Hi everyone, just wanted to pen down my latest episode which just happened last night. This happened at my newest joint which opened recently. As the ‘new kid on the block’ we have many new customers who came to check us out. Our prices have been competitive n our food decent n we try our best to provide good services. Every time I go down, I’ll go around to introduce myself and to learn more about our customers. I will also make it a point to remember their names.
I soon notice a group of MILFs coming more often and they are a group of well dressed and well maintained bunch of ladies. They would drink at least two towers of beer and they’ve tried almost everything on my menu. From the second time I met them, they were impressed that I remembered all their names. One of these ladies Ivy is a slightly meaty MILF with ample breasts and she’s quite tall and would be decked out in branded clothes n bag n watch. I found out that she’s a widow, having lost her husband to cancer many years back, who left her a house n a profitable company to run. Both her kids are studying overseas who are now back in Sgp due to the Covid situation. She loves drinking beer and whisky but her group of friends only drink beer so she doesn’t have a choice. Hence, when I see her, I’ll bring out my own bottle of whisky to share with her.
I soon see Ivy coming more often n there were times she will come earlier than her friends n she bought a bottle of whisky to drink on her own first before her friends join her. Whenever I’m not around, she will text me a picture of her whisky n ask whether I was gonna come down. There were times I couldn’t make it as I had to entertain other customers at the other outlets n she will reply with a sad face emoji.
Her group of friends are all very open minded n they will often talk openly about sex n she will get teased about not getting it for a long time n there’s cobwebs below etc…she will laugh about it with her friends n all sorts of vulgarities will be exchanged among them which was really funny to hear. Last night was the same n the ladies drank more than usual n were really loud but fun n they were teasing me to help her out n to give it to her. I was also quite high from drinking n at one point I said loudly “I’ll do it!” Which brought much laughter among the women. Ivy teased back n hugged me openly n said “you say one ah!” which brought more laughter among her friends. When we closed, everyone was saying that they had fun n they thanked me for being such a sporting host. I didn’t think too much about it n bade them goodbye n continued helping my staff to close up.
As I was leaving, I checked my phone n saw a few messages from Ivy. She was asking where I was n asked if I was gonna make good my word. I thought that she was joking n just thanked her for a good night n told her I’ll see her soon. She replied immediately n asked me if I thought she was joking. She gave me her address n ended with ‘see u soon’…
When I saw her reply, I honestly was a bit lost. There was definitely chemistry between us n I am attracted to her MILF looks n figure. But we all had quite a few drinks already and I was genuinely worried that things might get awkward between us after that. I saw her address and realised that it was only a stone’s throw away so I decided to just go over.
It was really a short 5 mins drive n when I reached, her gate was already opened n her Porsche Macan was in the driveway n both her kids cars were parked there as well. I parked my car just along the street outside her house and texted her that I was coming in. Ivy was waiting for me at her front door n she closed the gate when I got in.
Her house was huge n there’s even a lift in her house n we took the lift up to the top floor where her room is. She explained that her husband was wheelchair bound during his last 2 years of his life n hence they built the lift for easy access for him. Once out of the lift, she has her own living room n pantry n bar n then her bedroom. I also noticed she turned off the lift once we got out so no one will be able to come up via the lift unless they take the stairs. She said her kids have their own rooms on the second floor while her elderly parents-in-laws stay on the ground floor.
She brought out a Macallan 30 n poured me a dram n said that this was one of her fav whiskies n she will drink some whenever she’s in the mood. It was an awesome dram n I was savouring every drop of it n we were comparing tasting notes of the Mac 30. She was sitting next to me on the sofa n she was dressed in her nightie n when she bent over to pour me another dram, I had full view of her ample breasts. The tv was playing Chinese MTVs n we were singing softly to all the love ballads. She rested her head on my shoulders n I put my arms around her.
As we were singing n talking, she commented that she liked the smell of my cologne. She looked up at me n we locked lips naturally. As we frenched, my hands went into her blouse n was caressing n squeezing in her ample breasts. After a while, Ivy climbed on top of me n grabbed my face n we continued kissing. My hands were caressing her bare ass from under her shorts n she was grinding away as we kissed. Her shoulder straps have fallen n her breasts were exposed n I was alternating between kissing her n kissing n sucking on her breasts n nipples. As she grind harder, she was moaning n whimpering softly.
