Update 06

She gave a small, bitter laugh.

"I don't disagree with you, but until you are a parent yourself, you simply can't understand that letting go is something you just cannot do. I do get your point, though, and I will try to keep it in mind. I think you're probably right that a bit of distance will help, though. Probably everyone, not just me."

"Keeping in mind the spirit of 'friends talking' here. I want to ask you something else."

She raised an eyebrow and gave a little smirk. She knew that the conversation that was coming was going to be a curly one. She seemed to mull it over a bit, then shrugged, trying to look nonchalant.

"Sure, it's what we agreed on; shoot."

"So you told me about what made you realise you liked to watch and, of course, quite a bit of showing, but what other things have you done like that?"

She chuckled and then developed a far-off look as she went through some of the finer points of her life as an exhibitionist and voyeur in her mind. She smiled and looked at me again.

"You really are more like me than I realised. You have that same inquisitive nature that makes us want to "watch" or to know more, and I really think that might be your kink too."

"To be honest, I find it very exciting. It's not really something I have thought about all that much in the past, particularly with it involving you. That's a completely new aspect for me, but it's very intriguing. I know I shouldn't be thinking about you like that, but now that I have... Wow!"

She smiled the most devilish smile I have ever seen from her. It was a look I had never seen on her face before, and it did things to me. She turned in her seat again, lifting one foot up onto the seat and leaving the other on the floor. She had a very sultry look on her face as she nibbled on one finger. Her other hand lifted her skirt to the point where I had a completely unobstructed view of her panty-covered pussy.

The leg she had lifted up was high enough to cause the seam of her panties to pull into her ass, and I could see several hairs poking out around the edge. The panties were pulled so tight across her pussy I could pretty much make out the contours beneath the surface, and there was a small damp spot right in the centre.

My cock almost exploded. I had to adjust it because it felt like it was trying to tear through the fabric of my pants, and I didn't even attempt to hide what I was doing. If anything, I sort of exaggerated the motion so that the fabric pulled in around the edges of my cock like I did earlier so that it stood out in relief, showing her just how hard I had become.

It was so exciting and erotic, but at the same time, it was scary. How far were we going to push this? The exhibitionist in me wanted to pull my cock out completely and stroke it for her, letting her know how much she was turning me on, yet I couldn't let go of the fact that she was still my mother, but here was this sexy woman, wantonly showing me her pussy regardless of the fact that she was wearing panties.

"Just remember. We're just two adult friends having a conversation here. Nothing more. Unless, of course, it turns you on even more to think of me as your mother while I sit here on display. I know I shouldn't say this, but it does add a little spice to the excitement for me."

There was a long silence, and I could feel my face getting redder. My heart was pounding like I had been running hard. Several moments went by where I tried to focus on both the road and her fingers, which were now slowly swirling around the edges of her panties and occasionally brushing over her pussy.

"So, tell me. Are you a naughty boy that gets excited by your mother's pussy?"

God, I wanted to explode. I don't think I have ever been this hard in my entire life. I wanted to be strong and confident and tell her that that's exactly what I am and that right at this moment I want to be a motherfucker in a very literal sense. I wanted to pull the car over to the side of the road and dive face-first into what she was showing me right now, but I was still frightened of doing the wrong thing and making a complete mess of everything. I was confused and horny, and I knew I was thinking with the wrong head. What came out was a much more meek and timid version of what I wanted to say.

I looked at her, and I hoped my look told her that I didn't want to upset her. I bit my lip and nodded, and I felt myself blush even more. She saw my response but was in full-tease mode now.

"Hmm? What was that?"

I sighed, knowing she was going to be relentless with this.

"Yes."

"Yes, what?"

God damn it! She was being brutal, but there was a cheeky look in her eye, and I knew she was having the time of her life.

"Yes, it excites me."

"It excites you to think about your mother showing herself to random strangers."

"Yes."

"It turns you on that you can almost see your mother's pussy right now."

I had never heard her refer to her own body in such a sexual way before today, and it was driving me wild.

"Yes."

"Mmm. Does it make your cock hard thinking about seeing my pussy in my panties and knowing it's all wet and excited?"

She added a subtle emphasis on the words cock, pussy, and wet. It just added to the excitement of the whole conversation to hear her talking like this.

"Oh, God. Yes."

She nodded and smiled again.

"So you are a dirty little fucker then... Just like your Mum."

She laughed but didn't change the position of her legs at all. Her eyes were locked on mine, watching me everywhere I looked. I couldn't help myself; my eyes kept swinging from the road back to between her legs. Her fingers were slowly circling over her pussy now, and the small wet spot was growing.

