Dear Diary:
The next day Matt grumbles how come he slept on the sofa. I said you remember how you came home not?
“Don’t know…”
“You GOOD friend Jackson sent you back”, I glared at him.
“Ok. I only remembered someone helped me out of the pub. Then it’s all a blur liao”, Matt went off to work. Good for you. At least you don’t know your good friend fuck your wife right in front of you!
Aaron and Alice went back to school and I have the whole house to myself again. The weather was so hot I decided to soak myself in the bathtub. I was soaking and relaxing myself while swiping on Tinder. Yeah… I got a Tinder account but I just use it to amuse myself when I am bored. Just use a pic of me showing my lower body in panties and thousands of horny men swipe right on me. Most of them also sent me dick pics. Men… Well some dicks do look tempting and I would masturbate while looking at them like what I am doing now.
My fingers found my favorite spot and soon I was pleasuring myself, imagining those dicks shooting their sperm all over my face, my breasts, my pussy… Yes diary… women can be a real slut when they are alone with their imagination… When I was close to coming I got a Whatsapp message and it was Jackson. I tried not to think about it but seeing his name I recalled how he took me from behind while I looked over Matt just next to us. I remembered he discovered my secret and was feeling kind of worried.
I swiped up to see the message and I was shocked to see a picture of sperm leaking out of a pussy, the sofa and background was very familiar to me. It was my house! That’s my pussy?? Oh god… He took my pictures! That fucker!
The next message from Jackson was “I missed your hot tight pussy June”.
“What the fuck Jackson! Are you trying to blackmail me? What do you want? Money?” I replied.
“Tsk tsk… relax… I don’t want your money. One picture where got enough to blackmail you. Have a listen”, he sent me an mp3 file. It was edited. It recorded what happened last night.
“You didn’t deny it was Aaron didn’t you? You let me fuck you to keep your secret” Jackson texted me.
“One more pic for you”, it was me, but a wider shot. Can tell it was me clearly and the painting in the living room, but Matt was blocked from the angle he took that pic.
Shit… While I did fantasized fucking Jackson before what happened yesterday, this is seriously turning me off and making me angry but worried at the same time.
“Ok what do you want?” I replied.
“I took leave today so I can meet you again. Wear something sexy and I will see you at your place in 30 mins”, he texted back.
I looked at his message for like a minute long. Finally I sighed and put my phone away. I looked at the clock and it was only 11 am. To keep his mouth shut I had to entertain him. I console myself it was just dick. You like dick don’t you June? Now you got a new dick to play with….
Dear Diary,
I let Jackson in and he brought with him lunch for 2 people.
“Come we makan first. I remember you like this lor mee from the coffee shop nearby”, he passed me the lor mee and I prepared and set it on the dining table.
“Why a sour face June? Don’t welcome me is it?”
“You say leh?” We proceeded to eat quietly while Jackson was smiling and kept looking at me while he ate. I was wearing a black lingerie with a matching pair of bra and panties… I knew he would fuck me again while choosing what to wear. He must be pleased to finally have me whenever he feels the need.
“C’mon babe… You know I like you. Can’t blame me cos you are exactly the MILF that I lust after. I just took advantage of the situation. That’s all. I don’t want to disturb your “family” life with Aaron, as long as you give me what I want from time to time”, he reached out and held my hand.
I kept quiet and looked at my food. “Why me? Zoey doesn’t satisfy you?”
He chuckled. “It’s different. Fucking my wife is still good. But fucking a MILF like you makes me harder and more satisfying”.
“I like to read incest story and never thought that my good friend’s wife is into incest too and had done it for real! I am very impressed with you June”, he caressed my hand as he said that.
“Now tell me, is Aaron good? Is his dick big?” He asked. I was getting less apprehensive as the conversation went on. This man just wants sex with me to keep my secret. I can handle that…
“He is big, very big… and thick…” I said. I felt ashamed to talk about Aaron to Jackson but it was also starting to turn me on.
“How big can a 15 yrs old be?”
“Like 9 inches? And about 2 inches thick…” I said.
“Holy shit… now I understand why you fuck your own son. Matt couldn’t get it up and son has a monster cock. It must be damn good the first time you two fuck ya?”
“Yeah…” I avoided his lusty eyes, of course I remembered the first time. It was the most intense sex I had.
“Stripped naked now”, he said suddenly. “Then sit on that sofa”, he pointed to the single seated sofa. He too removed all his clothes and sat opposite me on the sofa.
“Play with yourself as I ask you questions. How did it happen? How does it feel when Aaron was fucking you?” He asked.
I told him the whole story while rubbing on my pussy except leaving out Alice… I must be quite a slut, I was getting really wet recounting my story with my son.
“Come here and suck me”, he said. I got up and started to walk towards him.
“Nope. Crawl over to my dick you slut”, he commanded. I did what he said… Soon his hard dick was in my mouth.
“Oh yes suck me harder… Did you swallow your son’s sperm?” He asked.
