My Assistant Mom

"Your father used to say the exact same thing," Lily laughed. "He used to call me killer at certain times. It's nice to know that I haven't totally lost it."

"I think they would have given their eye teeth if you had joined in," Evan said.

"Oh, no!" Lily gasped. "Just being naked like that, John holding me against him while he fucked Sylvia, that was more than enough. And then you..."

"Yeah, well, I certainly didn't plan on that," Evan laughed. "Though I do have to say, she knew what she was doing."

"And you enjoyed it, having her..." Lily asked tentatively.

"Mom, there's no such thing as not enjoying a blowjob, no matter who it's from," Evan said. "Any blind man could tell you that. It was a bit weird having you standing there watching, I have to admit."

"But that didn't stop you," Lily pointed out.

"It's one of my rules in life," Evan said. "Never say no to sex, especially when a woman asks."

"Evan!" Lily gasped as they pulled into their drive.

"Can you give me one good reason why I should ever say no?" Evan asked as he parked and they exited the car. "I didn't think so," he said after no reply was forthcoming.

* * * * * * * * * * * * * * *

"Mom, I've arranged a video session with two couples," Evan announced at breakfast a few days later. "They're neighbors who only recently found out that they were each swingers. They're willing to be interviewed about what it's like to need to hide who they really are."

"That should be interesting," Lily said. "Would you like me to come along?"

"I'm not sure you'll want to," Evan replied. "They agree to the interview, but they insist on a party afterwards."

"Oh! I see," Lily said, her cheeks coloring. "Well, I survived the last one. Maybe it will be okay."

"You enjoyed watching them?" Evan asked.

"It was exciting," Lily admitted.

"They also said that they want - their words - the camera crew to join them in their party," Evan added, smiling when he saw his mother's eyes pop as she choked on her coffee. "I haven't told them the size of my crew. For all they know, it's a dozen people."

"And you're going to...to..." Lily stammered.

"Join in? Hell, yes," Evan replied with a laugh. "I never say no, remember? Besides, it's great for the documentary."

"I just don't know what to say," Lily sighed.

"I didn't think you'd want to come, but I thought I should at least tell you about it," Evan said.

"Well, I appreciate that," Lily said. "I think maybe this one isn't for me."

* * * * * * * * * * * * * * *

"You got in late," Lily said the next morning at breakfast.

"Yeah," Evan agreed as he slumped in his seat. "It was a long night."

"With them?" Lily asked, her eyes wide.

"Yeah," Evan replied. "They were pretty crazy, lots of fun. Good people with great attitudes."

"I see," Lily said, clearing her throat. "And you made a video of it all?"

"I almost ran out of memory cards," Evan laughed. "I was on my last one. I kept charging my batteries. I don't know how many times I had to change them."

"Well, I'm glad that it was successful, that you had a good time," Lily said awkwardly.

"Oh, mom, it's cool," Evan said, reaching across the table to take her hand. "I'm not a kid anymore. I'm a grown man and I'm single and I love sex. I make enough money that I can afford my own place. If my life is making you uncomfortable..."

"Don't you dare!" Lily admonished, shaking a finger at him. "Leave me all alone in this house?"

"I didn't say that I was going to, only that I could if I was becoming a bother," Evan said, squeezing her hand. "I love living here. But maybe if you had some more space..."

"Enough of that talk," Lily said, cutting him off. "I should be celebrating, proud that my son is such a sought-after stud."

"Damned straight!" Evan agreed, slapping the table as they burst into laughter together.

* * * * * * * * * * * * * * *

"I made an interesting contact today for the documentary," Evan told his mother as they were eating dinner. "A cuckle."

"Cuckle? What's that? I've never even heard the word before," Lily asked.

"A cuckle is a couple where the man is a cuckold," Evan explained. "He watches while his wife fucks other men, but doesn't join in unless specifically told to, usually to clean up afterwards."

"How odd," Lily said, shaking her head.

"Believe it or not, it's more common than you'd imagine," Evan told her.

"So you're going to do an interview?" Lily asked.

"Yes, but she also wants me to cuckold her husband as part of it," Evan explained.

"You mean, have sex, fuck her?" Lily asked, her eyes wide.

"Exactly," Evan replied, nodding his head.

"Well, that should certainly be interesting," Lily said.

"You want to come, be my assistant?" Evan asked with a grin.

