This Will Be Quick

This Will Be Quick

I was supposed to be there at 5pm exactly, and I was, maybe, 5 minutes early. But no earlier! The place was called “The Estate”, and while it certainly contained a very large house (about 300 rooms), it was hardly the governor’s place.

As I walked to my room, I heard muffled moans, distant screams of pleasure, and the sound of headboards banging into walls that were designed to take the abuse. As always, it got a rise out of me. The Estate was fucking hot, and I don’t mean the temperature. Even just walking through the place was enough to make some people cum.

They offered every fantasy, and every role-play. Some of the rooms had full saloon set-ups from the American Wild West. Others were made to look like the suits of royalty, or dank and dirty alleys. “Yes Daddy!”, “Yes Mommy”, and “Yes Teacher”, were the kinds of things that you might hear people moaning and screaming, as you walked through the halls. But of course, that was just another feature. Some of the rooms were soundproofed, and some were not. So if being overheard was your thing, that was just one more box you could check.

I was so flushed with heat, turned on, and trying to act like I wasn’t, that when I got to the room, I just walked in. When I did, a woman and a man both moved their eyes in my direction. Not that it lasted. After a second, the lady, a busty, curvy, sex-goddess of a woman, dressed in black lingerie that mixed leather and lace; gave a little tug on the rope she was holding. When she did, the man groaned and turned his head back to her with a submissive apology.

“Well,” said the woman, her tone deeply sexual, and her grin full of wicked promises. “This will be quick.”

“I can hold out mistress”, gurgled the man. The rope was wrapped around a lot of things, but I tried hard to focus on the bit that was wrapped around one of the woman’s gorgeous thighs when my brain forced me to acknowledge it. He was looking at her as she said it, but she hadn’t taken her eyes off of mine since I’d walked in.

“Do you think so?” She asked, her tone knowing. She was gently stroking the man’s cock, the head of which was reaching towards the massive cleavage line that her lingerie did such a great job of putting on display. Then she said, “Well, I think you’re going to change your mind in just a second here. So, let’s see who’s right.”

Still slowly stroking him, but smiling at me, she began to explain the situation to her client. “You see, that young man is my ride. He’s supposed to show up after my shift is over, and drive me home. But…” she said with a dramatic pause. “He’s also supposed to check the little light over the door to make SURE that I’m done before he comes in. So, he’s in a bit of trouble now, since this is the third time he’s made this mistake, well, honestly, I’m thinking maybe a little punishment is in order.”

At the mere mention of the word punishment, the man moaned and shuddered. But he didn’t cum, so maybe she was wrong.

But of course, that was rarely the case. Especially when it came to predicting men. “What do you think Daniel, should we punish him?” She was asking her client, but still, refused to take her lovely eyes off of my own. Daniel, no doubt not wanting to lose any more of her attention, asked how he could help punish me.

At that, she gave a low, wicked little laugh. Then, her tone rich with seduction, she said, “Well, I was thinking, it might teach him a lesson if you came on his Mother while he watched.” The guy immediately starting shaking, and making small bucking motions with his hips, as he gave a very surprised, but not disapproving, “What?!”

“It’s not that I don’t appreciate you taking the time to pick me up and drive me home sweetie”, she said. She was speaking directly to me now. “It’s just that, if you are going to keep interrupting me at work, then I think there needs to be consequences. And what better consequences for my Son, than to have to watch his Mother act like a whore?”

Then she finally looked back up at her client. She teased him, saying, “Of course, I am a whore, aren’t I Daniel?” He had his eyes closed, his muscles clenched, and he was trying to answer through gritted teeth, and failing. “Oops. Careful now Daniel. If you can’t hold back, you’ll end up cumming all over that poor boy’s Mother. Is that what you want Daniel? You want my Son to see his Mommy moaning like a whore for your cum?”

Her customer’s response was nothing resembling words. He clenched, and he screamed, and he roared, and she shook his head back and forth. He looked like was orgasming so hard he was going to fucking die from it, and Mom, true to her word, moaned for it the whole time.