“Mmm hmmm…” I answered while still sucking his dick. I was hoping to make him cum faster to end this quickly so I was putting extra effort to my sucking.
“Ok enough… get up”, after 10 mins of sucking he stopped me and after I got up, he swiftly entered me from behind while standing. “Oh fuck can’t imagine you are still so tight! Give me your hands!”
He pulled both my hands towards him while bending me forward so I was like a wheel barrow, connected at our genitals. “Let’s fuck our way to your bed room, I want to fuck you in front of your wedding picture”. He thrust forward as we made small steps to my bedroom. Soon we reached my bed as the door was opened. He thrust one hard one and let go of my hands and I landed on the bed face down, with my ass and legs still off the bed. The height was just nice for doggy and he grabbed my hip and pulled me towards him, plunging his hard cock into me again.
“Arhhh….” I moaned softly as he hit the right spot.
“You like it huh” he entered rapid fire mode and I really cannot help but feel good… I was getting really wet. Suddenly he slapped my ass hard. The sudden sharp pain coupled with his fucking was a new experience for me. I didn’t know mixing pain with sex could be pleasurable.
“Call daddy!” he slapped again.
“Arhhh….” I was still getting used to the spanking. He kept spanking my ass as he fuck me hard.
“Call me daddy you slut!” he groaned.
“Daddy…”
“Louder!” Smack!
“Dadddddddddyyyyyy!”
“Good girl” Jackson was looking at the wedding picture as he violated his best friend’s wife. He must have felt a perverted sense of achievement. He made me turned around and fucked me missionary cos he want to see my face as he pound me hard.
He held my head with both hands and said: “stick out your tongue”. I did and he sucked them. He then sucked my ears, my neck, my tits, without missing a beat of his fucking below. We were working up to a pair of sweaty bodies as the aircon was not on. Finally he groaned and pulled out, moved on top of my face and stuffed his dick into my mouth and shot all his sperm inside. He made me swallow all his sperm.
“How does it taste compared to Aaron?” he asked.
“Aaron tastes better” I said that purposely to spike him.
“I want to watch you swallow his sperm next time since you say his sperm is better”, he said with a secretive smile.
“How?? Aaron must not know about us. Don’t get him involved please!” I pleaded.
“I will arrange the place and time, don’t worry he won’t know”, this is for you” He went to his pants and got his wallet, then threw a wad of 100 dollar bills on the bed.
“What’s this? You think I am a whore?” I said.
He caressed my face and said: “Those are for giving me a good time. Get yourself a Gucci or something. Now blow me hard so I can fuck you again”. His hand moved on top of my head and pushed downwards.
I don’t know what to feel about this. Taking his money makes me feel like a whore. He could have fuck me free since he knew my secret. Lots have changed in this house. From a desperate housewife to fucking my son, then 3some with my daughter and now with Matt’s best friend. I pondered, did I go too far? It’s starting to get out of control with Jackson in the picture now.
While all these are valid concerns, what’s more scary is when I started to suck Jackson again, my body took over. It was like the old me disappeared and a slut me took over. I just sucked that dick like it was going to be my last dick. I wanted to please whoever that dick belongs to and my wetness flooded my pussy. If Jackson had omni vision, he would discover that a string of my wetness had formed between my pussy and the floor. I was ready, to be fuck hard again. Has I turned into something that even myself find scary? Like a black tunnel that you can only move forward, you look back and the road underneath is gone. If it feels so good, why does it feel so wrong?
Dear Diary,
I had more sessions with Jackson after the 2nd time, mostly at the hotel. I don’t want him to do it at my house and insist we do it at the hotel. Frankly I was getting addicted to having sex with Jackson too. It’s different from doing it with Aaron. Aaron was young and energetic and we had raw hard wild sex, I felt like I was 18 again. With Jackson it was different. Obviously he had plenty of experience with different women and he knew what women want. He was big on foreplay and had a lot of patience.
He introduced me to many different types of sex toys and accessories. I was tied up, blindfolded, gagged and cum numerous times before he even enter me. Like he said, I became his bitch. By now there was no turning back. He had lots of videos and photos of me. I don’t know if he shares it with anyone, I try not to think about it. It’s pointless to make him promise not to distribute them. Besides this constant nagging fear, he treats me well.
When Alice is home, that night I would hear Aaron and her going at it if I passed by their room. During those days that their dad was hanging out late outside, they don’t even bother to tone down their noise. Alice was moaning loudly like a slut. Well I can’t blame her knowing how Aaron can make women go crazy. There will be time when I would join them, but today I chose to stay in my room and chat with Damian.
He was one of my Tinder match. He claims to be 15 like Aaron too. He was a funny guy who I enjoyed chatting with. I asked him how come he liked an old auntie like me. He said MILF is the best. I asked how you know? Have you tried before? He said no unfortunately and he was still a virgin. I said so you fantasize older women rather than girls your age? He said yes, he told me if you won’t be judgemental, I would tell you my secret.