"You want me to come watch you fuck some strange woman in front of her husband?" Lily asked.

"No, I asked you if you wanted to come," Evan replied. "Don't twist this around and put it on me."

"I wouldn't have to...participate or anything, would I?" Lily asked.

"You'd have to undress," Evan replied, deciding at that very moment to make that a condition.

"Only undress?" Lily asked.

"Anything more would be entirely up to you," Evan replied, "but undressed."

"When?" Lily asked.

"Tomorrow evening," Evan answered.

"Can I think about it?" Lily asked.

"Of course," Evan replied. "I'm not pushing you, but I thought you might want to...you seem to find some of this interesting."

"It is interesting," Lily said. "I just need to find my feet a bit about it is all."

"Would it be easier if I weren't your son?" Evan asked.

"Probably," Lily replied, "that's why I want to think about it."

* * * * * * * * * * * * * * *

"Great dinner, mom," Evan sighed as he pushed his plate away.

"I figured that you're going to need the energy," Lily said, smiling at the startled look on his face.

"Well, I hope so, come to think about it," Evan said with a laugh. "What did you decide to do?"

"I think I'll come with you," Lily replied nervously.

"Really!?" Evan said, sitting up straighter. "Okay. Great. I'll go check my gear and then we can go."

"Don't forget to make sure you have enough memory cards," Lily said, laughing at the shocked look on his face.

* * * * * * * * * * * * * * *

"You must be Evan," the woman who answered the door said upon opening it. She was 5'6", slender, with brown eyes and hair.

"Yes, and this is my assistant, Lily," Even replied.

"Charlie's going to go nuts when he sees you," she said, eyeing Lily.

"I'm Shelly," she said as they entered. "That's Charlie," she added, indicating the man nervously sitting on a chair in the middle of the room. "Beer?" she asked.

"Sure," Evan replied, taking in the almost total absence of decor.

"How is this going to work?" Shelly asked when she returned with three beers, handing one to Evan and Lily, keeping the third for herself, ignoring Charlie.

"Well, it's more comfortable to do the interviews if we're sitting," Evan replied. "After that, it's entirely up to you."

"And you'll fuck me?" she asked, smiling as she slowly eyed him up and down.

"Definitely," Evan replied.

"How about the sofa?" Shelly asked.

"That would be perfect for you and Charlie," Evan replied.

"Okay, Charlie, go sit on the sofa," Shelly said as Evan began to set up the camera on its tripod.

Lily looked around for a chair, but there was only the one in the middle of the room and something about it told her that she shouldn't use it, so she settled down on the floor in front of the sofa next to the tripod.

"First of all, we need you to fill out and sign these release forms," Evan said as Lily extracted them from the folio.

"Sign it, Charlie," Shelly said.

"Okay," Evan said after they had signed the forms, sitting down next to his mother on the floor after checking to make sure the camera was properly focused. "Why don't you start by telling us your first names, ages, educational and/or professional backgrounds, and why we're here this evening."

"I'm Shelly, 28. I'm an interior designer and I'm here to talk about my cuckold husband."

"I'm Charlie, 31. I'm a veterinarian."

"Go on," Shelly admonished, poking him in the ribs with an elbow.

"I'm here to talk about why I love to watch other men fuck my wife and cuckold me."

"How long have you been married?" Evan asked.

"Almost 10 years," Shelly replied.

"Did you always have this cuckold dynamic as part of your relationship?" Even asked.

"No, not at first," Shelly replied, "but after a few years I just got sick of his tiny cock and told him that he either had to let me get some real cock or I'd divorce him."

"Do you love him?" Evan asked.

"I'm crazy about him," Shelly replied, "but his cock just doesn't do it for me. I don't need other men for anything emotional, just their cocks, and their tongues," she added with a laugh, "even though that's one thing I give Charlie credit for, he knows how to eat pussy."

"So, how did it start?" Evan asked.

"Well, after I gave him my ultimatum, there was this guy I knew, big, black, gay, but swung both ways, I'd heard," Shelly replied. "He worked for one of the decorators. I approached him, explained my situation and asked him if he'd like to help out."

"I imagine he said yes," Evan said.

"All men say yes," Shelly laughed. "Isn't that right?" she asked, looking at Lily.

"I think that you're probably right," Lily agreed.

"So I brought him home," Shelly continued. "I told Charlie that I was going to fuck him and that he was going to watch so that he'd understand what I'd been missing and why I wanted it."

