Quote:
Originally Posted by
wtfuad
Oh dear. Sucks to work so many days in the office…
I think so too! Last time still can choose which days I want to go back. Now it’s fixed.
Quote:
Originally Posted by
Asakura
dont have to post in his style, sis
Easier to post in his style. The way the conversations flow and all that. I’m more used to writing ads so… This is kind of new to me.
Quote:
Originally Posted by
ouzo18
Glad to see your update and also mentioned about Mark. Hope he is fine and wish sis June a happy and sextifying 2023…..Huat ah. Haha
Thanks! Mark is ok I guess. I also wish for a sextifying 2023.
Quote:
Originally Posted by
CapriceV3522
Well written story junebaby, where got boring?
It’s boring compared to other stories.
Quote:
Originally Posted by
wtfuad
But I work at home most of the time… I also feel quite bored la… haha
I’d rather be working from home more often.
Log on laptop, but the tv is on and I’m watching Netflix.
Quote:
Originally Posted by
wtfuad
Haha. Every time I work from home I feel very horny…
It’s easier to watch porn at home.
It’s easier for me to just grab my husband when he’s home as well.
But I wish someone can tell me what’s so fun about computer games? He’s been at it ever since I known him. It’s either RPG or football manager.
We headed to this place called Young’s. As expected it wasn’t that crowded and we got a seat on the outside, ordered some pizza, some pasta, a sharing platter and to my surprise, an entire bottle of Moscato.
Me: You ok to drive after this?
M: Yeah.
Me: I’ll drink more then. Hee…
M: I’ll be fine.
We ate and chatted, and I wisely steered away from outright asking what happened. He only mentioned that Korea was cold, but fun, and of course they had tons of sex with each other there, which kind of made me a little envious considering my current situation. But upon returning, both Jasmine and Mark decided that it was best that they take a break from everything that was happening. It wasn’t a break up, but they would minimize contact with each other for the time being outside of work.
So he had moved back to his parents place in the mean time.
Knowing that he was driving, I took it upon myself to drink more of the bottle, essentially limiting him to 2 glasses of Moscato, probably just at the limit, but it pays to be safe not sorry right? But Mark could tell what I was trying to do.
M: I’m really fine to drive you know?
Me: But you probably shouldn’t.
M: I’ve done worse.
Me: That’s not the point though is it?
M: I’m getting another bottle.
Me: Seriously?
M: Well, worst case I’ll just leave the car here and take a Grab back.
Me: I don’t remember you drinking a lot.
M: I don’t. But I know my limits. I still can drive, trust me.
Me: Suit yourself then. I can drink. I’m not driving.
M: Go ahead.
Soon a third bottle appeared and I was suddenly thankful that I was working from home the next day.
Me: Aren’t you working tomorrow?
M: I am.
Me: It’s getting late.
He looked at his watch.
M: It’s only 10.
Me: Haven’t you had enough?
M: Food? Or drinks?
Me: I’m woozy already. And honestly already in the right state of mind to let you have your way with me. Thanks to the Moscato of course.
M: Haha. Please don’t.
Me: Why not?
M: You won’t like it. Too small for you.
Me: I knew it!
M: What?
Me: You have self-esteem issues because of your size!
M: I don’t.
Me: Really?
M: Look, I just want to take a break from all this. Away from Jasmine, away from Alicia, away from Shirlyn, away from Nat and everyone else who just wants to have sex.
Me: Well, ok. Shouldn’t be too hard. You didn’t really strike me as a hyper sexual person anyway.
M: Are you one?
Me: I’m not sure. I do enjoy sex with the right people. There’s this connection that goes beyond physical. When too many people are involved, I think it just becomes physical. Then again, I’m not the best judge of this given my history. But it’s how I feel now.
M: So you sort of understand what I’m going through I guess.
Me: Not really.
M: There’s a connection with Jasmine. I felt it long before we even had sex.
Me: Wasn’t she married then?
M: Yeah.
Me: And you still pursued it?
M: Yeah…
Me: Well, she probably felt the same thing too. Otherwise she wouldn’t have slept with you even though she’s married.
M: Perhaps. We were a little high from the alcohol.
Me: Trust me. With or without alcohol, if there wasn’t a connection, she wouldn’t have slept with you.
M: We let it go too far and it ended up like this.
Me: And you regret it?
M: Nope. I’d do it again. But without all the other distractions.
Me: Ah. Interesting. What about Alicia then?
M: I feel she was just using me. And I let her use me to fulfill her needs. Somehow along the way I guess she developed feelings?
Me: And Shirlyn?
M: I let her use me too.
Me: Why though?
M: I don’t know. I guess I wanted to feel desired.
Me: Hahahahaha! What? That sounds so… erm… like a feminine way of thinking?
M: Maybe I’ve got more estrogen than testosterone.
Me: Right. Would explain the man boobs and average penis.
M: Maybe? Haha.
Me: You really have low self esteem. Not sure what caused it, but I think you’re a pretty decent guy. With all the wrong priorities perhaps.
M: I guess so.
Me: So when will you be going back?
M: I don’t know. It’s kind of stressful being there. It didn’t feel like a very big problem before. But with Alicia back…
Me: Oh? Why?
M: There’s sort of a schedule of how I’m supposed to spend time with them. Like Fridays are for Nat.
Me: Nat is hilarious though.
M: How so?
Me: I’ve never heard anyone complain a dick is too big. Certainly won’t hear that from me.
M: Well, she’s kind of small if you haven’t noticed.
Me: She’s also a mother. Unless they weren’t natural births?
M: C-section.
Me: Oh. Oh well…
M: But besides the point. I have to split my time and affections to Jasmine, Alicia, Shirlyn, Nat, sometimes even Crystal.
Me: You know if you put your foot down, all these may stop?
M: I can’t. I don’t want to. I feel happy when they’re happy when I’m with them.
Me: Right. You’re weird.
M: I know.
Me: It seems so easy to get you in bed.
M: It’s not that hard. Haha.
