Accidental Gigolos - Cover

Accidental Gigolos

Copyright© 2024 by Lubrican

Chapter 16

Romantic Sex Story: Chapter 16 - Bobby happened to be in the right place at the right time and lost his virginity to a woman twice his age. He was a quick learner and soon he was ringing her bell regularly. Then one of her friends needed the same thing. And another friend after that, until Bobby was satisfying the needs of five women. That's a lot for a seventeen-year-old kid to handle. But maybe his best friend could help him out. And that was just the beginning.

Caution: This Romantic Sex Story contains strong sexual content, including Ma/Fa   mt/ft   mt/Fa   Consensual   Heterosexual   Fiction   Cheating   Cuckold   Incest   Brother   Sister   Interracial   Black Male   Black Female   White Male   White Female   First   Lactation   Masturbation   Oral Sex   Petting   Pregnancy   Safe Sex   Size  

Monique did something she didn’t like doing. She snooped. She tried not to, but the unspoken “secret(s)” Russell wouldn’t trust her with were driving her crazy. She had admitted to him that during her last year in high school her boss had gotten his adulterous dick in her as often as he could, and that she had let him. She knew he would never divorce his wife and marry her. She knew he was using her. But she was using him, too. She got all the sex she wanted, which meant dealing with boys her own age was much easier. She didn’t get horny on dates, or if she did, she knew that her boss would scratch that itch.

She had admitted she was a slut and she had felt very vulnerable when she did it. So why wouldn’t he trust her with his secret?

So, while he was taking a shower one day, she snooped on his laptop. It wasn’t password protected.

A simple search for files ending with “.jpg” found the pictures Teri had sent him. She read some of Teri’s emails, after that.

Now she knew why he didn’t tell her.

She didn’t know what to think of it at first. When he came out of the bathroom she just stared at him. He looked normal as he finished drying off and covered his nude body with clothes. He continued looking normal as they went to the cafeteria for supper. Images of him doing the same things to this hazy sister that he did to her drifted through her mind. Was he trying to breed her, too?

“Tell me about your sister,” she said, as they ate.

“She’s my sister,” he said.

“I know guys who hate their sisters, but you don’t. What’s she like?”

“I know guys like that, too,” he said. “I guess she’s not like I hear other sisters are. She’s not bitchy or a pain. She’s funny and she laughs at my jokes. I like her a lot.”

“I’ve never heard you tell a joke,” Monique said.

“What did the rude cow say?” he asked.

“What?”

“What did the rude cow say?”

“I don’t-”

Before she could finish he leaned forward and barked, “Moo!”

She just looked at him.

“Do you get it?” he asked. “The cow is rude because she interrupts all the time.”

“And your sister laughed at that.”

“Sure,” he said.

“Your sister is obviously humoring you because she thinks you have more than one or two screws loose. That isn’t even a joke.”

“It’s a philosophical joke,” he said. “What’s the difference between a dog?”

“A dog and what?” she asked.

“What’s the difference between a dog,” he asked again, patiently.

“Okay. I give up. What’s the difference between a dog?”

“One ear stands up and the other one does,” he said. Then he took a bite of his cheeseburger.

She thought about it. It was stupid, but it was interesting stupid. It was a little bit clever and it was obviously designed to leave the listener confused or dumbfounded. It did that very well and she chuckled.

“She didn’t laugh at that one,” said Russell. “She said I was weird.”

“So you guys get along?”

“We love each other,” he said, simply. “That’s a lot more fun than fighting and fussing.”

She remembered the picture of a very cute, very dark-skinned girl with a pale dildo plugged in her pussy, saying she wished it was her big brother instead. In that instant she realized why he wouldn’t invite her to his house and introduce her to his parents ... and his sister. His sister would not receive that well. She wasn’t even trying to have a boyfriend because she wanted her brother instead. And he loved her. She knew him well enough by now to know that however this taboo relationship had started, it had begun out of love and not abuse. She knew it was a serious, intense love because he had not looked for a girl at college to fuck around with. She knew, now, why Russell had resisted her advances and warned her she might not be ready for what he would give her. She had wormed her way into his heart. Was she glad she had?

“So, does she have a boyfriend?”

