Blackmailing my Moms: Part 4
By Charlie Flemming
Copyright 2021 Charlie Flemming
Author’s note: All characters depicted in this work of fiction are 18 years of age or older.
Day 21 Saturday, April 16
Ivy still wasn’t back and Julie and Lana left early. But Mom stayed home for a change. I found her in the gym.
I’d been leaving Mom alone as a blackmailer for a bit. And by how much she’d been avoiding everyone and out drinking, she probably needed a break. Still, I wanted to talk to her face to face about what’s been going on, “hey Mom,” I said as I came in the room.
Mom almost jumped from the exercise bike she was working out on. She stopped peddling and looked at me with an almost scared look on her face, “Oh, Dan!” She said, “I didn’t know anyone else was here. I’m, um.”
As I got closer I saw why she was nervous. She was only wearing her one-piece swimsuit and the sweat from her body was causing it to hug her body like it did when she got out of the pool. Mom’s tits and camel toe was clearly on display. I did everything in my power to keep my eyes met with Mom’s but it was difficult, “Mom, I was just looking for you.”
She got off the bike and threw her hands up in frustration, “Well, you found me.”
She was obviously upset, I hoped this didn’t mean that Ivy had told her I was blackmailing her somewhere out of the house where I couldn’t hear or see. Still I played the concerned son, “Sorry,” I said, “I can come back if-“
“No, it’s okay.” Mom interrupted me, “I’m sorry. I’ve been out drinking like a lush. Things have been extra frustrating lately. Not to mention I’m hungover and I just wanted to work it off.” She sighed, her breasts heaving, “what do you need?”
“Well, I wanted to talk to you…” I pretended to be embarrassed, “I mean, what happened in the shower and then you said you wanted to, uh, sleep with me. It’s kind of confusing me…” I trailed off.
I figured Mom would get embarrassed and apologize and then I could push her a little. But instead she surprised me. She had a thoughtful look and then grabbed me and pulled me into the gyms locker room. She then took me into the showers and turned them on but we stood outside of the spray in our clothes.
“I have to tell you something,” she said in a low voice, “and I should be quick before they get suspicious.”
“What is it Mom?” I asked in a low voice as if I was playing along but inside I was kinda freaking out.
“I’m being blackmailed…” and then Mom told me what I already knew, completely skipping why details about why she was being blackmailed, of course, “… And they made me put cameras everywhere. But I think Bruce, that’s his fake name he gave me, but it could be a woman, but he forgot about this room and I don’t think he can hear us from the next room with the showers on.” Mom took a breath after speaking non-stop for a minute straight, “I just don’t know who to turn to. I don’t know if you can help but I just want you to know I’m not trying to be a bad Mom!!”
“So this person has been making you do these things?” I asked, “you didn’t want, umm…” I trailed off.
“Right, just him. I would never want to see your beautiful hard penis again. My son’s hard penis…” she suddenly turned and walked out of the room before we could talk any further.
The last thing I expected was Mom to tell me someone was blackmailing her but this was a very interesting development. I would have to adjust my plans accordingly.
About an hour later I texted Mom as Bruce.
Bruce: you took your son somewhere I couldn’t see? How is that possible?
Mary: I don’t know what you’re talking about.
Bruce: you know exactly what I’m talking about. You will add one of those extra cameras there by tomorrow morning. Also, for punishment you can either give your son a massage while he’s naked or he can give you a massage while you’re naked. Better hurry, time is ticking before someone else comes home…
Then I hid the phone unsure what Mom would do after telling me and getting more orders from her blackmailer.
What did happen was about ten minutes hiltonbet yeni giriş later a new camera came on my feed in the gyms showers. And about five minutes after that she texted me normally.
Mom: the blackmailer messaged me just now…
Dan: what did he say?
Mom: I don’t want to tell you.
Dan: what could he possibly have on you, mom, to make you do these things?
Mom: umm, he said I need to give you a handjob.
My heart skipped a beat. Mom just upped the ante by herself! She must have really wanted to touch my cock again…
Dan: wow, really? What are you going to do?
Mom: well I guess I have to don’t I? You don’t want to know what would happen if I didn’t…
Dan: what is it Mom? What’s this person have on you?
Mom: I’ll come to you, how about that? Remember not to mention the blackmailer or any of that okay?
I gulped, not believing this was about to happen. Mom came down the hall to me and opened the door. She smiled, embarrassed, as she walked over to my bed.
“I hope this is okay, son,” she looked me in the eye, her lips wondering. Mom was horny as hell. I guess I lucked out with Ivy not fucking her yesterday.
“Anything I have to do,” I said, “…to help, I mean.”
Mom took a breath, “you should probably take off your clothes.” She said.
I once feel into a river at 20 below and even then I’ve never gotten all my clothes off as quickly as I did then.
