Leigh’s Descent

All characters and situations are fictional.

All characters are above the age of consent.

Any similarities with people or places are simply coincidental.

I'm sitting in my apartment early on Saturday morning. Danny is still asleep but Junior is up and about. This is one of those times that I feel uncomfortable around my oldest boy. I mean, when you've been coerced into fucking and sucking your own son--three times in one night--that is to be expected.

At least he has no idea that it was me. At least, I hope to god he doesn't suspect that it was me. If so, he hasn't displayed any signs of it.

I remember being at his birthday dinner later that day. Every time he looked at me I'm pretty sure that I blushed in humiliation, remembering every moment of him inside my pussy and mouth. And of the three times he spilled his seed into me. And worse, the orgasms he gave me.

I think I've done a good job of putting that ordeal behind me; at least to being able to function around him without letting it drive me bat shit crazy.

But there are days that it hits me hard.

Take yesterday for instance. The morning started with a "quickie with Ricky." At least that's what he has taken to calling our fast encounters.

Sex has slowed down with us. Not because I don't want it. Well, part of me doesn't want it. But there is something special about being 44 and having an 18-year-old viral man desiring me. And he usually does a damn good job of satisfying me at the same time.

But with the boys back home for what little remains of the summer, it's hard to find alone time with Ricky when my kids, or his parents, aren't around. So, often we have gotten together in his apartment right after he gets home from his midnight shift at the gas station, or on his day off, after his parents have left for work and I am about to leave for work.

Junior and Danny are usually still asleep, but even if one or both of them is awake, they don't know that I stop at Ricky's before going downstairs. I text him when I'm ready to leave and he is waiting with the door open to let me in and we hurry to his room where I dutifully fuck or suck him.

Sometimes he meets me at the end of the parking lot on my way home and gets in the car so I can give him a quick blowjob.

There have even been times when he comes down to the laundry room to meet me and he fucks me doggie style while I bend over the washing machine.

Although I hesitate doing that after we were almost caught by Mrs. Tucker one evening. I never thought anyone would come down to the laundry room that late.

Yesterday, Ricky and I fucked in the morning. Then, after work, I went to Jimmy's to make a car payment. I had called the boys and told them that I was stopping at a local bar for happy hour with one of the girls from work. It turns out that Danny was out with some of his friends anyway.

Jimmy fucked me as expected. Unlike Ricky, the fat slob just fucks me quickly, when he doesn't want a blowjob, and sends me in my way.

Thankfully I only owe him $400 dollars.

I went home and entered the apartment. Apparently Junior didn't hear me come in. I walked down the hall and saw his door partially open. And I could see him laying on his bed jacking off while watching the video of us having sex on his iPad. Worse, he had just begun to cum. I stood there transfixed while watching my son shooting cum onto his belly while he watched the encounter with me.

I hurried back to the front door and opened it, then closed it loudly to alert him that I was home.

So, after fucking both Ricky and Jimmy, I watched my son masturbate, fully hitting me in the face with the memory of what we had done.

Then, for some goddamned reason that I cannot fathom, I ended up rubbing my clit to orgasm when I went to bed.

Maybe I should see a fucking shrink.

My phone dings. I look at it and see a message from Ricky. Although the name says 'Work 2' since I don't want my sons accidentally seeing Ricky's name pop up on my caller ID.

"I'm taking the trash out. Take yours and meet me at the dumpster in five minutes." The text says.

I'm dressed in shorts and a tee-shirt. So I slip on my shoes and go to the kitchen to grab the half filled trash bag and head out the door. "Going to the dumpster!" I yell to Junior.

"Need me to do it?" He asks.

"No, I need to walk a bit anyway. Don't walk much since I bought the car." I say, as I hurry out the door.

Ricky is already downstairs with a bag of trash in his hand when I go outside.

"Good morning." He tells me. He is still dressed in his work shirt and jeans.

"Hey." I reply. "What do you want?"

"I have a proposal for you. Someone wants to fuck you again."

"Which one of your deviant friends are you trying to pimp me out to now?" I ask.

Ricky smiles. "Oh you're going to love this. It's Connor."

I nearly drop the trash bag. "No fucking way!" Shit, I said that too loud. A man walking through the parking lot looks up at us.

"He is leaving for boot camp on Tuesday, and he wants one more night with his favorite MILF. He asked me to arrange it last night."

