Helping my senior lose her virginity through anal sex and ejaculation

I have a very close female senior. Because she's a good student, I often consult her about "study"
problems. She's of average appearance, but with a little makeup, she's quite pretty—a moderately attractive woman.
Recently, it's midterm exam week at our school, and I often see her studying in the library. However, she
always looks worried, probably because the exams are approaching, and everyone's in a bad mood.

I've always cared about her, and we talk about everything. This day, to find out what was wrong, I went to
the library to study with her. I asked her with concern, "What's wrong? I've noticed you
often have a sour face lately."

She hesitated, unsure whether to say it or not, and finally managed to say, "I haven't had sex
for several days ." "What?!??? Oh my god!"

I exaggerated my expression and raised my voice, but the other students studying in the library
weren't in the same mood and all stared at me. I had to restrain myself. I couldn't bear to see her like this anymore.
She was taken to the toilet, and I kindly accompanied her, waiting outside the women's restroom. Twenty minutes later,
she came out shaking her head and sighing.

After noon, she really couldn't concentrate on her studies, and I was worried about her, thinking she was just too stressed
, which caused her constipation. So I decided to invite her to my dorm to watch a movie, and she agreed.
When we got to the dorm, we watched the movie together. Since I had seen it several times
, I mostly watched the senior.

Later, the senior got tired and leaned on my shoulder. Actually, she wasn't really in the mood for watching the movie. I smelled her
hair, and my heart almost jumped out of my chest. Looking at her so closely, I realized she was
even more beautiful than I had imagined. Plus, she was wearing a pink tank top and a bright red mini
plaid skirt, which not only gave me a glimpse of her C-cup but also her long, beautiful legs. At that moment, my
little brother suddenly got an erection.

I mustered my courage and secretly hugged her, noticing her model-like waist
. I couldn't help but linger a little longer on her waist. Although I felt that this action was taking advantage of her vulnerability,
shameful, and ungentlemanly, I'm only human. Under such strong attraction and temptation, I think
most men would be just as unable to resist.

I took a deep breath, forcing myself to control my emotions, turned off the TV, and
carried my bed, wanting her to sleep peacefully, and covered her with a blanket.

Looking at her sleeping face, I found her more and more alluring, so I leaned in closer. Unexpectedly,
her eyes suddenly opened, startling me. I was caught off guard, and my lips accidentally touched
hers .

My first instinct was to pull away immediately, and I said apologetically, "I'm sorry! Senior! I didn't mean to
." She just stared at me blankly, without saying anything. Then she bent her left leg, and the triangle formed by her
mini- skirt and legs was dazzling to the eye, making me unable to resist taking a few more
glances. Suddenly, the senior student asked shyly, "Junior...it's okay, but could you help me out
?" I froze, completely bewildered. Then, her hands wrapped around my back; she actually
wanted me to keep her company.

I understood her helplessness these past few days; after all, she hadn't had sex for so long, and her
anxiety . I wanted to use all my strength to caress her, my hands boldly roaming over her body. She didn't
refuse; instead, she breathed heavily in my ear.

My penis was already rock hard, and I had planned to let her fall asleep peacefully before
rinsing my glans with cold water in the bathroom, but she unexpectedly pulled me along, and naturally, I couldn't
refuse.

She had always taken good care of me, like an older sister. She had long, flowing hair,
a well- , and while her face wasn't particularly striking, she was still quite attractive. Today, her outfit—a short skirt revealing
her long, flawless legs—was particularly appealing. I used my left hand to support her head, making her
kiss more secure, while my right hand slowly moved to her soft, supple left breast, kneading it. My left chest
gradually pressed against her body, getting closer to her right breast, but I didn't lie on top of
her. I found a gap on the single bed, leaning against it. I could vaguely see her shoulders,
though she was wearing a red jacket over her skirt. Without hesitation, I
took it off, exposing most of her skin above her chest, a feast for the eyes.

After kissing her lips, I remained greedy, my kisses searching down her neck and shoulders, eventually reaching her
alluring cleavage. I slipped my tongue into her alluring cleavage, then quickly withdrew it.

The next second, my right hand was inside her shirt, past her bra, and I grasped
her full breasts. At that moment, my senior's eyes closed in pleasure, and she let out a muffled groan, "
Gently! Junior, too hard." I then lightened my grip, and my left hand joined
the fray , mimicking her right breast and making circular motions. Then my lips followed suit, pressing
against her breast and sucking hard, gently biting it with my teeth, my tongue lightly touching her nipple. She could n't help
but moan again.

