Accidental Gigolos - Cover

Accidental Gigolos

Copyright© 2024 by Lubrican

Chapter 9

Romantic Sex Story: Chapter 9 - 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 was too late, but now they talked to one of the women. It happened to be Cathy, who had been asking them to come to her house together so that when they left her womb was swimming with sperm and they both had an even chance of fathering a child on her. She could tell they were flustered when they got there. Her husband, Ron, was off “playing golf” and she knew he wouldn’t come home until five in the evening or later. She knew he didn’t actually go golfing. He took his clubs, but he didn’t go to the golf course. She had followed him one time and seen him stop at a house on the other side of town. A woman had come out and hugged and kissed him. She was holding an infant, which he grasped and kissed. They looked like any other family, with a husband, a wife, and their child. Except that woman wasn’t his wife. What devastated her was that she didn’t know why. Why didn’t he just divorce her and go live with the other woman?

That was one reason she had started her affair with Bobby. And now, even though she asked them to “gang bang” her when they were with her, she hoped the baby she craved would come out clearly mixed race. That would slap Ron in the face and finally give her the opportunity to get free. Now there were plans for the girls to live together and she couldn’t wait for that to happen. When the boys got there she checked the app on her phone that tracked Ron’s phone. It was across town.

When she finally got out of them what was freaking them out she made them sit down and take ten deep breaths.

“Don’t talk,” she said. “Just breathe. We can talk about it when you’ve calmed down.”

She could see some of the tension leaving them. When they could talk sensibly, she asked some questions. That’s when she learned that Teri had spied on them while they were breeding Julie, Sarah, Trudy, and herself.

“Why didn’t you tell me about this earlier?” she asked, with anger in her voice.

“Betty and Julie talked to her and tried to calm her down. We were just doing our best not to let her blow the lid off. That’s why we took her to talk to Betty and Julie.”

“And because of what she saw, and because of what Betty and Julie told her, she asked to see your penis? Am I understanding that right?”

“Yes,” sighed Russell.

“And you showed it to her?”

“Bobby was there to chaperone, but then suddenly she grabbed it and it went off and my spunk got on her face and in her mouth!”

“And what did she do when that happened?”

“Well ... I guess she wiped her face off and swallowed. And then she said she was going to do that again and said she wants to taste Bobby, too, so she can fucking compare the taste!”

“Oh my,” said Cathy.

“What does Oh my mean?” asked Bobby. “I didn’t like the way you said that.”

“How old is she?”

“Sixteen. She’s a year behind me in school.”

“Does she date?”

“Yeah. She’s pretty popular. But she said the most she’s ever let a guy do is touch her breast outside her clothing.”

“Well, that’s going to change. It sounds to me like her libido has been unlocked by what she saw and what she knows you two are doing on a regular basis. She’s hot to trot and when that happens there’s nothing you can do about it.”

“You mean she’s going to let some guy do it with her?” croaked Russell.

“It won’t be just any guy. It will have to be the right guy.” She looked at Bobby. “I’d say it could be Bobby, except he’s leaving in four months and he already has a full plate.”

“Thank you,” sighed Bobby. “I’ve had fantasies about her but I think it would destroy my friendship with Russell and that’s of primary importance to me.”

“Well, you could do to her what you do to us sometimes. Double team her.” She looked at Russell. “You couldn’t actually have sex with her. Bobby would have to do that. But you could do other things. That way she could go where her body wants her to go and it would be safely.” She paused and kept looking at Russell. “Do you think you could do that? I know it’s taboo, but it’s the only thing I can think of to keep her from exploring out in the public arena.”

“She gives me ten boners a day,” groaned Russell. “I’m afraid I will want to have sex with her. I feel like such a pervert.”

“Calm down,” said Cathy. “I know you, and you have the best control while having sex of any man I ever met. You and Bobby are thoughtful, patient lovers, and that’s why all five of us kind of fell in love with you. Not the ‘I want to marry you’ kind of love. It’s closer than just friendship, though. I don’t know how to describe it. My point is that you can play her like a fiddle. You can give her orgasms with your fingers. You can suck her clitty like you suck mine. You can let her jack you off. She can jack Bobby off, too. Maybe she’ll want to learn how to give a blow job. And Bobby will be there to give her what we all know she’s going to want, sooner or later. And in the process of all this, you teach her how to pick the right man when you two are gone.”

“You make it sound so easy,” said Russell.

“It is easy if it’s you doing it. Both of you have become consummate lovers. You’ll have women chasing you all over at college. That charm will work on Teri, too. Just treat her like you treat us and she’ll be so happy she won’t even think about any other boy.”