Me: Only if you’re willing right?
M: Yeah.
Me: And you were willing with all of them?
M: Eventually.
Me: Crazy.
M: I guess I am.
Me: I think Jasmine is a nice person. If you really love her, then be with her.
M: That’s what I want.
Me: But?
M: The things that she wants me to do.
Me: And you don’t feel comfortable with it?
M: It’s not that. I mean, we’ve already tried being non-monogamous and it sort of works out. It’s just me. I don’t think I want that for the rest of my life.
Me: And she does?
M: So it seems.
Me: And what’s so bad about that? I’m pretty happy where I’m at with my current arrangement. Other than I still feel Mike spends too much time on his computer.
M: He’s not… pleasuring you?
Me: Of course he is. Well, maybe not now cos he’s sick. But how can anyone play so much computer games? It doesn’t seem healthy. Escape from reality he says.
M: I think it’s fine. Unless he’s totally ignoring you and is locked in a room with his computer only.
Me: Nah. We still have amazing sex.
M: Good for you.
Me: Aren’t you horny? Considering you went from tons of sex to no sex.
M: What?
Me: I mean you’re probably in self-help mode right now?
M: Err.
Me: I’m fucking horny because Mike’s sick and Tom’s busy fucking younger bustier girls.
M: Oh. So you’re in self-help mode too? Haha.
Me: Nope. Holding it in. Haha. But really really horny.
M: Are you trying to hint something?
Me: Maybe? Haha.
M: Why?
Me: I’m horny, you’re horny. We’ve both had a couple of drinks…
M: Story of my life huh?
Me: Yup. But I do feel a connection to you. And strangely, remember that guy who groped me?
M: Yeah?
Me: He made me feel a connection to him too somehow. Not a really strong one. But we could click on a certain level. Too bad he didn’t know the meaning of “no” and “stop”.
M: You’d have slept with him?
Me: Eventually I guess. Who knows? I thought he really understood me and connected with me. Guess all he wanted was sex.
M: Ah.
Me: And that’s where you’re different. I could be naked next to you and you won’t do a thing.
M: True.
Me: I’m working from home tomorrow.
M: And? That means?
Me: I’ve got the whole night to drink and chat with you.
M: I’m sure this place closes soon.
Me: We can continue at my place if you’d like. Or yours. Then we’ll see how things go.
M: Don’t think my parents would appreciate that.
Me: Come over then.
M: I’ve got to work tomorrow.
Me: Take MC. You need a break. Haha.
M: You got to be kidding.
Me: Hang on.
I took my phone and called Mike.
Me: Hello dear? You ok if Mark comes over tonight? What for? What else? We’re having sex.
I nearly burst out laughing when I saw the look of horror on Mark’s face. He tried to grab the phone from me. I put Mike on speaker.
Me: Just kidding. We’re drinking and chilling.
Mike: Ah. Sure. You know I’ve no issues even if you wanted to fuck him.
M: Oh no no no. We’re not doing any of that.
Mike: Haha. Just come over bro. But I’ve still got the flu so there’s viruses floating around the house.
M: I’ve got a mask.
Mike: I’ll just be in my room.
Me: Ok! We’ll be home shortly!
I hung up.
Mark looked at me with a raised eyebrow.
M: Seriously?
Me: Yup. You’re sending me home anyway right? Assuming you can drive. Or I’ll drive and steal the keys. Haha.
I wasn’t expecting it, but he called for the bill and handed me his car keys.
M: Just drinks and chill.
Me: We’ll see.
Quote:
Originally Posted by
ouzo18
Ya, sis June was so firm during that time….haha. Now? No fish prawn also can? Lol.
No la, most probably after know him so a period of time, have some feeling and connection, that’s why sis June is ok to do with Mark. And also she is so horny now yet Mike is sick and Tom is busy…..
Faster update please. Haha.
Wah. You all think I’m so naughty. The most I did with him was a blowjob only back then!
Quote:
Originally Posted by
junior_cannibal
While waiting for the next update from June, whatever to happen should have happened.
Anyway, if Tom and Mike are big, would Mark’s be machiam like la kopi? Anyway, with his charm, he will now than make up for that.
Notice the difference between Mark and June’s writing. She’s very much into describing the details. To be fair, Mark wrote very well too.
Whatever the case may be, wishing him well and hope he can be happy genuinely himself, not just about making others happy. Maybe the withdrawing syndrome applies more to the likes of Crystal and the rest, the readily available live dildo is on strike.
Mark is actually an ok size la. I’ve had smaller when I was an escort. He just thinks he’s small and keeps saying he’s small.
And I’m surprised someone actually compliment my writing. I’m really struggling to write the way Mark does.
Quote:
Originally Posted by
junior_cannibal
You need not write like him.
There are only a handful of female samsters here, and you are probably one of the even fewer who has a thread of your own.
Just be yourself and give us a different perspective on your encounters.
Thanks for the effort. Well appreciated.
I think the more I write, eventually I can develop my own style. Just the descriptions part is really really hard.
Driving after a few drinks is definitely not recommended. Even though it was a relatively empty road back to my place from Seletar, I was crawling like a snail on the extreme left lane. I doubt I even went faster than 40km/h. Luckily there were no roadblocks.
We had the windows down and Mark just stared out the window all the way back to my place.
As we walked to the lift lobby, I noticed he was really flushed but not walking unsteadily. Me on the other hand was trembling slightly with some sort of excitement. Perhaps this was the night I lost my anal virginity.
I snapped myself back to reality.
Me: Hey, thanks for accompanying me back.
I passed him back the keys. He took it.
I leaned over to give him a hug. He looked like he needed one. Not surprisingly, he hugged me back.
Me: So you wanna come up?
M: Nah. I’ll just stone around the void deck till I can drive back.
Me: Seriously?
M: Yeah.
Me: Come up for a hot drink or something.
M: I don’t want to be in a situation where we end up in bed.
Me: Wow. Don’t you trust me?
M: Maybe I don’t trust myself?
