My sexual encounter with an older woman

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My Sexual Encounters with an Older Woman

The older woman in this diary is a friend I met online. She's 30 years old and works in futures trading (I don't know much about it). She works from 4 PM to midnight

every day , and she says she follows international time (I don't know if it's London

or New York time).

July 7, 2001, Saturday, heavy rain. I woke up early this morning, unable to sleep, and wanted to

write down some trivial things from the past so I could have some clues to recall in the future.

April 22, 2001, was the day I went from being a virgin to not being a virgin. I really wanted to write down my

first sexual experience, but I never did because it wasn't as enjoyable as I had imagined.

I took a sleeper train to Guangzhou on the evening of April 21st and arrived on the morning of the 22nd. I met the older woman around noon

. Around noon, I arrived in Qifu, took a shower, went out for lunch, and returned around 1 PM. As soon as we got back

inside , my older sister turned on the TV and sat on the sofa. I sat on the edge of the sofa and said, "Sis, I want to kiss you."

She groaned and fell back onto the sofa. I pressed down on her and kissed her. As we kissed, my hands tentatively explored her

body. She didn't resist at all, so I touched her breasts, though only through her bra.

My sister, being a married woman, her tongue frantically entwined with mine, which felt wonderful.

I picked her up and carried her to the bedroom.

I unbuttoned her top, pretending I didn't know how to undo her bra, then took off her skirt and kissed her. At this

point, I was still dressed, and I was frantically trying to figure it out. By the time I clumsily managed to take off all my clothes

except for my underwear, my sister had already unhooked her bra. As I slowly pulled down my older sister's panties, she

pretended to say "No! No!" twice. I saw her lush pubic hair, and my heart immediately

raced . I spread her legs, revealing her most intimate parts. I'd seen many pornographic pictures,

but this was the first time I'd ever seen a real mature woman's genitals. I was momentarily at a loss. Her labia moved with

the movement of her thighs, which aroused me greatly, and my penis became incredibly hard. I wanted to penetrate her, but I

couldn't get it in; I was so clumsy and anxious. My older sister had her eyes closed. Later, I used my hands to spread her labia and thrust in forcefully

. Finally, it went in, but it hurt a lot.

Then I started thrusting in and out, and my older sister moaned loudly from time to time. I savored the sensation of sex,

but wasn't as exhilarating as I'd imagined.

We continued thrusting for about ten minutes until I couldn't hold back any longer, and I ejaculated. I lay

on top of my older sister. After a while, worried that being on top of her like this would make her uncomfortable, I said, "Sister,

I'm going to pull out." She hummed in agreement, and I pulled my still-erect penis out of her vagina.

Semen immediately flowed out, staining the blanket. My sister quickly grabbed some toilet paper to wipe it up,

saying , "Oh dear, the blanket is all dirty."

After we cleaned up the semen, my penis was still hard, never softening. I found it strange:

"Sister, look, my little brother is still so hard." My sister said, "You, always thinking about this." I said,

"Sister, I want to do it again." My sister didn't say anything, just positioned herself for me to penetrate.

And so, without rest, we did it twice in a row. The second time lasted especially long; I penetrated

for a long time before ejaculating. This time, when I pulled my penis out, the semen spilled onto the sheets again. We lay in bed,

checked our phones, and it was almost 4 PM. My older sister exclaimed, "How did it take so long?!" I was also surprised

; I hadn't expected to last so long. However, it was probably because my older sister's vagina wasn't very tight that it took me

so long.

That night, my older sister came home at midnight, and we started having sex at 12:30 AM. When we finished, I checked my phone; it

was 2:06 AM. My older sister exclaimed again, "Oh my god!" We had sex a total of three times that day.

(22nd)

The next morning, we woke up around 9 AM and then had sex. That evening, after my older sister came home, we had sex on the sofa in

the living room . My older sister even gave me oral sex for the first time; it felt very good and stimulating, and I couldn't help but shout.

This was the 23rd, and so far we've had sex a total of five times.

On the morning of the 24th, we made love again after waking up, but I felt very tired that night. I lay on top of my older sister and

couldn't do it. I wanted her to be on top and let her manipulate me, but she said, "If you're too tired, don't do it

. Just be comfortable. We can do it properly tomorrow, okay?" So I fell asleep while holding her full breasts.

The next morning (the 25th), we made love wildly. After showering, my older sister had to go to work,

and I had to leave too. She wanted to give me a bra, but I said no. She said, "But I want to give you one."

So, on the afternoon of April 25th, I returned with a bra that my older sister had given me.

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