He glanced up at her and she could see the calculation in his eyes as he wondered why she’d care if his sister had a boyfriend or not.

“You resisted letting me get to know you. I just wondered if it’s genetic.”

It was weak, but the suspicion left his eyes.

“She’s head over heels for my best friend.”

“Bobby? That best friend?”

“Yes and my mother would skin her alive if she found out.”

“Because he’s too old?”

“Because he’s white,” said Russell. He frowned. “And also probably because he’s too old. From Mom’s perspective he’s like a brother to her. He’s practically family.”

Monique wondered if Russell also shared his sister with his best friend, like they shared all those other women. It fascinated her on a psychological level and would make a great paper for Abnormal Psych, which she planned on taking next year.

They finished and took their trays to the window. He reached for her hand and interlaced fingers with her as they walked back to the dorm.

It felt normal. It felt just the same as it always did. He didn’t seem different. Would the world approve of Russell banging his sister? Nope. Did she care what the world thought about Russell? Only if it affected his relationship with her. He obviously loved his sister, but he also obviously loved her and if she stayed with him she needed to accept him with the warts he had.

His fingers, interlaced with hers, felt good ... right.

She decided she was glad she’d wormed her way into his heart.

If the chance came she’d try to do the same with his sister.

The girl must be as fascinating as her brother was.


Teri Jackson had a quandary.

Her future, at present, included the possibility that she could go to State when she started college next year. Bobby was at State. And, while she loved feeling her brother’s thick spike driving her crazy as he fucked her, Bobby’s penis did the same thing. And if Bobby got her pregnant it wouldn’t be the end of the world. Her mother would flip out, but it wouldn’t be the end of the world. She could see herself spending the rest of her life with Bobby Grisham, and not just because of the sex. She didn’t plan on letting Bobby get her pregnant. Not yet. Give it six or seven years and she might. By then her mother would have gotten used to the fact that she had a white boyfriend. Her mom knew Bobby was a good guy, so she had that going for her.

No, her quandary wasn’t trying to find a way to get alone with Bobby when he came home for Spring Break. He had said he would in his latest email. He even said he couldn’t wait to see her, though she knew most of that was his balls talking. She didn’t care because she also knew he loved her. He had even told her, in a way. It had been on their last night together, as he slowly massaged her vagina with his penis and kissed her over and over again. He had kissed her neck and whispered, “I wouldn’t do this with someone I didn’t love.”

It had made her have an orgasm, and while she had it, he seeded her with his hot offering.

Later that night Russell had seeded her twice, but that didn’t matter. Russell had to love her. Bobby chose to.

Her quandary was whether she should warn Russell or not. Their mother was acting squirrelly and Teri didn’t know what her strange behavior meant. Like the card playing, and her friendship with that woman who had twins of different races. It couldn’t be a coincidence that she had become friends with all the women her brother and Bobby had been fucking before they went to college. The mothers of all the mulatto babies in town were in that card club and now her mother was, too. Her mother had even dropped a hint that she was “teaching the women how to take care of a black baby,” whatever the fuck that meant. Black babies weren’t any different than white ones as far as she could tell. Or yellow or blue or pink ones. Babies were babies. Later in life they’d have to know how to take care of their hair, but that would be learned by osmosis. So for her mother to say that at the supper table one night meant something. Her father had been there and it had been said toward him. But it had sounded off, like he already knew what she was talking about.

That meant it had been intended for Teri’s ears.

The question was: Why? And should she tell Russell about it?

She was sure her mother didn’t know Russell had fucked all those white women. If she knew, the roof would still be off the house and lava would still be flowing out of her mother’s head. And there was no way in hell that any of those women would tell Russell’s mother what a fantastic cock her son had. No way. It just could not happen.

She had thought about this before and just waited. Now, she decided to wait again. She wanted Russell home, where she could sneak into his bed again. She wanted everything to be normal, so she could sneak off and get fucked by Bobby again, too. If she told Russell about their mother’s odd behavior, he might get nervous and stay at college. What if he didn’t come home for the summer? She’d just die if that happened.

No. She needed to keep things calm and normal. That way she could go to State next fall and be with Bobby. Then she could have all the sex she wanted, instead of dribs and drabs, here and there, like a cat getting table scraps.

