I continues going to peep at others and on/off stealing others bras & panties whenever possible but lick was on my side as I was careful not to be seen and I will do it not on a same area more than twice. Geylang was still my regular “relieve” but still prefer to be fondle by stranger at Swimming pool and some gay pub at times. I started to hunt for younger boys as well to satisfy my urge as I think of my past being toyed by step Father always makes me horny.
I started working part time as an Insurance Agent after completing my course after National Service. Mum passed away a month later due to a road accident. The world seem to be ending and I turned to sex even more to relieve my griefs. I was also in U the same year to pursue my degree. Then my insurance manager, 22 years my senior, my first relationship just happened.
She’s a Chinese, local, divorced with a Son. She was quite close to me when my mum passed away as I was under her team as a part time agent. We became good friends after that. I remembered it was Xmas eve when she suddenly invited me for dinner at her place after knowing I was alone with no one to celebrate. She too was alone as her son will be spending the Xmas with her ex Husband and she’s not joining the family as she was not in good term with her parent after the divorce.
So left the 2 of us in this lonely planet as she invited me to join her for a dinner together at her place. A little bit of her, her name is Kelly, 43, divorced with a 2 yrs old Son. Lived alone at the east, senior manager at a insurance company, tough, success woman in her career. Physical is great with nice assets, standing at 168cm, 48kg, 32C, a bit taned and she’s Super horny-only get to know this after my Xmas dinner with her.
It was just a stupid dinner with cold ham and turkey bought from Cold Storage. But eating with Kelly was something interesting as we are both adult although Kelly is much more senior than me. We knew this is not just a decent dinner at her place.
Kelly was one hell of a horny woman, we were both carrying all the food but she seem to cannot wait as soon as we were both in her place, door closed and all food dropped on the floor as she kisses me as we were both nude desperately stripping each other.
Her blowjob was so powerful that I cum in her mouth the first round less than 10 mins and she sucked me dry. But she was shocked when I was recuperate and we had sex raw on the sofa lasting almost 40 mins estimated. My stamina was good as I had sex with her non stop. I did not cum in her and ended the second round cum on her face.
She grab the Christmas fruit cake we bought on the floor and rubbed it in my cock before licking on it. She also tried to stuffed my ass with sausage stuffing we bought. But I recuperate from second round quite fast as my cock was hard again. Kelly was very surprise of my strong sex drive as I get rough on her and squeeze her C boobs almost out of shape.
I continues fucking her hard and furious as she yelled as she climax times after times. We had sex that night 5times before me ending stuffing the ham in her pussy before eating her. Her boobs were still firm and not lagging after birth. Her pussy was slightly loose but good for me. Free pussy to fuck is always good.
It was a messy and dirty Christmas dinner naked and wild sex. It was almost 4 am before we stopped and washed up finally. It was almost 6 hours of non stop sex for me and I’m still good. She was almost begging me to stop on my 5th round. But I was never going to waste this golden opportunity as I carried her to the bathroom and continues another 1 more round under the shower.
Kelly was amazed with my strong sex drive but I did not share with her anything about my past sickening sex experience. I went home myself after cleaning her house as she collapsed on the bed and doze off. I was laughing in my heart as I had my first permanent sex partner.
Kelly and I became Fuck buddy as I will spend many night since Christmas either at her place or mine. We almost had sex almost Everyday.
Kelly and I had some of the wildest sexy you can imagine. We had sex in her place, my place, in the cinema, in toilet of shopping mall, in her car, in the park, at East Coast, HDB staircase, in Swimming pool……
Kelly was so horny that it has become a habit that she would like to fondle my groin whenever there is an opportunity for us to be alone. We can had lunch together at the foodcourt when her hands will unzip my pant under the table as she will stroke my cock in public while she’s continue eating her lunch. Then she will demand me to cum on her hand if possible. This is really excited as I have to try to cover myself with her handbag everytime.
That’s not the worst, her favourite sex game on me is wanting me to pull down whatever I’m wearing while she drive me to school or we are in a date in her car while she drives. She also wanted me not to wear underwear since then so she can always play with my cock whenever she can. Her sex drive was really strong and we explored many ways to satisfy her and of course I always act innocent and never shared with her my past but my stamina has satisfied her well. I actually save many money while we both were together as I had very little time for myself so I need not to patronise Geylang or prey for guys to satisfied myself as Kelly will dried semen almost Everyday.
