Ann smiled at me.
“You wanted to sleep with me?”
Suddenly I felt a little embarrassed at my honesty.
“Why not? You’re an attractive woman. And I have picked up less attractive women in pubs before.”
Ann laughed.
“Ok.”
“Huh?”
“You’re honest enough. I like that. But you missed your chance.”
“Oh.”
I would be lying if I said I wasn’t disappointed. But it didn’t really matter. I don’t go pubbing just to pick up girls. I go to chill with my friends.
“Are you disappointed?”
“Who wouldn’t be? Having missed a chance to have sex?”
“Haha. You’re just like a little boy.”
“Well, at least I’m honest.”
“Why do you pick up girls in pubs anyway?”
“Because I can?”
“Really?”
“You know sometimes you get lonely, then you go drinking, then you get horny…”
“Haha. I don’t really get horny easily.”
“Are you attached? Have a boyfriend? You were drinking alone the other day. I don’t usually see girls drinking alone unless they’re waiting for someone, or looking for something as well.”
“Nope. No boyfriend.”
“Not even dating?”
“Nope.”
I really should have been more direct and asked if she was single.
“Wait… are you a virgin?”
That caused her to laugh out really loudly, attracting the attention of the other patrons.
“You’re funny. No I’m not a virgin.”
“Are you lesbian?”
I almost caused her to choke on her wine.
“Why are you asking all this?”
“I’m curious I guess?”
“Haha. What are you going to ask next? When was the last time I had sex?”
“Not really. I’m more interested to know about the next time you have sex, probably within the next few hours.”
If they gave out awards for the lamest ways of propositioning a woman, I might have won hands down with that line.
“And who might I be having sex with?”
“Me of course. Unless you have someone else?”
“Haha. Your skin is really thick. What makes you think I’m even interested in you?”
“Well, I’m charming, humourous, kind-hearted…”
“Stop stop! I’m gonna get indigestion if I don’t stop laughing.”
Well at least I was making her laugh.
Three more Jack and Cokes and a couple more glasses of red wine for Ann later, I needed to pee and excused myself.
Upon returning, she had already settled the bill.
“Can we split it?”
“Oh god. We are not dating. I’m giving you a treat because you were nice to me.”
“But I don’t feel good freeloading.”
“Ok, simple question, how much do you earn?”
“Gross or take-home?”
“Whichever.”
“Slightly less than $3k take home.”
“Well, my salary starts from five digits. So if you want to insist on splitting the bill, by all means. But not this one. I said it’s a treat so it’s a treat.”
“Ok…”
We stood at the car park smoking.
“Are you sure you can drive? You had quite a lot of wine.”
Without a word, she handed me the BMW key.
“Are you serious? I’ve never driven anything this expensive before.”
“Don’t worry. It’s insured. And I’m sure you’ll be careful right?”
She carressed my arm. I felt this weird sensation. Was she flirting with me?
“So I’ll send you home?”
“It’s still early. Do you have to work tomorrow?”
“Nope. I’m usually off on weekends.”
“Would you like to go to the beach?”
“Which one?”
“The nearest? Changi?”
“Ok.”
We extinguished our sticks and got into her car, driving towards Changi beach, passing by the dreaded SAF ferry terminal and parking at one of the car parks there.
It was strangely quiet for a Friday night as there usually would be some campers hanging around.
We walked along the footpath for barely five minutes.
“Maybe this isn’t a good idea.”
I was getting a little irritated. I had done everything she asked me to do without much benefit to myself, except for food and drinks. Maybe I was wasting time. It was supposed to be a one night stand and yet I was doing things with her that made it seem like we were dating.
“Why?”
“I’m getting a bit dizzy from the wine.”
“Let’s go find a place to sit.”
We found a bench and I ran my hand across it to check if it was wet and to brush off the dead leaves and branches. Ann did not bother and just sat down, on my hand.
That gave me the opportunity to grab her ass through her shorts.
