After roaming here for a long while, decided to share my sexperiences. Well, I am no sex god, so it all started when I was a teen student, with all hormones raging during puberty.
Before I continue further, just a lil about my background. Growing up in an all-female environment, I have no brothers as siblings and my dad travelled overseas 90% of the time. That all-female vibe affected me, helped me to be closer with female schoolmates around me. Just somehow, I don’t know how, ended up with gals all the time. Be it project work, recess time, whatever it was; the gals just asked me to join them.
One Friday at 5pm, after lessons and done with CCAs (I was a boy scout), it was my turn to help clean up the scout den, along with a girl guide - Jane. Yes, my school girl guides and scouts had to share the den. Know Jane (not real name) for a long while, since day one in school and different class. We were like just Hi-Bye friends, nothing out of ordinary. Jane was very tall for her age, about 1.6m, have sizeable blossoms B-cup. I was just slightly taller at 1.65m and we were of same age 15yrs….
This is
not
Jane, but a lookalike with hair just touching her shoulder.
Jane: Hey Victor, do you mind helping me untie this knot from the bamboo pole, while I quickly sweep the pavement outside?
Victor: Yup, sure!
She left in a haste, grabbing the broom. It was getting late and both of us wanted to just leave the school compound quickly. And I realise the knot was difficult than expected, soon I was sweating all over thou I was sitting on the floor. After 10mins was gone, the knot barely loosens but was able to slide along the pole. I then just slide the knotted strings off the pole, as I tried to stand up. What I didn’t realise Jane was done sweeping and just entered the den; when the pole lifted up her girl guide khaki skirt all the way up.
It was too late, I saw her glorious upskirt beauty and gasped: “I’m so sorry!!!!!” While Jane was too stunned silent, as I shut my eyes tight with the pole dropped on the floor. But the image of Jane’s virgin young pussy in black g-string just stuck in my mind, while my manhood rose to that visual. I was kinda surprised that she wore a g-string - hers is something like this.
Almost felt like an eternality, when Jane cleared her throat: “Victor, it’s ok…”
As I open my eyes, I saw my manhood has pitched a tent in my long school pants, and doing my best to hide as I grabbed my school bag.
Jane: It’s alright, you didn’t mean it.
Victor: Sorry, really sorry about it.
Jane gave me a hand and I was up on my feet, right in front of her. Jane had a wonderful feminine scent and I was rather aroused + embarrassed. Jane probably sensed how I felt and take a wide step back. She repeated: “It’s alright, you didn’t mean it.”
Jane quickly turned her attention to the den that both of us were in.
Jane: Let’s quickly just tidy up and leave. It’s getting late, it’s almost 6pm and the school gate closing soon.
As I tried to tidy up with Jane, I realised my manhood was wet and aching from the earlier sight of Jane’s g-string and her virgin pussy. Jane glanced at my lil bro at times and say nothing. Soon we were out of the school gate….
Since it was Friday, my mother usually doesn’t cook for dinner, I had to have dinner outside with extra monies given. Jane lived a few blocks away from school, and mine’s a 6 bus stops away. I asked Jane if she had to rush home. Rather coincidentally, Jane shared that her family did not prepare for dinner that day, as they usually do. So we had a chance to have dinner together and had our so-call first date…
*Pardon if the story sounds draggy, and its my first time…..
As we head towards the nearest coffee shop, we started to chat and find out more about each other. Jane has an elder sister who’s 7 years senior to her and studying in Aussie. Her dad is a GP, while mum is an accountant. Turns out, she’s rather well-to-do; the HDB flat where she lived, is her second home (parents choose the HDB flat, as it’s near to our independent school). Her first home (a private bungalow) hovers in the East, near to the airport. She was surprised that I have 5 sisters.
Jane: Vic, how did you manage to live with so many females at home? Do you have a room of your own? Pardon me, do you mind I call you Vic?
Victor: Vic is fine, no worries. Nah, I do WISH I have a room of my own. So have to share with my elder sis. My younger sis still snuggles with my mother at times, another two of the older sisters shared a room.
