My first time took place like this....

[xiaogui1502]

This is a story from very very long ago. Hope you guys like it.

It all started when I was in sec sch. O level came and go. Throughout my sec sch, I would go and work during hols as my family is not very well-off. So this hol came, no different. I began to look for a job and saw this “1300/mth” job, so me and my frens went to interview. The job is waiter job at a local pub. During mid 90s, this disco in Katong is quite popular. Anyway, went there, talked to the manager and realized the basic pay is only 800, 1 week, 5 days, off on weekdays only. How the pay would be higher is from sale of liquor (normal bottle $5 each, more exp ones like Cordon Bleu $10 each) and the total tips collected from that month. I was thinking, heck, never been to Fire or Sparks, dun care try, good money, one week work days only. I went home and told my parents, got a hell of a scolding, but they did not stop me either leaving me to make my own decisions.

Anyway, first day of work. Was introduced to 2 supervisors there, and some colleagues. Went thru the disco, introduced to the bartenders as well. The disco system is very cooperative, no personal tips, all put in the tips box to share. So everyone helps everyone there. Then came this bartender who works at the KTV bar. (the disco got dance floor, and KTV rooms, with 2 bars serving disco and 1 serving KTV) Let’s called her Pearlyn. Pearlyn was 23 then, 7 yrs older than me. She has long hair, usually tied up to the back like a pony tail, abt 1.7m, a nicely shaped figure.

Supervisor Lim : Hey Pearlyn, this is Edwin, new waiter. He will be with us from now till year end for the festive seasons.
Pearlyn : (stretch her hand out) Hi Edwin, call me Pearlyn. Some of the younger waiters here call me Da Jie, but dun think you are that young right.
Me : Orh, Da Jie. I am pretty sure I am the youngest employee here.
Pearlyn : (a little shocked, and looking at Lim) how is he ?
Supervisor Lim : He just graduated from Sec 4, what you think?
Pearlyn : What? (turns to me) I thought you are 23 like me. (I smiled)
Supervisor : Why? Wan to tackle him ah? Dun teach him bad things, this boy is pure.
Pearlyn : After 2 mths here, I won’t say the same.
All of us laughed.

The job is pretty basic, get orders, get drinks from bartender, served, collect money, get change, return change. Occasionally, there will be some funny stuff taking place, example, I saw an insurance agent being drugged by her clients, not once but 3-4 times in the same disco. The disco closes at 3am every night. Then packing and cleaning will be done and company buses will send all the employees home, different bus go different direction. As Edmund and I both stayed in the East, we will take the same bus, together with Da Jie and a few other employees.

[xiaogui1502]

Then, there is this really handsome guy called Edmund among us waiters. Edmund is 21, finished NS, not deciding where to go and what to do type. The unique thing about him is that he is really really handsome, and he had a sweet tongue. He can charm any girl he wants. So sometimes, I will listen to him taking about all his ONS, with what kind of girl, from where. Needless to say, he also picked up quite a few girls during work. So whenever I see that Edmund is not taking the bus, I knew he got a fish in the bag, and ready to be eaten. As I was 16 going 17 and did not have any gf before, I was quite ignorant about sex and stuff. Edmund will tell me about how he pleased a woman, how he talked to them, how to make them feel good. He even admit that he lost his virginity at 13, and his cock is not that big. And he experimented and learned methods to make his partners want him again. He even managed to make out with the only 2 waitresses in the disco, and told me all about the experience. As he likes new girls, he usually do not go out with girls on a repeated basis unless he is really bored.

As I was young and energetic, my work performance was pretty impressive. Soon, they want me to go to the KTV section to serve rooms. This is when I got more chance to speak to Da Jie. She is a very nice girl. After knowing that I was 16, she was very helpful and try to guide me through a lot of things. She also try to make me feel at home the first few days by offering to take dinner with me. (meals allowance given) So when I knew I was told to work in the KTV section, I was quite happy. Also becos of the fact that I got more chance of earning bottle commission. On the other hand, Edmund never got the chance to come up to the KTV section, unless all the senior waiters are off.

