I am in my late thirties and decided to share my stories after reading the forum for years. I worked hard after graduating from NUS. After 8 years of sheer hard work and no life, I was made the HR manger of my company. I met my wife a few yrs ago during a company DnD and we got married shortly after a 2 years courtship. I am 10 years older than her. The story that I am going to share happened 3 years ago.
My wife came from a family of 3. A short intro on the characters:
Mother in law: Mid 40s, petite, B cup. Divorced many years ago but still maintained her body very well by exercising regularly.
Sister in law: wife’s elder sister. Mid 20s, slim, C cup. Works as a admin executive in a MNC. Married to a free lance designer.
Wife: looks like her sister but with a sweeter face. B cup.
It all started when I received a call from my SIL one day.
It all started when I received a call from my SIL one day.
SIL: Ray, I need your help. Can you come over my place later? Not convenient to discuss over the phone. Ma will be here as well.
Me: Wah, sound so serious. Ok ok… Need to bring Faye (my wife along)?
SIL: Errrmm. No need. Don’t get her involved since she’s pregnant.
Me: Ok. I will come over straight after work. Need to dabao dinner?
SIL: Ma says she dabao. She will be here by 7pm.
Me: Orr ok ok. 7pm. No problem.
SIL: ok thanks a lot ray. See u. Bye.
Me: See u. Bye.
That’s the first time my SIL called me for help. What could it be? Ma’s also involved. Must be quite important. The day went past quickly. I bade goodbye to my secretary, Carol before leaving. Carol is in her late thirties, D cup, mother of 2, always dresses professionally or rather conservatively. Always fantasizes on getting my hands on her racks n ass.
At SIL’s place
Pressed the door bell. Was greeted by SIL wearing a oversized T- shirt. Wondered if she’s wearing a bra or shorts. She quickly ushered me in and thank me for coming. I greeted my MIL who was setting up dinner. We ate our dinner, chatting and mostly talking about Faye(wife).
After dinner, we set at the sofa to have some tea.
SIL: Ray, I need u to bail me out…. I lost 28k in the stock market. I shouldn’t have contra. All the fake insider info. I need 20k from u. Pls help me. Pls.
Me: 20k is not a small sum.
SIL: I know I know. That’s y mum is here to witness. I will definitely pay u back.
MIL: ah Ray, don’t worry. I will make sure she pay u back.
Me: ok then.
SIL: thank u thank u.
She bent over to shake my hand. What greeted me was a wonderful pair of breasts. Her collar was too loose. No bra! Firm, white and creamy. To top it up, pink nipples.
What a beautiful sight! My dick went hard instantly and twitching angrily. However, SIL caught me staring and quickly adjust her T-shirt. I was disappointed and angry with myself for getting caught. I quickly asked her for account number and promised to transfer her 20k by tomorrow lunch time.
I took a look at my MIL and realized that she was staring at my crotch. I am a boxer guy and my erection was far too obvious. I quickly took a cushion and covered up till the erection subsided. Man, that is so embarrassing.
We chatted a while longer and MIL and I went home. I offered to send her back. We are all staying pretty close to each other. You know, hdb grant, convenience, etc.
In the car….
MIL: ah ray, thanks for helping. Lucky, you are here. This Jane (SIL) always hope for instant success. Now kena burnt already.
Me: no problem, ma. We are family. If I can, I will help.
MIL thanked me again and put her hand on my thigh. Perhaps lack of sex, due to wife’s pregnancy, I had a hard on again. MIL definitely saw that but did not retract her hand.
Suddenly, her hand reached up to my zipper and started to unzip me. “Sshhhh, don’t say a thing. I know you need it. I caught u staring at Jane’s chest.” I was speechless and embarrassed. MIL took out my dick and started to jerk me off. The feeling was heavenly. Using my left hand, I reached over and cupped her breast. Soft and bouncy. “Ahhhh” MIL let out a soft moan. I took that as approval and started to squeeze it harder. MIL replied by hastening her speed. Within the next 20 secs or so, I cummed hard. My hot sperm just spurt out waves after waves. I let out a grunt of satisfaction.
MIL took some issues and started cleaning. But damage was done. My pants and boxers were ruined. I reached her place soon enough and she told me to go up to wash up. I complied and parked the car at the loading/unloading bay.
No words were exchanged during the short journey up. Walking behind her, I realized that MIL indeed have a good figure. Slim waist, perky ass.
Once inside, MIL told me to take a seat and went to the kitchen to grab a wet towel. She appeared shortly and took a seat beside me and start wiping away the stains on my pants. She unzipped my pants and started to wipe my boxers. With all the rubbing and brushing, little brother woke up again. MIL gave me a surprised look. I smiled at her sheepishly and said: Sorry, too long never do. Very sensitive.