Ivy began to grind harder n faster n I knew she was reaching her orgasm n although I was a bit uncomfortable coz I was still in my jeans, I just concentrated on kissing her n her lovely 2 breasts. As she reached orgasm, she arched backwards n my hands went to grab on to her breasts. After a while, she lean on top of my n wrapped her hands around my neck n rested her head on my shoulders, panting heavily.
After a good two minutes, I grabbed her by the thighs n carried her up! Thank god for my dead lifts at the gym, as she wrapped her legs around my n I carried her to the bedroom. She was surprised by the action n was laughing n squealing like a little girl as I dropped her on the bed. She pulled me down on top of her n continued kissing me. I then flipped her over n I was on my back n she sat up n straddled over me.
Ivy looked at me n slowly lifted up her nightie n removed it, revealing her 2 full breasts! Gravity has definitely taken over somewhat but they are still nice n big n soft. She helped pulled my T-shirt off, n began kissing my chest n nipples n slowly licked my body slowly downwards. She unbuttoned my jeans n ran her fingers over my boxers, caressing my hard erected dick. With one swift motion, she removed both my jeans n boxers n my erected dick sprung up.
She began stroking my dick up n down n started licking the tip of my dick n around my dick head. She planted small kisses along the shaft of my dick, all the way to my balls. N licked upwards again to the tip of my dick n started sucking up n down. She would maintain eye contact with me as she sucked my dick n I enjoyed every moment of it.
It was such a huge turn on to see a MILF using her tongue, licking up n down the shaft of my dick n her mouth n tongue swirling around my dick head n the tip of my dick. I could tell that Ivy has no lack of experience from the way she handled my dick but I could also tell that she probably has not had one for a while. She was really going for it as she sucked on my dick n would voluntarily deep throat me until she gagged herself!
I used 2 of her pillows to prop myself up so that I could get a better view of her n after a while, Ivy got up n stood over me n pulled down her shorts, revealing a nicely trimmed bush. I could tell that this is a woman who wants n likes to be in control. As she lowered herself on my dick, she grabbed hold of my dick n rubbed against her pussy n I could feel her moist pussy lips. As she inserted my dick into her, she rested her hands on my stomach as she pumped up n down on my dick. She was in total control as she controlled the rhythm of her movements n I could feel the walls of her pussy squeezing on my dick.
Ivy would lean on top of me to kiss me or when she upright, she would take my hands n put them on her breasts n I would squeeze n caress them. She was increasing her tempo n was bouncing harder up n down my dick n she was moaning louder n digging her nails on my chest. I was also feeling the build up between my balls n I told her I was coming too. Ivy pumped even harder n told me to come together with her n in her! She leaned on top of me n wrapped her hands around my neck n continued to pump n moan into my ear. I erupted 2 strokes before she came as well n I used my hips to drive my dick as fast as possible into her n she was screaming in ecstasy! I continued for as long as I could hold out before my dick went soft n slide out of her pussy. We both laid in this position for a while to catch our breaths.
After resting a bit, Ivy gave me a peck on the cheeks n got up n went to the showers. Before she went in, she half turned n looked coyly at me. I accepted the invitation immediately n jumped out of bed. Her bathroom was probably the size of my master bedroom! Couple sink, huge shower area, a semi outdoor tub n a jacuzzi big enough for two. I joined her inside the shower n stood behind her n helped to soap up her back n slowly my hands moved forward cupping both her big juicy breasts n my dick was hard n erected already n I was rubbing my dick between her butt cheeks.
She felt my dick n moved her hands to stroke my dick as she turned her head to kiss me. She rinsed off the foam quickly n left me to wash up. She went over to the jacuzzi n turned it on n she got in. After I was done washing up I got out of the showers n walked towards the jacuzzi. Ivy was eyeing my erected dick n as I sat on the edge of the jacuzzi, Ivy came over n quickly engulfed my dick n started sucking n licking my dick.