Jane: Woa, you shared a room with your sister? Isn’t that inconvenient for you? You are a guy after all… (she said as I caught her glancing at my manhood….)
Victor (clearing throat): Well, I have gotten used to that. Believed me when I need to handle their bras and panties during laundry duties….
Jane looked up and chuckled: OMG, I wouldn’t allow a guy to touch my private undies!
How wrong she was, in the days after. And we reached the coffeeshop, as I smiled sheepishly to her replies.
She ordered a plate of chicken rice and western spaghetti for myself. As we ate, we continued our conversation, talking about almost everything in that 30mins. And I was rather mesmerised by her whenever she smiled at me - I was melting with warmth.
Soon, we finished our dinner. It was just after 6.30 pm. We left the coffee shop and bought drinks at the 7-11 store round the corner. I asked her, what time she would need to reach home, she then told me that her parents will be meeting her at 8 pm outside Bugis Junction. She asked me the same and I replied that I’d need to be home by 8.30 pm. (Yea, I do know its a bit coincidence, and that’s the way it was.) So, we had about 1.5hrs together…..
We decided to take a lil stroll at the nearby park connector together…
Jane: Thanks for accompanying me to have dinner together.
Victor (dying to have more dinners with Jane now): My pleasure, it’s good chatting with you too
Suddenly, there was a strong gush of wind blew over and both of us were caught off-guard. And being a gentleman; I automatically have my leather dark brown jacket from my bag to cover her. She was startled a little and perhaps blushed. Nevertheless, she gazed into my eyes gently and muttered “Thanks”. Gosh, I swear that I was melting straight away at that point. Her eyes stand out in the most perfect ways that I cannot stop looking at Jane.
Jane broked that silence, while still looking at me.
Jane: Vic, did you ever notice me since day one in our school?
Victor (I was rather taken aback): I did, for a brief moment on day one. And I’d recall those lovely eyes you are born with…
I gasped as I did not expect those words came out of my mouth, Jane giggled and pouted her lips, looking deep into my eyes.
And that was when my manhood responded again and hardened. Jane must have noticed and I embarrassingly covered with my messenger bag again. What Jane said next, just caught me off guard entirely.
Jane: Are you that aroused easily?
Victor (I was dumbfounded and didn’t know what to say): ….
Out of a sudden, Jane grabbed my hand and was led to a pavilion within the park connector. Not that it is extremely hidden, the pavilion was secluded enough: sheltered and private from the main pathway, with tall bushes around. We sat down, as Jane’s hand was still with mine. Time was about 7pm.
Jane: Vic, are you having a crush on me?
Victor: Huh? I meant you look sweet definitely. I never thought of that, and interactions with you were just during our CCA… (Dumb of me not knowing how to continue)
Jane (with a deep breath and now both of her hands on mine): But I do.
Jane then placed both hands on my waist, she pulled me in for a kiss - my first ever kiss. At this point, I was feeling warm, with my manhood just hardened straight away. Our lips were together for a brief moment with our eyes closed, as I took on her wonderful feminine scent.
Though there wasn’t any frenching, I was already overwhelmed at what was happening. I was trembling a little, perhaps my physical body was over-excited with the closeness between us. Jane then hold on to my shoulder and gazed into my eyes. Goodness, I was feeling extremely warmed and fuzzy; and my manhood aching again.
Jane: It’s been like almost three years, ever since joining the girl guides
Victor (took few seconds to respond): I did not know. I was just assisting as a troop leader, helping you at times.
Jane: Well, you helped me a few times during CCA, when I was struggling through some tough leadership moments.
Jane was referring to some of the issues she had to face as a girl guide leader, and I only helped her on managing these issues. Though I did counsel her on one-to-one basis, it never crossed my mind that Jane likes me. I’d guess I need to work hard on my feminine feelers.
Jane continued: Especially those times when you ran through some of the issues with me personally.
Victor: I really didn’t know
Jane: Now you do…
Jane muttered those words as she leans over. Our lips were together again, this time she opened her lips and our tongues met. This was a first frenching for both of us, the whole sensation for me was out of the world. Jane swirled her tongue around, within my mouth - I was just enjoying at the receiving end. Jane increase the frenching intensity, by attempting to suckle on my tongue. I trembled even more, as Jane’s slender hands wrapped around my waist in an attempt to calm me. At this moment, her arms were resting on my manhood. My little bro twitches a few times, as Jane pulled away from the kiss and must have felt the movement underneath my pants.