She decided not to call her brother and tell him to be careful when he got home for Spring Break.


Russell was, as they say, fat, dumb, and happy as he got in his car to go home for Spring Break. Monique had drained his balls during the night. He could finally go home and announce that he had a girlfriend. He’d be able to say she was black and show them a picture of her on his phone. Monique was light-skinned, but his mother wouldn’t care. Half black was as good as all black. His mother would be delighted. He would explain that he wouldn’t be able to bring her to visit for a while. She was too busy, or she had to go home a lot. Maybe she had to take care of a very sick mother when she wasn’t in class or on a date with him. He knew Teri’s reaction to Monique would not be positive, and that could lead to problems.

The drive was pleasant. The weather was good. He was going to get to see Bobby and he’d get to see at least some of the women. He wanted to go see what this commune thing was about. And Teri would be there, too. He knew she’d still let him fuck her. She had said she couldn’t wait in emails.

So it would be a great break full of great things including some great sex.

He was completely blindsided when, after his mother accepted a hug (which she returned with genuine love and affection) she said, “I have something I want to show you.”

She took him to the dining room table, where what looked like an eight by ten picture album lay. It had a thick, soft surface upon which was printed in gold letters, “Our Memories”.

As he sat down she opened the album to the first page, which said at the top in bold letters: “My first son is born!” Sarah’s picture was there, holding Justin.

“Isn’t he handsome?” cooed his mother, as Russell’s gut tightened and he felt paralyzed. “He’s such a good baby, too and Sarah loves him to pieces.”

She turned the page. Betty’s smiling face was there, next to Elizabeth’s baby face. The top of the page said: “Baby number two arrives. I make great babies!”

She flipped the page to reveal Julie, breastfeeding Mariah. The banner said: “Number three! I’m on a roll! Maybe I’ll father a ball team!”

She left the book there.

“Is there a fourth page I need to add, Russell? Is there another woman out there who has had my grandchild and I don’t know, yet? You can tell me, Russell. I want to know about all my grandbabies!”

He sat, frozen. Genevieve was proud inside because her plan had worked. He was scared shitless and it showed. She couldn’t see his crotch, but it was possible he’d peed his pants. Maybe his balls shriveled up and wouldn’t drop down again for a month. He deserved to be humiliated like that. Maybe then he’d understand her humiliation.

Granted, none of the women looked down on her. If anything they were on her side. Not that any of them, other than Betty, anyway, would have confessed anything to her before she already knew it. She had never felt humiliated in front of them. And the children themselves were darling. She knew she’d get to be in their lives as long as she wanted to.

But he had gone about it all wrong and he needed to suffer for that.

She saw his hands start shaking and he leaned sideways in his chair. She moved just in time to keep him from tumbling to the floor and, suddenly, her righteous anger was gone.

“Russell?” she said, anxiously. “Baby?”

He made a sound in his throat and she felt compelled to walk back her attitude.

“Russell? It’s okay, Baby. I wish you had told me, but it’s okay. I got to know all the women and I get to cuddle my grandchildren. You really did make great babies. I was just miffed that I didn’t know that until after the fact.” She sighed. “Not that I would have approved before the fact.”

“Mom,” he croaked, but his shoulders moved as she sat him back up.

“Your sister doesn’t know. Your father does, but not Teri. So be careful what you say. You could have cost your father his job, Russell. What were you thinking? You can’t just go and try to get a bunch of women pregnant!”

It occurred to her that he could. In fact ... he had!

“You shouldn’t have gone and gotten a bunch of women pregnant,” she amended.

“Mom,” he grunted.

“Don’t tell me you’re sorry,” she said. “I know that would be a lie. Those women adore you. And they adore that rascal Bobby, too. I could just string the two of you up.”

It penetrated into Russell’s mind that his father wasn’t there for this “reveal.” Nor were any other cops. His mom sounded pissed, to be sure, but upon hurried reflection, no more pissed than she was when he had knocked her favorite figurine off of a shelf while he was roughhousing with Bobby that time.

It occurred to him that she was just ... upset.

He looked up at her.

“I got a girlfriend at college,” he gasped.


