I have joined SBF for long time but never post any story. My sex life is boring compared to many of you. But this is exception. Totally unexpected encounter with a MILF’s teenage daughter.
Before I start my story, I befriended a divorce MILF from WeChat. I am on separation and I live alone. Nothing to write about between me and the MILF, just expected sex after knowing her for months. Her eldest daughter is a problem child, mixing with bad companies, and so I was there to help change her life. But she changed mine, instead.
Let’s call the MILF Vanessa and her daughter Elise. MILF is in her late 30s, and Elise is a sec 5 student in neighbourhood school. Born in January, she is already 17 now, and above 16 and legal age during our first unexpected happening.
So I start……
Living in separation is boring. I downloaded WeChat and chatted some people, but clicked well with Vanessa. Met frequently and we grew closer. But feelings were mutual even as we had frequent sex. Elise naturally became close with me too, and as I drive, sometimes got me to fetch her to and from school.
Vanessa confided me Elise began meeting people on dating apps since sec 3 and picked up smoking and skipping classes. Since late last year, I offered help to send and fetch her to school when I can, so she can’t skip and can study for N level and promote to sec 5. This year, I will help as much too, hoping she will pass O level.
I know just how difficult to survive when you don’t graduate from university and don’t wish for her to suffer. At first, it was difficult as Elise would disappear without telling.
This is an ongoing story
The unexpected encounter
By the way, Vanessa of course knows where Elise and I go whenever we are alone. I will always text her when I have sent Elise home or to school, and what we ate or went after fetching her. I am more than twice the age of Elise and was not expecting anything to happen. I am too old for her, right?
On the last day of N level, I fetched Elise and promised to take her where she wanted, just to have fun and finally break from school for the year. Elise was wearing her school uniform shirt but PE shorts instead of skirt. Sitting at the front passenger seat, I had good view of her smooth white legs. But of course, it’s nothing as I have seen her in bikini and swimsuits when I brought Vanessa and her kids for staycation.
She requested to go Vivocity for some shopping before Sentosa for a walk on the beach. Vanessa and I had planned to use the voucher for another staycation in Sentosa. But Elise just cannot wait and wants to walk on the sand, enjoy the beach. I thought maybe a good time to have heart to heart talk to her, maybe change her so she quit mixing with bad companies that ask her to skip school.
I parked my car at Tanjong Beach and told Elise to help me take my sunglasses out from the drawer. She opened and giggled, before taking the sunglasses out.
H: Thanks, but what’s so funny?
E: Nothing *smirks*
H: Really? You know we are supposed to talk about your situation. You need to stop seeing those guys who ask you to skip school especially exam time.
E: Well, I stopped since you started sending me to school. By the way, what’s this for?
Just as she asked that, she took out the opened box of… condom! I forgot I always keep a box of condom in the car drawer, and that box of 12? Only 1 left. Elise opened and..
E: Whoa! Left 1 only? Where are the other 11? Who did you use it with ah? Mummy is it? No wonder I have no brother, only 1 sister!
H: Shhh! Don’t anyhow say hor! Put it back, and let’s go down for a walk!
The truth is, it is often Vanessa and I meet and have sex.
E: Yaaaaa right!
While walking on the beach, she kept smirking and giggling. I put the sheet down and we sat on the beach. So I started asking her…
H: So, how many guys you met from Tinder already?
E: 3
H: Your age?
E: Two, but one older than you
This girl is giving me a shock and I was speechless. No wonder she is comfortable around me.
H: Err… you don’t mind meeting people that old?
E: More experienced :P
H: Ya of course. We ate more rice and salt than you. Got more life experience, so I tell you now you must study well, don’t be like me.
E: Life experience… in bed also :P
H: Hoi! Real talk lah! Serious a bit can?
E: It’s real talk what! Better than those younger guys
At this time, our topic became sexual charged… I can’t help slowly building tent on my shorts, her long legs sweating and glowing under the sun made it harder to control.