MIL nodded her head in acknowledgement and wrapped her small hand over my dick again. I let out a groan and MIL started to jerk me off again. My hands went straight to her breasts and started squeezing. I am in heaven. I pulled her closer to me and tried to pull her dress over her head. MIL gave me a weak smile and put her hands up, allowing me to undress her. Matching black bra and panties. I quickly took off her bra. To my surprise, the breasts stood firm and proud. Magnificent. In record time, I took off my shirt and pants, leaving only my boxers on. I lunged forward to took a breast in my mouth, sucking hungrily and started to tune the nipple of the other breast. I tried to pull her panty off but her hand stopped me. ahhhh ahhhh ahhhhh. No. Cannot. Ahhhhh ahhhhh.
With that, she pushed me to lie down and pulled my boxers off. She jerked my dick a few times and engulfed the whole dick into her mouth. The wet, warm sensation is driving me bonkers. Her head went bobbling up and down with an occasional twirl of her tongue. Soon, I felt a sensation at my balls. I’m cumming. MIL increased her speed instead of stopping. My sperm came gushing out waves after waves. MIL gave my dick a few more suck and quickly went to the toilet to wash up.
Whew, I was over the moon. All the sexual frustrations are relieved. I am rejuvenated. I rested for another minute and went over to the toilet as well. MIL was brushing her teeth. Can’t help but notice her breasts juggling during the whole act. Decided to treasure the moment while it last, I hugged MIL from behind with both hands cupping her breasts. I nibbled at her neck and whispered: Ma, thank you. I am a lucky man. MIL let out a soft, sexy moan and elbowed me gently, indicating that she wants to rinse off the toothpaste. After that, she turned around and put her hands over my head. Looking deeply into my eyes, she said: Ray, u r a good man. Always reliable and helpful. I am happy that you enter my family.
With that, she closed her eyes and inched forward to me. Taking the cue, I pressed my mouth towards her and pulled her body towards me, crushing her soft breasts against me. The kiss was slow and sensational, with both of us enjoying the moment. It then progressed into an intense tongue fight. Our hands were exploring and squeezing each other. My dick was raging despite the earlier 2 shots. MIL lifted her right leg, wrapped it around me and started to hump my dick with her panty covered vagina. I assisted by supporting her leg and pulled her tighter to me. Grinding harder and harder.
MIL: urrrgghh, ahhh, ahhh, ray ray rayyyyyyy…..
MIL had an orgasm. She collapsed onto me, panting heavily….
Seizing the opportunity, I tugged at the elastic band of her panty. No resistance. I pulled her panty downwards in a swift stroke. Her pubics were Neat and well trimmed. Her vagina lips are red and moist.
I bring down the toilet bowl cover and sit on it with my MIL on my thigh. I began to trace her vagina lips using my index finger and thumb, giving them rubs in between. Slowly, I insert my index finger into her. “Aaahh, aaahhh, ahhhh” MIL was moaning loudly. Tight, must be unused for very long. Guess she’s as deprived as me. Her hand reached over and start tugging at my dick. Not wanting to lose out, I insert my middle finger into her as well. With 2 fingers, I started digging in/out. She’s very wet. Her moans get louder and louder.
I withdraw my fingers and shifted her. Sitting on my thighs with her legs spread, facing me. I position my dick at the entrance, gave it a few rubs and without warning, shaft it in with 1 full stroke. I let out a groan.
MIL: ahhhhhhh, no no no. Urggggh.
Despite saying no, her body is rocking to and fro. I placed my hands on her ass, supporting her and controlling the speed of her rocking.
Ahhhh, ray ray, ahhh ahhhh. Her moans were motivational and ego boosting. I started to suck at her nipples, alternating them, giving her enhanced pleasure. She hugged my head, encouraging me to feast on them.
Ray, ray, faster faster… Ahh ahhh aaahhhhhhhhh… Rayyyyyyyyy…. MIL had her 2nd big O for the night. I started to thrust up and down. MIL was screaming in ecstasy. I felt the tension building up. I started shooting waves of hot sperm into her. I let out a groan of triumph.
Rayyyy rayyyyy ahhhh ahhhhh ahhhhhhhhh… Her third orgasm.
Neither of us moved. We were busy catching our breath. Slowly, she lifted herself off me and went over to the shower head and turned it on. She asked me over and started to bathe me. She gave me a thorough scrub down, including my dick, pulled back my foreskin to wash as well. Nope. My dick stays down. I am totally spent. Not in my twenties anymore. Once done, MIL asked me to go out first. Wrapped with a towel, I went out.
I quickly called my wife, telling her that I am staying over at a friends place, explaining that I had too much a drink and dangerous to drive.
