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

[DDAMn]

Like bro glozz.I'm reading & following bro shroud story for the intriguing family & experience that bro shroud had wen through.

[soulrapper]

Omg.. this is crazy.. is this for real? Anyway, great updates!

[newyorker88]

I followed the story Becos it is more a good story of human experience rather than just descriptions of how they had sex. The things going thru his mind, the situation and above all, a strange family. I believe part of the story is real, maybe the exact part of sex is made up in some part to spice reading.

Anyway, it is a good read. These had come to past n I hope u learn alot more to help u have a better relationship now w whoever u are now with. Life is a learning journey.

[Shrouded]

For the first time in those few days, Ann didn't do anything to me in the shower. I felt like I was in some bathhouse, like those you see in Japanese porn, where the naked woman washed the man. Except I didn't get touched inappropriately, get a blowjob, or fuck.

After the shower we went back to the living room. Amanda was watching TV again. I wondered if this was what University was like. Just bumming around when you have no classes.

Ann: Anyone hungry?

Me: Not really.

Amanda: Nope.

Ann: Well I am.

Me: Go get something to eat?

Amanda: Yes mom. Leave us alone in this house.

Ann: Sure.

Amanda: I'm going to seduce him.

Ann: Go ahead and try.

I immediately got up and grabbed Ann's car key.

Me: Ok. Let's go for lunch.

Ann looked her arm around mind and smiled at Amanda, as if indicating to her that she had won. I was hers and hers alone.

I drove out to nowhere in particular.

Me: What do you wanna eat?

Ann: Anything. You decide.

Me: That's very helpful. I don't know this area well.

Ann: You feel like pasta?

Me: You mean like pastamania?

Ann laughed.

Ann: There's a decent pasta place nearby.

She told me the directions.

We ended up along Upper East Coast Road, at some restaurant. Parking was bad despite it being nowhere near actual lunch time, and we barely made it for the last order.

I didn't really know what to eat, as I hardly ate pasta. The only pasta place I been to before was pastamania.

I didn't know what to order so I just ordered the only thing on the menu that looked familiar, which was carbonara. Ann had some Italian thing whose name I cannot remember. Alla something.

The prices were absurd though. Twenty dollars for carbonara. I could probably eat the same thing three times at pastamania. But who was I to complain? Ann was definitely going to pay. And she wanted to eat here. Maybe one day I should bring her out somewhere I was familiar with and I could pay. If she let me.

Throughout the entire meal, she was caressing my foot with hers. I don't know what exactly she was trying to do. Sometimes it was rather irritating to be constantly teased by both of them.

She packed a spaghetti something for Amanda. Even though she said she wasn't hungry. I guess that was her way of showing she cared.

We got back and found Amanda napping on the sofa with the TV still on. Ann just left her lying there after turning it off. She placed the spaghetti on the coffee table.

The bedsheets were already washed and Amanda had put them in the dryer. I waited for them to dry before putting them back on the bed. I felt it was better for me to sleep there for the time being until we worked out a proper arrangement of me moving in with her for a longer term.

Meanwhile, Ann went to take a nap as well, leaving me to explore the rest of the house. Of course I didn't enter their bedrooms. I spent quite a bit of time at the koi pond, smoking, watching the fish swim around. It was quite relaxing watching fish. No wonder my CSM had a fish tank in his office.

Around 4pm, I got a text from Alicia.

Alicia: Alan not free. Come pick me.

Seems like she was treating me as her personal chauffeur. But I was actually fine with it. At least she didn't outright tease me like Amanda did and she mostly kept to herself. Maybe it would be good practice for when I became a Grab Driver.

I went up to Ann's room to find it pitch black. She had drawn the curtains so she could sleep properly. I decided not to wake her but left a message instead telling her I would be picking Alicia from school.

I took Ann's car again and prepared for the long drive to Clementi. I texted Alicia my ETA.

Me: Around 30 mins. Same pickup place?

Alicia: Yes.

The drive was uneventful and I reached slightly earlier. Alicia was already standing there. She seemed like a loner type. When I was in school, I never went early nor went home immediately after classes. Since she no longer had a boyfriend, I wondered why she didn't hang out with friends instead. But it probably wasn't my place to ask.

She got into the car.

Alicia: Weather is good. Can you put the top down?

Me: Ok.

I pushed the button and the car turned topless.

Alicia: Drive.

I drove out and headed back to the ECP. As usual, Alicia was on her phone. I tried to engage in conversation.

Me: So how's school?

Alicia: Fine.

Her short reply seemed to indicate something wasn't right.

Me: Everything ok?

Suddenly she snapped.

Alicia: You're not my mother and you're definitely not my father!

Me: Sorry.

Just as quickly as she got angry, she was normal again.