“Hey!”
“You’re sitting on my hand.”
“Oops.”
She lifted her butt off the seat a couple of inches and I removed my hand, running it along her buttcheek and down her thighs. I could feel her shudder a little. I think that meant she had not been touched for quite some time.
I sat down next to her and took out my cigarettes.
Suddenly, Ann lay down on my lap, and curled up on the bench.
I sat there with the unlit cigarette in my mouth looking like an idiot. I saw a passing jogger giving me a dirty look.
“What are you doing?”
“Let me rest a while. Dizzy.”
“Ok.”
I reached over her and tries to stick my hand into my pocket to take out my lighter. I purposely rested my forearm on her chest. I felt her breathing pause for a short while but she did not push my hand away.
“Can you get up for awhile? I need my lighter.”
“My pocket.”
“Huh?”
“Take from my pocket.”
If any of you guys have ever tried removing something from the front pocket of a girl wearing fitting denim shorts while she’s lying on your lap, you’ll know how hard it is. I spent most of the time just trying to wriggle my hand in, and obviously caressing her thighs at the same time. She squirmed a little.
“Where is it?”
“Other pocket.”
I tried again, unsuccessful with my lighter search, but very successful with my thigh groping.
“Get up. I can’t find your lighter.”
She got up and after five minutes of sitting there with an unlit cigarette in my mouth, I finally managed to smoke.
“Spare me one?”
“Where’s your own?”
It was a stupid question. They weren’t in her pockets.
“Car.”
“And your lighter?”
“Car.”
So it was an invitation for me to touch her on the pretext of finding her lighter.
She was playing games with me.
Quote:
Originally Posted by
EnigmaofSorrow
I’m a regular. I’m not married. I stay-in. I book in by 2359.
Perhaps TS is the same?
Yeah. I’m stay in. Can stay out sometimes. Depends on OC.
I passed her a stick and she lit it.
“Ewww. What the fuck is this?”
“Samproena. Clove cigarettes.”
“Yucks. The taste is horrible. But the smell is nice.”
“Is it?”
“I was wondering why the smoke smelt a bit different.”
“I can’t tell.”
But she smoke it anyway.
I was feeling strange as I had not been this close to a girl physically since breaking up with my girlfriend. One night stands not included. Those were simply business transactions. Purely to satisfy my horniness. This was different.
But I was a bit irritated as she was letting me touch her, and she did not resist, but that was as far as it was getting.
I checked my cheap casio watch. It was almost midnight. And it was a Friday night. I could have been out pubbing with my friends and maybe even picking up girls. But I was here at a beach in an area I was not particularly familiar with.
Suddenly she spoke.
“Are you horny?”
“What?”
“I said are you horny.”
“Why?”
“Oh nothing. Just the way you were touching me.”
“Huh? I was trying to find your lighter.”
“Don’t act innocent.”
“Really!”
Suddenly she grabbed my crotch.
“What the fuck?”
“Where is it?”
She started giggling.
“So small. Can’t feel it.”
I pushed her hand away.
“Of course you can’t feel it. It’s not hard.”
“I thought you were horny?”
“Horny doesn’t mean it will be hard.”
“Is it?”
“You sure you’re not lesbian? You don’t seem to have much experience with cocks.”
“I’ve had a few. Maybe you have erectile dysfunction.”
“Very funny. You want me to prove that I don’t?”
“You still want to sleep with me?”
“Yes!”
“And after that?”
“We continue sleeping with each other regularly if the sex was good?”
“Hahahahahaha! What makes you think you’re that good in bed?”
“Well no one has complained before.”
“That’s because they were one night stands right? Even if they wanted to complain they can’t find you. Haha!”
“I guess you’re right.”
She was good. Damn good at shooting me down.
“Hey I just thought of something.”
“What?”
“Do you like blowjobs?”
Ah, she was hinting to me.
“Name me a guy who doesn’t.”
“Ok, let’s get back into the car.”