I said sure, go ahead! He said he secretly fantasizes about his mother. It was definitely my turf dear diary! Immediately I wanted to know how far he went down the path compared to Aaron. I asked how does your mom looks like? He sent me a pic instead. Looks like she was cooking in the kitchen and it shows her back view. Wow! She definitely has a perky nice ass, wearing only a tight fitting jean shorts that show a bit of her ass. Wavy long mid-back hair length like me. You know how women like to compare assets. So I asked how about the front? Boobs big or not?
Another pic came in. I was envious of those titties, they were really big!! It appears that he has secretly taken it from an ajar door gap. His mom was bending down to put on her panties and those low hanging fruits were massive! I consider myself good size but I was no match for her. Can’t see her looks as she was bending forward showing only the top of her head.
Wah your mommy has huge boobs! I commented. Ya… I always fantasize sucking and playing with those tits when I masturbate, he said.
Me: Does your mom know she was your sex fantasy?
D: No… well I am not sure…
Me: How so?
D: Lately her dressing seems to be more revealing.
Me: You mean she normally dresses modestly, nothing revealing? How old is yr mom btw?
D: 36. Now she seldom wears bras at home… You know I see big boobs my cock is hard like a rock.
Me: How hard? Come show mama
Another pic came in. Fuck me… I thought Aaron was big for his age, this guy was even bigger!
Me: I am impressed young man. Did you measure it? How thick and long?
D: Never leh. WAIT.
I waited a while and ding he replied: 25cm long and circumference like 14cm.
Me: Yummy…. I think your mom will be happy for you.
D: Yummy? U want to suck it?
Me: I would love to suck my boy’s hard cock lol You like me pretend to be yr mom?
D: YES! I am playing with my cock now. It’s so hard and it’s slick and wet with my precum now mommy.
Me: Show it to mama!
He sent a short clip instead, vigorous jacking off his dick, already glistening wet with his pre-cum. I could hear him mumbling “mom this is for u mom”.
Me: Oh you naughty boy, why are you showing mama your big cock?
D: Bcos this cock is for my milf mom.
Me: Cum for mama, I want to see how much you can shoot.
D: Show me your boobs can? It will help me alot hehe.
Ok. I could do that. I took a boobs selfie, showing my pinky nipples and sent it to Damian. I was getting wet myself looking at his pic and video while chatting with him.
D: Oh so fucking nice! Fuck I want to suck those nips now!
Me: Come to mama, these tits are for you, you can suck them like a baby.
He didn’t reply for like 5 minutes. I thought he was gone. Then a video clip came in. It was a video clip showing him sitting on his chair. It appears that he set his phone down aiming at his cock and hands as he masturbated. Watching him stroking his dick with both hands was mesmerizing. When he finally cum he held his left hand palm on top of his dick about 2 inches away. The first squirt hit his palm with velocity like a volcano erupted. The creamy white liquid keeps squirting out like a water gun in burst mode. He wrapped his left hand over the glan covering it entirely and his both hands were gripping his cock tight. The remaining sperm still continued to burst out in his tension, squeezing past the gaps of his fingers, as if they were special coconut milk poured over his hands and dick. He was groaning away as he cum hard.
Me: WOW! Do you always cum this much? That is a crazy load of cum u got there. Mmmmm… I want those sperm to spread all over my boobs and my face…
D: Well we can meet and I will do it for you hehe.
Me: Not so fast, cowboy! I will only consider that IF you really fuck your mom and show me proof.
D: Huh…. a bit hard leh… I will try… besides her wearing more sexy clothes at home, she was normal like any mom. I am afraid to make the first move…
Me: How about your dad? He doesn’t say anything to your mom’s dressing?
D: He left us many years ago… It’s just me and my mom staying together.
Me: Oh… that actually make it much easier. Don’t worry your second mama here will help you.
D: Really? Ok ok. Mom calling me now. Talk next time ya.
Me: Ok sonny, go.
What’s the odds of me matching another son who got the hots for his mother? Now I feel like it’s my mission to help that boy conquer his mom, like how Aaron conquered me. Mmmm and that cock… oh my god… It’s definitely on my waiting list
Dear Diary,
Damian told me something interesting today. He said last night his mom was quite drunk when she came home. He helped her to the sofa and laid her down while he went to the kitchen to prepare a hot towel to help her sober up a bit. When he returned he found mom already sleeping on the sofa. He tried to wake her up to help her back to her room. She was barely responding, murmuring some incoherent stuff like “go away! I don’t need you!”.
He tried to make her sit up and have her arm around his shoulder so he could help her walk back to her room. While helping her up he unavoidably had close contact with mom’s big boobs on his body and arm and his dick was already hard. But only walking two steps she started to throw up over him and herself and it was a big mess! Luckily the sofa was leather type he said. Fuck! So he had to lay her back on the sofa. Seeing his mom like that he also felt hard pain and wondered what caused mom to drink so much. It was the first time she came home drunk.
