Accidental Gigolos - Cover

Accidental Gigolos

Copyright© 2024 by Lubrican

Chapter 18

Romantic Sex Story: Chapter 18 - 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  

It wasn’t so much that an armistice or truce was called, or that someone surrendered in this quasi-war wherein two women wanted one man. Neither woman was willing to give Russell up.

Rather, it was more like that famous Christmas Eve during World War One when the Germans and Americans were so tired of the trench warfare they were mired in that they flipped the psychological finger to those who insisted on warfare and paused the bloodshed to celebrate Christmas together. That actually happened more than once in different places.

Of course the analogy ends there, because the next day the commanders who were safe in the rear, and learned of this unauthorized truce, always made the soldiers go back to trying to kill each other and the war dragged on. With Teri and Monique what found its way into the psyche of both women was an attitude that the trench could be shared. Russell was a kind of protection to both girls because when they were with him, the level of intimacy shoved all cares out of the way and the world was a safe and beautiful place. They knew they’d have to get out of bed and go back to the daily grind, but the knowledge that they could jump back in that trench made life easier.

Monique wanted to marry Russell and live with him forever. Teri knew she couldn’t marry her brother. She just wanted to live with him as if they were married, also forever.

Oddly, the other women, the women in the card club, weren’t perceived as a threat. Teri had already assigned them status as being Russell’s recreational playmates. Only this Sarah person she heard about seemed to think about permanency, when it came to Russell. Sure, they’d love to have him around to pork them, occasionally, but they couldn’t take him away from her. She even wanted to meet his children some day.

Monique also thought of these “other women” as an annoyance rather than a hazard. She had never seen them, like Teri had. To her they were more like a group of farmer’s daughters on Russell’s sales route. She knew they wanted to jump into the trench too, but it was around a curve and she couldn’t see it so they couldn’t hurt her. In time she would come to know these women and, like Russell’s mother had, see them as friends.

But that would be in the future, and there were many hurdles to clear before the end of “hostilities”.

What affected the women directly was seeing Russell interact with the other. Teri had known Russell had other lovers but she’d never seen him engaged with any of them. It was easy for her to think of them as branches on a tree that Russell brushed up against on a hike. When she saw him with his face between Monique’s thighs, though, she recognized immediately that this woman could ruin things for her. That she still felt the rock-solid, overwhelming love coming from him as he was intimate with her made her feel like the danger wasn’t as bad as she had feared.

With Monique the card club was a rumor, or at least that’s how she processed them. On her first morning there, she was brushing her teeth when she turned and saw Russel had entered the room and was kissing his sister. It was an obviously passionate kiss. It turned out that Russell hadn’t come there for a kiss. He’d come to tell them breakfast would be ready in ten minutes. He also kissed his girlfriend “good morning” but a transformation had already begun. When she saw Russell kiss Teri, even before his hands slid over her breasts and butt, she instantly saw that Russell would never just push his sister away. It might evolve that Teri got interested in another man, and she might even get married and have a family. Monique sensed, though, that if there were family reunions and there was privacy, Teri would eagerly spread her married legs for him. She wouldn’t be cheating on her husband because the “relationship” was already there, bone-deep, predating even the marriage itself.

The point was that neither viewed the other as an obstacle that needed to be uprooted and bulldozed off the road. The fact that Teri thought it was hot for Russell to service his girlfriend like he had so many times serviced her made the danger even less powerful. And the fact that she had masturbated while it happened put the danger in a box somewhere that had a very heavy lid on it.

In the succeeding two weeks that Monique stayed, each girl saw things that, outside this group of people, would have caused jealousy, or “road rage” ... but somehow did not produce that response in them.

Monique knew Teri had gotten turned on by seeing Russell go down on her. She wondered what that felt like so she asked Teri about it directly. They spent most of their days together and by the third day Genevieve mistakenly believed they were best friends. They would some day become best friends, but that needs to be documented later, to preserve the flow of the story.

On the second day she was there they were making cookies and Genevieve had gone to the store to get groceries. Monique didn’t look at Teri, but asked the question.

“What did it feel like ... to see Russell going down on me?”

“It was crazy,” said Teri. “It was so cool to see him loving you and making you happy, but I wanted him to make me happy at the same time. It was like he needed two penises, one in the front and another in the back. Then we could both hug him and get happy together.”

“You really wanted to do things with him while I was doing things, too? You mean a threesome?”

“No, not that,” Teri groaned. “It was more like I wished there were two of him. I knew he would pay attention to me later and I didn’t hate you for having him then; quite the opposite. I was just impatient to have an orgasm and I had to do it myself.”

