A Story of my Fling with a 30 plus Woman


    Chapter #11

    I’m back, was extremely busy with my work! It takes some time for my post to appear here cos I replied immediately to the bro that noted my mistake in the name of the PARK. Here is the next part people…

    There she was looking around when she was shy, I took the initiative and move myself closer, we exchange looks for a while and I lean towards her and starts to kiss her lips, she didn’t participate initially, I start doing the frenching and she joins in, we start slow french and i started roaming her body, i started off caressing her breast through her clothing… Hers was A Cup and inverted nipples, but extremely soft and tender. She took no initiative to caress me back, I was wondering why. But trying not to make her feel uncomfortable, I moved on to kiss and lick her neck, inserted my hands into her blouse and caress her breast while the other hand roamed downwards to caress her inner thighs through her jeans…

    She closed her eyes all these while and allowed me to auto-roam, @ some point, she would pull my head and french with me, this time there was more passion in the kissing. She never did touch me all these while… “hmmm, something wrong?” I thought?

    I didn’t ask her, but thought she needed more warm up, and so, I placed my hands into her jeans and rub her through her panty, I can feel that she was already wet then, so, I continue to caress her through her panty… slowly, she let out soft moans as I rub near her clitoris… still she didn’t rub me…

    I was getting excited from her moan and pull her hands on my groin area, she got the hint and helped rubbing a bit, but stops immediately once I hit the right spot, though there are mosquitoes disturbing, she doesn’t seems to mind then…

    I got more bolder and unzipped her jeans to reveals her cotton panty, it was easier to rub this way… She got more excited and we were frenching again…

    This continued for a while, I can feel that she was enjoying herself…

    Then out of the suddenly, we heard people walking down the stairs and pause kissing for a while, but i continued to finger her as I know they can’t see our action.

    But KNN, the guys saw us and decided to camp @ that area. They stood by the stairs and lit up their cigerettes. I was like, what the FXXX! Apple got embarrassed and quick zipped up again. She wanted to leave, I agree with her and we walked away… Though I proposed to go to a hotel where we could have more privacy, she rejected as she is not comfortable going to hotel. So, we left for home as she has to be home early and we promised to keep in touch the next day…

    (to be continued… Need to rush some work, server problem!

    )

    Post #34
    0 comments
    Chapter #12

    Well, I am trying my best to contribute, guess some pple here are not appreciating and is not tolerant on errs, zapped me with such comments " stupid story, waste my time knn.. "

    Let me know if you guys are ok, else I will stop my encounter here.

    My posting does not appear immediately, so guys got to be patient here.

    Post #35
    22 comments
    Chapter #13

    Continues.

    So, the next day, we msg each other in office thru Yahoo, I asked her about yesterday how she felt. She said it was nice, cos she doesn’t have such experience before, her first BF becomes her husband and he had never done foreplay with her. I was quite surprised that such guys still exists…

    She said that her sex session always starts with him having a hardon and insist on penetration, then less than 5 minutes, he cummed. So, there was no thrill in the sex session… She wanted to try to have an organism as one of her friend kept boasting during lunch hours of organism with diff guys.

    Personally, I had only one sex partner in my life and wanted to try others, so again, we arranged to meet, I suggested hotel, but she was still against the idea. So, again, back to the same mosquito breeding place… Damn, wish I had my driving licenses!

    We met that evening, had quick dinner @ plaza singapura and proceed to the “dark side” of the staircase, this time, we wasted no time and started frenching once we place our things nicely on the bench…

    I caressed her soft tender breast with one hand while fondling her clits with the other… BTW, I forgot to add in previous… She had a nice waxed pussy, no public hair, I was always fasinated by such. So, we petted heavily (again she didn’t touch me…). She enjoyed every second of my rubbing and her moans were louder and constantly pulling me closer to her, I wanted her to experience more and kneel in front of her. She asked me “What are you doing?” I replied “Just relax”, spread her legs and revealed her wet moist panty, I sink my head in and started licking, she shivered for a while and grabs my head hard. I licked slowly and monitored her body movement, she seems to enjoy it. I removed her panty and go RAW licking, this time, she let out several louder moans and really pull my head (top one) into her pussy.

    I lick for a while, it seems that she cannot take it liao, she pulled me up and frenched me passionately. I remembered not to stop my actions and uses my hands to caress her breast and fingered her pussy. I really had a hardon but she wasn’t taking initiative, so, I guided her hands into my pants and she rubs me, (she was not skillful at all, hence what she mentioned about no foreplay, etc was actually true!)

    During the session, we had to constantly stop for a while for people to walk up or down the stairs. Each time, we pray… Dun try to camp here… Move away!

