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Chapter 149
by
SpinalGlass
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Long Cool Woman in a Black Dress: Part 3
Chapter 7
Alan was left alone briefly, with his erection flagging a little, when the other two scurried off to find vases for their flowers. He just stood there thinking unsexy thoughts, in a **** and largely futile effort to get his hard-on to go down. Shit, man! Mom's blowing me while Sis is kissing me! They're each so sexy and so much fun to mess around with one on one, but together? I think I'm gonna die of sheer joy! God ... DAMN! This is a major breakthrough. Mom's so psyched, she's forgetting her rules about threesomes! Wow!
Now if I could just get her to actually suck my cock while Sis works on it too. We're so close...

Susan was the first to come back to Alan, who was still standing near the front door. She was again pretending to be Christine. "Oh Alan! Sorry for keeping you waiting. I just want to say thank you so much for the flowers."
"Um, you're welcome." He was having a hard time switching gears. He was busy trying to register that she was wearing nothing but a small pink towel around her midsection, which didn't manage to cover either her pussy or her huge melons.
She looked distraught. "I must apologize for my appearance. You see, after you knocked that water all over us, we went to change but it turns out that all our clothes were already in the wash. Even the towels were all wet. This is the only towel I could find."
"I spilled water over you?"
Susan came right up to him and whispered huskily, "I'm hoping you will spill some warm white liquid all over the back of my throat. Er, I mean, that's what I'd say if I was some kind of shameless hussy! Like if I was a really horny big-titted centerfold mommy who had just been given some flowers by her hunky son and needed a big load of his spermy love!"
She realized that she was getting too carried away, so she added in a more matter-of-fact voice, "But for now, just roll with the punches about the towel. We'll work it out."
He was amused that he was being told by Susan to roll with the punches when she was the one who was always getting off track with her role-play. But he just smiled and said, "Right. Sure. The water. Since I'm rolling with the punches, I'm not even gonna ask why you're only using the towel to cover the area between your breasts and pussy."
She dropped her head submissively and answered his question honestly, even though he hadn't really asked. "It wasn't my idea. Angel, er, my younger sister made me do it."
"Wow. I should thank her. Christine, I've been dreaming of seeing you naked like this for years."
While Katherine might have technically "****" her mother to dress like that, the truth was that Susan hadn't needed much ****, since she'd been so overwhelmed by his thoughtfulness in bringing her flowers. Seeing what a great reaction she was getting, she turned around and wiggled her bare ass.
"Look all you want! I'm afraid the towel doesn't cover much of my ass either." She spread her legs a bit to give him a glimpse of her pussy.
Damn, I wanna fuck that hole! Mom is such a fuckin' tease. She'd better get her lips back on my dick muy pronto! I might just start cumming into the air, with no contact at all! But all he said was, "Um, but that's kind of a problem, isn't it? How are we going to go eat at The Avalon?"
"Ah. Well, my sister and I were just discussing that. We were thinking we could eat here. We're both good cooks."
"Okay, that works. Speaking of your sister, how did she fare with the water-spilling crisis?"
"I thought you'd never ask." Susan whistled towards the stairs. "Sister!"
Katherine was waiting for her cue and began walking down the stairs.
Alan looked her way and started laughing uproariously. He was so amused because the only thing she wore was a black skirt, but she had it way up around her stomach. It was so short and so high on her that he could even see her belly button peeking out beneath it.
Susan, also very mirthful about the outfit, said, "As you can see, she didn't have much left to wear either."
Katherine had been looking down into the living room from the top of the stairs. She put on a show of **** distress about her nakedness that seemed just as heartfelt as the one Susan had managed just a few minutes earlier.

Katherine made a deliberately ineffective effort to cover her breasts with her hands as she said, "Alan, I'm so embarrassed. You hardly know me, but now you must think I'm a common slut. Ever since you spilled your seed all over me-"
"Water," he corrected, grinning.
