This stopped me in my tracks. I asked curiously, the conversation suddenly not over, "I didn't see you cum. When did you do that?"
Jay answered, "I was too embarrassed to do it in front of you, so I walked away to do that."
I asked "Really? Why did you do that? After you had the confidence to touch yourself in front of me, I would've thought you'd have no problem finishing in front of me?" I then added, flirting slightly for the first time, "You know I had no problem coming in front of you."
Jay's red face went redder. "Well you were done and I didn't want to cum all over the glass door, so I ran into the yard and came in the bushes," Jay explained.
"Oh..well at least that's one less mess I had to clean up today," I joked.
Jay looked at me with confusion and asked, "What do you mean?"
I realized that I said something I wished I hadn't, but I see no other option but to say the truth, especially after such a truthful conversation, "I um... I had to clean up the couch a little bit after I was done."
"You squirted a little bit! I know that not that many women squirt," Jay exclaimed with interest.
Although the conversation was getting even more personal, I went with it as I saw my son's interest, "Well I don't usually squirt, not in a long time anyway, and it was more than a little bit to be honest."
Jay's face lit up. Feeling confident, he admitted, "To be honest, I had the biggest orgasm of my life too."
I was surprised by his sudden confidence and I decided to play along, now seeing my son as a man. "Well I'm glad Mommy could do that for you."
"I'm glad I could help you make a mess on the couch," grinned my suddenly confident son. I was a little shocked, but very excited. Between my legs I could feel a tingling sensation.
Jay squirmed a little bit, and I heard the snapping of the band of his athletic shorts. He obviously had an erection from our conversation, which made me feel good. This conversation was having the same impact on him as it was me.
I know I shouldn't have said anything, but I asked, "And did Mommy make that happen?"
"What?" Jay asked, confused.
"The bulge in your pants?" I asked bluntly.
Jay stammered, "T-t-this conversation is very strange."
"We're two adults now, honey," I said. "And without your father around, I guess it makes sense that you can talk to me about any sex questions you have."
"Really?" he asked.
"Really," I nodded.
After a pause, he asks, "Did seeing me watching you make you come harder?"
"Yes," I admitted.
"Why?" he asked.
"I honestly don't know," I answered. "Maybe it was the nasty video, maybe it was how long since I saw an actual cock or maybe it was the idea of being watched."
"Have you had sex since Dad died?" he asked.
"No," I answered.
"Why?" he asked.
"Many reasons," I said. "One being the feelings of you and Katie."
"Mom, we're adults," he pointed out.
"I know," I nodded. "Carol and the girls said the same thing recently."
"Well, you need to find yourself a man," Jay said.
I joked, "I have a man at home." I then realized what I had said and what could be inferred. After a pause, I quickly said, "But enough about my lack of a love life. Anything else?"
Jay said, "Well, I just wish I had a better view."
I was taken aback. "A better view? You saw my fingers inside of my vagina and then watched me orgasm!" I pointed out.
Jay continued, "Well, like, your hand was over the top of it and I was kind of far away and at a bad angle so it was a little hard to see. I still appreciate what I saw though!"
Thinking of the video, he was right. Yet my maternal desire to not let my child win an argument led me to counter, "Well you still got to see more than I saw so you shouldn't complain."
Jay countered back, "You got to clearly see my entire penis and me stroking it, so you had a luckier view."
I smirked at the word 'luckier', yet I couldn't believe I was having a debate with my son over who had a better experience while watching the other masturbate, but I was now so aroused and determined not to lose this one, I continued, logic no longer part of the conversation, "That's true, but you got a clear view of me ORGASMING on the couch and a video of it! I didn't get to see what happened with you."
Jay was clearly excited by our conversation and asked, "Do you want to see me shooting my load from this morning?"
I definitely wanted to, yet I sure couldn't justify showing interest, so I questioned, "Well... how would you even do that?"
He answered, "That first video was an edit of the whole video, too. I was so excited and about to burst. I didn't have time to turn the video on my phone off before coming into the bushes."
I was dying to see it, my pussy overriding any moral motherly responsibilities, but I didn't feel I could say 'yes'.
Thankfully, my son saved me from the predicament by putting the video in front of me.