Once we both travelled to Phuket for a short holidays with Kelly and we had one of the craziest time together as we engaged 2 Thai masseurs to do full body massage in our room but it turn out we paid sex with them.
Already from we meet till we depart from Changi Airport till we touches Phuket, kelly was toying with my cock. I even cummed on the plane all thanks to Kelly wonderful but discreetly hands in my jean till my cock.
We had our first sex in Phuket hotel as soon as we closed the door behind us as I fold up Kelly blouse and push aside her panties and raped her raw and cum in her within minutes. Our clothes were still nicely intact as I saw my cum leaking to the side of Kelly legs but she ignored and grab my hand and zipped up my jean as we left the room for lunch.
After a heavy lunch with Thai street food, we went back to the hotel to wash up and one more round of making love before Kelly called for the traditional Thai massage for room service.
2 petite Thai masseurs knocked on our room. Kelly called for a 3 hours full body couple massage and the first hour of massage was just marvellous. The world best oil massage has to be Thailand.
But Kelly started complaining to the girls after the first hours as my guess is the girls were tired. They were both short, small built, tanned skin, short hair but young, my guess is both were less than 18. Both girls keeps apologising to Kelly as I thought it was just a decent complaint from Kelly before she’s really wanted to pick up the phone to call for the manager.
I stopped her as I pity the 2 girls who apparently new and not lack of experience with no stamina. To be honest, it can be Super dead tiring to massage continuously for 3hours. The 2girls were appreciative about me helping them and spoke to us in broken English explaining and offered a massage specially for couples only. As this is restricted to offer to the hotel guest, the 2 Thai masseurs wanted us not to keep it a secret.
Kelly was amazed at the offer and took out some cash and passed to the girls wanting them to do a good job or she will call for the manager. Kelly has such a straightforward and generous character that I have to give in to her but can’t wait for the special massage.
Kelly and I were both nude laying side by side on the water bed specially for in house guest. We were both asked nude anyway for the massage earlier but this massage works specially on our sexual organ. It is actually a less tedious massage and usually offers to sex tourist but seldom to couples.
Within minutes, I can hear Kelly’s moaning and my cock is stiff and hard from the works of the Thai masseurs. I hugged Kelly close to me and told the girls to continues to focus their massage on our lower body as I fondle Kelly topless nice C cup. I can see the 2 Thai masseurs were smiling at each other as I squeezing Kelly’s breast out of her usual shape. Then Kelly moaned loudly as she had her orgasm.
I cannot take it anymore and ignoring that both Kelly and I were covered in oil and the 2 young Thai masseurs were in front of us. I rest on Kelly before penetrating her with no trouble at all and had sex with her right in front of the 2 Thai masseurs.
I was especially excited as it was the first time I had sex with Kelly and watching us is 2young Thai girls. What was even best is the 2 girls were massaging my back and inner thigh of Kelly that it gives me more energy and even erotic that I make love with Kelly for a long 45-almost an hour and I still unable to cum and already Kelly had her multiples orgasm that she is begging me to stop.
I felt so much as a man never in my life conquering a middle aged woman, (Kelly), right in front of 2 young Thai masseurs. The 2 girls were looking at me all this while as I cruelly raped Kelly in all positions and many times they will help to continue to massage Kelly to let her had many more orgasm she can take.
Kelly was almost screaming in dying breath asking me to stop raping her as she pointed to the 2girls that if they are willing, she will pay them so I can have sex with them. Immediately I stopped and asked the girls what their price. It’s not expensive as they do provide extra service to make more and with no hesitation, I have both of them naked with me hugging them and continues to rape Kelly.
It was the craziest night as I took turns to have sex with the girls and ruthlessly continue to fingered or make love with Kelly. The 2girls spent total 4.5 hours in out room and it was my first very best experience to make love with 3 women.
Kelly tipped the girls handsomely and scrambled back to bed blaming me for being such a jerk. It was a wonderful experience but the next day was even better with an experience with a Thai ladyboy.
