Chapter 519 An Upstanding, Prudish, God-Fearing, Church-Going Fuddy-Duddy

Name:6 Times a Day Author:Snake_Empress
4K words

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Alan had continued to study while Suzanne and Katherine were shopping.

Amy came over and worked on her homework with Alan, sitting next to him. She wore short shorts and a white T-shirt with a low-cut collar that she made sure usually hung open for him to peek inside.

Susan was extremely frustrated. She'd been looking forward to a long, satisfying cocksucking while Katherine and Suzanne were gone. But if there was one valid reason not to do that, it was to let him do his homework. Obviously, that had a higher priority.

Even so, Susan had her new "stealth stroking" idea, and she wanted to at least try that out, if he insisted on doing his homework now. She was now more than willing to suck or stroke his penis in front of Suzanne or Katherine, Amy's presence still gave her pause. She didn't understand how far he had gone with Amy in private, so she continued to think of Amy as a sexual innocent who would be safe with her son, and she worried Amy would be "corrupted" by seeing her "stealth" help.

But most importantly, she thought it would be highly irresponsible to stop the two teenagers from doing homework just to meet her own cocksucking desires. She understood that she was even more excited about the idea tonight than he was, and she felt guilty about that.

Rather remarkably, Alan and Amy actually did focus on their homework, although they chatted a lot during their breaks.

So Susan unhappily worked on things around the house to keep herself busy. This continued until about nine-thirty, when Katherine and Suzanne finally returned with their arms full of shopping bags. They'd been gone about two and a half hours.

Susan had cooled off considerably by that time, and she was thoroughly bummed that she had been denied Alan's cock while they were out. She was forlorn that now they were back, it seemed her big opportunity had been lost. The night was getting late, and there was school tomorrow.

However, it turned out the fun was just starting.

The two happy shoppers snuck off to Katherine's room and hid many of their purchases, including much that they had bought for Susan. Some of their purchases for her, like the regular and strap-on dildos, they didn't want to show yet. But most of their items they wanted to show off right away.

Finally they were ready. They moved to the living room and then called Susan, Alan, and Amy to come and join them. Suzanne suggested, "Katherine and I just bought a mountain of sexy clothes. I'm thinking it would be fun that us ladies could put on an impromptu fashion show to display the new clothing we've bought! Of course, the focus will be getting a good, cocky reaction out of our young man here." She smiled at Alan.

Susan had cooled down considerably. She complained, "That seems terribly improper. What happens if Tiger, well, if he gets engorged and aroused?"

Suzanne shrugged. "I imagine we'll help him out right there. That'll certainly allow him to enjoy our little impromptu fashion show all the more."

Susan frowned. "Do you realize what you're suggesting? I mean, sure, if it was one or two of us. But there are FOUR of us and him! Including AMY!" She glanced Amy's way.

Alan pointed out, "Mom, didn't you say more than once that nothing should be denied me? Certainly there's no rule-breaking planned here, just lots of nudity. That's lots of good inspiration for my daily needs."

"Well, that's true... I suppose." Susan's lust was starting to rise as she imagined stripping all her clothes off in front of her hunky son.

"Not only that, but aren't you supposed to wear what I tell you to? What if I order you to change into those outfits?"

"You could," Susan conceded. "But what about Amy?"

Suzanne said, "I understand that you're worried. And believe me, I worry about her too. But she's got a role to play in helping our Sweetie out. She certainly can help out with some sexy visual stimulation."

"Yeay!" Amy bounced on her feet excitedly. "But what'll I wear?!"

Katherine replied, "Don't worry, Amy, you can model some of my outfits." Nothing had been explicitly bought for Amy, mostly because Suzanne still wasn't very comfortable with Amy getting into the "sexing things up." On top of that, Amy hadn't been present to make any clothing requests.

"Oh goody!" Amy replied, shucking off her T-shirt right there, knowing that Alan liked to see her topless. "Let's go get changed."

"That's not what I meant," Susan complained. Her concern was primarily about protecting Amy's innocence, but she was clearly behind the curve on that point.

Suzanne commented, "Oh, come on - if I can handle including Amy, then you can. I'm not crazy about the idea of including her, but they're right. It's just a little visual stimulation, and Amy has done that much for him many times lately. Remember what she saw at the beach yesterday, for instance. I'll bet you're just worried everyone will be showing off clothes but you. Don't worry; we've got lots of very sexy stuff you can model for your cutie Tiger."

The happy prospect of Susan strutting her naked or nearly naked body in front of her hunky son broke the last of her resistance. "Well, I suppose..."

Suzanne spoke confidently, "Trust me. Have I ever steered you wrong? You're gonna love this."

All the females went to an adjacent room to change. Susan was delighted at the purchases they'd made on her behalf, which caused her mood to improve rapidly.