    We were petting heavily for about half and hour, I thought to myself, time to go for something else liao… I pull my manhood out from my pants, she gave me that uncertainty look, I asked her for a BJ, at least I thought her hubby may have asked for that before. Surprisingly, she just lick the tip of my manhood. My precum was flowing onto her tongue already! Damn! She keep licking for a while and never suck me…

    Ok, time to penetrate I guess since she was extremely wet. I took out a CD and put it on, tried to spread her on the bench (trust me… It was not easy, the bench was small…). I attempted to penetrate in with my stiff rode. Perhaps we were too nervous, and she may have been very tight that I can’t even put it in, we tried insertion for about 5 minutes before a group of jokers turn up and again spoilt our session by CAMPING there again.

    So, again, we have to terminate our session and went back home. On our journey home, she sms me and told me that she enjoyed the petting session although we did not managed to have sex. Apple asked me if I was disappointed. (I was actually but comforted her but saying its ok, we have time).

    For the next few weeks, we teased each other online and arranged to meet again. It was about end November already… (To be continued)

    Post #58
    1 comments
    Chapter #14

    Here’s part 3, on our third session, same place again… I hate those mosquitoes! She too complained about it but still refused to go to hotel or other places I suggested…

    So, we had fast dinner @ Cafe Cartel and proceed to the bench, she worn a short blouse with super short white bottom, this time she brought along a shawl. We started with frenching and heavy petting for half an hour. I did oral for her before putting on my Condom, this time, no matter what I will penetrate her…

    I taught her to sit on top of me, position was quite awkward due to the limited space there, when she was on top, I slowly tried to insert in, it took us 5 minutes again before POP! She let out a satisfactory moan, I felt the tightness in her, boy, was she damn tight! My manhood felt a bit painful as I have a large mushroom area head, she didn’t attempt to move her body. Damn! Why didn’t she? I asked her if she is feeling uncomfortable, she told me “I dun know how to do in this position…”, wow… another lesson time, so, I told her to relax and then lift her up slowly and pump her, she let our several loud moans and I kept pumping, for about 10 minutes, we hugged each other tightly and french…

    All of the sudden, we heard laughters, damn! We looked around and saw a bunch of pple walking down the stairs… with no time to react, I sat down with her on top of me and we hug super close and she used her shawl to cover us… People were constantly walking down the stairs but fortunately for us, the distance were far enuff between the bench and stairs.

    We were stuck in that position for 5 minutes and was embarassed with the people walking down the stairs, she didn’t move an inch, but I kept pumping her and she refrain from moaning loud. Then when more people start swarming down the stairs, I took a chance in the break of the crowd and pull out and she jump off me with a moan cos my HEAD pops out.

    I kept my manhood quickly and pull her close to me, with her facing me and her back to the crowd, I massage her clits and she was enjoying it… When we saw that for 15 minutes, the crowd didn’t stop, we decided to end our session.

    It was a short session, i didn’t managed to cum, she too didn’t managed to climax, we promised each other we will make each other climax the next time we meet…. I went home feeling STIFF and make love with my wife that night and cummed a lot on her, throughout the sex with wifey, my thoughts were the penetration with Apple… I felt bad… It was the last sex I had with wife then…

    And for the next few weeks, Apple and myself were busy again with work… But finally, we met up in December end… My wife was about 2 months pregnant by now.

    Post #60
    7 comments
    Chapter #15

    A break during the weekend for me to contribute.

    Thanks for those that have upz me

    Here goes…

    Apple & I met up again in December, this time, I met her @ her office after 7:30PM where all her colleagues have gone home. her workplace was hard to find for me. It was somewhere near the National Junior College.

    We agreed to meet to see each other and nothing more as she was having menses. Also, her office is not convenient for a bonk and she is expecting a late customer, but she could allow me to work with her there if I behave myself.

    When I arrive, Apple offered me some of her homemade chocolate tarts. They were very nice. She really had the heart to do these small things in life. I tasted the tarts and felt the sweetness and effort she put into these.

    As we continued working with our own work for a while, I could stop to think about her, so I initiated kissing with her for a while. Then her “expected” customer came and knock on the glass door, she left me and served the customer over the counter. When she returns back into the office, I looked at her, pull her chair close to me. “What are you trying to do, this is an office… People may see us” she responded. I told her its ok and french her, we kissed passionately again and i start to caress her again through her clothings, @ the point which I went down for the glory hole. She stopped me.

    “Menses… Can’t”. Out of respect, I stopped.

    We continued to french and hug for a while before she wanted to leave for home. So, we walked from the Institue to the main road and waited for our transport outside National Junior College.

    We did not meet each other after that but kept contact on Yahoo. Then in mid April, an opportunity arises and we met, this time, I had convinced her to go to the hotel…

    (To be continued)

    Sorry bros, nothing much happened this round… Next post will be sizzling…

    Post #68
    0 comments
    Chapter #16

    Thank you all…

    This thread that I have started, the events and location are real.

    To the bro that ZAPPED me, asking me to “GET A ROOM!”

    My advise to you is, please get a LIFE… It shows that you are abusing

    your privillege to uppz or zappz people.

    I appreciate all others who are more civilised to read and understand the contents on my contribution. I will continue to contribute more til the story

    ends. Cheers.