Sadly, I was having to spend more time with my eyes on the road now as the traffic had become noticeably thicker. Noticing my struggle, and perhaps the jerky nature of my driving now, she turned in her seat to face the front again, smoothing her skirt down over her thighs at the same time.

"I better let you concentrate on the road now. We don't want to have an accident, do we?"

"No, that probably wouldn't be ideal."

We both chuckled, and it had a weird, edgy, nervous energy about it.

"So, you've asked your question, which I know I haven't really answered yet, but I will in time. I have a question for you, though, if you don't mind."

"Sure, shoot."

I was trying to be nonchalant, but I had no idea where this was going.

"Tell me about Nicole. What did you two get up to?"

Nicole was the only girlfriend I ever really had. It was never anything all that serious, although it felt like it for a little while until she put a stop to it.

"What do you mean?"

She rolled her eyes.

"Really? You know what I mean. Did you two ever do the deed?"

It was, in truth, part of the reason we broke up. I wanted to, and she was too scared. We did some things, but she would never let it go too far. Eventually, she said she felt pressured and called it off.

"No, unfortunately. It's why she dumped me. I wanted to, and she didn't."

"That's a bloody shame. A hot little body like hers is made for fun. She should embrace it. When you two would disappear into your room, I used to get quite worked up thinking about you two going at it. I played with myself a couple of times and even tried to think of ways to watch you two before common sense kicked in and told me to behave."

"Fuck! Really?"

"Mmm, god, yeah. Like I said, she had a hot little body. Don't tell me nothing at all happened; that would be a crime."

I laughed at her obvious disappointment.

"Not nothing. There was a bit of groping for a while, and then she went as far as giving me a couple of hand jobs, but she refused to go down on me."

She shook her head in dismay, like she was hearing a true crime podcast about a brutal mur*er.

"Really? Not at all? She didn't even try."

"Not even after I did it for her several times."

She gently slapped my arm in obvious approval.

"Good for you. Someone who is good at eating pussy is worth hanging onto. I have to admit, although I much prefer a hard cock, I did enjoy eating a nice wet pussy. Maybe I need to try that again too. Susie was pretty good at it too, and she was even more enthusiastic about it if she had an audience, of course. Then she loved it, but that was more about the show. So Nicole, she let you eat her pussy but wouldn't give you head?"

"Nope. I wanted that, of course, and more, but she was so hung up about it that she just wasn't going to let it happen. No matter how many times I made her cum with my fingers or my tongue, she just wouldn't show any interest in my needs. Even the hand jobs were more of an obligatory thing, as though she felt it was the least she could do considering what I had been doing for her."

"Fuck. I can't believe that. I'm sorry she was so selfish. She is seriously going to regret that when she ends up married to some jerk who will only give her three humps and a squirt."

I laughed so hard that it was more of a snort.

"Jesus. Thanks for the mental image."

She grinned at me.

"You're welcome. Just saying it how it is, though. Most men reach a certain age, and they just can't perform the way they once could, and some men just don't care enough about anyone else to bother making an effort. That's all she's going to get from life because she didn't embrace the sexual energy of youth. It's easy to understand why being a cougar has become such a big thing."

With each passing minute, new on-ramps were adding their traffic to the road like tributaries into a great river. The road had gone from a two-lane highway, then to a four-lane freeway, and now to an eight-lane freeway. In spite of the extra lanes and space, the traffic had slowed right down, and I really needed to focus on this last part.

"Has there been anyone else?"

"Nope."

"Not even one of your friends Mums? Surely one of them is a hot little cougar? Are any of them what you would call a MILF?"

I chuckled as I thought through all of my friends mothers, but the sad reality is that none of them were even remotely appealing to me. Nice women, for sure, but not very sexy.

"In all honesty, and this isn't just me kissing ass, just a fact, you are the most attractive of them. I have caught several of my friends looking at you like a tasty treat, but none of their mothers are even close to being cougar material."

"That's a shame, but probably for the best, I guess. Still, it's fun to fantasise. So you think I'm a MILF?"

This felt like a loaded question, but we were being honest with each other in this moment.

"I have always thought you were attractive, but I think most boys think their Mum is pretty. It's what we base our standards of beauty on from a young age."

She gave me the look that basically said, "I'm not buying your bullshit."

"That's not what I asked, and you know it."

There was a long pause while I tried to think of a better way of answering her question diplomatically. The whole time, I could feel her stare boring into me like a laser. Finally, I glanced across at her, and I could see she wasn't going to let this go. I shook my head in exasperation but smiled at the same time.

