Fast forward to the day of our first meeting.
I arrived at our meeting spot earlier as usual, and checked up on the buses to take to travel towards the nearest hotel.
She arrived shortly after… and we looked at each other nervously…
We both knew what was coming after… and it was as if there was electricity in the air.
We boarded the bus, sat side by side, counting the bus stops before alighting at our destination.
I couldn’t believe I was nervous. This wasn’t my first time doing this anyway… and if anything, I do have a certain amount of confidence in what I do.
We arrived at the reception counter, registered, and promptly went to our room.
“Here we go”, I said to myself, as I took a deep breath.
She sat on the bed, fully clothed, eyes down, unsure of what to do.
I didn’t undress either… and sat down with her.
“Just relax”, I said.
I was eager… perhaps too eager to unwrap this long overdue gift that was dangled in front of my face for far too long.
I reached behind her back, and unclasped her bra from underneath her clothes with one hand.
“No…”, She whimpered.
I reached my hands underneath her clothes and slipped the arms of her bra down her thin, frail arms… letting my fingertips glide over her smooth, naked body.
She was clearly uncomfortable with being touched by a stranger… she instinctively held her forearms close to her chest… almost hunched over, and was giggling away.
I was caught a little off guard. It was hilarious, yet strangely endearing to see a grown woman actually this rattled.
I burst out laughing, and tried my very best to reassure her… I slowly eased her top off, and she immediately grabbed the nearby pillow and covered her breasts.
I wasn’t used to dealing with ladies this shy… especially ladies whom were actively searching for a fwb. Most of my encounters were with women whom were anything BUT shy.
Given her petite frame… it almost seemed like I was dealing with my first girlfriend back in the day… in truth, this lady was slightly older than me.
I wanted to feast my eyes on her bare, naked breasts. I’ve waited too long to not bear witness to her body in full glory. I reached over to take the pillow away from her grasp… but she was gripping the damn pillow so tight that I probably had to use my full strength to tear it away.
I didn’t want to force the issue… and I detected that she was feeling all kinds of insecurity… and stripping her of that pillow could somehow make her even more uncomfortable.
It was perhaps the wiser choice, to let her open up to me instead.
This lady, though petite, was actually a workout junkie.
It was precisely because of her lifestyle that she was able to maintain her tight, slim figure.
When I caught a glimpse of her mid-section before she shielded her entire upper body with a pillow, I saw that it was flat… almost no tummy fat at all.
For someone who engaged in that much physical exercise everyday… perhaps I could give her a back rub to help her loosen her knots?
Hopefully, that could help her to let her guard down a little…
I told her to lie down flat, and she was obedient.
However, she still clutched the pillow tightly to her chest and laid down on it.
“You still don’t wanna let go of it ah!”, I chuckled.
I got on top of her, and straddled her, sitting on her firm, supple butt.
I wanted so much to smack that perky ass, but I needed to stay focused on the task.
So, I went to work… running my fingers down her back… kneading the points between her shoulder blades… squeezing her tight neck and upper back muscles…
I could already feel the blood rushing and filling me up… just the view of her naked back was arousing me.
I ran my fingertips all over her back, and as I approached her lower back… Once again, she let out a yelp!
“No…”
“I’m super sensitive there…”
Apparently, she does frequent massage places… even those legitimate medicinal practitioners… so painful massage is not something foreign to her.
“Only my own masseuse massages me there… it makes me very uncomfortable…”
I teased her playfully, and touched her sensitive lower back again… and she thrashed about helplessly… while pleading with me to stop….
I was stifling my own laughter… and I reached up and in one fell swoop dragged her panties to her ankles while she was face down on the bed.
“There we go!”, I exclaimed.
I didn’t want to waste any more time! Time was ticking, since we only had the duration of her lunch hour…
I gave her perky butt cheek a playful squeeze… She didn’t have a thick ass, but for her frame it was proportional…
Then, I announced to her that she was to turn around.