"You can't expect me to do that again." I tell him.

"It gets better. He wants to have two women go down on him. He wants to watch them go down on each other too. I know a girl who said she would be willing. She is bi, but currently not seeing anyone. When I told her the details she said she would love to participate. She has mommy issues and said this would be something she would enjoy being part of."

"Fuck you."

"Look, you will wear the mask and wig. Connor won't know it's you. Hell, I'll bet you'll get off big time from it. Plus, I'll give Jimmy a hundred bucks towards your debt."

"$100 dollars is nothing compared to what you're asking me to do." I snap.

We've reached the dumpster. Both of us toss our bags into it and start walking back.

"Look, Leigh. Connor really wants this. You can't let him go off to boot camp hard and horny. I bet I can make it $200 dollars. That's two less times you have to fuck Jimmy."

"I'd rather fuck Jimmy a thousand times than fuck Junior again. And I'm not having sex with any fucking woman."

"I promised him that you would do it. We're going to meet at the same motel at 7:00. If you're not there then Connor, Becky and I will just have fun together. And we'll watch the unedited version of your porn video while we're at it. Imagine Connor's face when he sees you remove that mask."

I gasp at the thought. "You wouldn't dare."

"What do I have to lose. He's leaving town in a few days, so I won't see him again. But just think of what he'll think about you."

"Please, you can't make me do this."

Ricky dares to reach up and grab my right tit. "Come on, you will get off big time. I promise. Who knows, maybe he'll just want to fuck Becky after watching the two of you have sex. She is younger after all."

I shake my head. "Promise me you'll try to talk him into fucking her. I hate it, but I'll fuck the bitch if you get Junior to fuck her instead of me."

"I'll try," Ricky says, "You better make sure to shave your pussy so he doesn't see any dark pubes."

With that, he hurries up the stairs ahead of me. I slowly follow up after him, wondering how I'm going to go through with this tonight.

A few minutes after 4:00 I park in the lot outside of Jimmy's garage, where I have been instructed to meet Ricky. I told the boys that I am going to dinner and a movie with a couple girls from work. I'm dressed in jeans and a blue blouse, but I have the clothes that I need to change into in the back seat.

I grab them and go inside. Jimmy is there with Ricky. Brian is there also. I haven't seen him in a couple weeks. Truthfully, I do my best to avoid seeing him. Remembering him on top of me is somewhat disgusting.

"Go ahead and change." Ricky tells me.

"Here in the garage?" I ask. "What if someone walks in?"

"That's doubtful. Unless Becky shows up while you're changing." Jimmy says.

"And she's going to see you naked anyway." Ricky reminds me.

I look at Brian, not wanting to do this in front of him. But the ugly fucker has seen me nude before. So I remove my clothes.

"Bra and panties too." Ricky says, when I get down to them. "You want to look super sexy and have less to remove at the motel."

I do as instructed. I grab the white tee-shirt to put on, but Jimmy says, "Don't get dressed yet. Brian wants a blowjob."

"Damn right I do." Brian says, undoing his pants and exposing his hard dick.

"That wasn't part of the deal." I say.

"It is now." Ricky tells me.

"Yeah," Jimmy agrees, the guy hasn't had anything but his hand since that night with you."

"Come here." Brian says, as he leans back against a car, with his pants and underwear lowered to his knees.

I walk over and kneel on the dirty floor. I hope they take this into consideration when deciding on how much of my debt gets erased tonight. I grab Brian's boner with my right hand, open my mouth, and start sucking him.

"Oh that feels nice." Brian says.

"You decided to start without me." I hear a female voice say. I jump with a start and look to see what I assume to be Becky; a short, thin girl with softball sized tits, long, light brown hair and narrow eyes. She's pretty cute, but not beautiful. But I imagine most men would find her attractive. She is wearing a red tank top with no bra, and a pair of denim shorts.

"Keep sucking." Brian tells me.

I go back to work on his dick, trying to ignore the fact that this woman is watching us.

"Just getting her jaws loosened up for tonight." Ricky says.

Becky laughs. "Looks like she's making someone happy."

"You can join her." Brian suggests.

"Not just yet." She says.