Me: Haha. I trust you won’t do anything I don’t want to.
M: And I don’t trust myself with anything or anyone any more.
Me: You’re funny.
M: I know.
I literally pushed him into the lift when the doors opened. He didn’t really resist, but I could tell he probably couldn’t resist much given how much he had to drink just now, despite it being a very mild Moscato.
Mike was in the kitchen getting a drink when I opened the door and Mark sort of stumbled in, probably unsure if he should remove both his shoes and socks or leave the socks on.
Mike popped his head out of the kitchen and promptly laughed.
Mike: Bro, your Asian flush is horrible. Just how much did you drink?
M: Probably too much.
Me: Please entertain him while I shower.
Mike: You’re not joining her? Haha.
M: God no.
Mike: I thought my wife is an attractive lady.
M: She is… but…
Mike: Just teasing bro. What would you like to drink? Coffee? Tea?
M: Just warm water will do.
I left Mark on the sofa while I headed to the master bedroom.
Much as I wanted some action having been on this weird dry spell for the past 2 weeks, I felt that maybe I shouldn’t, no matter how accommodating Mark had been with all the other ladies. Perhaps I really shouldn’t put myself in the same place as them. The one time I actually gave him a blowjob was a little weird, if I was being honest with myself. Back then he didn’t push me away or stop me, but I never knew if he enjoyed it or not.
After my shower, I actually put on a bra and panties, even though I usually went commando at home. As I exited the bedroom, I could hear Mike laughing in between bouts of coughing. I wondered what the joke was and if they were talking bad about me.
Mike: Hey babe! I was just telling Mark about how you teased EoS the other night.
Me: Erm. Why?
Mike: No reason. But Mark can’t believe he actually just sat there and let you do it.
Me: He wanted it. If he didn’t he would have stopped me.
M: Maybe he had too much to drink?
Me: Yeah. I thought he quit drinking or something. Then all of a sudden he drank so much. Did something happen?
M: I’m not that close to him.
Mike: Maybe Tom knows. But he was laughing his ass off that night too.
M: Sounds like a fun gathering.
Me: It was. Could have been my first foursome.
M: Disappointed it didn’t happen?
Me: A little. Was hoping someone would just let me experience anal sex.
Mark turned to Mike.
M: Why haven’t you tried?
Mike: Ah. I can’t. I’m afraid.
M: Of?
Mike: Hurting her? I don’t know. Never tried it before with anyone anyway. Don’t think I ever will.
M: That’s what lube is for.
Mike: Why don’t you do it then? Seems like you’re pretty experienced.
M: Nope.
Me: Ya. Why not? You probably won’t hurt me.
M: I would if I fucked you hard.
Me: Oh. Sounds kinky though.
M: I didn’t come here to have sex with you.
Me: I know. Drinks and chill.
Mike: Not Netflix and chill? Haha.
He laughed at his own lame joke and started coughing again.
Mike: Ok. I’m out. Have fun you two.
Mike went back to his computer.
Me: Don’t game till too late ok!
Mike: Yes dear.
I turned on the TV.
M: Are we seriously going to watch Netflix?
Me: Why not? I’ve got shows that I wanna catch up on.
M: Oh.
Me: You can just take a nap or something until you’re better to drive.
M: I should have asked for a coffee then.
I rolled my eyes at him.
Me: I’ll make you a coffee.
M: I’ll use your washroom.
He got up and headed to the bathroom while I went to make some instant coffee, before realizing I was out of sugar. I just dumped the powder into a mug and added hot water.
I heard the sounds of vomiting coming from the bathroom. Maybe he was trying to get rid of the alcohol so he could leave as soon as possible to avoid potentially being taken advantage of. Or perhaps he secretly had an eating or drinking disorder. I wondered if he was one of those types of drinkers I heard about when I was much younger who would drink then puke everything out so that they could drink more.
I set down the mug of coffee on the table and waited for him to come out.
He stumbled out a couple of minutes later.
M: Ok. Maybe I really drank too much.
Me: Sounds like it.
M: Coffee smells good.
Me: It’s still hot.
He ignored me and grabbed the mug, taking a big gulp. I wondered how he wasn’t getting scalded.
He sat back down. I looked at him.
M: What?
Me: How does it start?
M: How does what start?
Me: I mean other than what I’ve read, how do they get you to have sex with them?
M: You already read what I wrote.
Me: Doesn’t explain much. It’s just interesting to read.
M: I see.
Me: I think Shirlyn was the boldest? She just took what she wanted?
M: I guess so.
Me: Is that how she has been enticing Tom to be with her so often? I tried so hard and he always said he’s gotta go home by a certain time and we were mostly restricted to quickies.
M: I don’t know.
Me: I get it though. Her slim body and big boobs. Who can resist?
M: Well…
Me: Thank God she doesn’t come after Mike so often. I’d be really pissed if she took both my guys away.
M: What would you do about it then?
Me: Actually I’d probably just let her. Cos Mike is a beast after he fucks her.
M: And after you fuck someone else right?
Me: Yeah.
M: And during threesomes?
Me: Extra beastly.
M: You must really enjoy it.
Me: Of course. I win when both of them try to outdo each other.
M: Lucky you.
Me: Can you tell me more about anal sex? Since you’ve done it before.
M: I’m not so sure what I can tell you. EoS is probably more experienced.
Me: Well EoS isn’t here is he?
M: What do you want to know?
Me: What does it feel like for a guy?
M: Like a tighter, less lubricated pussy?
Me: That’s it?
M: More or less?
Me: Does it feel better than a pussy?
M: I think that’s subjective.
Me: How so?
M: Everyone has their likes and dislikes. With the right mood and preparation it does feel good.
Me: Like you said lube is a must right?
M: Yes. Just don’t use hand lotion or body lotion. Haha.
Me: Right. I remember you used that before, but why not?
M: I mean you can use it. But I think it’s better to use proper lube?
Me: Ah.
M: You need to be relaxed, let him finger you first.
Me: What about douching?