    Post #69
    2 comments
    Chapter #17

    Quote:

    Originally Posted by

    poison

    when is she giving birth? Did u try sex during pregnancy? No harm trying.

    Bro, thanks for your concern… She has given birth already last Year in July, this encounter started in Year 2004. Also, during my wife pregnancy, wifey refused to have sex and I respect her decision for that as it is making her uncomfortable.

    I will contribute more tomorrow… Cheers

    Post #72
    1 comments
    Chapter #18

    Quote:

    Originally Posted by

    BigGuy

    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.

    Envy you my friend… I really hope I have such Luck… Lady Luck seems to have left me… LOLz

    Post #74
    1 comments
    Chapter #19

    So, in April, we met @ chinatown and went to Hotel81, I was suppose to book the hotel first but then I predicted that half an hour will be wasted. Hence, I waited for her to come, we went into the hotel together and I settled the administration. She was quite upset then, but I explained to her and make her feel better, i assured her that it is ok.

    When we reach the room, and settled our stuff on the floor, we sat on the bed looking @ each other, we cuddled and kissed passionately, we know that we will not be disturbed by anyone… As we kissed, my hands were all over her with her clothes on… She closes her eyes to enjoy my touches… I had made her inverted nipples harden and her pussy moist with my rubbing through her pants, she was moaning badly with my kisses on her neck…

    When I felt that her panties were wet enuff, slowly I pulled her away from me, I removed her blouse buttons slowly, admiring her body (thought they were A cups). She still have that stretch marks on her tummy, but I was more looking forward to seeing her waxed pussy….

    I removed her pants and revealed a red/black g-string. It turns me on immediately, I sink my head down and lick her, tasting her sweet juice and licking her clitoris. She grabs my head hard and moan out loudly, there was no holding back required. I loved her clean pussy, waxed and sexy.

    She moved me up and frenched me again after a while, I had this amazing hardon when I felt her body on me, she helped me to removed my belt and I took off everything, I was dripping my pre-cum on her body, she gave me a horny look and giggled on my dripping stick precum. I started rubbing my manhood on her pussy area without penetrating in… she was enjoying it… My precum was giving more sauce. I tried inserting partially in, but she stopped me… “You forgot the Rubber”. Opps, in my excitement I forgot to “play safe”.

    So, I put my CD on and tried inserted again, as she was extremely wet and excited. To help insertion , she spread herself fully… After a bit of struggling, Mushroom Head finally gets to go into the glory hole! She let out a satisfying moan when I inserted in..

    OMG! She was damn tight! I could feel the wall on every inch of my manhood. I started slowly penetrating and increasing my speed, she was cuddling me close to her body and I almost couldn’t breathe! We french all the time I was bonking her, at times that I bonk hard, she gave out the “argh!” screams and made me extremely hard.

    Alas, I couldn’t last more than 15 minutes and cumm into the condom! I know she wasn’t satisfied yet… So, I prepared for 2nd round, reached for my bag for another rubber… and what did I found out?

    Shit! I only had one in my bag all these while! What to do???!?!?

    (To be continued…)

    Post #76
    0 comments
    Chapter #20

    With my only last protection left… I looked @ Apple blankly, I told her what happened and she was staring back @ me. So how? Feeling lost and frustrated, I told her “Lie Back down”

    I make myself stiff again (with the used condom on) and inserted into her. “God, dun let my condom fall off…” and pumped her again. I kept gaining speed and bonk her for a while when I felt something a missed, the rubber had

    slipped into her. I took out the rubber and saw that quite a lot of my juice had spread into her. I told her about it… She looked quite lost as well, so we laid back on the bed and continued cuddling and kissing. I told her that its quite risky for us to do it again without protection as my precum could also make her pregnant if some of my juices didn’t cum out earlier just now.

    But I guess she was too horny by my fingering that she took my shaft and inserted into herself raw, this time she was on top of me but wasn’t really pumping, she doesn’t know how, so, I grab her and hug her close to me and humped her from the bottom, I hear her moans and “arghs” and constantly there were times that she shivered. I know she had her climax that she had looked forward to, I didn’t stopped and kept pumping her vigorously, “that’s the position she liked” I guess. I kept doing so for about 15 minutes until I was too tired, I stopped for a while and she huggz me very close.

    We frenched passionately with my manhood in her. She asked me if I like RAW with her and I answered YES… She was so tight down there and had constantly tried to make me shiok by squeezing her pussy muscle. We kissed so passionately that I felt she will be my long term fling. I have started to loved her….

    Before we end, I flip her onto the bed and hump her again like no tomorrow, this time, I pulled out and cummed all over her body and she watched me do so with a satisfying look. We both had a good session together.

    We huggz again on the bed and petted again before time is up and we bathed and left the hotel, during our journey home, we sms each other and agreed to meet again for another session… I know she had enjoyed the feel of it.

    But during our sms conversation, we did talked about the possibility of discontinue our fling if my sex life is back with my wife. At this point, I hate to lose her, so I told her we shall see how things are…

    Post #77
    2 comments