My Sex Education

I woke up a bit late the next morning, in Mom's bed. Our time together lasted a little longer in the night and I was so tired that I just feel asleep here. When I woke, I was alone. I just lay there for a moment, thinking about how the week had already started, thinking about Sydney. I shot her a quick text, wishing her a merry Christmas, but she didn't immediately return it.

I got out of bed and slipped into my bedroom to put some clothes on. On the way, I noticed that Hailey's door was open, so after I dress, I decided to check it out. The closer I got, the more I could hear my Mom talking.

I moved into the doorway and was a little shocked at what I saw. My Mom had decorated the room a little differently... a different bedspread and some different pictures on the wall. At the end of the bed was a stand with a computer and monitor on it, and off in the corners of the room, lights were set on poles, concentrating their light on the end of the bed... where my Mom was sitting.

She appeared to be making a video or something and was talking to the camera. One of the monitors showed the image from the camera and, from the little I could see, it was focused on her entire body.

She was dressed in yellow lingerie which was now half off, exposing her breasts. She was holding a rather large, pink dildo in her hand, and was licking it while looking at the camera.

"And I know what you really want to see," Mom said, smiling at the camera. "You want to see my pretty pink pussy, don't you?" She giggled. "I know you too well, baby. I know exactly what you're up to."

She kissed the head of the dildo and slid her tongue around it. "Lets put this aside for now," she said, setting it on the bed beside her. "I've got something even better to show you."

She spread her legs apart and moved the camera's view with a little remote control she held in her hand. The video monitor showed the image changing, zooming in to focus on her pussy, her head and upper body showing at the top of the screen as she laid back.

"Do you like the lingerie I wore for you today?" she asked, teasingly. "I know you like it when I wear sexy lingerie. I'll do anything for my baby." She kissed towards the camera. "Let me show you what I have here."

She zoomed the camera even more, until only her pussy was on the screen. "This cute, lace lingerie... just a snap away from being open." She slid her hand over her pussy, teasing herself with her fingertips.

"What do you think? Do you like it on me? But the big question is... do you want to see what's inside?" She giggled. "Mmm... I love spreading myself for you."

She sat up and changed the camera's view, zoomed it out again, showing her whole body. She actually seemed to be pretty adept with working the camera remotely.

"I'll take this all off for you first. Do you like my big breasts, baby?" She grabbed both breasts in her hands and lifted them, squeezing and playing with her nipples. "Oh God, they miss you. Look how hard you make my nipples... watching me... masturbating for me."

I could feel my cock throbbing inside my pants, pressing hard to be released. I grabbed it through my jeans and tried to tame it, to no avail.

"Oh it's such a turn on," my Mom said. "Do you like watching me squeeze them... and play with my big, natural breasts?"

I for one did. I loved her breasts. Kissing and sucking on them gave me almost as much pleasure as her.

"What do you think?" she asked the camera. "Should I take my lingerie off? Or be a good girl? Hmm?" She paused a moment for effect, then made the decision herself. "I think off... it's just getting in the way. Don't you agree?"

She knelt and turned around, hooking her thumbs in the lacy material to push it down her legs, and then dropped her face and chest to the bed to show off her beautiful, round ass.

"What do you think of my butt?" she teased the camera. "I just love when you grab my ass... feeling your hands on me." She tossed the lingerie aside and reached back and grabbed one ass cheek. "Much better, don't you think? You perv!" she giggled. "That's ok, though, 'cause you're my sexy perv."

"I want to show you... all my holes," she said as she reached back with her other hand and pulled her cheeks apart, exposing both her pussy and asshole to the camera.

I had a side view, but I was very familiar with that part of her body. I'd buried my face in her ass and pussy more times than I could count. But her actions were really getting to me. I reached down, unfastened my pants, and pushed them down a little to free my cock. My hand wrapped around it and I began to slowly stroke.

"How's that?" she asked, bouncing her butt a little for the camera. "Is that a good view for you? Can you see both of my holes." She slapped her ass, making a very loud cracking sound in the small room. "I know you like to spank me. God it turns me on so much, too."

She turned back around to face the camera again, laying back, spreading her legs, and readjusting the camera.

