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  #1  
Old 23-07-2024, 02:48 PM
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[Unpopular topic] Sex with mature inexperienced wife affairs

Starting this thread, for our experiences with those rare affairs with women who never thought they'd have affairs, the kinds that their husbands are eating outside but they haven't cheated because they've never had opportunity or attention from other men.


I have a few of my own collected over 20 years, just be clear, they are all Chui none is the premium quality kind. not sure which one to start first.


[a] - bored wife who walked her dog daily (shared in another thread already)

[b] - black face ugly but busty wife

[c] - an ass hole's wife, heard rumours she's easy going but not sleep around kind.
[cc] - teacher, single mother, divorcee, lost weight to win back husband, gained weight severely after official divorce

[d] - married 3 kids, figure gone case, used to be very cute looking

[e] C's elder sister

[f] volunteer IC, chubby and nice breasts

[g] volunteer admin role, husband very sticky, but no sex
[gg] followed husband overseas, alone most of the time, husband works all day

[h] 3 kids, hip widen gone case, solid legs, husband who suppresses her career because of his own failures

[I] divorcee, plus sized, dominating personality

[j] C's mother

[k] former neighbour who retired early, husband heavy smoker and they quarrel a lot over this.

[L] sibei busty full of herself talk whole day and a submissive husband

[M] jobless husband, 3 kids, quarrel daily.



may have more.

anyone else, please feel free to share.

Last edited by Lumiere7; 26-07-2024 at 11:56 PM.
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Old 23-07-2024, 02:55 PM
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Re: [Unpopular topic] Sex with mature inexperienced wife affairs

Please continue.
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Old 23-07-2024, 02:57 PM
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Re: [Unpopular topic] Sex with mature inexperienced wife affairs

Hope can share more.
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Old 23-07-2024, 03:15 PM
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Re: [Unpopular topic] Sex with mature inexperienced wife affairs

[a 1]

some years ago, I was rented in ?????? for a period of time, tested out the neighbourhood as it was peaceful, before lall the condos started going up. after moving in, it was so quiet and boring, no pool no gym, not used to it, so I decided to go for evening walk, see if there were any milf to look at. I saw a lot of old ladies, walking around the terrace in their landed houses, a few maids walking dogs, some old folks at the small park.... It was so mundane. Tried my luck for a few days at different timings. It was a real bore. Finally, I saw a lady in the distance, walking with a medium sized dog, she's not your OL kind, but a little chubby, short hair. She was still in a dress, which I presumed is her work clothes, but not the OL kind as well. Perhaps a less CBD area job. I slowed myself down to a walk and followed. She was walking the dog with her teenager child I suppose, they weren't really talking. It was a fitting dress, but perhaps she's chubby and grown into it, I tried to get a closer look, the ass was meaty, nice, but her side view as I walked past, it was disappointing. Her cups didn't appear any bigger than B, or perhaps might even be flat. Her face, a little round, but cute. I felt something for her.

Formulated a plan in my head, I walked slowly to the end of the road which split, then I turned, looking puzzled. She 'caught up' with me and was about to walk past, I took the chance to ask her for directions, introduced myself to be new in the neighbourhood. She had a sweet smile and voice, and gladly pointed me back. Her child just took the leash and walked off abruptly , behaviour was rather odd, I suspected on the spectrum. I took interest in her dog, which made her even more friendly. We had a chat, I even mentioned that I'm shifting to a landed with the plans of getting a big dog. She told me she had always wanted a bigger mastiff but her husband was against it, citing who'd take care etc.

She didn't seem too eager walk away from me, I took the chance to ask if she had gotten off work etc. She was very open, and told me about her job, the boring kind, the innocent kind of job. When we reached the end of that road, she bid me farewell and pointed me in my direction. I even told her my unit number and said she can always drop by for me to play with her dog or use my house as a pit stop if the walk gets too tiring. she laughed and said, I better not regret if she ever takes me up on that offer.

it got interesting, but I wasn't that excited to find her again, however, life was THAT boring and I was free again at that 8pm slot, I decided to go for a walk again, and true enough, it was her daily routine with her son, and realised she has another daughter as well, younger. She saw me from afar, and took the leash from her daughter this time, and waved at me. as we closed in on each other, she greeted me again, very sweet voice and smile, I felt something for her, even though I just confirmed, she wasn't curvy in front... I squat down and her dog wasn't as friendly. She brought her dog to me, still in her work clothes, but a little aunty this time.. A top and she was in pants. She bent forward, I looked in, her choice of bra wasn't that disappointing, light blue but the cup shape was good. She noticed that I looked at her funny in her pants. However, her dog wasn't interested in me , and her son got impatient and pulled the leash and walked the dog away. She apologised to me quickly and told her daughter to follow her son to watch over him. She explained that her son has autism and told me not to take offence. I asked, if this was their daily routine. She said she was the one who walks the dog daily, it depends on their mood if they want to follow. There was no mention about her husband, she asked if I had decided on what breed of dog, and apologised for being so KPO, as she's an animal lover. I cheekily said, "I'm also a lover as well" and she laughed.

I asked if she and her family would like to a drink? as we were not far away from my house, however she said when she walks with her son, they cannot break away from their routined walk path as this will bring him great discomfort. but she did say, perhaps another day.

"Yup. I look forward to that!", and I stared at her face with gooey feeling eyes. She was a little surprised, I think she blushed and we bid farewell. I quickly circled around the mazey roads and crossed paths with her again, as I slowly jogged by, she waved and I just stared at her figure. I made sure that she knew I was checking her out. She look awkward and nervous. The game had started, and now the ball is in her court.

I was now interested and curious to know what the outcome can be. The next day, (Saturday), I tested my luck again, same timing but I was earlier. I had a rough guess where she lived, which street, but wasn't sure of her unit. However, I was wrong, she greeted me (hey hey!) from afar, from behind me. I think she may have noticed if I was looking into all the houses. I turned and almost didn't recognised her. She was in sports shorts and a t-shirt.