We went to the local Thai disco for a drink the following night. Kelly & I were tipsy after some nice mixes of liquor. Kelly laid closely on my chest as her hand slip in to my jean and stroked me. My cock was again been toyed by Kelly in the pub but the feels are thrilling. I returned her a favour by moving my hand between her legs from her baggy blouse as I fingered her.
Extremely thrilling to do this in public on a foreign land but of course our bold move was also watched by someone. A pretty “lady” in her sexiest outfit approach us while Kelly & I was pleasuring each other at a nice corner of the disco.
She had one of the most charming smile as she spoke to us praising our boldness and loving hands exploring each other body in public and she offered to join. Kelly & I knew she’s a ladyboy from her manly tone but was easily distracted by her killer feminine body more feminine than a woman.
We quickly settle with a reasonable price as Kelly had spoke to me earlier before the trip she wanted to watch me having sex with a transsexual. I wouldn’t mind at all in fact and will be pleased to do so. Since the ladyboy approached us, it’s an opportunity not to be missed and we were soon on our way back to the hotel as the 3of us chatted and hanky panty each other so well. Best she spoke very good English. Her name was Nam.
Kelly wasted no time in the pub fondling Nam as I saw the bulge growing between Nam legs with Kelly naughtily toying her New found Friend. As I watched them exchanging wet kisses, another 2 of Nam’s Friend came. The situation was instantly even better as they were another 2 beautiful classic Thai ladyboy offering their service to us. Obviously Kelly is one wild, horny and open middle aged rich woman and with no hesitation, the 5 of us were on our way to the hotel.
Kelly was the obvious leader in the group or more like a queen as she’s the paymaster. Her generosity has attracted all the attention from the 3 beautiful lady boy. I was fine with it as it’s my first experience with ladybboy and no knowing what to expect actually.
As soon as we were back to the room, Kelly has almost stripped all the 3 boys aka ladyboy in their baby suits. I sat on the edge of the bed watching them exploring each other on the bed. Funny as I thought laldyboy prefer man than woman but my guess is since Kelly is generous in engaging their service, the ladyboys is only right to focus on her needs.
What adore me was watching 4 beautiful woman with 3 had their cocks hanging between their legs pleasuring each other and as I watch on. It was in no time Kelly was having sex with Nam while sucking the other 2 in her mouth.
I was very aroused by now watching them on the bed and stripped naked. I join in as I exchanges wet kisses with one of the ladyboy as Kelly took my cock totally in her mouth while stroking the other 2. They shifted their attention on me as well. As I have Kelly sucking me and Nam was making love with her at the Same time while I had the other 2ladyboy on my side.
Kelly took turn to have sex with all three boys as it was much erotic and mind blowing. I of course was not spared and Kelly ended the orgy session with me having sex with her and we both been sandwiched by another 2 lady boys having anal sex on us. It was totally mind blowing while Kelly & I make love with the other 3ladyboys finding their ways to have anal sex with us as requested by Kelly.
Finally Kelly and I was totally drained and exhausted. All 3 ladyboys ended the session cum in Kelly ass and pussy including mine. It was a crazy night as we used all the 6 boxes of condom.
My anal was swollen and aching in the morning as I woke up. It still I was not spared as Kelly requested me to have anal sex with the 3 ladyboy again. I was so tired but still manage a hard on and cap on the last packet of condom before putting up a nice anal show of me dominating the 3 beautiful boys in front of Kelly.
Kelly ordered a sumptuous breakfast sent to our room as we all 5 had our breakfast on the bed naked. It was really erotic to watch. Feeling painful in my anal, I requested from Kelly to send the ladyboys away after the breakfast. But Kelly was not done as she continues her love making with the 3 ladyboys while I relaxed in the Jacuzzi provided in the room.
I went home after the trip being totally spent and exhausted adding on a painful anal experience. Forget to mention that the 3ladyboy have thick and long serviceable cock that was bigger than me. What a amazing experience and Kelly and I continues some wild sex experience that I will share more.
