Accidental Gigolos - Cover

Accidental Gigolos

Copyright© 2024 by Lubrican

Chapter 11

Romantic Sex Story: Chapter 11 - 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  

The meal had been fabulous. Julie felt stuffed, but it was worth it. When the food arrived there had been an unspoken agreement to suspend discussing things sexual. Instead he told her about his upbringing and she told him about hers. He told her how he’d always felt like an outsider because his head was in the clouds and she told him about how awful people treated someone who was overweight.

She had declined dessert and when the waitress brought his credit card and receipt back they got ready to go.

“Is there any way in the world you’d be interested in seeing where I live?” he asked.

“I already know where you live,” she said, “but I’d like to see more of the interior than the living room where we wrote that contract. I’ll follow you.”

He drove back to a very small house on a street with similar structures. He said they were originally houses built for a factory that made parts for airplanes in world war two. The house consisted of only four rooms. One entered the living room, which was filled completely by a couch, easy chair, and computer desk. A doorway from there led to a bedroom that had not been intended for a queen size bed. A bathroom was accessed at one end of the bedroom and a doorway at the other end led to a small kitchen.

“It’s a bachelor pad,” he said.

“You never mentioned having girlfriends,” she said, taking off her coat.

“I had some relationships but none that turned into anything serious,” he said.

“I’d think that what with your writing, you’d know how to make a girl very happy,” she said.

“Book learning,” he said. “Authors can write anything they want. Real life doesn’t usually follow the script. When it comes to practicality my knowledge is severely limited.”

Julie walked around the tiny living room. The couch looked comfortable. She looked at Gene. She liked him. More importantly she believed he liked her, too. This dating thing hadn’t been like she expected, but she was very glad it had happened.

“Are we going to go on more dates?” she asked.

“I sure as hell hope so,” he said.

“Can I use your bathroom?”

“Of course.”

She went in, closed the door, used the potty, washed her hands, took her blouse and bra off, and put her blouse back on. She looked in the small mirror above the sink.

Yep. Her nipples were impossible to miss. The days of them being puffy and indistinct were gone, thanks to Bobby and Russell, who had sucked them lovingly and turned them into fat, rigid nubbins whenever she was turned on. She was turned on and she knew things were going too fast, but she didn’t care. It was possible that a third man was interested in her. Maybe all he wanted to do was have sex ... to use her for his sexual gratification. That was okay, though. She had used Bobby and Russell for her sexual satisfaction. She knew how to arrange it so she’d have at least one orgasm before a penis spurted and became useless.

She felt oddly confident as she left the bathroom with her bra stuffed in her purse.

When he saw her he groaned.

“You don’t play fair.”

“Why, Sir, whatever do you mean?” she said with a light, airy voice. She saw his arousal begin to alter the front of his pants. “Oh my! Is that a pistol in your pocket, or are you just happy to see me?”

He came and, without using his hands, touched his chest to the nipples she had shown him on purpose.

“You have no idea how happy I am to see you,” he said.

“I believe you said something about kissing on a first date?”

“Um ... yes.”

“Well. This is a first date.”


“I’m not this kind of girl,” moaned Julie. She was lying on the couch between Gene and the back. He was barely on the couch because of her bulge. Her blouse was undone and his hand was roaming across one naked breast like ants that had found a bonanza meal. When he encountered the nipple he teased it and squeezed it gently. They had been kissing nonstop for fifteen minutes.

“You are obviously this kind of girl,” he said, kissing her nose. “What I feel against my stomach says you’re a much naughtier girl than just some petting.”

“You’re taking advantage of me,” she breathed.

“And how am I doing that?”

“You got me all excited and horny and now I can’t think straight and I’m letting you do things and it’s our first date, and men don’t usually pay attention to me.”

He kissed her again.

“I’d like to keep paying attention to you, if you’ll let me.”

“You want to get me naked,” she whined.

“Desperately,” he said. “I won’t lie. I’m harder than stone right now.”

“I know. I can feel it poking my leg.”

“What do you say? I don’t know how to be a gigolo, but you could give me some pointers, based on what he did.”

“You don’t just want to get me naked,” she breathed. “You want to ravish me.”