I walked towards her and squat down.

me : how come alone today?

her : weekend, son is playing game, girl is having.....

me : ah, sorry to disturb your alone time.

her : it's ok. you want to try walking her? (the dog)

me : sure.

she handed me the leash, but her dog wasn't cooperative, even though she let me touch her head. I handed the leash back to her and she apologised. We chat as we walked, then I asked her for suggestion for the breed of dog to consider. She said, it'd also depend on the size of my unit and the space in the yard, can really make a difference to the quality of life because if the yard is big enough for the dog to run around, can also toilet train.............. I invited her over to take a look, and she was alright with it. She was definitely a very unsuspecting lady, totally no defence mechanism, neither was she flirting with me as well. She was just innocent and naturally neutral. I even took the chance to hold the leash and touch her hand, and she didn't really react much, she said it's a good idea, and suggested maybe next time she can hire me as a dog walker, or I can even help to take care of the dog before I decide if I really want one. She went on and on about people being undecided and regret..........

we reached my unit and the dog bowl which I had "invested" in with water, we shut the gate and she followed me into the house. The house wasn't super new, but it's not bad. She marvelled a little and we walked through the kitchen, she went ahead to look at the backyard while I prepared a drink for her. She thanked me politely and sweetly for the drink and said that my space is larger than hers, as it was a corner terrace, I can even consider a bigger dog than hers, but joked that she'd be over a lot if I do that.

"then that's decided, I'll get the biggest dog I can find."

she looked surprised and realised I was flirting with her, she looked nervous and looked away shyly, and then walked to the sink to wash the cup. She even left a comment saying I still have lots to do about moving in, and there's a convenience store nearby in the neighbourhood which is good and cheap. I took the chance and asked if she's ever free to help me, she was surprised, but steered the topic to the pet and said yes, she can find some old contacts and share with me. It became awkward and she said she didn't want to trouble me further, I also didn't desperately rush her to give her a tour upstairs. I bid her farewell at the gate and watched her walk away, noticing her simple panty shape through her pink shorts. I think she was wearing a black piece underneath. Didn't think much of it as it's normal nowadays for women to wear black.

The next day, I decided to play my card right, by keeping still at home, and I went to my roof terrace, made myself comfortable, and kept a look out at the direction we had walked from. It was already 8.15, then finally I saw her in the distance. I felt very confident, very very confident, ego booster definitely, especially seeing that she was in a singlet today, I could see what I presumed to be a dark coloured sports bra underneath. I saw that she seemed to be hesitating, but I realised I had to play my cards right, quickly headed downstairs, sat on my sofa and watched tv, making sure I was in view of the front gate, which had already been left open, the door as well.

"hey hey, am I disturbing?"

I immediately jumped up, acted surprise, and quickly ran over and welcomed her in. Her dog was taken by surprised but started drinking again. She shut the door gate to make sure her dog doesn't run out on her own.

"sorry sorry, am I disturbing?" she said to me as I started to throw a ball at to the dog, another investment.

I laughed and joked that she caught me on a lazy day. I quickly invite her in.

me : hey go wash your hands.

her : oh ok.

when she came back

her : why ah?

me : come, help me finish. I cannot finish, it's a huge waste. thankfully you came along

She realised there was take away on coffee table in the living area, chilli crab and black pepper crab. There was a lot left.

me : do you want to bring back for your kids? don't worry, no saliva.

her : haha. erm. I don't think that's a good idea, but I don't mind eating some.

she looked excited and sat down and started to eat happily, also saying she'd pay me back for her share as this is expensive... such a nice lady... I got up and got another glass.

me : do you drink? just a little, it goes well with the crab.

her : erm.... just a little bit that's all. I don't mind.

I was really really surprised. I poured her just one mouthful, and then put the glass and also tissue box near her.

me : help yourself to more if you want.

she ate happily, rather unglamorous manner, it was a bit messy.

her : you are not joining in?

me : ok.

I joined in to help her peel the shells off, she was rather surprised and told me don't need, and she noticed that I was staring at her sports bra. I saw the brand, it's PUMA, and it wasn't just black, it was those dual trio color kind, shiny and I see shades purple green silver depending on the angle. I swallowed a mouthful of wine on my own and let a bit of my lustful look come out. She seemed puzzled though.

her : how come you aren't eating?

me : I ate most of it already ma. how is it?

her : it's good, is this from.... ????

we continued to chat, she took a sip of the wine and then finished it, and she wiped her hands a little and quickly got up and started to pack up the containers. I told her to leave it, and she can go home in case she's late, she told me it's ok and brought everything back to the kitchen. I quickly followed behind her, noticed that she was in the same pair of shorts, and I saw a similar simple panty shape, it seemed like a pair of maroon panties. She also told me she didn't need to rush home also. She immediately started to wash, and I rushed over to stop her, our hands touched but she insisted it was ok, I pressed my arm against hers, to side step her away, she played back.... a little, but realised I was a total stranger and stopped... She quickly excused herself and left with her dog...

for the next few evenings, at that time, I'd wait at my roof deck, but she never came. I realised I had overplayed my cards, and the ball is in her court. I needed to be patient, besides, I wasn't in an urgent need to f her as well.. She's quite an aunty after all.

Sunday... Monday... Tuesday... Wednesday.... she didn't appear at my road. I gave up.

Thursday evening, I changed into my running gear and as I was stepping out of my gate, I saw her in the distance. I was definitely more confident now, because she seemed to pause after seeing me exiting my unit. I waved at her and rushed over to play with her dog. Gave her the cold shoulder and started jogging away without giving her time to make small talk. I circled the estate, and saw her from a far, and avoided jogging past her directly. I saw that she saw me. When I came back, I wondered if she'd appear, after all, I liked her in her black dress... but she never came.