They all go quiet, content with watching me service the homely tow truck driver. It doesn't take long before Brian is blasting his cum into my mouth. I suck him until I don't feel anything else coming out of his dick, then pull my mouth away and stroke his dick several times, getting a couple smaller drops of cum from him. I smile when he shakes a bit after the head of his dick becomes too sensitive to take my fingers running back and forth on it. I do it a few more times until he pushes my hand away.

I watch his dick go limp as he begins to pull his underwear and pants up.

I stand up and reach for my clothes, but Ricky says, "Not yet. Let's go into the office first."

I grab all of my clothes and walk with them to Jimmy's office, totally self conscious that I am the only one naked, and worried that someone will drive by and see me through the open garage bay door.

We go into the office and Jimmy drops his pants and boxers, then pulls his chair out from behind his desk and sits down.

"Okay, ladies. Time for me to get a double header."

I look at both him and Becky, confused by his comment. Becky laughs and says, "Oh my god, you don't know what that means? He wants us to suck his dick together."

"Oh my god." I know that is a thing, but I've never heard it referred to as that. Actually, I can probably count on one hand the number of times that has actually come up in any conversation I've been a part of.

"Are you serious?" I ask. Looking at Becky I say, "I know why I have to do these things. Why are you doing this?"

She smiles, "I have my reasons. Plus, it's just fun. Besides, I really want to see you and your son together. And I've never been with a woman your age. Men aren't the only ones with MILF fantasies."

Looking at Ricky, she adds, "You were right. She is pretty for a woman in her forties. I would have guessed thirty-something."

"How old are you?" I ask.

"Twenty-one. At least for about another month."

She drops to her knees and grabs Jimmy's dick, quickly guiding it into her mouth. After several bobs of her head she backs away and looks at me, "Well, are you going to join me or not?"

I sigh, then drop to my knees beside her. Becky holds his dick towards me. I obediently lean forward and take him into my mouth.

Becky lets me suck him for a bit before saying, "Here, follow my lead. I've done this a time or two."

Under Becky's guidance, I join her in pleasuring Jimmy's cock. We lick up and down along both sides of his shaft, take turns sucking the head of his cock while the other licks his shaft or his balls. She even has me turn my head sideways and wrap my lips around one side of his shaft, meeting hers doing the same on the opposite side, in in a bizarre kiss as we slide up and down along his cock.

Jimmy is in heaven. He moans his delight to us as we work his cock together.

As we use our tongues on him he begins to orgasm. Cum flies out of his cock, then oozes quite a bit. Much of it lands on both of our faces.

Becky backs away, using her hand to lightly scratch beneath his balls, "Clean him with your mouth."

I part my lips and slide them over his cock, sucking up the cum that remains on him as Jimmy continues to moan.

"Goddamn that was fucking awesome!" He declares.

I look at Ricky, expecting him to be undressed. But he is just standing there. The bulge in his pants shows that he is turned on by what he just watched.

"I'll have to wait until we're at the motel." He says.

I stand up and get dressed in the skirt and tee-shirt. I am fully aware that my hard nipples are visible through the white material.

Ricky hands me the wig, wig cap, and mask. "You ride with Becky. Put the wig on now, but don't put the mask on until we get there, unless Connor is there when you pull in."

"See you later." Jimmy says as we leave. I look around, wondering where Brian snuck off too. Probably jacking off somewhere after watching Becky and me blowing Jimmy.

We drive to the motel, following Ricky. I try to talk to Becky, but she says little, other than commenting on how she can't wait to see my face between her legs.

We park, and Ricky is holding the door open. We hurry inside, and I pull the mask over my head and snap it on. I look in the mirror, satisfied that I appear to be a blonde woman in the mask.

Ricky has me remove my clothing. And Becky does the same. She does have a nice, firm body. Her perky tits still defy gravity. And her nipples and areola are quite large. I feel a pang of jealously at how Ricky is paying her more attention than me. He spends quite a bit of time groping her tits.

Ricky then removes his clothing. Becky fondles his hard cock, "Why don't we get started sucking you while waiting for your friend to get here."

Ricky tells us to hold on, then pulls out his digital camera. He also hands Becky the mask that I wore during my gangbang.

"I don't care if he recognizes me." She says.

"It's not for that. It's so no one recognizes either of you if they see the video we're going to make. I want to get a POV video of you two sucking my cock."

I grimace at the thought of being filmed. But my objections will serve no purpose.

