Chapter 1

Would it help if you watched a p**n video? You know, to get into the mood?”

I blinked. It was almost impossible for me to believe that I’d just heard those words come out of the mouth of Stacy, of all people.

“I mean, sure, yeah, I guess,” I said. In reality, I could already tell that I wasn’t going to need any help, relaxed or not. Just hearing her say the word “p**n”, and talk about getting into the mood was more than enough to push my buttons. My dick was stiffening into a solid stick of wood, even as I watched her smile reassuringly and reach for the laptop on the table.

“Alright, let me see what I can find,” said Stacy. “Though it would help if you told me what you were into.”

I blushed. As though the situation couldn’t get more embarrassing, now I had the closest older woman in my life questioning my tastes in p**n. Was it even possible to tell her the truth? Could I come right out and say I enjoyed watching MILF videos, videos of women around her age, sometimes even similar in appearance?

“Anything’s fine,” I managed. Stacy smiled again, and then leaned forward. She was still dressed in her work clothes, which looked as though they’d been chosen to seduce as much as look professional. She had on a tasteful white blouse that was cut low in the front, revealing the slightest hint of a red bra underneath.

A short black skirt hung from her waist, making it down only just to thigh level when she was seated. Standing up, I was sure that if she bent over, it would be impossible to keep the tiny garment from allowing a quick peak of her panties and gorgeous butt.

“How about this?” Stacy set her hand on my thigh as she asked the question, and then hit play. There was a woman on the screen wearing a bikini, and she matched all of the mental criteria that I’d been too embarrassed to bring up. She was in her mid-thirties, with big, well-formed boobs and a perfect butt. She looked a lot like Stacy, and just noticing that made me blush an even deeper shade of red.

“I’m not sure if this is helping.” It was the truth. The video was incredibly arousing, but on top of making my dick even harder than it already was, it served to highlight the absurdity of the situation in which the two of us found ourselves.

My stepmom has been trying to get pregnant for almost a year now. It’s one of those things the women in their mid-thirties tend to take a lot more seriously, with their biological clocks ticking away at a constant, unrelenting pace.

I thought it was something that would just take time. My dad acted like he was trying his best, and as their son, I never really asked any questions. It wasn’t until last night that I fully began to understand just how serious she was about having a baby.

The conversation that I’d had with her had been brief, and very informative. She’d spoken with the same soft, motherly voice that she also used to explain to me why I needed to mow the lawn or walk the dog.

“Your father is sterile, honey,” she had said. “And beyond that, he’s never been particularly... well, let’s just say that the sex we have is a little limited, due to his condition.”

I’d never known this, but apparently it’s been difficult for my dad to sustain erections, for years now. I never really needed to know that, just like I never imagined I’d be sitting on the couch with my mother, planning on doing what we were about to do.

The p**n video was still playing, and my mom’s hand had slowly begun to inch up my thigh, closing in on my rock hard cock. I felt weirdly ashamed of it, even though I knew that I shouldn’t. We were both adults. We both knew what needed to happen.

She moved her hand a little closer, and I flinched in surprise.

“I’m sorry, it’s going to take me a minute,” I said. “This is just... a little strange.”

The fertility doctor that my mom has been seeing insisted that she try a natural approach before considering any fertilization treatments. She had been terrified of explaining this to my father, telling him that her doctor had recommended that she sleep with another man in order to get pregnant.

And so she turned to me for that “natural approach”. I guess as my father’s son, it makes sense, in a way. The baby will look enough like him, and given our close, trusting relationship, the two of us will be able to go on with our lives without the sex meaning anything, at least in theory.

“Honey, if this is too weird for you, I understand.” Mom’s hand was a half inch away from rubbing against my cock, and my heart was racing out of my chest. “If you don’t find me attractive, or if you just feel like you can’t do it, I-“

“No!” I spoke with more force than needed. “No, uh, that’s not it, mom. You’re gorgeous. I mean, you should hear what some of my friends say about you.”

I instantly wanted to kick myself for bringing up the gang’s gossip. Mom looked at me with curious eyes and slid a little bit closer in on the couch. Her hand moved the final inch needed to be on top of my aching bulge, and I let out a silent moan as she began to rub.

“Your friends... talk about me?” asked mom. “What do they say?”

For a moment, my mind was blank. I was staring at her, the way her cleavage pushed up out of her blouse, the way her face was so familiar and comforting, and I felt the tiny movements of her gentle hand on my package. Then I began to speak.

“They call you a MILF, mom.” I had to force the words out, and it felt like I was going to die of embarrassment. “They spy on you every chance they get, and sometimes, well, they talk about what they’d do to you if they could.”

“What would they do to me, sweetie?”

“God, mom, I can’t say it!” I shook my head as I spoke. “It’s just too... weird.”

My mother smiled at me, and then leaned in and planted a soft kiss on my cheek. My heart was racing in my chest, and I wondered if it was medically safe for it to be going so fast.

“Just tell me, honey,” she whispered into my ear. “It will make this easier.”

“A-alright,” I said. “Well... Some of the guys, I won’t name names, but they say that they’d like it if you, well, took care of them.”

“Like this?” Mom slowly undid the zipper and button on my jeans and then pulled them down. She had a dangerous look in her eyes as she worked her fingers into my waistband and then freed my cock, which popped out like an orca jumping beyond the surface of the water.

“Oh god, mom!” I watched as she wrapped her hand around my naked erection. “Yeah, like that!”

She slowly began to stroke, and I had to blink several times to reaffirm that I wasn’t dreaming. It looked like she was having fun, and that only made her illicit touch feel even more erotic, and totally wrong.

“Go on,” she said. “What else do the boys want to do to your mommy?”

She was pumping her hand up and down, letting it move over my member with soft, graceful strokes. When she had asked me if I’d fill in for my dad, my mom had also asked if I was a virgin. I’d told her no. It had been a lie.

“Oh, wow, mom,” I said, trying to catch my breath. “They... some of them say that they would love to walk in on you in the shower, and then just... Climb into it with you.”

“What do you think they’d do to me in there, sweetie?”

“They say that they’d just go wild on you.” It was hard for me to think clearly, and the shameful words were just pouring out. “They’d cum all over you, and inside you, mom.”

“Is it hard for you to picture, honey?” asked mom. “Me, and all of your young, eager friends, in the bathroom together. All of them with their hard cocks out, and me working to please them in any way I can, sucking, fucking, stroking them off.”

“Mom...” I shook my head, both disgusted and incredibly aroused by the mental image.

“What if it was just you, sweetie?” she asked in a whispered tone. “What if you walked in on me while I was naked in the shower? Would you stare at my body, my boobs? Would you come in closer, and go wild on me?”

I had to stop myself from nodding, right there and then. It just felt too wrong. Mom continued pumping her hand up and down my cock, sending intense, active pleasure through my entire body. I stared at her chest, her breasts, her lips, and felt myself closing in on my limit.

“Would you cum inside me, sweetie?” she asked. “Would you cum inside mommy?”

It was too much for me to hold out even a moment longer. I began to cum, just as she had suggested. Long, hot strands of my seed spilled out and splashed up onto her blouse and tits. My body shivered with pleasure, and I collapsed back onto the couch, embarrassed and completely spent.

“It’s okay, honey,” said mom. She moved my head so that she was cradling it in her lap, and then ran one of her hands through my hair.

“I... that was...” I felt stupid, like I could barely put a sentence together.

“We’ll try again tomorrow night,” she said. “Your dad will be getting back later tonight, but I’m sure we’ll be able to figure something out.”

She took my hand in hers and squeezed it as she had so many times before over the course of my life. I felt totally, utterly confused.