H: So tell me, you did “it” with the people you met?
E: Not all, some blowjob only because he came fast and can’t stand anymore
H: Old guy? Later pregnant or they give you disease how? Must think for yourself too!
E: Young one! That’s why older people more experience lor! But of course I not stupid, they must wear condom and only can take out if shooting outside just before cumming
H: What?
I got mindblown. Things became a little strange between us and we just kept quiet. I was trying my best to hide my mountain. But sure she saw it because she giggled.
H: Are the guys your ex?
E: 2 are ex bf, and 1 is still friend
H: The older guy?
E: Yes. Anyway enough of me. How about you, after she left?
H: Well, I can’t lie, you caught me
E: With mummy?
Trying to lie, H: Eh! No lah, my school friend, we met for some catch up since we long time never meet already
E: Orh… catch up sex. Sure a lot hor, finishing the condom already
H: Ya lah, whatever you say. Let’s go lah, I send you back. You getting chowta liao
I opened the car door for Elise and she entered the car first. The journey to her house was long and hard. Hard because she kept describing and comparing the sex. I try to change topic, but she kept going back to it. When we reach her house, it was only 5 and Vanessa will not be home till much later. I texted Vanessa as usual, and offered to order some dinner for them which she agreed.
Elise and I sat on the floor in her room. It’s quite often we do that anyway, just to chat and sometimes offer her my shoulder when she needs to cry due to exam stress. But today is different. She had taken my last piece of condom without me knowing. Elise purposely put her legs over mine as we chat. Of course, I can’t control my building mountain. She asked about how I first lost my virginity, my first sexual experience, and she share how she lost her virginity to her classmate who cheated on her after taking her virginity. How common now for girls her age to not be a virgin anymore and have relationship with older guy and how good in bed the older guy is.
As she speaks, her face came closer and closer. Suddenly, she moved and planted her lips onto mine. I froze for a while, but the animal instinct kicked in, and we started frenching. She changed her position and now mounting on me as we frenched. She can definitely feel my hard pole poking her thin PE shorts, as she started to grind. I slid my hands under her shorts and felt her pussy very wet. It was easy to put two fingers in and start fingering her. Elise moan is different than Vanessa. Elise’s like more sensual and softer. The kind that makes you feel young again. I broke the french kiss and told her to lie on the bed. I removed my shorts as she lay on the bed, and then i removed her shorts before I slowly crawl to her very wet pussy and start painting until I felt a sudden extra wetness and a squealing kind of moan. Elise cummed. She is not a squirter, so her nectar just flowed out. After she cummed, I tried to stop things from going further.
H: We should stop. I don’t have condom now and don’t want things to go further
E went to her bag and said as she showed: You mean this?
H: Wha! When did you take it?
E: So how? Last piece, just finish it lah :P
We changed to 69 position and I started painting again. Her BJ was surprisingly good and I almost lost it. No teeth rubbing and felt experienced. Before any of us cum again, we stopped and I put on the condom.
It was easy to enter her as she was already very wet. We did some pumps in missionary before changing to spoon and doggy style.
Her pussy is still tight even she had many experience before, and I can feel I am cumming soon. A few more pumps and I unloaded. That was the first time we had sex and came totally unexpected.
Thanks for support!
Sex with Vanessa will just be normal sex, quite expected and there is slow build up leading to it. Not as interesting as the stories from brothers here, and not unexpected and interesting like with her daughter. I will continue the story with Elise soon
I always have fetish with school uniform girls. Some brothers here know that and have same fetish too. But I never want to get into trouble by trying to hook up any random school girls. Get underage and life is over. So I never think anything with Elise even when I know she is past her legal age. The first sex is unexpected. But the sex to come in future, we both plan for it and I have to buy more condoms now
After our first round, we lay on her bed and cuddle face to face.
H: Elise, why did you start and why me?