Friday evening.... I stepped out of my gate, saw her in the distance again, I quickly went back in.... and waited.... and waited.... finally, she appeared in front of my gate, I pretended to just take out a glass of water for her, her dog seemed natural and came in and headed to the bowl of water, like she recognised my place. She seemed nervous to step into my gate, she was still in work clothes, a rather thin pink dress with lines and floral shapes.... I could see her black bra and panties.

me : nice dress!

her : oh? thanks for noticing. how are you? have you decided ?

me : on?

her : getting a dog? or would you like to test with her instead?

me : haha. testing sounds good, but would your family agree?

her : They don't really care. in fact, my husband is excited about this arrangement, not as though it affects his life that much anyway.

me : ok then. do we need to sign anything?

her : huh?

me : how can I repay you?

her : we are neighbours!

me : you can leave your dog with me if your family wants to go for holidays.

her : actually, you can just drop by to feed her that's all. She can be alone. but we hardly travel as a family.

me : do you need to go back fast?

her : no, usually I go for walks until ????? (this was quite far away), good exercise to stay slim.

me : stay slim? no wonder you figure is so good?

her : what?

she laughed out innocently.

her : sorry ah, long day at work, today smelly.

me : you can take a rinse if you want. I have extra clothes and towel upstairs

she looked shocked by this suggestion and was speechless.

me : why don't I bring her out for a short walk, you rest here? here have some wine.

her : erm, it's ok. I can walk with you two.

me : need her to trust me right? to be alone. I won't go far, not so confident also.

When I came back with the dog, after taking my time, around 15 minutes, I saw her watching tv, the glass in her hand, but she wasn't drinking, her face wasn't red also.

me : can I ask you something? does your husband hate the dog?

her: why you ask that?

me :maybe I buy this dog from you, but you can still come by anytime you want

her : oh. that's erm..... wow. that's a bit sudden.

me : would that be helpful to your relationship with your husband also?

her : oh. I don't have problems with him. but. I guess. he's always been against the dog. you are very observant.

me : do you mind telling me more? I mean, we are strangers, but I think we hit it off very well.

she went ahead and told me everything, while sipping the wine away. They've been married long, almost 20 years. they met in JC, and were each others' first. etc etc etc... she even admit, that maybe if the dog was taken off their hands, they may spend more time together and he'd be at home more also.. I was surprised to hear all that, and she was also surprised she told me all of that. then she asked about me.

I shared briefly about me, told her I also do free lance massage fro women, but reverted the topic back to her. She was surprised at my free lance side line and asked me more about it, and if I was joking! I told her I even have a massage bed (which I bought for sexual purposes)

me : do you ever think, or wonder, where he is outside? who he is with? at this hour also, Saturday night.

she looked at me, stunned by the question, she got nervous and drank more, her cheeks a little red, but the glass that was poured for her, in total, is not the amount to get her drunk. if anything were to happen with her, I want her to be sober.

I knew my situation well, my pros and cons, I had nothing to lose.

me : here's my deal, I'm only renting this place, may consider buying permanently here, so I'm flexible. also, I don't just want to help you with your dog, I also want you.

her : huh? what?

me : yes you. the moment I saw you that day in the dress, I was already checking you out. Forgive me for being so blunt, I wanted to slowly woo you, but after seeing you so beautiful in this dress and your black underneath, I really cannot hold by anymore. So yes, I want you, (her eyes widened and she looked deep in thought). and honestly, if your husband saw you this morning wearing like this, he's not rushing home to have you, and he's still out... I tell you, you are too innocent to know, he's maybe distracted outside also with others. You know what I mean? Don't be too shock, I'm a man and I know how men think. You are just too innocent. So here's the arrangement I propose la, you let me have you, as and when you want, I'm very flexible and giving. If you decide, you don't want me to be around anymore, I will rent in a neighbourhood far away from here and you'll never have to worry about me anymore? sounds good?

her : wait what.. that's a lot of information. wait... what do you mean by, having me?

me : for sex. yes.

her : what?

she looked stunned.

me : if that's too fast for you, you can always let me massage you, full body, free of charge. I will be professional.

me :you wear this piece, so beautiful, I really cannot wait to have you right here right now. or you want to go home and wait for your husband to come home and see his reaction for you and compare first?

her : he doesn't come home on weekends.

she was upset with herself for spilling this out.

me : then likely, he may have a family outside. I'm not joking.
  #5  
Old 23-07-2024, 03:18 PM
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Re: [Unpopular topic] Sex with mature inexperienced wife affairs

[a 2]

she did not seem to surprised or disturbed by me suggestion. I was just anyhow buang anyhow whack..

me : you can take your time to decide one. I can wait for you. but tell you honestly, I really really want you right now. so if you and your husband haven't make love for years already, then I can confirm with you, he has a woman outside. if that's the case, then you have no guilt being with me. but if you don't want to decide by tonight, then if and when you decide to start to love yourself more and try with me, please wear that shiny puma black of yours and come over, I was dying for you that day also.

She looked stunned, by what I describe in so much detail, I can remember about her. she seemed moved......

her : wait. this is ... so much information. I'm trying to think.

me : take your time.

I got up, and brought her dog to the backyard with the toy and water.

she looked at what I was doing, didn't ask. I saw her pour more wine for herself. I returned..

me : are you ready?

her : ready for?

me : simple. a back massage?

she bit her lip.

me : I go upstairs and set up the towels first, let me give you a professional massage . you come up when you are ready.

I waited upstairs for a long time... almost 10 minutes. I even had time to get hot water from the toilet in a basin... but I know how to play the game, made more effort to set the room up, candles, music. but mostly, I was anticipating to hear the sound of my gate opening and closing, the logical thing for her to do is to take her dog back home.

"hey hey, which room are you at?"

I didn't immediately think it worked, because she me be polite enough to just tell me she's leaving. We stood and looked at each other, didn't say anything, she walked towards me, and looked into the room and marvelled... she paused..

her : it's just massage only right?

me : I think you can see, how much I want you right now (I looked down at my obvious erection) and also last Saturday when you wore that shiny black piece, but I've always respected you right?

her : yes.

me : so you have nothing to worry about. just be comfortable. if at any point you aren't, you can just leave.

her : ok.....

she stepped into the room.

her : do I undress? should I shower first?? I'm very sweaty and smelly.

me : you can leave that to me. you just relax.