“Ravish is the perfect word,” he said. “A lot of the women in my books get ravished and they all love it. I’ll be truthful, though. I have never ravished a woman. I’m not a virgin, but I’m not this kind of boy, either.”

“You have to do what I say,” she said, licking his chin.

“I will be your slave,” he said.

“I don’t want a slave. I just want a lover who will do what I need. I promise you I can see to your needs.”

“You have to tell me more about this gigolo. He sounds like he changed your whole life and I’m not talking about the baby.”

“He did. Now, are you going to keep that pistol in your pocket or let me see if it’s loaded or not?”

“It’s loaded,” he said. “I assure you it’s loaded.”

“Then you’ll get to shoot it, but only when I tell you to.”

“Deal,” he said.

He rolled backwards and fell to the floor with a thump. “The couch was fine for making out, but I have a whole bed in the next room.”

She sat up and removed her blouse. Her breasts hung full and fat and the nipples on them were ready for the baby she wouldn’t give birth to for five more months. Without embarrassment she stood and walked to his bedroom. She sat on the bed and when she looked at him he was already naked. He was, indeed, erect and it fascinated her because he had no foreskin and the whole organ looked odd, somehow.

“Help me with my jeans?” she asked, lying down. She arched her butt to let him pull the stretchy waist down below her butt. She lifted her legs and he pulled the garment off. Then she arched her loins again so he could remove her panties. When he dropped them on top of her jeans, she spread her feet apart about eighteen inches.

“You are only the third man to ever see me like this,” she said. “That makes you special and I hope you understand that. I really am not this kind of girl.”

“I feel privileged,” he said. “I’m honored that you’d accept me in this role.”

“Help me up,” she said, extending a hand. “We need to start this with me on top.”

“Yes, I don’t want to hurt the baby.”

“You won’t hurt the baby for another two months, at which point there are two other positions I can think of that will be just fine. I’m going to use one of them now. Please lie down and prepare to become my horsy. I’m going to be a cowgirl and go for a ride.”

“I’ve written about it but never done it,” he said. “I can’t wait.”

Ten minutes later Julie had her first orgasm as her clit finally couldn’t stand rubbing against the base of his cock any longer. She sat up and slumped, to get him as deep in her as possible while she let the luscious waves wash over her.

“I love this so much,” she moaned.

“I’m having fun, too,” he panted.

“I’ll settle for one this time,” she said. “Now you want to cum, don’t you.”

“I do, but I’m too late. You’re already pregnant.”

“You can pretend you were the man who got me this way,” she said.

Then she went to work with her Kegels, squeezing and loosening in that way that always brought Russell off even if he was trying not to cum.

“Good grief, woman, how on earth did you learn to do that? Do you ever play fair?”

“Play with my nipples and cum in me,” she cooed. “I want to feel your warm cum in my pussy.”

“You really will make me your slave,” he gasped. “Now!”

He grunted and groaned, similar to her other two lovers, but it was also different. She didn’t compare him to them. He was his own, unique presence in her sexual life. She felt powerful as she felt his jets splash inside her.

“If I have my way we’re going to do this a lot,” she panted, looking down at his face.


“Who are you and where did you come from?” asked Gene. He was lying on his side with his hand playing across her breasts and the almost rolls of skin below them.

“I’m just a girl who never thought any man would find me attractive,” she said.

“You’re wrong,” he said. “I find you exceedingly attractive.”

“Because you can get your rocks off in me?” Her voice sounded nervous.

“I’m pretty sure I could find women to get my rocks off in if that was what I’m all about. I get offers from women all the time who have read my books. They think because I write sex scenes well I must be the consummate lover. As you can tell, it stretched my capabilities just to lie there. No, I don’t want you merely for sex, though I hope you don’t withdraw it from me, but if you do, I’ll still want to be around you. Do you have a coach for your delivery?”

“I have some friends who would do that, except they’re all pregnant, too, and we all have due dates in the same month.”

“May I ask how many friends?”

“Four. We play cards every Thursday.”

“And they’re married, I assume.”

“One is. The others are recently divorced.”

“Recently divorced and pregnant. Hmmm.”