“I can’t treat her like I treat you,” growled Russell. “I’m trying to make a baby in you.”

“You know what I mean.” She looked at Bobby. “You need to learn to carry a condom around with you anyway. When you get to college you’ll want to have safe sex. So why not practice that now?”

Bobby looked at his friend.

“So, what do you think?”

Russell frowned. “I knew you’d figure out a way to fuck my sister.”

“It’s not like that,” said Bobby. “If you don’t want me to then I won’t. She’d let you do it. I can do those other things and we’ll wear her out enough that she won’t want to do anything for a month.”

Cathy hid the smile on her face at the idea that a woman could be so satisfied she wouldn’t want sex for a while. That was ridiculous. She’d have sex eight times a day if she could figure out how to do it.


They left Cathy lying on her bed, limp and happy. Bobby had lifted her hips while Russell put a pillow under her butt. She said that would keep their sperm where it belonged. It made her abdomen jut up into the air and Bobby decided to do that to one of the women as he fucked her, to see if it helped him go deeper.

In the car there was no talking until Russell sighed and said, “I can’t wait to go to college.”

“I hear you,” said Bobby. “All this sex is a blast, but the politics of it screws that up.”

“You can’t fuck Teri,” said Russell.

“Okay, then I won’t.”

“I can’t fuck her either.”

“So, do we want to look around at school and pick somebody?”

“Like an arranged marriage? She’d have a shit fit if we did that.”

“I don’t know what else to do. The long and short of it is it has to be you. I know you don’t want to, but it can’t be anybody else. She’ll let you and she’ll love it. You don’t even have to cum in her. Just give her half a dozen orgasms and then get off of her.”

Russell sat there, silent, for the rest of the trip.

Bobby parked and went in with Russell, just in case Teri was there and started working on them again. Mrs. Jackson was preparing dinner and invited Bobby to eat with them, just like she’d done dozens of times in the past.

“We’re eating a little early. Your father and I are going over to Olesby to see a play. He wants to get out of town for a while. You two will be fine by yourselves. We won’t be back until late.”

“Sure,” said Bobby, when Russell froze. “We’ll all be peachy.”

“Go get washed up. Dinner will be on the table in five minutes. And Russell? Go get your sister. She’s been in her room all afternoon doing I don’t know what.”

As they went toward the bathroom Bobby said, “I’ll go get her. Just get a grip, okay?”

“Right,” said Russell. “They’ll be gone for hours. It could be five or six hours. And when Teri finds out about that she’s going to go nuts. I am in soooo much trouble, here.”

“I’ll be here, too. We’ll get through this together.”

When Bobby tapped three times on Teri’s door he heard her yip, “Wait! I’m not decent!”

There was a pause of thirty seconds and she opened the door. She had on running shorts and a tank top. It was obvious she wasn’t wearing a bra.

“Dinner in five,” he said, tersely. “You’d better put on a bra. Your mother will send you back to do that if you show up at supper like that.”

“Like what?” asked the girl, innocently.

“You’re being foolish about this,” he said. “You’re going to get what you want, but you need to be intelligent about getting there. Be patient. Later tonight you can take the bra off again.”

“Why? How do you know that?”

“Your mother and father are going to Olesby tonight for a play. They plan on staying out late. The three of us will be alone for five or six hours.”

“Mmmm,” she said. “Okay. I’ll put on a bra. Want to watch me do that?” She smiled and it looked feral, somehow.

“I would love to,” he said, “but I have to be patient, too. Don’t push Russell too far, Teri. He’s on the edge right now and you could fuck things up royally if you don’t let him adjust to things and take his time.”

“Okay,” she said. “If you promise me I can play with your cock tonight, I’ll be patient.”

“I promise,” said Bobby.

“Oooo. Now I have to change my panties, too.”

He left and went back to the bathroom where Russell was just staring into the mirror, still washing his hands.

“They’re clean, Dude,” said Bobby.

“Right,” said Russell, as he stepped back. He looked around blankly and Bobby had to hand him a towel.

“Get a grip,” whispered Bobby. “If you don’t, I’m going to have to fuck your sister tonight. Neither of us wants that but you need to be under control or the whole thing will explode.”

Russell took a big breath and blew it out slowly, like Cathy had made them do.

“Maybe you should,” said Russell.

“Why?” asked Bobby, who knew what his friend meant.

“Because I don’t have a condom and if I fuck her I’ll cum in her. I know I will. I won’t be able to stop myself. I’ll breed her just as hard as we bred Cathy today.”