Quote:
Originally Posted by
davidguetta
perhaps we can have a drink some day..enigma bro cfm wanna listen to ur story haha
Thanks but no thanks. I prefer to stay anonymous for now.
I eagerly got into the car and started the engine, turning the airconditioning to full blast. Ann got into the passenger side. I sat there in anticipation.
“What are you waiting for?”
“Huh?”
Then I realised that maybe I should remove my jeans. I started unbuckling my belt when she stopped me.
“What are you doing?”
“Getting ready for you to suck my cock?”
“Me? Who said I’m giving you a blowjob?”
“Didn’t you ask if I liked blowjobs?”
“Doesn’t mean I’m gonna give you one.”
“What?”
“Just drive.”
I turned on the headlights and drove out of the car park. Maybe she felt that the car park was not secluded enough and wanted to bring me elsewhere.
“Remember the car park opposite the Changi Village Hotel?”
“Yeah?”
“Drive there.”
I was puzzled. That car park was brightly lit and rather open. How could we do anything there?
“Why are we going there?”
“You’ll see.”
As I turned onto the road leading to the car park, I saw numerous scantily clad “ladies” hanging around.
Then it hit me.
“Why are we here?”
“Oh, I’m gonna pay a tranny to give you a blowjob.”
I immediately slammed on the brakes. Thankfully there was no cars behind us.
“WHAT THE FUCK??”
“You like blowjobs right? So now I’m gonna get you one.”
“Errrr…..”
The idea of a guy, or rather half-guy/girl wrapping his/her lips around my cock and sucking me to orgasm was a mix between absolute disgust and curious anticipation.
“Why can’t you suck my cock?”
“What benefit do I get if I give you a blowjob?”
“Erm. I’ll eat your pussy?”
“Haha. Doesn’t sound very beneficial.”
“I’ll make you cum?”
“Your self-confidence is sky high. What makes you think you’re capable of even getting me wet?”
“Well…”
“The way I see it, if I give you a blowjob, you cum, go soft immediately, then fall asleep and I won’t be able to do anything else.”
“And how would a ladyboy sucking my cock make any difference?”
“Oh I get to watch.”
“What?”
“I wanna compare. See if there’s any difference in how they do it.”
“Are you serious?”
“Don’t tell me you don’t have the balls?”
I never had the pleasure of being pleasured by a “sister” before, and somehow, I wasn’t sure if tonight was going to be the night I wanted it to happen.
“You realise your car is a two seater right?”
“So?”
“So how are you going to watch? Normally they operate from within the car right?”
“Haha. You think that’s gonna stop me?”
“I hope so.”
“Haha. Wait here.”
Ann got out of the car and approached a group of ladyboys and engaged them in chatter. I saw her point over to the car. One of them, tall, slim with enormous boobs waved at me. I waved back reluctantly.
I wonder what was stopping me from just driving off with Ann’s BMW.
After barely 5 minutes of talking to the ladyboys, Ann returned to the car.
“Ok. It’s settled. Are you ready?”
“Ready for?”
“To get your blowjob.”
“By?”
“Oh damn. I forgot to get her name.”
“Who?”
“The sister.”
“What??? You weren’t kidding???”
“Nope. But it won’t be in the car.”
“Then?”
“Drive over to the hotel.”
“Which one?”
“The one opposite.”
“Are you serious?”
“You want that blowjob or not?”
“Well…..”
Ann placed her hand on my thigh, stroking it teasingly.
“I’m sure you’ll like it. She’s damn hot.”
“Erm. Pre-op or post-op?”
“Oh. Is there a difference? I didn’t ask.”
“Great. What if she whips out a giant cock and wants to rape my ass?”
“Haha! I would love to see that happen too!”
“You’re mad. Sick. Insane.”
“Trust me. It will be a night you won’t forget.”
“The way I see it, it’s gonna be a night I don’t want to remember.”
“Just drive over there and stop being a pussy.”