She slowly got up, and then lay down on the bed.
I usually use 1 pillow under the ass to raise it up for easier access… since sometimes ladies tend to angle their pussies downward when they arch their back… this can make the clitoris difficult to reach and might even give me a neckache after the session. Raising the height with pillows do help to a certain extent.
However, this silly girl was clutching the pillow still and refused to let go.
So, no pillow for her head then.
I signalled to her to place both her ankles on my shoulders, so that I could lift her butt up and place the pillow underneath.
She didn’t have long legs, since she wasn’t a tall girl. However, she had slender calves and a perfect shape to her thighs. I’m into legs… so I took my time with them. I kissed my way, from her left ankle, up her calves, along the side of her knee, and finally along her inner thigh…
At this moment, my hard-on was getting very uncomfortable and pitching a tent in my pants… but I soldiered on. Work had to be done.
She just seemed so tense… and even her whole body was stiff…
I grabbed the bed sheet and tossed it over her body in hopes of settling her down.
The only thing separating our bodies was that thin, budget hotel bed sheet.
I was literally towering over her in missionary position… just that I was fully clothed, and she wasn’t.
Usually, I don’t ever think about sex, or the possibility of sex with the girls that I meet for my research.
Something about her demeanor… her extreme passiveness… her petite frame… everything just added up and it drove my mind wild.
It took everything… and I mean every once of my mental strength to focus on my mission.
I leaned over, and whispered into her ear…
“Better?”
She didn’t reply… eyes closed… instinctively recoiling from my advances.
Now, she was clutching the bed sheet tightly… so I immediately took advantage of the situation, and stole the pillow from under the sheets.
She gasped, and giggled a little after… and I gently lifted her head off the bed and placed the pillow under it.
I was slowly, and surely, setting up the stage for the main event.
Picture it guys/girls.
This, early 30s, slim, fit, athletic, petite framed lady… beautiful eyes… shoulder length hair, yet with the shy and unsure demeanor of an 18 year old SYT, was laying on the bed before me.
Pillow below her perky ass, covered somewhat by a thin white bed sheet.
Her legs were closed and clamped tight… trying to somehow delay the inevitable.
She knew what was coming… but perhaps she wasn’t ready for it?
Maybe for a shy woman like her… it was in her nature to be passive?
Once again, I had to play the reassuring role, as I placed my arms beside her head to support my body weight… and leaned in pay some keen attention to the erogenous zones behind her ear.
I kissed her gently there, licking very lightly around the earlobe, and then slowly advanced down her neck.
She squirmed a little as I approached her collarbone… and went to the other side of her neck, this time kissing harder while cradling her jaw with my wrist.
She let out a few soft moans… and it seemed to me that she was slowly immersing herself into the moment.
Note that up until this point… I have yet to see her bare chest, as she was always covering them with a pillow/bedsheet/arms.
For whatever reason, she was just uncomfortable with exposing her breasts to me… and was still unwilling to remove the bed sheet.
That would just be another distraction from what I was really there for.
If she didn’t want me to pay any attention to her boobs… fine.
I’ll just direct my energy to exploring every crack and crevice of her sweet cave.
I got up into kneeling position, and wiggled both my wrists between her closed thighs, and guided them gently apart.
Finally, I got to see it. A full frontal view.
Yes, the pubic area above her vagina was unkempt, but it was not like I wasn’t expecting it. She already told me about her hairstyle situation below.
However, the area around her labia wasn’t all that bad. I could work with it.
Finally, my prize.
I ran my fingertips over the entire area of her pubic region… gliding over the fold of skin where her legs connected to her groin… and then I leaned in closer to her pussy.
I took a quick whiff…
Hmm… no bad smell.
Right then, I could have dived straight in and claimed my prize after waiting for weeks.
However, I stayed true to my principles.