"But I know what you want," she said, smiling. "You want to see my little pussy. Guess what? It's your lucky day. I'm going to show you all my pretty pussy has to offer. All for my baby boy. Let's get a closer look."

She zoomed the camera in until just her pussy was shown, filling most of the screen. Her other hand moved around her pussy lips, teasing herself a little.

"Look at that cute, little cunt," she said, grabbing her labia between her thumb and forefinger, squeezing and pulling it. "It's so fat. Do you like when I squeeze it like that? Maybe when I squeeze it around your dick."

Then she used both hands to pull her labia away, opening her pussy wide for the camera. The pink creaminess inside was on full display. I wished I was kneeling on the floor at the foot of the bed, just drooling over her pink pussy.

"Do you like when I open her up? That little hole... all for you. It's so fucking hot knowing you're down there, watching me... looking at me... studying me. Looking at my pink little snatch."

I stroked a little faster as she slid her fingers around her pussy, pulling her lips and slipping in a circle around her clit.

"Fuck!" I hissed softly. She was turning me on so much. I'd never seen her act like this.

"Don't you want to put your tongue here?" she asked, teasing her audience. "Mmm... God... I wish you could put your tongue in there baby." She slid first one, then two fingers of her own into her pussy, slowly fingering herself.

"Mmm, that's what I like," she moaned, pushing her fingers as deep as she could. "All the way, nice and fucking deep in my pussy. Does that look good? Do you like it? Do you like watching me finger myself?"

She moaned softly as she masturbated, her knowing fingers finding all the right spots to send pleasure radiating through her body.

"Oh, baby... is it time to grab my toy again and fuck this pussy?" she asked. "What do you think?" She smiled deviously at the camera as she changed the view again, zooming out to show her upper body and face once again. She reached beside herself and grabbed the dildo, bringing it to her lips to lick and suck.

She slowly lowered it to her pussy, sliding it around to get it very wet. "Oh yeah... just like that," she moaned, lining it up with her pussy and starting to push it inside herself. "God... it's big... I hope it fits in me. I really want to push this monster deep inside me."

She pushed slowly, pushing inch by inch into her wetness. I knew she could take it. It looked smaller than me from my angle. Once it was all the way in, she slid it out again, fucking herself with it.

I tried to match her strokes as I masturbated. I wanted it to feel like I was fucking her.

"Oh God... it feels good," she moaned. "This is so hot... especially with you watching me. It turns me on so much... knowing you're watching me fuck myself."

"Oh," she hissed, "push it so deep. I want to cum for you with this dick deep inside me. Don't you think that looks pretty inside me?" She reached down with her free hand and started circling her fingers over her clit at the same time.

"God... I'm gonna cum for you... while you're watching me fuck my little pussy," she said, moaning as she moved the dildo faster, thrusting it harder into her pussy. "I'm wishing it was your cock instead. I'm so wet... can you hear that?" She moved the dildo in and out rapidly to make the sloshing sounds from her wet pussy, then resumed her stroking speed. "My pussy is so fucking ready. I'm so turned on. I'm going to cum all over your big dick, baby."

Fuck! I couldn't believe I was watching this. I wanted to interrupt her. I wanted to throw her down and fuck her until she couldn't walk straight. My cock was throbbing hard and my hand was moving fast.

"Jerk your cock for me baby," she told her viewers. "I want you to cum with me."

"Mmm," I moaned. That was just was I was working for, even though I wanted to cum inside her. I watched her working that dildo, those fingers swirling fast around her clit. I could tell the way her body was trembling that she was getting close.

"God, baby... are you getting close to cumming?" she asked. "'Cause I'm getting really close now. I'm so wet for you. Oh fuck... baby... so close. My pussy wants to cum for you."

She was moaning, breathing so hard now and my cock was throbbing. I really needed to cum.

"Yeah... jerk that cock... yeah... jerk it," she told her viewers. "I want you to cum with me. Can I cum now? Can I cum?" she begged. "Fuck this feels so good."

Then her body started bucking and twitching. The pleasure had built to this moment, her release. And in only a moment, she started cumming. "Ohhhh! Oh fuck!" she yelled. "Oh my God!"

She pulled the dildo from her pussy and slowly licked it while her fingers moved around her pussy, avoiding her sensitive clit. She was breathing hard, coming down from her orgasm, and showing her audience just how excited this had made her.