The juicy part came one day after work. Edmund, Pearlyn and me were on the bus home. Due to the location of our place, usually the dropping off order will be Edmund first, followed by Pearlyn, then me. One day, when Edmund drops, Pearlyn got off as well. I was thinking, knn, must be going to make out. The next day, I checked with Edmund and my guess was correct. They made out. I dunno why, but I asked for more details this time, like the breast size, got shave pubic hair etc. After that night, I keep thinking abt Pearlyn when I pcc. I couldn’t stop myself from thinking about making out with her. I even stole glances on her down-blouse when I worked at the KTV section.

About 2 days later, when I was having dinner with Edmund, he told me more about Pearlyn. He said they make out a second time that day just before work. But seems like Pearlyn took a liking on him rather than treat everything as happy sex. Though I do not agree with what Edmund did, I cannot do anything to stop it either. Edmund also told me he made it clear to her at the end of the session that he doesn’t want any girlfriend. That night, I was assigned to the KTV session again, and Pearlyn looked sad and distracted. She wasn’t her own self. I think she really wanted to start a proper r/s with Edmund. I tried to cheer her up with some jokes here and there. She will laugh and that’s it. The night passed. Edmund left with another colleague called Samantha, a pretty Indian girl. Edmund always wanted to F her, but was rejected a number of times. That night, he must be working his way up her skirt.

[xiaogui1502]

As usual, the car came and waited for another 15 min. The people taking the bus to the East side all arrived, except Pearlyn. I took she must be really sad that day. Just before the bus leaves, she boarded the bus, and took the empty seat beside me. She was silent, and the bus moved. I asked if she is alrite, she nodded. About 10 min from her place, she asked me if I go home directly after work everyday. I replied yes, but not all the time. A few times, I will be having supper with Edmund and a few colleagues, go to someone’s hse and play computer until the morning bus starts, then go home. She nodded and went silent again. I was wondering why she asked that for, and before I can get it right, it was her stop. When the bus door opens, she pulled me down together with her. I was a little dumdfounded, but did not say anything. The bus left. Then I questioned her, “why you pulled me down?”/ She replied, “you said you go their hse at night also, then come my hse today lo.”. Then I dunno what to say and gave a puzzled look. She just said, “just keep me company”. Suddenly she was back to her bubbly self.

We went up and her parents are not home, apparently her parents have some dealings overseas and is seldom at home. The brother was in NS, so won’t be home until weekends. We proceed to her room, and wow. Her room is painted full pink, with pink carpet floor. She had a platform bed tucked to the end of the room, so there were a few steps to sit on the side of the bed. She had a TV with Nintendo attached. I was a big Nintendo fan and went over to check out the games she had. She switched on the aircon and went to the wardrobe to select her clothes to change into. At this moment, my eyes were fixed on her. She noticed that, then walked her (with a tee and shorts in her hands) and sat beside me.

Pearlyn : What you looking at?
Me : cannot see meh. See you lah…
She was wearing a white V-neck top with jeans then. The bra were confirmed white (not many coloured undergarments then)
Pearlyn : by the way, since you are only 16, are you a virgin?
I blushed, and dunno how to answer her. I am indeed one then. Started to see porn and stuff from sec 2, never had a gf, so who to give to. I remained silent.
Pearlyn : (pulled my ear hard), yes or not?
Me : yes yes yes (a little pai se). ask this for what, make people pai se.
Pearlyn : is it? So you never touched a girl before? (I shaked my head)
Pearlyn : got anyone touched you before? (I shaked my head again)
By now, her face was pretty close to mine, I am not sure if she wanted to kiss me, but I did not react.
She suddenly took off her top, revealing her B cups with the white bra.
Pearlyn : Nice? (I nodded my head of course)
Pearlyn : Ok, want to touch? (I nodded my head quickly!!)
Pearlyn : Ok, then take off your clothes and let me see you naked and I will let you touch…. Without the bra.
My god, any virgin boy in the right mind will do it, least to say me, who had a crush on her. So I proceed to remove everything, what’s there to lose? After I took off, my cock was at her face level as she was still seated.
Pearlyn : wow, for a 16-yr-old, you have quite a big didi.
She took my didi in her right hand and started to stroke it. This is the first time my didi is being stroked by a woman. And man, it felt good. She stroked it for a while, then stood up. She unbuckled her jeans, and pulled it down, revealing her match white panties. That was the first time I saw a girl in bra and panties !!! She took my right hand, and walked me to her bed.
Pearlyn : now, you always called me Da Jie right? Then you must listen to me tonight. Everything….. (I nodded, by now, I was just thinking off grabbing her breast, everything else is a bonus)

