Part one of the story is in the below link. I will continue with the second part now.
Preface
“Shrrrrooom! Shrrrrooom!”
It was the familiar sound of the curtains being drawn, and the light of early morning shone brightly into the bedroom. In between the light stood the woman of my dream and my life, and she starts to walk towards me. It was my wife – Michelle.
Michelle: Dear, time to wake up or you’d be late for the board meeting.
Me: Our honeymoon just ended and work is the next day.
Michelle: We had a six months break already. Now hurry up.
I got up quickly to take a bath, and by the time I was out of the bathroom, Michelle was already dressed and ready. Her skin colour jacket was on the bed, and she was only in her tube and skirt. The light colour suit complemented the fair skin tone perfectly, and the tube displayed the ampleness of the C-cupped breasts, showing off her cleavage proudly.
I walked over to her, and hugged her from behind. I kissed her on the neck and my hands started roaming and caressing her breasts. Michelle closed her eyes and let out a small moan. She turned around and started to kiss me.
Michelle: Still haven’t had enough last night?
Me: You have to blame for yourself for being so beautiful.
Michelle knelt down and removed the towel along my waist. She then licked my balls and slowly work her tongue from my balls to my dick and the slowly licked up the shaft. She continued this for a few times and then swallowed my dick into her mouth.
The sight of Michelle giving me a blowjob in her office wear, was sufficient to make to go bonkers. I held Michelle by the head and guided her to suck me.
Michelle sucked and sucked for a good 10 minutes, and every stroke she made, her mouth got wetter. Soon, the pressure began t build up and I unloaded my load of cum into her mouth. Without me asking her to, she swallowed every single drop of it.
Michelle: You owe me one tonight. Now get ready for your board meeting.
Michelle and I washed up again. We had our breakfast in our nice cosy home, before Uncle Chong sent us to the office.
The board meeting was pretty standard, and we finished before lunch. I had lunch with some of the board members and we agreed on a golf game the week after again. The day ended pretty early for me after running some errands. I told Michelle during the night that I have some entertainment to do the following day and might not be home early
The following morning, I arrived at my condo in Tiong Bahru.
bro, your part 1 story ended with "
We retired completely 10 years later to take care of our kids full time. Our sexual life remains active till today.
"
where is the beginning of this part II? is it after 10 years or after your wedding??
Sorry folks, apparently I cannot connect to SBF for the past few weeks. Could be starhub problem or router problem. Called starhub to make some noise, and reset the router, and hey presto!
Chapter 1
The saying goes “behind every successful man, there is always a woman”. For me however, there are 3 women behind my life. Michelle, my perfect wife, provides me the backbone of family support, warmth and care. Cheryl, my beautiful mistress, gives me the emotional support, and a place to release my emotional stress. The third woman, would be my assistant, who takes care of my every little need.
This story will illustrate the different roles of each woman, and how each of them contributed to the success of my blessed life.
I arrived at my Tiong Bahru condominium at around 8am. Cheryl opened the door, and my, how she haven’t changed, and she is still as beautiful as ever. Cheryl rushed to hug me tightly, so tight that I could feel her choking me. We stood at the door for a whole minute as she hugged me and whispered “I missed you so much”, before letting me loose.
Cheryl: I took leave for the whole week, so you can see me whenever you want. I missed you so much.
Me: I missed you too. How were you doing for the six months I was gone? Slept with someone else?
Cheryl gave me a slap on my arm for that, and returned to hug me again. 9 months ago, when I took Cheryl’s virginity, she had nowhere and no one to turn to. I was, and still am, very infatuated by her beauty, and had made her an indecent proposal to keep her as a mistress. Somehow, Cheryl found a soul mate in me. She had endless topics to talk to me about, and most importantly (according to her), she enjoyed my company. That was why she chose to be with me even though she knew I was getting married back then.
Although Cheryl is flawlessly beautiful, she did not have many friends. Coupled with her failed marriage, she probably yearned for a man who is able to satisfy her both sexually and intellectually.