Alicia: Sorry. Bad day.

Me: Wanna talk about it?

Alicia sighed.

Alicia: You're the last person I'd realistically open up to. But…

Me: I'm just here to listen. And talk if needed. And obviously to drive you around.

Alicia: My ex already has a new girlfriend.

Me: Ok…

Alicia: I wanted to talk to him but I saw them together. So I didn't.

Me: Uh-huh.

Alicia: And my mac died halfway during class. Had to write everything down instead.

Me: Send it for repair?

Alicia: Takes too long. Can you bring me to buy a new one?

Me: Sure. Where?

Alicia: I don't know. I'm not tech-savvy.

Me: Erm. Parkway? It's closer to your house and I definitely saw a Challenger there.

Alicia: You're not an Eastie right.

Me: No.

Alicia: You only go around that area now cos of mom?

Me: Sort of.

Alicia: How many girlfriends did you have before mom?

I wondered why she suddenly changed the topic.

Me: What?

Alicia: How many.

Me: One.

Alicia: Don't lie.

Me: Really.

Alicia: Must have had many one night stands and flings then. Just like mom. No wonder you're attracted to her.

Me: What? No…

Alicia: You men are all the same.

Me: Not all men are the same.

Alicia: Oh please. Even my dad wasn't a saint.

Now that was new information. Information that Ann either did not know or decided not to tell me.

Me: Really?

Alicia: He had a mistress. He told me. That's why he closed one eye with mom. Then somebody got her pregnant.

Me: Oh.

Alicia: You are that somebody.

Me: Yeah. Your dad told me.

Alicia: He whacked you right? Haha. He told me that too.

Me: I don't really think that's considered "whacking". Just one punch.

Alicia: Whatever.

Me: Why do you dislike your mom?

Alicia: I don't.

Me: Really?

Alicia: I'm just irritated with both of them. Why the fuck you wanna have 3 kids when you also wanna fuck other people? But besides the point.

Me: Weren't you close to your dad?

Alicia: Of course I was. He doted me.

Me: But?

Alicia: But those two really drove me mad sometimes.

Me: What about your siblings?

Alicia: What about them?

Me: You don't seem very close.

Alicia: We're not.

Me: Why not?

Alicia: Maybe because they're closer to mom? Who knows. They take care of me as a younger sister, but that's it. That's all it is. Do you have any siblings?

Me: Older sister.

Alicia: Are you close?

Me: Not really.

Alicia: See. You don't even understand yourself. Don't try to understand me.

Me: I don't know what to say.

Alicia: Forget it.

We soon reached Parkway and went straight to the Challenger and browsed the Apple section.

Alicia: Pick one for me.

Me: What?

Alicia: I don't know how to choose. Alan helped me with my old one.

I had never used Apple products before. Not even an iPod. I scrutinized the specifications.

Me: Erm. I have no clue about Apple. You're using it just for school?

Alicia: Just get me something light.

Me: Errr..

Alicia: God, you're hopeless.

She went up to the nearest salesman and began chatting with him. However it appeared like he was more focused on her chest than her laptop requirements.

I wandered over to the non-Apple section and was looking at laptops myself, even though I had no need nor intention to buy.

Out of nowhere, Alicia came over and hooked her arm around mine. I nearly jumped.

Alicia: You want a laptop too?

Me: Nah. Never had one for awhile.

Alicia: Why?

Me: No use for one? I'm in the Army remember?

Alicia: So what do you have at home?

Me: I had a desktop.

Alicia: What did you use it for?

Me: Gaming? Videos?

Alicia: Porn?

Me: What? No… I use my phone for that.

Alicia: Such a small screen.

She signalled the salesman over. He appeared disappointed when he noticed Alicia hanging on my arm.

Alicia: I want that MacBook Pro and this… Asus?

She pointed to a ROG 17" model.

Salesman: Sure! Upgrade RAM and harddisk?

Alicia: Whatever. As long as I can get it now.

The salesman went over to another part of the store, probably happy he got to fantasizing over her D-cups, and still make a decent sale.

Me: Why do you need two laptops?

Alicia: I don't. That's yours.

Me: What?

I thought about my credit limit. It would be tough paying for both.

Me: I don't need one. It's an irresponsible purchase right now.

Alicia: Who says you're paying?

The salesman reappeared and gestured for her to approach the payment counter.

Me: Alicia… I rejected your mom when she tried to buy me one.

Alicia: You're stupid.

She took out a credit card and paid for both laptops. Perhaps I should have been firmer with her.

Salesman: They are upgrading the laptops now. You can come back in 30 minutes.

Alicia: Ok.

She grabbed my hand and pulled me out of the store. I didn't resist even though I probably should have. We walked around the mall.

Me: Why?

Alicia: I just felt like it.

