How I Lost My Virginity to Mom
Copyright© 2025 by Mom Lover
Chapter 19
Coming of Age Sex Story: Chapter 19 - 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
When I got home I couldn’t help but wonder if I’d made a mistake. I mean, I put all that effort into making sure my date with Rochelle was a success and I end up backing out as soon as I get what I wanted from the beginning. I felt as conflicted as a housecat in clothes and didn’t know what to do next. But that’d be something to mull over another day. I just wanted to go to bed and forget about my night.
I tossed Mom’s car keys into our key bowl then headed to my bathroom, where I took a leak. As I washed my hands I heard Mom call my name. I wondered how she knew I was home then remembered I’d flushed the toilet. I let her know I’d soon be with her, dried my hands and then went to my room to hang my jacket. Then I headed to her bedroom. I found her lying under a duvet with a book in hand. She also had her reading glasses on and wore her white PJs.
“Why’re you home so earlier, hon?” She laid her book on the nightstand and removed her glasses. “I wasn’t expecting to see you until tomorrow morning. Did everything go well?”
“Ahh, yea,” I said, scratching my head, then muttered, “I guess.”
Mom got out of the bed, sat on the edge and patted the spot beside her. I walked to her and took a seat.
“So, did you manage to ... get that monkey off your back?”
I shook my head. “No.”
She looked confused. “I thought you said your date went well.”
“It did. I mean, we had dinner, we went bowling, she opened up to me and we even ended up back at her place.”
“Okay, so then, what went wrong?”
“Ah ... do you really wanna talk about this?”
She gave me a look that said; what do you think?
I exhaled loudly. “Okay, so, when we got to Rochelle’s place we started making out on her couch. But for some reason it just didn’t feel right to me. In all honesty, I couldn’t help but compare the kiss to the one you and I shared the other night. The passion and intensity just wasn’t the same. Anyway, eventually we got to her bedroom, where she stripped out of her clothes and invited me to sleep with her. But I couldn’t do it. ‘Cause the words you said to me the other night rang more loudly in my head than ever before.
“You said my first time should be with someone special, with someone I can see myself spending the rest of my life with. Which is kinda weird, ‘cause that probably wouldn’t have affected me a week ago. But I guess something’s changed inside me. Anyway, Rochelle’s great. But she just didn’t fit the description. And I think the main reason I couldn’t go through with it is - can I be blunt with you?”
Mom sat quietly for a moment, then nodded. “Of course.”
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