“Actually, they got divorced because they got pregnant. Their husbands knew they weren’t responsible and the women all knew that if they got pregnant they would get easy divorces. It worked.”

“So they wanted to be single, and they got pregnant to make that happen? You have very interesting friends, Julie.”

“Our lives haven’t been lived like other women in town,” she said. “Two of them have had kids before. Betty’s son is in college and this will be Sarah’s third. Her husband wouldn’t touch her as long as she was lactating and she wanted to breastfeed her children until they were five. Her oldest is five, now.”

“How odd. Why would lactation bother him?”

“He thought it was gross and nasty. I gather that the first time they tried to have sex after her little boy was born, her milk came down and she leaked on him. He got off of her and went to take a shower. The only reason she had another child was because he got drunk one night and either didn’t know who she was, or thought she was someone else.”

“She’s good to be shut of him, then,” said Gene. “Can she make it on her own with three children, though?”

“We’re in the process of finding a place where we can all live together and be roommates,” said Julie. “Three of them are living together now, but it’s already too cramped. One is staying with her husband. That’s a whole other story. Suffice it to say he didn’t want to divorce her. He’s going to start a vending machine business and two of us are going to work for him. When we find the house I’ll move in with them.”

“I am so glad I met you,” he said. “I already have ideas for three more books.” He grinned.

“We were all just ordinary people trying to find some happiness and get on with our lives. We just got lucky that I found ... him.”

“You have let something slip and it suggests that your gigolo helped more than just you.”

“Does that make you want to pull away from me?”

“On the contrary. I’m fascinated. You are describing characters who flout convention, go for the gusto, and wrest what they want from a cruel world. I’d love to be friends with all of them.”

“No, no. You’re mine. I’m not sharing you with them like I had to share...” She clamped her mouth shut and covered it with one hand.

“Why do I feel like I’ve known you for years and we’ve been dating for months?”

“I don’t know,” she said.

“I think I do,” he said. “You are forthcoming. You don’t play games. You do exactly what I mentioned. You flout convention and go for the gold. That is so refreshing that I can’t breathe in enough of it. Do you believe in love at first sight?”

“For other people, maybe,” she said.

“Well, how about extreme like at first sight? Can you see yourself in that book?”

“Of course that would be fantastic,” she said. “But can that happen more than once?”

“What do you mean?”

“You’re speaking seriously, and that doesn’t scare me at all, but if we’re going to explore this seriously then I have to be completely honest with you.”

“And you haven’t been?”

She thought and then took a chance.

“There wasn’t really a gigolo.”

“Oh?”

“Well, they were sort of gigolos, I suppose, except they didn’t ask for money. There were two of them and they were best friends. One of them did some work for me and when I was feeling really sad one day he sort of cheered me up.”

“Sexually?”

“Yes. He accepted me like I was, just like you have, or appear to have.”

“I have,” said Gene. “I like a woman I can get a grip on.” To show her he pinched some skin below her breasts.

“I’m still trying to lose the weight.”

“I think I’ll like you either way. I’ll help you if I can. But back to these two not-quite-gigolos. You introduced them to your friends? Am I right?”

“Yes. They made me feel so good I knew the others needed them, too.”

“I have so many questions,” he sighed.

“I don’t have to go home, yet,” she suggested.

“We only have one problem,” he said.

“What?”

“My unruly little friend has raised his head again and he’s sniffing around. He doesn’t want to talk right now.”

Her hand went to find his hard prick.

“You can be on top this time,” she said. “I’ll teach you how to make me happy before you cum.”


“I sure am glad you’re not this kind of girl,” panted Gene.

“If you’re finished molesting me, I need to go to the bathroom,” said Julie. He was lying half on her. They were both sweaty after a prolonged session of extremely satisfying sex for both of them. Gene was a quick learner and an avid student.

He rolled off of her and she got up to go to his tiny bathroom. To his surprise, he heard his shower start up and less than five minutes later she appeared in the bathroom doorway with a towel in both hands, ruffling her hair like a man might have. He gazed as her lush, full figure and the bulge that, even now, inspired his cock to try to inflate. He knew that wasn’t happening. He had cum three times in two and a half hours, twice in her pussy and once in her mouth. He had never cum more than twice in a single day before this. He wasn’t sure he’d be able to get an erection until tomorrow.