Mom got on her knees in front of the bed where I sat. She kicked her lips hungrily as she starts at my hard cock in front of her, “you have such a big dick, I mean, penis.” She gulped as she pensively reached a hand out and gripped my big dick around the shaft, “I love how it feels in my hand.” She gasped softly.
Mom put another hand on my big balls and fondled them as she began slowly jerking me. She’d obviously done this before, “that feels good Mom,” I said to her.
She smiled up at me with delight, “well, you know I wasn’t always married to a woman,” she said, “I used to give a lot of these…”
“Handjobs you mean,” I said.
Mom blushed but tightened her grip, “yeah, that.” She giggled a little bit then got into jerking me off she brought her hand up to my cockhead to smear my precum around and use it as a lubricant. She moved her other hand from my balls and jerked me off with both arms while moaning, “cum for me, cum for mommy!”
That was all it took and I unleashed my load straight at my mother’s face. I came like a racehorse, it was the main reason I didn’t jerk off much, just too much time for cleanup. But I came and my mother moaned as she came too and I covered her face hair along with her outfit with my jizz. She looked like the bukkake queen when I had finished.
“Holy shit Dan!” Mom said up to me as cum continuously spilled down her body and on my floor, “do you always cum like that!”
“Pretty much, yeah,” I said.
She looked down, “and you’re still hard!” She shook her head, “how…” she didn’t finish her thought as we heard the front door open downstairs as someone had come back home.
Mom sprinted into the bathroom and took a very long shower where, I knew from the footage, she masturbated several times.
Things were back on track with her and progressing even better than I’d hoped.
Mom surprised me again when after she showered she came back in my room. I figured she was just going to hide again but in just her robe she walked in and she gave me a hug.
“Thank you, Dan,” she whispered, probably so the camera wouldn’t hear, “thank you for helping me deal with this problem I have.”
I wrapped my arms around her sexy back as I held my mom close to me. My erection had gone away but I could feel it coming back as her body pressed into mine. I thought about moving my hands to her ass but choose not too as I felt it would be too much. “I love you Mom,” I told her and I meant it even if I was doing this awful stuff to her, “I’m sorry this is happening to you,” that one I didn’t mean so much, “and I’ll gladly help you with this in the future.”
She breathed a sign of relief, then she broke hiltonbet giriş the high but only enough so she could kiss me. It was brief and there wasn’t tongue but it was fast from motherly. “Thank you my son,” she whispered, hugging me choose again, “hopefully whoever it is will be satisfied with what we’ve done already.” I got the impression from her voice Mom was half going that he’d tell her to do something else.
She left the room and I locked the door before getting my phone from the floorboards. With how things were moving with Mom right then, I thought about telling her to do something else with me but that might look suspicious.
Bruce: you did well. I’ll reward you soon.
Mary: I can’t wait…
I couldn’t be sure if Mom was being sarcastic or not.
I checked the cameras to see who was home and smirked when I saw it was Ivy.
I met her in the kitchen where she was putting away groceries, “you never buy food.” I pointed it to her, “what gives?”
She scowled at me but that made me smirk, she was beautiful when she was angry, “I’m going to make a romantic dinner for your Mom and fuck her like you wanted.” She started putting the food in the cupboards.
“I told you to do that last night.” I told her, “change of plans. Keep being your normal cheating self and don’t be romantic with Mom at all.”
She looked at me suspiciously, “Oh, and here I was thinking you just might be trying to be nice to someone else.” Ivy said sarcastically.
“Not gonna happen,” I spat, “but tonight when everyone else is asleep, you’ll come to my room and you’ll come naked.”
She closed her eyes and stopped breathing for just a second but then Ivy sneered at me, “You are such a weak piece of shit.”
I roughly grabbed her shoulder and turned her to face me. Her look of anger changed to one of a strained lust as I reached under her shirt and rubbed two fingers against her pussy. She was soaking wet already, “Jesus Christ Ivy, you are so fucking turned on already just thinking about it aren’t you? You love feeling powerless don’t you?”
I rubbed her clit some more and she gasped, holding back a moan, “That, ugh, had nothing to, oh, do with you.”
I stopped playing with her cunt and took a step back, I held my fingers up for her to see, her pussy juices dripping off them obscenely. Then I shoved both fingers into my mouth and slowly sucked them clean, “you taste delicious Mom.” I never called her that and it visually turned her on.
Ivy turned back to the counter though all the groceries were away now. She couldn’t say anything and didn’t want to face me. Pleased, I left her there too stew.
That night I waited. I wanted to fuck Ivy but I also knew if I fucked her and came within seconds she’d basically have something to hold over my head too and that’s the last thing I wanted.
So when Ivy came, completely naked, I knew what we were going to do, we were going to increase my stamina. Ivy flipped the light on once she came in the room.