He quickly removed his soiled tee shirt and pants, wearing only his underwear. His immediate thinking was to help himself and mom clean up before helping mom to her bed. After the commotion he finally realized that mom was now seated on the sofa, head drooped to one side and her eyes closed, hands hanging lifelessly on both sides. The main issue was, mom was wearing a one piece dress. With her legs opened quite wide on the sofa, he could see the skirt already hiked up quite a bit up her thigh. He just had to lower his view and he could see what’s between those thighs.
His heart was beating fast as he took a deep breath and he looked at mom and she appeared to be out cold. He slowly lowered himself on one knee right in between her legs. He could see that mom was wearing pink lacy translucent panties. The living room light was still off so he could not see clearly… He immediately grabbed the remote nearby and on the lights. He could now make out the pussy shape through that thin panties and his cock was raging to full horsepower. He got his face as near as he could to that mysterious place that he fantasized for so long.
While his attention was fully drawn to mom’s secret valley, trying hard to remember every fine detail he could make out, suddenly mom stirred briefly and jerked to awareness. He got startled and immediately pulled himself backward away from his intensive biology studies. His back hit the coffee table behind him and his stainless steel mug got knocked off its place and rolled off the table, finally hitting the floor and making a loud noise.
“Where am I?… Oh I am home…?… What’s that smell? Oh what’s this…. stuff…. on me? Yukes!” Damian said his mom got a thing for cleanliness. She cannot tahan dirty stuff.
“Mom, you just puke on me and yourself”, Damian said.
“Mike? Why are you… in my house!? Fuck off! I…. I don’t need you!” Mom proceeded to undress herself, pulling her dress off and threw it to the floor.
So her mom, Jessica was her name, now in her pink bra who could barely contain her huge breasts and her pink panties, mistaken Damian as her ex-husband.
“Go away…, I don’t want… Damian to see you! You are not… taking him… away from me!” Jessica was babbling away with her slurred voice. She started to walk unsteadily towards her room. Damian quickly went to her to help her walk.
“Oh hi sweetie… Ask your dad to… leave… now!” Jessica turned and said to Damian, now recognizing him.
“I already threw him out mom, I also don’t want to see him!” Damian said while feeling the side boobs pressing on his chest while helping Jessica to stand and walk.
“Good boy! That’s my son! You know son… your dad wants to take you away from me… He can go fuck his hu li jing! (ex-husband new wife), I don’t… need… his big cock!! I got you!… Ya… son? Mommy knows you got cock… soooo big one…. Just like your dad!” Jessica gave Damian a peck on his cheek suddenly.
It was too much information to process and Damian was stunned. So mom knew my cock size? How?
“Ha, mom you really drunk”, he said.
He helped Jessica to the master bedroom and made her sit on the small plastic chair from Ikea in the bathroom, worried that she might fall if she remained standing.
“Ok mom, I will help you clean up a bit then put you to bed ok?”
Damian saw that some of her puke liquid had got to her bra. Ok they have to go. He helped her remove it and her breast was now in plain view. With his shaking hand due to the excitement, he tested the water temperature, pressed some bath lotion to his right hand and started to wash her body from her neck down. The water sensation caused Jessica to stir from her sleep again. She felt Damian’s right hand soaping her upper body up and the hand focused a lot more on her big melons. The alcohol in her was shutting down her system and making her really sleepy.
After washing himself and Jessica clean, Damian helped her back to her bed. He laid her down carefully and adjusted her pillow under her head, making sure she was comfy. Seeing that her panties were also wet, he wondered if he should remove it too. Fuck might as well do it since he already removed her wet bra. At this point mom was sleeping on her bed fully naked. It was his first time ever seeing mom in her birthday suit. He felt like his cock could break a brick in half.
He tried to wake mom. “Mom? You want me to get you a hot drink mom?” No response.
Confirmed that she was not going to wake up, he said an uncontrollable idea took over him. He removed his underwear and got on the bed as well. He started to stroke his cock while admiring mom’s voluptuous body. He said he felt a huge rush and was also nervous at the same time, fearing mom might suddenly open her eyes.
Like any hot blooded teenage boy, soon he couldn’t contain his devilish urge to touch those huge inviting breasts. With his right hand stroking, he reached out his left hand and touched the nipple closer to him. The first contact of it on his fingertip was electrifying. The softness, smooth feeling, fuck…. He nervously checked mom again. Ok safe. He placed his palm gingerly on that breast. Oh fuck… he said that feeling he can never forget. His dream came true. He applied a bit of squeezing motion. Oh yeah… yes… He stroked his dick more eagerly. Masturbation never felt this good before.
Jessica suddenly stirred and started turning her head to face him and that scared the hell out of Damian. He got off the bed like a ninja and prone on the floor, hoping mom will not see him. He listened with his greatest attention and waited. No more sound from mom. He slowly peeped and saw mom was sleeping peacefully again. Phew… he got up slowly and checked mom again. Now mom has turned to her side and curled up her legs like a fetus position.
Her ass immediately caught his attention. Front the back, he can see her neat puffy pussy lips and her pinkish asshole too! It was his first close up observation of mom’s abalone. It doesn’t have those protruding labia like most Jap AV he watches. More like a nice puffy bun with a slit in the middle. He described it vividly to me that this type of pussy is his favorite! He saw that mom’s position was quite close to the edge of the bed. He could just lower himself to her level and he could reach that pussy without even touching the bed!