It isn’t common for a nineteen-year-old young man to have a frank and open conversation with his mother about all the women he’s had sex with. It isn’t common, for that matter, for that young man to be able to claim five women asked him to help them get pregnant. There are a number of men out there who spread their seed as far and wide as they can without thought of the consequences, or perhaps without accepting responsibility for the consequences. Those men are the cause of single women who have five or six children and are mired in poverty. The women, of course, bear some responsibility, assuming they let these men inseminate them. Women can decide to keep their legs closed, after all.

In Russell’s case, though, he had that frank and open conversation with his mother. She knew some of it, or suspected it. It wasn’t like the women in the card club eagerly described to Genevieve how her son performed in bed. The mulatto babies were proof of his sexual behavior but Genevieve suspected all the women had let him bed them, including the ones who had a white baby. She had heard their reasoning and while she didn’t agree that some of those reasons were rational, she did understand how a woman could be driven to do strange things to get away from a life that was driving her insane.

With her son, his rationale was simple. The women had accepted him as their lover and he had been happy to be in that status.

Genevieve also understood that.

“Bobby did this to you, didn’t he?” Genevieve suggested.

“No, Mom. Bobby was doing it before me, but I could have said no when he asked me for my help.”

“He asked you to help him?”

“One guy can’t take care of five women, Mom,” he replied.

She understood that, too.

“Still, I can’t believe you did it. You could have destroyed our family.”

Did I destroy anything?” he asked. “Are all the women happy? Is anyone complaining about what I did?”

“No,” she admitted, grudgingly. “But you’re finished with all this nonsense ... right?”

“Are you asking if I’m going to visit my children ... and their mothers?” He straightened. “If so, then the answer is yes. They all want me in the kids’ lives, and in their lives, too, in some capacity. I’m not going to just abandon anybody. I can’t marry any of them. Well, what I mean is none of them would marry me, even if I wanted to do that. They’re happy with the outcome and so am I. The glass is more than half full.”

“Tell me about this girlfriend. Is she pregnant, too?”

“No,” he snorted. “Of course not.”

“Mmm hmm,” she said. “Are you having sex with her?”

“That’s none of your business, Mom,” said Russell. “How would you feel if I asked you if you give Dad blow jobs?”

“You watch your mouth, boy!” she snapped. “I’m asking questions because you exhibited poor judgement. I don’t care how happy everyone is. If people had honestly thought your father was running around impregnating women willy nilly, the town council would have fired him. What would we have done then?”

“I’m sorry about that,” said Russell. “I didn’t think about anyone assuming something like that.”

“When he’s the only likely black man in town? Who did you think any black babies would be blamed on?”

“The women all said they didn’t care if the baby was mine or Bobby’s. They just wanted to be pregnant. And Bobby and I just tried to help them. Did anybody complain about it being Dad?”

“No. Not officially. But we were just lucky that his reputation was so impeccable that nobody would believe a rumor like that. We were lucky. So please behave yourself while you’re here. No scandals. No uproar. No drawing attention to yourself.”

“Yes, Mom,” he groaned, sounding more like a normal nineteen-year-old boy.

“And don’t let your sister find out about this,” said Genevieve. “At least she’s still a virgin.”

Russell looked at the album and tried to act like he agreed.

She’d shit actual bricks if she knew the truth.


“My son has done his time,” said Genevieve to the rest of the card club. “He did what he was supposed to do and you no longer need him. Besides, he has a girlfriend now.”

That derailed her prepared speech about how these women, as nice as they were and as much as she liked them, had seduced a poor, young, defenseless boy and debauched him. Her intent was not to castigate the women; only to remind them they were grown women and could go find adult, male companionship, instead of seducing her son some more while he was on Spring Break.

She didn’t know much about the mysterious girlfriend, except that her name was Monique and she went to school with Russell and lived in the same dorm. After she told them what little she knew, Cathy spoke.

“Look. We know we shouldn’t have used Russell to solve our problems, but we were desperate and it didn’t hurt him. He hasn’t turned into a raving satyr or anything.”

Had she known that at that very moment Russell was on top of his sister, pounding her as she gasped and wailed her way through what seemed like continuous orgasms, she might have tempered her comment. Russell had cum in his sister once already. That happened within ten minutes of their mother leaving to go play cards. Teri didn’t even care that he barely got in her before he groaned and shot off in her.