I knew she was feeling good, and a strange sense of accomplishment washed over me.
To further satisfy her, my right hand slowly moved down, slipping into her long-desired triangle, my middle finger
plunging through the center, aiming straight for her honeypot. When my fingertip touched her panties, I
pressed against her vaginal opening through the thin fabric.

Her eyes snapped open in alarm. She sat up and saw my fingers under her skirt. She gasped
, "Phew! Junior, why are you so proactive?!" "Senior!? You don't like it?!"
"I don't dislike it! But you can only use your hands! You can't use any other part of your body, especially
your excited little brother!"

As soon as she finished speaking, she flicked my penis hard. I
cried out in , "Okay!!! Senior gave the order, so I'll obey!" Seeing that I readily
agreed to her request, she lay back down with peace of mind, and soon continued
to moan comfortably with her eyes closed.

My fingers traced restless circles around her vulva, and I parted her panties with my hand, revealing
her vaginal opening, already overflowing with moisture, completely soaked. It seemed my caresses
had aroused her immensely.

I inserted my middle finger directly into her vaginal flesh, deeply feeling the slippery fluid
gushing from deep within. Driven by her warm body, I pushed my finger further inside
. When my fingertip clearly felt resistance against something thin, she arched her body, her hand following
, and cried out in pain, "Junior! Stop! It hurts!" Her left hand grabbed my
right hand, the culprit in the act.

I knew it was her hymen. The fact that she was still a virgin
only intensified my attraction to her body, filling me with a strong desire to possess her. I quickly apologized to my senior
, "I'm sorry! Senior, I didn't know you hadn't had sex yet..." My senior blushed shyly, not wanting me
to continue. "It's okay, junior! Don't put your finger too far in, just
outside is fine."

I promised my senior, and then I rubbed her vulva more carefully, and the movements became
slower. My senior wasn't quite at ease, and her eyes were always on my hand, afraid that I would overstep the mark. I replied while I was
working , "Senior, is this okay???" "Yes!" "Senior! Don't worry! I know
roughly where my finger goes in, just relax, leave this to me, don't be too nervous." "Okay! Then
! Junior, thank you, you really make my body feel much more comfortable."

I smiled and replied to her, "No, no! Senior! Lie down quickly, let me help you, don't think about
anything ." "Okay!" Just like that, I gently pushed her back to the bed and let her lie flat,
and after watching her close her eyes again, I continued to serve her.

The most painful thing at this moment was my little brother lying between my legs. Seeing my senior lying so sexy
in front of , and all I could do was use my fingers on her, it was incredibly frustrating.

I'd long wanted to thrust my penis into her, but she'd made it clear
she wouldn't allow my penis to enter her vagina. What was I going to do? But deep down, I really wanted to have sex with her…
Looking at her with her eyes closed, moaning incessantly, this was a once-in-a-lifetime opportunity. If I missed this chance, I
'd never have another chance to penetrate her.

Suddenly, I became naive, thinking that if I secretly penetrated her, she probably wouldn't know! So I made
a decision: I'd just go for it. My feet, which had been on the floor, gently landed on the bed, and my body slowly moved to
the front of her vagina.

The slight vibration from the movement alerted my senior, who opened her eyes and saw me
kneeling directly in front of her vagina. She reacted quickly, covering her genitals with her hands and
squeezing her legs together to hide her beautiful white lace panties. Her eyes were filled with shyness as she asked, "Junior
!?? What are you doing?!" She looked like a queen watching her subordinate, afraid I might do something wrong.
Seeing her defensiveness, I suddenly felt guilty, afraid she would know I had designs on her.

But for the sake of my little brother's release inside her vagina later, I forced myself to say
, "Senior! I just wanted to change positions, and my right hand is a little sore, so I wanted to use my left hand to help you.
" "Oh! Is that so!" She didn't suspect anything, and her guard relaxed slightly, her tense muscles
slowly relaxing, though her eyes remained fixed on my movements.

Under her watchful eye, I slowly and gently moved closer to her arched left leg, slowly
spreading her legs apart. The tension in her inner thighs gradually weakened, and her alluring private parts opened
again . I breathed a sigh of relief. Following her instructions, I gently slipped my left hand into her vaginal opening
. She felt another wave of tingling pleasure as her legs were stretched open, and she closed her eyes comfortably, continuing to moan.

Suddenly, I felt grateful to God for giving me another chance. If she discovered my
intentions , wouldn't all my efforts be in vain?

To prevent any mishaps, I had to be quick and discreet when inserting my penis into her. Otherwise, if
she hesitated or didn't want to continue, everything would be over. There was no time for hesitation
.

