I’d just come into my bedroom and my son, Toby, was on my laptop. Again. I glanced at the screen and asked, “You’re masturbating to a cartoon?”
He paused for a second. “It’s not a cartoon, mom, it’s an animated video.” He paused. “I guess that’s the same thing. Although it’s really a video of a game somebody played, so it was an interactive cartoon.”
“Well, anyway, if you like it, it’s fine, I guess,” I said, looking at his cock, which was softening. He paused the animation. We were four or five months into the COVID pandemic and Toby seemed to be masturbating more than ever, which I suppose made sense when you can’t go out to play baseball with friends.
“It’s about a mom and her son,” he said. “It starts off with him watching her masturbate. Then, the next morning I guess, she catches him masturbating. She exposes herself, opening her robe, while he masturbates and cums. That night, she sneaks into his bedroom while he’s sleeping. She starts to suck his cock, but leaves when he starts to wake up. He sees her and another woman in a pool or hot tub or something and when she gets out, he offers her a towel, then fingers her until she cums. Next, we see them in a van and she’s jerking him off, his huge hard cock still inside his underwear, I’m not sure how that works, and he cums. She immediately sucks him off and he cums again. Then they’re in bed together and he fucks her and he cums. Then… “
“All that happens in one cartoon? Confusing.”
“We’re maybe a third of the way through it. It’s fifteen minutes long. And it’s really a video of someone interacting with the story. Like whether or not to cum, to cum inside her or outside her…”
“I’ve got the idea. I think I’ll just watch, if you don’t mind.”
So I watched Toby masturbate. He was only sixteen, he’d be seventeen in three months. His hair was a little long, as I was cutting it due to COVID restrictions and still wasn’t really confident about my barbering skills. He had a cute smile and shoulders that were broadening, although they had a way to go. He didn’t have much of a chest yet. But he did have a hard cock and his hand stroked it slowly.
On the screen, the guy had already cum three times that I saw. I couldn’t imagine that this turned Toby on, but apparently it did. The kid on the screen came in his mother’s pussy. Toby was jerking faster. I sort of wanted to help, but I just watched. His hand moved smoothly along his shaft, mostly emphasizing the end of it, the tip. A little pre-cum leaked from his pee-hole. On my laptop, mom and son were in the shower and she sucked his cock. He came… and Toby came.
Toby’s cock spurted cum on his chest almost to his shoulder, a big line of cum that dripped down his side. He shot several more times, dwindling to just some drops on his hand. I ran to get a towel to clean him up.
With a wet towel, I rubbed his torso in short motions. I cleaned off his hand. I wiped his cock and it twitched. Putting the towel between his legs, I brought it up along his balls and his dick twitched again and grew a quarter inch. I was astonished that he could possibly be getting hard.
His cock was mostly free of cum, so I just brushed it with my hand and saw it lengthen another tiny amount. Gripping his cock with my hand, I began to stroke the end of it and I watched his dick grow from soft to almost completely hard.
“That’s amazing,” I said.
“It just does what it does.”
I got on my knees and took him into my mouth. I’m assuming you’ve read my earlier stories and are as comfortable with my having sex with my son as I am now. I could taste some leftover saltiness from his cum and feel the sponginess of his dick. I really sucked him, his cock hitting the back of my throat, my head bobbing up and down. I touched his balls, then massaged them gently.
Licking the underside of his dick, I tasted pre-cum leaking. Stroking him and sucking him at the same time, I glanced at his face. His eyes were closed as he fantasized about… something. Stroking and sucking, just like the cartoon. He came in my mouth.
I was surprised, but not so much that I couldn’t swallow all of it. When I could tell he was done, I kissed the end of his dick. I stood up and kissed him softly on the mouth.
“Quite a cartoon,” I said.
“Yeah,” he acknowledged, “I liked it. Thanks, mom.”
He didn’t have any clothes to gather, he just got up naked and walked to the bathroom, his cute butt waving goodbye. I heard the shower start. Throwing the towel in the hamper, I thought about what I’d seen. Watching him masturbate was no big deal, I’d done that many times before. But the cartoon game was different. Something to think about.
One week later, my friend, Jen, and her daughter, Katie, were at our house. They were basically my only friends at this point, and maybe Jen’s husband, as I so seldom went out of the house. I’d expected everything to loosen up by now, COVID-wise, and I’d thought that Toby would be going to start his senior year of high school, but apparently, at least for a while, he’d be remote learning. And I’d still be doing little besides grocery shopping. COVID really sucked.
The four of us had eaten dinner, just cheeseburgers from my six-year-old grill, and I’d moved us to my bedroom. We’d all had sex with each other at one time or another over the past several months, even Jen and Katie, so no one should have been surprised at my proposal.
“I got this idea from watching Toby viewing a sex game on my laptop, where the guy came about fifteen times in fifteen minutes. So I thought about how we could copy that.”
“We’ve only got one, uh, penis here,” Jen said. “Don’t want to wear the poor boy out. Fifteen times!”