Once again it showed me locking eyes with my son as I climaxed, but then, Jay's phone shows a shaking camera as he runs across the lawn. Then, the camera stops in front of the bushes by the back fence and with a fidgeting camera; I watched my son's dick ejaculating (what had to be the largest load I had ever seen) into the bushes. I put the phone down on the kitchen table as my pussy leaked excessively into my panties.
But then, despite my arousal, reality set in, I ordered my son, "You have to get rid of these compromising videos."
Jay pleaded, obviously wanting to keep them, "Why? I won't show them to anyone, I promise."
I shook my head adamantly. "It's too risky. That video could get to someone else so easily by accident on your phone. It's connected to the internet."
Jay was obviously crushed. After a pause, he asked, "What if I could put the video on a DVD and then delete the video on my phone? Then it would be a physical copy and it couldn't end up on the internet? And I could easily hide the video in the house and nobody could ever see but me."
I pondered this, as it did seem to solve the problem I had a concern with, yet with my mother hat suddenly, on I had other concerns. "Well that's true, but there are still a couple of issues. First of all, I don't think it's good or healthy for a son to have a video of his mom masturbating and secondly...."
"What?" he asked, when I paused mid-sentence.
I knew it was vain and shouldn't matter, but there was one thing I hated about the video and it wasn't what I did, what I watched or who saw me. I admitted, "I know this sounds shallow, but I don't look that... hot in this video."
Jay looked completely shocked by my concern. I somehow continued on, only making it worse, "I mean, if there was going to be a video of me masturbating, then I don't want to be looking like that." I was in a sexless hooded sweatshirt and no makeup.
"Mom, I...." Jay began,
I interrupted him, adding, "If there's a sexy video of me, I would want to feel sexy in it. Call me vain, but bothers me to look so plain in the video."
Jay quickly rebutted both my concerns as he argued back, "Well, first of all, you have a DVD of a mother and son having sex and you clearly are interested in the videos I made, why is this bad for me and not bad for you?"
Frustratingly, he had a point I couldn't really refute. Yet I tried to. "Yes, but...."
This time he cut me off as he added, "And I think you look beautiful in this Mom. I've never seen you look hotter."
Being lonely and not hearing those words in a while, I blushed. I also felt arousal surge through me once again. "I guess it's not really a problem that you have it," I began, before adding, "and thank you for saying I look so beautiful but... I don't know. I mean, also it's a lot of risk for me if the DVD is accidentally found by someone."
"I'll label it something absurd like Justin Bieber live," he joked.
I laughed, "But what about my needs?"
He quickly countered, "I can make you a copy of the DVD so then you would get something out of it, too."
I can't lie, I liked the idea, but not of the video he made. It was also too blurry with the glass, unfocused and shaky, and I looked terrible. That said, I did want to relive the video again, that I couldn't deny. That said, I sure as hell couldn't admit that to my son. So instead I asked, "Why would I want a copy of a video of me watching myself masturbate in a hoodie?"
"So you really don't like how you look in it?" he asked, seemingly genuinely surprised, with made me feel bad for being so vain.
Yet, I added, trying to defend my lame vanity, "Yeah, well yeah, that and it's just me touching myself on a couch, I don't get excited by that."
Jay looked at me for a lengthy moment. Finally he asked, "So you don't want the video because you don't think you look sexy enough and you don't get to see anything to arouse you - it's just you masturbating?"
I wanted to think of a delicate way to handle the predicament I had put herself into. I replied, "Well...I guess so, it doesn't do much for me, but I do feel bad about making you lose the video, I can see how much you like it."
My clever son agreed, "I mean, I also have a problem with the video too."
This hurt me. I asked, "Really?! You seemed to really like what's in it."
Jay nodded, "Yeah it was awesome, but I shot it through the glass so it's a little blurry. It makes it hard to enjoy it as much as I could otherwise."
I admitted, "I did notice it was a little blurry."
We sat in silence, both unsure what to say next... the conversation had derailed greatly from the 'You have to delete it' start.
Jay then asked, "So if this video were on a DVD that we both had, you were looking as sexy as you wanted, and it showed me getting excited by you and finishing with both of us coming, would you have wanted it?"