Suddenly he saw mom start to mumble in her sleep. He was like walau not again! But this time he saw tears rolling down her face. What was mom dreaming?? Why was she crying in her sleep!? His lust was immediately doused by mom’s tears. Although Damian lust after mom was indeed perverted, he also loved her more than his own life. He knew the struggle mom had to raise him after dad left. He quietly put back his underwear and switched on the aircon, then he covered mom with her blanket and left the room. Once he was back to his room, he opened his laptop and fab to his favorite mom son theme av porn. In his mind the women in the video became mom. He fab till he exploded but he felt a sense of deprivation.
D: You are so sweet to not do anything after you saw her crying. So if your mom didn’t cry what would you do?
D: I would have tried to lick her pussy…
Me: Just lick only ah?
D: Maybe also rub my dick on it…
Me: Only rub? Not poke in?
D: I want poke in yours first. So i can practise to be a mother fucker.
Me: Lai lai, come to mommy! Lol
D: mmm…. Why you sound like experience xia.
Me: Well I got a son too. He is also a horny boy like you.
D: So he poke you also?
Me: In your dream baby.
It’s true Aaron poke me all the time. But admitting it to anyone is plain madness. It will be interesting to see how Damian’s adventure unfolds. Seems like a breakthrough in his conquest to mom’s pussy. I proceed to prep my bathtub to relax myself. I was feeling a bit wet talking to Damian. As I soak in the bathtub, I reflected on my sex life. I realized the most intense orgasm was the one I had with Aaron. After that it was Jackson. After the first time, the excitement level slowly declines. It was still good, but not mind blowing good.
Then it hit me. It was the taboo factor as well as the brand me experience with a different person. Is that why women become nympho? It was not the fucking, it was more on a mental level stimulation. Am I a nympho now? I certainly crave for a new cock, but not just any cock. I still maintain some rational thinking and precaution. My phone beside the tub vibrates and I pick it up. It was a new photo from Damian, showing his magnificent cock, sperm flowing down from his cock eye to the shaft, passed his hand and gathered a small puddle of sperm at the base of his shaft with the caption: for you mom. I did some finger dance with my pussy while soaking in the tub. I guess one day this cock will be inside me, filling me up nice and tight. I cum while imagining that cock filling me while I had Aaron in my mouth. It had that familiar “over the edge” type of orgasm, just less intense. Dear diary Damian is my new mind fuck now. I look forward to that day.
Dear Diary,
I was eager to find out what happened after Jessica woke up the next day. Much like chasing a netflix series but it’s real life. He asked for my telegram and we started chatting on telegram instead.
Me: So what happened today? What did your mom say?
D: She was shocked to find herself naked in bed the next morning… She told me that when she asked me to have a chat in the living room.
Me: Oh tell me more. So exciting.
D: More exciting if I poke you….
Me: Poke me? You never see me in person, what if I fucking ugly? How? Still want to poke?
D: Cannot be. I ask Tee Gong (god in heaven) the result says you super chio one kekeke.
Me: lol. Ok Tee Gong cannot lie ya. Faster dun change topic. So what happened?
So below was what happened according to Damian. Jessica had a headache and took mc. Then she gave Damian some money to buy lunch. They chat over the dining table while eating.
J: So last night after I came back, what happened?
D: You don’t remember anything mom?
J: Only remember I was on the sofa, then I remember I was in the bathroom… Then in the morning I woke up… that’s why I need to ask you, how come I am naked? I was shocked when I woke up. So did you…remove my clothes?
Damian looked at mom across the table, she was concerned about her being nude in bed, but she didn’t wear any bra. Why so contradicting? Damian can clearly see her nips poking at the white tee. It was making him hard instantly.
D: Mom, you puke all over me and yourself on the sofa! Haiz I had to carry you to the bathroom to clean up before putting you in bed. Btw it’s not me who removed your dress, you ownself threw it on the floor after you puke on yourself.
J: Oh is it?… Ok I don’t remember that part… Sorry son. But how come my bra and panties also gone?
D: When washing up they get wet, I didn’t want you to catch a cold so I helped you remove them. I almost cannot get myself out of your room.
J: How come?
D: Because you are tooooo hot when naked.
J: Ooi! It’s your mom you are talking here! Besides you are still a small boy, what are you going to do?
Jessica feints to hit Damian with her spoon with a fake serious face, her boobs jiggles when she does that and Damian’s cock strained uncomfortably in his underwear.
D: It’s true mom… You don’t know how hot and sexy you are, especially when you went braless at home like now.
Jessica looked at Damian then back at her boobs. “Oh I am sorry son, recently the weather too hot, I have been getting rashes if I wear my bra at home. I forgot how it might affect you. I was still thinking of you like you are a small boy. I forgot my son has grown up to be able to appreciate a mature woman’s body. Was it making you uncomfortable?”
