A Story of my Fling with a 30 plus Woman


    Chapter #21

    I’m back with more…

    Ever since i had made love with Apple, we were very close to each other as thought we are married to each other. We didn’t get much chance to meet but had told each other how much we loved each other and missed each other. We were initially worried about her getting pregnant from our RAW session but her period came in a week and we both ease off a bit.

    It was about May when we met again, same place @ hotel81, this time, I had booked a room and waited for her. I picked her up outside the hotel and proceed in. It was evening after we have knocked off.

    This time, she worn a see thru blouse with a shawl to cover it. A short skirt to compliment the top, we wasted no time kissing this time round when we reach the hotel, we frenched passionately and feel each other all over, she has participate after I told her thru IM several times. We helped each other removed our clothings and I would always start with foreplay on her… she enjoyed the every second on licking I gave her.

    She had told me before that she does not like to taste sperm, but is willing to learn how to blow me, so I taught her how. I moved her head closer to my manhood and she started to lick. I enjoyed her tongue swirling around my “tau tao”, “to the lower shaft area” I told her. And she licks her way down. It was enjoyable… I taught her how to blow me and she learns slowly, initially she just suck the mushroom area and did put the shaft in, it made me so horny. So, I prepare her mentally that I will thrust deeper into her mouth and ask her to stop me if I went too deep and choke her.

    She nodded and I proceed to insert in, by the time my shaft went half way in, she pushed me away a bit, told me that it was hitting near the throat.

    So, I stopped, predicted the thrusting area and told her to hold her position and kept thrusting my dick in her mouth, my precum kept flowing out of her mouth with her saliva, it was heaven to me…

    I was really stiff looking @ her sucking me and seeing my precum flows out from her mouth… I wanted to explode into her, but out of respect that she doesn’t like to taste cum, I control myself. With a stiff rod, I pull myself out from her mouth and spread her legs open for penetration….

    (To be continued…)

    Post #80
    0 comments
    Chapter #22

    Quote:

    Originally Posted by

    BigGuy

    YOOOOOHOOOOO…………….me gonna hijack the thread for awhile

    During the world cup opening, i was so busy and sian at home that I went back to my regular hangout that I had not gone for a long long time. in fact I dun even know if my kakis are still there, though I know some have gone to China Black which I am not sure even if it is still around.

    Anyway i was there pretty late at almost 12 midnite. Lots of ppl watching the football but i just made my rounds. Many new faces, almost all the bouncers face have changed too. sad to say,indeed many have change their clubbing place or are we getting too old for that place.

    Then suddenly, someone caught my eyes. some chick that i bonk before. I can’t really remember her name but face still can la. She has also put on some weight but look better though. she came to me said hi and that she with her colleagues bla bla bla. getting abit sian and wanted to MOS, there at least i can hang at the Sky Lounge and better pick up place. Plus as a VVIP sometime bio chio bu can wayang.

    then she told me her colleagues all going off liao and so like i always do volunteered to send her home but then she said she also drive. but dun mind me walking her to her car. knn abit sian but then since i also want to leave so might as well. reach her car and teased her that she got a new car. very nice la then ask her drive me to my car at the next carpark.

    upond reaching din want to alight so talk cock with her and about old times. then start to raba raba. then boldly ask her for a bbbj forold time sake. without saying much she did. the rest pretty standard n no FJ. Carpark too bright.

    u very free nowadays hor? kns, got good lobang, as usual, never chio.

    Post #81
    0 comments
    Chapter #23

    Quote:

    Originally Posted by

    Offspring

    u very free nowadays hor? kns, got good lobang, as usual, never chio.

    You keep on MIA how to chio you. When MOS with me bro

    Post #82
    0 comments
    Chapter #24

    Quote:

    Originally Posted by

    BigGuy

    You keep on MIA how to chio you. When MOS with me bro

    VIP lounge issit? Me never been there, so if u dont mind bringing a mountain tortise out, can lor.

    pm me and we’ll arrange.

    Post #83
    0 comments
    Chapter #25

    Will update the story next week mates! This week a bit upset over financial issue with wifey. Cheers and have a nice week!

    Post #84
    1 comments
    Chapter #26

    Sorry bros for the late post… Been busy with Windows Vista Beta 2 Installation & Testing… Now writing more with my Office 2007 beta somemore…

    There she was, lying with her spread legs on the bed, I took my time to admire her body, her tummy’s stretch marks still remains noticable after her third child, a mark of motherhood. My stiff rod was wet with precum and her saliva, slowly I tried penetrating into her tight pussy, it always takes some time before i could have a smooth entry, tight as it was. I slowly pumped her and hug her closely, the way she would like it to be… She was no longer shy with me and moan herself naturely, we would frenched each other like we are married to each other.

    When she ride me on top, she was more pro-active to pump, not like previous. As we pump, I tried using my fingers to finger into her pussy while my dick was in her, it was tight for two, but I know she had enjoy it. Honestly, it was very awkward due to the distance… So, I switched “hole” for fingering…

    Without her expecting, I caressed her anal area, I stain my fingers with some of our juices during the pumping session and inserted my finger into her anal slowly, she did not stopped my action and I started fingering her @ a faster pace. She hugged me even tighter and I could sense that she dun know if this is ok. I didn’t wanna ask her and kept fingering her anal, I withdraw my fingers from her tight anal from time to time to get more juices for smooth finger penetration.

    She moaned and hugged me tighter each time I withdraw and each time I penetrated with my fingers. I didn’t wanna hurt her with my bro, so I started slow. She moaned so sexily and the way she pumped me hard on top and squeezed her pussy muscle, I soon surrendered to her and exploded… We huggz each other tightly for a while and kissed passionately before falling back onto the bed looking @ each other and caressing.