It was
Kelly was one hell of a horny and desperate woman, Glad that I found her as she really satisfied my sickening demand for sex and she herself is also sickening demanding sex from me Everyday. She will meet me after my school on weeksday for quickies either in Motels or in some secluded public area. Weeks end I will spent my whole day making love and having sex with Kelly. She has really becomes my “sugar mummy” and her appetite is huge but luckily not as sickening as me. At times she will wants to have sex only once but I will usually have sex with her at least twice a day. Or I will not be satisfied and go back to Geylang again for paid sex. But I will never let Kelly know about it as I’m afraid of losing her as now she’s will satisfied me both in sex and financial as well.
I have since able to focus on my degree as I need not to work as part time Insurance Agent anymore since Kelly is paying me for all my expenses. I also manage to have her to relieve my sickening sex desires. Soon, I get to know Kelly group of friends who were mostly of her age in their mid forties and fifties. These group of rich “Taitai” were all her friends from college & school which have good financial backup. There are also a group of successful women in success careers from all aspects.
I was soon known to these group of “Taitai” as Kelly’s godson aka “toy boy” many times the ladies will seduce me when Kelly brings me to attend their gatherings and parties but I don’t seems to understand what they wanted until I went with Kelly for a usual mahjong session at Katong.
In the mahjong session, I met Kelly’s Cousin, Nancy-she’s in her early fifties, successful woman who owns 6 childcare centers, Lucy-she’s in her late forties, high position in a shipping company and last, Susan-she’s in her mid forties, Kelly old classmate in Yale, currently a free lance lecturer with a PHD.
Our mahjong session with us 5 turns out to be a unexpected sex party with them. But I’m sure they have it planned.
My addiction to sex was like a mentally & physically illness yet I’m too shy to disclose to anyone. Luck was on my side to know Kelly and lead me to a world of being toyed by richer women. No regrets at all but to think back, the experience with older women can be quite painful.
The mahjong session looks normal as usual. I was just their little waiter serving them tibits and drinks while the girls play. The 2 storeys bungalow at Katong was fully air conditioned and the funny thing is there are no Maids around. So I was The Maid initially before Susan started openly asking Kelly & my sexual relationships.
I’m not sure whether Nancy, Lucy & Susan were married but these 3 women looks gorgeous and they were all Chinese. I was a bit blush when Kelly shared with them our daily sexual activities and even how I enjoyed being licked and ass rimmed by Nancy.
The ladies were especially impressed when Kelly told them we had sex Everyday even when Kelly is having her menses. Then again Susan suddenly hit my bum hard while I was serving her some coffee and the coffee splashed all over me. She suggested I should be wearing only my briefs to serve them for once since there’s only 5 of us and they wanted to see my body.
Kelly without hesitation spoke to me in a commanding tone to ask me to take off my clothes and served them. I was unwillingly at first when Kelly pulled me to the kitchen begging me to give her face as she’s not willing to lose face in front of her bunch of good friends and they just merely teasing us and jealous since she’s so old yet can find a much younger Boyfriend.
I was convinced although unwillingly but as I understand the egoistic Kelly has, I obliged to Susan request. So I with much embarrassment, remove my clothes when I remembered I did not wear underwear as it has become a habit when knowing Kelly so she can fondle and played with my cock at her convenience.
Kelly was not even bothered as I told her shyly on the mahjong table and she actually asked me just be naked and serve them. The other 3 girls were laughing and Kelly was getting angry for me to embarrass her. So I left with no choice as I cannot make Kelly angry not because I love her but I cannot to lose such a good fxxx buddy and supporting me financially.
It was Susan again suggesting I wear Kelly panties to avoid any embarrassment. Nancy then suggested she has some male clothing in her room upstairs by her Boyfriend. So she without asking grab my hand and walked to her room.
Upon entering the room, I was quite surprised with the elegant decoration of the master bedroom and a double King’s size bed. Nancy took out a small luggage case and opened it. I did not have a chance to check it out when the rest of the ladies were entering the bed room as well.
Now it’s again awkward for me but the ladies seems to ignore me and stopping the mahjong chatting away. Then Nancy took out an over size man brief and asked me to put it on, I looked at the red Calvin Klein XXL brief and look at myself, I can probably wear a small size only.
I tried to reject and explains to the ladies when Kelly was rather disturbed and chided me. The girls teased her and after much hesitations, I took off my clothes and put on the over size red brief.