I again didn't know how to respond. The correct answer as a mother is a simple 'No'. But the reality was I wished it was a better video, I wished I was dressed sexily and I wished I had seen his cock in clear view. I also was getting more and more turned on by the thought of that video, and this I admitted, "Yes, I guess so."
Jay replied anxiously as he just blurted out, "Since you want that and I want a version that's less blurry, maybe we should have a video that has what we both want."
I was completely taken aback by his suggestion, yet instead of shooting it down point blank, I asked a stupid question, anxious to hear his plan, "So what are you implying exactly?"
"Well," he began, "maybe we should make another video like that one on the DVD camcorder we have. The picture can be clear, you can look the way you want to and I...."
"You what?" I asked, the idea turning me on in ways I knew it shouldn't.
"I can have my penis out for you to see," he said.
I was flabbergasted.
I was also horny as hell.
He continued, now almost pleading, "Then we will both be happy, and I don't have to get rid of my favorite video... I would be devastated to lose a video of my mom looking as beautiful as I have ever seen her."
I was shocked by the proposal, yet my wet needy pussy was flooding and pulsating as I envisioned a much closer look of his cock. I teased, "Well, I didn't get a real good look at your penis."
"And I didn't get a good look at your vagina," he countered.
I laughed, "I guess you didn't." After a pause, I asked, "So how are we even going to do this?" I then added, "I still can't believe that I agreed to this."
He said, all organized, "Well from what I've watched on masturbation porn it's usually the man and woman sitting together on a bed, easier to film in the bedroom."
"You've already planned the location?" I smiled.
"Your bedroom," he nodded, before adding with a smile, "Better lighting and no potential open windows?"
"Good call," I laughed.
"Then we can watch each other touch ourselves," he said.
"Just that simple?" I asked.
He nodded, but was on a roll, "I also think it would be easier for us to get into it if we played the DVD you were watching and tried to make things like they were this morning- that way we'll know we'll be into it and it will be more natural and less like acting."
I was overwhelmed and yet my head kept nodding in agreement at the very inappropriate, yet hot idea.
So instead of stopping, I asked, "How are we even going to film it? Both of us are going to be on the bed?"
Jay had apparently already considered this too. "I think the best way to get a video we both like would be to film this just like a professional film. We can use the tripod and have the camcorder facing the bed."
"Okay," I nodded, both excited and nervous about the proposal.
Jay, on the other hand, was super excited, and began speaking quicker. "It can be just like this morning! We can position the camera so it shows me stroking myself watching you and then sneaking up on you while you're watching the dirty mom/son film! Then I can ask what you're watching in like a turned on voice. Then you get really embarrassed when I look down between your legs and say I shouldn't be there, but I sit down anyway, without pants. You ask me to leave but I am too turned on by the film to hear you and then you see my erect cock and gasp as you become even more turned on as the video you are watching becomes real life. You say that I can stay but I can't look at you. I stay and start to jerk off to the DVD. You see this and yell at me asking what I think I'm doing. I say that I'm just enjoying the film like you are. Then you get turned on by me stroking my cock...."
I interjected, protesting the rather trivial in the big scope of things, but something I seemed to still have control over, "Hey let's not use language like that."
"Sorry, Mom," he said, but continued his lengthy screenplay, "You are turned on by me masturbating and I catch you looking. I say it's unfair you get to look at me and I can't look at you so you say I can look at you. Then we start watching each other masturbate next to each other, where we can make eye contact and hold it when we cum, just like earlier today."
I couldn't believe the level of detail and was amazed he came up with such a hot story. All I could do was rationalize, trying to make this a one-time thing, "That sounds good to me, but this doesn't mean this can happen again. We will film the video in order to make things fair and you will be satisfied with that...okay?"
"Okay." agreed Jay eagerly. "I'll get everything set up. We can just make up the lines as we go to make it more natural."
I nodded in bewildered agreement, still shocked I was agreeing to such a crazy thing. Yet, I rationalized it wasn't incest as we were not actually touching each other.
Jay continued," I guess you'll want to change into whatever you want to be wearing since I know you wanted to wear something a bit more appealing than this morning."
"I just did not want to be in a hoodie and have bags under my eyes," I pointed out, before adding, "Don't get your hopes up."