I drove across the street with Ann’s hand still on my lap. I sincerely hoped she was kidding.
Her gentle caresses were actually turning me on a little. But I knew that it would not be her that would be sucking my cock that night. Or maybe it was a test for me.
Maybe she was the type of girl who put guys through some sort of test before she decides to sleep with them. Test if their equipment is in working condition before they use it.
After parking the car we entered the hotel lobby. I wondered how Ann would be able to get a room at such late notice.
“What are you doing tomorrow?”
“Nothing?”
“Ok. Then I’ll get a room till sunday. I need a vacation.”
“You mean staycation?”
“Whatever.”
She strode up to the reception while I took a short walk to the Cheers outlet nearby to get a drink.
As I was smoking outside the convenience store, plastic bag with condoms and lubricant in hand, she called.
“Hey. Where did you go?”
“At Cheers.”
“Whatever for?”
“Condoms.”
“The sister has condoms. But since you are there could you get me a milk tea?”
“Ok.”
I wanted to tell her the condoms were for me to use on her but decided against it.
Each passing minute just brought me closer to the realisation that there was not going to be any action for me with her. I was only her companion.
Oh well, I never had a ladyboy blow me before anyway. Who knows. I might enjoy it.
I headed back to the hotel reception and found Ann waiting for me at the lift lobby. She peered into the plastic bag.
“Why do you need those?”
“Just in case.”
She reached in and grabbed the lube.
“Didn’t know you liked anal. I forgot to check if shes a pre-op.”
“You’re hilarious.”
“Yup.”
She hooked her arm around mine and we proceeded up.
Knowing her extragavence, I should have expected nothing less than a suite. And I was right.
We entered and immediately I was taken in by the size of the room. This girl had money.
She put her handbag down on the dressing table and came up to me. She sniffed.
“Go take a shower.”
“Ok.”
I turned towards the bathroom.
“Want to join me?”
She gave me a sly smirk.
“I’ll think about it.”
I went into the bathroom and stripped. Seeing a bathtub, I decided to run a bath. I wasn’t sure if it was a smoking room but I lit up and sat on the toilet bowl while waiting for the bathtub to get filled.
Suddenly the door opened and a naked Ann walked in.
“Oh you’re running a bath. How sweet of you.”
I just sat there dumbfounded.
While she wasn’t supermodel hot, she had curves in the right places, especially her butt. It looked like doggy style would be very satisfying. Her breasts were not saggy, a small B cup that held firmly against her chest even without a bra. Her nipples were light brown and small. Sexual characteristics aside, what really caught my eye was her fair skin. It was creamy white everywhere, even where tan lines should have been. I caught sight of a few stretch marks on her thighs but who doesn’t have stretch marks?
“What are you staring at? You’ve never seen a naked woman before?”
“Just admiring the view.”
She came up and stood in front of me.
I ran my hand down her shoulder, stopping to cup her boob, then down the side and along the curve of her hips. She trembled slightly before slapping my hand away.
“Who said you could touch me?”
“You don’t like it?”
She put her hands on her hips. I stared at her untidy bush. Eating her pussy might prove a little difficult.
“Why don’t you shave or wax?”
“Wax? Hurts like hell. Shave? Lazy. You don’t like an all natural woman?”
She sat on me. I felt my cock stiffening under my boxers but tried to stop it. I didn’t want her to see how horny I was. I took another puff to calm myself and felt my erection slowly fading away.
She wrapped her arms around my neck and pulled my head towards her neck. It was definitely an open invitation.
I kissed her neck lightly, then sucked a little harder. I ran my tongue down her neck, tasting saltiness all the way down. I stopped at her collarbone, planting kisses on it before arriving at the top of her boobs.
She pushed me away.
“Ok. That’s enough.”
She got off, walked towards the bathtub, tested the temperature with the back of her hand, before sliding in and closing her eyes.
I lit another cigarette.
