An Affair with an older married lady... and the aftermath...

[jwat]

Originally Posted by sexcision

He is a very truthful guy. He will tell jas even if she didn't ask.

How about Shirlyn go tell Jasmine ? And Jasmine intro the her to Darren at her place ? 3P Darren Jasmine and Shirlyn ?

I am still sad that TS has give up with Alicia

Camping, can't wait, some accident happened, and Mark with Karen and Rebecca episode

[sexcision]

Originally Posted by jwat

How about Shirlyn go tell Jasmine ? And Jasmine intro the her to Darren at her place ? 3P Darren Jasmine and Shirlyn ?

I am still sad that TS has give up with Alicia

Camping, can't wait, some accident happened, and Mark with Karen and Rebecca episode

Won't lah, Shirlyn won't tell jas.
Mark will arrange with Darren or EOS

Somehow I fell like Mark is like a pimp?
Introducing woman he fucked to Darren?

Please be fair, go fuck nat too. Make them balance.

[Qwerty_Again]

Originally Posted by Shrouded

Me: Have you ever had anal before?

S: Nope.

Me: You probably should first.

S: Ah. Ok. Are you ready?

Me: What? Now?

S: Why not? We're already naked. Just let me wash first. It's like white glue down there.

Me: Ok.

We headed to the common bathroom to wash up.

Me: Are you sure about this?

S: Why?

Me: Doesn't seem like you to want to do all this.

S: I don't know why, but you've allowed me to explore my sexuality in a safe way. I don't know anyone else, especially not my exes, who I'm this comfortable with.

Me: Oh.

S: So anal…. Needs lube right?

Me: Yeah.

S: I don't have any.

Me: I guess body lotion will work too?

S: Like Cetaphil?

Me: I have no idea what that is.

S: Lotion.

Me: I suppose we can try. Are you sure you want to do this?

S: Don't make me rape you with my ass.

Me: Fine. Let's do it then.

We dried ourselves and headed back to the room.

What was I getting myself into this time?

Erm, you could just use the cum as the lube right?

[Shrouded]

We headed back to her bedroom and she took the Cetaphil from the bedside dresser. I looked at it.

Me: It says moisturizing cream.

S: And?

Me: What do you use it for?

S: My hands.

Me: Erm.

S: Will it work?

Me: I guess?

S: What are you waiting for then?

Me: I'm not hard.

S: So what? You want a blowjob?

She pushed me onto the bed and went down on me, slurping on my pole.

S: Eh, won't saliva work?

Me: It will dry.

S: Oh.

Me: Maybe we can try 69?

S: Sure.

She got into position and I attacked her pussy with my mouth and fingers.

She laughed.

S: Wrong hole?

Me: Slowly.

I licked around her labia as I fingered her. She was pretty wet so I lubed her asshole with her own juices, before attempting to slide a finger in. She squirmed.

S: Damn that's weird.

Me: I can stop.

S: No no. Just continue.

I got the tip of my finger in as she relaxed a little. I slid it in and out slowly.

S: It feels weirdly good.

I grabbed the cream with my free hand and slathered a bit of it there. My whole finger slid in with ease and she moaned.

I was sufficiently hard and she moved off me.

S: How?

Me: Erm…. Doggy style?

S: Ok.

She got on all fours and thrust her ass towards me. I put more cream on her and on my dickhead, before probing around the entrance.

S: Can you just put it in? It's ticklish.

I pushed slightly and the head slid in.

S: Wow. Ow. It's bigger than your finger.

Me: If my dick was the same size as my finger I'd be really sad.

S: Well, don't stop there.

Me: You sure?

S: You already took my ass virginity.

Me: Ok.

I pushed in further, fighting against the pressure, but she managed to relax and I slid in all the way.

S: Oh god. What is that.

Me: Does it hurt?

S: No. But I feel constipated now.

Me: What?

S: Just do it slowly?