Me: You felt like spending money?

Alicia: Yeah. You didn't stop me.

Me: I tried.

Alicia: Not hard enough. I realized something about you.

Me: What?

Alicia: You give in to others very easily. You don't seem to want to argue or make others see your point.

Me: What's the point of arguing? It will only make others unhappy.

Alicia: Then what if you're unhappy?

Me: I can live with it.

She rolled her eyes.

Alicia: It's so easy to manipulate you.

Me: I guess.

Alicia: No wonder mom likes you. She can control you. You're like a pet dog. Or her sex slave.

Me: I don't see anything wrong with that. As long as she's happy.

Alicia: And what if one day she decides she doesn't want you any more? Or she finds another toy boy?

Me: We'll cross that bridge when we come to it.

Alicia: You're the stupidest person I've ever met.

Me: Probably.

We settled down at a Starbucks.

Alicia: What do you want to drink?

Me: Err…

Alicia: Please tell me you're not so mountain turtle.

Me: I usually go to coffeeshops. Starbucks is premium.

Alicia: I'm sorry I was born rich then.

I couldn't tell if she was being sarcastic or not, but she left me at the table. I checked my phone. Ann had texted.

Ann: Picked Alicia yet? What do you want for dinner?

Me: I'm at Parkway with Alicia now. Her laptop spoilt. Got a new one. Waiting for it to be ready.

Ann: Oh. She paid with her supp card right. Tell me you didn't pay for her.

Me: She paid.

Ann: Good. Ask her what she want for dinner. Then maybe tapau back for all of us except Alan.

Me: Ok.

Alicia came back shortly with drinks. She got me an Americano.

Alicia: Don't know what you drink. This is black coffee.

Me: I know.

Alicia: How I know you know? You said you don't drink Starbucks.

Me: Never mind. Anyway your mom texted. She says to buy dinner for everyone.

Alicia: She can't buy herself?

Me: We're on the way back anyway.

Alicia: Says who? What if I want to go out? What if I want to go shopping?

Me: Then I tapau for them and come back and pick you?

Alicia: You're too nice. Can you be a bit more manly?

Me: You mean I'm not?

Alicia: I mean… more like normal guys? More… domineering? Less accommodating.

Me: I would like to think I'm a nice guy.

Alicia: More like a pushover.

We finished our drinks and headed back to Challenger to collect the laptops.

We went back to the car and placed the laptops in the tiny boot. I made a mental note to never own such a car in the future. It was highly impractical.

Me: So what do you want to eat?

Alicia: Ramen.

Me: Err..

Alicia: You know what ramen is right? Japanese noodles?

Me: Yeah. But… I think tapau back won't be nice?

Alicia: They can separate the soup. You're really clueless about how the outside world works. Been in army too long?

Me: Maybe. But I don't know any ramen restaurants.

Alicia took me by the hand again.

Alicia: Follow me.

I took out my phone to text Ann. Alicia glared at me.

Alicia: Do you need to update her all the time?

Me: Yes?

Alicia: Grow some balls please. Maybe the ones you have are too small.

Me: Are they? You did check.

Alicia: They're normal sized. But men with bigger balls produce more testosterone. Something you're lacking.

Me: Really?

Alicia: Hahaha. I don't know. I could research some medical journals to confirm.

Me: No need.

She brought me to this place at the basement on the outside of the mall called Keisuke.

Luckily it wasn't dinner time yet and we managed to get seats. She ordered for me as usual as I usually don't eat at such places.

Me: Hey. I need to let your mom know what time we'll be back with dinner.

Alicia: You're useless.

She took out her phone and typed something.

Seconds later, my phone beeped.

Ann: Have fun! Please take care of her. Don't worry about dinner.

I turned to Alicia.

Me: What did you tell her?

Alicia: I said I wanna go shopping and you're driving me. Get her own dinner.

Me: Right.

Alicia: See how easy it is when you put your foot down?

Me: Well…

Alicia: Shut up and eat. You're following me shopping later.

Me: Ok.

[Shrouded]

Originally Posted by glozz

Very interesting story; and I've been reading it not for the sex elements. However, since you've expressed disbelief with your situation, I've actually known very similar people/families, although I'm not aware of their sexual details. I'm assuming here though; that this story is real and not fake.

Are you familiar with Maslow's hierarchy of needs? Obviously in this case, Ann's family is well-to-do and has no "real" issues with their fulfilment of all the basic needs.
Which only leaves the
ones at the top of the pyramid. Now, like it or not; people from rich background are never simple due to these factors. It is a mixture of these factors which make people "strange", "unique" or "weird".
And incidentally, it would seem that these factors are driving the situations that you are encountering.