"Whatever. Anyway, with the way I'm shaved totally clean down below, you can see everything! You can even see my moist pussy, and there's nothing I can do about it!"
Alan was so aroused that he was ready to scream for someone to give him some oral or manual relief right away. But being a good sport, he tried to play along. "Well, at least I can't see anything on the inside."
"No," she conceded, "not at the moment, but all I'd have to do is this" - she spread her legs a bit while pulling her slit apart with her fingers - "and then you could see EVERYTHING! You'd better not spill any more of your seed on me when I'm like this, or you could make me have your baby!"
He gulped. It was great fun, but it was also so arousing that his erection actually began to hurt.
Susan chided, "Angel, er, Sister, what did I say about teasing Tiger about vaginas?"
Katherine protested while keeping her nether lips pried apart, "But it's just a scientific fact, Christine! About the only way he would be guaranteed not to see the inside was if there was some kind of big log-like object filling it up and blocking the view." She giggled at her naughtiness before readjusting her stance.
After she had spread her legs even wider, she pried her nether lips open a second time. "Even worse, if a boy in this room, like, say, Alan there, decided to have his way with me and fucked me hard and long, when he was all done my pussy would probably be all red and abused and puffy. It might even stay gaping open like this without any help from my fingers. Then everyone would be able to clearly see all his baby-making semen pouring out. Gosh, that would be embarrassing, even if it was a lot of fun."
Susan was amused, not to mention aroused, but she still felt it necessary to play the bad cop. "What did I just say about tormenting our date with our tight little pussies? Don't make me warn you again." She turned to him and asked, "Why don't you come in for a bit? Don't be a stranger."
Alan had been standing just inside the front door the whole time, but now he walked into the living room and sat down. He let Katherine and Susan lead him into the room, so he would be behind them where he could admire their bare asses as they walked. Both of them actually ran their hands sensuously all over their asses as they moved. They even stroked their hands down their legs, drawing his attention down to their high heels.
Even though Christine didn't really have a younger sister (to the best of his knowledge), and of course there was no chance in hell that she would start a date in the buff, especially if her parents were home, he was having a great time just the same.
Apparently the talk about cooking dinner was just a pretense, because Susan sat down on the floor in front of Alan (very nearly in blowjob position) and Katherine sat back on a nearby sofa to watch some more. Katherine would have loved to be more involved but felt she had better not, due to her being grounded.
Susan, getting even more into her Christine role, said, "Alan, I really have to apologize. I can't get over how much I regret turning down your offer for a date a few weeks ago."
Alan was thinking back to his date earlier in the evening. As Yogi Berra said, "It's déjà vu all over again." The real Christine said nearly the same thing just hours ago.
But then Susan said, "I've come to realize that you're a man with great needs. Sexual needs. And despite my intellect, I also have some pretty big balloons." She giggled, but then grew serious and turned to Katherine. She asked her, "Should I do it?"
Katherine scrunched her face up in frustration. "Mom, I told you exactly what to say. What's the problem?"
"Well, just thinking about it, it IS a violation of the boundaries I set..."
He had no idea what they were talking about, but he listened closely. Her boundary violations were always exciting.
Katherine argued, "You make the boundaries, so you can change them anytime, and we all know that you often do. You ARE in agreement that good mommies need to keep their son's dicks well drained, aren't you?"
"Yes, of course, but-"
Katherine pressed, "And you do agree that good mommies belong on their knees with their mouths completely full of cock?"
Susan was ****. "Well, I don't know. That sounds kind of demeaning. It sounds terribly tempting, but ... For one thing, do we have to use that vulgar 'C' word?"
The horny daughter kept pressing. "Oh, come on, Mom. Don't get cold feet now. If your mouth is there to get him off, then why aren't your tits there for the same purpose? Just do what you agreed to do."
Susan was wavering, but Katherine stared her down so intently that she finally caved in completely.