“But you didn’t want me to die and wither away,” said Monique.

“Of course not. Is that what you want for me?”

“No,” said Monique. “I thought I would, but when I saw him kiss you it was so obviously true love I stopped worrying. It was weird for me, too. When you see that kind of love, that level of love, you know there’s an infinite supply of it and that you can have as much as you want. Meanwhile everybody else can have as much as they want, too.”

“Not everybody,” said Teri. “You and me, okay, but not everybody.”

“So it was okay for him to suck me while you watched,” said Monique.

“Absolutely. I was afraid you’d be gone after he boned me. Then I was worried that you’d be freaked out because I stayed and watched.”

“I would have thought that, too. But when I realized you had seen it, somehow I felt better! It was so crazy.”

“It was probably because you stopped thinking of me as a threat,” said Teri.

Now Monique did look at Teri.

“You have amazing insight for a girl your age.”

Teri shrugged.

“It wasn’t insight. While I watched that, you stopped being a threat to me, too. It’s like we were worried about getting into a car crash, and then we had a car crash but nothing got dented and we walked away without a scratch.”

“I want to be sure,” said Monique.

“Sure of what?”

“This is all so strange, so other-worldly, but I want to stay with him. I know that if I do that, he’ll keep loving you. I think I’m okay with that. I mean I want to be okay. I don’t want to view you as a danger.”

“I’m not,” said Teri. “He really loves you. I can tell. He’s never talked about any other girl like he talks about you.”

“I know all that,” said Monique. “ You watched him go down on me and liked it. I keep trying to imagine watching him do that to you ... but I can’t.”

“We could have him do that to me tonight,” suggested Teri.

It was quiet. The cookie sheet was fully laden and ready to go in the oven. Neither girl said anything as Monique opened the oven door and Teri slid the sheet into the oven. They stepped back and looked at each other.

“I think I need to see more,” said Monique. “I feel like if I see more I’ll know for sure how I feel.”

“More?”

“Before I met you, after I saw those videos, I tried to imagine him on top of you, like he gets on top of me. I couldn’t imagine that, either. When you saw him licking my pussy I didn’t have to imagine that because it was happening right then and there. I didn’t react like I thought I would. I mean I never thought about you watching us, but in the moment I knew that if I had thought about it, I would have expected a different reaction. Does that make sense?”

“Uh huh. I never expected to see him do that to anybody, and when he did, I just had to see it. I wanted to see what he looked like doing that to me. Sort of. Does that make sense?”

“I don’t know. All I know is that I need to see you two ... making love.”

“You mean all the way?” Teri’s eyes widened.

“Would it freak you out to be watched?”

“Not by you. Two days ago I would have said nobody could do that without weirding me out. Well, nobody but Bobby. But I don’t feel weird at all about you seeing me doing that.”

“It’s a compulsion,” Monique explained. “We studied that in my psych classes. The dictionary definition is that it is an irresistible urge to behave in a certain way, especially against one’s conscious wishes. In this case it isn’t against my wishes. I just have no idea how I’m going to feel if I see it.”

“We can talk to him about it tonight, when he gets home from work,” said Teri.

“We both know what he’ll say,” sighed Monique. “He told me Bobby has watched him screwing a woman while he waited his turn to screw the same woman.”

“It sounds sordid when you say it that way,” Teri objected. “What they were doing was filling her up with love. That’s all they were really doing.”

“They were trying to fill her up with a baby,” growled Monique.

“Don’t worry about that. My brother will try to keep you pregnant for as long as you put up with him. He didn’t waste any of his sperm on the others. He just made sure his balls were producing good stuff for the woman he hoped he would meet. And now he has met her.”

“I should not feel better after hearing that, but somehow I do,” sighed the older woman.


Monique felt a lot better when Russel got home from work and the first thing he did was hug her and kiss her right in front of his mother and Teri.

“Not in front of your sister,” said Genevieve. “She doesn’t need to see that kind of thing.”

“Mom, I’m seventeen,” groaned Teri. “Maybe I’ve already done something like that! Did you ever think about that?”

Genevieve looked at her sharply, but only muttered under her breath, “Only every day.”

Then, when Russell got Monique alone and kissed her again, it felt just like other times when the intensity of his feelings were both obvious and exciting.

“Not now,” she whispered as he ground what was obviously a boner into her thigh gap. “Not here.”

“When and where, then?” he moaned. “I’m dying, here.”