“We might be making a mountain out of a mole hill,” said Bobby. “She might not want to do more than a little stinky finger and jerking us off. If that’s all she wants, then we’ll be fine.”

“You make it sound so simple,” said Russell.

“We’ll see,” said Bobby.


The house sounded empty. The parents had left. The dishwasher was running, but other than that there was no noise. Bobby and Russell went to sit in the living room, because there were no beds there. They just waited, staring at nothing, not talking.

When Teri showed up she looked as normal as the day is long, except that she had taken her bra off like Bobby had said she could. Her nipples made it crystal clear she was turned on.

“Do I look okay?” she asked. Her voice was not coquettish. She wasn’t teasing. She actually sounded worried that she might look silly.

“You look great,” said Bobby. “We want to talk to you. There seems to be a lot of tension between us and that’s not good. We know you’re curious about stuff, but you might not be ready for some things. If we say we don’t think you’re ready then you need to listen to us, okay?”

“Listen to you and do what you say. Check,” she said. “Do I really look okay?”

“You look delicious,” said Bobby.

“What are we going to do tonight?” she asked.

“That depends on you. You’re the one sticking your head out of your shell. We can talk about things and you can decide what you want to try.”

“Okay,”

She walked over to where Russell was sitting and sat down close to him on the couch.

“I don’t want you to be freaked out,” she said, leaning against him. “This is no big deal, okay? I just want to do a couple of things I can’t do on dates.”

“Such as?” He was tired, and a lot of that was that he was tired of the turmoil resisting her was causing. The fact that neither Bobby nor Cathy were weirded out by the incest part of all this, not to mention Teri’s outright dismissal that anything was wrong at all, made it easier for him to accept his taboo role in it.

“Well, I really liked having it in my hand,” she said. “Girls at school all say if you can learn how to jerk a guy off it will control him on dates.”

“That’s true, most of the time,” said Russell.

“And the other thing they say to do we kind of did by accident when you got your stuff in my mouth. It wasn’t like how they describe it, so I think I might want to do that, too.”

“You want to give me a blow job?” Russell’s voice was a little hollow.

“Only if you think you can handle it,” said the person to whom Russell would have asked the same thing. “If that would freak you out, I could do it to Bobby.”

“You know,” said Bobby, speaking for the first time, “that sometimes that doesn’t defuse the situation. Sometimes it just makes the guy want more.”

“Like you tried to scare me with before?”

“I wasn’t trying to scare you. I was trying to tell you how this affects us.”

“Okay. I get it that if you’re with those women who want you to get them pregnant that you go for it. But I don’t want to get pregnant. I won’t be urging you on. I just want to play a little and find out what stuff is like. You’ll get off. Won’t that keep you from wanting to fuck me?”

“Fuck me,” groaned Russell. “When you said it my cock jerked.”

“So you really do want to fuck me,” she said, softly. “Wow. I’m not sure how I feel about that.”

“You feel like that’s the last thing in the whole world that you want,” said Bobby. “Russell can’t do it. He already told me if he gets in you tonight he wouldn’t be able to make himself pull out before he shoots. That would mean you’d get a belly full of sperm and that could be a disaster of the first magnitude.”

“I already told you I don’t want to fuck,” she said. “Do you really want to fuck me, too?”

“Of course I do,” groaned Bobby. “I’ve had fantasies about you for years.”

“Did you know this?” she asked, turning her head to her brother.

“No. He knew if he told me that I’d kick his ass.”

“You’re not kicking his ass right now,” she pointed out.

“That’s because if things go too far tonight, he’s the one who’s going to pop your cherry. He’ll be strong enough not to cum in you.”

“So, why can’t you be that strong?”

“Because the first time I had sex it was with a woman who ended up wanting to have my baby. And then I met four more and now all of them want to have my baby. And the idea of making them pregnant has kind of sunk into my brain, so that every time I make love, all I can think about is getting her pregnant. I’m pretty sure that would happen with you, too.”

“But I don’t want you to get me pregnant,” she said. “Doesn’t that change things?”

He looked at her full in the face for the first time.

“Teri, I’m not sure if I can explain this, because I’m not sure I understand it all myself. When I think about anybody getting his dick in you, it makes me want to find a gun. And yes, I know that, someday, you’ll want to get married and have kids, but even then I doubt I’ll approve. I just can’t stand the idea of some guy on top of you, doing what I do to Sarah. The one possible exception to that is Bobby, who I might be able to take doing that. Now the weird part of that is that part of me thinks that if Bobby got you pregnant ... or I got you pregnant ... then nobody else could get you pregnant. Problem solved. Except you’d be pregnant. And I’d be really happy because nobody else could touch my baby sister and she’d be safe, except she wouldn’t be safe because she’d be pregnant! Do you see how that might drive a guy crazy?”