This was about her enjoyment… and a woman’s enjoyment lies in not giving her whatever she wants, whenever she wants it. She wants to be teased, so tease her I shall.
I was going to caress every part of her pussy, except her clitoris.
She wasn’t going to get what she wanted until I decided it was time to give it to her.
I ran my lips over both her pussy lips, gently sucking on the wings of her butterfly…
As if in response, she took a series of short, quick breaths as I held them in my mouth.
I used my lower lip, and traced along her pussy lips…. up the left side… barely missing her clit… and then down the right….
I felt some moisture come into contact with my left cheek… and I was surprised to see that clear liquid was slowly oozing out of her hole… so much that it was smeared on my cheek.
It wasn’t a lot, but I was eager to have a taste… After all, I was about to explore her sweet cave with my tongue anyway… Why not have a preview?
I wiped off her love juice with my finger, and stuck it into my mouth… savouring every drop.
That familiar, tangy yet slightly salty taste flooded my being.
Ah… this was the best.
Unable to resist the temptation any further… I pointed my tongue and licked her hole without any prior warning.
She let out a surprised gasp and squirmed slightly… I suppose she wasn’t prepared for my sudden attack…
My tongue was enveloped by a soft and warm texture… I flicked it up and down slowly along the entrance of her cavern…
I could feel her clenching her hole in response… and by this time her moans were getting slightly louder and more rhythmic.
I was only just getting started.
Among most vaginas I’ve seen in my lifetime… hers was relatively small by comparison.
At least from the outside appearance, that was what it seemed like.
I wanted to see how tight that pussy was… but I didn’t want to penetrate her with my fingers just yet.
Girl C’s clitoris had already swelled up after all the foreplay… and it was protruding from its hood.
I decided that I would acknowledge its presence.
Using my tongue, I traced my way from her hole all the way upwards until I came into direct contact with her clitoris.
“Ahhh…”, she squealed.
I took care not to use too much pressure… without prior warmup… intense stimulation to the clitoris could be painful.
Slowly, sensually, and with just the right amount of pressure… I gave her reassuring strokes on her clitoris with my tongue.
At the same time, I used just the fingertips of my ring and middle finger, and rubbed the entrance of her vagina.
I could tell that she wanted me to insert those fingers to attack her G-spot by now… but I wasn’t going to give her what she wanted.
I momentarily raised my head, wanting to sneak a peek at her and enjoy the expression on her face.
That shy, mild-mannered, lady was now a writhing, moaning mess on the bed before me.
Face flushed, hair ruffled, legs spread at my mercy.
I repositioned myself, lowered my head, and placed the tip of my tongue right on her prized pearl.
Then, I took my index and ring finger and lined it up at the entrance of her pussy.
I started to twirl my tongue around her clitoris in a circular motion… all whilst holding my fingers in place…
“Ahhh… ahhh… ahhh….”, she moaned away.
I pushed forward with the tip of my fingers… and to my surprise, I could hardly get both of them in.
Was she that tight? Or perhaps, was she clenching too tightly?
After all, she was so freaking wet already… how could it be too tight for 2 fingers?
I decided to try one finger first… and my middle finger slipped inside with little resistance.
I didn’t want to give her the satisfaction of G-spot stimulation just yet… so I simply pivoted from my shoulder and went back and forth.
In and out… in and out my finger went as I finger-fucked her.
I stroked her rhythmically… periodically mixing in a few curls from my finger upwards against the roof of her vaginal wall.
My finger was fully coated in her viscous juices, and I couldn’t help but withdraw it for a taste.
These juices she let out from her floodgates were testament to her current heightened state of sexual arousal.
Should I reward her already?
“You let me know when you are cumming”, I declared… and to that she replied meekly…
“Okay…”
Just the way she said it, gave my tool a twinge.
I had to encourage obedience from this little mynx.