I didn't shut the door, to make her feel more safe. we were alone in my big house after all. I had plans for that house for sexual fun. but decided to put them on hold for now. She looked at me, lost, not sure what to do. I indicated that she can just climb on the bed. She sniffed her armpits and shook her head, took a deep breath and climbed on and put her face in the face hole. I put a large towel over her and made sure she wasn't cold, all the way down to her feet. I squeezed the towel dry from the hot water and started to clean her feet for her. This table was set to a higher height, that was just enough for me above my waist. I used some sensual oils and took my time on her feet and calf. she was very relaxed. we didn't talk. I slowly worked my way up to her her knees, each time using the warm towel to wipe her first before massaging, investing in almost 20 minutes just to do both her lower legs, which were non worrying to her. I took another towel and covered her lower legs, and I started to work just the area above her knees, she started to squint more and more, a little nervous. I didn't care, I lifted and rolled her dress upwards, all the way to her panties, her butt remained covered, immediately covering her butt with the towel, to help her feel secure. I let the cold air con air cool her inner legs, helping her slowly spread further. Her black panties were plain, shiny material, silky. I warm towel wiped her thighs.. all the way to just below her butt cheeks, and then started to do my sensual massage on her. her body kept moving, and her breathing was loud.... I didn't go anywhere near her pussy or her panties, but I varied the strokes and pressure. sensual and soothing. I realised she became calmer and calmer, even when my fingers went so near to touching her panties already.... I knew she was ready.

Walked over to her head and put a towel over her hair, gently giving her a good head rub and down the back of her neck. she moaned out in comfort a lot... a lot of 'mmmmm'....helping her relaxed, my erection was below the face hole, and I felt her warm breaths on my penis. (this table was designed so that there is very little room between the face hole and the edge of the bed, I didn't have to bend my body too much inwards to show the woman my penis) after a while more, I pulled my penis out of my shorts, and felt her warm breath directly from her mouth, perhaps 10 cm away. I didn't know if her eyes open at any point of time, but she didn't react. Invested a good 15 minute rubbing her neck and head.

Then, I climbed on the bed, which was built sturdy to take my weight, I worked on her back and shoulders over a towel, without sitting on her or anything, making her relax first... then once I felt she was ready, I humped her butt gently, then slowly... pressing on it, like hugging her from behind, but continue to rub her back. She froze. I didn't do that for too long, and got off the bed. I think she was ready, I lifted the towel and checked her dress, it was worn from the bottom kind, with a zip down her back to her lower back.

me : may I remove your dress, so I can use oil?

her : erm ok.

she wanted to get up but I pressed her downwards, then told her to relax. helped her remove her dress with her face still planted down, she occasionally lifted her knee so I can raise the dress all the way down her chest, and to her waist, and then down to her ankles and remove it. She was just in her bra and panties, I covered the areas that were already been clean, went out to get more fresh warm water from the toilet. came back.... wondering if she had stripped naked on her own. disappointed. no. still facing down in her bra and panties. I used to the towel to wipe her clean, it felt good on her, I lifted her bra strap and wiped her, I heard her breathing.... like she wanted to say something, but she didn't.... so I waited, even though I knew what she wanted to suggest.... I lifted her panties and wiped her butt cheeks... then.. she finally acted. her hand tugged the side of her panties downwards, down half her butt for me, and her knee raised her butt up. I helped her remove it entirely down to her ankle, but left it there........... took the warm towel and wiped her butt and gently on her pussy. she moved a little, but didn't move away. off came her bra clips, down came her bra straps, she lifted her chest up and I pulled the bra away from the right. she quickly flattened her body on the bed again.

I left her there to wait. she was now totally nude.

I got impatient, and decide, this was it, pulled a low stool next to the massage bed. dragged her feet 45 degrees towards me and spread them, putting her right leg over my shoulder, then tilting her body off the bed, slanted, 45 degrees. she was totally in shock, and didn't have time to react as I kissed around her pussy area, but just that and no more.

she grabbed on the table, then just lost it and moaned out loud.. grabbing on to the table, she was breathing very loudly, her butt was arching up and down, as though she couldn't wait for my tongue to go in. there was a smell, but it was so strong. I was ok. I ate her pussy, it was a bit sourish and she just lost it and moaned and moaned and moaned....

it felt good for me also.

satisfaction 100 %....

couldn't believe this was successful, but it's not my first time, not even my tenth anymore. I'm no longer surprised by married women anymore. I gave her a good solid licking for at least ten minutes. by the time my tongue gave up, she was already in submission, total lying flat on the bed. I could turn her body around, placed a towel in her hand, in case she wanted to cover her face, which she did, as I played with her A cups and sucked on her nipples, were were small but rough, (breast fed)... my fingers kept playing around her pussy lips and spread them. but refusing to finger her. I tried to kiss her lips but she kept turning her head away... lowered the setting of the bed, then spread her legs and use my penis to rub her pussy lips until I could hear some squishing sounds....... I saw her caesarean scar, but it didn't turn me off, it meant that her pussy may still be tight. She took the towel to cover her face as she waited.... I slowly, and slowly....... pushed my head in... then some more.. then more more... more.... my full shaft inside her....... she held the towel tight on her face, the other hand grabbing the bed.... I pulled her body slightly off the bed and bent forward, my face above hers..

me : tell me, when was your last time?

her : huh?

me : when was your last time????

her : I don't remember.

I pulled my penis out, until it was just left with the head in there.... about to pop out...

me : tell me, when? otherwise I won't push in.

her : I don't know. very long ago....

me : when? this year? last year?

her : no...

me : no? then when?

her : many years ago.. I don't remem AHHHHHH!

I jammed it back in, full.

me : hang on tight.

I pulled her body up, make her hang on to me, she was very confused, but she was in a daze, unable to cope with the sensations she was feeling. I held her firmly by her thighs, I was bigger size and stronger, it was something I was confident at .. I lifted her off the bed, my cock still inside her, and walked her out of the room, stopped to tighten the grip again, then walked her across to the master bedroom, she did look to see what was going on.

her : wait. I'm smelly, your bed.