Jane smiled teasingly, with her eyes gazing into mine again. Jane broke the silence: “Do you need help?”
Victor: What?
Jane: Does your cock need some jerking?
I was extremely shocked by her question, as Jane was doing the “Wanker” hand gesture. And to be honest, I don’t masturbate much at that time, because I would rather have a pretty girl to do it for me. So I guessed this was the golden opportunity.
Victor (I asked rather stupidly): How? We are in the public!
Jane looked around and said: So? This is completely secluded. No one is going to be here at this late hour…
Time was already 7.30pm, skies pitch dark. Back in those days, CCTV was not installed in parks too.
I swallowed hard as I tried to unzip my pants. Jane skillfully slides her hands in and I was taken aback by her movements.
Jane: Girls watched porn too. And we learned from those hentai love stories scene.
Jane touched my cock gently in my already-wet briefs before she held firmly with her right hand - exposing my manhood out of my pants. Jane gave that killer smile again and started to massage my thick shaft, both of us can feel my cock pulsating underneath her fingertips. This was one of the many good handjobs she gave, in the time to come. I felt myself moan a little in pleasure.
I slowly attempted to lean against the pillar behind us, as Jane wrapped
my waist with her other hand. And I started to caress Jane’s smooth silky black hair, I felt my manhood started to fill up. Jane increased her stroking intensity as my cock was covered with pre-cum.
Out of sudden, she spitted on my cock, in an attempt to give more lubricant. Not that I needed that, I adore the sight of her cock-spitting. I was reaching the point of no return.
Victor: Oh Jane….. I am cumming, baby…
We both looked at each other sensually, and Jane leaned forward again to french with me. At the same time, she moved her other hand from my waist and start to caress my balls with her fingertips as she stroked at a faster speed. I was in absolute heaven. With a loud muffed moan, huge loads of my cum shot out…
Jane had some cum on her hands. The floor was a total mess, everything else was fine. I wanted to pass her tissue, what Jane did next was a total surprise…
Jane started to lick off my cum from her hands! I was in a total shock that she swallowed every single drop…
“My little dirty Jane…” I joked as trying to take a breather from the earlier action. I wrapped Jane in my arms once again, kissing on her neck passionately. I held her tightly, as I moved on to her lips.
I then looked deeply into Jane’s eyes. “Time to return the favour…” I said as I moved my hands underneath the blue girl guide skirt. Jane nodded, knowing what I was going to do. My fingers came inches from her virgin pussy as I took a deep breath, taking in the fact that I had never fingered a girl before….
On a side note, need to take some time to recall the details, it’s been more than 2 decades since then. As for Jane, we still keep in contact as normal friends, thou the last fling with her was rather recent - 2018. Anyway, will update soonest. Appreciate those who support!
Appreciate the support
Continuing….
My fingers came inches from her virgin pussy as I took a deep breath, taking in the fact that I had never fingered a girl before. Both of my index and middle fingers slowly and sensually lapped at Jane’s pussy, as I tried to feel for her clit. Jane then swiftly guided my hand, and she moaned into my ears.
When my fingers finally found her clit, she suckled on my ear loop deeply - I trembled as I enjoyed the sensation from her wet tongue. I rolled my fingers around her pussy, as Jane’s fists grabbing tightly onto my shirt at my waist. Within a few minutes of my thumb massaging voraciously with two fingers in her love hole, she let out a soft cry - she had cum….
Jane (panting lightly, resting on my chest): That was way better than my masturbation, Vic…
I smiled and kissed on her head gently.
Victor: It’s my pleasure too…
A sudden electronic ringing sound pierced through the air, I jolted as I thought it was some sort of an alarm.
Jane sat up as she straightens her girl guide skirt.
Jane: Relax, it’s my mobile phone
Victor: What phone?
Jane didn’t reply to me and took out a black cordless device.