“We’ve got lots more ‘penises’ than that,” I said, and went to my nightstand. I pulled out all the vibrators, including a vibrating butt plug set I’d recently bought and hadn’t used yet. Everyone moved off the bed so I could strip off the bedspread and arrange them on the pillows. “Voila!”
We all took off our clothes. I’ll admit I enjoyed watching Jen and Katie undress, Jen’s hard nipples popping into view and Katie’s small breasts. Katie’s blonde hair was shorter than before and looked really nice, as though it had been cut by a professional. Maybe it had. She had a beautiful face and the beginnings of curves to her body. Her legs, which were stunning, appeared to be much longer than average.
“I’ll go first,” Jen said. I forgot to mention that we’d agreed to take turns. She had a good body for her late thirties, with ab muscles I could sort of see. Her tan lines were deeper than they’d been on the Fourth of July at their pool, very attractive. Her pussy wasn’t waxed like mine, though, although it had been bikini-trimmed and the hair cropped down.
She took a minute to decide among the vibrators (and one dildo) and, to my surprise, selected the vibrating butt plug. Jen lubed it up and got on her knees, doggie style.
“A little help, please,” she said, and Katie took the butt plug and held it against Jen’s asshole. Jen gasped as Katie worked it in, but a minute later, it was all the way in, maybe four inches, and quietly humming happily.
There really wasn’t much to watch other than Jen’s widening eyes and open mouth. I looked at the two kids, both sixteen and focused on Jen, and they were either mesmerized by the sight or just avoiding looking at each other. Jen had the remote in her hand and I heard the level of vibration kick up a notch. I was pretty sure she turned on the “thrusting action”.
“That’s it, baby,” Jen said. “Fuck me. Fuck me in the ass.” She said it so softly it was hard to hear.
“What?” I asked.
She didn’t answer, but rolled on to her back and grabbed the wand vibrator. Jen turned it on and held it on her pussy. She moved the vibrator from her labia to her clit and her eyes grew wide again. Her legs pulled back until her feet were flat on the sheet.
“Oh, fuck me! Fuck me like that… “. She paused with her head thrown back. “Fuck me with your cock, Toby, fuck me. You feel that? You feel that butt plug vibrating in my ass? Fuck yeah… your big hard cock inside me… “.
She looked at Toby, stared at him, really, then she moaned and her head rolled to one side. Her feet came up in the air. Her whole body jerked suddenly, then settled back down.
“You gonna cum with me, Toby?” she asked. “Gonna cum with me?”
She moaned some more. She screamed a little.
“Keep fucking me! Keep fucking me!”
She moaned loudly.
“Fuck me faster, Toby! I’m cumming,” she growled, “I’m cumming.”
The vibrator hadn’t moved from her clit. She screamed a little more. Her eyes rolled back and her leg muscles twitched, but she was quiet now, with her mouth open. She looked like she was saying something, but no words came out. She must have cum for about forty seconds.
Jen pulled the vibrator off her clit, although the butt plug was still vibrating. She just breathed a few times, then muttered, “Oh, fuck…”
“Wow,” I said, “that was awesome.”
But Jen wasn’t listening. She put the wand vibrator back on her clit and said, “Fuck me some more, Toby. Fuck me!”
Her head was back again and she would have been looking at the ceiling if her eyes were open. Her legs were in the air, knees pulled back, her mouth open. She must have been fantasizing about something or someone, maybe Toby. I looked at Toby and he was rapt, smiling, his cock rock hard and pointing up a little bit, not straight out. Jen didn’t say a word, although I heard her gasping now and then.
After less than a minute, she cried, “I’m going to cum again! Oh… “
Just like before, her feet twitched in the air and her tummy muscles tightened. She put a hand on her boob and squeezed. Her mouth opened wide, but she didn’t make a sound. She came for half a minute, then just touched her clit with the vibrator, pulled it away, touched her clit again… she did that maybe six times. The arm with the vibrator fell to her side, but her tummy continued to contract. She made whimpering sounds.
While Jen masturbated, Katie had been sitting cross-legged on the bed, idly stroking her cunt. Toby knelt on the bed, touching his cock from time to time, although he didn’t really masturbate. They both watched Jen closely and had similar reactions, their shoulders becoming tenser until Jen finally orgasmed, at which point their shoulders relaxed.
I have no idea what I was doing or what I looked like. I was oblivious to myself and just watching the three of them.
Before Katie or I could speak up, Toby said, “Me, next. And I think it’ll be pretty quick.”
He didn’t take a vibrator, somewhat to my surprise. (Twice I’d been surprised now!) His hand encircled his shaft and he began to masturbate.
As you know if you read my other stories, I love to watch Toby jerk off.
“What are you thinking about, Toby?” Jen asked. Maybe she was extra-curious having just, apparently, fantasized about Toby fucking her in the ass.
He didn’t say anything at first. Toby knelt quietly, eyes closed, his hand on his cock, knees spread. He was the picture of a masturbating teen.
“What are you thinking?” I asked.