I watched Ann scooping bubbles onto herself, trying to cover up her nude form, as though I had not seen everything already.
I finished up my stick and extinguished it. Ann appeared to be taking a nap.
I wasn’t sure if she would object if I started kissing her on the lips. I had never done that with any of my one night stands before.
I quickly removed my boxers, tossed it aside, and slid into the tub with her. As expected, that caused some of the water to be displaced onto the floor with a splash. Ann opened her eyes.
“What do you think you are doing?”
“Joining you?”
“Who said you could?”
“I filled the tub for myself.”
“Really?”
“Yup.”
“Well too bad.”
“So I shall just sit in here with you.”
“Suit yourself.”
She closed her eyes and I tried to make myself comfortable. The tub wasn’t small but it wasn’t huge enough to accomodate two human beings comfortably. I stretched out my legs and tried to squeeze them by her side, around her lower back. I expected her to get irritated but instead, she lifted her butt off the bottom to let me place my legs behind her. She even pulled her legs in towards her chest so I could have more space.
Once in a suitable position, I closed my eyes too. The alcohol was making me tired and I wanted to nap for awhile.
Barely ten minutes later, I felt a weird sensation at my cock. It was as though something was grabbing at it, but it was not a hand. I reached down and grabbed it.
Ann shrieked and pulled her foot back.
“What are you doing?”
“Touching your small cock with my foot?”
I felt a little irritated, and embarrassed. She had yet to see my cock but she kept saying it was small. My morale was already quite low ever since my girlfriend broke up with me, and now I had to deal with this woman who was only playing with me.
But I decided to endure as somehow I felt that the longer I tolerated her nonsense, in the end we would have good sex. I did not want it to be a one night stand either as she was someone I could talk to. I wanted more than that.
“It’s small because I’m not aroused yet.”
Ann looked at me incredulously.
“I’m naked and you aren’t horny?”
“Should I be?”
I had to mind fuck her as well. I was horny as hell.
“All the guys I’ve been it get hard just by looking at me.”
“Come on, you’re not that sexy.”
“Precisely. I’m not. Therefore you must have erectile dysfunction. "
“I don’t.”
“Prove it.”
“Make me hard.”
“Why do I have to? I’m waiting for the tranny to text me. She’ll make you hard.”
“What??? We’re both naked in the bathtub, and you were trying to give me a footjob just now. So now, just replace ‘foot’ with ‘hand’ or ‘blow’, and I’ll show you what happens when I’m aroused.”
“Hahahaha! Is this how you get girls to sleep with you? I can’t believe you were successful.”
“Well, alcohol helps. And most of the time we’re so drunk we don’t even know what’s happening.”
“And so, based on that, do you seriously think you have the skills to satisfy me? You don’t even know what you were doing.”
“Er….”
“And based on what my foot felt, you’re like maybe an inch? So I estimate perhaps you’re maybe three to four inches when erect? Hardly satisfying.”
I smiled myself. While I wasn’t huge like some of the TS described themselves here (not saying they’re lying, just saying that unless someone, preferably a female, proves otherwise, I’ll just take it that everyone is average size), I was pretty sure I met the racial average.
“You really think I’m that small?”
I pretended to look disappointed.
“I can’t tell unless it’s erect.”
“Then make it erect! Touch me! Suck me!”
“Nah, I’ll wait for the tranny.”
“Come on…. she hasn’t texted you yet…”
I didn’t realise how desperate I sounded.
“Nope. You want to get an erection do it yourself.”
“Ok.”
I started wanking myself under the bubbles, trying to get myself as hard as I could, then stand up and show her just how manly I was.
Ann giggled when she realised what I was doing. She stood up and stretched, showing me her boobs and the soapy water trickling down.
“I’m going to check my phone. Enjoy yourself.”
She got out of the tub, leaving me there with my limp dick in hand.
Something was really wrong.
Was I that affected by her words that I could not even get an erection?
Now, I really was waiting for the ladyboy to appear and give me a hand.