I thrust in and out slowly. Her asshole was super tight. Way tighter than her pussy was even when she squeezed.

S: Ahh… damn… I didn't think I was going to enjoy this…

Me: Erm…

Suddenly she squeezed me with her asshole and I thought my dick was going to be snapped off.

S: Don't stop….

I continued thrusting slowly. She reached down and started rubbing her clit.

S: Fuck…. Shit…. What the hell is this….

She continued squeezing me, I wondered what would happen if I hadn't just cum. Imagine if I unloaded the entire weeks worth of cum into her ass.

S: Ahhh… where's my vibrator… I want it in me too….

Me: Where did you put it?

S: Ahhh… drawer…

I couldn't reach her drawer.

Me: Can't reach.

S: Ok.. let's move slowly over.

Me: Do you want me to pull out first?

S: No. Keep it in.

We waddled over on the bed to her bedside dresser and she pulled out a rabbit vibrator. It looked new.

Me: New toy?

S: Someone didn't want to continue sleeping with me. I have needs too ok?

She turned it on to the max and slid it in. I could actually feel it vibrating on my dick.

S: Oh god…

Me: I'm going to continue.

She nodded.

I thrust in and out slowly as she matched my rhythm with her vibrator.

Within minutes, I felt the urge to cum again. By then, she was already moaning non-stop.

I unloaded into her ass and she collapsed onto the bed.

S: Wow. I didn't know my ass could cum.

Me: I don't think it's your ass.

S: Whatever. That was surprisingly good.

Me: That's good.

She rolled over and pulled me in for a kiss.

S: Thank you.

Me: No problem.

S: I've just ticked two more things off my bucket list.

Me: Huh?

S: Anal and double penetration.

Me: Ah. So don't need a threesome anymore?

S: Let me think about it. How big is he again?

I tried to estimate Darren's size. I was pretty sure the girls were exaggerating.

She looked at me.

S: Maybe I really need to see if he even fits first.

Me: Right.

S: Do you have anyone about your size?

Me: No.

S: But you're my concierge of sex. I'm sure you can find someone.

Me: I probably could.

S: No stress. I just want to enjoy this with you.

We got up and went to shower again.

I was getting dressed when she stopped me.

S: Let's lie in bed ok? You don't have anywhere to go right?

Me: Nope. But isn't your family coming home?

S: Not so early.

Me: Oh. Ok.

S: Besides, I want more. In case you decide to run away again.

Me: Right.

S: I really don't mind constant sex with you ok? Be my fuck buddy?

Me: Erm.

S: You don't have to tell Jasmine. You don't have to tell anyone.

Me: I know.

S: Then just do it. Ok?

I lay down next to her.

Me: We'll see how things go.

S: Yes yes. Just play by ear.

Me: Sure.

She snuggled up to me, curling up, and resting her head on my chest, her bare thighs brushing against my dick.

Maybe this wasn't so bad after all. Maybe she would forget about wanting to meet Darren, or anyone else I had to introduce to her for that matter.

[Neoguri]

Originally Posted by Shrouded

....
She snuggled up to me, curling up, and resting her head on my chest, her bare thighs brushing against my dick.
....

I should go back to Singapore and work in a local company!

[entering]

Originally Posted by Neoguri

I should go back to Singapore and work in a local company!

Hahaha 🤣🤣👍👍👍👍

[Shrouded]

As usual, I fell asleep after some cuddling. I wasn't sure if Shirlyn actually took a nap too, or if she was just lying next to me, occasionally licking my nipples, stroking my flaccid cock. I was pretty sure if I had an erection while sleeping, I would have felt it.

I woke up to the sounds of thunder and heavy rainfall outside her window, and her soft lips wrapped around my pole. Had she been sucking me all this while? Or had the rain woken her up and made her horny?

S: Oh hello. You don't mind right?

Me: No.

S: I wonder if there's any guy who would actually reject blowjobs or sex these days.

One came to mind. He even rejected coffee.

Me: I'm sure there are.