Ricky props the pillows against the head board and sits with his back against them and his legs spread. He holds the camera in front of him and directs us to crawl onto the bed between his legs.

We start working his cock with our mouths as we had done to Jimmy. I am doing even better after having my first experience of this earlier. Ricky is definitely enjoying it.

We do it mostly like we did before. Taking turns sucking and licking his cock and balls, and sliding our tongues and mouths all along his manhood.

This goes on for several minutes before Ricky begins to moan loudly. His cock twitches as we lick it, giving evidence that he is about to cum. We pick up the pace and he exhales sharply, and with an "Oh fuck yes." His cock erupts like a fountain.

Unlike Jimmy, who shot a couple blasts before the rest oozed out, Ricky sends spurts of cum several inches into the air, where it falls, splattering onto our faces. This was followed by several lesser blasts, that equaled the best Jimmy had done. As always, I marvel at the volume of his cum shot.

Finally, his orgasm trickles to a few shots of cum oozing out of his head and down the tip onto our tongues as we continue to service him.

Becky pulls away, and I greedily wrap my lips around his cockhead to capture as much of his cum into my mouth as possible.

Becky runs a finger along the large blobs of cum dripping down the side of her face, while looking at the wads of it on mine.

"Jesus Christ, you blow one hell of a huge fucking load, Ricky." She declares.

It takes some effort not to laugh. I guess Becky is impressed by his cum shot too.

There is a knock at the door. Without hesitating, Becky runs to the door and opens it. Junior walks inside, staring at the masked, nude young woman with cum all over one side of her face.

"I guess you're having fun." He says to Ricky.

"I couldn't let you get a blow job from two women before I had the same experience." Ricky said, "Come in and join the party."

Junior looks at me, "Hello, Leslie."

I nod my head, afraid to speak.

He is already unfastening his pants and disrobing. "Was it as good as it looks in porn?"

"Fucking better." Ricky assures him.

"I can't fucking wait. Get a towel and clean Ricky's cum off your faces before you suck me." Junior says.

Becky goes to the bathroom and returns, cleaning her face off with a hand towel. Once finished, she tosses the used towel to me. I look at her in disgust before wiping the smaller area of exposed face I have.

I finish and Junior points at me and says, "You still have some on your mask."

Becky takes Junior by the hand and sits on one side of the bed. "Do you want to sit and have us kneel before you, or lay down with us on the bed with you, sweetie?"

Junior crawls back on the bed. Laying there, I cannot help but look at his hardon.

Becky turns to me, "Come on, Aunt Leslie."

I didn't even realize that she knew the fake name Ricky had been using for me.

I panic. I can't do this again. I look at Ricky. "You said..." I whisper, letting the rest go unspoken.

I'm certain he knows what I'm talking about. I had told him earlier that I would be willing to have sex with a woman in front of Junior, but I wanted the woman to be the one to fuck him. It's bad enough that I would watch it. But now they expect me to suck Junior off. Shit, I just shared two cocks with this bitch.

Becky reaches over and grabs my hand, pulling me to the bed. "Let's go."

Ricky holds up the camera. Fuck, he is going to record this too.

I feel like my heart is in my stomach. I can't get out of this without revealing who I am.

I crawl on the bed on the opposite side of my son from where Becky is, and join her with my head in Junior's crotch.

Becky waits for me to take Junior's dick into my mouth before starting. Obviously wanting to see me initiate this humiliating act on my son before she joins in. I close my eyes as I wrap my lips around his dick. I hear Becky softly saying, "That's so fucking hot."

I feel her face bump against mine as she leans in to join in the twin blowjob. I open my eyes and see Ricky holding the camera close enough to capture both of our faces as we pleasure Junior.

"Oh yes." My son says, as he enjoys the sensation of two women orally stimulating his dick.

"Lick his balls." Becky whispers, taking him entirely in her mouth as she deep throats him. I lower my head and start caressing the underside of his sack with my tongue.

"Jesus fucking Christ that feels good!" Junior exclaims.

As she sucks his dick, Becky pushes my head down farther, until my tongue is licking Junior's butt hole.

"Oh damn, damn, damn!" He cries out as he enjoys this. My stomach is turning at the thought of licking his anus, but hearing his pleasure does something strange to me.

"Switch." She tells me.

I raise up and start sucking his cock and she goes down on his balls and butt hole. Junior squirms with delight.