Jane: Hey Mum, I am sorry, I am rushing over now…
Time was about 5 mins past 8 pm, and I just stared at her with awe as she continued her conversation. Indeed, she’s very well to do, not many in Sg owns a Motorola StarTAC in the mid-1990s.
Jane quickly picked her bag up and adjusted her uniform with one hand, and the other hand of hers flipped the phone into her skirt pocket.
Jane: Let’s go now, we need to head to Bugis Junction!
Victor: Huh? I’m joining you for dinner?
Jane: Of course not!
As I slung my messenger bag aside, Jane held my hand and led me out of the park connector. She also dialled for a taxi at the roadside, we were soon on the way to Bugis.
In the taxi…
Jane: I really enjoyed just now
Victor: Me too
Jane: Here’s $50 and you can take this taxi back home. (She passed the note to me and I was taken aback)
Victor: Huh?
Jane: You got to be home by 830pm right? Don’t worry about the money first, we can settle this another day. And here’s my number!
Jane tore off a piece of paper and scribbled; passing it to me.
We then arrived at Bugis Junction shortly. Before alighting, she gave me a peck on my cheeks and whispered to my ears: Thanks!
Victor: Bye!
Jane: Call me when you reached home!
We waved at each other, and Jane then waded her way into the weekend crowd. I sat in the taxi and took account of so many things had happened, had developed within the short hours. I pondered on my new found relationship, and to be honest; it was a mixture of excitement, love and worry. Excited by what had happened, my heart had desired for BGR love for some time, worried about others found out our earlier tryst….
Soon, my thoughts were abruptly cut as I arrived at my home void deck. I quickly alighted and kept the change with receipt carefully in my bag - I wanted to make sure that the remaining sum to be returned to Jane quickly.
I quickly dashed to my home and arrived at the exact 8.30 pm. My entire family was already at the end of their dinner. I must have that deep-in-thought face when my younger sister quipped at the dinner table.
Jasmine: Kor, are you ok?
Victor: I am fine, why?
Mother: Because you seems to be in your own world. Come have some potato soup
Victor: Orh
I sat down and I just stared into the soup; as the images of Jane’s killer smile and her moans appeared in my mind…
Mother cut short my lingering thought: Hello?! Have your soup fast, and I need to wash dishes.
Victor: Sorry sorry.
I quickly gulped down in one go and hand over the empty bowl to my mother. And I told her that I need to make a quick call.
I picked up my then-only-affordable home cordless phone, and the line got connected. The background sounds were of radio music in a vehicle.
Jane: Hello?
Victor: Jane, this is Vic.
Jane: Oh… Miss Michelle? (the teacher-in-charge of girl guides) Yes, I had cleaned up the den with Victor already
At that moment, the image of Jane’s upskirt beauty appeared in my mind, and my manhood twitched in agreement.
Victor: Jane, really thanks for today, I just reached home. Catch up with you next week.
Jane continued her act: Yes, Miss Michelle, see you!
I put down the phone and went for a quick shower. It was then, where I realised I was exhausted from the entire day. After washing up, I crashed onto my bed….
Well, as for Miss Michelle (again, not real name), is one of two chers that I have years of fling with, will share more on Miss Michelle in posts to come. Now back to Jane…
The Next Day…
As it was Saturday, I woke up late as usual. Looking at my alarm clock, it was just past 1030am. Getting off my bed, realised having morning wood.
I adjusted my boxers and dressed up in my home clothes, went to the living room. It was unusually quiet, I wondered where my family had gone to. Until I saw the note on the fridge and I realised it’s my 2nd elder sister’s awards ceremony - I gasped as I have forgotten entirely. Nevertheless, my family told me to settle lunch on my own and they won’t be back until 3 or 4 pm…
House phone then start to ring, and I picked up. It was Jane, as I started to have a wide grin…
Victor: What are you doing right now?
Jane: Thinking about you.
Victor: Oh…
Jane: Yes, have been thinking about you since last night.