She told him that she wanted more. She told him how good his hot cum felt on her skin, and she also told him that he was “Cumming all over Mommy’s face”!

When he was done, Mom directed him to a room to get cleaned up, and then, for what I have to assume was for Daniel’s benefit, she whispered loudly in my direction, “Don’t tell your Father”.

After her client had left, Mom grabbed her purse, her jacket, and her knee high boots, and began her walk to the car. I gulped, pretended that my face wasn’t blushed to a dark red, and followed after her with the reminder, “Mom, aren’t you going to, um, you know… clean up, first?”

But she didn’t even lose a step as she smiled back at me over her shoulder. She still had cum on her face and her tits, both of which had been lovely before and were, for reasons I didn’t quite understand, INSANELY hot now that they were all,  defiled by some strangers cum! “No,” she quipped coolly. “I meant what I said young man. Mommy’s not working as a line cook here. If you don’t learn to be more careful, you're going to end up walking in on me, and I’m going to be doing a lot dirtier stuff than just taking a medium sized load to the chin. Do you understand?”

I nodded, looked down, and followed her to the car. When we got there, I went to start it, and Mom put her hand on mind, telling me to “wait a minute”. She looked like she was waiting for something. She would look out the window, wait several minutes, and then look back at me and make a small sound like, “Huh…”, or say something like, “Odd”, or “Interesting”. Eventually we’d been sitting there for a full 30 minutes, and while she may have been teasing before, Dad really was going to be wondering where we were soon.

Then, Mom stopped looking away, or around, and just started, sort of staring at me. She looked… I don’t know. Thoughtful? Like she was trying to figure something out. I was just about to cave and scream “WHAT!?”, when she said, “We’ve been in the car, and away from the noises and sights of The Estate for a while now sweetie.” I gulped, but nodded, and said, “Yeah”. I mean, that was kind of the point that I was going to make.

Then Mom leaned towards me, and she gripped my thigh with her hand, but her grip was wayyyyyy too high. Her hand brushed against my balls, and dragged a loud moan from me that embarrassed the shit out of me instantly. But not as much as her next words did.

“So why are you still so hard?”

Then she turned her shoulder, and placed a thumb against my belt while she used her other hand to lower my fly. Once she had, she, slowly, slipped her hand into my pants, and gave my cock a few testing strokes that had me crying out in pleasure.

After that, she pulled her hand away, with the biggest grin I’d ever seen on her face. I wanted to ask “what?!”, but before I could even say the words out loud, she said, “You naughty young man! You didn’t even TRY to stop me! You just waited for what was next at every step!” I wanted to argue, but I had no idea how the fuck I would do that. Then she said, “Be honest sweetie. Seeing Mommy get cummed on today… That wasn’t punishment for you at all… was it?”

I wanted to be angry. I wanted to tell her how out of line she was, or threaten not to give her a ride anymore or do literally anything other than what I ended up doing. Which was, of course, admit that she was right.

“No Mom.” I confessed.

She seemed impressed by my honesty. She took a wetwipe out of her purse, and cleaned herself off while she instructed me to put my dick away and drive us home. It was the most insane afternoon of my life up to that point, but for at least a week, Mom didn’t say anything.

Then, I went to pick her up from work one Saturday afternoon, and Mom was waiting outside her door a good 15 minutes early (I may have been arriving at her, very NOT sound proofed room, earlier and earlier for some reason).

I asked her if she was ready to go, and she said, “Well… first I have to answer a question.” I asked her what it was, and she seemed almost shy or embarrassed as she confessed that, “Well… I may have accidentally let it slip that my Son picks me up after work to some of my clients, and that, one time, you even walked in on me with another client, and saw me, um, earning my Money. And, well, they said that they sure would pay a lot of money to witness something like that. And, I haven’t exactly answered them yet.”

She was biting her lower lip, and with her head, she gestured to her room, making it clear that they were literally in there right now, waiting for her answer.

“They?” I asked, trying to clarify the plurality of the word. But Mom’s smile got some of that confidence back, as she nodded and repeated the word back to me, but adding a sexual suggestiveness to how she said it. “They”, she purred.