After a good 10 mins of sucking I felt I was close to cumming so I stopped her. I got her to exchange positions n I got into the warm water while she sat on the edge of the jacuzzi n spread her legs. I started licking her clitoris n gently nibble n licked her pussy. As I was painting her, I could tell she was enjoying it as she was using her hands to support herself n she was arching her back n closing her eyes n letting out soft moans n whimper.
I was painting her pussy hard n at times will try to drive my tongue into her pussy which will make her moan out loud. As I licked her pussy, my thumb was rubbing hard on her clitoris n that seems to excite her more n she would grind her hips n push her clitoris harder on my thumb. I felt her tense up n started shuddering n suddenly her grinding went into overdrive n she was grabbing my hair n pushing my head harder down on her pussy. She was twitching hard as she came n she was moaning louder than before.
After she was done cumming, she joined me in the jacuzzi n we hugged n frenched hard as she wrapped her legs around me. I got out of the jacuzzi n sat on the edge n she climbed on top of my n eased her pussy down on my dick. She was grinding hard on my dick n bouncing up n down while I was squeezing her breasts hard n sucking on her nipples. We were fucking hard n furious n we both were letting out grunts n moans. I got her to get off n both of us standing in the water while she bend over n holding the edge of the jacuzzi, I held her by her hips n rammed my dick into her in a standing doggy position. The shower room was filled with my grunts n her moans the sound of my thighs slapping on her butt cheeks n the splashing of water. Once again I came into her pussy after an intense round of hard fucking in the jacuzzi.
After we r done fucking, we had a quick shower separately n we were just chilling in her lounge n I was wrapped in a towel while she was in a bathrobe. We chatted about many things n I was getting sleepy. She held my hand n led me to the bedroom n we both hugged n kissed a bit before we fell asleep.
It was daylight when I woke up n I was hugging Ivy in a spooning position. I really didn’t know what time it was but I know it was morning already. I got out of bed n had a long pee in the toilet. When I came back to bed, I didn’t even bother to put on my towel. Ivy’s bathrobe was already undone n her whole butt n thighs were exposed n they were looking very inviting.
I positioned myself behind her n started rubbing myself behind her n I felt myself getting hard. My hands were caressing her breasts n I started to lick her ear lobes n her neck. I could hear her moaning softly n she started to grind her butt against my erected dick. I started to caress n squeeze her breasts harder n I was squeezing n pinching her nipples.
I couldn’t stand it much longer n I grabbed her legs n flipped her on her back n I was holding on to her ankles as I inserted my hard dick into her pussy in a missionary position. I pushed her legs back as far as possible as I fucked her pussy. You could see how surprised she was in her eyes as I continued to fuck her as hard n fast as possible.
Ivy was moaning hard n loud as I continued to pump my dick hard into her pussy. She was biting her lower lips as she stared at me but I couldn’t be bothered n continued my hard pumping. The room was filled with sounds of my thighs slapping on her thighs n her loud moans n my loud grunts. I next flipped her over into a doggy position n started fucking her n she was really moaning really loud. I pulled both her hands back as I pumped my dick into her.
Eventually I felt I was gonna cum n I didn’t hold back n just cum hard into her pussy. I was grabbing her hair n pulling her back as I cum n smacking hard on her butt cheeks until there were angry red marks on both her butt cheeks.
After I came I felt really satisfied n released my dick in her n laid down on her bed. She laid down beside me n smacked me for fucking her so hard.
Sorry for the late update everyone! It’s been a busy period n now it seems that more restrictions are gonna be enforced so we all have to remain vigilant and stay safe.
I’ve been going over to Ivy’s whenever she wants me to n the cougar in her will just take over n even though I might be exhausted or high from drinking, she still wants it n thankfully I can still maintain my stamina n erection.
Just wanna share an encounter I had last week. There’s a group of OLs working at a nearby office building who would come for a meal n drinks at least twice a week. I got to know them quite well n sometimes they will stay back till late to drink more n talk. One of them is Kim, a Korean lady in her late 30s who’ve been living n working in Sgp for more than 10yrs. She’s always dressed in her power suit either in pants or skirt. She was working in the States before she came over to Sgp n has stayed here ever since. She dated Korean, Sgporean n Caucasians but somehow she could never hold down a relationship. You could tell distinctly that she had plastic surgery n she’s not ashamed to share what she has done. Her double eyelids, nose, Botox n facelift, and her best assets, her 36C breasts. However, as beautiful n perfect her breasts may seem, it’s really firm n not bouncy n natural at all.