Katherine promised Amy that the two of them would go back to the same store and pick up some more things soon, making Amy feel much better. Katherine mentioned something about how Amy would really like the "ten percent sandwich discount" there, but Amy didn't understand what that phrase meant.

Susan continued to make her usual "It's so improper" complaints, but Suzanne knew just what to do to silence her. She had Susan go first, while everyone else gathered on sofas to watch. Alan got pride of place, right in the middle of the centrally located sofa, with the others gathered around him.

Initially, things were very awkward. Susan stood before Alan and the other women dumbly, burning with embarrassment. Her outfit had a Western theme. She wore a cowboy hat, Lara Croft-styled utility top that showed off her ample cleavage, blue-jean-styled bikini briefs, and cowboy boots. It was a fairly conservative outfit in comparison to some she could have worn, since it didn't directly expose her pussy, nipples, or ass crack. But Suzanne thought they should start slowly and build gradually, turning up the heat on Alan gradually until the situation reached some sort of boiling point.

Susan was burning with embarrassment and hid her eyes. She rarely thought of her husband Ron anymore, but for some strange reason the idea popped into her head of her husband looking from afar into their house and seeing her dressed like an erotic cowgirl. Oh my goodness! What if he could see me prancing around in front of all these other people, like some kind of shameless strumpet?! He still is my husband, technically speaking. I can't imagine what his reaction would be, unless it was an actual heart attack!

The mental image of this confrontation bothered and shamed her. She also was painfully reminded of the fact that she was still wearing his wedding ring.

"How do you like the outfit?" Suzanne asked her best friend. "Does it get two thumbs up?"

"It gets one finger up," she answered in an exasperated voice, giving Suzanne her middle finger. She didn't even realize she'd made a joke of sorts. It was the first time she'd ever flipped the bird at anyone, and it felt good. "You know, this is all your fault, Suzanne. Why the heck did you have to pick this outfit out for me? I look... dorky!"

"What do you think, Alan?" Suzanne asked. "'Dorky?'" She didn't know what he'd say to describe his mother, but she was sure it wouldn't be "dorky."

Alan answered, "Mom, you look totally hot! I think I'm gonna faint from the heat radiating from you. It's like standing near the sun. God, that outfit makes me soooo horny."

Susan was very pleased, especially since she could clearly see a bulge in his shorts. She blushed even more and pushed her arms against her sides like a shy little girl, but in doing so she also caused her tits to push forward even more. "You think so?" she asked coquettishly.

"Definitely, Mom! Check it out!" He ran his fingers over his bulge, causing it to tent the fabric even more. "My dick is just about to explode with hot cum just from looking at you!"

She grinned. "Well, why on Earth did you make me wear this without my glasses? I want to see all that hard, throbbing, cocky goodness. You know I can hardly see a thing without them."

"Sorry, Mom. Just for this one time, I thought it would make you look even more exotic and different. And it sure does. I seriously can't even believe this is the same mother who drove me to soccer practice all those years and made such great birthday cakes ever since I was a baby."

Susan smiled. "That's me!" But she still seemed nervous and uncertain.

So he said, "I've got an idea. Since your vision isn't so good, why don't you come over here and feel my package. That way you'll know for sure how much I love your outfit."

"Well, if you insist." Betraying her supposed reluctance, she rushed forward. Her vision without glasses wasn't bad enough to prevent her from immediately finding the big lump in his crotch.

Suzanne prodded her, "Don't stop there! His cock is stiff and needs your help! Whip it out!"

Susan looked around nervously. She began unthinkingly stroking his bulge. "What, you want me to unzip him and just start stroking him, in front of everybody?!"

"Sure." Suzanne smirked at Alan. "It's not like you're against that idea, are you?"

He chuckled. "Definitely not! Go for it, Mom!"

Susan was extremely embarrassed about all the others watching. But she was so cock-hungry after the last several hours while he did his homework with Amy that she couldn't help herself. "Well, if you insist..." She unzipped his fly and wrapped both hands around his bare erection.

"Aaaaah..." she sighed contentedly. She closed her eyes and tried to forget the others, or her ridiculous outfit. Her worries flew out the window as she began to stroke. Mmmm!

For a full minute or two, the room was dead silent except for the sound of Susan's heavy breathing and her sliding fingers. They started to make squishy noises as his pre-cum began to flow and lubricate.

However, Suzanne eventually said, "Enough of that. Sweetie, please make her stop or this fashion show will never get off the ground. Susan, when you're done, you can go back to helping him feel nice and stiff. But first, you need to strut your stuff."