D: Yeah… especially when…
J: When what?
D: When I got hard. It’s straining underneath my underwear.
J: Ok… it’s alright son. Don’t worry about it, it’s a normal reaction for a man. I will get you some boxer, you should be more comfortable with that. Are you ok with mom not wearing a bra for these few weeks? After my rashes get better I will wear them back.
D: It’s ok mom, I like you without bra hehe.
J: You cheeky boy!
The seductive look that Jessica gave Damian hope of getting more intimate with mom. So besides that nothing much went on for the rest of the day. He asked me how he should proceed from there?
Me: Well from what I hear, your mom doesn’t resist more sex related topics with you and that’s a good thing. You need to desensitize her to your big cock. Does your mom go into your room in the morning to pick up your dirty clothes?
D: Yeah not every day, but she does.
Me: Good then you sleep naked. Timing is important. Morning before she comes in make sure your cock is fully exposed for her to see and pretend to be sleeping.
D: Ok sounds good.
Me: Create more “accidental” exposure to her when you masturbate. Masturbate with your door open or take her used panties and cum into them, then put it back for her to find it soiled with all your cum.
D: Ok ok. This one no problem. You really sound very experienced, are you sure your son never poke you?
J: Poke your ass.
D: Poke by you I ok if you let me poke you back.
J: …. You really are one nasty boy. But I like lol. So just try these and see what happens.
D: Send me your sexy pic can? Help me masturbate.
I scrolled through my phone to find a pic of me taken when I tried new lingeries that I bought and sent to Damian.
D: Fuck… you are smoking hot. Wait.
Ding! Damian sent me a new pic. It was a wider shot showing his computer desk with him on his chair, both hands on the arm rest but his dick was fully erected, pointing straight up. He blurred out his face too. Can still see he was quite muscular and ripped, even more ripped than Aaron but that cock… mmmmm….
D: See how hard you made me.
Me: Noti boy, try to seduce auntie here with your big cock?
Then a picture on his desk caught my attention, somehow I found it familiar, like I have seen it somewhere. Damian forgot to pixelate out that picture. Maybe he thought it was too small and couldn’t figure out the person inside. I told Damian chat later, I need to confirm if my memory was correct. I went to Damian’s room and found that he was in his sister’s room… I started to get worried. Sigh… I hope Aaron didn’t forget his condom. Yes I bought it for him. It would be disastrous if Alice got pregnant. Dad was out as usual drinking with his friends. The cat not around the mouse all come out to party.
I went to Damian’s computer desk and I saw that photo frame that I found familiar. It was a photo of Damian and his friends at school, taken after a football match. I took out my phone and took a shot of that photo. I returned to my room and transferred Aaron and Damian’s photo to my laptop. Putting them side by side, it became clear they were the same photo. So Damian was one of those guys?
Me: Btw how tall are you?
D: 1.8m. Why?
Me: I like tall guys. Do you play football?
D: Yeah, you want to be the goalkeeper? I wanna score you.
Me: Score your mom first then I consider hehe.
D: One day you will beg me to fuck you ;D
Me: I look forward to that day.
I looked at that photo again. It has 5 guys in it, all standing. I knew Aaron’s height, he was the second tallest in the pic. Only 1 guy was taller than Aaron and Aaron was 1.74cm tall. The other three guys were shorter than Aaron. So Damian is the tallest dude? I studied his face closely, quite a handsome man with a great smile. I recalled that Aaron once brought home a friend after a football match, and said that they will go swimming at the pool downstairs. Interesting… I was chatting with one of Aaron’s buddies at school. I looked at that photo again, this time imagining they were in the same room with me, using me to satisfy their young lust. I got wet thinking of it, how they would pound me one after another, raining their cum all over me. Oh god…
Dear Dairy:
The next few days nothing much happened. Damian texts me his new progress daily. He said he purposely bought a mini wireless camera that angled towards most of his room facing his door. He wanted to monitor mom’s reaction when he *accidentally* exposed his cock to her in the morning. He was really sleeping naked without covering himself as he was not sure which day mom would go to his room to collect his dirty clothes. Initial few days nothing happened. Then finally he got something. That morning mom came into his room. From the recording he saw her suddenly paused in her track, eyes widened and staring at his cock. The camera captured her expression clearly.
She stared at it for like five seconds and she turned and quietly shut the door behind her. Her shifty eyes were scanning Damian’s room, picking his strewed clothes and constantly glancing back to his big cock. From the video he can see that mom’s breathing started to get short and quicker. She was alternating her stare between his face and his cock, worried that he might have woken up and caught her standing there, admiring his morning glory. At that moment Damian was really sleep soundly, unaware that mom was transfixed by his cock. Looking at the playback Damian was really excited to see mom obviously interested in his cock instead of walking away quickly.
When he thought mom was going to do something she suddenly turned and left his room but left his door slightly ajar. Damian was thinking “oh mom is not interested” and fast forward the video a bit, only to see mom returned. She picked up the clothes she collected earlier and put them on his computer table. So mom had returned to her room to get her phone and started to take pictures of his cock. Damian found it amusing that mom was taking pictures from different angles, far and close up shot, looking nervous like a thief. After she was done she gave his cock one last lingering stare before she exited his room.
