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[intimate-stories-blog]

First time

I was fourteen at the time and started to discover my sexuality for the past year. Caressing myself, enjoying my first ejaculations. Realizing that my vision of the world changing, in particular the way i was seeing woman from a maternal side to a sexual attraction and desire of the curves. Older woman between thirty to fifty just turned me on. With internet, research and development of my fantasy were easy to satisfy but still were wondering of the touch of a woman. I used to stay oftenly to my grandma place on the weekend as my parents were working and my activities were closer to her place. Beautiful woman in her sixties, curvy and sensual. Same for my aunt who took from her mom. A younger version of her in her forty. My grandma was an active woman and single since my granddad died ten years ago. She never used to be shy around me, getting out of the bathroom in her undies or in night dress. Until this past year, i never realised how beautiful and attractive she were. The idea of having sex with her or my aunt started to be omnipresent in my mind and fantasy. As my grandma left to go out with her friends, i got curious to see her lingerie and have a peek in her drawers. Starting with the lingerie, sweet perfume of hers, sexy and sensual lingerie colorful. I started to be aroused and getting really hard. The lingerie did the trick but mostly the fact of being naughty and looking in her stuff. I hept looking feeling the excitement and adrenaline running through my body. I started to caress myself trought my pants all tight as i was damn hard and getting wet. Feeling my cock throbbing, sweet feeling when you start discovering your penis for a young man. My research wasn't vain as i found a vibro and dildo hidden in the back of a lower drawer. Got my curiosity and imagination running. Having in my hands, wondering their use and how to use them. Those images of her using them made me wild but couldn't grasp the full mental picture of it because of my inexperience. Don't really matter at that age, made me take of my pants and caress myself gently as my imagination did the rest. Cumming with intensity as for the first time, i could relate and fantasize more clearly. My legs shaking, i clean up and put back the toys. Then went to bed, still over excited and full of questions. My grandma comes back, it woke me up but i stay in my room and stay silent. She moves around in the house then stay in the living room, my curiosity takes me to have a look at what she is doing. She is on the couch in her dress passing her hand gently on her body. Makes me wonder what is she doing. She open slowly her legs and start touching herself and moaning. The view and sound of her doing so makes me hard again in a second. I caress myself through my pyjamas, hand enjoy the view. She finishes before me amd almost caugh me as she stand up. I rapidly go back to bed and wait for her to go to bed, still caressing myself too excited. I cum again then fall asleep. I woke up the next day and act like normal but can't stop thinking of last night and watch her more carefully. A month pass where i caught her using her toys and listen through the door as she does so. Spying on her gives me a rush of adrenaline every time, feeling that i truly enjoy. As i kept spying on her and fantasize on her, i realize that she is really active sexually and seems lonely and craving for attention. That's when i decide to try to play on this card and my apparent innocence. I try to figure out how to bring the subject or take advantage of a situation who would be in my favor. One saturday night, she goes out with her friends and comes home a little bit drunk. I am awake and listen carefully so i can determine what is she doing. She goes to bed stray away but some light sounds comes from her room. I stand out of my bed and try to listen more carefully. I can hear the vibro and she is moaning really loudly compared to usual. I am so damn hard but still trying to find the courage to do so. I go back to my room without making a noise, after a few minutes. I say to myself that it now or never, and convince myself that even if it doesn't work. Showing it all hard to her will be in any case a turn on and source of future fantasy. I know that i am bigger than normal which boost my confidence. I go out of my room acting normal and then knock on her door. She seems surprise by the sound in the room and ask me: what is it? I tell her that i have a few question i would like to ask her and feel a little ashamed to ask them. She tell me: okay, come in. Only a small light in the room and she is under a sheet but can still see her bra. I get close and try to hide my manhood as best as i can and act shy. She ask what is it that i am ashamed about and i tell her that i have something that doesn't come down and don't know what to do and seek her help. She doesn't seem to grasp the situation as she a little bit drunk. She says: what do you mean? I play it shy and take advantage of the situation. She