“Russell, you had sex with Teri last night. You’re not dying.”

“How do you know I had sex?” he argued.

“Because she went with you and when she got back she looked very relaxed. Not only that, but the crotch of her pajamas was damp and I smelled ... you.”

“Okay, but I still need you,” he said, caving instantly.

“And you have me,” she said, pushing him away. “Just be patient!”

“I don’t have you right this instant,” he argued.

“If you’re that weak, miserable, and horny, then go find your sister,” she said. “Let your mother catch you on top of her, not me.”

“I don’t want my sister right now,” he moaned. “I want you. I love you. I need you.”

“I’ve decided I want to see it,” she said, suddenly. He blinked.

“You mean this?” He cupped his bulge.

“In a manner of speaking,” she said. “I have these disturbing visions in my brain of you, making love to Teri, and they bother me like a gnat bothers you when it buzzes around your face and in your ear. So I’ve decided I should see the real thing so that if it keeps happening, at least it will be a memory instead of a fantasy.”

“You want to see me...” He looked confused. She moved forward and put her lips right beside his ear.

“I want to see you with your pecker in her pussy,” Monique whispered, as her fingers found and squeezed his junk through his pants.

Teri appeared at the end of the hallway.

“Supper in ten minutes,” she said.

Russell fidgeted throughout supper. That was because his dick was stiff the entire time. If he looked at his sister, he imagined himself on top of her with his girlfriend standing right beside them, urging him to fuck her faster. If he looked at Monique, he imagined her naked, standing beside him and Teri, waiting for her turn.

He didn’t go soft until an hour after supper, when they were playing a board game and he was getting thoroughly trashed by both his cut throat sister and his equally homicidal girlfriend.


Russell Jackson’s penis was rigid again. It was nine-thirty and his parents had just closed their bedroom door for the night. He’d been soft until then, as he and the two women he wanted to fuck watched reruns of the Andy Griffith show on TV. Now he looked at them, but they were both engrossed with finding out what would happen to Opie because he’d gotten into a fight over a girl.

He was a little miffed, to be honest. Both girls had teased him off and on during the night. Now they were ignoring him. He got up and stretched, making the movements sweeping and obvious.

“Guess I’ll hit the sack,” he said.

Monique glanced at him and Teri said, “We’re going to finish watching this.”

Russell leaned backwards, jutting his loins out at the two women, to show them his bulge. Neither of them was looking at him any longer so he turned and went to his room.

He changed into his usual summer night time dress – lightweight, long PJ bottoms – and then sat on the bed. The bottoms had a flap in the front that his penis could be brought through if he needed to pee. He was still rock hard, so he pulled his cock into the light and stared at it. Thinking, “They don’t need you, tonight, little buddy,” he stroked it slowly, more to keep it as hard as it was than to actually jerk off. He was sitting like that when the door opened and Teri’s head poked in. She stared at him for a couple of seconds and then whispered, “Stop that and come to my room. Be quiet about it.”

He didn’t try to hide his dick away because it would have made no difference. It was obvious he had a boner whether it was inside or outside of his PJs. He went to the door and was suddenly concerned. He’d snuck down to Teri’s room dozens of times at this time of night. He’d fucked her long, deep and continuous those dozens of times and never worried about his parents catching them. They were predictable. Once they closed their door for the night it would not open again until morning unless the phone rang. Even then, their dad would just get dressed and quietly leave to go deal with some miscreant or problem.

Now, though, with his dick making the front of his PJs stick out seven inches, he was worried that one of his parents would be out of their bedroom and at this end of the house, where they might see him. He could think of no reasonable explanation for the state of his penis and the last thing he needed was for his cozy little bedroom games to come to a screeching halt.

He looked around the room and saw the towel he’d dried off with after his shower that morning. It was dry, now, so he wrapped it around his waist and tucked the end in to keep it there. It covered the evidence of his excitement and he stepped into the hallway. He didn’t think about how ridiculous that would look until he slipped into Teri’s room and Teri said, “What the heck is that all about?”

She was looking at the towel so he whipped it off to reveal his sexual eagerness.

“I didn’t want mom or dad to see me like this outside of my room,” he said. It sounded completely plausible to him.

“So you put a towel over your PJs and didn’t think that would draw attention?” Her grin made it clear she wanted to laugh at him.

“Nobody saw me anyway,” he grumbled.

“That’s because they’re in bed,” said Teri. “They never come out after they go to bed.”

