My mom and I came very close

I always had a thing for my mother. I was caught many times throughout my childhood sniffing her dirty panties and sneaking peeks of her in the shower so she was aware. When I still lived with my parents (late teens) I got heavily into taboo porn. I started watching mother son roleplay, JOIs, etc almost every night. Eventually I got bolder and bolder. I started watching it with the sound on my computer and leaving the door cracked. My mother had a habit of coming in and checking on me after my dad was in bed. This would be after she showered each night so she’d come in in a robe. I only had a chair at my computer so when she came in she sat on my bed (my desk faced away from the door, so the screen was visible but my lap wasn’t when she’d walk in). I’d pull up pictures of her while a mother-son JOI played on the computer and jerk off just wearing my boxers. My mom would knock lightly on the door and then open it so I’d pretend to hurriedly turn the volume door and then (too late) exit the pictures of her. When she asked to come in I always said yes.

The first time I did this she asked, “what were you doing, just looking at family photos?” And I blushed and said yes. I knew she could see my erection bobbing in my boxers because her eyes kept darting to it and she licked her lips more than I’d ever seen.

This continued for months. Our conversations were never sexual, we’d just talk about our days, interesting facts, etc, but while talking to her I’d slying (but obviously) rub at the head of my hard cock through my boxers, looking in her eyes. I made sure to glance down her robe and I could tell she had stopped wearing bras at night. One time she bent forward to pick something up off the floor and her large sun-spotted breasts dangled down and I saw her long pink nipple and I just stared. As she was sitting back up she looked up at me smiling and I just continued to very obviously stare at my mom’s tits.

After that day I started getting up from the desk and sitting down on my bed with her. Literally standing up, full pitched tent, wearing only boxers, and sitting down on my bed so close to my mother that our thighs would touch, and we’d talk and laugh and I’d just have casual conversations with her while I massaged my cock obviously right next to her.

After that I started jerking off on my bed so she’d walk in and see my cock. The first time I could see her peeking through the doorway for about a minute before she knocked then she just opened the door and gasped then went back out and said “can I come in?” I acted innocent and put my cock back in my underwear and told her yes. That night my mom put her hand on my dick and jerked me off. We didn’t talk during it, just stared at each other and smiled. I came into my boxers and I soaked through all over my mom’s hand. She leaned in extremely close and I thought we were going to make out but then she just got up and said goodnight and left.

That was the last time my mom came into my room at night. We never talked about it again and I ended up moving out a month later.

That might be my biggest regret in life was not making moves faster. I still fantasize about how it would’ve been if our lips pressed together. If I put my hand into her robe and my fingers in her wet hairy cunt. If I had laid her down and slide inside her and made hot passionate love to my horny mom. God I wish I had. I think she does too.

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