I didn't care, just gently put her down without breaking my dick inside her, and immediately started to pump her. She was wet, but not the super wet kind. I tried to kiss with her but she die die refused, which motivated me even more to ram her harder and more passionately. we had a brief kissing moment but that was just before she cummed and hugged me tight, and collapsed into a deep slumber. I sniffed her hair and hugged her to sleep, I hadn't cum, but I wanted to decide, was this just a one night stand, or do I want more in future?

mistakes in life has taught me well, given wisdom. factors to consider, will she be needy? she is kind, innocent, she can be kept as a fuck buddy, she's stable. I am ok. I decided I wanted to keep on fucking her for awhile, so I cannot cum in her yet. I need to sustain that yearn. it was almost 10 pm already, she woke up in shock, broke away from my hug, and just sat there. stunned.

me : your clothes are over there

I pointed at the sofa opposite the bed.

her : ok thanks.

her voice sounded off. I think she was crying.

I didn't get up to hug her or anything.

me : where do you think he is now? ask yourself. where isn't he coming home on the weekends? when was the last time you had to fight the instinct not to ask where he goes? when was the last time you had given up? how long has it been?

we both just kept quiet. She got up and walked over to her clothes.

her : hey hey. erm. where's my..... other clothes?

me : sorry I'm keeping them. this piece alone is enough for you to get home, maybe you can also consider just wearing this piece to go out in future. let yourself see, how others react, to how hot you are.

she didn't reply me and quickly put it on, I was surprised she didn't fight for the bra and panties. I got out of bed and put my shorts on. she started to make her way downstairs, I didn't follow, and just let her make her way out on her own. She closed the door and gate. it was almost 1020pm. I went to clean things up, shower and took an ice soak to cool my body off.. Just as I was about to sleep, my doorbell rang. I went to check, it was her. In t-shirt and shorts, I quickly went down and answered the door, she was alone.

me : the gate is not lock.

she opened it and quickly came, while she started to look around to see if anyone was looking. She stopped outside my door.

her : can I have my things back?

me : come in.

her : I don't think that's a good idea.

me : I know I'm a stranger, and you are starting to second guess me. I just humbly ask you for your trust, I've never disturbed you so far and have remained patiently waiting for chances to see you right?

she kept quiet, and then thought.. then she stepped forward and I let her in. we both stood near the door.

me : how can I assure you?

she stood there, didn't know what to say.

me : do you want me to move out of this estate?

her : no. no. I mean. do you know where I live?

me : definitely no, and I don't need to know.

her : ok.

me : so do you still want your stuff back?

her : erm, yes please. because it's what I wear to work, I have limited pieces.

me : why?

her : I don't shop much.

me : we can go shopping tomorrow.

her : huh ? what?

me : that black dress you wore yesterday, is it washed already?

her : huh. erm yes. it's hanging in the kitchen now. why?

me : let's go shopping tomorrow, and you wear that alright? please? you look so hot in it.

her : haha. you ah. ok.

me : so do you want me to walk you home? it's so late now.

her : erm. I don't have to go home you know?

me : ok good. I wanted you to stay actually.

her : you head up first?

me : erm. why. ok .

I just went upstairs and saw her using her phone....what was she doing?

her : did you blow out all the candles already? fire hazard.

me : yes. come over already.

I waited for her in my bedroom, and she finally came up the stairs, I grabbed her and hugged her and sniffed her.

her : sorry ah, the walk, I'm sweaty again.

me : you smell nice.

I proceeded to strip her t shirt up her body, wait. she was in the sports bra, the one I liked. wow. She saw my reaction and looked away shyly... I didn't wait, stripes her shorts and panties off and my self, and got on top of her and missionary straight away... she wasn't exactly wet, but not dry either. Kissing was still awkward between us, so I turned her around to doggy her, she was totally puzzled by what I was doing, even said something like " asshole cannot hor".

She's very loud in bed, or rather, she is unable to control herself, before I knew it, I had already cummed inside her and we both lay on the bed. slowly falling asleep, not hugging, but side by side. very chill.

She sat up to remove her sports bra which was uncomfortable to sleep in, then put it beside the bed.

her : did you use condom ?

me : no. but, just to inform you, I don't play around with std.... this place costs me $???? to rent per month, and had to pay ? months up front. I surely take my health seriously.

her : ok. I don't have menopause yet, just to let you know. I'm not so old. you shoot inside me right?

me : oh ok.

her : but unlikely la.

I just kept quiet.

Next morning when I woke up, she was beside me, but facing away. We were both still nude.. I gently woke up, and lifted her off the bed.

her : huh? why?

me : I want to give you another massage, in the other room...

her : erm... do here la.

me : oh ok. where? which part?

her : erm.... the last part. you know. before you carry me here?


last part? last part? oh she wants me to eat her pussy?

I took her cue and set her up in a 69 position. I waited and waited, but to no avail. she did not suck my cock back on her own. It's ok, I have months to train her.

she went back to get changed, as per my instruction, she wore the black dress, but she insisted that I pick her by the main road, she'd take a short cut through the back canal and met me there. She didn't want me to know where she lives, or be seen. I brought her lingerie shopping, which she was very shy and reluctant for, but I knew how to alpha handle her, she's the kind of woman who wants to please her man. and pleased me she did, because she agreed to wear the pink dress on that Sunday with me, the thin one, see through, with a set of sexy lingerie red and black, with thong underneath and we went out for even more shopping, for work clothes, nighties for her to leave at my place as well. We continued with our raging affair, her sexual skills growing more and more, until she was able to give a good blow job and also becoming a natural at giving blow jobs. We met almost every single night, and slowly reducing to 4 times a week. She'd spent weekends with me after settling her children, even investing in a bicycle for her to get to and fro between our houses. I still didn't know where she lives.. then.




She was and is still such a SWEET and nice wife material, the ability to make you feel, she's enough, but not hot enough. A part of you will strongly want to commit to her and be fair to her.. Therefore, she totally derailed my plans and my purpose for renting the house. I started to be colder to her, telling her my work was affected and needed to work more. She started to realise I had other women.... we quarrelled. but eventually settled on an arrangement she was comfortable with.