"I told Charlie to undress so that the guy could see his tiny cock. I remember him laughing when he saw it. Charlie was so humiliated, standing there. Then I had the guy stand up and I undressed him. I still remember how shocked I was when I saw his cock pop out of his pants when I pulled them down. I had never seen so big a cock and certainly never a black one."

"He was actually sitting right here," she said, patting the sofa. "I was on my knees trying to suck his cock while Charlie watched. It was so big, it hurt my mouth stretching it. I thought I was going to choke when he came. I didn't know that a cock could pump out so much cum. When I finished sucking him off, I looked over at Charlie and there was a stream of cum hanging from his cock and a little puddle on the floor. He had cum watching me."

"For some reason, that really turned me on," Shelly continued. "I climbed up on the guy's lap and lowered myself onto his cock. He was still hard, even though I had just sucked him off. He fucked me silly. I had never had sex like that before. By the time he left, I was a rag doll full of cum sprawled on the sofa, but my pussy felt great, better than it had ever felt before."

"I had Charlie come kneel down to see what my pussy looked like after it had been fucked by a real cock. Whenever I did let Charlie fuck me, I always made him eat my pussy when he finished, even though he never really came that much. I didn't even say anything, Charlie just started eating my pussy after looking at it for a minute or so, full of that guy's cum."

"After that, several times a week I'd fuck other guys while Charlie watched. I knew it was hot when it would make him cum just from watching. I loved it when he'd eat me after they'd filled me with cum. One time I told him to suck the guy's cock clean after he'd finished cumming in me and he just did it. After that, he always sucked their cocks clean."

"We'd been doing this for about a year," Shelly continued. "Charlie was a great cuckold and I was finally getting plenty of cock without any of the complications; just fuck, cum, and leave. One time a black guy had really fucked me to death. I was beat. He had fucked my pussy and my ass several times. I have no idea how he did it. When he wanted to fuck me again, I told him to fuck Charlie."

"Charlie didn't say a thing, never even made a sound if you don't count a few moans," Shelly continued. "He just got on his knees and leaned over on the sofa, right here," she said, patting the sofa for emphasis. "I do have to say, the guy was pretty considerate. He didn't just jam his cock into him, he worked it in, then fucked him, seemed like forever. Some of the guys that fuck me also like to fuck Charlie, so it's a win-win."

"Well, that's some crazy story," Evan said, shaking his head. "How about you, Charlie? How did all of this come about from your perspective?"

"All my life I'd been embarrassed and ashamed of my small cock," Charlie said, the anguish in his voice palpable. "When I met Shelly and she didn't run the first time she saw it, I knew she was the girl for me. The day we got married was the best day of my life. When she finally got upset because my cock was so small, I wasn't surprised. I had been waiting for the day to arrive and was just counting my blessings in the meantime."

"When she told me that she wanted to fuck other men or she would divorce me, there was no choice. There's nothing I wouldn't do to have Shelly. Having a small cock is humiliation enough. Seeing other men fucking Shelly, making her happy, making her feel good, that wasn't humiliation at all. It turned me on. Like she said, when it was really hot, I'd just cum without even touching myself."

"What about when she wanted you to start sucking the cocks of the men that had just fucked her?" Evan asked.

"I didn't care," Charlie said, shaking his head. "I didn't even think about it, I just did it. It wasn't so bad and I could always taste Shelly's pussy on them."

"And eating Shelly's pussy full of strange men's cum?" Evan asked, feeling his mother fidget next to him.

"It wouldn't matter how many men had fucked her and cum in her," Charlie said. "I'm the one eating her pussy. I win."

"That's so sweet," Lily couldn't resist saying.

"I told you that I'm crazy about him," Shelly said. "He's a great cuckold."

"What about some of these men also fucking you, Charlie?" Evan asked.

"I just kept the thought in my head that this was making Shelly happy," Charlie replied. "That makes anything tolerable. Once I got over the initial penetration, it wasn't at all uncomfortable. By the time he had finished fucking me that first time, I was enjoying it. Since then, whatever Shelly wants me to do, I'm happy to do."

"Isn't he just the best?" Shelly asked, beaming a smile.

"That pretty much does it for my questions," Evan said. "Are there any that you think I should ask?"

"No, you pretty much covered it," Shelly said. "Why don't we have another beer and then you can fuck me, if you're still willing, that is."