M: Never really did that before. Not sure how it actually works.
Me: Ew. What if there’s shit inside?
M: So far hasn’t happened to me. Lucky I guess?
Me: Then condoms?
M: Errr… actually the only times I analled someone with a condom was during a threesome. Usually just lube then raw.
Me: Oh…
M: The feeling is quite intense. The insides feel different from a pussy.
Me: Hmm…
M: Don’t hmm… I’m not going to do it.
Me: Yeah. I’m not gonna force you. But it’s damn interesting to me la. Really. My two guys absolutely don’t want to try it.
M: Maybe try fingering yourself to see if you like the feeling?
Me: Er… I better cut my nails then.
M: You should. Or use a toy? Butt plug?
Me: I don’t think I want my toy in there. Probably should get another toy.
M: Start with a finger to get used to it, then slowly move to bigger objects.
Me: I don’t think a finger is going to feel like a cock.
M: It’s just to get used to something being inserted into that hole.
Me: Do you really think Mike and Tom are that big?
M: Of course they are.
Me: I’ve had a bigger one before. Remember the banker?
M: Yup.
Me: He’s definitely bigger than those two.
M: Did he try to anal you?
Me: I never asked. I didn’t really think about this much. My threesomes were really just the guys taking turns. If that guy tried to anal me, wow. Like porn.
M: You probably watched too much porn.
Me: I only watched that kind of porn because I wanted to know more. But can’t learn much. Real life experience is much better.
M: I agree.
Me: Got any porn to recommend?
M: Huh?
Me: For me to learn la. Since you don’t want to do it with me.
M: Just google?
Me: Google how to have anal sex? Seriously?
M: Did you even try googling?
Me: No…
M: Try then.
Me: Ok.
The first result from Google was an article from Cosmo. How interesting.
M: There are many ways to get knowledge. Doesn’t have to be from sex.
Me: But sex is more fun ya?
M: I suppose it is.
Me: But ok. I’ll read up more.
M: I hope you find a suitable partner.
Me: And I hope you sort out your issues.
M: Me too.
He got up to leave and I hugged him again.
Those girls seriously needed to appreciate him more and not treat him like an object.
I spent almost the entire Wednesday working from home just googling about anal sex. My obsession with it was becoming unhealthy. I had always been a curious cat, and that likely led to some questionable decisions in the past.
Armed with more knowledge, I started browsing those online sex toy shops, ordering a butt plug and another vibrator that seemed to be a reasonable size to complement the one I already had but rarely used as I always preferred the real thing, and would rather go without sex than have to use a toy. It would be quite hilarious if my first double penetration would be from two toys.
I also headed to the shopping centre during lunch to check out lube options.
I didn’t really check when the items would ship and was pleasantly surprised to find them on the dining table when I returned home from work on Friday. Mike was home and had received them for me.
M: What did you buy?
Me: Toys.
M: Sex toys?
Me: Yup.
M: Open it!
Me: Now?
M: Why not?
I shrugged and opened the package.
M: Oh wow.
He picked up the vibrator and held it against himself.
M: Seems to be about my size. Maybe smaller.
Me: It’s definitely smaller.
He picked up the butt plug.
M: This is girthier.
Me: I suppose it helps with expansion?
M: Interesting…
Me: You better prepare yourself. Cos once I’m ready, you’re gonna fuck me in the ass.
M: Erm.
Me: What are you so afraid of?
M: I really really don’t want to hurt you.
Me: But I really really want to experience it.
M: You didn’t ask Mark?
Me: I don’t want to take advantage of him.
M: I thought he’s always so willing to please everyone.
Me: Hey. He has feelings too.
M: Yeah yeah. I know.
Me: And you’re my husband! Shouldn’t you be the first volunteer to take my anal virginity? I gave all my other virginities to you too!
M: The ass is different.
Me: It’s tighter. You may like it more.
M: I’m not so sure about that…
Me: I don’t care any more. We’re showering now.
I dragged him into the bedroom as we removed each other’s clothes. I really couldn’t wait. It had been so long since I had a cock in me. I pushed him into the shower and put his entire cock into my mouth.
M: Woah! Slow down! I just recovered.
Me: Shut up.
I gripped the base of his shaft and caressed his balls with my other hand and I ran my tongue all over his dickhead as he grew quickly. I wrapped my lips around it and bobbed my head up and down furiously.
M: Slow down please…..
I ignored him and continued sucking hungrily.
M: Ahh!
Now I know why he told me to slow down. He hadn’t had sex in a long time too and my intense blowjob made him cum in minutes. I gagged a little as the warm spurt hit the back of my throat but I continued sucking and swallowing everything he shot out. He had to push my head away to get me to stop.
Me: This must be a record.
M: A very embarrassing record.
Me: You didn’t wank at all?
M: I was actually saving it.
Me: Why? For who?
M: You?
Me: Sure?
M: Yes?
Me: Not Shirlyn?
M: I haven’t met her for quite some time. I thought Tom is having fun with her?
Me: He is. That’s why he has no time for me now.
M: You should have just slept with Mark when I was sick.
Me: Right.
M: I don’t know if I can get it up now. You drained me.
Me: Oh come on! You’re not that weak.
M: I really just recovered.
Me: Fine. Finger my asshole.
M: What?
Me: Put your finger in? Like how you finger my pussy?
M: Er…
Me: Fine. I’ll try to wash it first.
M: How exactly do you wash your asshole? I mean the inside.
Me: I read an article that says you shouldn’t.
M: Huh?
Me: Might cause some irritation or what.
M: So I’ll be fingering your shit?
Me: I don’t think there’s any shit there now. Haha.
M: Oh ok… You sure about this?
Me: Urgh.
I reached around with my hand and rubbed my index finger on my asshole. It felt ticklish. And weird. I shrugged and probed at the hole. It really felt weird.
M: Don’t you need lube?
Me: It’s in my bedside drawer. Can you grab the butt plug too?
Mike left the bathroom and returned with the lube and plug. I rinsed it and put it aside, lubing my finger and the entrance of my asshole. I slowly slid my finger in.