She was gorgeous, her ass looked soft as silk and when she turned to face me her breasts were perfect and her pussy was wet. I knew this turned her on.
I looked at her cunt. “Hair is starting to grow back. I thought I told you to keep your pussy shaved.” I said authoritatively.
“Fuck you Dan, that’s not-“
I quickly crossed the room to get so I was right in her face, making Ivy shut her mouth, “You’re going to start being nicer to me.” I whispered to her roughly, “And when we’re alone like we are now, you will refer to me as ‘sir’ or ‘master.'”
Ivy’s lip quivered and I knew this was turning her on, but she still looked at me angrily and said, “You are such as evil little shit, no one wants to fuck you so you’re torturing your stepmother instead.”
I reached forward and pinched both her nipples roughly, Ivy yelped, a bit loudly but she got so horny she fell to her knees, “Ahh, ooh,” She moaned as she fell to her knees.
“Fuck you,” She said up to me. As I let go of her breasts and started dropping my pants. She stared at my dick as it popped out of my boxers, it was now facing right hiltonbet güvenilirmi towards her face. Ivy licked her lips with desire, even if she seemed angry, I knew she was getting off on this at the same time.
Fuck you, sir,” I corrected her, “Now, slut, jerk me off.”
She glanced up at my face, she was angry, but she didn’t say anything as she reached forward and took my dick in both her hands, “Jesus Christ, Dan,” She moaned softly, “you are incredibly hard for me.”
She started slowly jerking me with both her hands, “That feels good, Ivy.” I said as I moaned softly too.
“You’re a fucking creep for making me do this,” She said up to me but only jerked me harder, “What a fucking horrible little creep. I can’t believe what a pervert you’ve become and to think I help raise you. What a perverted little shit.”
She was misbehaving but she was still jerking me, I felt like cumming already, which made me cringe at myself in the mirror. I didn’t want to cum too soon and I needed to learn to hold my load back, something I was doing right then by tensing up every muscle in my body but even then I could feel my orgasm building quickly. “Stop,” I ordered her.
But she didn’t stop, “Fuck you, I have your big dick in my hands and fuck you if I’m doing what you want anymore. I hope you cum. I hope you cum all over my body. I bet a little pervert like you would like that. Cumming all over your stepmom’s body, what a fucking horrible motherfucker!”
She was getting kind of loud but her words were too much for me and I felt my cocks tightened and I bit my tongue so I didn’t yell out and wake up anyone else in the house. My cock jerked in her stepmom’s quickly jerking hands, I felt my sperm rush up my shaft and I unleashed a large amount of cum right at Ivy’s face.
She let go of my dick so she could hold both her tits up and open her mouth as I unleashed my load. Jizz shot from my cockhead with such force it hit my stepmom in the forehead and splattered up into her hair. The next hit her right in the mouth and Ivy moaned as she swallowed it down. I grabbed my cock then so I could aim it myself and covered both of Ivy’s tits in just three short bursts from my dick. She then surprised me as she leaned forward, and Ivy took just my dickhead into her mouth. She sucked the rest of the cum out of my dick and swallowed it down.
“Fuck that was intense.” She said as she leaned back against the wall, “And you cum like a fucking elephant! How in the fuck!?” She said as she looked down at herself, “I mean, I’ve only been with a few men, but this is fucking insane!” She ran a hand through the cum sticking to her tits and held it up, it covered her whole hand, “I mean, the amount in my hand is less than most guys’ normal loads!”
I smiled down at my cum-covered stepmom, “Wow, Ive, I don’t think you’ve ever been impressed with everything I’ve done before.” I said honestly.
She then surprised me by licking her hand until it was clean of my cum, “And your jizz tastes delicious.” She looked up at me, smiling, it was like she was a totally different person, “I mean, I guess you’ve never done anything that impressive with me before, but this, she reached forward and grabbed my still hard cock, “Wow! And you’re still hard! What the fuck!? How can you still be hard after cumming this much.”
“Truthfully,” I said with a shrug, completely forgetting I was supposed to be in control, this was all new to me and this was probably the closest I’ve gotten to ‘pillow talk’ so far, also after a lifetime of abuse from Ivy it was kind of nice hearing her compliment me for a change, “that’s kind of why I don’t jerk off hardly at all, it never goes down, and it’s always a big mess,” I admitted.
“Well, we’re going to have to get it to go down sometime…” Ivy said dreamily as she licked the cum off her lips. She then shook her head, her whole body jerked as if she just now realized that she was dripping with her stepson’s semen after jerking him off and was now offering to do it again, “Um, never mind, I should shower so your mom doesn’t get suspicious….” And with that, she stood up, and I got another quick glance of Ivy’s beautiful body as she turned and walked out of the room and into the bathroom across the hall.
I pulled my pants up and got back in bed, I thought about checking the footage and seeing what we just did but decided not to, it could wait until the morning.