These OLs are really comfortable with me n we’ve become friends. They always come n after drinking a bit too much, they’ll always pour out their unhappiness or share gossips with me. I’ve consoled at least 3 of them n my shoulders have been wet from their tears too. I felt like I was Aunt Agony to them sometimes.
I was invited to Sentosa over one weekend for an alcohol event n I went alone as I knew I’ll have friends there. When I got there, the music was pumping n the girls were out there in their bikinis while the boys r there hunting. I joined my friends who r all middle aged like me n some of them brought their ‘GFs’ along. We were having a good time n the drinks were flowing coupled with some really nice finger food.
Suddenly I hear someone shouted my name n when I turned around it was Kim in a red bikini n she gave me a big hug! I could feel her firm breasts on my bare chest n she kissed me on the cheeks. All my friends were like “Wah…” n all the guys came up to her to introduce themselves to her. She held on to my arm like my GF n just said ‘Hi’ to them. Then she brought me over to her table of friends n I was like ‘Wah!!!’ Coz all her Korean GFs were all very pretty as well n all of them had surgery done to them to enhance their assets. It wasn’t too long before my friends came over as well…
Bcoz we had more than 8 pax altogether, the organisers asked us to separate ourselves n not intermingle so we quickly separated n some of my friends joined Kim’s friends while some of Kim’s friends n her joined my table. I was introduced to her friends as her Oppa n she was hanging on to me the whole night. I could see that Kim is very popular at this beach club coz many people know her n would come by to say Hi to her but she never left my side. I also see some jealous stares from younger n hunkier guys but I never let it bother me.
There was loads of flirting n chemistry between us n fueled by alcohol, Kim was getting louder n more daring in her actions like she will kiss me or lick my ears or neck or hug me tightly. She introduced some Korean drinking games to my friends n it created much laughter among us. I could see the other table having loads of fun too. My friends are all generous people so we had many bottles of drinks n food. There were some dancing too n I could see many of my friends grinding together with Kim’s friends.
Kim pulled my hand n we went into the pool to chill. She was lying on top to me n I had my arms around her. I could feel her butt grinding against my dick n I was getting hard. I was kissing on her neck n cheeks n she turned back n we frenched. Very naturally…she turned around n put her arms around me n we kissed. As I was aware that the pool is full of people, we didn’t kiss for long. But bcoz I couldn’t get out of the pool with a tent in my shorts, I also had to wait till my erection went down before I could get out.
By the time the party ended, we were all quite high from drinking n my friend invited us back to his house at Sentosa Cove for round 2. Not everyone wanted to go but Kim n I went. It was a short drive to his place so Kim only wrapped a beach towel around her waist while I put a towel on my seat as we drove to my friend’s place. Once we got there, my friend got his helper to set up the BBQ n cooked some BBQ for us. I raided his wine cellar n helped myself to a couple of red wine n a bottle of whisky. Kim asked to take a shower so my friend asked me to bring her to one of the guest rooms upstairs (which I’ve crashed over many times).
After I showed Kim the room n where the towels r, I turned to leave but she held on to my hand. So I closed the room door n we starting kissing. We went into the bathroom n I untied her bikini top n exposed her firm round breasts. They were really firm to touch but they were so perfect n beautiful. I also slipped off her bikini bottom revealing her smooth hairless pussy. We were making out in front of the bathroom mirror n the scene was simply amazing. I was kissing this hot Korean girl n caressing her perfect breasts with one hand n fingering her smooth hairless pussy with the other.
Kim was moaning as I finger her pussy n she was rubbing my dick from the outside of my shorts. She pull my shorts down n my erected dick sprung out n she squat down in front of me started sucking on my dick. I peeled off my singlet n I was enjoying the view from the mirror. I could see her fingering herself as she was sucking on my dick. Straight up no nonsense BJ, as she stroked my dick, she was jamming it into her mouth n as deep as possible. It felt really good.