I laughed sheepishly and my face was instantly flushing…
Victor: I was wondering do you want to meet for lunch later? My family is out again and have time till later mid-afternoon…
Suddenly, I heard some sounds rather than my own. It took a few seconds to realise it was Jane’s deep breathing…
Jane’s breathing grew faster. I could hear it clearly through my home cordless phone. I was back in my room then, laying back against my headrest on my bed.
That was when I listened carefully as short moans from Jane echoed in my ear. My morning wood started to twitch in agreement. And I could hear the push of Jane’s breathing on the other end of the line, as though her mouth was pressed close to the receiver…
Victor: Jane, are you…
Jane: Vic, I need you inside me later… For now, will you take your hand and stroke your thick cock for me?
My voice started to tremble, I realised Jane was playing herself as I removed my bottoms. The slow, seductive sound of Jane’s voice intensified the moment.
Jane: Now continue to stroke your cock, take the other hand to play with your balls…
My body quivered as I stroked my already-hardened cock. I placed the cordless phone on speaker mode.
Victor: What are you wearing?
Jane: Nothing… I am naked for you right now…
My cock twitched again as I swallowed hard…
Jane: Pretend you’re with me now. I want to tell you what we would do.
Jane continued with her sexy and husky tone: If you are here, I will lick your lips, your cock and your balls. I’d lick you everywhere
Jane moaned a little: I’m fucking myself right here, tell me what you are doing…
I started to stroke my manhood with more intensity.
Victor: Slapping your face with my cock!
Jane: I’m sucking your cock right now. Oh yeah, I’m sucking you good. I want you to fuck my mouth like you’re fucking my pussy.
The sound of Jane’s voice drove me wild. So much so, I didn’t care whether my family are back at home now or not. I needed to cum so badly now. More strain built on my balls as I stroke my cock, playing my balls as hard as I can. Jane can hear my moans and quicken breathing that I was cumming soon…..
Jane: That’s it, baby. Hmmmmm… just let it out. Cum for me, Vic! Just cum right now, I want to hear you cumming!
I could almost see stars as I moaned out loudly on the bed. I had cum. And I took some very deep breaths to collect myself, after having a great climax out of awesome phone sex with Jane. I had so many of my firsts with Jane…
Jane: Sounds like somebody had cummed..
I could barely get my words out as I took in more breaths.
Victor: Yeah, I did. Woah, that was quite an experience.
Jane: Well, this is real. You must have waited so long for this. Now I see a new side of Vic…
Victor: I guess so.
Jane: So you want to meet me for lunch?
Victor (looking at my watch, it was almost 11.30am): Yup, its a joy to be with you.
Jane: You have the change from last night taxi right? Just take a taxi to Blk X Hougang Ave X, I will meet you downstairs outside Lift Lobby X at 12noon
Victor: Sure, see you in a while.
I ended my call, showered, changed, left a note for family, and called for a taxi. Soon, I was on my way….
Thanks and appreciate for support!
Continuing:
As I was on the taxi, a lot of thoughts were crossing my mind, especially in this newfound relationship. It didn’t take too long before I arrived at the destination at about 12noon. Initially, I thought it was just a normal HDB block as I waited at the lift lobby.
Soon, the lift came down, and Jane stepped out of the lift. I’d admit that I got blew away by her appearance. She dressed in a dark blue nightgown, knee-length, with lace trim. With it, was a sheer dark black robe with long sleeves and a ribbon tie at the waist.
Victor (gasped): You came down in this dressing?
Jane (sticking out her tongue with a wink): Yup, come with me.
She then reached for my hand and led me inside of the lift, the doors closed soon. She pressed on the 12th floor, and soon the lift slowly goes up. Those days, there weren’t any CCTVs in the lift yet…
Jane stepped closer to me so that her B-cup blossoms were pressing against my chest. I’d already felt my manhood getting wet from the pre-cum, barely an hour after the last cum via phone sex with Jane.
Jane gave her killer smile again: I want you to be inside me and make love together if you’re willing and interested. Based on your cock twitching now, you’re very interested…
Victor (wrapping my arms around Jane): Interested and willing, Jane. Very interested and very willing.