"Oh, POO!" Susan was mightily upset to be pulled away from her son's erection (which remained exposed but untouched), but now her mood was completely different than before. Whereas before she had seemed reluctant, now she radiated pure desire. But still she stood there awkwardly, because she didn't know what she was supposed to do next.

"I know!" Katherine exclaimed suddenly. "Brother, you know what Mom totally reminds me of? A porn star! She looks totally like some kind of porn star in a cowboy-themed movie. Some corny porn flick like 'Fuck-off at the O. K. Corral' or something like that."

Alan laughed, but he had to agree. "You're right. She is SUCH a total porn star! She needs a name like Darlin' Debbie or Janet Juggs or something. Oh, I know. Suckin' Susan."

Everyone guffawed at the appropriateness of that.

Susan blushed a bit, but grinned too. She kind of liked it, now that she was horny at least, but she was too embarrassed to admit that to the others.

Then Alan commented, "You know, Sis, I'm amazed at just how similar you and Mom look when she has her glasses off. It's hard to believe you were adopted. So, if Mom looks like a porn star, do you know what that makes you look like?"

Katherine giggled, while eyeing his erection poking through his fly. "An upstanding, prudish, God-fearing, church-going fuddy-duddy?"

"No!" Alan said, and since Katherine was in reach, he leaned over and started tickling her.

Everyone laughed at the good fun, but Susan still seemed nervous and reluctant. So Alan said to her, as the tickling of his sister let up, "Mom, sorry if it seems like we're laughing at you, but this is so much fun. And the idea of you being a cowgirl porn star makes me soooo friggin' horny. Geez. This is my mom we're looking at here! Everyone should stay away from me because I'm a serious fire hazard. I'm about ready to burst into flames. The only thing that could make me any hotter, Mom, is if you dance around a bit."

"Hrm." Susan stood there looking doubtful. She was torn between arousing her son and further embarrassment. If only one of the others would have been watching, she would have had no hesitation, but three other pairs of eyes felt like a crowd to her. The thought came to her, I've come this far. A little dancing is nothing compared to some of the things I've done lately. After all, this is for my son. Let's face it: I'm basically one of his personal, big-titted sex toys now. This is what we do. I love him, and it's my job to please him sexually!

Finally, she smiled, and said with a playful accent, "Well, partner, I reckon I could do just a little bit of dancin'."

"That's the spirit!" he said. But the disco hit "Le Freak" by Chic was playing, and Alan thought that seemed very inappropriate for his mother's outfit. He jumped up and went to the CD player, holding his erection against his stomach as he went. "Just a sec. Ah. Here." He put on the Blues Brothers' version of "Rawhide," the theme song from the old cowboy TV series.

Susan wasn't gifted like Suzanne at doing accents or improvisational dialogues, so she just tipped her hat, said, "Thanks, partner," and started moving her hips. She strutted and posed to the music, hesitantly at first, but more boldly with every passing second.

After only a couple of minutes the song ended and the music changed styles, but she was on too much of a roll to stop. Alan switched the music to "Knock on Wood" by Eddie Floyd, and that beat worked just fine for Susan. She galloped around and whooped it up as if she were at a hoe-down. She completely abandoned herself to her dance.

Suzanne called time at the end of that song, so Susan ended her dancing, to great applause.

By then, Alan's mother was a solid convert to the whole fashion show idea. She rushed back to the changing room like a kid who'd just discovered an exciting amusement park ride and was hurrying back to the line to ride it over and over again.

Each of the four women took turns modeling. One would stand in front of the other three and Alan and sexily model an outfit for a few minutes. Then all four women would disappear into the adjacent room, pick out another item, and help the next person up to put it on. There would be a lot of discussion amongst the women over which item to wear, and how best to accessorize it. That left Alan alone a lot of the time, but he didn't mind, considering the show he would get each time if he only had a little patience.

Suzanne was next to model.

While she walked to the makeshift stage area, the other women sat down on the sofas to watch.

Susan sat next to Alan and began stroking his still erect and exposed rod. She muttered quietly, "Suzanne says it's okay, but I'm only allowed to do this while someone's on stage. Is that okay with you?"

"Mom, you know I love it! You're the best."

Sure enough, Susan kept at it, sliding her hands all over his erection every chance she had until Suzanne would call time again.

Alan was amazed at her stamina in being able to jack him off for long periods of time without getting tired. She rubbed his sweet spot nearly non-stop, keeping him buzzing with great pleasure.

When it was Susan's turn to model an outfit, Katherine would temporarily take over the cock stroking. But when no one was on the stage, Alan was left alone while the women all worked as a team in the next room to quickly dress whoever had the next turn. This start and stop stroking kept bringing him to the edge and letting him fall back, so he could last even longer than usual.