S: Bucket list.

Me: What?

S: Have a guy reject me after I've gotten him all hard and horny.

Me: That's a very weird bucket list item.

S: I know. But I'm sure no normal guy will be able to resist.

Me: You never know.

She climbed on top of me and slid in, letting it go all the way.

She sighed and lay on my chest.

S: You don't have to move. I just want it inside.

Me: Ok.

S: See! No guy can resist.

Me: Huh? I'm not rejecting you what.

S: I still don't understand why you're so accommodating and… what's a good word? Docile?

Me: I thought docile is used to describe animals.

S: Human beings are animals too. Mammals.

Me: Is this a science lesson?

S: Is it?

Me: Was there a chapter 13 page 124 during your time?

S: What?

Me: That was the chapter on sexual reproduction in humans.

S: Oh? I think my textbook was different.

Me: Probably.

I twitched my dick.

S: Hey! Do that again!

I did.

S: That's quite sensual.

Me: Really?

S: When you moved, it rubbed against my cervix.

Me: Ah.

S: Wah. I don't think I can do this with another guy. Probably can't go all the way in.

Me: Why are you thinking of another guy?

S: Why not? Seems to be the norm these days.

Me: Oh?

S: You have more than one partner.

Me: Had.

S: Your partners had more than one partner.

Me: We weren't exactly in committed relationships.

S: We aren't either.

Me: Right.

S: So… Big dick… I know our vaginas expand, so how hard can it really be?

Me: You know I can't explain or demonstrate that right? I don't have one.

S: The others… they really seemed to enjoy it right?

Me: I guess.

S: So why did they still sleep with you after experiencing a big dick?

Me: Ouch.

S: Come on la. You're not that small. You're just nice. 2 inches is more than enough for a guy to pleasure a woman.

Me: I'm not 2 inches.

S: Just saying. That's where the sensitive parts are inside. And the clitoris of course.

Me: Right. So why is your vibrator at least 6 inches long?

S: Isn't it a standard size?

Me: I wouldn't know.

S: Eh. Remember this thing.

Me: What thing?

She took her phone and went to the Cherry Affairs page and showed me the Clone-A-Willy again.

Me: Right.

S: Can I use yours?

Me: What?

S: So if you run away again at least I got your dick.

Me: It's gonna be smaller than your new vibrator. And seriously, it's not going to feel the same without me.

S: Then you just have to continue with me I guess.

Me: What if Jasmine is finally divorced and I go back to her?

S: You better give me some damn good breakup sex.

Me: How is it breaking up when we aren't even together?

S: Goodbye sex then.

Me: Right.

S: Anyway, I wanna clone you and stick that thing in my ass.

Me: What?

S: It will be a threesome with yourself. Hahahaha.

Me: Funny.

S: Then I can stick it in your ass too. And tell you to go fuck yourself. With yourself.

Me: You're being really weird today.

S: I just missed sex with you ok? Don't you think the other miss it?

Me: Er… I really have no idea.

S: Maybe the big dick is distracting them.

Me: Maybe.

S: So you're still setting it up right?

Me: Seriously?

S: Ya.

Me: Fine.

I took my phone and texted Darren.

Me: Hey… there's another lady who would like to meet you.

He didn't reply instantly so I just let it be.

Shirlyn sat up and started grinding.

Me: Did the thought of the big dick make you horny?

S: A little.

Me: I'm not exactly super hard now…

S: It's hard enough for me to do this.

One orgasm later, she lay back down on my chest, with me still inside her.

My phone beeped.

D: Bro, you're already keeping me really busy with these 2 ladies.

Me: Which 2?

It was barely a few seconds later when he sent a self-destructing picture with his wrapped dick in between two naked bodies. From the boobs, they were definitely Alicia and Felicia. I hoped Jasmine wasn't secretly behind them.

Shirlyn gasped.

S: Wow. That is big.

D: Sorry bro. Alicia asked me to send it.