“I’m sorry,” he panted. “I got too excited.”

She sucked him hard and that was when her own orgasmic journey started. When she was satisfied, she started pushing his buttons.

“I’m going to State next fall,” she said, stroking his shoulders. “Bobby will be there and he’ll take care of me since you won’t be there to do this.” She squeezed his cock so tightly that, for a second, he couldn’t move it in her.

She went on.

“He’s going to breed me all the time. What if my IUD falls out? If it does then he’ll breed me for real and I’ll have his baby. I’ve seen some of his babies; yours, too. You guys make really good babies. I might be tempted to let Bobby make two or three in me and I’ll just be a stay-at-home mom. I think I’d love having a fat belly. I know Bobby would let you come breed me for real at least once. Then I’d have your baby in my belly.”

“Ohhh, you’re doing this to me on purpose,” he moaned.

“I am,” she said. “I want you to spurt in me again. Maybe you’ll beat Bobby to the punch.”

That did it and he slammed home, leaving the tip of his spurting prick right at the door to her womb.


“If you really want to know the truth, I want to live with both of you,” said Teri. They were cuddling after some energetic sex.

“That’s hard to do when I’m in at Bern Micklin and Bobby’s at State,” Russell replied.

“I want to always live with you and have your babies and everything.”

“Both of us?”

“Yes, both of you. I love both of you. You both want to breed me and I think you’ve talked my subconscious into letting you. I could be just like that woman who had twins. I’d have some black babies with you and some white babies with Bobby.”

“You could never actually have a white baby,” said Russell. “You might want to, but genetics wins out.”

“Whatever. I would know it was Bobby’s and that’s all that matters.”

“I think you’re getting the cart ahead of the horse,” said Russell. “I love doing this with you.” He hugged her naked body closer. “And I would love to live with you and Bobby, but I have a girlfriend now, and she might not understand how you could want an incest baby and I’d want to give you one.”

“She can live with us, too,” said Teri. “Bobby will seduce her and she’ll have one of his babies, too.”

“That’s funny that you said that,” said Russell. “I told her the same thing. I told her I couldn’t introduce her to Bobby because he’d seduce her.”

“And she said he wouldn’t, right?” said Teri.

“She did.”

“I said the same thing and I would never in a million years have thought I’d have to have my big brother’s nasty old penis inside me, filling me full of his lovely spunk. Both of you are experts at seduction.”

“Both of us are just college freshmen. We need to get up. Mom will be home in half an hour to get supper going.”

“I wish we had more time,” she whined. “You’re hard again.”

“I’ll be hard later tonight. Get up. Take a shower. You smell like sex, and the last thing that Mom needs to find out is that you smell like sex because of me.”

“I’m not the only one who smells like sex,” she said. “Wanna take a shower together?”


“I told you so!” crowed Julie. “I told you Russell would meet some hot, young thing and she’d snare him and he’d be lost to us forever.”

“He’d be lost to you forever even if he hadn’t found a girlfriend,” said Genevieve.

“Yeah, yeah, yeah,” said Sarah. “I hear you and I understand you. He’s kind of my man, though, and if his girlfriend ever dumps him I might just take him in and let him cry on my shoulder.”

“Your very naked shoulder,” snickered Trudy.

“I can’t believe you talk about him like that right in front of me,” moaned Genevieve.

“You raised a wonderful, thoughtful, talented, trustworthy man who goes off the scale from one to ten for being attractive. That’s not our fault,” said Cathy.

“But he already gave half of you babies,” Genevieve complained.

Trudy held one finger up.

“All that means is that there are half of us left for him to impregnate.”

“Well, I’m keeping him home while he’s here,” said Genevieve. “I am very glad I met all of you and that we can be friends. I think this is very important. But I’m not going to let you pass him back and forth like a plate of biscuits, sharing him like something you can consume and then pat your tummy after eating because he tasted good.”

“If I got to have him I’d pat my tummy for a different reason,” said Cathy, with a wide grin.

“You’re all talking crazy,” said Julie. “You just had a baby. I know I’m not going to go through that again for at least two or three years. And when I do, it will be Gene’s baby.”