    She finally asked why i analed her as it was the first time she was treated this way. She thought I was gay, I had to spent time explaining, she confessed that at times it was very shiok when there was enuff juices in her anal.

    So, before we go, I told her, we will try anal with my manhood one day, once she is ready. She seems hesitated but she agreed to try, we spent time bathing each other and cudding in bed, before dressing up for home…

    (more coming soon)

    Post #86
    7 comments
    Chapter #27

    Quote:

    Originally Posted by

    gongongong

    A very well told story. Keep them coming! Upped you although it’s just one point.

    I believe she’s on the pills since you are doing her raw?

    Honestly, she wasn’t on pills, we took the chance, we worried for a week and got a relieve when her auntie came…

    Post #94
    0 comments
    Chapter #28

    For those bros who have uppz me, thanks for the support.

    We had again once in June and had a more conversational session with each other, she talked about possibility of leaving me when my wife gave birth in July, I was devasted, stopped her, kissed her and huggz her passionately. I tried not to think about this possibility and asked her to just enjoy our session together.

    In July, my wife gave birth to a beautiful son, we were excited about it, Apple knew about it and was happy for me too. It was in August, I invited her to my place and introduced her to my family during my son’s first month celebration, Apple brought her youngest son & maid along too. She had fun with my baby and we didn’t show any signs of lovers relationship, just plain friendship as we intended to.

    Following the months, we met again in August, had an SOP session and did a number to anal penetration with my fingers to prepare her. We talked about having more time with each other. So we make a pact to take half a day leave to be with each other longer…

    Finally, in late September, Apple and myself checked into the hotel @ about 2PM after she settled some legal issue about her debts, etc. We had a nice packet meal together in the room, wasted no time kissing and cuddling each other in bed after meal (didn’t bother to rest). She worn a very sexy lingerine (top) and cover it up only with a pullover. She had a red colored G-string and slightly lacy bra on the top and had a very short jeans skirt.

    We huggz each other on the bed, and help stripped one another, she stripped me down completely while i removed her every piece of clothings less her translucent lingerine top. I always had the fetish to have clothed sex with a woman.

    I fondle her and kissed her as usually, dipping my head down regularly to taste her sweet pussy juice and admire her expression and waxed pussy while shifting my body towards her so that she could hold or caress my manhood.

    Since we had about 7 hours to ourselves, I took things slowly, I asked her to oral me and she took her own time to lick and suck me slowly, at times, i got excited and deep throat her a bit. Some of my precum dripped onto her lingerine, but she doesn’t mind. It was so spectacular seeing her enjoying the juice dripping out from her mouth….

    We shifted to 69 as I wanted her to enjoy too, we suck and licked each other for a very long time before I lay her down and inserted myself in….

    (To be continued… Need to check server liao…)

    Post #95
    2 comments
    Chapter #29

    Sorry for the late updates, been busy with work…

    So, I inserted myself into her (as usual, need some time before it POPs in). Each time I do that, I enjoy watching her facial expression. U sometimes can’t really tell if it hurts them or they enjoy the sudden POP…

    I pumped her missionary slowly and watch her enjoying it, we would always loved to cuddle each other tightly, ever the GF feeling. Frenching was long and sweet, I loved to sink my face into her body to smell her sweet body scent. Lovely, she knows how to maintain her body, smooth, white and tender… Little trace of a housewife…

    I would try to pull myself away as much so that I could do a more powerful thrust, but she would always pull me back down again… Its so personal in the sex session… We exchange several poses until I did her in doggie, at this point, the bed would be wet with her juice that dripped down…

    During doggie, I thrust her slowly from behind, so that I can have my time admiring her body, her silky hair dancing from the thrust, makes u so horny about her. I placed some KY jelly on my finger and started inserting into her anal, each time I did this, she will sink her body completely down on the bed to escape from me, but I will follow suit and press myself on her and insert my fingers in… I would insert slowly and use a lot of lubricant to compensate for the missing juices, until my middle finger could go all the way into her, I would slowly pump her while fingering her anal to let her feel my fingers in her anal pressing against the pussy area… After a while, she would show signs of enjoyment of anal, this is when I thought… “Time for the Second Finger to join in….”

    Post #98
    1 comments
    Chapter #30

    More this round…

    Applying KY jelly on my second finger, I slowly withdraw out my first finger halfway and inserted the second as not to hurt her. She let out a moan when two fingers met each other in the same hole while I was still pumping her extremely slowly.

    Finding it an awkward position to finger her and pumping her, I withdraw both my fingers and my manhood and sat down with her butt face my face. I placed more jelly onto my fingers and inserted them into her anal… There she was… moaning again, twisting her body. What a magnificient sight, slowly I pump my fingers and tries to swirl them inside her to enlarge her anal hole. Pumped for about 5 minutes before I tried 3 fingers. This time, she pull my hands preventing them from going in. I guess it hurts, so i withdrawn and inserted 2 back in, pumped again for a while. “Maybe I spent too much time on the back hole?” I thought.

    So, I withdrawn all my fingers, applied KY jelly on my THUMB and other 2 fingers, inserted my thumb in her anal and 2 fingers into her pussy, she moan sexily with the new way of insertion, I pumped her with my fingers and thumb, constantly rubbing her inner flesh wall where the fingers and thumb can feel each other against the wall. I can see she was enjoying. Apple constantly couldn’t open her eyes and used her body to feel my fingering.

    It was making me so steamy and hot to see her sexy enjoyable look. My manhood was stiff, precum was drooling inside the condom… Its time for

    action again….

    Post #100
    1 comments