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An Unexpected Encounter with My Boss : Sex Stories | Captivating Erotic Stories - Intimate Content for Women
An Unexpected Encounter with My Boss :

An Unexpected Encounter with My Boss


3 mins read

I had an intimate encounter with my boss during a business trip

Please listen.
This time, I had an intimate encounter with my boss during a business trip...
It was incredibly... pleasurable.
I might get addicted to it...

I am a 23-year-old office lady.
During a business trip in early March, I had an intimate encounter with my boss (49 years old).
I regularly go on business trips with this boss, but this happened during our recent visit.
I might not be able to convey it well, but...

Since it was around the delivery date,
we had to go on a two-night, three-day business trip for the first time.
After successfully completing our work,
we decided to have dinner at an izakaya to celebrate the first day.
Relieved from the tension, I drank more than usual and felt a bit tipsy.
As the conversation turned personal, I was asked various questions.
"Do you have a boyfriend?" and "Isn't it lonely being in a long-distance relationship?"

My boyfriend and I are in a long-distance relationship (we can meet about once a month), and since I joined the company last year, I've been feeling lonely.
Recently, both of us have been busy, and we haven't been able to meet for almost two months.

After venting my frustrations, my boss put his arm around my shoulder in the elevator of the business hotel.
It was so sudden that I froze, and he lightly kissed my cheek.

He asked, "Do you mind?" but I instinctively replied, "No, not at all..."
and he led me to his room.

Once inside, we kissed while standing. He intertwined his tongue with mine...
In the dim light, he groped my chest and buttocks over my suit.
He is usually a very serious person, but at that moment, he was all man...
His touch was strangely sensual...

He pushed me onto the bed and took off my shirt and skirt.
He ran his tongue over my chest and back while unhooking my bra,
and grabbed my breasts roughly. He kneaded them aggressively...

It was very embarrassing, but the slightly forceful approach felt new,
and I couldn't help but let out a moan...

He hugged me from behind, feeling my skin and touching me intimately...
I could feel his hardness occasionally pressing against my buttocks and legs, sensing his excitement.
With loving caresses, I completely surrendered myself to him by this point...
He complimented my body, saying, "You're young, so your body line is sexy," which made me happy...

After making me feel good for a while, my boss also took off his underwear and got naked.
Honestly, I thought he was much older...
but when his manhood was revealed, my heart raced.
It felt like a very robust adult organ...
I stared at it, and he asked, "How is it?"
I couldn't help but say, "It's very big..."

After that exchange,
he held my legs and entered me.
There was no condom, so it was just like that...

He penetrated me repeatedly... over and over... until he was satisfied...
With only the light from the window... in the dim room... on the bed, repeatedly...
It was a blissful time...

Every time he penetrated deeply, I felt the "man" raging inside me...
I felt so fulfilled... he made me feel so much... I was unusually disheveled...
At that point, I was clinging to my boss with both hands and feet...

Then my boss's breathing became heavier...
He seemed to be at his limit, and finally, he released on my stomach.
After he ejaculated, a large amount of semen splattered up to my chest...

Since we had to get up early the next day, I returned to my room after a while...

I thought that as you get older, you can't have proper sex anymore...

But I was honestly surprised by my boss's vigor...



An explorer of intimate connections, weaving tales of deep human emotion. Passionate about dance and theater, lives in a vibrant urban loft.

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