How I Lost My Virginity to Mom
Copyright© 2025 by Mom Lover
Chapter 9
Coming of Age Sex Story: Chapter 9 - At 19, our main character feels left behind. While his friends seem to have moved on to new relationships and experiences, he's still stuck with an unwanted title—virgin. It's not for lack of trying; he's had chances, moments that almost became something more. But for reasons he can’t explain, it never worked out. Disappointment slowly turned into doubt, and doubt turned into the belief that maybe he just wasn’t meant for love or connection.
Caution: This Coming of Age Sex Story contains strong sexual content, including Ma/Fa mt/Fa Consensual Romantic Fiction Incest Mother Son Anal Sex Cream Pie First Massage Masturbation Safe Sex Squirting Tit-Fucking BBW Big Breasts Hairy
It was a video of Lindsey, Nate’s older sister and the girl whose twenty-first birthday party I’d go to in three years’ time. My hand came over my mouth as I watched her towel drop. It was clear she’d just come out of the shower or bath and that she didn’t know she was being recorded. I watched my best friend’s blonde sister rub lotion all over her petite frame before hopping into a pair of panties, pink shorts, and a blue shirt.
I could only quickly run through three more videos before I heard Nate coming back from the bathroom. They also turned out to be nude videos of his sister. I couldn’t believe Nate was doing this. But what was even more surprising was the rock hard erection in my pants. Yes, seeing Lindsey in the nude was nice, but what got me going was her brother’s clear fascination with her. I found his lustful actions towards a close family member to be more intriguing than off putting.
Not too long after this incident, I found myself looking at my mother and sister in a new light, but mainly my mom. She was a beautiful lady, who’d slightly long golden hair and a big pair of brown eyes. I’ll be real with you; Mom’s ass was nothing to write home about, but her long toned legs and tight figure made up for it. She actually sort of reminds me of Julie Bowen. Mom’s boobs were another thing she could easily brag about. They were as nice as her friend Rochelle’s, but my mother’s C cups belonged to her.
I thought her best feature was her smile, though. I know that sounds as corny as fuck, but I’m being honest. Whenever she’d show off those pearly whites time seemed to slow down to give you an opportunity to take in the exquisite site ... Or did that just happen to me? I knew I was one sick puppy for looking at her in this manner and had decided to bury my unnatural feelings deep within.
Mom and I arrived at a restaurant the next night. Almost every seat in the house was in use. I found the décor to be elegant. And in a funny way, I think that was accentuated by the dimmed lighting. I especially liked the simple way the tables had been set up. What’s more, light orchestral music played in the background and nearly every customer was sharply dressed, even though there was no dress code.
We were seated on the second floor, near an open door and small veranda, where we were treated to some view. There was a quarter-moon in the partially clouded sky, which was surrounded by an unusual amount of stars. To add to the beauty of the night my mother was dressed in a tight fitting black dress, which showed off the lower half of her legs and an acceptable amount of cleavage. I thought the dress gave her a perfectly balanced look of sexy and classy.
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