sees that i am incomfortable and try to reassure me by sayimg that i can talk openly to her. I am really hard and the view of her breast and bra helps me as much as the situation. I say okay to her and tell her don't laugh as i stand. I lift my t-shirt and start taking down my pants. I watch her face getting incomfortable as i take my pants down. Then her looks goes from chock to wondering and enjoying it. I tell her that it is really hard for the past hours and don't know what to do. She struggle to find her words and can see her legs starting to move. She says as she try to look at me rather than between my legs, that it is normal. She is curious and enjoy it, i can tell. I will help you this time as she says. I say timidly thanks. She tells me, put your hand on it and gently go up and down. Try to feel what make you feel good. I caress myself in front of her, i enjoy the situation and feel my heart racing. I’m getting wet of excitement and see her eyes devouring every second of it. Her hands goes under a sheet, she starting to caress herself. I, then tell her that it is weird and wonder if she can show me. She doesn't know what to say but move her hand toward my cock. The feeling of her soft hand on it make it throb. The way she grab it firmly but gently jerk it. She smiles at me and ask me if it is better. I nod to say yes. Her breath as mine start to accelerate and be heavy. Her hand is getting faster under the sheet. The pleasure is too intense that i can't control myself and start cumming all over her hand and upper body. She is surprise but keep stroking me to make me cum all the way. I can tell that she knows what she is doing. She then bent gently toward my cock and lick it. Her tongue makes me shiver and my legs are shaking. She takes it in her mouth and clean it of all my cum, then lick her hand. She lost control and her inhibition are off. She smiles at me and says at it is good, i never came that intensively before and barely feel my legs. Seeing her smile and covered of my cum keep me so hard. She looks at it and says: should go down now, i reply sadly no, doesn't seem like it. Oh god she says, then let see if it is the case. I was satisfy with what happened but she took off her bra, showing her beautiful breast, i lost control but didn't care and just followed what was coming next. She took my hand and put it on her breast. Big and firm, didn't knew what to do with them. She takes my cock in her hand and start caressing herself and me. She ask me: do you like what you seeing? Am i desirable to you? I say yes with a shaking voice. You are big for your age and really hard, a woman like that. She take off her undie and tell me to lay down in bed. I lay next to her and start caressing her body, she pass her hand on mine and slowly drive it between her legs. So warm and wet, she tells me that it is like that because of me. She says put a finger in and move it in and out. I execute and feel her hand on mine giving the rhythm and how much pressure. She says that it is heaven for me and if i want to try to use my cock to replace my finger. I ask her if it will feet as it feel tight. She says don't worry about that. She show me the way between her legs and takes my cock in her hand. She caress the tips of it agains her wet lips and puch it in and out gently. This feeling on my foreskin just make shake as i go deeper and deeper in her. Feels good she says, it has been a long time since i felt some skin on and in me. I am at lost and can't really understand and manage this wave of pleasure coming and this feeling on my cock. She says move your hips as you feel it and enjoy. I do so. I start slowly and accelerate, she moans loudly and differently than what i heard previously. The pleasure is here, before i realise it. I already came but can't stop as i wanna please her. She realize it by my small break in my hips movement and the throbbing of my cock inside her. She smile at me and tell me to keep going like that. She will cum in a second. I feel my cock being contracted and her body tensing up as she let out a sensual and powerful moan. We both relax our body and lay down on her. She tell me, thanks you Josh. I needed that and it is a great gift from you. Made me blush and being shy. Now go back to your room and sleep. As i go back to my room naked and see my cock all wet of her cum and mine. I realize that i had sex for the first time and that the touch of a woman is something unique and sensational. I crash down in bed and fall asleep straight away. A first time that i will never forget and that will drive my imagination crazy for sure. I woke up the next day late and went down wondering what to do and what to say. I knew that i wanted her but not what it would mean after that. I go to the kitchen and she smiles at me: morning josh, slept well. I say yes. You are a good young man, but it will never happen again. Made me sad but understood the reason. Yet couldn't stop my body to react and crave for her, my pants were getting tight as i was eating my pancakes. Hoping that it will happen again no matter what.