How I Lost My Virginity to Mom - Cover

How I Lost My Virginity to Mom

Copyright© 2025 by Mom Lover

Chapter 5

Coming of Age Sex Story: Chapter 5 - 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  

I blew my load two to three times a night reading her words, and that only worsened after the role playing game she suggested. It basically involved us typing our way through all different kinds of ... let’s say; everyday scenarios, and the ultimate goal was to get our characters to hook up. The scenarios may have been a little cheesy and farfetched, but they always got me hard as hell.

“Carrying your hot box of pizza, I walk up to your front door and ring the bell,” I typed then waited a few moments for her reply.

“Dressed in my white robe, I open the door, see you and can’t help but think: He’s a cutie.”

“‘Hi, ma’am. I’ve got your pizza here.’”

“‘How much is it gonna cost me?’”

“‘Fifty bucks.’”

“‘Okay. Would you mind waiting in my living room while I get my purse?’”

“‘No problem.’”

“I lead you to my living room, where you take a seat on my couch. I tell you I’ll be right back and head to my room, where I take the money I owe you out of my purse. But as I do, a naughty idea pops into my head. Here’s the thing; I haven’t had sex in months. My poor pussy hasn’t been stuffed by anything other than my cold dildo.

“And I can’t help but think that a hunky young man sitting on my couch is the perfect answer to my little problem. With a smile I place my money back into my purse, get out of my robe and into my skimpiest nightie (no panties). Then I head back to the living room, where I say, ‘I’m sorry to tell you this, but I don’t seem to have enough money for the pizza.’”

I chuckled. “I take one look at what you’re wearing and can see where this is going. ‘Is that so?’”

“‘Uh-huh. Is there any other way I can pay for it?’”

“I examine your sexy body for a few moments. Then I motion you to come and stand in between my legs.”

“Mmmmm, my nipples stiffen as I walk up to you and stand exactly where you want me.”

“‘Are you willing to suck on a stranger’s cock just for a pizza?’”

“I nod with a smile.”

“‘Dose that speak on how hungry or horny you are?’”

“‘Both,’ I get on my knees, reach into your pants and pull out that wonderful cock of yours before I take it into my mouth.”

“‘This better be worth the drive here you cock hungry slut.’” Normally I’d never use this kind of language while taking to a lady, but I’d come to learn how much Jackie loved it.

“I pop you from my mouth and say, ‘It will be, sir.’ I wink then take your cock back into my mouth.”

“I like that word, ‘sir’. The blowjob isn’t bad either.”

“I let go of your shaft, brace myself with your cockhead in my mouth and push my head downwards to take you into the back of my throat.”

“‘Ahhh, at least you know what you’re doing, slut.’ I place a hand on the back of your head and start moving my hips up and down, jabbing my cockhead into your throat.”

“Mmmm, I feel my eyes watering up and want to thank you for the compliment, but I’m too busy taking you into my throat.”

“‘I wonder what your father would say if he saw you sucking cock like this for food?’”

 
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