Me: Ahh. Ok. That feels weird.
M: Does it hurt?
Me: No. Just… How do I describe this? Like the feeling when you need to shit but you’re holding it in.
M: Huh?
Me: I don’t know. Maybe I’m not relaxed enough.
I removed my finger and examined it, showing it to him.
Me: See! No shit!
I sniffed at it.
Me: Doesn’t smell shitty. Hahaha.
I couldn’t tell from the look on his face if he was amused or disgusted.
He took the plug and lubed it.
M: You wanna put this in?
Me: Try to?
I thrust my butt at him and spread my cheeks. He rubbed his thumb on my asshole. It was still slightly lubed. I flinched a little as he slid the tip in.
M: The fuck. That is damn tight.
Me: Uh huh.
I looked back and saw his cock twitching.
Me: Are you getting turned on by this?
M: Sort of.
Me: Put the plug in.
M: Ok.
I felt it against the hole. A slight pressure as he slid it in.
Me: Woahhhh.
I tried to relax but I felt myself keep clenching against it. Each time I clenched it sent some sort of a feeling up my body. It wasn’t like a shock wave or what, but it wasn’t unpleasant.
M: How in the world did that thing go in?
Me: Fuck me.
He was already fully hard and somehow I was already wet as he slid his hard cock into my waiting pussy. My asshole tightened as he went in. I was pretty sure it was involuntary. With each thrust, I somehow squeezed the butt plug as well.
Me: Oh god…
He increased the pace of his thrusting. I was regretting balancing against the wall as I had nothing to grab onto. Each thrust sent waves of pleasure through my body. It seemed like the butt plug somehow enhanced those feelings.
Me: Don’t stop.
He fucked me hard and good. I felt the butt plug pop out suddenly and bounce away and my asshole felt like it was pulsing. He stopped.
M: It looks rather… stretched?
Me: Put it in!
M: The plug?
Me: Your cock la!
M: Oh.
He turned to get the lube and lubed himself before positioning.
M: You sure?
Me: Slowly?
I felt his dickhead stretch my asshole. For some reason it felt bigger than the plug when it obviously wasn’t. I was just tightening around him.
M: What the.
Me: What???
M: I can feel… like wavy things inside.
Me: Huh??
M: The inside feels so different.
Me: Of course la!
He pushed in further.
M: It’s so tight.
Me: Was my pussy this tight?
M: No.
Me: Does it feel good?
M: Yes. Does it feel good for you?
Me: I’m not sure.
He pushed in further.
M: Now?
Me: Just feels stretched.
He thrust in and out slowly. I couldn’t even describe the feeling. It was like I needed to take a shit and it was halfway out, then something pushed it back in. How in the world was this arousing or erotic? But I soldiered on, intent on figuring out what was the big deal about anal sex.
I rubbed my clit, trying to distract myself from the weird feeling. Mike pumped harder. It honestly didn’t hurt, despite his size. But that just proved that lube was essential.
M: Fuck… it’s so tight… and you’re squeezing me…
Me: Don’t stop.
I wasn’t quite sure why I said that. My fingers on my clit was giving me more pleasure at that point in time.
M: Fuck…..
I felt him twitch violently as he came in my ass. Honestly, I cringed a little as I felt his warm cum hitting my insides. And it hurt a little as he pulled out quickly.
I rushed to the toilet bowl and sat down, releasing a huge fart as I expelled the air that had gotten in, and I felt his cum leak out.
Mike squatted down in the shower.
M: Wow. That was amazing. It’s so tight. And the friction…
I looked at him.
Me: Yeah. It was kind of underwhelming for me.
M: Oh? Maybe I’m not doing it right.
Me: Maybe I need a cock in my pussy at the same time.
M: Ah. Well, you always wanted to try double penetration.
Me: And I just proved that your cock fits in my ass.
M: I’m surprised it does.
Me: I’m calling Tom, and we’re gonna try this again.
M: Definitely.
He showered while I sat on the toilet bowl, farting intermittently, trying to push out the remnants of his cum. I wondered how it was going to be with Tom as we always used condoms during threesomes. Would I dare to take them both raw? Perhaps I should have asked Mike to use a condom when he fucked my ass.
Oh well, I guess I would find out eventually.
I was a little cheesed off by my virgin anal sex experience.
I re-read Mark’s story and even EoS’s to see if there was any information that might be useful. Unfortunately, being written from the point of view of the guy, it didn’t really help much, though most of the female reactions were that it felt weird but nice. The most hilarious description came from EoS story, something about reverse shitting. I chuckled as I read that part as it really did feel like someone was trying to stuff a turd back up my asshole.
I texted Tom but he took ages to reply, probably burying his cock into the younger and possibly tighter pussy of Shirlyn, perhaps even Alicia since by now he had surely been introduced to her. I was jealous. For so long, it had been just him and me, and I had to go and satisfy my curiosity about the non-monogamous lifestyle by meeting Nat and Darren and getting integrated into the group. But here I was, not really being invited to their wild sex parties. Then again, this was all my assumption and none of it could be true.
I was almost falling asleep when Tom finally replied.
T: What’s up?
I decided to be a little more direct.
Me: I need your cock urgently.
T: What?
Me: I want to get fucked by you.
T: Oh sure.
Me: Unless you’re busy fucking someone else as usual.
T: I wasn’t. Really.
Me: Must be Shirlyn.
T: I’m not saying anything.
Me: I thought you were my FWB.
T: I still am.
Me: You’ve been spending more time with them.
T: Well, it’s fun.
Me: Who else have you slept with? Besides Shirlyn and Rebecca.
T: I’ll tell you when we meet.
Me: When?
T: What are you doing now? Didn’t go out on a Friday night?
Me: Now? I’m about to go to bed.
T: Oh. Another time then.
I thought long and hard. I wouldn’t know when another time would be. If he was free now it meant he had an excuse to be out.
Me: Wait. Where?
T: Staircase?