Last edited by Lumiere7; 23-07-2024 at 03:34 PM.
  #6  
Old 23-07-2024, 03:55 PM
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Re: [Unpopular topic] Sex with mature inexperienced wife affairs

[K 1]


Moved back into this older condo when the rental family had gone back to India, had to do major rework because of the minor damages'. Thought it'd also be a good few months to just live there and see who I can meet etc etc. Little did I know, after 4 days of mundane and fruitlessness, this older couple (around 50) same floor neighbour whom I hardly see in the past 6 years were at their door. They were quarrelling, about the husband smoking in the house. I overhead the husband saying about how it's different from their previous HDB, he has to exit the compound to smoke, not just go downstairs. This was responded with her request for him to quit for almost 30 years.

After the husband went down the lift, I made my way over.

me : hey hey, you guys are back?

She took some time to come over, annoyed that her husband didn't close the door.

her : who are you ?

me : oh, you don't remember? I'm your next door neighbour.

her : oh. sorry. really don't recall.. are you renting or ?

me : no, I owned. hope the family I rented to, their kids didn't give too many problems.

her : oh, we wouldn't know, we just moved back in.

me : oh yes, I've been meaning to ask, in the past, you all lived overseas or something?

her : why you ask?

she sounded so unfriendly

me : because I only recalled seeing you all like once every few months.

her : oh. actually we bought this for our daughter, but she got married and emigrated overseas (australia) so we decided to just sell our HDB unit and move in here, I went for an early retirement, him also. so might as well live here, more facilities and peaceful.

me : oh nice. I can make coffee, feel free to drop by and use my machine. the nearest cafe is very far.

her : oh, cannot trouble you la

me : that's what neighbours are for. it's nothing. I don't lock my door anyways

I looked at her, she was standing by her door, ready and seemed eager to shut the door already. She was in her shorts and t-shirt, she looked sweet and pleasant, to a great figure, legs still quite ok quite slim, I saw a bit of a tummy, but no signs of a good bust...

me : by the way, you did the smart thing

her : huh?

me : the neighbours here are very against smoking in the unit, and always complain fast. it's not a pleasant experience. they even have their own WhatsApp group to help each other spy and take video across the blocks.

her : oh. really. wait. are you a smoker too?

me : no. no way. just the husband of the family I rented to, gave me a lot of problems.. I even need to repaint my toilet and some of the rooms, you can still smell the lingering odour.

her : that's very unfortunate and annoying. I can understand. that choking feeling, cannot even breath sometimes when he comes back at night.

me : oh. maybe a separate room sleeping arrangement is better for both parties? unless it's very important to sleep together, if you know what I mean.

her : huh. erm. what? no . good point. good idea. we have 3 rooms, don't know what to do about it also. we are both very procrastinating people.

me : you share your email with me? I can send you those online shops, they deliver even within a day or two. maybe even today. they are that fast nowadays, the mattress is so much cheaper than those old school expensive stores, and good as well.

her : really? ok. erm email ah. I don't really use, especially after retire. you write on paper pass to me?

me : ok. you want to come in for coffee?

her : come in for coffee. now time... erm. better not, I scared I cannot sleep.

me : it's only 3pm.

her : ok. true. ok just a small cup will do. sorry ah, trouble you. do you have pen and paper?

me : good question.
  #7  
Old 23-07-2024, 04:12 PM
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Re: [Unpopular topic] Sex with mature inexperienced wife affairs

Nice writing. please continue
  #8  
Old 23-07-2024, 04:47 PM
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Re: [Unpopular topic] Sex with mature inexperienced wife affairs

[K 2]

From that beginning, it took a while before there was anything worth mentioning. K was always in her t-shirt and shorts, she's not a nice person, but she's not the guarded kind as well. She'd talk and share, and wouldn't be shameless to ask for favours and help. She doesn't offer favours was well, nor seem to be too happy to help out.

Her husband definitely has been serving her for many many years, she seems like the quiet kind, I wasn't sure if he was havoc. He remained very cold towards me, even though his wife was constantly coming over to take espresso from me, without ever even thinking to gift something back in return, or to pay money for the beans and milk. They are not the take advantage kind, but it just doesn't occur to them to feel paiseh about taking.

I was losing my interest in K, considering how flat she was, how her nose hair remained ungroomed, how I saw a few long strands of leg hair on her smooth white legs. I can only imagine her bush down there and her unshaved armpits. Was she really worth getting involved with?

Then one fine Saturday 3 months later, she came over just to get a cup off coffee, but didn't seem so quick to leave, she sat and watched me work, not really thinking about helping. then she finally broke the silence

K : how come you no girlfriend ah?

me : huh? oh. how you know I no girlfriend?

k : you always seem free to help me leh. like free and easy gentleman.

me : haha that's true. just not looking around at the moment.

K : don't you men have needs?

me : oh. erm. does your husband have needs too?

K : he's old man. and we've been together for so long already. no more magic.

me : then how does he pass each day? I realise I don't really see him.

K : he just watches tv. we go out for meals. we are boring.

me : why don't you two go travel the world?

k : haha! quarrel all over the world you mean? cannot la. we are very boring and simple folk.

me : I think I agree. sorry to be rude. he's really simple. usually men in his situation, can be quite havoc, always out, not home.

K : he does go out in the day la, you don't see because you are at work.

me : then what about you? do you go out ?

K : I'm old aunty already. I don't cook, there really isn't much to do.

me : I don't think I've seen you gone for a swim also.

K : I'm not into swimming, too troublesome. hair so little already.

me : your hair looks fine. do you miss, you know, dressing up for work?

K : what do you mean?

me : like you know, the nice dresses you used to wear?

K : how do you know?

me : I remember the last few times I saw you, always in nice fitting dresses. you looked so elegant.

K : so not elegant now la? haha.

me : haha. not as elegant.. so do you miss?

K : maybe? not really. not so comfortable la. the way I sit down also all these.

me : not wearing dresses, has that affect your marriage? like you know. with him?

K : no leh. no difference. what do you mean?

me : ok. never mind. you know back then you had this dress, back with blue patterns. a bit shiny..

K : wow, your memory is good.

me : you still have it? or thrown?

K : maybe in of the boxes, still haven't unpack. why?

me : don't mind see you in it again.

K : haha! what for. I may not even fit already, stomach so big now.

me : go try lo, but will he ask why?