Me: Wow I think you have a solid chance to up your own mom. She must be using those pictures to masturbate.
D: You think so? Did you use my cock pic to masturbate also?
Me: Oh yes… I sure did. You made me so wet with your hard and big cock.
D: Really!!
Me: Just kidding.
D: You are one big cock tease you know?
Me: I know.
D: So what should I do next? I mean with my mom.
Me: Well even if your mom wants to try something, your dad at home will be a huge red flag for her.
D: I think dad is going for a business trip tomorrow.
Me: Oh really? Wah perfect timing. Judging from her reaction, she just needs a little push to let you poke her. How long will your dad be gone?
D: Think 1 week.
Me: Ok. I bet tomorrow morning she will come into your room again for sure. This time you better not be sleeping. Get yourself super hard when she comes in. If she reaches for your cock and touches it, confirm she wants you.
D: If she touches me, what should I do?
Me: You need to be awake after your cock is in her hand. Act surprised. The rest you own time own target. How far you can go is up to you already hehe.
D: Can you meet me and we have a rehearsal first?
Me: In your dream baby!
D: One day I will pin you under me and pound you until you beg for mercy.
Me: Oh yeah? I look forward to that day then.
Dear Diary:
It was the weekend and I decided to go to Aaron’s school to watch him play football with his friends. I was sitting next to a pretty woman about 2 meters away from me. She was like me alone and cheering for the boys in the field. I cheered when Damian passed the ball to Aaron and Aaron scored!
“Way to go son!” I waved to Aaron and cheered. I saw the woman next to me looked at me and I proudly said: “My son!” I pointed to Aaron.
“My son was the one who helped him score”, she smiled and said.
“Oh really! You are Damian’s mom?!” I said.
“You know my son? Sorry I am Jamie. Nice to meet you!” Jamie moved closer to me and reached for a handshake. So this is Jamie that Aaron wants to poke I thought.
I shook her hand and it was soft and smooth. I studied her quickly. She has black medium length wavy hair with blonde highlights and a diamond shaped face with light makeup. She held my hand longer than usual and I thought she was being friendly. I looked down at her boobs as women like to compare our body with another woman. She was big. Not as big as mine but close. I thought I caught a hidden glimpse of lust in her eyes when Jamie realized I was checking out her boobs. Jamie was sitting really close to me and her thigh was touching mine. As I wanted to find out more about Damian and his mom, I didn’t say anything about it.
“Hi Jamie, I am June. Your son Damian is my son’s best friend. Sometimes he comes to my house to enjoy the pool with Aaron”, I said.
“Didn’t come with you hubby?” I asked.
“Oh he just went on a business trip, and…” Suddenly she saw Damian scored this time and her closed fist shot up to the air cheering loudly for Damian. “Yes!!”
I was surprised when she suddenly turned and hugged me tightly. I could feel her boobs pressing on mine. The hug lasted a tad too long before she let go and sit back straight.
“Sorry… I was so happy that my son scored! It’s my habit to hug people when I feel like celebrating," Jamie said apologetically. I was thinking wait til your son scores you Jamie you will be even more “happy”.
It was a few seconds of boobs touching over a few layers of fabrics. But I thought I liked that sensation. Was it because of my 3p with my daughter and son that I was becoming bi-sexual?
“Are you free later? Wanna go for a drink with me?” Jamie asked eagerly.
“Urh… ok. I will ask Aaron to go home on his own, cos I was originally planning to drive him home” I said. Maybe I can fish out some juicy details regarding her attitude to Damian?
“You drive? That’s great! Cos I don’t!”
Apologies on some name mixed up. Damian’s mom is Jessica not Jamie.
Dear Diary:
While driving Jessica suggested finding a pub at Neil’s road. We picked a relatively quiet pub. After we got our drinks we started to chit-chat. Jessica was extremely bubbly and quite a chatterbox. I intentionally guided the conversation to our sons. I pretend to confess to her that Aaron seems to be interested in me as I caught him masturbating with my panties. I asked her if Damian has a similar issue?
“Oh gosh! I can’t believe it! Me too! Damian does the same thing!” She exclaimed, realizing her over reaction and lowered her voice.
“How did you find out?” She asked.
I told her while doing my laundry I found my panties soaked with Aaron’s sperm. She said she had the same experience.
“How did you handle it?” Jessica nudged closer and whispered.
“Well I just pretend it didn’t happen” I said.
“Just like that?” She said.
Then I told her I found Aaron naked in the morning in his own bed and saw his big cock greeting me. She was surprised I said “cock” but somehow she became less prohibited in her choice of words.
“Was it big… like this big?” She made a gesture with her hands.
“Don’t tell me this was Damian’s size? You saw his dick?” I acted surprised.
“Yeah… haha. Recently I caught him masturbating with his door open. I think he did it purposely”, she sighed suddenly.