Susan turned back to Alan and said, "I have no idea how to make up for all the pain I've caused you. I know you were deeply depressed for a whole week and I hear that greatly upset your mother and the rest of your family. But I was thinking that if I offer my tits for you to use for your satisfaction any time you like, that might begin to even the score. And the rest of my body is yours to use as well. Just remember that I'm a virgin. I'm completely at the mercy of your oversize cock, so I beg you to go slow when you go all the way." Her words started off tentatively, but she became more convincing (and self-convinced) as she talked.
He was wildly aroused by her words, but thought, What a hypocrite. She was just chiding Sis for vagina teasing, like, a minute ago! My God, my dick is about to explode like a rocket and fly to the moon! I'm too fuckin' HOT; I'm gonna burn up! Fuck MOM? Hell yeah!
Susan continued, "And in case that isn't enough, my sister is offering herself completely as well. I didn't really think it was necessary, but she insisted." She looked over at Katherine and frowned. "It looks like you'll be making us get VERY naughty tonight. Both of us!"
Katherine smiled a bit sheepishly. But then her eyes lit up when she realized that Susan was still wearing her towel. She frowned and nodded at the towel.
He was panting hard. He realized that he had to keep in mind that, since his mother was calling herself a virgin, that meant she was talking in fantasy terms, so he really wasn't likely to get lucky and fuck one of them that night.
Susan let her useless towel "accidentally" fall to the ground. She loved the role-play. Having her daughter "****" her to get naughty with her son was driving her to the brink of a great orgasm.
He chuckled and thought, Well, Christine didn't exactly say any of THAT part, but then again this is fantasy role-play. I can't really complain- Oh! Damn!
Chapter 8
His thoughts were interrupted because Susan was pressing forward and wrapping her big breasts around his erection.
He was so surprised that he stood up. "What? Whoa, Mom!"
She quickly knelt to place herself in a better position, then enveloped his erection again so that she could lick the tip of his cockhead while giving a titfuck, and that's exactly what she proceeded to do.

He stepped out of the role-play and said, "Mom! You were talking about breaking the boundaries. But we've done this before. So, uh, what exactly is the boundary violation here?" His brain was slow in catching up to the fact that Susan and Katherine were talking publicly about titfucking.
His unintended incredulity caused Susan to have new doubts about what she was planning. She froze in place, uncertain about what to do. "I know. What I was thinking ... or more accurately talked into ... It's probably a bad idea ... Maybe we should stop and just have a nice cocksucking?"
Katherine came quickly to the rescue. "Mom, what are you talking about? Tonight's a very special occasion. I know that. Brother touched both of us with his gifts. Don't you think an extra special boy like that deserves extra special cums? Don't you think he should explode his hot cum all over your face?"
Susan's tits weren't moving, but the smell of cum so close to her nose was too much for her, triggering her tongue to snake out and lick the tip of his dick. "Well, yes, of course, but the boundaries..."
Katherine pressed on, "Fuck the boundaries! This is a special occasion!"
"That's so true," Susan conceded, as she licked around his piss hole. "But look. He's put his hands on my boobs. If he keeps that up, there's no telling what I'll agree to."
Sure enough, he was playing with her nipples. He'd come to realize that her nipples were extremely sensitive, and he'd hoped to get her so horny that she'd ignore all her concerns.
Katherine replied, "He's just steadying himself. You don't want him to fall over, do you? Besides, you ARE playing Christine in a role-play. And even though she's a frigid bitch, she's still going to be a slut for Alan's cock, just like all the rest of us. So if you're trying to be Christine, you need to make a fuck tunnel out of your tits. NOW, Mom."
Susan was so far gone that she'd forgotten that Christine was not a confirmed "slut for Alan's cock," and in fact had turned him down for a date not that long before. Susan started sliding her giant boobs all over his erection. She purred, "How does that feel, Son? Remember that I'm Christine, not Mommy. You're not allowed to do this with Mommy."