"You know damn well I do, especially after today."

"I'm sorry. You do what?"

"God damn it. I think you're a MILF, and you know it. You've already made me confess it today. Isn't once enough?"

She practically purred as she wriggled in her seat.

"No, once isn't enough. So, I'm a Mum You Want to Fuck. Well, it does feel bloody good to be desired, I have to admit."

Desperate to change the subject and perhaps get her to feel a little of what she was doing to me, I returned fire.

"So are you going to tell me some of your other adventures now?"

"Oh, I'm definitely going to tell you, but not right now. I want to think about them first. I want to see if I can remember them all and give you a blow-by-blow account of them on our trip home. How does that sound?"

Eight hours of the erotic adventures of my young Mum sounded fucking fantastic, to be honest.

"It sounds absolutely delightful and is definitely something to look forward to. If you aren't going to answer that one now, though, how about this one? You made me admit that you are a MILF, so I have to ask the same of you. Do you think I'm a SILF?"

She chuckled mischievously.

"You don't know how dangerous that question is. The answer to that could drastically change everything."

"How so?"

"Well, when you call me a MILF, it's a fantasy, a desire, a naughty thought to fill your evenings of masturbation, a quiet little guilty pleasure as you stroke your cock in the shower perhaps."

The fact that she had clearly thought about me doing that made me blush.

"But in the cold light of day, it's a different matter. If I say no, then you feel betrayed, embarrassed, and offended. If I say yes, then it stops being a fantasy and becomes a destination. Something that we don't just have wet dreams about. If I say yes, then I am agreeing that eventually a time will come when your cock will be deep inside my body. If I say yes, then we get more than just a taste of each other, and our

relationship is changed forever. If I say yes, then we step over a legal boundary of fantasy and deep into incest territory. That affects both of our lives forever. It's a boundary that can't be uncrossed, a deed that can't be undone. Understand?"

I felt gutted, but at the same time, I understood. I nodded, feeling a little silly for having asked the question in the first place. She wasn't finished, though.

"However, in a purely fantasy situation that should never happen in real life? Fuck yes! In a fantasy where you were my son's friend who happened to drop around when my son wasn't home, I would fuck you until we were both dehydrated and couldn't walk properly. Would I watch this fantasy son fuck and eat out his girlfriend while I played with my pussy? Every fucking day. Would I allow this fantasy son to fuck my mouth, my pussy, maybe even my ass-hole? I'm on the verge of cumming right now, just thinking about it."

I could not believe what I was hearing any more than I could stop myself from stroking and squeezing my cock through my pants. I glanced across at her, and I could see she was watching me stroke my cock as her own hand was rubbing hard and fast circles on her crotch. Her panties were now quite wet, and I could smell the aroma of her cum. I really had to keep an eye on the traffic, and I swear I was going to have whiplash from swinging my head back and forth between the car in front of me and her pussy.

I saw her begin to shiver and shake as an orgasm ripped through her, and in a moment of clarity, I realised that I was actually watching my own mother cum while masturbating. It sent me over the edge, and thankfully the traffic had come to a stop for a moment as I made a horrendous mess of my underwear that almost instantly began to seep through my pants.

"Ungh, oh God. Yes. Fuck yes!"

We were both left panting and red-faced. She regained her ability to speak barely moments before me.

"Fuck, yes, indeed. Ah, traffic is moving again."

"Oh, shit."

I accelerated and waved an apology to the car behind me.

We glanced at each other, and we were both still blushing, but was it post-orgasmic blush or embarrassment?

We were approaching the city, but that wasn't going to be our destination. Several kilometres from the city, I turned off onto what should have been another major highway, but in typical lack of infrastructure forethought, it was instead a two-lane road trying to cope with a massive amount of traffic.

The road was signed as a one hundred kilometre per hour maximum, but there was no risk of being caught speeding here. At best, I was barely getting to half that speed. Thankfully, it was only about ten kilometres of this maddening stop-start traffic before we got to the small beachside suburb where my grandmother lived. The whole way through this traffic, neither of us spoke. We were both trying to wrap our heads around what had just happened and how we felt about it, other than sticky and wet, of course.

We drove the length of the esplanade, with small shops on the left side of the road and the white sands of the main beach on the right. The people seemed to be more relaxed here, as though just being by the beach had put them in holiday mode. It always made me smile and feel more relaxed just being here, so I understood it completely. Even with today's events, I began to feel more relaxed.​
Next page: Update 07
Previous page: Update 05