His eyes still closed, Toby said, “I’m thinking about fucking you, mom. How good your pussy feels. Deep inside you. Fucking you.”
He was quiet for several seconds and masturbated a little faster. I was both embarrassed and pleased by what he’d said, fantasizing about fucking his mother. I rubbed my pussy.
“And I’m thinking about fucking you in the ass,” he said.
“Tell me, honey,” I said and I meant it.
“My cock is so deep in your ass. Fucking your asshole. So tight. And Tony is underneath you. Fucking you. Your pussy. I can feel his cock with my cock.”
He paused again, but his hand was jerking quickly now.
“His cock is really hard. I can feel him moving inside you, mom. Not a lot, but… now he’s cumming. He’s cumming inside you and… “
Cum squirted from Toby’s cock and some landed on Katie’s knee. Toby was leaning back, his cock pointed up and out as cum fountained from it. He was saying, “Oh!” I think, although it was hard to tell. White cream streaked the sheets. He looked pleased and, as I glanced around, saw that we were all smiling, even Katie. I don’t think Toby and Katie had had any sex together for at least four weeks.
Katie had already begun to masturbate, her fingers rubbing in circles on her clit. She still sat cross-legged but leaned over to pick up a purple vibrator, my Womanizer classic. She didn’t seem to know what to do with it, so I took it from her and turned it on. (Me, a thirty-seven-year-old woman showing a teen something electronic!) I showed her how to use it, putting the hole in the vibrator over my clit. As soon as it touched my clit I didn’t want to take it away, but I did.
“When you put it over your clit, move it around to get the tightest seal you can,” I said. “It’s a great device. And put a little of the lube on your clit and on the end of the toy.”
Katie looked open and eager. She put the hole over a nipple and exclaimed, “Wow! It’s like kisses!”
I smiled and watched. Katie put on the lube and moved the vibrator down to her clit and put the hole over it. And quickly took it away.
“It’s too much,” she said. I showed her how to reduce the speed of the airflow and she tried again.
“Oh, that’s nice,” she mumbled. “Very, very nice.”
She just sat there for thirty seconds, the vibrator thrumming away. It didn’t move, she didn’t move, although she upped the level then took it back down.
“Oh, daddy,” I heard her say softly, “just like that. Suck my clitty. Yes, daddy, suck me. Oh, daddy, please!”
Her eyes were closed, too, apparently the thing to do when masturbating in a crowd. She must be picturing her dad’s head between her legs, I thought. His tongue on her clit. She said, “Daddy,” several times.
Less than two minutes since she’d first put the Womanizer on herself, she came. Katie’s whole body jerked multiple times. She pulled the vibrator away from herself, breathed deeply a couple of times, and put it back on her clit.
“Yes, daddy! Yes! God, I wish I had your cock inside me. Fucking me. Cumming inside me. Cum inside me, daddy, please, please!”
She came again in less than a minute. This time she didn’t move it away but left it on her clit. Katie came again. And again. It was quite an amazing performance. She finally stopped and put it aside, but her eyes were gleaming.
“Holy shit, that thing’s awesome!” she exclaimed.
I just smiled and grabbed my rabbit, turned it to medium, and began masturbating. I was already incredibly wet. My rabbit felt good inside me.
I was sitting on my butt on the bed, my knees up so everyone could see my cunt. I was turned on by the idea of being watched by three people, including my son. My son and I had masturbated together before, but it still thrilled me. (And if you want to know what I look like with a rabbit, please see my image gallery.)
Soon, I was lost in my fantasy, imagining more than enjoying being watched. I was thinking about Toby, his dick in my cunt, slowly moving in and out, playing with my clit. He was kissing me. His hands were on my breasts.
“Fuck me, Toby, fuck your mom. Your mommy. Fuck my cunt with your big hard cock. That’s it, honey, fuck mommy.” I went on like that for a minute. And then Toby put his hand on my knee.
“OK, mom, how about I fuck you?” he asked.
I wondered briefly how fair that would be as everyone else had just masturbated and decided quickly that it didn’t matter.
“OK, but fuck me in the ass again, honey,” I said. I tried not to drool. He’d done this recently and my asshole tingled as I remembered.
He picked up the lube and I lay on my tummy. I made sure the vibrator was well inserted into my cunt, the rabbit ears on my clit. Toby dripped lube around and into my asshole, gently, and put some on his cock. I felt the tip of his cock at my asshole and I welcomed the anticipation. The tip went in and I gasped.
“Are you OK, mom?” Toby asked.
“Yeah, just give me a second.” I waited closer to thirty seconds, telling myself to relax. “OK, a little more.”
His cock went in maybe an inch and I felt the pressure, of course, but it didn’t hurt at all. I pushed my ass back at him and his cock slid deeper. The rabbit ears had come off my clit, but I didn’t care. My ass was up in the air a little. I pressed the vibrator into my cunt, tilting it up a little so Toby could feel it better.
“Oh, shit, mom, that vibration… “
I used my other hand to turn the vibrator…
