Losing my very young virginity to a divorcee
The first time I lost my virginity lives rent free in my mind. It was truly a special moment for me. I think this is where my love for young ones came from. I’d always been a horny kid. I’d always sneak peeks of my mom’s stash of 70s Cosmo mags and look and the few pics of topless women and jerk off to them. All this before I was 10. That year, we had new neighbors. There was Esther, her then husband, and her two daughters. Lacey was her oldest (I think 23) and her youngest was in my grade. At some point I guess she divorced because I never saw the husband again.
I always looked older for my age and I remember Lacey would cat call me from her bedroom windows hen I’d do yard work. Their bedroom windows faced the side of our garage where the yards were divided by a chain link fence and a row of bushes. After awhile, Esther would join in cat calling me. One Saturday I decided to give them a show. I stopped and flexed as best as I could. I wore a very loose tank top and my gym shorts from school. The hoots and whistles got louder. I decided to give a little more. I took off my shirt and flexed more. Then I pulled my shorts and underwear down to reveal my hard and slightly hairless cock. I proceeded to jerk off to the sounds of their embarrassed laughter and whistles.i smiled and pulled my shorts back up and went back to mowing the yard. After that, id get little smiles and winks from Esther and Lacey when I’d see them outside in their yard.
I used to ride my bike a lot I’d go for long rides starting early in the morning, especially over the summer. I was big in to the Tour de France. One morning as I was walking out the back door of my house with my bike, I saw Esther in her back yard on her patio with a large chest of drawers. She was wearing this large pink t shirt. I had on a tight t shirt and bike shorts. As I walked my bike around the garage between our houses, I saw Esther struggle to move the chest. I stopped and asked her over the chain link fence is she needed some help. She thanked me and said she would appreciate it.
I walked my bike around her house in to her back yard to her patio. Now, Esther was not slim by any means. She was white, older, about 54. She had greyish brown shoulder lenght hair. She was chubby with huge breasts. As I approached her, I could tell as she tried to move the chest she wasn’t wearing a bra. My mom’s breast would move the same when she was around the house with out a bra.
Esther told me to becareful moving the chest as she had stained it the other day but some spots still seemed a little wet and tacky. I took my shirt off and proceeded to try and move the chest of drawers. She told me to move it inside in to the dinning room. There sliding glass doors that opened up to the patio from the dinning room. I finally got the chest all the way in side and I was a little out of breath. Esther noticed I did get some of the stain on me. She grabbed some paper towels, moistened them in the kitchen, and came over to me and proceeded to try and clean up the marks of stain on my body. I stood there as she talked under her breath complimenting me on my young body. I could see her large breasts dance under her shirt.
She leaned in closer and I tried to put my hand on her for balance. Instead of her shoulder, my hand landed on her warm soft breast. I immediately started getting hard. Those old spandex bike shorts didn’t hide much and Esther noticed. She also “noticed” I got some stain on my bike shorts and started to rub around my buldge. “You’re turning in to quite a man, ” she said. I moved my hand from her breast to her shoulder as she stood up from being slightly bent over. I didn’t think she noticed I had my hand on her breast as she didn’t say anything, but she noticed. As she continued to rub the wet wad of paper towels around my buldge, and eventually stroking my buldge, she noticed I was staring at her breasts. She said she could tell I liked them and asked if I had ever seen a woman’s breast for real or just in “nudie mags”. I said no.
Esther proceeded to take off her large pink tshirt. Her very ample saggy breasts fell loose. She was slightly tan and freckled and she had large nipples. She stood there wearing only a pait of satin-ish brief style white panties. She let go of the wad of paper towels and cupped and rubbed my 11 year old buldge. She could feel how hard I was and told me I could touch her breast if I wanted to to. It felt so soft and warm in my hand. I immediately got harder. I heard her say she couldn’t get the stain off my bike shorts so she’d wash them so I “wouldn’t get in trouble for getting them dirty.” She asked if that was ok and I said yes.
I felt her thumbs go on the inside of my bike shorts and underwear as she pushed them both down. My young hard, semi hairless cock almost springing in her face. As I stepped out of my shorts, she picked up my shorts and underwear and put them on the dinning room table. I could see her admiring my body, my young erect cock pointing hungrily at her belly. She reached down and proceeded to stroke my cock. I shivered at the amazing sensation. Again, she told me I was becoming quite the young man. She asked me to follow her.