"Wow. Thanks, uh, Christine." He didn't understand what was such a boundary violation, since he'd fucked Susan's tits before and they'd both loved it. But he decided it was best not to ask too many questions. He seized on the chance to get the role-play back on track once again, even though it seemed to be a losing battle. He was also happy to say anything she liked if it served to keep his dick lodged in her moving cleavage.
Susan had already lubed her chest with some kind of oil while she was changing her clothes, since she'd expected to end up like this. So his erection slid around with magnificent ease between her two large, pale orbs. She lifted one tit up and then the other in a repeating pattern, knowing how much he liked that.
As Alan hit a good stroking rhythm, she thought, Tiger's cock and my tits - they're a match made in heaven! Angel is so right: why should I fight this? My tits are so sensitive all over that this might even feel better than real fucking. Hard to know for sure though, since I've never been truly fucked by a REAL man like my son. But since I can never allow my sweet Tiger to fuck me like that, I'm gonna have to settle for this. Son, fuck my tit-cunt! You're gonna be doing it every day from now on, if I have any say in the matter! Hee-hee!
He was enjoying the feeling of the titfuck experience so much, not to mention the sight of it, that he didn't speak for a while. He concentrated on his breathing while trying not to cum. He'd been so primed after three hours of blue balls with Christine that he was surprised that he could still hold off his impending orgasm.
After a minute or two, his mother said to him in a soothing tone, "Yes, this really is Christine here. Alan, why don't you close your eyes? That way, I really can become Christine. Imagine that your date took a different turn and this is how it ended up. That she's seen the light and surrendered to the power of your unstoppable cock! Just like your mommy has. Just like your sister has. Just like Suzanne has. Just like those other girls at school have. You're ending the date by filling her up and covering her everywhere with your powerful sperm, starting with her tits! Think about that for a while."
He thought that was a great idea, so he closed his eyes. In his mind he explored all kinds of wonderful fantasies. After a minute or two, he began to feel that he really was titfucking Christine.
Katherine was annoyed. As usual, I'm left out. I swear, my "punishment" is just an excuse for Mom to have Brother all to herself! I don't think she's doing that consciously, because she doesn't have a mean bone in her body; she's just a little crazy and jealous with cock lust. But the result for me is the same. When is she going to give me MY turn?!
She sighed. Well, at least I get to get fucked for real, so there! ... As long as I'm just sitting here, I might as well play D.J. for a little while. She went to the stereo and put on "Fever" by Peggy Lee. The jazzy tune captured the sexy yet lazy and mellow mood perfectly. Susan was going easy on Alan at that moment, in the hope she could prolong their joy.
Katherine liked the song so much that she played it a second time. She closed her eyes and mouthed the words as she fingered her clit:
Never know how much I love you
Never know how much I care
When you put your arms around me
I get a fever that's so hard to bear
She added to herself, That's so true! I'm totally in love with my brother. She opened her eyes. But, as usual, I can only watch. Well, watch and masturbate. That's not so bad, given that Mom looks so hot!

Susan also drifted into a blissful reverie, grooving to the song. I love how Tiger looks so sharp and handsome dressed up in a tie and everything. It's like he's a powerful businessman come home from work to me, his wife! "Honey, I'm home!" Hee-hee! And here I am performing my nightly wifely duties, giving him his 'welcome home' titfuck. I could greet him at the door on my knees, dressed in just a see-through nightie and heels. Or nothing at all! Well, except for the heels, of course. I'd have his fly unzipped and that big log down my throat before he even stepped all the way through the door!
At least that's how I'd behave if I had a potent, virile man like my son for my husband. Then we'd have dinner and lie around the fire, fucking and sucking all through the night. And if I were really his wife, he'd be able to fuck my pussy! All the time, too! God, that makes me SO HOT! Oh, yes ... Oooh! Ah! ... He just made me cream again. Thank you, hubby, hee-hee!
