick towel material and feel nice),

I collapsed onto the bed, and Alex silently came next to me and kissed me.

He's not very good, but I'm drunk too, so I don't really care.

Anyway, the obligatory fellatio.

It's about 14 cm, slender but with a high ridge and very hard.

Alright! I put on a condom for him,

and I think I straddled him and moved my hips.

I don't remember this part very well...

I was really drunk, my bad.

But I noticed when he touched my clit.

This guy hasn't cut his nails! Unacceptable.

"Your nails hurt!"

I grabbed his hand and made him stop immediately.

"Lick instead,"

and when I made him go down on me,

he licked my anus too without me saying anything, so I forgave him.

When he thrust in missionary position, it hit deep

and felt good, so I made a lot of noise, and he asked, "Does it hurt?"

with a worried look.

There's no way it hurts with that size.

When I said, "It feels good,"

he happily said, "Rena, you're naughty."

When I said, "Put it in from behind,"

he happily said, "Rena, you're naughty."

Come on, you say something naughty too.

But it was impressive how he kept stroking my head with a smile the whole time.

Maybe it's healing sex.

We did it for about 30 minutes after insertion,

I came, but Alex didn't seem to be able to come, maybe because he drank alcohol.

I'm all for delayed ejaculation,

but I got really sleepy and stopped around 3:30 a.m. and went to sleep.

Around 7 a.m., Alex, who woke up first, kissed me and licked my breasts,

and we started the morning session while I was half asleep.

Morning sex after coming the night before is really good!

The cervix is lowered and ready, hitting all the right spots.

Again, Alex asked, "Does it hurt?"

My vagina isn't that weak.

Feel free to thrust.

When I asked, "Did you put on a condom?" he had it on properly.

Actually, it was the condom from last night still on.

It didn't go soft even while sleeping.

Being young is great.

This morning too, he was quite a delayed ejaculation guy,

but with a steady rhythm and very hard, he thrust for a long time,

and I was satisfied.

I was quite sleepy, so I didn't do cowgirl, just missionary, and that was enough.

I got a serious email saying, "I'm sorry for making you sleep-deprived."

Oh, I haven't replied.

Men should keep their nails short!

Also, it's good to have enough money to split the hotel bill if possible.

I think it's necessary for a man to be prepared for "just in case" in any situation.



Specializes in intimate, evocative storytelling. Finds joy in nature walks and stargazing. Lives in a minimalist countryside retreat, where simplicity fuels creativity.

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