Cheryl and I began to french deeply. It has been 6 months since we last met and had sex, and she was horny like a devil. We began to strip each other, and soon we were exploring each other’s body, with our hands and tongue roaming all over. I turned around and started to lick her clitoris. Cheryl’s pussy is always cleanly shaven. Cheryl reciprocated by putting my dick into her mouth and continued to such away. The 69 position gave us a great deal of pleasure and enjoyment.
As I continued to lick Cheryl, I slowly inserted a finger into her. She let out a loud moan, and by then, she was already dripping wet. I could feel her stopping her sucking as she moaned away in pleasure. With that I changed position again, and continued to lick, and finger her pussy. Cheryl’s moaning got louder, and her breathing became heavier. She was approaching an orgasm. I licked faster, and shifted my fingers to rub against her g-spot. That proved too much for Cheryl as she gave out a sequence of loud moan.
I took out my finger, which were was with her juices, and climbed on top of her. We continued frenching for a while, when she whispered “can you get inside me now?” I guided my dick, and positioned it in front of her pussy, and slowly pushed my dick inwards. Cheryl was tight. As the head of my dick went inside her, I could see pain filling Cheryl’s face, but yet she was moaning and whispering, “yeessss….. It feels so good”. I stopped.
Me: Beg me. Ask me to fuck you.
Cheryl: Please dear, can you fuck me?
Me: You don’t sound convincing…
Cheryl began to squeeze her breast, and her nipples. In her half moaning voice she wailed in her soft spoken voice “…. please dear…, I’m very… horny…now… Please fuck me… and fuck me… real hard”. I needed no further persuasion, and with one mighty push, I inserted my 7 inches into her, and began to pump her hard. In no more than 10 strokes, Cheryl suddenly screamed out “ cumming…. cumming…. cummming…. ahh… ahh… ahh…”
It was her second orgasm, and without taking a break, Cheryl pulled herself out, and couched in a doggy position, signalling me to change to her favourite position. Since loosing her virginity, Cheryl’s sex appetite had grown by leaps and bounds. She wants it almost every single day, and each time she would want it more than once. Perhaps, this was the result of suppression of 28 years without sex. To fulfil her desires, I got her a dildo to satisfy herself when I wasn’t around. Apparently (she told me later) that she didn’t use the dildo at all. The only thing she used was her finger.
I put my dick right into her and continued pumping her in doggy position. My hands cupped her breasts, and squeezed her nipples. Cheryl’s moaning got louder. I started pumping her. Hard. My dick rubbed against her g-spot again, and Cheryl’s moaning got even louder. By then her moaning was somewhat like crying. I continued pumping harder. Perhaps due to the past few days of sex with Michelle, I could hardly feel any pressure to cum at all.
Cheryl, however, had a different story to tell. As I pumped harder, her moaning suddenly stopped. I knew she was controlling her orgasm. I pumped even harder, and every thrust I made, I squeezed her nipples even harder. I pumped for a whole minute when Cheryl suddenly scream “AHHHHHHHHH……..!!!!!!” I pulled myself out of her, and Cheryl collapsed onto the bed, only to wake up 5 minutes later.
Cheryl: You always made me feel so good.
Me: So do you.
Cheryl: But you haven’t cum yet. I am ready for second round.
Me: You are really horny today.
Cheryl: That’s because you left me dry for 6 months.
Me: Baby, take out your dildo, and the KY jelly we bought. Let’s try something different.
Cheryl: What do you want to do to me?
Me: Just take it out and you’ll know.
Cheryl opened the drawer and took out the six inches dildo, and the KY jelly, which was still brand new. I guided Cheryl into doggy style again, and opened the tube of KY. At the same time I opened a packet of condom, and capped myself. I squeezed some KY out and rubbed them against my capped dick before squeezing some into Cheryl’s asshole. Suddenly it dawned upon her that I was going to screw her anal.
Cheryl did not make any objection, and I slowly pushed my dick into her virgin asshole. It sure wasn’t easy. I could see Cheryl clenching her fist silently.
Me: Is it painful?