Monique was sitting at Teri’s vanity, brushing her hair, which she straightened routinely. She happened to be wearing one of Teri’s robes over sleepwear that was modest, but didn’t cover her arms or legs. Teri was sitting on the edge of her bed with her legs straight out and her heels on the floor. She had on her usual sleepwear, which was an AC/DC T shirt their father had gotten somewhere. It was a 3X size and it hung on her like a dress.

Just like that her door opened and Genevieve walked through. She looked around the room and saw two astonished (and guilty-looking) teenagers who were her children, and one young woman who turned to look at her but displayed no emotion of any kind on her face. The scene looked very domestic, in one sense. Russell was facing his sister when he looked over his shoulder to see who had come in. His lower body was still facing her, as was the tent at the front of his PJs, but his mother couldn’t see it. He froze in that position and then turned a little further away from Genevieve.

“I forgot to tell you we’re all going out to IHOP tomorrow morning for breakfast. You need to be up and ready to go by seven. Russell? Go put on a shirt if you’re going to socialize with the girls.”

“Yes, Ma’am,” he said, automatically. Her head disappeared and he slumped, letting out a big breath he hadn’t even known he was holding.

“That was close,” Monique suggested.

“Did she see it?” gasped Russell. “She didn’t see it, did she?”

“Do you think she would have left if she had?” said Teri, who was less ruffled by the situation than her big brother was. She was surprised – no, astonished – that her parents had broken a years-long nighttime habit, but she didn’t feel like she’d dodged a bullet, like Russell did.

“Go put on a shirt, just in case,” said Monique.

“Right!” he said.

He almost ran for the door and opened it. He didn’t even think about the possibility that his mom might have stayed there, listening through the door, spying on them. The good side of that was that her entrance had taken the starch out of his dick and it was happily limp in his pants. The other good side was that Genevieve, while she may have been tempted to eavesdrop, did not. She believed that kind of thing was wrong and did not lower herself to do such. Had it been Beaufort, he would have heard every word they said both before and after he “visited” the room. But he was a cop, so it was different for him. He was paid to be suspicious.

So there was nobody there to confront as he ran on tiptoes to his room and found a T shirt to pull on. When he got back both girls were sitting on the bed, facing each other, legs crossed, Indian style. Both were fully dressed.

“We need to talk to you,” said Teri, turning her face toward him.

“Talk?”

Teri looked at Monique. “What did I tell you?”

Monique said, “Okay, okay. I bow to your superior knowledge about him.”

“What knowledge?” asked Russell. Monique looked at him.

“She said if we told you we wanted to talk that you’d be confused, because you thought you were here for sex.”

Russell blinked.

“I’m not here for sex?”

“Keep it in your pants for once,” scolded his sister. “We need to talk to you and it’s serious.”

“Okay,” he said. He was used to being a chameleon of sorts, as he moved from one woman to another. Julie, for instance, loved rough, loud sex, where her mate talked about how hot and tight she felt and how soft her tits were. Sarah, on the other hand, loved it when he was slow, almost at sloth speed. She loved to feel every inch of contact between his penis and her vagina. She also loved to rub up against him and often said, “I love this so much. I wish I could do this all day long.”

It called for different techniques and all the women were that way, to a degree. So he adapted to this unexpected situation quickly. They would explain.

“What do we need to talk about?”

“Us,” said Teri.

He waited. After a pause she went on.

“If you and Monique got married, how would that affect you and me?” asked his sister.

He didn’t automatically demur and say there had been no talk yet of marriage. That would not have answered the question. He looked at Monique, who was looking back at him, placidly. She did not look nervous or concerned.

“I think that would depend a lot on what Monique wanted, and what kind of relationship the two of you had,” he said.

“Would you stop making love with me?” asked Teri.

“Please do not box me in and ask me questions like that about a future that isn’t here yet and might never be,” he said.

“So you don’t want to marry her?”

“I would like you to listen to the questions you’re asking me. All of them require definitive, black or white answers and life is almost never black or white. If the three of us – at that point in time and our relationship – needed to formalize answers like that, then we should be together like this and discuss it then. I can’t tell you what I’d do at some unspecified time in the future when my relationship with both of you would have evolved. In a year we’ll be different people than we are now. We might feel different about things a year from now. In fact if we didn’t feel different then something would be wrong.”

“Do you love Monique?” asked Teri, ignoring his hints for her to stop asking that kind of question.

“Yes,” he said, firmly.

“Do you love me?”

“Yes,” he said again, just as firmly.

“Do you want to have sex with both of us?” She paused a few heartbeats and then added, “In the here and now, I mean.”

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