Ann is probably the "simplest" among everyone else. It would seem that hers is just a case of neglecting herself (I agree with most of bro Ozymandias (except the specific points around being Catholic, JC, IJ, etc. I don't believe in generalizing) over the years in favor of building something lasting. When that failed, her frustration led her to start focusing on herself; the easiest being her sexual desires. This eventually led her to emotional fulfilment - you. Which is why she is staying with you. Your loyalty over the years coupled with her emotional attachment gives her the "cinderella/princess" feeling that she never had/experienced over the years and as she is now free of her obligations, she is pursuing her desire for finding/fulfilling what she has missed.
Her giving you money, wanting to secure your security; is her form of exchange. Obviously, she doesn't want to feel that she is using you; which is why she makes you feel that she is, because you feel that money is not something easy. For her, money is the easiest way to return the favor; as she could not be emotionally invested previously. It is also her way of "making up" for all the lost years.

I could probably explain the daughters' behavior later, but at this juncture; there's insufficient information for too much typing. And my information above may not be accurate.

But, to give you some ideas; the girls are young, and to them; you're a very interesting challenge and trophy; as they would like to understand what their mom sees in you. What humans can't get, they want even more. So; expect the tests to intensify, and honestly; if you want to continue in this situation, keep up your good work and focus on their mother.

For the minute you give in to temptation and fuck the daughters; the whole "arrangement" will collapse. Trust me on this. It's the same reason why ONS exists and why lust fades after sex.

In any case, this is assuming the whole story is true. If not, then this is just a random wall-of-text.

Thanks for another brilliant analysis that should help in my understanding of the situation. Do read on.

[DDAMn]

Thank u bro shroud for ur update do keep on writing.Interesting life story tat even if i were u would be scratching my head for the future ahead.

[35cents]

thanks for the update TS.....

[newyorker88]

TS seems lost in civilian life. Army too long. Never experienced w a relationship w messy woman. The husband of Ann n Ann is never happy together, stayed for the sake of kids. Naturally the kids would find outside men. No family closeness. Each have their own choice of life. Ann look for other men outside as she had no love from hubby, while the hubby had his own choice of fun outside.

The kids are lost, n of cos look up TS, hoping he would be a replacement. But from what’s written, the kids just wonder why Ann stick to TS. TS have given Ann something different, unlike others just for fucks. Ann is dominating, n wish someone who she can control over her having someone to love n like her at same time. Alas, such lifestyle will not last. There will come a time of breaking point. I won’t be surprised if this relationship don’t end well. TS is giving Ann a time she wanted, but pretty soon, TS will not be able to tolerate. Ann if I am not wrong, will start to do what she used to do w her dead husband n expect TS to be the same. It is Ann who will be trying to get over the past of her hubby, try to figure out why her hubby will act like that before he dies. And after TS, the history will repeat again w another men she finds similiar.

Well, TS, u went thru it , n break off already as we read in beginning. Hope u get to understand that not every woman is the sae

[BroRelax]

Thank you TS for the constant updates!

Very interesting and engaging!

[DDAMn]

Originally Posted by newyorker88

TS seems lost in civilian life. Army too long. Never experienced w a relationship w messy woman. The husband of Ann n Ann is never happy together, stayed for the sake of kids. Naturally the kids would find outside men. No family closeness. Each have their own choice of life. Ann look for other men outside as she had no love from hubby, while the hubby had his own choice of fun outside.

The kids are lost, n of cos look up TS, hoping he would be a replacement. But from what’s written, the kids just wonder why Ann stick to TS. TS have given Ann something different, unlike others just for fucks. Ann is dominating, n wish someone who she can control over her having someone to love n like her at same time. Alas, such lifestyle will not last. There will come a time of breaking point. I won’t be surprised if this relationship don’t end well. TS is giving Ann a time she wanted, but pretty soon, TS will not be able to tolerate. Ann if I am not wrong, will start to do what she used to do w her dead husband n expect TS to be the same. It is Ann who will be trying to get over the past of her hubby, try to figure out why her hubby will act like that before he dies. And after TS, the history will repeat again w another men she finds similiar.

Well, TS, u went thru it , n break off already as we read in beginning. Hope u get to understand that not every woman is the sae

Agree with bro newyorker.Some womens once they feel the domainance power over us mens they will alwaye want to be in control that why these species are so keen to promote women power

[jaccy]

that is crazy but real in this reality, similar to the scene in SB, both parties exchange for their own needs

[jaccy]

This is one of the relationships that is not really normal if compared with a normal one. But do not care much of other people opinion, just do what you think is right

[deematter]

it seems cool, i not yet experience this before

[Cuntworth]

Took me three days to read from page 1 to 40...
nice writing ya

[maver1ck88]

Nowadays I only come on sbf to check this thread. Waiting eagerly for updates!