“I do,” she said, softly. “It’s kind of like when I talked to Betty and she explained how important you are to those women. When I think of you with them and remember seeing you with them, I get so jealous I want to scream. It took me some time to figure out it was jealousy, but that’s what it is. Part of me keeps whispering that you shouldn’t be impregnating them because if you’re going to get anybody pregnant, it should be me. So yes, I understand perfectly what you’re going through.”

“This is getting weirder and weirder,” said Bobby. “Maybe we need to make some rules, so everybody knows what can and cannot be done.”

“I’m willing to do that,” said Teri.

“Okay, first rule. If you’re naked, then we have to have our clothes on. If we’re naked, you have to have your clothes on.”

“I didn’t know I’d be getting naked,” she said.

“Are you kidding? Both of us are dying to see you naked, and some of the things we want to teach you will require that you be naked.”

“What things?”

“That brings us to rule two. We can touch each other with our hands, fingers, lips, and tongues. But there cannot be any contact between our penises and your pussy.”

“Rule one would prevent that,” she said.

“Yes, but sometimes, when you get really excited, things have a way of changing.”

“You mean when I get so turned on I can’t stand it and demand that one of you fuck me?” Her voice sounded like she was teasing, but it was possible she wasn’t.

“Remember, both of us will want to do that all of the time. We are viewing you as a potential mate, Teri. That’s the only way we know how to think of a woman we’re with like this.”

“So if I whine and cry that I want to get fucked, then I probably will get fucked?”

“Yes. So hopefully rule two will prevent that.”

“Okay. What’s next?”

“We definitely, definitely, definitely cannot cum in you,” said Bobby. “When was your last period?”

“Gee, let me see. I didn’t anticipate we’d be talking about anything that personal so I didn’t prepare.”

“Teri, in about half an hour one of us is going to be sucking your pussy, trying to make you have as many orgasms as possible. That’s about as personal as things can get. We need to know when your period was to chart where in your cycle you are.”

“You mean whether I’m fertile or not?”

“Yes.”

“I’m not. Does that help?”

“No,” groaned Russell.

“Why not? I don’t understand?”

“If we know we probably can’t get you pregnant, we’ll want to fuck you even more,” said Bobby. “This isn’t some game.”

“I know it’s not a game. I know what just about anybody in the whole world would think if they knew I want to suck my brother’s cock and that he wants to pop my cherry. They wouldn’t be too thrilled with you either, Bobby, but there wouldn’t be anything they could do about it. The age of consent in this state is sixteen, which means I can legally consent. You’re a year older so obviously you’d be legal, too. I still know my parents would blow their tops. They like you a lot, but not that much. So I know this isn’t a game. Is somebody really going to go down on me?”

“Both of us, probably,” said Bobby.

“I want to change rule two, but not entirely,” she said.

“How?”

“If somebody is going down on me, I’m going to want to go down on the other one, so he needs to be undressed enough for me to do that.”

“That’s reasonable,” said Bobby. “Russ?”

“It’s all going to go pear shaped no matter what we do,” groaned Russell. “I have a very bad feeling about this night.”

“We’ll be fine,” said his sister. “So are we going to jump straight to the going down on me part, or do I get to make out with somebody first?”


It did go pear shaped. It might have even gone banana shaped. The guys knew what to expect, but Teri had no clue, not the slightest expectation of what it would feel like to be made love to by two men she trusted implicitly.

It started when she took her clothes off, watching the glittering eyes of both of the men in the room. She thought of them as men while she stripped. Yes, they were Russell and Bobby, but they were experienced men who had engaged in intercourse (and who knew what else) for months. She recognized she was the lamb and they were the wolves, but she trusted the wolves not to eat her. She also realized that exposing her body to these two men was making her drip.

She was experiencing her fifth orgasm, which was four orgasms more than she’d ever had in one night, when she began to get a glimmer of how helpless she actually was. She’d been fine when she rolled back and forth between them to get kisses, and felt their hands on her skin. That was one of the things she wanted to feel, a boy’s hands sliding all over her naked skin. When they touched her breasts she felt her pussy squirt a little. When Bobby sucked on a nipple she thought her head might pop off. Then there were lips on hers and lips on her nipples and a finger in her pussy, digging deeper than she’d ever been able to go and the orgasms just kept coming.

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