My very first sexual experience
The first time I had experienced anything close to sex sent me down an unexpected road
I didn’t meet my father until I was 7. My parents had a tumultuous relationship. Mom was an alcoholic and Dad wanted nothing to do with her because of it. The first time I met him was when they were getting together for what I can only assume was a booty call. He didn’t stay, and I didn’t see him again for a few months after.
I didn’t realize this as a child but Mom apparently had an incredible libido. If it wasn’t my dad spending the night, it was “Uncle” Jim, or “Uncle” Ron. My mom was a bigger woman, if I had to guess I’d say between 230 and 250lbs. For a big woman, she got laid a lot. My earliest sexual memories were listening to her thru the wall or standing outside her bedroom door. Mom was loud and loved talking dirty to whoever she was with and that always turned me on.
When I was 10 my mom had lost her job due to her drinking and we’re were forced to move into a small apartment with my aunt and her son, my cousin, and my grandfather. Grandpa had his own room, my aunt and cousin shared a room and mom and I shared the 3rd bedroom. The loss of her job made her drink more and spiral into a pit of depression. She stopped having men over because she was sharing a room with her 10 year old son. Finding time for sex with a kid always around was difficult.
For my 11th birthday we had a small party. Dad even showed up. Turned out to be the last time I ever saw him, but that’s a whole other thing. They both had been drinking and as the party settled down we all went to our room to watch a movie. Mom and Dad were in Mom’s bed and me in mine. I was too into the movie to notice them fooling around under the blankets. Every once in a while mom would try to cover it up by saying Dad was tickling her.
When the movie ended mom told me it was bedtime and I had to go brush my teeth. “Take your time and do a good job too” she said as I got up and left.
Being an 11 year old boy I didn’t have much interest in brushing my teeth so my plan was to just hang out in the hallway for a few minutes to make her think I did it.
I left the door open a crack when I left and as I did I heard my mom whisper, “C’mon, fuck me”
It wasn’t the first time I had listened to my Mom having sex, I had done this countless times before. In fact this is what got me started masturbating. It had been some time since I had gotten to listen to her dirty talk. She was whispering this time. “Deeper! Deeper! Oh, God, you’re so deep! Fill me up!”
Dad let out a muffled groan. I peeked in thru the cracked door just in time to see Dad roll off her. “I’m so close” she said with eager whine.
I see some fast movement under the cover. It appears Dad was fingerings her trying to get her off.
“Oh God, Yes!” mom squeaked
In mid orgasm I decided to pop in. “What are you guys doing?” I blurted out.
Mom popped up into a sitting position biting her bottom lip still coming down from her climax. She was wearing her sexiest nightgown. It was a blue silky tank top with black lace trim. It only traveled far enough south to just barely cover her ass and vagina. It was noticeably too small for her full figure and very revealing. Her 46DD breasts hardly stayed inside of it. This time it didn’t do its job. One of her tits had fallen out and it was all I could focus on. She began explaining what they were doing but I heard none of it. I had seen my mom naked many times in my youth but this is the first time seeing them with an erection in my pajamas.
“It’s bedtime now” Dad interrupted.
When I woke up the next morning Dad was already gone. Mom, was sitting at the kitchen table already drinking again.
For the next week all I could think about was my mom’s breasts. I walked around with a hard on 24/7. The, following Saturday, she was wearing the same nightgown but no guy was coming over. She was drinking all day and had gone to bed. Laying in my bed I was thinking of her and how I could see her tits again. I lifted the blanket to take a quick look. Her tits were almost out of her gown. I decided to take a chance. I gave her nightgown a small little tug and sure enough, her tit fell out. I sat and looked at it almost in a daze. I was just starting to explore to wonderful world of masturbating and this was awesome.
I climbed into bed with her. She woke up for a second and muttered something incoherently and before she could ask what I was doing, she rolled on her side to face me, put her arm around me and fell back asleep. Now her beautiful titty was staring me right in the face. My bold moves continued, I stuck out my tongue and lucked her big nipple. She didn’t react so I did it again. There was still no response. At this point I was all in, I reached into my pajamas and began rubbing my dick. I opened my mouth and took as much of her nipple in as I could and started sucking.
Mom woke up halfway and again mumbled something. “Not tonight, Lee” she continued.
She thought I was my dad! I waited for her to fall asleep again so I could finish. I knew it was risky but I was too close to turn back. I returned to sucking and rubbing. Finally a small dose of warm sticky cum filled my underwear and as it did I bit down on mom’s nipple. She moaned as if she enjoyed it and again halfway woke up. This time she rolled over with her back to me, pulled her gown up exposing her big ass and mumbled to me again.
“Fine, but make it quick. And don’t forget the condom.” And then she fell asleep.
I got out of her bed and went to the bathroom to clean up the mess in my pants. When I was done I quietly crawled back into my bed and went to sleep. A couple of hours later I woke up to the sound of mom masturbating. I took the opportunity to secretly join her. I began rubbing myself again thinking of her, trying to see as much of what she was doing in the dark and pretending she was thinking of me too. It wasn’t long before another batch of cum filled my underwear and shortly after mom finished herself off. I heard her put something back in her drawer next to her bed and go back to sleep.
The next morning she had gotten up to take a shower. While she was in there I peeked inside her drawer and found her dildo. I had never seen another dick other than mine and was fascinated with it. It made my 11 year old penis look ridiculously tiny. I heard the water shut off so I put it back and jumped back in bed. A moment later mom walked back in the room with only her bathrobe on. I pretended to still be asleep. She bent over to get some clothes out of her dresser drawer and it exposed her ass to me. I couldn’t stop thinking about my mom. I was so horny all the time now.
Mom threw her clothes for the day on her bed and sat on my bed next to me. I pretended to wake up. As I sat up next to her I was able to see most of her cleavage. I pretended to rub my eyes so she wouldn’t catch me staring.
“It’s time to get up now” she said with a smile. It had been a long time since I saw her smile.
More stories to come….