My MILF, His mother lovingly guides him in the ways of sex, incest stories, I was always very close to my Mom. In some ways I felt like my Mom and I were the family, and my father just lived with us. When my friends got to be adolescents, they got distant from their mothers, and even hostile toward them. But I felt as close to her as ever.
I didn’t start dating until I was 18, but when I did, my Mom would always want to talk to me afterwards about how it went and give me advice. At those times, she felt more like a close female friend than a Mom. I remember how, after one of my first dates, she asked for details of how the date went and then finally said, “So? Did you kiss her?”
“No,” I said, blushing.
“Why not?” she said, giggling. “It sounds like she liked you!”
“I don’t know. I wasn’t sure if I should.”
“Ask her out again, and this time stop at the door when you’re walking her in. Don’t say anything, but just look at her and smile. If she stares back, then she wants you to lean in and kiss her.”
I followed my mother’s advice, and got my first kiss. She hugged me happily when I told her about it that night.
I soon had my first girlfriend. After she and I had started necking, my mother asked, “Have you touched her boobs yet?”
“Mom!” I protested.
“Oh come on!” she giggled. “Do you think girls don’t like that too?”
Suddenly, I had an image of my Mom when she was my age, getting felt up by a boy. The thought was disturbing, but I couldn’t stop thinking about it.
“How do I know if she wants it?” I asked.
My Mom moved closer to me on the couch. “When you’re kissing her, put your hand on her arm like this. Then slowly move it up toward her neck.” She acted it out as she described it. Suddenly her hand didn’t feel like a Mom’s hand. It seemed so tiny and soft. “Then caress her neck with your fingertips and move it slowly down toward her chest.” I felt my mother’s hand slide down. “If she doesn’t want it, she’ll shift her arm to block it. But if she doesn’t block it….” My mother just smiled, her eyes bright.
On my next date, I not only petted for the first time, but my girlfriend even rubbed me through my pants until I came. Of course, my Mom wanted to hear about all of it afterwards, but I was shy and didn’t want to tell. She kept insisting and finally started to tickle me until I told her everything. But her face froze when I said that I had orgasmed in my pants.
“Are you mad at me for messing up my pants?” I said anxiously.
She smiled, putting me back at ease. “Oh, no, no, sweetie. It’s just that…you’re growing up so fast.” She studied me for a moment and said, “You’d better change out of those wet shorts, though.” I headed to my room to change. I was surprised when I saw Mom had followed me in.
“Mom, I need to change.”
“I know. Just take them off and hand them to me.”
“Mom! I’m not going to change in front of you!”
She laughed. “Don’t be silly I used to bathe you, for goodness sakes!”
“But I’m not a little baby anymore.”
She looked a little pouty. It was strange to see that expression on her face. Mothers don’t pout. They get angry or disappointed or sad, but they don’t pout.
But she said, “Okay, okay. I’ll be in the laundry room. Bring it to me there.”
I took off my shorts. They really were soaked. I didn’t know I had that much cum in my balls I set them aside and put some fresh shorts on. I started to reach for my pants…but then I stopped. Without asking myself why, I picked up the wet shorts and walked down to the laundry room in just my shirt and fresh underwear.
When my Mom saw me come in she giggled but didn’t mention the fact that I had no pants on. I was blushing as I handed her the shorts. She inspected them very carefully. “God, they’re SO WET!” she laughed. She even sniffed them before putting them in the washer with some other clothes. As the washer ran, my mother climbed up and sat up on the dryer. We talked and laughed, but I have no idea what we talked about. All I could think about was how I was down in our laundry room in my underpants, talking to my Mom, who was wearing a skirt and sitting high up on the drying machine. She giggled and kicked her legs a little as she talked. I kept reminding myself that we weren’t doing anything wrong or weird. Were we? We were just talking, after all. And I wasn’t wearing any less clothing than I would be at the beach.
We heard the sound of the garage door opening, which meant that my father was home. My mother and I both looked kind of nervous. My mother quickly handed me some pants from the laundry pile. We went upstairs and were innocently watching TV by the time Dad came in.
That night, as I lay in bed, I slowly stroked my cock. My fantasies flipped back and forth from my date to images of my Mom sitting on the dryer. Fortunately, I had a sheet over myself (and over my hand) because my Mom quickly walked into my room without knocking. I moved my hand and tried to look nonchalant, even though I was flushed. My Mom sat down on the edge of the bed. She was wearing a satin chemise. I was very nervous, wondering what she wanted.
“Sweetie, your father and I need some privacy tonight, but I have to leave the bedroom door open because it’s kind of hot. So don’t go wandering out into the hall, okay?”
I nodded.
“I knew I could trust you,” she said. “I’ll just tell your Dad you’re already asleep.” She leaned over to kiss me goodnight. I felt the warmth of her body, and smelled her perfume. She held my gaze for a moment before getting up and heading out of the room.
Part of me wanted to grab my cock again and pound it fast and hard to an orgasm. Instead, I slowly caressed it, waiting for the sounds I knew were coming. Often in the past I had heard the creaking of my parents’ bed, followed eventually by my mother’s moaning. Like many curious kids, I had sneaked out of my room and listened at their door. On a few occasions, I had even tried to open the door to get a peek, but it was always locked. Consequently, the sounds were always muffled and unclear. But when the sounds started tonight they were louder and more distinct. I could even make out some of the words my mother was saying:
“Yes…fuck me…it’s so big and hard in me…suck my nipples….uhhh, yes, bite them…harder, please.”
I was on the edge of cumming, but I held back. I wanted so much for this to last. Then I heard some words that really surprised me:
“Fuck me, Daddy. Fuck your little girl.”
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