Me: Are you crazy? We haven’t been there in a while. The place may be crowded already.
T: Hotel then.
Me: Kovan?
T: Sure. I’ll swing by and pick you in about half an hour?
Me: Ok.
I shook Mike awake and told him that I was headed out to meet Tom. He only grunted an acknowledgement.
I hurriedly put on a bra. I probably wouldn’t need panties anyway, and headed to the living room to wait for Tom to text me that he had arrived.
He really took around 30 minutes and I headed downstairs to meet him. There was someone else in the car seated in front. It was EoS.
Me: Ah. What’s this? Am I getting a threesome tonight?
E: What?? We just had a gathering with our ex army mates. Tom’s sending me back.
T: I was?
E: What the.
Me: Oooo.
T: Fine. I was.
E: What the fuck bro.
T: Hahaha.
Me: I don’t mind a threesome.
E: I do.
Me: Then we’ll do it separately? Hahaha.
T: Come on bro. When was the last time you had sex? Seriously.
E: I can’t remember.
Me: It’s that bad huh? I thought you’d have a FWB. And the way you let Shirlyn play with you is so sus.
E: I let you play with me too.
Me: True. You gonna let me play some more then?
E: I’m not high enough.
T: Bro, just do it. We all saw how you enjoyed her fondling you that night.
E: Fine. I enjoyed that. But that’s the furthest I’ll go. Stop trying to get me more involved with the rest of them when you can’t handle it.
Me: Woah. What’s happening? What did I miss?
E: I won’t say. You can ask him after he drops me.
T: Lol. Sure bro.
It was a relatively quiet journey back to his place which was a short drive away from mine.
He said goodbye to both of us and I moved to the front seat.
Me: Spill the beans!
T: Erm.
Me: Well?
T: Other than Shirlyn and Rebecca, I’ve also slept with Jasmine, Alicia, Crystal, Felicia and Nat.
Me: Even Nat????
T: Yeah. She wanted to try. And she seemed to enjoy it. Only happened once though.
Me: You slut.
T: Kate blew me too. That was quite fun actually, considering she doesn’t have much experience. Then Jasmine together with Crystal… felt like I was at a gym session.
Me: You horny asshole.
T: Hey… they wanted it. I just provided it. Same way Mark did.
Me: Ya right.
T: They were asking about Mike as well.
Me: God no. You better don’t.
T: Nah. Told them they’ll have to ask you.
Me: Felicia is the same one Mark wrote about previously right?
T: Yup. She appeared more often since Alicia is back. Both of them together was damn shiok. Better than Shirlyn and Rebecca. At least they didn’t make me cum so fast.
Me: Asshole.
T: Been seeing Jasmine quite often though. Like 3 times a week?
Me: And you always told me it was hard for you to meet. What the fuck.
T: Well, things change.
Me: Things sure changed. But somehow I don’t believe you at all. I don’t think they’re like that.
T: I’m just telling you what I did cos you asked. Don’t have to believe me.
Me: You’re definitely exaggerating.
T: You can ask them if you want.
Me: Oh I definitely will. And I wanna know why I haven’t been invited to the gatherings.
T: Who knows? Maybe they think you’re competition. Anyway, we’re still going to the hotel right?
Me: We’re already on the way. Whatever. But I’m seriously having second thoughts.
T: Don’t be like this la. I’ll still fuck you well like I always do.
Me: You’re lucky I’m horny. And I want anal.
T: Huh?
Me: I want anal.
T: You sure?
Me: Yes. I already tried with Mike.
T: Oh. That’s a surprise.
Me: He didn’t hurt me. And neither will you.
T: I thought you would have done it with Mark to start.
Me: I wanted to. But his state of mind isn’t exactly good right now. I can’t do that to him.
T: It’s just sex.
Me: It’s different. He’s in love with Jasmine.
T: I think it’s one-sided.
Me: How do you know?
T: I don’t know. Just find it funny. He left the house, Jasmine immediately finds another guy for sex.
Me: Was there another guy? Besides you?
T: Jason. She did it together with Crystal.
Me: Wow. Just wow.
T: So I seriously think it’s one-sided. They were just using him.
Me: And now they’re using you.
T: I’m totally fine with that.
Me: Obviously.
We reached the hotel and surprisingly managed to get a room.
T: Are we showering first?
Me: Ya. We better. I need to inspect your cock.
T: Hahahaha! We used condoms all the time. And I took a test last week.
Me: You’re so irritating.
But we went into the shower anyway. Somehow showering with him still turned me on the same way showering with Mike did. Perhaps it was the way the water and soap suds flowed down their bodies that made me feel a tingle. I probably needed to shower with EoS and Mark to test my theory if it really was their bodies that were turning me on.
We dried ourselves and sat on the bed.
T: Got lube?
Me: Of course.
I took out the butt plug as well.
T: Oh I don’t need that.
Me: I need to expand my asshole first.
T: Do you trust me?
Me: I guess.
T: Lie down and spread your legs.
Me: Ok.
I lay down, and Tom placed a pillow under my lower back, then spread my thighs out. He attacked my clit straight away with his tongue, not bothering with much foreplay. But I didn’t mind. He was turning me on so much that I didn’t need the foreplay. His fingers probed deep inside me, I could hear the wet, squishy sounds.
He removed his fingers and moved further down, using his tongue on my asshole while rubbing my clit. While it felt ticklish, it actually also felt good. I felt a sudden wetness as his finger pressed against it. I didn’t realise he had so much saliva. I closed my eyes and enjoyed the stimulation.
The tip of his finger entered first, slowly, using his saliva as lubricant. Another finger slid into my pussy and he slowly thrust in and out. It felt nothing like what happened with the butt plug and I found myself relaxing and allowing him further entry.
Something soft pushed against my asshole. At first I thought it was the butt plug, but as it went further in and I clenched around it, it suddenly expanded in length and girth. I opened my eyes.
Me: What the fuck?