"Oh my God," she whispered, sitting up. "That was so hot, baby. I really hope you came hard for me." She blew a kiss to the camera. "Merry Christmas. See you next time."

She must have stopped the recording with the remote because she stood and bent over to pick her robe and lingerie off the floor. She was just putting on her robe when I started clapping. The noise made her jump and turn towards me, covering her body with her robe and hands.

"Oh my God you scared the shit outta me." It took her a second to realize what had just happened. "How much of that did you see?" she asked as she tied her robe closed. She looked down and smiled when she realized I was masturbating.

"Quite a bit," I said. I tucked my erection into my boxers and jeans and fastened my pants. "That's for your site?"

"Yeah... I sell videos... or people pay a subscription for access and I get a percentage," she said.

"Is this the kind of videos you've been making?"

"Yeah... and I'm kind of running out of ideas," she said, laughing softly. "Want to see the types of videos I want to make with you?"

I nodded and walked into the room. "Yeah, sure."

She grabbed the computer keyboard and sat on the edge of the bed again. With a few mouse clicks she'd changed the browser to show another page on the site, another woman in her fifties. She scrolled for a moment, looking for something particular, and then opened up the video. It started playing in just a couple seconds and Mom fast-forwarded to the middle of it.

As we watched, the woman was sucking on some guy's cock, the video pointing down as if it was what the guy saw. "That's POV... point-of-view... your face won't be shown at all. Think you can do that for me? I mean... I'm sure you can see how much fun it would be."

"I mean I guess it could be a win-win," I said.

"Exactly," she said. "I've only got ten more years of work if I'm lucky. I need to make a lot of money quickly. And this MILF thing seems to be a gold mine right now."

"I just... it just doesn't feel right," I said. "I mean... it's porn."

She stood, moved close to me, and kissed me. Her hand then slid down my chest and abdomen until it settled on my very hard cock.

"It's very right... and we're already... you know... fucking," she giggled. "This just adds a camera to the mix. Besides... I know your dick wants it." She stroked it a few times, knowing just how much that excited me.

She had me there. My dick was so hard at the thought of fucking her more and more. "Yeah... ok," I conceded.

"Good!" she smiled, giving me another kiss and another squeeze of my cock. She looked at the clock on the computer. It was a little after 11am. "Hailey won't be here until 2:00pm or so. Wanna make one now?"

"Now?" I asked. She was really rushing this.

"Yeah, sure... why not?" she asked, putting the keyboard down. "Come on. It'll be fun."

I was shocked that she was asking to do this right now. I had no more time to think about it at all. I had to put up or shut up. "Well... um... I mean... I guess so."

"Ok... let's see," she said, looking around the room, trying to determine where she wanted to do this. "Why don't you start by lying on the bed... then we'll move to sit on the side of the bed... and I'll kneel on the floor. Then, when things get close, you can stand up and fuck my face. Guys always seem to like cumming on a woman's face."

I had to admit, I certainly liked doing that. She grabbed the camera headset from the rack and brought it over, adjusting it, helping me put it on my head.

"Does that feel ok?" she asked.

"Yeah... I guess." This all felt so strange, almost as if I was in someone else's body.

"Ok. You don't need to say a word, ok?" she said. "Just go along with whatever I do and remember that where your head is turned, that's what the camera sees."

"Ok," I said, nervously.

"It'll be great!" she said excitedly. "I promise. I'll just grab some clothes. Then I'll go outside the door and you start recording just before I come in. Ok? Just press that button on the side."

I felt the headset, looking for the button and found it. I nodded, a little nervous.

She walked over to her dresser and picked up fresh panties and such, then walked to the door. "Give me a minute to get ready." She walked out and closed the door.

I sat on the side of the bed, just wondering how this was going to work... how it was going to look. And I got scared wondering if we'd be found out. Nervously, I reached up and pushed the record button.

"Ok." My mom called from the other side of the door. "Are you ready to start?"

"Oh... fuck!" I chastised myself. "I already did. Let me try again." I reached up and pressed the button to stop the recording just as my mom opened the door and looked in. I was so nervous. I knew I was going to fuck things up.

"Everything ok now?" she asked.