When Susan had recovered from her orgasm, she spoke again with an almost hypnotic soothing tone to her voice. "Christine here. I'm in love with you. I'm so sorry for turning you down. All I can think about is becoming your girlfriend. Well, at least one of them. A sexy man like you needs a bunch at once! I had my chance to be your only one, but I lost it."
She looked over at Katherine to see if she was saying and doing the right things.
Katherine was a bit startled and tried to act like she wasn't masturbating. She gave Susan a big thumbs-up and motioned for her to continue.
Susan spoke to Alan's erection as she said, "Now one of my punishments for being so mean is that I'll have to share you with my sexy younger sister Katherine and so many other busty girls. You may have sex with two or more of us at once and want me to have sex with other girls. I'll do even that, because I love you so much and because I can't say no to your cock!"
She paused her thrusting for a bit so she could lick his dick and show just how much she loved it. Then the thrusting continued, but she kept trying to lick his cock-head whenever it came within reach of her tongue.

Alan was happy just drifting along in an orgasmic nirvana. He hoped that Susan really meant every word (except for calling Katherine a sister and not a daughter) but suspected that she didn't. When he pictured the real Christine kissing Katherine his arousal went up yet another notch. But then he heard a smooching sound, so he opened his eyes to find out what it was.
He was amazed to see his fantasy made real: Katherine really was sitting next to Susan on the floor, and they were each kissing the other's face (but not on the lips, which would have been crossing the line into unacceptable behavior for Susan).
Susan saw out of the corner of her eye that he was watching, so she pulled away from the kiss and said, "You see? I want you so much that you even make me act like a lesbian, just to get you hot. I don't want to be a virgin anymore."
Then she bent her neck forward to resume licking the tip of his dick each time it passed close enough. "Tonight, after you've creamed all over my face and chest a few times, I want you to make me a woman. Then I want you to make Katherine a woman. I want your cock to live in our cunts! We want to be your favorites. We want to be the cunts you think of first, ahead of all your other cunts!"
He was floored at Susan's creative imagination and her crude language. It was as if she had become an entirely new person. He looked over to Katherine.
She was nodding in agreement with Susan's words. Seeing that Susan couldn't see her face but that Alan could, she mouthed the words, "Number one fuck toy."
All of the naughty language, plus the great titfuck, was simply too much for him to take. He shouted, "Uh-oh! I'm losing it! Losing it!"
Susan said, "Angel, this one's for you! Take his cum!"
Alan's dick continued to slide though Susan's cleavage, but Katherine bent down over her mother's chest and took the top of Alan's erection into her mouth.
"Ahhh..." He relaxed and let the semen fly. It felt great to just let go, like taking a long piss after holding the urge in for hours.
Katherine bobbed up and down on it urgently, making the most of her opportunity as his boner spasmed and fired more and more cum into her mouth.
He fell back onto the sofa with a great big grin on his face. He surveyed the room as he recovered.
Katherine was as happy as a clam, enjoying a mouthful of cum. She felt she'd made out pretty well, considering that she was grounded and not supposed to touch Alan's dick. She also liked getting her mother to bend the rules and follow her orders. Susan wouldn't agree to just anything at any time, but she was remarkably pliant when Katherine "****" her to play with Alan's erection.
Susan got only the few drops of cum that landed on her breasts, but she didn't seem to mind. She was still blissed out over everything, especially his gesture of buying her flowers. She thought, Okay, I went a little overboard. Again. I broke the boundaries that I'd set. Again. Tomorrow I'll probably rue my lack of self-control. Again.
But this shows that Tiger really loves me, not just as a mother but as a woman! How could I resist? When was the last time I got flowers from my husband? Years and years ago. I feel so alive and appreciated and LOVED!
