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The five women I've slept with 

Five Women I've Slept With
Author: Unknown
Word Count: 5734
Foreword
I've always hesitated about whether to bring up these old stories of my own. It wasn't until I read
"Sex Stories in the Internet Age" by Yue Se Yi Jiu that I finally found the courage. In my student days, I stalked
female classmates, wrote lengthy love letters, sent 99 roses, and even had a crush on the school beauty. I was so innocently
naive back then. Yet, until graduating from university, I was still a virgin.
After transitioning from boy to man, I suddenly realized
how many women's bodies I could enter if I wanted to. My writing certainly isn't as delicate as Yue Se Yi Jiu's, so those expecting more might
be disappointed. Consider this just something to pass the time when you're bored. Although many stories seem
a bit unbelievable even to myself when I think back, I can guarantee 100% authenticity. Because they're so real,
I've had to obscure a lot of information. I'm a bit of a meticulous researcher myself, and I believe you'll understand
what I mean.
Number 1
I don't know how many boys lose their virginity to women of the night, but I'm certainly one of them
. Three years after I lost my virginity, a close junior colleague called me one night, saying
he'd just returned from a hotel where a part-time woman he met online had given him his first time. After recounting
his many memorable experiences, he said one sentence she said would be unforgettable: "
How come you've slept with another virgin? This is the eighth one this month..."
Ten years ago, a work partner and friend took me to his "old flame's" place. "
Old flame" didn't mean a romantic relationship; she was just
a prostitute he frequently visited for business. Before entering, I thought I was quite calm, but as soon as the door opened, my heart started pounding
. Her two-bedroom apartment was cozy, decorated to give guests a homey feeling, according to her
. She wore glasses, wasn't particularly beautiful, but had a great presence, completely different from what I'd imagined.
My friend introduced me as someone who was accompanying me, and she sat in the living room watching TV. She led me to
the master bedroom, closed the door, and said, "Take off your clothes." While I was still trying to figure out how to appear more
experienced, she had already stripped naked and stood in front of me, looking quite
attractive. I felt a slight tremor in my body, reached out and touched her breasts, saying something I'll
never forget: "I have no experience, please be kind to me." She smiled, led me into the bathroom, and
thoroughly washed every part of my body.
It wasn't until two years later, when I first entered a sauna, that I realized she was offering me the full sauna service
: roaming, ice and fire, dragon... I was basically dumbfounded, completely clueless about what to do. Finally, after she finished
her routine, she asked, "Want a condom?" I said, "Sure!" She helped me put on the condom
, then sat on top of me, inserted my penis into her vagina, and began to move.
Within the first thirty seconds, I felt like I was about to ejaculate. I thought to myself, "This is so embarrassing, I have to hold back
." And I actually managed to hold it in. But after that, my penis wouldn't cooperate. It kept going soft and hard.
She said, "How about this, you do it on top." I didn't know what to do, so I stupidly imitated what you see on pornographic videos
, thrusting a few times, and my penis went even softer.
She said we didn't need a condom anymore, she just ripped it off and used her hand to help me get hard. She tried to put it inside me
, but it went soft again after a while. After a few rounds of this, I got embarrassed and said, "
I'm probably too tired from my business trip today, let's do it another time!" My friend had told me the fee was
200 yuan per time. Before leaving, when I took out my money, I realized I didn't have a 100-yuan bill in my wallet, so I counted out
twenty 10-yuan bills for her.
That was my first time. My first experience left me with two aftereffects: a preference for the woman-on-top position
and difficulty ejaculating. Naturally, this brought sexual happiness to many who followed, but that's another story. A
little over a month later, I ran into her on the street. She threw ten yuan into an old beggar's bowl, and I saw
the beggar kowtow to her several times. I was certain she hadn't seen me. This was the second and last
time I saw her. I honestly can't remember what
Number
2 looked like; I have no recollection of where she was from. She
was introduced to me by the same friend from before. I only remember that her breasts were large and round.