I nodded. "Yeah, I stopped it."

"Maybe you should be lying back on the bed... like you're resting or something," she said. I moved back to lay back on her bed, her fragrant pillows underneath my head. The perfume on her pillows was making my head spin with desire for her.

"Ok, let's try this again," she said, closing the door. "Ok, you can start."

I pressed the record button and, just a few seconds after, there was a light knocking on the door before she opened it.

"Honey? Are you sleeping?" she asked, walking into the room. I looked at her, focusing the camera right on her. She was wearing a sage green robe that hung slightly open. I could tell that she wasn't wearing a bra, but the robe hid her breasts perfectly, with just enough of a tease.

"Happy birthday, baby!" she said, walking to the side of the bed. "I brought you your present!" She sounded so happy and excited, really getting into her role. She crawled up onto the bed beside my knees, trying to hold her robe closed with one hand. "I'm sorry it took me so long to bring it to you.

"Your present?" she asked, opening her arms as if I was wondering where the gift was. "Well... I got you a really... nice... birthday present. I know it's something you've wanted for a long time now. But it's not something I can gift wrap, like a video game or book or something."

I looked up at her, wishing that this was the way I was greeted every morning. God, she was beautiful and sexy.

"Tell me... every year, for your birthday, you closed your eyes and made a wish to get that perfect gift. What did you wish for?" She hesitated as if I was answering. She was really good at playing the entire conversation in her mind, leaving space for my feedback. It probably would have sounded better if I'd talked to her, but I certainly didn't want my voice or my face on the video.

"You don't even have to tell me," she said, smiling. "I know what you wish for most. So... this year... I thought you'd like that really... special... birthday present." She teased her robe open slightly, slightly exposing her breasts more but leaving her nipples covered.

She looked down at her own breasts as her hands pulled the thin, satin aside once more. It was a tease that I enjoyed and I felt my cock throb in expectation. "Oops, I didn't tie my robe closed," she giggled. "I'm almost falling out of it. Have you thought about what my titties look like?"

She giggled as she pulled the material wide open, exposing her entire body to me. She was now only wearing matching green panties.

She quickly brought her finger to her lips, as if to silence my protestations. "Shh, shh... I won't tell anybody if you don't. You know, you and I have a very... special... and close... relationship. So today, my present is... my mouth. I want to give you very special... intimate... pleasures with it."

She patted my chest, as if trying to reassure me. "It's ok, honey. Mommy just wants to make you feel good. So just let mommy do this." She took her robe completely off and tossed it aside before quickly turning her attention back to me. She rose on her knees, adjusting her panties a little.

"Shh shh... don't worry... everyone else is sleeping. They won't even know." She moved, kicking a leg over me and sat on my lap. She settled her panty-covered pussy onto my cock. I could feel her heat even through all the material.

She slowly ground her hips against me, looking as if she was fucking me. I reached up and grabbed her tits, squeezing them in my hands.

"Mmm... that's nice baby," she moaned softly. "I can feel how hard you are for me."

She smiled down at me, loving my touch, loving my cock even though it was completely covered under my jeans. God, I wanted to just fuck her, but she was set on making this video her way.

"Why am I doing this?" she asked, pretending that I was still protesting. "I don't know. I see the way you look at me... maybe it's all the peeping you've been doing... when I'm in the shower... or in my bedroom getting dressed... Or that time I caught you in the shower... stroking your cock. I stood there... watching you... touching myself. What surprised me was how much I wanted you... how much I wanted your beautiful cock inside me."

She moved until she was kneeling between my legs. Then she bent forward, grabbing the waist of my jeans, and gave my cock light kisses.

"Can I take it out?" She smiled deviously at the camera as her hands began unfastening my jeans. She pulled them open, her hands sliding along my shaft over my boxers. "Oh my God... mmmm... your cock is so nice. I should have done this sooner."

She stroked my cock for a moment, then pulled my boxers down, too, exposing the whole shaft. I moaned as her hand stroked me, tugging me wonderfully.

"Does it feel good, son?" she asked.

"Oh, holy shit, yes!" I moaned, surprising her and making her giggle.

"Oh my God, your cock is so nice." She moved down on the bed and tugged at my jeans and boxers, sliding them down and off my legs and tossing them aside.