Tom was already inside me. How he got his semi-erect cock into my ass without lube was a mystery to me, but now that he was inside and thrusting slowly, it was actually making my legs tremble.
T: Like it?
I nodded, biting my lip. There was definitely friction, but the feeling of his dickhead scraping the insides of my ass was weirdly arousing.
His thumb never left my clit while his fingers felt like a mini cock inside my pussy.
He went faster. I wanted to ask him to use the lube but he was already all the way in, much deeper than Mike was.
A few more minutes of thrusting and I couldn’t take it anymore. It wasn’t hurting the way I thought it might, but it was definitely feeling rough inside.
Me: Can you use lube?
T: Ok.
He withdrew slowly, unlike Mike, and I gasped as his cock popped out. For some strange reason, I wanted it back in.
He applied the lube liberally on his cock and around my asshole, inserting a finger as well to try to get the insides coated before sliding in again.
Even though he was fully hard, he went in easily and I let out a loud moan.
Me: Fuck me!
He thrust hard and fast, but did not use his hands this time, as he had used then to apply the lube. I rubbed my own clit. The sounds of his thighs slapping against my ass were familiar, but the sensations of his cock deep in my ass were totally different from vaginal penetration. I really wished for another cock to fill my pussy now.
It reminded me of the first time I had sex with him, he lasted so long. Maybe on purpose. Surely my ass was tighter than my pussy, and yet he was pounding me gently, oxymoronic as it may seem, letting me feel almost every inch of him in the other hole. My asshole automatically relaxed with each outward thrust and tensed up with each inward one. I was damn sure I wasn’t doing it consciously but whatever was causing it made my thigh muscles twitch. But it could also be from the stimulation of my clit. Who knows.
Me: You’re killing me.
He stopped.
T: Oh shit! Does it hurt?
Me: No. It feels damn good.
He started again, slowly at first, then building up to a constant pace.
T: Do I cum inside?
Me: Up to you.
T: I wanted to go ass to mouth….
Me: WHAT????
T: Kidding… just kidding…
Me: Don’t you dare… I’ll bite it off.
I jerked involuntarily. Was it an orgasm? I couldn’t tell. Tom carried on at the same pace and I started to spasm.
Me: Fuck……..
Suddenly he pulled out and rushed to the toilet.
Me: Hey!
I continued rubbing my clit, wondering why he left suddenly. I heard the water running and he came back quickly and spread my legs, plunging his meat deep into my pussy.
Me: Oh my god…
He pounded me hard and fast while I rubbed my clit. Suddenly he leaned back and I felt his dickhead brushing against the top part of my pussy, where he said the g-spot was when he did me in doggy style at the car park staircase.
Me: Haha! You’re not going to make me squirt this way-
Just as I said that, a sudden shock hit me and I felt a relief down below.
Me: What the fuck?
He continued thrusting, rubbing his dickhead in that exact same spot.
Me: Oh my god x10.
It felt like a fountain and I was pretty sure it was pee. Some even hit his chest and flowed down his body.
A couple more thrusts and he pulled out, shooting his thick, creamy cum onto my body. I was tempted to get up and suck him dry but my body wasn’t listening to me. The lower half was completely paralyzed while the upper half was tingling. He went to get tissues.
Me: I can’t move.
T: I know.
He had this irritating smirk on his face.
Me: What did you do to me?
T: I fucked you well.
Me: You never did this before. How?
T: Trade secret.
Me: Fucker. Must have tried it on one of the other girls.
T: Well, Shirlyn has a favourite position that makes her squirt easily.
Me: Don’t tell me anymore. I don’t want to know.
T: Ok.
After what seemed like an eternity, I finally got some feeling back and limped to the bathroom. My ass was sore, my clit was sore, and my pussy was sore. Tom joined me in the shower and helped me to wash up.
I didn’t know what to say to him. While I was irritated that suddenly his number of FWBs increased five-fold, I was glad that he still wanted to fuck me. Guess my fears of losing out to younger, bustier chicks were sort of unfounded.
The ride back was in silence. I kissed him on the cheek as he dropped me off.
Me: Thank you.
T: You’re welcome.
Me: I still want my double penetration.
T: Sure. Let me know. Good night.
Me: Good night.
I limped into the lift, down the corridor, and barely made it to my house, collapsing on the sofa. I didn’t even want to move to the bedroom.
It was certainly the best sex I ever had.
So I went from anal virgin, to having the absolute best sex I ever had that included anal in my entire life up to this point. I was a little sad that it wasn’t with my husband, but with my man-slut of a FWB. But I chose him, and he delivered. That fucker really makes me addicted to him somehow.
I recalled the long drawn out teasing during our initial chats. He struck me as a shy yet confident guy who somehow wasn’t having a lot of sex with his wife. Back then I often wondered if it was because he lacked skill, or even size, perhaps even enthusiasm. But over the years I’ve known him, it became apparent to me that he probably could satisfy any woman he slept with. To me, he was a true sex god, and I was extremely lucky to have found him, of all places, a dating app.
It wasn’t just the sex, but the conversations we had, the connection on a more cerebral level.
But I was still worried. Shirlyn and Alicia are younger and bustier than me. Soon enough, I’m sure I’ll start to sag. Fats have already been showing up in the wrong places. Jasmine is slightly younger, Crystal a year older, but they maintained their bodies extremely well. As Tom put it, it was like a gym session. I doubt I’d ever step into a gym, much less go for a jog or anything, I wasn’t that sort of girl. Even tiny Nat took on Tom’s larger than average cock. Probably smaller than her husband’s, but still a stark difference from the regular-sized ones she was having. And Kate, who’s probably still exploring her sexuality, gave him a blowjob as well. I guess Tom is the new Mark.
Maybe it was a once off thing with most of them. A drunken night of debauchery. But he did say he saw Jasmine more than once.
Given his sudden increase in sexual activity, it was probably best that I insist on condoms with Tom, but as a bro rightly pointed out, raw blowjobs carry risks too. And I do love a nice cock in my mouth.