Jay went to get the camera and I went to the bathroom. I wasn't going to shower again, but if I was going to be filmed, I was going to be clean shaven down there, like I always was when I was married.
Once shaved, I put on mascara, eyeliner blush and bright red, slutty lipstick because deep down I wanted to look as sexy as possible for my video and thus for my son.
I went to my bedroom and saw the tripod already set up, as I heard the shower running in the other bathroom. He was cleaning up for me... good. Then I thought how weird it was that I was happy he was cleaning up for me.
I put on a sheer white negligee that barely hid my shaved mound, a sheer white bra I had bought before my last vacation with my husband a couple years ago, as well as matching thigh high stockings... which my deceased husband used to love. I didn't bother with panties since I'd have to pull them down before the filming started anyway.
I lay on my bed in my sexy lingerie under the sheets to hide the outfit. I had decided that it would be a surprise for the movie when Jay walked in.
"We need to put the movie on," he said, all business, as if trying to avoid any chance of a discussion that would end this opportunity.
"Sounds good to me," I agreed, as I watched him go and put it on. Once it was on, I used the remote to put it back to scene 2. I was curious what the other scenes were about, but figured I would stay with the scene that had changed everything.
As Jay went to the camera, he said, "Did you know it was Nude Day today?"
"That's a thing?" I asked.
"Apparently," he nodded, as he adjusted the camera.
"Well, then apparently it was a higher power who allowed us to be relatively nude in front of each other," I shrugged.
He laughed, "Well, Venus sure gave you your beauty ...
"So corny," I smiled, before adding, "but I like it."
"So I'm going to press record now, and then leave for a couple of minutes," he said, as the MILF incest scene began again. As soon as Jay left, I moved above the covers and I began to watch the hot scene, I realized there was no going back now, I was actually going to do this... purposely masturbate on film for my son. Oddly, instead of feeling wrong, it felt completely right.
So figuring the best way to go about this and calm my nerves, and my excitement of knowing how surprised my son would be to see me in sexy lingerie, is to just lie back on the bed, look at the TV, and get lost in the movie. Soon enough I was again transfixed on the movie and rubbing my bare pussy with slow arousal.
After what seemed like 20 minutes, but was likely only five, I heard Jay enter the room and gasp, but I didn't look at all. I tried to focus on the movie, but after a few seconds I heard him groan, "Oh, God."
No longer following the script, I glanced over and saw he was without pants and underwear and was stroking his cock.
I gasped. One, trying to improve as the script changed. Two, because with him only a few feet away and no glass door in the way I saw how big and gorgeous his cock was. My mouth instantly watered and I had to remind myself he was my son and we were JUST masturbating together.
I said, looking into his eyes and seeing a look of lust that was even stronger than last time, the lingerie was definitely working, "Son, what are you doing?"
"N-n-nothing," he stammered, as he stared at me.
"Why is your big cock out?" I asked, swearing for the first time ever in front of my son. But truth be told, he didn't have a penis, he had a cock... a big, hard, juicy cock.
"What are you doing?" he asked, trying to get us back on script.
"Son, please leave," I ordered, my hand still between my legs.
Instead, he walked over to the bed and asked, "What movie are you watching?"
"Son, leave now," I ordered, even as I stared at his cock getting closer and closer to me.
"I just want to watch this movie," he said, as he sat on the bed. "It looks really interesting."
"Fine, whatever, you can stay," I said, as I resumed touching myself. "But don't look at me at all."
"Of course, Mommy," he said, using 'Mommy' instead of 'Mom' for the first time.
I resumed watching the movie, the Mom now bobbing on her son's cock. I couldn't help it, but seeing his big cock, now just inches away from me, I imagined doing exactly what the pretend mother was doing.
I glanced back at his cock and watched him stroke it slowly while he watched the movie. Remembering his plot, I gasped, "Son, what are you doing?"
He kept stroking his cock and said, "I'm just enjoying the film like you are."
"You're so big," I said, unable to take my eyes off his cock.
He replied, looking between my legs, "Your shaved pussy is pretty hot."
"Don't look at Mom's vagina," I protested.
"But you're watching me," he pointed out.
"Fine, whatever," I said exasperated. "Look at your mother finger herself then."