After hanging up, I make myself comfortable at the sofa. I scan around the 3rm flat. MIL has decorated the place quite well, with the help of my brother in law (designer). A cosy place to call home. She’s staying alone ever since her daughters were married.
MIL appeared 10 mins later, dressed in a night gown.
Me: I told Faye that I am staying over at a friend’s place.
Hearing her daughter’s name, MIL frowned.
MIL: We shouldn’t be doing this. This is so wrong. You are my daughter’s husband. Some more, I am so much older than you.
Me: not much older. Only 8 yrs plus difference. Faye will never find out. You dont say, i dont say, its safe.
MIL: But but, it’s still wrong.
TBC…. Family duty.
wow!! awesome!!
waiting for the juicy story on the SIL pink nipples..
12pts for u.. MORE MORE MORE
MIL: But but, it’s still wrong.
Me: It’s pure human needs. Not like I am going to leave Faye. I love her. I will never leave her. Just that I have needs tat she can’t give me now.
MIL gave me lost and confused look. Almost there, I told myself. She’s struggling. I quickly added: Our relationship will be short term. Once Faye is able to do it, we end it.
MIL: let me think about it. It’s getting late. Time to sleep. Tomorrow got work.
She let out a sigh and went into her room. I followed closely behind. She gave me a look but say nothing about it. Took off my towel and went to bed. MIL snuggled next to me after finishing her chores. Bringing one arm over her, I cuddled her and drifted off to sleep.
I woke up at 7 plus the next day. MIL was still sleeping soundly. I stroke her hair and marveled at how beautiful she Is. She stirred and in the process kicked off the comforter. Her gown was hitched up to her thigh, exposing her purple panty. Little bro grew to full length at this erotic sight. Not wanting to wake her up, I slowly pull down her panty inch by inch. Once done, I gave her vagina a lick and start nibbling at the lips.
MIL: mmmmm mmmmm
Slowly, I insert my tongue into her vagina and start to tongue her. After a while, MIL grabbed by head and started to grind her vagina against my face.
MIL: ahhhh ahhhh ahhhh ohhhhhhhhhhhhh
She released her grip. My face is all wet with her juices. I crawled up to her and kiss her on her lips. Good morning.
MIL gave me a satisfied smile. My turn, I said. She let out a sexy moan. I positioned me dick at her vagina, gave it a few rubs and slowly insert it in. I thrust slowly and gently, wanting to savor the session.
MIL: ahhhh ahhhh faster ahhhh
I hasten my thrusts. Piak piak piak… I lifted her legs and placed in on my shoulders for deeper penetration. MIL started to scream and start grabbing the bed sheet.
After pumping her for a few minutes, I felt the urge to cum. I started to thrust harder and faster. With one final stroke, I released into her. I rolled over to the other side, catching my breath. Satisfied.
We washed up separately and I sent her to work. Gotten a $150 fine for parking at loading/unloading bay. @&$/-()
Too tired to work, I called up Carol, my secretary, to inform that I will not be coming to office in the morning.
Went home to sleep a bit more. Woke up at 11 plus, went to the bank to tx $$$ to SIL. Send a msg to inform SIL. She replied instantly, thanking me and pledge to return me 1k every month.
Had a quick lunch and went back to work. Bad news, saw a mail from big boss, office restructuring to save costs. There will be cut on secretaries. 1 secretary to 2. As HR manager, I was given the mandate to decide who to keep. Mails from other managers keep flowing in, justifying to keep their own secretary. A total of 10 managers in my office, meaning I need to select 5 secretaries. Sian, need to be bad guy. Drop a call to my office buddy, Ben, who is the sales manager.
Me: oi, Ben, u saw the mail. I thought we r doing well. Y cut cost? U don’t slack leh. Go make more sales.
Ben: Lj u la. I broke record for past few months. Sales is damn good. Big boss just want to save la. How? Have you decided? You sure keep your dua neh bu wat.
Me: your mouth ah… I can never out talk you. Haven’t decide yet. Looking through all the justifications now.
Ben: don’t say I not brother. I sacrifice. You sack my secretary. But I share dua neh with you ok? Hee hee hee…
Me: nice talking to you. Bye bye…
Bloody idiot…
I look through all the justifications again. Tried to create a matrix to ensure fairness. Comparing education, turnover rate, diligence, etc. No matter how I tried, Carol just can’t fit the bill.
Frustrated. I turned off the comp. Tmr then think. On the way out, I walked past Carol with a heavy heart.
While walking to the car, I received a msg from MIL: It’s wrong for us to have this kind of relationship. I will help you if you need.
??? So ironic. Don’t know what she thinking. Better don’t reply, later say wrong things. Will test water some other day.