Mike was pretty amazed when I told him how Tom had fucked me and wanted to witness it for himself. But I was too sore, and Tom said he wasn’t available that night, no doubt out fucking someone else. In fact, I was so sore that Mike couldn’t even eat me out without me flinching. I must have been so aroused that I wasn’t aware of how hard I’d been fucked, even though it wasn’t rough. I practically had to spend the weekend icing my pussy.
Another thing about anal sex was that somehow it became super easy to poo. If I ever became constipated, I’d probably just ask Mike or Tom to fuck my ass.
The next week at work was rather boring, the mid week work from home was driving me crazy.
I chanced upon Mark at the hawker centre again on Friday, but this time he was with Jasmine. I was tempted to be a busybody and try to eavesdrop on their conversation but I really didn’t want to eat the fish soup that they were queuing for so I headed to my favourite char kway teow stall, or was it the only char kway teow stall in that hawker centre.
I had barely joined the queue when someone came up behind me.
S: Hello June.
I turned around to see Shirlyn.
Me: Oh hello.
S: Heard you finally did it with Tom.
Me: Woah. Can we not discuss this here?
S: Come over tonight then. We can discuss it at Jasmine’s place.
Me: Are you sure you can invite me?
S: Yup. We’ve missed you and Mike hanging out with us.
Me: Ya right.
S: Tom said you were asking about gatherings. So Jasmine and Alicia said we could invite you.
Me: Well, Tom didn’t tell me anything.
S: Guess we’ve been keeping him busy.
Me: I’m sure.
S: Join us.
Me: To drink? To chill? Or to have a mass orgy.
S: Oh please. It was hardly an orgy.
Me: Tom said he practically slept with everyone already.
S: Well, he did, but it was a once-off thing, just to satisfy everyone’s curiosity.
Me: But he’s seeing Jasmine more often as well?
S: That’s between them.
Me: And you want my husband to come along too.
S: Let’s just say the other girls are kind of curious as well.
Me: No way.
S: Why not?
Me: I’ll be super jealous. And probably bored cos I’ll have nothing to do when he’s fucking someone else.
S: There’s Darren. Or if you prefer girls…
Me: No. We’ll go over to drink and chill.
S: And Mike?
Me: Well…
S: Well what?
Me: I hope he has enough sense not to go overboard.
S: Is he as much as a show-off as Tom is?
Me: Tom likes to show-off? I didn’t know that.
S: Oh. He got really drunk and claimed that he could satisfy every single lady in the room.
Me: In one night???
S: Of course not. But he did destroy Alicia and Felicia the first night. I was super jealous. Then the second night I think Jasmine and Crystal took revenge for them.
Me: Seriously. I got nothing to say.
S: Oh. EoS was there the first night.
Me: And so?
S: I know you played with him too.
Me: Errr…
S: Let’s tag team him.
Me: What…
S: It’ll be fun.
Me: I don’t think that’s right.
S: It’s easy. Just make him drink. Once he’s high he lets loose.
Me: Sounds like you intend to rape him, or already raped him.
S: Nah. I only used my hands and my boobs.
Me: Err…
S: I won’t go past his limit unless he allows it.
Me: Something tells me I’m either going to be scarred for life, or it’s going to be an interesting night.
S: Come and you’ll find out.
It finally reached my turn to order and I got my char kway teow to takeaway.
As I was eating in the pantry, I texted Mark to see how he was doing.
M: You going to the party tonight?
Me: Yeah. I guess. You?
M: Nope.
Me: Not invited or…
M: Was invited. Declined.
Me: Ah. Ok.
M: I thought you would decline too.
Me: Well, I’m slightly curious about what’s going on. And Mike does fuck me like a beast after he fucks someone else. Haha.
M: Enjoy yourself then.
Me: I might still decline. We could hang out.
M: I’d be depriving you of good sex.
Me: I can live without it. Or I can just let Mike go with Tom.
M: Really? You’d do that?
Me: Why not? Let him see what the fuss is all about, then come back and fuck me silly.
M: You’re really trying to get into the lifestyle huh?
Me: Yeah. But anyway, if he goes, we can be alone and you can fuck me silly instead. Hahaha.
M: No.
Me: I’m kidding! We can just hang out. Seriously.
M: Ok. I’ll let you know later.
I texted Tom to tell him of my plan to let Mike go with him.
T: You’re not coming?
Me: Nah. You boys have fun.
T: Who’s the lucky guy? Mark?
Me: We’re gonna hang out. That’s it. The poor guy needs a friend.
T: Probably needs a release too.
Me: Perhaps. Hahahaha.
T: Ok. I’ll pick Mike up then.
Me: Please make sure he doesn’t go too crazy ok?
T: We don’t really get too crazy.
Me: Oh yeah? I heard about you bragging when you were drunk.
T: Oh that… well I did put my money where my mouth was.
Me: You mean you cock where the pussies were.
T: You know what I mean.
Me: Yeah. You’re a horny bastard.
T: Not the first day you’ve known me.
Me: You weren’t like this before.
T: I was. I just behaved when I was with you.
Me: You mean we could have been fucking a lot sooner?
T: I guess so?
Me: You asshole. You played the long game.
T: But it was worth it wasn’t it?
Me: Damn worth it.
T: I’ll take care of Mike. Don’t worry. You go be a friend to Mark.
Me: Will do.
I spent the rest of the day feeling slightly conflicted. Was I really going to give my husband a free pass to fuck all those ladies? It might be a good thing though, he might learn a thing or two while with Tom and perhaps I might just get to experience the double penetration I’ve been waiting for.
I texted Mark and told him I wasn’t going to the party and would see him later that night. He didn’t reply immediately but texted when I reached home to tell me he’d be over in an hour and if I needed any dinner. I wasn’t that hungry but told him we could grab a bite at the coffeeshop when he reached.
I showered and got dressed, hopefully decently enough not to invoke any horny thoughts in Mark, wearing a loose t-shirt and FBT shorts. But knowing Mark, he’d probably really just want to chat and chill with a couple of drinks.