Cheryl: …. (nodded her head)
Me: Then I stop ok?
Cheryl: …. (shook her head) continue. I want it too.
With one big might, I pushed my dick fully into her, and Cheryl gave out a loud scream. Without stopping, I pumped her asshole. Cheryl breathing was initially very heavy, but it soon got lighter, and slowly I could hear some soft moans. Then while pumping, I rubbed my fingers against her clitoris. Without any warning, Cheryl gave out a loud moan. She came again.
I reached for the dildo, and slowly inserted it into her pussy. I switched on the vibrator mode, and continued pumping her asshole. After a good 10 minutes of pumping, I could feel the pressure building up from my balls to my dick. I removed my dick from Cheryl’s asshole, and took out the condom. I laid Cheryl down, and climbed onto her stomach, and pumped myself. All this while, the vibrator was still inside Cheryl.
Cheryl knew I wanted to cum onto her face, and she took over from my hand. She shifted herself such that her face was right in front of my dick, and she continued her giving me a handjob. She then began to lick the tip of my dick. The feeling was heavenly.
Me: Baby, I am cumming….
Cheryl: Me too, me too…. ahhh… ahh… ahh…
Cheryl came for a fifth time, as I unloaded myself onto her face. Most of the cum went into her mouth, and she swallowed most of them. She licked me clean before guiding me to the bathroom to clean up. After we cleaned up and took a shower, we collapsed onto the bed and fell asleep.
I woke up around 1pm by the smell of Cheryl’s cooking. She was preparing lunch. I walked to the kitchen, and gave her a peck on the cheek while she cooked. I reached for my handphone. There is no place for a conversation, so I went to the bathroom and called Michelle.
Me: Hello dear, I need to go to Malaysia to discuss some stuffs, and for some golfing as well. I’ll be back on Friday evening.
Michelle: Ok. Anyway, it’s quarter-end, so I am rather busy as well. You have fun and take care.
Me: You too. I will leave Uncle Chong and the Bentley here, and I’ll drive the mini. It’s not very safe to drive a Bentley in Malaysia, and it feels weird with Uncle Chong driving me in a mini.
Michelle: (Half giggling) That’s true. Then I’ll call Uncle Chong to come pick me up later. Love you.
Me: Love you too. Bye Bye.
With a sense of guilt, I left the bathroom. Cheryl was already waiting for me to tuck in. She didn’t seem happy though.
Cheryl: Do you have to go already?
Me: Yes. I am going to Malacca later for a holiday for 5 days.
Cheryl: (tears were welling up) Ok. So i guess I’ll see you next week then. Can you eat first before going?
I bent over to Cheryl and rubbed away the tears. “Since you are on leave, I’ll bring you with me for a holiday. Let’s quickly eat, and you can pack your stuffs.”
Cheryl’s face brightened up immediately. “You really mean it? We are going away for a holiday ourselves? No business entertainment?”I nodded.
Cheryl sprang towards me and hugged me tightly like a small little girl. “Yes!!!”
Chapter 2
It was the trip to Malacca that changed that marked the second turning point of my life.
Cheryl was chirpy all the way from Singapore to our destination. I booked a suite at Holiday Inn and we arrived 3 hours later. Cheryl and I did lots of things in Malacca. We shopped, wine and dine, ate the chicken rice balls, went sightseeing, had Peranakan food, and Portuguese seafood, etc.
It was very apparent that Cheryl was enjoying every single moment of it. I, on the other hand, was simply glad to see that Cheryl was happy. Although Cheryl aced in the looks department, and she is always very chirpy when with me, I somehow find the lack of chemistry between me and her. Instead, Michelle and I shared that chemistry and that was what that bind us together till today. Nonetheless, I was glad that the ways things are turning out.
Sex with Cheryl was wild. We tried many different styles, including role playing, where she dressed up as a nurse, and a student, and bondage, where I tied her to the bed and fucked her nuts out of her.
It was on the last night of our stay where I bumped into someone, and this person changed my entire life for the second time. Having running around for the past 4 days, Cheryl and I decided to keep the night simple, and we had dinner at the hotel. Halfway chatting, some familiar face approached me from the back, and gave a pat on my shoulder. It was David.