So, with my right hand, I pulled down my senior's short skirt to cover my genitals, which were now harboring ulterior motives. Meanwhile
, my left hand continued to rhythmically and slowly insert and withdraw my
fingers from her vagina. My right hand had already gently unzipped my pants, and my erection, straining against my underwear, sprang out—it had been engorged for too long
and was finally getting its chance to be released.

I pulled my
penis closer to the entrance of my senior's vagina. I knew that inserting it into
her vagina without her noticing would be difficult; I had to find a way to make my penis replace my fingers as much as possible.

So, as I withdrew my middle finger, I swiftly moved it closer
and briefly used it to spread open her vaginal opening, allowing the glans to enter quickly and smoothly
. Once the glans successfully opened her vagina, my penis swiftly slid into her warm vagina. My
first experience of penetrating my senior's vagina was finally complete.

My glans immediately felt the warmth of my senior's body and the constant flow of her love juices. Since she was in the room, I could
feel the intense pleasure of being tightly compressed by her vaginal walls. Even before penetration, I was already almost at my climax.

I wanted to push further in, but her vagina was narrower than I imagined, making it impossible
to penetrate . Only the glans fully entered, the rest left outside to cool off. After all
, her vagina wasn't fully open at that moment, it was semi-closed. Although her left leg was bent, her right leg
remained straight and flat on the bed, her triangle area still not fully open, barely allowing
my glans to enter.

Perhaps because we had stopped thrusting for too long, my senior noticed something was wrong and opened her eyes again, asking,
"Junior, what happened? Why did you stop? Are you too tired?!" She then tried to
get up . I reacted quickly, using my right hand to block her body, to prevent her from actually getting up and seeing my penis
inside her.

I kept my left hand under her skirt, pretending to be inside. Hidden under her skirt, she
didn't notice anything amiss at first. I quickly replied, "Senior! It's okay, I just wanted to change the rhythm.
Maintaining the same rhythm all the time seems too boring, not very exciting. I was afraid you'd get tired of it."

She laughed happily. "Oh! I didn't realize it until you said it. It really is getting a little boring. Well, I
'll have to look forward to it then." I replied with a smile, "Yes! Don't worry, Senior, I definitely won't let
you down."

So I secretly slipped my glans in a little more, then quickly pulled it out, found the rhythm,
and put it back in, then pulled it out again. This time, she definitely felt a different sensation than before. When I
penetrated her she clearly felt a more throbbing pain than before. Perhaps my change in rhythm gave her
a different kind of novelty, but she didn't suspect anything, just looked at me with amusement.

I only inserted the head of my penis and withdrew it rhythmically. I was afraid of penetrating too deeply,
which would make my senior notice and break her hymen. To reassure her, I continued to suppress my sexual urges
and tried my best to cooperate with her. After a while, my senior realized there was nothing wrong, closed her eyes again, and
relaxed her body once more.

Watching my senior reassure me and surrender her body to me, I also breathed a sigh of relief. In the limited
space, my movements were also restricted, so I couldn't fully exert myself and could only make limited thrusting
.

My senior naturally couldn't understand my pain at that moment. She lay comfortably on the bed, enjoying my sexual
service to her. My glans was constantly secreting fluids inside her warm vagina, and with my senior's love juices
constantly flowing from her vaginal opening, I became even more itchy and unbearable.

When I could no longer bear it, I stopped thrusting into my senior. My glans
remained inside her vagina, my right hand gently gripping her thigh and moving it outwards, using my body
to brace her legs and prevent her from involuntarily pulling back inwards.

This finally gave me some space, and my senior didn't realize I was trying so hard to open her
vaginal opening. As my body slowly moved forward, my penis penetrating a little deeper, I forced myself
to stop. Although I wanted to break her hymen at that moment, I wasn't in the optimal position yet;
the current thrusting was a crooked entry, not ideally positioned.

Seeing my senior's right leg lying flat on the bed was a real obstacle, so I asked
her , "Senior! Is it comfortable?!" She lay flat on the bed, opened her eyes, and replied, "Hmm! It's okay
!...Why did you stop?" I replied, "Senior! Can you spread your legs a little wider? It
'll be easier for me that way." "Oh!" As soon as she finished speaking, she actually lifted her right leg and moved to make room
, but then her hands suddenly moved, and I started to worry again. Fortunately, her hands simply
rested between her hips and spread her legs apart.