“I should go,” she said, tossing the towel on the foot of the bed and reaching for her clothes. “I have to work tomorrow.”

“You could stay here and still go to work tomorrow,” he suggested.

She paused and just stood, looking at him.

“I’m very happy to have met you and I’m delighted that there is chemistry between us, but this relationship already blasted off like a rocket ship and it’s going about a zillion miles a minute. We both need at least a few hours to think under circumstances where we won’t distract each other. I want to stay all night, and it’s our first freaking date! It was my first date ever, but even a complete novice like me knows that’s not how dating works.”

“It’s how it works for us,” he said. “I mean, it just did, didn’t it?”

“Yes, but I just want to make sure we both didn’t get struck with some kind of temporary insanity. For me, you’re too good to be true, Gene, and you know what they say about things that look too good to be true.”

“I know what they say,” he said, lying there naked, looking delicious to her as she got her breasts back in her bra and put her blouse on. “I admit it was a fairly unusual first date. Maybe we need to have a second date. Maybe that one will be more conventional.”

“I’ll call you after work tomorrow,” she said as she buttoned up the blouse.

“You’re so beautiful,” he sighed.

“That is your drained balls talking,” she said with conviction.

“No it’s not. I’m as surprised as you are. I never had a thing for full-figured women before. Pregnant, yes, but with a body like yours, never. And yet, somehow you seduced me and all I see now is my lover, a woman who, even now, is making my balls stir. Please do not put yourself down. There will be plenty of women trying to put you down because of the jealousy they feel about you taking me off the market.”

“That is an excellent example of why we need a day or two apart. We had one date and now you think of yourself as off the market.”

“And you don’t?” His question had no rancor in it, and sounded like a genuine inquiry.

“I was never really on the market in the first place,” she said.

“Okay, that’s what I’m talking about. I’m interested in you. Did I love the sex? You bet I did. Do I hope we spend more time in bed? Again, you bet I do. But I also want to go places with you and see things with you. Whether it’s museums, or far-flung restaurants we’ve heard about, or bowling or miniature golf, I want to spend time doing that with you. And that means you are on the market, except I hope you don’t go do those things with other men because I’m selfish and want you all to myself.”

“What about this?” she asked smoothing both hands over her belly.

“That is not an issue with me,” he said. “I know why you did it and I know that that baby was created out of some kind of love. I’d like to hear more about the father and what he’s like but that’s not a prerequisite to keep dating. I don’t know how else to explain it but he wanted to get you in bed and you let him, which inspires me to try to get you in bed. Have you heard the phrase, ‘Who wants to kiss a virgin?’ before?”

“No,” she said.

“Well, that’s because I just made it up, but I bet it’s true. Nobody wants to kiss a completely innocent girl because she doesn’t know how to kiss. She doesn’t know how to tilt her head, or make her lips soft, or use her tongue. She would not welcome casual strokes of her body. She would be stiff and frightened. Who wants to try to kiss a girl like that? And yes, you’ve given a ton of yourself to whoever made that beautiful bump you’re stroking, but I believe you have plenty left to give and I want to be the recipient of that. Nobody’s beating down my door asking to spend time with me either.”

“I thought you said women write to you all the time and want to get together.”

“I want you to imagine that you bought a lotto ticket and won a significant amount. Let’s say it was twenty-five grand. And they publish your name in the paper because that’s in the rules of the game. And suddenly you start getting calls and letters from men who say they want to take you out or come be with you. Would you jump at letting all those men know where you live?”

“Well, no. Not if you put it like that,” she said.

“Well, I’ve sold a bunch of books and I love my readers. I love talking to them and listening their ideas. I even love it when they tell me I got something wrong, because I can’t fix something if I don’t know about it. But I can’t invite them all over for a beer. It would just be chaos. On the other hand I can invite you over for a beer and watch a movie or some football. Do you like football?” he asked.

“I’ve never watched it,” said Julie. “I didn’t go to the games in high school because the kids all made fun of me.”

“Well, it doesn’t matter. We can hang out and I want to do that.”