K : we don't really bother with what each other do. you suggestion was good, different bed our own individual room, it's a better way to live together. less friction.

me : ok. then go look and try it back on.

I stood up and walked towards her and took her finished coffee cup from her. She looked straight at me... at my shorts....(while painting, I shifted my penis to point it downwards whilst I pictured her back then to get it hard. a bit of it was sticking out of my shorts, and poking downwards and forwards.

she saw. I know she saw. she knows I know she saw.
  #9  
Old 23-07-2024, 10:17 PM
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Re: [Unpopular topic] Sex with mature inexperienced wife affairs

[K 3]

It was awkward, given how selfish and not sweet she was, I didn't really care much, even if she doesn't stop by, I was alright. She exited my unit, didn't close the door. I just went back to my work. She didn't come back, I must have scared her off, being so direct and making such a request out of the norm.


but for some reason, I still wanted to keep my hopes open. I left my front door open, went to take a shower, with my bathroom door open. While bathing, I stroked myself, wondering what it would be like to give it to her, if her pussy became tight again after so many years of no fucking. I even imagined her coming in that dress, and then secretly watching me shower, before I catch her and make her join me and then we fuck in the shower, then on my new bed, her moaning and perhaps her husband hearing and wondering what's happening. That, was A FANTASY, and nothing more because she didn't appear. I lie on my bed, left the room door open, slept with my penis out, what if she comes in and see, and watches on? That, was also ANOTHER FANTASY.

Evening came, and I decided to just cook something simple, but not that simple... my front door was still left open.

her : you cooking your own dinner?

me : huh. oh hi.

K appeared again, she was in the same t-shirt and short.

her : was going to ask if you were going out to dapao.

me : oh. why, dapao for you two also?

k : no, just me alone. he went for some wedding dinner.

me : oh. why didn't you go? can wear that nice dress.

k : oh, I don't like his friends. so just asked him to go without me.

me : are you very hungry? If not we can share this.

k : ok sure. by the way, I found that dress. can't believe I still have it.

me : oh nice. why never try it on again.

K : don't want la. got that smell. need to wash first.

me : ok. bring it over, use my machine that 40 minutes function. go go, since you've always wanted to know how good this machine is.

K : good point. ok

I think she looked nervous, she walked back to her unit. I don't know if she was looking for that piece again, but she took slightly longer than I expected. She came back, walked past me and stood there, trying to figure out my washing machine. I lay the plates and then went to help her, daringly putting my hand on her back and pointing at the functions with there other. She stepped away

her : your hands clean a not?

me : oh, I washed already.

her : but will still have the oil all these.

me : sorry. you can throw this shirt in to wash also.

her : ok. I go and get another of my shirt.

me : just take one from the washed pile and wear mine la. your husband not back so soon right? he won't mistake us for having an affair, don't worry.

k : huh, why would he think that?

me : see you in my shirt and in my place right?

k : oh so? why would he think that. he won't la

I invited her to sit down and then poured her a glass of wine, even held the seat for her. she was rather impressed and giggled a little, blushed.

k : actually I don't drink.

me : you are retired, isn't it a time to try new things? anyway I only poured you just a sip. it's expensive wine. didn't want it to waste in case you don't.

k : yeah. I was wondering why so little.

me : can pour more if you like it. if you get drunk, your house is only 30 steps away. I am still strong enough to carry you away.



me : he won't think we are having an affair because you think he thinks I won't be interested in you or?

K : yup that. we are so old already!

me : so?

K : what do you mean so? wow your cooking, not bad.

me : thanks. I mean, so what if you are mature. you still look young and beautiful..

k : what? you don't try to be funny.

me : have you tried a sip? it pairs well with the meat.

k : oh ok.

me : don't worry if you get drunk, my bedroom is only 10 steps away, I can definitely carry you there. haha.

k : why carry me there? for what?

me : aiyo. you really think men aren't interested in you?

K : interest in me for? I'm some old hag already.

me : no. if you put on that dress, I definitely will be trying to get you drunk and carry you to my bedroom......

Last edited by Lumiere7; 24-07-2024 at 12:46 AM.
  #10  
Old 24-07-2024, 12:46 AM
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Re: [Unpopular topic] Sex with mature inexperienced wife affairs

[K 4 ]

k : young man, don't talk nonsense ...

we kept quiet for awhile, I knew how to handle my emotions. Instead of telling her to leave, I poured more wine for myself, and put the bottle near to her. she didn't do anything, just finished up the food I cooked for her, quietly, looking down. I got up, and attempted to pour, she saw, but didn't stop me. I think I'm getting the hang of her. She's the kind who wants to be led?

True enough, she drank from the glass, a little. sip by sip.

me : you done?

and I got up and brought the plates to the sink.

k : are the clothes done?

me : almost. so when was the last time you've worn a dress?

k : dress ah? I think... maybe my last week of work. so long ago hor. (she took another sip)

me : if I'm your husband, I'd be so sad leh. can't see you daily in your dresses.

K : ha. no difference la. trust me. it's been more than months. no difference at all.

me : can't wait to see you in that black dress... again

she kept quiet.

me : ok. the machine is done. you get ready

k : get ready for?
  #11  
Old 24-07-2024, 06:42 AM
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Re: [Unpopular topic] Sex with mature inexperienced wife affairs

These kind of older milfs r so innocent...never think of sex since it was a long time they had one
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Old 24-07-2024, 09:13 AM
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Re: [Unpopular topic] Sex with mature inexperienced wife affairs

Quote:
Originally Posted by Rickey View Post
These kind of older milfs r so innocent...never think of sex since it was a long time they had one
Yes, like no one interested in them for so long until the concept becomes foreign to them. They put attracting any males aside, not think about it, so they can cope with the knowledge that they cannot even attract their own husbands anymore.