I lowered my face until our lips were touching, and we were interrupted by lift bell sounding - we have reached the 12th floor. Thinking that it’s a public lift landing, I attempted to part away from Jane. Jane still held close to me. As the lift door open, I realised the outside pathway only led to one HDB unit. I then looked around, and realised its a mansionette, her parents must be extremely well-to-do with another private residence near to Changi Airport.
Jane obviously already familiar with her home layout, she continued to lead me to the doorstep and resumed kissing me back. After a few seconds, she pressed her tongue between my lips and met mine. Jane was doing this, as she slotted a key into the door lock.
Our hands slid up and down our bodies, as we entered the mansionette together. When our lips parted, she pushed the door and it was locked.
Jane: My parents are away until evening.
I nodded in response.
Jane then slid her hands around me and loosened my jeans. Soon I was half-naked with my manhood exposed right in front of her, in the living room. Jane began to rub my cock. I then took off my shirt, Jane grabbed it with another hand and kneel on my tugged shirt as a form of support, in front of me.
My erection was bouncing up and down in front of her face, Jane then caught my cock in her hand and guided it to her mouth. She gently kissed the tip, then tilted it up, and licked along its length. She took the tip between her lips and licked around the tip in a circular motion. I was looking at her with adore, as I caressed her black silky hair and enjoying her hot slender figure in the nightwear. I managed to untie her robe and took it off, Jane was now only in this sleeping nightgown with narrow shoulder straps. Jane’s nipples were perking through the silk material, as I caressed her breast - it was such a wonderful way to enjoy her blossoms while getting my cock getting sucked by Jane.
I then took Jane’s head in my hands and moaned lightly.
Victor: Careful, Jane. Otherwise, it will only be a blowjob. I want to fill something else with this.
Jane tipped her head back, letting the tip of my cock slip from her lips between.
Jane: I want something filled with this too…
Jane led me to the sofa, and said, “Sit.”
I sat down; Jane also prepared a condom in advance and took the small box from her school bag.
Jane: After the call earlier, I rushed to get the condom and had the pill already
Victor (caressing her hair again) : Thanks, I do my best to make you feel comfy.
Jane then proceeds to cap my cock, as she rolled the condom over my manhood. We were both trembling in excitement
She pulled the nightgown up to her waist and straddled my thighs.
Jane: Slide forward a little.
I did, and Jane lowered herself until she was positioned just above the head of my cock. With one hand holding the gown, she took my cock in her other hand, then lowered herself into it slowly…
The whole first-time sensation was out of the world for both of us. Both of us were savouring this moment. We could feel one another’s warmth and wetness, as I slid into her. Jane slid down a little, then raised up a bit. Then down again, a bit further. Jane was breathing hard, with a little catch in her breath as she went down each time.
Jane kept going until my entire cock disappeared inside her wet pussy. She let go of the gown, putting her arms around my neck and pulled herself close.
Jane: This feels so good, Vic. I so love having you inside me. I so love having sex with you
Jane was already in sweats, with face blushing in red. So was I, as I was enjoying every single second of it.
Victor: Oh Jane…. You are so beautiful and sexy…
Jane raised herself up a bit and then lowered herself again.
Jane: Fuck me, Vic! Fuck me hard! Fill me with your cock and make me your slave! Do me fast and hard!
Victor: You’re asking for it, slut!
I started raising my hips to meet her movements. It did not really take long for both of us, since we were horny teenagers desperately wanting to fulfil our sexual desires. Our breaths got more ragged, our moans getting louder and longer, echoing through the entire mansionette; our up-and-down motions faster. Jane started to twitch a little, just as I frenched her deeply as we both felt the first shot of sperm leave the end of my cock, into the condom. She then buried her face in my shoulder, and I could hear her muffled scream as she came. We moaned together in pure bliss and pleasure…..
Short answer: Putting on my hat for background checks, she didn’t have any previous bfs before me… Yea, I did ask Jane on her skills, she is a smart chick that learned very fast purely by reading up….
Quote:
Originally Posted by
bigmannow
Jane seems very experienced, did she have many bf before this ?
Thanks! Jane is also a highly intelligent girl too…
Quote:
Originally Posted by
diputs1269
Upz +14 for Jane being a good girl, cheers!