I had sex with Number 2 twice, both times in my dorm room. Each time, after I finished, my friend would then have
sex with her. Based on that alone, I think my friend was actually quite nice, because he always let me have my way.
When I was in the room, my friend was in the living room; when he was in the room, I was in the living room, so it felt quite
normal.
Because I lost my virginity to Number 1, I felt like I suddenly matured. My first time with #2
was in the woman-on-top position. My penis performed admirably, lasting a few minutes before I ejaculated smoothly. The second
time, I felt I had mastered the technique and switched to the missionary position. When I ejaculated with great pleasure
, I felt incredibly masculine; I finally had control. I
also had a kissing experience with #2, which was quite enjoyable. I believe my friends, even if they haven't experienced it, have heard that
prostitutes dislike kissing clients. #2, my friend, and I even swam together in the sea. We
found a relatively secluded spot, and my friend was vigorously pursuing her in the water while I watched without participating,
feeling a little uneasy. Later, #2 asked me out a few times, hoping I would have sex with her alone, but I refused each
time. The last time, it seemed to end badly, and after that, #2 completely disappeared from my life.
I don't know if #2 said something to my friend, but my friend gradually distanced himself from me until we lost
contact…
#
3 is one of the women who has had the greatest impact on my life.
We met online, but the total time we spent chatting online didn't even exceed five minutes.
Back then, Sina still had local chat rooms. I remember that shortly after I greeted her, she said she was going offline to go swimming
. I said I was a pretty good swimmer, and asked if I wanted to go with her. She said she was going with a female friend
, and if I didn't mind, I was welcome to come. So we exchanged phone numbers and arranged a time and place to meet. We
naturally agreed to meet at a swimming pool. Although I had jokingly asked her online what she looked like, and she replied
that she was alright, I was still quite surprised when I saw her in person. She was beautiful, with a radiant complexion, bright eyes, and
excellent temperament—a typical beautiful young woman. Her friend didn't come; she only brought a little boy, whom she introduced as her
son. (I later learned that he was her son with her ex-husband; after the divorce, custody was awarded to him, but he
lived with her for a short time each year.)
After changing into her swimsuit, she asked me to help her store her bags and such, and I felt touched. After all, this
was our first meeting, and we basically knew nothing about each other. She
entrusted me with her phone, wallet, and everything else – such trust is rare. Later, I asked her why she trusted me so much on our first meeting
, and she said she's good at judging people and knew I was a good person. Haha!
In the sea, I was initially hesitant to get too close to her, so I just held her son and played with him.
Anyone who's swum in the sea knows there are waves, and when the wind is strong, the water level
fluctuates greatly. Wave after wave crashes in, making it difficult to maintain your balance. I felt quite excited when she grabbed my body
. I slowly tried to take her hand, and since she didn't refuse, I took advantage and
gently put my arm around her waist. We had a great time on our first outing, so naturally, I wanted to contact her again. But
two weeks passed, which was honestly quite agonizing.
Our second meeting was at a freshwater amusement park. Having had that unintentional physical contact before,
I was naturally more at ease this time. In the water, I tentatively touched her breasts. She was a little shy because
the amusement park was crowded, but she didn't resist much. I knew I had basically succeeded.
That night, I had dinner at her house. After dinner, while her son was watching TV in the living room and she was tidying her clothes in the bedroom
, I slipped in, gently closed the bedroom door, and hugged and kissed her. My hands went straight
inside her clothes and grabbed her proud breasts. Although she was a little caught off guard, she didn't resist much
. I whispered in her ear, "I want you." She said no, her son was there. Later, I had to
go home alone. I will always remember her dreamy eyes as she leaned against the door and saw me off.
With this foundation, I naturally thought about sleeping with her every day. But then she went on a business trip out of town, and I endured
more than a week of torment. Finally, she came back. That evening, I said, "Let's go to my dorm." She agreed
and came in with me. I pulled her straight to the bedside in the bedroom. I kissed and caressed her breasts. Then I
pressed her onto the bed, and she said her son was waiting for her to cook dinner at home. I said I didn't care, I wanted her. She then said she had her
period and wasn't clean yet. I said, "Take off your clothes, I'll just hug you." Then I took off
my own clothes, and hers too, leaving only her underwear, which she stubbornly refused to take off. I lay on top of her,
rubbing back and forth, and sucking her nipples with great pleasure.