Alan thought, Dang! I really need to buy flowers more often! No joke. I've heard that women like flowers, but this reaction was just out-of-control crazy great. Maybe it's just a reflection of how strong our love is. I have a feeling that if I went and picked a dandelion from the front yard, both of them would still be over the moon. I don't know if I really deserve that kind of love, but clearly we've become a passionate family.
Ah well. My "non-romantic date" with Christine wasn't at all what I expected but it was still great, and the role-play afterwards wasn't what I expected but was also really great. Mom just gets too excitable to stick to a role-play, unless maybe it's one that involves a lot of cocksucking. Not that I mind too much! Add the trip to the nude beach - especially what almost happened in the water with Aunt Suzy - and add the real Christine date to that and it's been yet another fantastic day in paradise. One of my best days ever!
Susan was sitting next to Katherine, running a hand tenderly through her daughter's hair. "I'm sorry, Angel. I'm sorry I was such a cock hog."
"Cock hog? Where did that come from?"
"I don't know. It just kind of came to me. I feel like a greedy little cock hog, fat and pink and honking 'oink, oink, oink.' I don't like it! I know you're being punished and all, but it occurred to me near the end there that it must have been frustrating, sitting nearby and only being able to watch."
"Yeah, it was," Katherine admitted. "But you made up for it by letting me finish him off. Thanks! You want some?" She opened her mouth, showing off a tongue full of cum.
"What? How would I... ? Angel, no! I can't kiss you, not even for his yummy sperm. That would be wrong, not to mention terribly improper." She looked back up at her son. "Do you think you'll be able to get erect again? Right now, maybe?"
"Definitely not. I'm only human."
"Oh, poo! Sorry, Angel."
He asked, "Why did you say sorry to her?"
Susan explained, "Well, I promised her that she'd get a turn at titfucking you too, since this was such a special occasion, with you giving both of us flowers and all. But I got carried away, and now it's too late."
Katherine sighed. "Story of my life."
"That's why I let her take your load." Susan suggested to her, "Why don't you at least go finish him off?"
Katherine looked to where Alan was slumped down in his seat. She quipped, "He looks pretty finished off to me."
Susan explained, "I'm talking about his penis. You can't just finish up like that. If you're serious about serving his cock - and I don't just mean servicing, I mean serving, like a serf or **** serves her lord - then you can't leave his penis all messy like that."
"No?" She was playing dumb on purpose, since it turned her on to hear Susan explain.
"You lick it clean, completely clean! I usually spend a good five to ten minutes licking it clean, especially his balls."
Katherine moved into position, but asked, "Why his balls? They don't even look wet. I'll actually get them more wet and messy if I lick them now."
Susan was frustrated, because she didn't want to have to explain such things right in front of Alan. She drew closer to Katherine and spoke quietly, but he could still hear her. "Because it makes him feel good, that's why! It's a necessary part of giving him not just any old blowjob or titfuck, but top-notch service. Plus, it's not just about getting him clean, but showing proper respect, and giving thanks. It makes clear just who's in charge around here."
She dropped her voice even lower. "And, if you're lucky and you do it long enough, he just might get hard again, and then you can start all over again with a new erection!"
"Ah, so that's it." Katherine commenced licking.
But Alan really was overcome with exhaustion. Only after cumming did he realize just how late it had become, and remember that he still had to go to school the next morning. He had a hard time even staying awake for Katherine's cleaning job.
He staggered off to bed after a few goodnight kisses and fell right to sleep. He never did have a chance to discuss Katherine's "issues" about his going out with Christine; he figured he could deal with that problem after he awoke.
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Six Times A Day
SpacerX’s 6 Times A Day. Now on Chyoa
The story follows Alan Plummer, quite possibly the world's luckiest male high-school student. His mother's best friend secretly lusts after him, so arranges for him to be prescribed a questionable treatment regime for a diagnosed medical problem, requiring him to have six orgasms a day
Updated on Mar 5, 2025
by SpinalGlass
Created on May 8, 2024
by SpinalGlass
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