Kelly smile and hugged me and started to kiss me. I dare not to push her away afraid she gets angry with me again. The girls were chatting away and I felt not so embarrassing since they were not looking at us. Kelly gave me a wet kisses and I return her the kisses when her hand slip in to my brief and stroke my cock.
I startled and wanted to push her hand away but Kelly as though knew my intentions stare at me angrily and I chickened out. Her hands grab on to my soft little manhood when she stroke me. Then to my surprise Lucy came over and pulls Kelly & I to the bed and wanted us to make love for them to see.
Nancy & Lucy we’re clapping their hands upon hearing Susan suggestions. Kelly did not reply but pushes me hard to the bed and as I fell on the bed, Kelly sat on top of me and pressed her lips on mine. As I closed my eyes to avoid the girls staring at me, unexpectedly, I was being handcuffed on both hands.
I was shock and tried to sit up but Kelly pushed me down and
AST I saw Nancy walked to me with a white scarf as I was being blindfold. I struggled break free but a wet lips pressed on mine. I knew it was not Kelly as I smell a nice perfumed smell likely to be Susan. Then I felt someone was stroking my cock and not too long, my both legs were raised high when I felt 2 tongue licking on my manhood and another tongue rimming me. I was actually felt great as I am kissing with Susan probably and knew Kelly was rimming me and am sure Nancy & Lucy was sucking and licking my cock.
I stopped my struggles since I’m unable to break free and blindfolded, I gave in. Throughout the whole session, I had different women riding on me with caps. I cannot see and break free so I decided to just not do anything. But I also raised my butt up following the ladies riding on me each time and I actually did not cum for very long.
Everybody must have thought it’s great to have sex with 4 horny middle aged women but I can tell you it’s not that great as well. The biting and pinching from them have make my body bruises everywhere after the session. The session lasted till a couple of hours as I cum twice. My left nipple was swollen due to their bites and my back was bleeding with scratches from the ladies.
Finally I was uncuffed and blindfold removed. My wrist was bruising due to the metal handcuff but I had a chance finally to take a good look at the ladies nude body.
Nancy was small built and a sagging b plus cup. Black aeroa and hyper active in sex. Lucy was slim and muscular as she a gym goer. A cup and natural hairless between her leg. Susan the typical stylish auntie with at least a c plus cup but slightly on the plumb side. Very hairy and love to fondle my cock since then, but sickly she also like to put on her little sex toy, the strapped on and had anal with me in many occasion after that.
I drag my tired and painful body to wash up after having a crazy session with the ladies but they did not spared me afterwhich, I had another 2 more session with this group of horny bitches before ending The ladies shaved my clean using the hair remover stickers. Ot was painful and the girls were enjoying it. Even the hair on my legs and my anal hair were not spared. That night I left with Kelly with no hair on my leg, between my legs and even my anal.
Kelly even teased me that they had a great time and will request for more sessions from me. And since then, they had regular mahjong session at least once a month and I became their sex toy. At times, I will have dinner with either one follow by a night in the hotel usually. Kelly was cool about it as her motive is only to get relieved from her sex desire and I am someone who has strong sex drive sickly that satisfied her urges and she has the finance capability to keep me.
But unfortunately, I was caught red handed with Susan in her apartment by her Husband. I was badly beaten up by Susan Husband as he is a black belt martial art goer. Vincent, Susan’s Husband, an American Born Chinese in his early 60s caught Susan and I on the bed. As mentioned I was badly beaten up by Vincent, standing at 185 tall and a martial art black belt. Susan dare not to raise a word and watching me being beaten up by Vincent.
It was a painful experience but things were not as what the normal stuff happening as weeks later. Both Susan and Vincent requested to meet me after I recuperate from his beatings. It was another sickly meet up which I ended having forced gay sex with Vincent while Susan filmed me being anal by Vincent in a mask. Will share more the next updates
During this time I did not meet Kelly or any of the girls as they have knew what happened to Susan and keep a distance away from me. But Kelly did treated me well after all as she transfer some money to me and called me every day just to be sure I’m well recovering. I received a phone call weeks later from Susan as she cried on the phone telling me her Husband Vincent has been beating her since our last meet up caught by him. I pity her as I tried to console her and finally agreed to meet her outside her apartment as she said she dare not to go out of the house with bruises on her face. I took pity of her and went over to meet her after my class that day.