[xiaogui1502]

We sat at the edge of the platform bed. “now, kiss me on my lips”. I was a little scared and proceed slowly to meet her lips. Once I reached I got excited, and try to stick out my tongue into hers like in all the porno. She stopped me. “slowly kissed without tongue first, then once the girl’s mouth open a little, then put your tongue in there, again, slowly”. Goodness, I am getting a free lesson for kissing, not that I mind since I can do it on my ‘teacher’. I followed her instructions. I gave her a few pecks, then let my mouth remain close to hers. Then when I sensed that her mouth is ready to receive my tongue, I put it into her mouth, slowly stroking every corner of her mouth, fighting for space with her own. We went deep into frenching. I slowly moved my hands around her waist and pulled her towards me. Her right hand was on my face, and left was around my neck. I moved my hands to her breasts and slowly grabbed them. She let go a moan while still fighting with my tongue. Since there is no resistance, I continue to grab her breasts. My hands then proceed to her back to unbuckled her bra. I dunno why I managed to unbuckled her bra with one hand.

She stopped and looked at me with a puzzled look. “That was good.” Are you sure you are still a virgin?” I nodded my head, and she noticed my eyes were stuck to her unbuckled bra, covering her boobs. She smiled and let the bra slips off her arms. There I was, 16 years old (abit old), with the first pair of naked breasts in front of me. I grabbed them and began to suck them. After bending down for a while, I got tired, and pushed her onto the bed. I continued to lick and suck the breast like a baby looking for the nipples when new born. She seems to be enjoying it. After a while, I slowly kissed my way up to her neck and her lips. I alternate between her neck, and lips, and slowly to her ears.

Da Jie : “Wah, you not bad ah, know how to kiss a woman’s ear to make her high.?”
Me : no girlfriend, so keep watching those CAT III shows and porno lo.
Da JIe : oh…. Hmm… then you know how to kiss a girl there (pointing to her pussy)?
Me : this I dunno, always blocked one leh…
Da JIe : Ok, I teached you. (she stand up, and pulled down her panties. Her pussy was a little bushy, but the hair is not long)
She sat down and spread her legs. There I was, getting my first private lesson on how to please a girl. She used her fingers to “peel” open her vagina, and said,” this is the part which is sensitive towards the tongue. Slowly lick it.”
I bend down and went down on her. As instructed, I slowly licked her pussy, and her moans started coming again. Soon, the moans were getting more and more stereo.
“now, slowly put one of your fingers into my vagina” she said. I looked her to her. She said loudly, “dun stop, do it together, the licking and finger.” I put my index finger into her slowly, and she was really really wet. My finger could go all the way in. Once inside, my finger began exploring the surroundings. Pearlyn began to arch her body, and for a moment I tot she was in pain and looked up. She realized I stopped, then ask me to lie down myself. And I did. The next move is also a first in my life. She turned herself, and positioned for a 69. “I am sure you saw this in porno before. So you know what to do right?” Before I could even say anything, I felt a warm feeling around my did. The feeling was moist and intriguing. I realized she had started giving me a BBBJ. I am really overwhelmed by the feeling. After a while, she stopped and said, “hey little boy, you are supposed to let me enjoy hor.” Hearing that, I quickly pulled her vagina downwards to my mouth, and started to lick her. I played with her pussy with my fingers at the same time, sometimes two fingers, too scared to try three. Her sucking and BBBJ was really good, either that or becos it is my first time. After abt 5 min, she pulled my did out of her mouth and let out a loud moan. I could feel some shiver from her body. After a while, she put my did back, and started to move faster. I stopped her after abt 2 min as I am almost exploding into her mouth. .
Me : sorry, I almost cumming, dun wan to dirty your mouth.
Pearlyn : It is ok, I dun mind
Me : but I prefer not to…. And also….
Pearlyn : oh… you want to try the real thing is it?
I shyly nodded. Me : I can wear a condom if you scared to be pregnant.
Pearlyn : since you made me cum. I can allow you to do it with me. No need condom lah, my menses just is coming already. You sure you dun wan to keep your virginity for your first gf or wife? (I shake my head)
She lied down and asked me to kneel in front of her.
Pearlyn : ok, when you are entering a girl, make sure you make her wet there first, if not, it will be painful. So those I have taught you. Next before you enter, you got to tease the girl a little, dun just push it in once you find the hole.
She pulled my cock towards her pussy and stroke it up and down her pussy.
Pearlyn : Now, you can do this motion up and down slowly, look at the girl in the eyes, before pushing it in. Ok, now you try.
I took my did from her hand, and stroke her vagina up and down, sensing her wet hole, waiting for me. I then slowly pushed it into her pussy. “aaaahhhhhhh…… “ I tot she was painful and stopped, and my cock was half way there. She asked me not to worry and continue. So I slowly pushed it in, all the way. While she lets out a moan. “my god, yours is quite big.. If you learn how to use it, you will make your girlfriends very happy.”
Me : can I ?
Pearlyn : sure. Always start slow to fast to very fast. When you feel the girl breathing faster and faster, dun stop. You can slow down but dun stop. (I nodded and started to pump her in missionary position)