I started to gradually increase my pace… both with my tongue flicking upwards… and my middle finger curling upwards in a come hither motion…
Her body tensed almost immediately, and much sooner than I anticipated…
She uttered those dreadful words…
“I’m cumminggggggggg………”
The walls surrounding my finger closed in, and I could feel the quivers from within.
All the built up tension that I worked up was finally released in wave after wave of orgasmic pleasure.
However, I was disappointed. She didn’t really cum that hard, and it happened way too quickly.
I mean, it was an orgasm. But, it wasn’t as intense as I would’ve liked it.
I was used to women jerking, screaming, grabbing my hair and clamping their thighs on my head.
Or perhaps… her physical representation of her orgasm did not accurately depict how intense it felt within her body…
I had so many questions.
I apologize for the slow update… was rather busy and bogged down with work the past week or so.
-—————
It took only perhaps 30 seconds - 1 min of actual stimulation to get her to “cum”.
I wasn’t even sure if it was an orgasm, as it seemed so mild… and that left me rather unsatisfied.
I couldn’t resist but push onward… and so I continued to flick my tongue up and down her clitoris maintaining the same pressure I had earlier.
However, she squirmed uncomfortably and told me to stop.
Oh. Yeah. Normally, immediately after an orgasm, the clitoris becomes hyper-sensitive and can be painful if stimulated directly.
I didn’t want to force her… and since it was just our first meeting, I let it slide. No point scaring her off at this point too.
It was rather awkward.
There I was, dick hard, pants on, pussy juices on my fingers, while she lay naked underneath the bedsheets.
Did I not build up the sexual tension enough during foreplay? Did I build it up too much, that’s why she came so quick? Was my technique off? Or was it too on point? I wasn’t sure.
I left to the bathroom to wash my hands… and when I came out, she was already dressed and ready to go.
Wow… that was quick!
After all, she did need to rush back to her workplace, and there was barely 20 mins left.
We went down to check out, and then she suggested walking back to the nearby station.
The atmosphere was already rather strange… after all we did just engage in sexual fun, yet the moment we exited the room we needed to act cordially.
I mean, I was no stranger to this. Girl C wasn’t my first NSA encounter.
However, the questions still lingered in my head. I had to ask.
“So… how was it?”, I asked.
“Huh? What was what?”, she acted blur.
“My skills! You know what I’m in this for… this is important to me”, I retorted.
“Hmm… it was… good”, she replied in a subdued voice.
I caught a glimpse of her face, and it was flushed red.
“But it was so quick! You barely even came!”, I exclaimed.
I was worked up. It didn’t seem right. What was it that I was doing wrong? Was it her or was it me? I wanted a second chance.
“I came! It felt good… and this is how I cum… Usually once, and I am exhausted”, she replied forlornly.
I was never this frustrated. Especially not AFTER making my target orgasm. I wasn’t failing to deliver in a sense that I couldn’t make her orgasm. I could, but the intensity of it was just… just… lacklustre.
My thirst for eventually making her cum hard fueled my desire to continue meeting up with Girl C.
I had to crack the code.
“I’ll see you when I see you”, I said as we parted ways at the station… and I made my way to the train.
Soon after, I saw a notification pop up on my screen.
“I had fun. Hope you had fun too
“, she texted.
Well, she followed up so quickly. That was good news I suppose.
At least, I didn’t scare her off the first meeting.
“So how was the overall experience? Anything to mention? I want to know so I can improve myself moving forward.”, I mentioned matter-of-factly.
“Hmm… I was surprised that you were so cleanly-shaven… I like clean guys
“, she replied.
Apparently, Girl C is sort of a clean freak.
Fortunately for me, I’m in the habit of shaving weekly/bi-weekly.
Well, just another thing to take note of before hooking up with her.
I thought to myself…. “Isn’t that a little ironic? She has that massive tropical rainforest down there! Why isn’t she being all OCD about her own bush?”
So, we eventually arranged for our second meeting.
This time, I would be determined to dig a little deeper.
Pun intended.