It seems that my senior really likes the way I'm touching her vagina. At this moment, I
clearly decrease, and my body finally had a lot of space between her legs. I took the opportunity to press my knees against her buttocks, and my body was now facing her, making eye contact
with her . Suddenly, my senior noticed me directly in front of her and became suspicious again. She tried to get up to see what was going on, but I stopped her with my right hand, saying, "Wait! Senior! Don't get up, stay in this position." "Okay!" My senior had no choice but to lie back down. I smoothed her skirt down to my abdomen with my right hand, while my left hand remained under , holding my penis and controlling the depth of thrusting. I leaned forward, my head already between her breasts, sucking again. This was partly to lower my senior's guard, and partly to block her view with my head for added security. Seeing how attentive I was to her, my senior finally closed her eyes with peace of mind. My penis was already throbbing inside her vagina, and I began to thrust shallowly near her vaginal opening, gradually increasing the speed . My senior's moans grew more and more rapid. As I pressed my chest against my senior's soft breasts, my head tilted back to the right of hers, and I lightly licked her left ear with my tongue, teasing her. She seemed uncomfortable, constantly trying to turn her head away , but I persisted. Finally, she yielded, laughing, "Don't do that! Junior... oh... it tickles!" Seeing her close her eyes, a slight smile playing on her lips, I knew she had completely let her guard down . My penis was already poised between her legs, ready to penetrate her vagina and break her hymen. When I noticed her breathing becoming increasingly rapid, her moans growing louder, and her hands, which had been resting on her hips, now intertwined on my back, I knew her climax was imminent . I could clearly feel her wetness flowing towards me. Seeing the time was ripe, I decided that if I didn't penetrate her now, it would be difficult to reach the peak once her climax was over. So I reached my right hand behind her, wrapping it around her buttocks, and my left hand between our waists, pressing down on her crotch with my palm, aiming my penis. Once I was ready, I continued to gently thrust the head of my penis into her vagina, waiting for her to climax. Suddenly, her hands gripped my back tightly, her legs clamped inwards around my waist, and her whole body arched. I knew her climax was imminent. Following the arch of her waist, I pushed upwards with , steadied myself with my left, and quickly reached behind her to embrace her back. I thrust my hips downwards, my penis plunging rapidly into her hymen . My entire penis slid straight into her vagina, all the way to the base, inside her tight vaginal walls. I wanted to thrust quickly and immediately, but her orgasm caused her vagina to contract intensely and repeatedly, and her vaginal fluids kept gushing over my penis like waves of heat. I almost ejaculated inside her. Therefore, after my penis was fully inside her vagina, I remained still and didn't pull out.

I simply kept my penis inside her, letting her adjust to the warmth and moisture, enduring the pain. My senior was still immersed
in the pleasure of her recent orgasm, unaware that I had broken her virginity, which she had guarded for so many years.

After a while, seeing that she seemed still unsatisfied with her orgasm, I
slowly withdrew my penis and then put it back in, gradually increasing the speed of my thrusting.

Suddenly, my senior felt an indescribable swelling and pain in her lower body, which grew increasingly
intense, so painful that she couldn't open her eyes. Seeing my body writhing, she turned her head and
discovered that my penis was pounding something into her private parts. She cried out in surprise, "Junior!!!
What are you doing? Let me go! Get off my body!" Her legs struggled frantically, but
the more she struggled, the more intense the pain became.

I knew she had discovered my wrongdoing, and at this moment I no longer obeyed. I used both hands to control her constantly
twisting legs, forcefully spreading them apart. At this moment, I could clearly feel the opening at the tip of my penis.
With a powerful downward thrust of my hips, my penis penetrated even deeper. At this moment, the senior screamed in pain, "Ah!" Her hands,
which had been on my back, now gripped my shoulders, trying to push me away.

I was not surprised that she would resist, but she was really too weak. In addition, my penis
increased the speed and depth of its thrusting into her vagina, and she could only keep screaming, powerless to resist anymore
.

At this moment, the senior could only mercilessly accept that her vagina was being brutally penetrated by the junior, and her hymen
vanished in an instant. She cried helplessly in pain. "Junior... how could you
treat your senior like this? How have I treated you? How could you go back on your word like this? I really misjudged you
..."

Recalling how my senior had taken care of me during my freshman year, it felt incredibly cruel to treat her like this now
. However, her alluring body had made me lose my mind. All reason and sentiment were bullshit. All
I wanted now was to thrust into her vagina, to break her, to fuck her until I ejaculated
the semen I had been longing for into her uterus. I would have to owe her the favor for now.

Seeing that I hadn't stopped thrusting into her, and that she could feel the force of my penis
hitting her vagina, she simply let go of her hands, lying helplessly on my bed,
turning her head to the side and no longer looking at me.