E: I like older guys, and since I know you for longer time than those Tinder guys, I feel different when with you.
E: Don’t you like me too? Young girls are what guys like?
H: Of course I like you too
We talked with me telling her to stay safe, making sure the Tinder guys never take out condom quietly and don’t take naked or sex photos and videos. Once leak it will be leak forever. Nobody can help erase. Our topic became more sexual unintentional.
E: What you like about me?
H: I stutter replying her at the sudden question “chiio b-bu and slim nice figure”
E: That’s it?
H: I paused a while before saying “actually… I like everytime I see you in uniform going school lor, so cute looking. Then staycation you wear bikini so sexy looking for your age”
E: HELLO YOU SAYING I CAO LAO IS IT?
I can never understand girls. Say them sexy looking for their age, they blame me saying they look old.
H: No lah! I mean, very chio and sexy. Mean you know how to show off
H: So what you like about older guys other than more experience?
E: I like how they always look so smart in their shirt when going work. They look mature and look like a real man and not a boy
H: Where you did it with them before?
E: Carpark in his car and also sometime his house when his wife out at work and he fetch me
I realise that mean maybe after school. This guy is fucking Elise in her uniform? Wonder how it feels. With that thinking in my brain, tt is difficult to cuddle her and talking sex topics without getting hard again. Didn’t take long for her to feel it pressing against her. But we have no condoms.
E: Just talking hard liao? What you thinking?
H: Nothing lah….
E: But this don’t lie… Elise grabbed my hard on and gave some strokes
H: Just thinking if the guy fucked you right after school loh..
Elise just kept quiet then she climbed off the bed and went to the toilet, before coming back now with her skirt back on. I stood up…
H: Hey, going out? (Seriously how stupid can I get? She is outsmarting me. She is really clever when she put effort to study by the way)
E: Don’t think I don’t know what you thinking
She knelt down as she say that and started licking my hardon again, from balls to tip and made circles. She blows like a pro. Good suction, and deep. I suddenly reminded of the video I saw of the Malaysian schoolgirl blowing a guy in hotel room and made me even harder.
I started guiding her head in and out and before long, I am mouth fucking her.
H: Yeah… suck me hard you little slutty girl!
E: Guuk…. uuk
H: You hungry for hotdog? Some mayo?
E: Hmmph.. guuk
After some more thrusts, I pressed her head down as I feel I am cumming until I came in her mouth. She went to spit, but say she swallowed some down as some spray landed at her throat.
That’s the second cum with Elise. Will write about our December staycation next. Two rooms booking, one for Vanessa with her two daughters, and one for me. At least that’s what supposed to be right?
Happy CNY for brothers celebrating. May this year be better and full of bonks
Returning points when I can
Between the first time and December staycation, we didn’t have much sex as school is over. I still have to work, and only met her when she needed me to fetch her home after going out with friends.
It’s either a BJ or stopover at my place for a quickie before sending her back.
Fast forward to the staycation. Vanessa has to work half day and she will go home and check in with her younger daughter. We discussed our plans and I said I can check in to my room first and wait for them before we go out and about or use the pool. Elise told her mum she will be out with her friends to a beach club and joining us later.
The truth, she is meeting her friends for dinner only. She came over to my place for lunch….
Quote:
Originally Posted by
bigmannow
finally you are back, i thought u are busy conquering Europe
Yes, sometimes have to check my war plans
Elise came dressed loosely with just a shorts and a big bag for a 3D2N staycation. I can see she is already wearing a bikini inside. Typical girls, overpacking. I teased her for it and told her guys easy, only need 1 small bag. But she didn’t believe that the bag fits everything I needed for the staycation. I tossed my bag and let her see for herself.
E: So few shirts, and one pair of swim shorts only?
H: Eh girl ah, I not going for fashion show or swim costume parade leh! Let me dig your bag!