David was my JC classmate, and we went to the same university together. David did pretty well in university, and found a job in one of the Oil majors as a sales executive. He then went on to become an oil trader in the same company. We had lost touch ever since I attended his wedding more than 5 years ago.
David: Hey man! How are you doing?
Me: Oh hi Dave. Been a long time. I’m doing ok. Yourself?
David: Pretty much the same.
I introduced Cheryl to David, who couldn’t take his eyes off her, and David introduced his partner (who obviously is not his wife) to me. David and I excused ourselves from our respective partners to have a small chat. We talked about what we are doing, and who out partners are. It turns out that he no longer does oil trading, but is now heading a business division as a vice president. The lady he brought along was his mistress. After a 15 minutes chat, we exchanged name cards and bade each other goodbye, promising to keep in touch.
I returned to Cheryl, and we finished our dinner and returned to our suite. Cheryl knew that it was the last night of our getaway, and she wanted to treasure every moment we spent together. Once we were back in the suite, she locked herself in the bathroom for almost half an hour. When I knocked, she told me she was shitting. When she came out of the bathroom, my jaws fell open.
She had put on a black and gold qipao, which showed off her figure perfectly. The slit is enough to make any man go ga-ga over her. As she walked towards me, she picked up the remote to the hi-fi, pressed the play button to “fly me to the moon” before dropping it onto the floor.
She put her hands on my chest, and kissed my lips with her sexy lips, before moving around me, enticing me to just grab her and fuck her nuts out. But I wanted to enjoy every single moment of it, and played along. As she walked around me, I grabbed her hands, and led her to a dance. We danced to the music, and I stroked her hair. Each time I stroke her hair, she would hold my palms against her face, and continue to dance to the music. Halfway into our dance, we started to french. Cheryl then knelt down, unzipped my pants, and pulled down my underwear. She started to lick my balls, gently, and slowly. Then, she moved onto the groins, and again licking slowly and gently.
After a few minutes of licking, she went to the bottom of my shaft and slowly licked her way up to the tip, just like eating an ice-cream. Each time she approached the tip, there would be some pre-cum, and she would lick that up with the tip of her tongue.
After a few times of licking, she put my fully extended dick into her mouth. First, only half the dick went in, then she went further, and further, and the whole 7 inches were in her mouth and throat. She did gag a few times, but soon got used to it. It was one of the better BJ I had.
When Cheryl finished with her BJ, she stood up. First she took off my clothes, and then started to unbutton her qipao, but not removing it. She lay on the bed, pulled up her qipao, which showed she wasn’t wearing any panties, and spread her legs, inviting me.
That night we had very passionate sex. There were no wild acts of bondage, role play, anal, etc. It was pure love making in only missionary and doggy position. That night we both came twice, and we hugged each other to sleep.
We returned to Singapore the following afternoon. Throughout the journey, Cheryl was rather quiet. As I drove back, I handed her a cheque of S$8,000, her expenses for the month.
Cheryl: Actually, you don’t have to give me any money. I earn enough to provide for myself, and I am not sleeping with you because of money.
Me: Darling, I know that you like me, but I have a wife, and I love her very much. Someday we are going to have a kid, and when that happens, I will gradually spend less time with you.
Cheryl: Yes, I know. And I don’t expect you to be with me forever, so I will try to enjoy our relationship as far as I can. I know it’s not easy to put together a family, and I will not try to break you and Michelle up. I just hope you can be with me as much as you can. Ok?
Me: Of course. But you also have to promise me that you will try to know more people as well. I want you to have your own life when you are ready for it. When that happens, I will give you my blessing. Just let me know in advance.
Cheryl nodded. Throughout the journey back, Cheryl was relatively quiet, and she soon fell asleep. I dropped Cheryl off at Tiong Bahru, before making my way back home. Michelle was already home when I arrived. I kissed my wife and told her about how I met David, and of course cooking up some story about businesses as well.