"I'm looking forward to it," Evan said, feeling his mother stiffen next to him.

"Okay, Charlie, bring your chair over here," Shelly told him after she had gotten everyone a fresh beer, once again leaving Charlie out. "Time to undress and let everyone see your tiny cock."

Lily momentarily froze when she heard this, seeing Charlie start with the buttons of his shirt, while next to her Evan pulled his t-shirt off over his head. Taking a deep breath, Lily reached behind herself and untied the halter top she had worn, lifting it over her head to expose her naked breasts. When Charlie undid his pants to push them down, she felt Evan do the same next to her. Lily couldn't resist a glance to the side as she pushed her own skirt down, seeing her son's huge cock again as she stepped out of her skirt to stand naked.

"Oh, wow!" Shelly said, only then turning and noticing that Evan and Lily had also stripped. "This is really nice," she said, reaching out with one hand to wrap it around the shaft of Evan's cock.

Lily had to force herself to stifle a gasp when she saw Charlie's cock, her heart immediately going out to him when she saw the pathetic excuse for a cock that he had been cursed with. It was standing out in front of him, not even 5" in length.

"Are you going to do both of us?" Shelly asked, her eyes bright.

"Right now I'm going to concentrate on you," Evan said, calming the incipient panic that had started to rise up in his mother when she heard the question.

"I guarantee he's going to cum, especially if he's got you to look at," Shelly said, causing Lily to gasp when she reached up with her other hand to cup one of her breasts, her thumb and forefinger gently squeezing her big, hard nipple. "Come sit with me," she said, releasing Evan's cock and taking Lily's hand and pulling her down next to her on the sofa. "You'll like this," she said, still holding Lily's hand.

"Okay, Charlie, you can set up the chair now," Shelly said, and Evan and Lily watched as Charlie fiddled with something beneath the chair and suddenly a huge, black dildo appeared up from the center of the chair, at least 10" in length and as thick as a coke can.

"You know your place," Shelly admonished.

Charlie reached beneath the chair again and came out with a bottle of baby oil with which he liberally coated the big, black dildo, reaching behind himself to wipe his hands between the cheeks of his ass.

"My god!" Lily gasped as Charlie positioned the dildo at the entrance to his ass and began to lower himself onto it. "How is that possible?" she asked as Charlie took the entire dildo up his ass and was now sitting on the chair, his tiny cock throbbing in front of him.

"Let's see if we can make him cum just by showing him our pussies," Shelly suggested, sitting back and bringing her feet up onto the edge of the sofa, well apart, totally exposing her pussy, seemingly small with very fat outer lips which barely peeled apart when she spread her thighs.

"Oh! I hadn't...hadn't planned..." Lily started to protest as Shelly pulled her shoulder back so that she was leaning back against the sofa next to her.

Evan could not believe it as he watched his mother slowly bring her feet up onto the edge of the sofa, her face flushing with color, her big, dark nipples hard knots on the ends of her big, full breasts as she put some space between her feet, opening her legs and exposing her pussy, her long, dark-tinged inner pussy lips hanging down and spreading apart, sticky strands of pussy juice stretching between them, her clit, big, fat, and glistening above them.

"Hahahahaha," Shelly laughed as a weak stream of cum shot from Charlie's cock to land on the floor in front of his chair. "I told you."

"My god!" Lily gasped as she watched the stream of cum quickly diminish, then stop, a streamer dripping from the tip of his tiny cock down towards the floor. Looking up at Evan, Lily blushed when she saw that his eyes were on her pussy, his big 8" of cock standing straight out in front of him, throbbing in time to his heartbeat.

"He's such a good cuckold," Shelly said, sitting forward and pulling Evan in front of her, wrapping a hand around the shaft of his cock at the same time that she sealed her lips around the head of it.

Lily was experiencing so many conflicting emotions at once, she felt frozen. On the one hand, the whole scenario was surreal; the place, the people, their story. On the other hand, she felt incredibly turned on, could feel her pussy just flooding as she saw Charlie practically drooling as he stared at her spread pussy. And then there was Evan.

Looking over, she watched with fascination as Shelly sucked his cock, not quite able to take the whole thing into her mouth, but nonetheless making serious lust to it with her mouth and tongue.

"Mmm, nice cock," Shelly said, gasping for breath as she continued to jack Evan's cock with her hand. "You want some?" she asked, turning to smile at Lily.