I wonder if she is moving house or going staycation. Inside her bag is 6 pairs of tops and bottom, 2 pairs of shoes and a slipper, 3 pairs of swimsuits and some typical teenagers underwear. With her already wearing one pair of bikini, she brought 4 pairs of swimsuits for a short staycation.
H: Wah piang! You going for parade is it?
E: Then you going for marathon is it? As she said that, she took out the 2 boxes of condoms I just bought
H: Ya loh! Going for marathon later, that is my marathon outfit
E: Later?
I teased her saying my girlfriends are coming over to run marathon with me while I wait for them all to check in.
H: But I think… need to warm up before intense exercise hor? Can show me what you wearing to the beach club? =P
I was closing my eyes and stick out my tongue when she throw the box of condoms at me and it smack my face.
H: OW! You will regret hor! Faster take off your shirt and show me the bikini you are wearing. Bring so many, might as well parade once first.
Elise took off her clothes and inside is just plain black bikini set. It look boring honestly. I held her waist and we hugged. I started kissing her forehead slowly moving down to her ears, neck and lips. She let out soft moans when I kissed her neck. We locked lips and fight with our tongue. My hands were roaming, squeezing her small boobs and butt and started rubbing her pussy. I can feel her bottom is slowly getting wetter and wetter. Her hand was also roaming and rubbing my hardening dick.
We moved to my bed and continue our tongue fight. I reached my hands under her bottom and run my fingers on her pussy lips until it felt even wetter. Then, I slowly put 2 fingers in and gave her a good rubbing while my thumb is playing with her clit. She struggled kissing and moaning at the same time. I fingered until she cum.
She said she need to call her friends and told them she will be late. So I thought of a plan to revenge her throwing of box at my face. I moved down south and pushed her bottom sideways and painted her. I started slow, letting her control her moans. As the call got connected, I speed up my painting and her voice went…
E to her 1st friend: Hello, Tii-ing ah? Sorry I be late, I got URGGggh-ent things to do, you go with licia first. I see you straight at ah…. club. Ya ya, I’m ok. Bye!
E: Stop it! Let me call first!
H: Revenge for the box!
E: Fuck you LAAAAAAAH! Her lah went so long and loud as I pushed my tongue in hard and gave a long lick
H: I positioned my dick outside her pussy and rubbed, but not entering yet. I waited for her to start talking again before I push my dick in hard and start pumping her.
E to her 2nd friend: Liciahh… Sorry I be late, I got urgent things to do, you go with Ti.. ING first, ah! I see you there-eh! Bye!
E: Ahh so bad! You cannot wa-it ah….
H: You said fuck me mah! I fuck you loh!
I pumped her missionary and doggy style. As I was cumming, I asked her to turn around. I pumped her missionary again, pulling out just in time to take my condom off and brought my dick to her face. She opened her mouth, but I purposely let my dick hang a bit outside of her mouth. Some of my cum flew into her mouth, but some landed on her forehead and a little on her hair. I came on her face by surprise and her reflex made it worse. The remaining cum landed on her cheek.
H: Song boh, my revenge for just now.
E: Walau!
I helped Elise cleaned up with some wet wipes. She did not want to shower as she will be in the beach club pool anyway later.
After cleaning up, I told her to split her bag so she only need to bring a small bag to the beach club while I bring her moving house bag to my room first. I sent her to the club to meet her friends.
I checked in to my room and texted Vanessa of my room number. Told her I will take a nap first and to call me later when she already check in. But before I nap, I receive msg from Elise.
E: You ah! Now my friends suspecting me sia!
H: Suspect what?
E: Suspect me having sex just now when I called them lah!
H: Why leh?
E: They say I sounded like I’m choking
H: Then just say you were choking lah..
E: Ting also say “what you busy with ah? smell funny”
H: Then they clever lah, can guess rightly! Enjoy yourself and see you later
When V has checked in and everyone is in the hotel, we went out for dinner and walk by the beach. It was just a normal outing with her 2 daughters and there is nothing to write about until later at night when we are in our rooms.