She released my cock and I followed her down the long hall way to the bedroom at the end. I saw her stop infront of her bed and pull her panties down. As she bent over to pull them off, I could clearly see her thick bush between her thick thighs. She turned and sat naked on the edge of the bed as I entered the room. She motioned me over to her. As I stood in front of her, she gripped my cock and stroked it. She asked me if I had ever been with anyone. I said no. “Well, let mama teach you a few things, baby,” she said with a smile.
I don’t know how I didn’t shoot my load immediately, but I then saw Esther’s head go down and I felt my cock wrapped in wet warmth. My first blow job. I groaned. I felt her hands on my hips pull me closer. I put my hands on her freckled shoulders. It felt amazing. I started breathing harder and trembling. I had never felt a sensation like this. My heart raced. I heard Esther take my cock out of her mouth with a “smack” sound. She wiped her mouth with her fingers then sucked them as she scooted back on to her bed. As she laid back she patted the spot on the bed next to her curvy, naked , rubenesque body for me to come to her. Her body looked amazing to my 11 year old eyes. Her ample breasts sagged to the sides. She had a bit of a belly, a true mom’s bod before they were a thing. Her bush was thick and full.
Like an idiot (I was 11, almost 12), I got in the bed and lay NEXT to her. She laughed and said, “No, baby. Come to mama.” She guided me up as she spread her legs. She moved me between those warm thick thighs and this huge tuft of pubic hair (she’d obviously never shaved nor trimmed in her life). She pulled me close. I was on my knees. She grabbed my cock and pulled me closer. I felt her rub the head of my cock against what I could now see was a pair of large lips. I felt her push me in. I gasped. She put her hands on my hips and made me trust. “Mmm, just like that, baby. Mmmm, you are a man, ” she said. I looked down, watching her saggy breasts and belly jiggle with every thrust. I began to move my hips more on my own.
I thrusted faster, leaning forward, placing my hands on the mattress to brace myself. My head spun. My heart raced. Esther moan and kept saying, “Yes, baby! Oh yes!” I felt a build up I had felt whenever I jerked off to my mom’s magazines or to the lingerie sections in the circulars from the stores. I felt that same throb and release as I shot my young, warm load for the first time in to a woman’s womb. I gasped and groaned. “Yes, baby! Yes! Mama likes that!” Esther shouted as I continued to throb sending what o could only assume was a large amount of adolescent cum in to her older body.
As my heart slowed as well as my throbbing cock, I collapsed on her warm soft body between her sagging breast. I was in heaven. Until I realized I just came in a woman and that’s how babies are made. I sat right up and Esther stopped me. I think she realized my shock of my cumming in her as I apologized for it. She comforted me and pulled me close between her sagging breast. She hugged and rocked me and told me how I made her feel good. I felt relaxed now and quite happy. I rolled off of her, a string of cum from the head and shaft of my semi soft cock to the opening of her now swollen lips laid across her left thigh. She sat up and grabbed a small towel. I watched as she squatted on the edge of her bed wiping up my creamm she laid back and rolled over, and started to rub me clean. She stopped and looked at me and asked if I liked how her mouth felt earlier. Of course, I said yes. She proceeded to luck and suck on my young soft cock, still gooey and sticky. I laid there enjoying her warm mouth as my cock grew.
“Looks like your ready for mama again, sugar,” she said as she struggled to sit up. She proceeded to straddle me, reaching down with her hand to grasp my cock and guide it in. I remember her heavy breathing. I remember the smell of cigarettes (she smoked) mixed with the sour smell of sex and cum. She grunted as she rode me. Her large saggy breasts in my face. I grabbed and kissed and rubbed them. I felt the weight of her body on me. She felt so warm and soft, and being older, a little loose.
I felt and watcher her rubenesque body giggle as she rode me. I began to thrust upward. I felt that familiar build up in my balls. It felt so freeing to be able to release my load in her. I was euphoric. I felt her push harder against me, greedily taking my young seed. Then, she leaned in and we kissed. It was wet and sloppy.
We talked for awhile after, laying there sticky. The room smelled of sex. This wouldn’t be the last time for us. For the rest of the summer and following three summers, I would visit my older lover and teacher. I would sneak out in the middle of the night and crawl in to her bed. In the mornings, she’d have the patio door unlocked. Sometimes I’d come in and she’d only have on a pair of panties, or she’d be completely naked. Sometimes she’d be in bed waiting for her young lover. Or, I’d find her in her shower and I’d join her. I’ll never forget Esther and what she taught me about young love and how beautiful it would be to guide and love my own young one.
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