I knew she had given up all resistance and could only let me relentlessly attack her vagina
. I moved away from her ample breasts, stood up, and held her waist as I thrust into her, continuing
to pump .

During the thrusting, I saw red liquid continuously flowing from her vaginal opening. I knew it was
her virgin blood mixed with her vaginal fluid, and my white sheets were already stained with a thick layer of dark red
liquid , evidence of the relentless pounding of my penis on her vagina.

I pulled down her skirt, trying to cover the cruelty of my brutal thrusting. The alluring triangle formed by her long
thighs and short skirt only intensified my desire to thrust into her. I held her
waist with both hands, forcefully thrusting my penis into her virgin vagina, squeezing for five seconds before withdrawing
, then immediately thrusting in again, repeating the motion repeatedly, causing her to involuntarily cry out, "Ah!... Ah!...
Ah!... Ah!..." I found her cries adorable, so I thrust even harder, my movements becoming even
more brutal. She let me play with her body, and I enjoyed it immensely.

When I felt an intense urge to burst out at the tip of my penis, I stopped thrusting, pulled my senior's
legs together and pushed them forward, while my body leaned forward as well. My penis
felt my senior's vagina become even tighter, and in a moment of excitement, I accelerated and thrust wildly. Finally, I
braced my hands on either side of my senior, stood on my tiptoes, straightened my legs, leaned forward and then downward, and my penis went
straight down into my senior's vagina.

The senior student cried out in excruciating pain, "No...it hurts so much...junior...you can't...ah!...ah...
!...ah!..." I continued my frenzied thrusting, the entire bed shaking violently from the force of my impact
. Her cries grew shorter and shorter: "Ah...! Ah! Ah! Ah! Ah! Ah! Ah!
Ah! Ah! Ah!..." Finally, I felt an intense heat in my groin. After a deep thrust
, my body arched, pulling back, all my strength pouring into her vagina. Hot semen
gushed out, filling her vagina completely.

The senior student realized I had ejaculated inside her and shook her head weakly, saying, "You can't
do this ! Junior! How could you do this to me...sob..." Seeing her helpless tears, I knew I
had done something cruel to her. When I pulled out my penis, I saw white fluid continuously flowing from her vaginal opening
, flowing towards her anus.

Her legs weren't flat on the ground; they were still propped up. She continued
to cry after I pulled out, forgetting to protect her private parts. Unable to resist the intense temptation of her genitals, I used my index finger
to smear the semen and vaginal fluid remaining near her anus. My penis quickly hardened again
, and without hesitation, I attacked her anus.

She screamed again, "Ah..." She finally knew to resist, constantly shifting her waist and
buttocks to stop me from thrusting into her again. Unable to withstand her writhing, I had to
pull out, but I didn't give up. I firmly held her buttocks and made her turn her back to me.

Although her body resisted fiercely, her strength was ultimately no match for mine, and she was forced to turn her back to me.
I slapped her buttocks several times, and she cried out in pain, "Stop! Junior!
What do you want?!" I straddled her buttocks, flipped up her skirt, pulled up her panties, and
held her waist, making her kneel down with her incredibly alluring buttocks raised. I aimed my penis at her anus and
thrust it in directly.

The senior cried out excitedly, "Ah!...No..." I felt the pleasurable impact of my penis against her soft buttocks
and thrust at full speed. The senior's head felt the force of my thrusts against her buttocks. With
each , the senior cried out and cried out again.

Because her anus was quite tight, and the senior was very uncooperative, she tried her best to thrust forward with her legs, and she...
I was trying to escape, and before I knew it, my senior's buttocks sank down, and she lay flat on the bed. Before I was
ready, I quickly ejaculated again, my hot semen spraying all over her anus.

When I pulled out again, I finally let her go. She was so weak, lying on my bed,
sobbing uncontrollably. I gently stroked her beautiful long hair, trying to comfort her, saying, "Senior..." She
didn't , just silently crying. I knew now that she didn't want to talk to me anymore because I
had truly hurt her, and our friendship might be over.

Suddenly, she quickly got up and got off the bed, asking, "Where's the toilet?!" Seeing her
hurried expression, I pointed in the direction of the toilet. She found it following my directions and quickly went inside.

After what seemed like an eternity, she finally emerged from the bathroom. I noticed the worry that had lingered on her face for the past few days
had vanished. She excitedly told me she had finally relieved herself and hugged me tightly. I
congratulated her in her ear, seemingly having forgotten all the previous unpleasantness.

In that instant, I felt a sense of fulfillment; my hard work had finally paid off.

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