S: Pass me your phone.

Me: Why?

She took it anyway and snapped a body selfie of herself lying on my, her breasts squashed on my chest, and sent it over.

D: Nice bro. This the lady?

Me: Yeah.

D: Don't worry, I won't tell them you're sleeping with someone else now.

Me: Are you texting and fucking?

D: Nah. They went to shower. I'm chilling. But it seems like you're fucking and texting.

Me: Just trying to arrange something.

D: I'll do it. On one condition.

Me: I know what it is.

D: You do? Fantastic. I'm taking the kids over to their grandparents place again tonight. You know what to do.

Me: Alright.

D: Let me know bro.

Me: Sure.

Shirlyn glared at me.

S: Ok. What weird shit is this.

Me: He wants me to sleep with his wife.

S: What?

Me: Long story.

S: I'm not going anywhere. And neither are you.

Me: Long story short. He's too big for his wife. She has a high sex drive. The end.

S: Haha. See! You're a pretty good tool.

Me: You know I really wanted to stop being this kind of person?

S: I don't see anything wrong with it.

Me: These kind of relationships are damaging.

S: Every kind of relationship is damaging in its own way.

Me: I never really thought about it that way.

S: Well, one day you'll understand.

Me: Maybe.

S: The weather is so good for cuddling.

Me: Yeah.

S: Can you go again?

Me: Now?

S: My favourite position.

Me: Ok.

I got up, got hard, and slid in.

Fifteen minutes later I unloaded a rather weak load into her and we went to shower again before heading back to bed.

This time we both fell asleep.

[ouzo18]

Omg, here come Darren again....After Darren fucked Shirlyn, she will be addicted to Darren's dick and bye bye Mark....lol

Darren, if you are reading this, please post a photo of your dick, we are really curious how big is your monster dick...Why all the ladies so addicted to your dick. Show us...haha

Bro EOS, you are mentioned again...lol
Come on, meet up for coffee with them and join in the fun, if you don't want Jasmine, try Shirlyn? No la, i am just kidding. You have your life now and principle.

[EnigmaofSorrow]

Originally Posted by sexcision

Won't lah, Shirlyn won't tell jas.
Mark will arrange with Darren or EOS

Somehow I fell like Mark is like a pimp?
Introducing woman he fucked to Darren?

Please be fair, go fuck nat too. Make them balance.

Lol. Don't drag me into this again.

[BushTracker]

Bro, thanks for the updates.. really enjoyed it. You can start charging Darren introduction fee.

[EnigmaofSorrow]

Originally Posted by ouzo18

Omg, here come Darren again....After Darren fucked Shirlyn, she will be addicted to Darren's dick and bye bye Mark....lol

Darren, if you are reading this, please post a photo of your dick, we are really curious how big is your monster dick...Why all the ladies so addicted to your dick. Show us...haha

Bro EOS, you are mentioned again...lol
Come on, meet up for coffee with them and join in the fun, if you don't want Jasmine, try Shirlyn? No la, i am just kidding. You have your life now and principle.

Lol. I think he does not have many friends, be it online or in real life.

[asean12345]

Originally Posted by EnigmaofSorrow

Lol. I think he does not have many friends, be it online or in real life.

Based on his situation. A lot of guys here want to be his BFF now.

[EnigmaofSorrow]

Originally Posted by asean12345

Based on his situation. A lot of guys here want to be his BFF now.

His PM must be flooding. Did he mention before if some bros PM him for contacts?

That happened to me a lot previously when I shared my stories.

[sexcision]

Originally Posted by EnigmaofSorrow

His PM must be flooding. Did he mention before if some bros PM him for contacts?

That happened to me a lot previously when I shared my stories.

He did not mention it, but I am sure there's a lot of samsters here private msging him offering their service. There's no lack of ppl seeking free fucks and I'm sure Mark will be careful and responsible. He better be.

[EhWahEhWah]

Wah bro, you need to charge Darren Referral fee soon.