“Why sound so sad suddenly? You should be happy your son has a big one haha”, I winked at her trying to cheer her up a bit.
“Haiz… I have been dry for a long time. Seeing a big hard cock but cannot touch is torturing you know”, she downed her glass of gin in one gulp and ordered another one.
“Hey take it easy! My husband rarely touches me too. How about you?”
“Well we are in the midst of a divorce. He got another woman outside, that bastard!” She downed another gin.
We chatted more and more and felt like long lost friends. We have a lot of things in common too. As Jessica drank more and more she started spewing her dark secrets to me.
“I tell you a secret, don’t tell anyone ok?” She said.
“Of cos. I love to hear secrets”, I answered.
“Actually, I fantasized… about my… son…” She said with glassy eyes. “I wanted to suck his COCK. Hahaha….”
Luckily we were alone in the pub. If not, her drunken confession is going to raise a few eyebrows.
“Wow! I don’t know what to say. That’s some hardcore shit!” I said.
“Do you fantasize… your son… too? I bet… he got a BIG cock… like my Damian!” Jessica suddenly leaned over and hugged me.
“I am so happy to know you June! I like you!” She did something unexpected and French kissed me! I can feel her tongue chasing mine. I was temporarily shocked and lost in that kiss. I kissed Alice before while having fun together with Aaron. Jessica’s kiss felt different. She actually made me feel horny. I have to end that kiss as I am still aware that we were in a public place.
“Do you like me June?” Jessica leaned over and tried to kiss me again.
I stopped her with my hands and decided we had to leave. I left her resting at our corner seat and settled the bill. When I got back to Jessica she could barely stand and walk. As we walked past the bartender he gave me a knowing look.
“Jessica, what’s your address? Jessica??” It was hard work getting her to my car. She was not responding. Shit. Now what?
I decided to drive her home and let her sleep in my bed instead, since Matt was out of town again. Soon I reached home and I called Aaron to come down and help me.
“Auntie Jessica!” Aaron was surprised to see Jessica.
“You know Jessica?” I asked.
“Of cos, Damian’s mom! What happened to auntie Jessica mom?” Aaron was obviously checking out Jessica’s boobs.
“We went for a drink and she got drunk. Do you know where she is staying?” Jessica was lying in the back seat, dead drunk, her legs were open and Aaron was staring at her pussy that was barely covered by her G-string.
“Don’t know mom…” Aaron was drawn to her pussy like a magnet.
I smacked his ass and gave his cock a hard squeeze. “See until it’s so hard already. Why? Want to fuck your best friend’s mom is it?”
“Can I mom?” Aaron dare to ask such a silly question.
“Having sex with a drunk women is considered rape. You want to go to jail? Now help me bring her to my room, you call Damian and tell her Jessica is staying the night with us”
Dear Diary:
After I got Jessica on my bed with Aaron’s help, he was still snooping around. I shoo him out to do his own things, told him I can handle Jessica alone. I closed the door and locked it. Thinking back now, I locked the door was a sign of my lust for Jessica. I left her on my bed after removing her heels and went to take a bath. Helping her to my house was making me sweaty all over.
I prepared the bathtub with hot water running then went back to the bed to check on her. She was still sleeping. I began to strip naked and I felt a strange rush undressing in front of a drunken woman laying on my bed. I touched my own breasts while standing over Jessica, staring at her equally heavy assets. I wanted to undress her so I can compare mine with her and see who is bigger.
Then my eyes strayed to her pussy. Her one piece dress has hiked up while she sleeps exposing her pussy, covered by a modest red G-string that wrapped around her puffy pussy lips tightly, accentuating the folds of flesh under it. Although I am a woman, I couldn’t study my own pussy like how I can study Jessica’s pussy. This is the thing that drives man crazy. While I have tasted Alice’s pussy, I have never tasted someone my age.
However I remained cautious about my actions. I went on to soak myself in the bathtub for a good 15 minutes while watching Jessica through the opened door. As I watched her I imagine Damian fucking her, then Aaron fucking me, then we had a big orgy session. I began to touch myself and wanted to just get out of my bathtub and have some fun with Jessica. My thoughts got interrupted when my phone lit up with a notification. I opened the message and it was Aaron.
“Mom I need your help now”, below it was his big awesome cock pic.
“Why? See your auntie Jessica you become horny?” I answered.
“Yalor… she got me damn hard thinking about her. Too bad you don’t let me fuck her”, Aaron texted back.
“Ok I will come over in a min”, I was feeling the need to release too. I needed my son to pound me as hard as he could tonight after Jessica planted that seed of lust in me.
I changed to sexy lingerie and walked over to the side of the bed that Jessica was laying. She looks sound asleep. I took my phone and took a few pics of her, some highlighted her G-string clad pussy lips and some her huge knockers. Then I bent forward and whisper to her ear: “Sweet dreams honey, I am going to fuck my son now…”
I walked out of the room and closed the door lightly. I didn’t know Jessica opened her eyes the moment she heard the door closed.