“And it’s up to me?” I asked.

In reply, Mom’s shyness seemed to melt away. She was grinning now, and she stepped towards me and fussed with my clothes, fixing where they hung. “Yes, of course it is sweetie. I wouldn’t do that to you. Especially since you’ve been so good about picking me up lately. And especially since, we aren’t talking about some little hand job here.” She was shaking her head no as she tipped my chin towards her and made eye contact.

“No”, she clarified. “This would be five grown men, gangbanging your Mommy. They’d be stuffing my every hole, and I’d be acting like the good little whore that I am while they did it. Endlessly moaning for more! So…” she asked, tipping her head a bit to the side. “Should I tell them no? Or, um…”, and, without waiting for the yes that I was totally going to give her, she began heading for the door, pulling me along behind her with a two finger grip on my shirt.

And yeah… I let her!

Once we got inside Mom had me introduce myself. Then she introduced me to five guys in business suits who were all in town for work. Once I’d met “the guys”, she had me introduce her, starting with, “Well. This is my Mom…”.

Once introductions were out of the way, Mom led me over to a big comfy chair to “watch the show”. It was WAY more personal than I thought it would be. Like, I mean, I’m already there watching my own Mom have sex! But, because for them, her clients, that was the point; it was a constant thrill for them to have it pointed out.

This fact was not lost on Mom, who was all too happy to oblige. Everything from her crying out, “Oh god baby, his cock is inside Mommy’s pussy!”, to them telling me that my Mother’s lips were the best they’ve ever experienced. When it was all down and I’d just watched five guys gangbang the shit out of my Mom, it ended sort of similar to the last time. Mom made a point of loudly whispering to me, saying, “Don’t tell your Daddy”, and she had the guys go clean up in a separate area so she could get ready for me to take her home. 

This time, she cleaned up too. She kind of had to though, she would have dripped cum all the way the car. On the walk to the car, Mom told me, in a series of rapid fire, joy filled sentences, that she had found the whole experience to be really hot, and that she hoped I did too, and how it had all felt so forbidden, and naughty, and taboo, and it just, really fucking did it for her!

When we got in the car and I had done nothing but nod along and agree, Mom finally stopped her joyful word spree and checked in with me again. Once she had confirmed that I wasn’t just playing along, but that I really had liked it, she told me she had a question for me.

“If that’s the case, how would you feel about showing up to get me an hour early, say, every Saturday? You know, in case I can convince anyone that it might be really hot to… you know. Do that again?”

When I agreed, she full on threw her arms around me and thanked me with real sincerity. She told me that she loved that I liked it too, and that she was so glad that this would be something that I would enjoy. Then she pushed a strand of hair back behind her hair, once again acting semi-shy as she entered unfamiliar territory. She asked, “So… do you just like to watch me? Or…?”

I gulped, desperately hoping that this was going where I hoped it was going and that Mom was serious and not just messing with me.  How do you tell your Mom that you’d kind of like to fuck her? I went with, “I’d like to do more than that. Than just watch you, I mean.” And I kind of left it there. Mom smiled knowingly, gave my leg a pat, and said, “Good”, before asking me to drive us home.

Which, okay, not the ending that I was hoping for. But we went home, had a nice family dinner, watched a movie with all of us in the living room, and by the end of the night, I was gaming in my room as my Parents did their bedtime stuff.

But then…

Just as I was about to call it a night myself, there was a little knock at the door. Mom came in the room wearing a closed bathrobe, and shut the door behind her. She told me that she needed to talk to me about something. When I was, of course, all fucking ears, she explained that my role in these little sessions at The Estate would be very… timid, from my perspective. After all, she explained, my role was to sit there and be shocked and turned on at the depraved things that I was being “forced” to watch my Mother do.