Amy was particularly excited to be included. She realized that it was another important step toward her full acceptance in the sexual "gang." She modeled her first item, which consisted of long black gloves, long black boots, a top hat, a small, rigid mask, a cane, a small leather piece barely covering her tits, and another one barely covering her pussy.

"Hey, I'm on stage!" she cried out.

"How is it over there?" Alan asked while Susan jacked him off. Katherine was sitting on the other side of him, cuddled into him and occasionally nibbling or licking his ear. He felt like a king.

Amy beamed. "I love it! It's, like, super incredonourmouslywondertastic! Gosh, this is just like Halloween all over again, except more fun and way more sexy!"

She held her cane in her hand, expertly twirling it around in the air.

"But you know what's really cool?" she asked. "I can act totally all stripper-y. Like I can just take this off..." she pulled her leather panties off and flung them across the room.

Suzanne stood up, alarmed. "Honey Pie!"

Alan joked as he stared at Amy's bare, shaved pussy, "That is one name for it." But seeing Suzanne's distress he said, "Aunt Suzy, she's a woman now. You can't stop that. Let her be free."

Katherine chimed in, "Yeah! She's like the last virgin in school, just about. What's the harm of a little striptease?"

Suzanne sat back down, not very happy. She sighed sadly, "My little baby. My Honey Pie."

Amy removed her mask, but wisely decided to keep her top on, what little fabric there was of it. She also tried to keep a hand over her pussy for her mother's sake. But the stereo was blaring out "Turn Off the Light" by Nelly Furtado - Katherine had put it on, knowing it was one of Amy's most favorite songs - and Amy couldn't resist dancing to it.

Keeping her pussy covered soon fell by the wayside as she got more and more into it, especially during the more lively choruses. In fact, she put a lot of her recently learned cheerleader moves to use. She ended with her legs lewdly spread in front of Alan, just like she sometimes ended a cheerleader routine with the splits.

Alan and the others gave her a big round of applause.

Everyone clapped, that is, except for Suzanne, who complained, "That's enough, dear. As Susan no doubt would put it, that's a little improper."

Amy said, "What? I thought Alan loves pussies. Bo, don't you like my pussy? I'm keeping it shaved just for you." She remained splayed out on the floor right in front of him. That enabled him to see every detail of her invitingly open and very wet pussy lips.

Susan protested, "Enough, Amy. Please. Listen to your mother. Don't push your luck." Naturally, she was still rubbing her son's sweet spot.

"M'kay." Amy got up very slowly, and obviously very reluctantly. She didn't want the fun to end.

Suzanne simply announced, "Next!"

Katherine stood up and said, "Hey, why don't we break out the wine?"

Alan nodded. "Good idea."

As Katherine went to get the wine, Alan thought, Sis is smart. Aunt Suzy is too uptight about Aims. She needs to loosen up, and what better way to do that than to get her tipsy? I should have thought of that myself, but with all the sexy sights and the way Mom keeps stroking, I'm lucky if I can remember my own name.

The bottle of wine was polished off in no time at all, since the women wanted a little "liquid courage" to loosen their inhibitions on stage.

Susan kept on jacking off her son during the drink break. The times his penis was left untended were getting shorter and fewer, since she sat with him as much as possible.

The show went on and everyone was feeling better and better. After Amy's stunt, stripping soon became the norm. Many outfits covered up private parts at first, but those parts were almost always uncovered by the time that turn on stage was over.

After a few outfits, Suzanne wore one made out of an unusual, fuzzy material.

Alan asked her, "What's it made out of?"

Suzanne answered by striking an inviting pose and saying saucily, "You should try feeling it yourself."

"Come here!" he commanded. Lust was making him bold.

Suzanne stood right between his legs with her hands on the top of her head.

With Susan's fingers constantly sliding all over his cum-soaked hard-on, he brazenly explored Suzanne's fuzzy outfit, and even under her outfit. The only thing he avoided was Suzanne's pussy, since Susan would have objected.

Susan looked up at Suzanne with awe, and muttered, "So hot!" She leaned her topless body against her son's side, and asked him, "Are you going to do that to me, when it's my turn?"

"Of course." Susan happened to be partly dressed. With a hand still on Suzanne's bare ass in front of him, he pulled the straps off Susan's shoulders and playfully rolled her nearest erect nipple in his fingers. "I'm probably going to do something like this."

Susan bit her lip. "Oh GOD! Dear Lord, give me strength!" She wanted to drop her head down and engulf his cockhead, but she contented herself with stroking with both hands.

From that point on, no modeling of an item was over until Alan got to feel the outfit, which quickly turned into a feeling up of the wearer's entire body. He would make various comments, like, "Look, Aunt Suzy; this doesn't cover your bush at all," and would proceed to feel up her bush to prove his point. While his comments were stating the obvious, they were all part of the game.