“I can’t drink beer. I’m pregnant,” she said.

“Are you trying to scuttle this ship?” he moaned.

“No. I just want to make sure it’s real, and not something that happened because we were both horny out of our minds.”

“Okay. How long do you think we should stay apart?”

“I don’t know. I’ve never done this before. That’s why I’m all jerked around. What happened was beautiful, wonderful, spectacular and I loved it. I just need to take that all in.”

“Okay. I won’t call you until next week.”

“Let’s not go overboard, here,” she said. “A couple of days will be fine, I think.”

“And if you figure things out before then you’ll call me?” he prompted.

“Yes,” she said.

“I won’t kiss you goodbye,” he said. “I think I’m getting another erection and I don’t want to abuse you.”

“You’re such a peach,” she said with a snarky tone.

Then she left.

She hadn’t driven five blocks before she wished she’d kissed him goodbye.


“He sounds wonderful,” said Betty.

“That’s the problem. He’s too perfect. He says he doesn’t think I’m fat. He wants to spend time with me. He doesn’t care that I’m carrying another man’s child. He wanted me to spend all night with him. I wouldn’t call him handsome, but he’s in shape, I can tell you that. He went for forty five minutes without stopping and I had five orgasms. He knows how to push my buttons. It’s like a dream.”

“Well, at least it’s a good dream,” said Betty. “Tell you what. Invite him to dinner here. Dan and I will meet him and chat with him and maybe we’ll be better able to counsel you.”

“I can’t just barge into your house with a potential boyfriend!” croaked Julie. She was also feeling guilty for revealing too much to Gene, some of which was about Betty and Dan. She couldn’t tell Betty that part. Betty might say she never wanted to see her again. She was disarmed when Betty spoke again, her voice sounding formal.

“Julie, would you please come to dinner at my house? I’d like to host that in the next few days. Oh, and you can bring someone with you.”

“I’m worried,” moaned Julie.

“Worry later. Call him now and tell him about the invitation. See if he’ll be your escort.”

What made her agree was primarily angst. She wanted Gene in her life. She wanted him to want to be in her life. But she didn’t know how to woo a man. She needed Betty’s guidance.

“Okay,” said Julie.

She picked up her phone and tapped the screen.

“Gene? This isn’t the call we talked about earlier. I’ve been invited to dinner and it was suggested I bring a plus one.”

“So you told someone about me and now they want to vet me,” said Gene.

“It won’t be like that,” said Julie. “We’ll just have dinner and chat.”

“I don’t mind being scrutinized,” said Gene. “When is this?”

“Tomorrow night at six?”

Betty nodded.

“So if I pick you up at five-thirty, will that give us time to get there at six?”

“Yes.”

“I’ll pick you up at five, just in case,” he said.


“We’re early,” said Julie, sounding like she was a little embarrassed.

“That’s no problem. Dan’s been pestering me in the kitchen and now you can take him off my hands.” Betty looked at Gene. “Hi. You must be Gene, unless Julie traded you for another man before getting here. I’ve heard lots and lots about you. I’m Betty. Please come in and be welcome in our home.”

“Who is it?” came Dan’s voice from a distance.

“It’s Julie,” Betty called back.

“She’s early.” Dan’s voice got nearer and nearer. “Is something wrong?” He got there and saw Julie and Gene standing there. “Oh good. Nothing’s wrong.”

“I’m Gene Gaskill and I’m delighted to meet some of Julie’s friends. After dinner I’ll provide my social security number and vital statistics and such.” He smiled. Julie moaned.

“I see you already know the deal,” said Dan as if he wasn’t surprised at all. “Julie is near and dear to us and we’re nosy in the extreme. Come on in. Do you drink? I’ve got beer and a smallish variety of hard liquor.”

“Maybe later,” said Gene. “You have a nice home.”

“I think you’re supposed to wait until we actually let you in to say that,” said Dan in a stage whisper.

“That’s enough!” said Betty. “You’re embarrassing Julie. Behave; both of you!”

“We’re behaving,” said Dan. “I thought we were behaving.” He looked at Gene. “Weren’t we behaving? Nobody got challenged to a fight. I’m pretty sure we were behaving.”