After a while, I helped her up n turned her to face the mirror. I positioned myself behind her n my dick easily found her wet pussy n I slide it in with ease. I was pounding her in a standing doggy position n I was admiring the view from the mirror all the while. As the mirror fogs up the sound of our flesh slapping together filled the whole bathroom together with her moans n my grunts. As I felt the tension in my balls, I whispered to her that I was cumming n just I pulled out, Kim quickly turned back round n squat down. My first shot landed squarely between her eyes n she quickly shoved my dick into her mouth n i shot the rest of my cum into her mouth. She continued sucking on my dick until my knees buckled n I pulled my dick out from her mouth. She opened her mouth n swallowed all of my cum. We then took a quick shower together n changed into clean clothes before joint the rest for bbq food n drinks.
We stayed over at my friend’s house n had 2 more rounds of intense fucking. Once before we fell asleep n once when we woke up. After I sent her home we didn’t speak to each other until now. Even when she came during the week with her friends for dinner n drinks, it was just the usual formalities. Oh well, it doesn’t really bother me, it’s not like we are in a relationship or whatever.
Thank you all for your support n encouragement. With the new restrictions my
Establishments will be taking a break although we are considering doing takeaways. Will try it out for a week first. Past two nights were crazy with so many people turning up to support us, really felt so overwhelmed n loved, which also resulted in two different encounters.
Friday night, after the announcement I had many cancellations but I also had many calls asking for a table until we were overbooked. We tried our best to accommodate everyone n my staff was so busy n I even helped out to wash n serve. There were many regulars in the house and at 10pm we were taking requests n letting our guests choose their songs on Spotify n everyone was just singing along. We removed all the alcohol from the tables by 10.30pm but everyone stayed back a bit longer. When we finally closed at midnight, there was still a table of regulars chatting away with one of my partners. They are 2 couples n another lady n we all became friends after they’ve been coming to support.
The lady R, a MILF in her late 40s, well maintained n well endowed, n just a bit meaty, happily married with 2 teenage sons. She stays near my place so I offered to drive her back. We were laughing n flirting in the car n at every traffic light, we will call out the number of seconds before leaning towards each other n frenched. Once I hit the highway my hand was on her thighs n she was wearing a denim skirt n I was caressing her inner thigh n once in a while I’ll brush against her panties. Once I turn into her block she directed me up to the MSCP n I parked at an empty lot. We were going at it hard n furious n we climbed to the back of the car. She was super spontaneous n removed her strapless bra for me so I could suck n caress her 36Cs. She was super horny n removed my belt n jeans n pulled down my jeans n boxers n stroked my dick n started sucking it. Her technique was raw n it was all mouth, going up n down n taking my entire shaft down to her throat.
R said that she haven’t have sex for a long time let alone suck a dick. She said she really want to feel my dick in her n she pulled her panties off n positioned herself on my dick. She was so wet that my dick slide in easily n she was riding me up n down n moaning softly while I was caressing her breasts. She changed to reverse cowgirl n continued to ride me. Probably bcoz of the alcohol, I was able to maintain a long time but we were both getting uncomfortable n perspiring. I laid her down n fucked her missionary n I did it really hard. The whole car was shaking n she was moaning really loud. I grabbed her by her ankles n I was really slamming my dick hard into her pussy.
R must have at least 3 orgasms n I’ve scratch marks on my arm to prove! I was close to coming n just when I took it out, R grabbed my dick n started sucking me until I came. It’s been a while hence it was a huge load but she took every drop of it in n she swallowed! I leaned forward to kiss her n she was shocked coz she said I was the first guy to French kiss her after she gave a BJ to. After we adjusted ourselves I drove her down n back to her block. When I got home, R texted me saying how sore but satisfied her pussy was.
Quote:
Originally Posted by
diputs1269
R is happily married but suprisely horny.
Why her hubby not servicing her, lucky you go to her rescue to sextisfied her pussy.
Upz you 350+15=365, cheers!
Thanks! So she’s those married her first BF kind, have sex to procreate, after 2 kids they hardly do it anymore. She had a couple of FBs who are married too n she has not seen them for a while. Guess that night the atmosphere was just right for the two of us.