I was f-ing for the first time in my life and the girl is actually the one teaching me what to do. I always taught I will be exploring sex with my first gf. I pumped her, and grab her breast at the same time. She was moaning all the way. Becos it was my first time, after pumping her for 5 min, I cummed inside her. Very disappointed then as I tot I can last as long as the porno shows. I took my didi out and reached for some tissue to clean it. Pearlyn was just lied down on the bed. She seems tired.
Me : thank you.
Pearlyn : why you say thank you? Actually i did this to you more than the other way around. I pulled you off the bus one leh.
Me : still, letting a young boy F you?
Pearlyn : I was a little lonely today. And I know you are ‘clean’.
Me : you lonely becos of Edmund is it?
Pearlyn : I bet you told you about us right? He always boost abt his sex life.
Me : well, he is like that one. F-ard, dun want to be tied down.
Pearlyn : yah, I was naïve to think maybe that becos he knew me for so long, when he F me, he is serious abt me. Stupid.
Me : Dun worry lah, you are a nice girl, sure can find a good boy.
Pearlyn : So easy meh? I am already 23, din study much, only can work in a disco as a bartender. Who will come and get me as gf?
ME : dun change job lo.
Pearlyn : ai yah, dun talk abt this liao. Let’s sleep. Eh, can hug me to sleep? I very long never have guys hug me to sleep liao?
Me : isit? I tot you slept with Edmund?
Pearlyn : that boy? Went home after unloading into the condom. Say his bed nicer.
Me : he wore a condom?
Pearlyn : I made him. He slept with so many people, quite dangerous lo. You different, you virgin.
Me : oh… ok. Then I hug you to sleep for letting F you.
Pearlyn : I cum today also. Very long never cum. (with that she switched off the bed lamp and pulled my arm around her while she backface me.
Me : hey, I always wake up with my didi standing. Can I F you again if that happens?
She turned around, put her hand on my face and said, “if you can do it whole night, I also let you. But remember what I told you, must always make the girl wet first using foreplay.”

Her words were so clear that it was still stuck in my mind today. That night, I was super horny, 1st time mah. I made out with her 5 times, with her teaching me different positions and even once in the showers.

This is all for my first time. If you like my story, uppz me. thanks,

[TheBONG]

1st camper!

[BenQ]

Nice story

[John_Lloyd]

Samsters.. the ever so creative bunch of story-tellers. Never fail to amuse me. Thanks bro!

[AD69]

Nice story. Camping here too.

[skyline2000]

nice man. continue continue.

[todae]

rent a tent here liao.. hehe..

[BenQ]

If i m not wrong i think the threadstarter had already end his story and waiting for others to share their :D

[WithoutEuu]

still writing my encounter from the beginning in microsoft words, its around 8 page long i think, will post my story soon i guess....

[BadEye]

Keep on going bro.

[terfel]

camping here