E knows that V and I have plans to go drinking. She cannot follow because she is underage. We decided to meet in my room before leaving together. But not before one round
We went to the bar nearby, but didn’t get to spend much time either. Because of COVID cannot drink after 10.30pm. It was almost 10pm when I received a message from E which made me shocked.
E: Still drinking?
H: Ya, y?
E: Tot u cummed again
H: Har?
E: Don’t pretend lah, I was listening and your room was so noisy just now
First raw
I didn’t reply E until we went back to the hotel after our drinks, and not after another round with V.
After V left my room, I quickly texted E:
H: Your mummy going back to the room
E: From your room is it?
I ignored her message and gone to fill the tub with water. While waiting for the tub to fill, V called me.
V: Sorry H, E is being difficult and insist of going out for a walk. I’m too tired and I can’t leave the other kid alone in the room. Can accompany E if you don’t mind?
H: I just wanted to soak… but ok, I accompany a while. Tell her wait for me at the lobby, I go down after I take a quick shower.
Just few minutes after we hung up, someone knocked my door. I was just in my shorts and robes when I opened the door. It’s E. She entered and quickly hugged me from behind as I close the door. I turned around, seeing her dressed in just t-shirt and high cut fbt shorts and flip flops. A girls’ favourite neighbourhood outfit.
H: You cannot wait downstairs is it?
E: Who say I wanted to go for a walk?
H: Can you not? I’m tired, I wanted to soak in the tub then your mummy called because of you leh!
E hugged me again and say: I miss you mah…
H: Cannot wait for tomorrow meh?
E: No.. I soak with you lor
H: You wore your swimwear?
E: No, but no need wear anything lah
H: Up to you.
Right now, I’m seriously tired and just let her be. She entered the tub naked, while I wore my swim shorts. I just have no intention for sex after blowing my load on V not long ago.
E leaned on me in the tub and I just wrapped my arms around her tummy, hugging her from behind. I was tired and just closed my eyes and enjoy the warm water, and her warmth. That was until E started to slowly rub her butt against my shorts, and I slowly have another hard on. I tried to distract and started talking.
H: So how was your outing with your friends?
E: Not bad, enjoy our holiday lor.
H: What did they say about you just now?
E: They obviously know I just did it lah! Just don’t know with who only, I never say.
H: Your friends clever lah. If they need help, you can intro me
E: Hmmph! You die!
With that, E turned around and placed her face closed to me and grinding my shorts.
H: Don’t leh… tired.
E: Don’t care! I will make you tired till you don’t think of other people!
E planted her lips and we started locking lips and kissed. Her hands went under my shorts and played with my dick, until it got hard again. She removed my shorts and stroked my dick.
I made her sit at the side of the tub and painted her. E started moaning softly, before it slowly became louder and louder. My condoms are in the room, and we are both dripping wet. Maybe I was a little drunk from the drinks with V and also getting high with E. We did not dry up and move to the bed and fuck with the condom. Instead, we did it in the tub, raw.
I stopped painting and made her into doggy style. Entered my dick easily with her pussy so wet, and started pumping.
E: Ohh! I miss this feeling!
H: You miss the feel of raw dick aren’t you?
E: Yeesss! Ohhh fuck!
As this is my 3rd round for the day, it took longer time to cum. Pumped her doggy with the water splashing and the combination of piak piak and splashing sound was so erotic for both of us.
I can feel E has cummed at least twice. We got out from the tub and moved to the stand shower. I carried her and she started riding me until I felt about to cum.
H: I’m cumming.. soon. Get ready
E: OHH-k.. piak piak piak continues
H: I’m cumming!!!!
E got out just in time for my cum to shoot out and landed on her tummy. We kissed and cuddled. Then turned on the shower and we showered together.
E wobbled back to her room and we both called it a night.