Mom made it clear that she wanted more than that for me. She glanced over at my night stand where I had a $10 bill sitting out, and a wicked little smile curved her lips upward. Mom said, “Look sweetie, from time to time, when you and I are alone in the house, I am probably going to come to you, as your Mother. Your very, very, very horny and hyper-sexually active Mother, and I am going to give you some very special, and very intimate attention. But… I’m not JUST your Mom. I’m also a professional. So…”

Then she opened her robe, and let it slip off her shoulders and fall to the floor. Under it she was wearing extremely provocative lingerie. She took a step towards me, and then stopped. With a sexy smile she told me, “I am still your Mother, and 95 percent of the time, you will treat me with the respect, and courtesy that I am due as your Mother. However… the other 5% of the time. Well, let’s call it a family discount, shall we?”

She raised her eyebrows at me, her smile coy as I struggled to make sure that I knew what the hell she was talking about. Then Mom said, “$10. That is your rate, for my, very special services, as my Son. But, if you hire me, then you need to take charge, and tell me what to do. So,” she said, glancing at the $10 bill on my nightstand again. “Anything you want to tell me before I go to bed?”

I asked her if I could get a blowjob before she went to bed, but Mom acted like I hadn’t said anything. Like I hadn’t moved. Hell, like time hadn’t even moved. After a second, I caught on to the lesson. I took the money off of the nightstand, placed it in her hand, and told her that I wanted to fuck her. Mom smiled at me like she was proud that I’d gotten the answer right, and picked up her robe, pushing the money into one of its pockets before hanging the robe up on the back of my door. Then she turned to me and said, “You’re the customer sweetie. How do you want me?”

I managed to get through two positions before I lost it and told Mom I was going to cum. But when I did, she just moaned and repeated the word “Cum!” right back at me.

It was definitely the new hottest moment of my life! And while watching Mom “work” once a week (at least) was fucking amazing, my one on one sessions with her were always better. At least until the day I was sitting in the living room gaming with 5 buddies when Mom walked in, pouted at me, and semi-suggestively told me that she was hoping to find me alone. 

It was too subtle for anyone but us, but I of course knew exactly what she’d meant. But when I grabbed my wallet, and surprised Mom by asking, “Well, um, I mean… we never discussed it, but how far does that whole $10 rule stretch?”

It was one of those rare occasions where my Mom actually blushed. She looked flustered as she looked from my oblivious friends to me and back, her breathing suddenly rapid and her cheeks a bit red. I didn’t pick up any “You’re in trouble” vibes, which was good. But she hadn’t exactly told me I wasn’t gonna need to die for even suggesting such a thing either.

Then, to my surprise, and fueling both mild horror and building excitement, Mom replied. “Well sweetie, I’d say, since there’s 6 of you; it’s going to stretch me quite a bit.” That made some of the guys pause and actually start to pay attention to what we were saying. When Mom walked in front of the T.V., they actually stopped the game, and waited for her to speak. But Mom just looked to me, and held out her hand.

I put a $10 bill in it, and Mom smiled, stuck the money in her wallet, and began to take her bra off under her shirt as she said, “Okay sweetie. You’ve got me. I agree. Now… tell your friends what Mommy does for extra Money. Tell them where I work. And tell them what you just paid me to do.”

And, as hot as it had been to watch her from that chair. As hot as it had been to get private, 1 on 1 sessions with her. For some reason, it was 100 times hotter, when I told my friends that my Mom was a whore, and that I’d just hired her to entertain us for the next 2 hours.

It was a room full of people who had all known one another for years, and had lusted after my Mom for as long as, well, basically forever! And as she moved from lap to lap, from cock to cock, and from load to load; it a crazy, bizarre mix of beautiful, intimate, and filthy as fuck. For almost a solid two hours, I participated as the 6 of us gangbanged my Mom in my living room!

She made us stop before our time was up so we could clean up. Not just our bodies, but all the things that we’d knocked over and made a mess of. By the time Dad got home, you couldn’t even tell what had happened. It was so surreal as we all sat down at the dinner table and laughed, and talked about movies, games, work, school, and all the other normal stuff while Dad joined in and Mom served everyone dinner.

But as easy as Mom made it to flip back to normal, you can bet your ass that from that day forward, if my buddies were over and Mom was home without Dad… Someone was asking me if I had $10 on me.

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