My penis pressed against her body from time to time, hovering at the entrance of her vagina through her thin underwear. After a
while, she said, "I can't take it anymore, you should come in." I guided my penis into her body, and although her underwear was still
on, it didn't affect our physical pleasure at all. I thrust into her body desperately until
I heard her excitedly say, "I did it! I did it!" I brought her to orgasm. She lay on the bed, satisfied
, her face flushed and covered in fragrant sweat. I asked why I didn't want to go home, and she playfully scolded me, saying I was too naughty.
Seeing I hadn't ejaculated yet, she said she wanted to make me feel good. Then I began to experience her
oral skills, which no one had yet matched—it was incredibly pleasurable.
After the first time, there was a second, a third. The next six months were our honeymoon period; whenever
we had the chance, we made love. I stayed at her house for three nights, nominally as her friend, staying in her house
with my own room, but she would sneak over in the middle of the night to make love to me.
In the room next door, her parents stayed once, and her best friend stayed another time. Her moans were so loud
that I nervously covered her mouth; the feeling was incredibly stimulating.
We even made love once in my office. Even though it was the weekend,
people still occasionally walked through the office corridor, and I didn't know if my colleagues would suddenly decide to come in to get some
materials or something. In short, the excitement was extreme .
When I met her, I was 25, and she was 35. We both knew in our hearts that, according to worldly standards
, our relationship had no future. She even had a boyfriend at the time, supposedly tall,
rich, and much better off than me, but she still wanted to have sex with me. During our lovemaking, I overheard her
answering her boyfriend's phone call, saying she was busy out, so I playfully pushed her harder. Six months later, she suddenly
told me she was going back to work in the north. She only texted me after she left, saying she missed our
beautiful time together.
Five years later, I flew to her hometown in the north to visit her. While transferring at Shanghai Hongqiao Airport, I even
took a taxi to Nanjing Road to buy a bottle of J'adore perfume, her favorite fragrance. We spent three more
days together, and once again she kept it a secret from her family and her current boyfriend. It was this
woman who truly made my sexual skills improve dramatically; she was my sexual mentor. Afterwards, I experienced
countless women, but in terms of sexual understanding, no one could surpass her.
Number 3 had an IUD inserted, so we never needed to use condoms during sex,
which was completely uninhibited and a major reason why we both enjoyed ourselves so much. She was the first woman I could bring to orgasm three times in a row without ejaculating
; the sense of accomplishment was incredibly satisfying. Every time we finished and went down
the stairs, our legs were weak. I especially loved the feeling of my penis being warmly enveloped by her vaginal fluids
, and I particularly missed sitting on her large breasts, thrusting my penis into her mouth.
The camera panned to the point where she would occasionally pull a hair from my pubic area out of her mouth.
Age-wise, we belonged to two different generations. When I first met her, she was a successful
professional manager. Her income was always much higher than mine, but when we were together, she
never paid for anything. Even five years later, when I visited her in the north, she never thought to treat me to a meal. Whether it was going to
tourist attractions or buying souvenirs, I always paid for everything myself. I not only bought her Zhenwo perfume
but also bought her a beautiful outfit while we were there. I remember the only time she ever contributed financially to me
was on my 25th birthday; she gave me two pounds of peaches, saying they were longevity peaches. Although she didn't seem
like a stingy person at all, women's minds are truly hard to understand, and this question has always bothered me, though I've always been
too embarrassed to ask her.
Number
4 was an online friend; we chatted for about six months before meeting in person. We lived very close to each other, no more than
200 meters apart. Because we were familiar with each other, I often joked about visiting her.