Hoping other brothers will also join in and share.
  #13  
Old 24-07-2024, 09:58 AM
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Re: [Unpopular topic] Sex with mature inexperienced wife affairs

[K 5]


Took the dress out, handed it to her, warned her that it'd be warm and be careful. I grabbed a clean glass and poured more wine for her, then saw that she was going to the common toilet to change.

me : no. just change in this room, the toilet is wet.

she looked at me, realised it made sense and walked in with some hesitation. I had already turned the air con on and left the glass of wine in there.
me : open the door when you are ready to show me.

k : huh?

me : open the door when you are ready to show me yourself in the dress lo. got wine, enjoy. take your time

I nudged her back and sent her in, closing the door for her to let her feel safe. I think my words to her were pretty clear. If she decides to change, she should know what she's doing. She can always just come out with the dress and head back home.

The ball is just in her court now.
  #14  
Old 24-07-2024, 11:01 AM
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Re: [Unpopular topic] Sex with mature inexperienced wife affairs

chope seat
  #15  
Old 24-07-2024, 01:12 PM
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Re: [Unpopular topic] Sex with mature inexperienced wife affairs

[K 6]

I just sat and wait, looked at the time, just getting worried the husband comes back early. I went out and shut her house door, took her slippers into my unit and closed my door. I came back in with her slippers in my hand, I saw her turn around and went backwards to my room and disappeared from view. I saw black. I saw blue. She had changed! I headed towards my room, saw that my room door was opened. I was still sleeping not in the master because of the long term rental reasons, I saw her inside, gulping down some more wine, I just observed her, then she seemed like she was about to change back into my t-shirt (her t-shirt was still in washing machine)

me : gosh you look so good.

k : huh? a bit tight (she covered her stomach area. sure, it was
a bit bulging, she saw me looking and turned around)

me : no you so damn hot I really want to get you drunk. (I walked over and took her glass, there was half left)

k : get me drunk? huh? for what?

me : ok. I know I closed the door, brought your slippers in and also shut your door, but just in case you stay here longer than he comes back, so you can say you went for a walk, forgot your phone, forgot your key and waited by the pool and fell asleep.

k : oh ok. for what?

me : I know the door is closed outside, but you can leave anytime you want.

k : oh you want to sleep already?

me : yes. I want to sleep with you.

I didnt move towards her, but headed out to get the bottle and my glass, came back in. she stood frozen there, still looking down on the floor, deciding. I poured more into her cup, which made her nervous and told me " enough enough" I drank a little, for some liquid courage of my own.

me : are you still trying to figure out what I mean?

k : yes. I really don't know what is happening here.

me : let me simplify, I saw you years ago in this dress, I felt attracted to you, and your sweet sweet face and your sweet sweet voice. I've been thinking about you ever since. not just in this black and blue dress, your red and white.. on that National Day long weekend. your that shiny dark maroon dress that was so fitting, looks a little like a Cheong sam?

she looked at me, stunned, but also seemed happy. I got confident, and took my shorts off.

k : hey what are you doing?

me : when was the last time you saw a cock? no wait, when was the last time you saw a cock that was erected BECAUSE of you?

she couldn't answer. she was just speechless. I took one more step towards her, took her glass and handed to her.

me : you can see, it's hard for you. even when you were not wearing this dress earlier. you can see, I just imagine you in this dress, it's hard.

k : I really don't know what you are thinking.

me : then let me show you what I am thinking?

I held her hand and guide the glass to her lips, she was the goody goody I suppose, she took another sip.. a bigger one.. I took the glass from her and lowered it, my hand now her back and then stroking her hair behind her ear. She just froze.

"when was the last time someone made love to you ?" I raised the glass to her lips again

I wasn't expecting any answer, but she responded with a "I don't remember. maybe before I gave birth."

and then the following answers came...

" yes he's my first."

" yes, he's the only one I've been with"

" no. it's normal. I don't know what is big"

" no I'm not sure. I don't know. unlikely. " (after I asked her if he has a woman outside)

me : so he has no needs? you've never caught him masturbating relieving himself? is that even possible? all these years, no need for sex... a male....

she kept quiet and thought to herself... she bit her lip. I took the glass from her and put it away, then went back and put my hand on her back, and my other hand gently on her stomach, she didn't move. I gently held the part she was most insecure about and caressed her . I bravely took in a deep sniff on her hair, it was natural scent, a little bit of sweat. I kissed her hair, then kissed downwards, to her ear. It tickled her, so I didn't stay for long. I kissed down her face to her cheek, then to her lips, and whispered " don't worry, no smoke breath." she just froze and allowed me to continue. I reached behind her dress and unzipped it down quickly before she changes her mind, lowered the dress down her shoulder and revealed her front, quickly stuck my fingers into her bra and rubbed her semi hard nipples until they became hard. Her nipples were small, thankfully, but dark brown in color, when I could steal a look. She started to kiss better, more daring, but she was still so inexperienced. I grabbed her by her butt cheeks and brought her closer in, thankfully, her butt cheeks felt good, good to pound her later.

I felt even hotter for her, but not the hottest I had for anyone. I could stay calm. undid her bra and pulled it down, it was hanging off her shoulders, like the front of her dress, sucked on her nipples for awhile, didn't really enjoy it. Decided to just go ahead before it's too late. I put her on the bed and pushed her backwards before she could think, grabbed my nearby stool and sat on it, lifted her dress and spread her legs, it was beige panties, thankfully, it could stretch. I went ahead and quickly lick her, but it was thigh, I licked through her panties material which felt a bit thick.... she wasn't feeling much, quickly pulled it down and thankfully, there was no resistance from her, other than her asking what I was doing? She was clearly inexperienced, grabbing a pillow to cover her face, hitting the mattress, enjoying my licking until she orgasmed loudly, then hugging the pillow tightly and shutting her legs shut, panting, turning to her side.

I got up and stretched my mouth , looked down at her , she was clearly tired out. I looked at the time, almost 8.45pm, retrieved her t-shirt for her, sat her up and showed her the time, helped her put her bra back on, remove the dress and wear back her original clothes. Helped her to get up and walked her to the door, she understood what I was doing when I squat to help her wear her slippers. When I stood up, I locked her in a lip kissing which she didn't really kiss back, then checked through the eye hole, then stepped outside to check which floor the lifts were at, then told her it was safe for her to leave.

I went back home, shut my door...

within a minute or so, my door bell rang.

Last edited by Lumiere7; 24-07-2024 at 02:20 PM.
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