As I decently thought it was just a decent outside Susan house, did not think too much and soon I reached her house. The Maid opened the door and invited me to come in. I declined and told her I will wait for Susan. But instead, I saw Vincent walked towards me from the house.
Sometimes life is such a jerk, I tried to run but tripped and fell. I sprained my ankle as well. Vincent did not took pity of me as he grabbed my neck and pulled me up from the floor. He almost immediately landed a punch on my stomach and dragged me into the room.
Vincent punched me on my face again before I fell to the sofa. He yelled to his maid who was standing at a corner to get out of the house and not to come back before dinner time. Then I saw poor Susan standing behind the pillar.
Vincent sat on the sofa and yelled at Susan to come over. Now I saw Susan clearly as poor Susan had bruises everywhere and she walked to us. Vincent told me he is still very upset over Susan and I and had decided that I have to compensate him both emotionally and physically. Since Susan has admitted her affairs only with me, he will also want a taste of me in return. I will also have sex with him while Susan watched.
I was surprised to hear it from Vincent but he left me no time to think as he stood up and threw a cam recorder at Susan telling her to film he is going to have sex with me and her. Then he took out a mask and put it on. Vincent seems to have it all planned and frankly, it scared the shit out of me.
Vincent raised his hand high to wards me and told me either I stripped naked now or he was ripped my clothes off. Painfully with my sprained ankle, I struggle to sit up of the sofa and removed my clothes and I was naked. Vincent also yelled at Susan to be naked and Susan quickly stripped herself naked. I was disgusted as I saw all the bruises all over Susan naked body and finally Vincent also stripped naked laughing pervertly. We three were completely naked except Vincent with his mask on.
Susan started to film as Vincent grabbed my hair and force his hairy 6.5 inch cock into my mouth. Vincent although in his sixties do have a nice maintain body
I was swallowing Vincent’s cock while Susan filming me and the experience was quite humiliating. Vincent had anal sex with me without protection before cumming in me. From how he has screw my ass, Vincent definitely is not a greenhorn in gay sex.
Susan was next while I took the camera for Vincent raping Susan. I was told to lick Vincent clean with my mouth after he’s done with Susan before kicking me on my stomach walking away. I helped Susan up and we both dressed up. It was the last I saw Vincent after that day. Heard from Susan many months later they had divorce and Susan had became my fuck buddy since then together with Kelly.
Kelly & Susan have became my regular sex partner since then and at time we three share the bed together. Seldom I patronise the Geylang brothel since I have 2 FB to relieve my urge. But unfortunately my urge for gay sex remains and I continues my regular hunting of other guys from Swimming pool and gay pubs.
My urge for gay sex has disgustingly force me to prey on younger teens. I remembered the first time I tried to took advantage of a young guy in his early teen hood in the pool one fine afternoon after my lesson on the U. I went to the Swimming pool at Bukit Merah Central and changed to my red Swimming trunks preying for guys but it was a quiet weekday afternoon. Only a few people in the pool and they were old guys until I saw this young guy jumping in the pool.
I tailed him in the pool waiting for my chance, and soon enough, he rested at a corner of the pool as I swam quietly to him like a predator crawling slowly to his prey at the back.
He’s a Chinese boy with nice tanned tone, I swam next to him as my hand purposely touching his thigh. That guy seem to be frightened by my move but remains in the water. I was even bolder since he’s not revisiting to my touch as I got bold and move my hand between his leg caressing his bulge between his legs. My sickening moves had move him backward to avoid my touch but I persist.
I swam behind him hugging him from his back so I can view the pool of anyone come close to us and my hand sickeningly slip into his Swimming trunk fondling his semi erected little cock with little pubic hair. My guess is he just started his puberty.
I became more daring as he did not resist so I rub my cock against his butt while my hands continue to fondle his cock in the water for quite a while till I cum in my Swimming trunk in the pool. My hands continue to fondle his lower body after that and talk to him the first time to follow me. He looked at me for a second before nodding.
I quickly held his hand and we walked to the bathroom together. Shall share what we did some of our disgusting stuff the next time.