At first, she always made excuses to refuse, but eventually, she couldn't resist me and said I wouldn't take her
. That's when I learned that she was overweight due to medication side effects; she was under 1.6 meters tall and weighed
130 pounds. I only weighed 125 pounds at the time, so I was genuinely surprised. Driven by curiosity, I
went to her house one time when she was alone. She was indeed quite overweight, round and chubby, but her face was actually quite cute
, and her eyes were big and bright.
She sat on the bed and asked me to sit on a chair. I ignored her and sat right next to her, embracing her
body and kissing her. She seemed a little panicked and asked if I was this direct with every girl. I stuck my tongue
in, preventing her from speaking further. Her mouth was actually quite small, and her breath was fresh, making the kiss very pleasant. I then
took off my own clothes, but when I tried to help her undress, she refused, insisting on doing it herself.
I believe anyone with similar experiences knows that having sex with an overweight person can be challenging. My
penis is standard, not particularly long, and facing her large, plump buttocks, I always felt I couldn't penetrate all the way in. Because
we weren't wearing a condom, I asked if I wanted to ejaculate inside her, but she said no, so I didn't. As compensation
, I asked her to give me oral sex. She initially refused, but after much persuasion, she finally agreed.
I imitated the way I made love with #3, straddling her and putting my penis in her mouth. She kept
her eyes tightly closed, her brows furrowed, and moved clumsily; her expression was truly adorable. We kept in touch for a while afterward
, but only online, and never met in person. We both habitually kept our QQ accounts invisible; if one of us wasn't
speaking, neither of us knew who was online. A few years later, she told me she was married. I asked her
if she had lost weight, and she said about the same. I also asked her how her sex life with her husband was, and she said it was alright.
#
5 was also an online friend. When I met her, she had just left her previous job and was feeling down. I tried
various ways to comfort her, and after chatting for over a week, I felt we were quite familiar with each other, so I arranged to meet her. She was
of average appearance and rather thin. We met in the park that evening. I slowly guided her to a relatively secluded
grassy area and sat down close to her. My hand immediately reached out, trying to put it around her waist. She resisted
, but didn't stand up or leave. I didn't say anything, and simply slipped my hand inside her clothes.
Despite her rather forceful struggle, I unhooked her bra and pinched her nipple. She immediately went
limp, collapsing into my arms, saying, "You look so refined, how can you be so lewd?"
I smiled and kissed her directly. She had a bit of bad breath, which made me slightly uncomfortable, but I couldn't just stop
halfway through, so I forced myself to finish the kiss. My hand moved from her breasts down; she was wearing jeans, and I unzipped
them. At first, she tried to protect me, but then, realizing it was futile, she gave up. When I
slipped my hand inside her panties, I found she was already soaking wet. I thought to myself, "Serves you right for pretending
."
I teased her until she was panting heavily. She said she wanted to go home, and I said okay, go home. I took a taxi and brought her
to my dorm. Maybe I was too eager; I dragged her to the bedroom, still dressed, and had her lie face down on the edge of the bed. I stood
on the floor, pulled her jeans and panties down to her knees, took out my penis, and thrust into her from behind. Her
vagina was so tight that I felt myself ejaculating after only a few rounds.
I couldn't just give up like that, so I decided to take a break. We both took off our clothes, climbed onto
the bed, and continued to caress and thrust until I finally ejaculated every last drop of my hot semen inside her. Because
we hadn't used a condom, I asked her after we finished if she wanted to buy emergency contraception. She said her period had just ended, it was safe, and
she didn't need it, so I didn't say anything more.
She stayed in my dorm that night instead of going home. The next day I had to go to work, and I left with her. In
the evening, she called to say she wanted to come to my place that night. I made an excuse, saying a good friend was coming
over to stay, so I couldn't. She was probably angry and didn't contact me for a while. Almost a month later
, I received a call from her saying she was pregnant and planning to have a medical abortion, asking me to send her some money. She gave me someone else
's account number, and I transferred the amount she asked for.
Two weeks later, she called again, saying she didn't have enough money and asked me to send more. I felt like I might have been
tricked, so I ignored her. She called me a few more times afterward, but I didn't answer.
That's how my relationship with #5 ended.

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