“Thank you for being sensible,” said Genevieve.

“Thank you for leaving more for us.” Trudy giggled.


Bobby knew Russell was busted by his mom, and that she knew he was involved, too. He had been such a frequent visitor to their house over the years that he was considered almost family. The “almost” qualifier explains that, while she’d lecture her flesh and blood son about his errant sexual ways, she said nothing to Bobby other than, “Please spend a lot of time with him here, instead of taking him places he could get into trouble.”

“Got it,” he said, without flinching.

He did spend a lot of his time at the Jackson home, too. He would visit the commune, where one of the women would welcome him between her legs and then turn him over to another woman. He had special status as a man because he had a special relationship with each of the women. They did not fuck around. They did not troll for a one-night stand in bars. They were not loose women. They all had a child to raise and were taking that responsibility seriously.

But when Bobby showed up, libidos burst into flame. With him they could be as loose and slutty as they wanted and it was temporary. It was only with Bobby (or Russell, if he’d been there) that they let their hair down and spread their legs eagerly.

Spring Break lasted seven days, during which four of the original members of the card club were mounted at least twice and, once again, exulted in multiple orgasms with a man they loved.

Julie’s case was a little different. She and Gene now lived in a sort of efficiency apartment at the commune. The kitchen was a common space. Gene got to see Bobby interact with all the other women. He had wanted to meet both men, but Russell seemed to be under house arrest. While Bobby was there Gene’s eyes saw several things Julie probably would have wished he hadn’t. He saw her breathing increase when Bobby came into the suite, the first time, with a loose smile on his face and shook Gene’s hand.

“You’re a lucky man,” he said.

“I know that,” said Gene.

All the while Julie’s eyes never left the young college man. Her nipples also spiked under the T shirt she was wearing. When she was home she didn’t wear a nursing bra. It was easier and more comfortable to simply pull the T shirt up to offer Mariah a nipple. If she leaked a little from the other one and Gene was there, he sucked on it, gently. Mariah almost never emptied one of Julie’s big breasts in one feeding.

Both men noticed twin stains darkening the shirt where the tips of her breasts were. She looked down and said, “Damn,” before turning to go deal with the situation. When she came back she had a bra on with pads in it. They made her breasts look even bigger. She had Mariah with her, perched on one hip.

“This is Mariah, my daughter,” said Julie.

“She’s as beautiful as her mother,” said Bobby.

Even Gene could hear the sincerity in Bobby’s voice. He did think both daughter and mother were beautiful. He felt warmth suffuse his body as he imagined Julie hearing that kind of thing way back then, the first time she heard that kind of thing and allowed him (and herself) to open a door that changed her whole life. Gene knew some of the details of that first liaison. He knew that after she came the first time with him in her she cried. He kissed her tears and asked her if she wanted to feel that again. She said she couldn’t speak but just nodded. She had felt it two more times in fact before she felt a man jet inside her for the first time. Twice during the session he had kissed her and said, “I like doing this with you. I hope I get to do it again.”

She had been hooked and Gene understood why. If Bobby had been an asshole he could have used her and tossed her away. She would have been permanently damaged by that rejection. But he hadn’t done that. Instead he had become her frequent lover and her personality had blossomed with the self-confidence he imbued in her.

Rather than feeling jealousy, Gene felt gratitude toward this man who was responsible for Julie being pregnant, and for Gene getting to know her because of that. Yes, it was actually Russell Jackson who impregnated her, but he was introduced to her by Bobby and his honest lust for her only helped make her stronger.

Had she turned to him then and there, begging him to let her have Bobby one more time, he might have said she could. He had no worries at all that she could be taken away from him. Nobody had loved her like he loved her and she was well aware of that.

She did not ask for that, though. She did hug him and she did kiss him on the lips, but that was all. Bobby spent an hour there as they caught up. Julie was animated and Bobby cuddled Mariah.

When Bobby left, Gene understood fully why Julie had let herself be seduced by this man and his friend.

He also understood how lucky she was that both men were decent, thoughtful lovers. They were not ordinary lovers, by any stretch of the imagination, but they had done something good for Julie Tipper.

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