Julie was actually calmed by Dan’s posturing. He was acting normally and that made her feel better.

“I haven’t been here long enough to mis-behave,” said Gene. “Now, can we please come in so I can tell you how nice I think your home is?”

“Good grief,” sighed Betty, obviously addressing Julie. “They’re alike! Now we’re in huge trouble!”

She stepped back to allow Julie and her date to enter. Julie knew where the coat closet was and she took Gene’s coat and hung it up while Dan invited him into the living room.

“This is nice,” said Dan. He turned to Betty and bowed. “I’ll just get this out of the way. If Julie hasn’t told you already, I have a particular predilection to pregnant women and now, finding myself among two beautiful expectant mothers I’m a little light-headed and may behave poorly every once in a while.” He turned to Dan. “I apologize for ogling your wife.”

“Ogle away,” said Dan. “I keep telling her she’s beautiful and she keeps complaining she looks like a whale out of water.”

“That is not what I say!” said Betty. “I have mentioned I will look like a beached whale at some point and I’m lamenting that a little early, but that’s all.” She looked at Gene. “I’ve done this once before and I know what to expect.”

“That’s why they call you expectant,” said Gene with a smile.

“I have more to do before we can eat,” said Betty. “Julie, do you want to help me or stay here with the men and report to me later what they say?”

“I’ll come help,” said Julie.

“We’ll help, too, if you need us,” said Dan.

“No, all you’ll do is hang around ogling us and accidentally touching us,” said Betty.

“She has done this before,” said Gene, smiling.

“Just once,” said Dan. “That one is nineteen now and in college. I’ve begged her for years to give us another and only succeeded in wearing her down recently.”

“I’m a bachelor by happenstance rather than design,” said Gene, “but I’ve always wanted a family. Now I’m finding out a little bit about what that process is like and I’m fascinated.”

“Some might say you missed the best part,” said Dan.

“That will be enough of that kind of talk!” said Betty. “If you can’t be good, at least be a gentleman.” She took Julie’s hand and tugged. “Come on, Julie. I’m afraid the Neanderthals are coming out of their caves to caper and prance.”

The women disappeared and Dan gestured to a recliner.

“Have a seat and we can trade some lies.”

“I’ve been looking forward to it,” said Gene. “This thing with Julie has been kind of overwhelming for us both, I think, and I’m hoping this will help ground us a little.”

“She said you met accidentally, literally,” said Dan.

“Yeah. I misjudged the distance and slipperiness and kissed her ass, so to speak. Somehow I found myself wanting to kiss more of her.” He smiled.

“She’s a nice woman,” said Dan. “A bit of a babe in the woods, maybe. That’s why Betty and I worry about her. I’m sure you understand.”

“I’m very happy she has friends who care about her,” said Gene. “I’m almost ten years older than she is and I’m sure it could look like I’m taking advantage of her.”

“Oh, I don’t think so,” said Dan. “She doesn’t have a lot of worldly wealth for a con man to try to take. It will be good for her to have a man about even if it doesn’t last all that long, and she has a whole network of friends who will support her if things don’t work out between you two.”

“I sincerely hope that doesn’t happen,” said Gene. “I’ve never felt this kind of pull before. Sure, I’ve seen women I had fantasies about, but being with a real, live woman who’s fun and passionate and interesting is a lot better. I’m just hoping she doesn’t get tired of me.”

“I doubt that will happen unless you give her some strong reason to,” said Dan. “Our Julie is single-minded and once she latches onto an idea she sticks with it.”

“Excuse me if this is impertinent, but could her decision to have a child be included in that mindset?”

“What did she tell you about that?” asked Dan, instead of answering the question.

“She said she and her four best friends all decided to have babies at the same time, but for different reasons. She said she didn’t want to feel like the odd one out if the others succeeded in getting impregnated.”

“And what did you think of five women who would approach life in that manner?”

“Well, I’m an author. Did Julie tell you that?” Dan nodded and Gene went on. “I write erotica, and my specialty, if you can call it that, is stories about women who get pregnant. That’s how deep my predilection for gravid women goes. I’ve dreamed up a hundred plots in which women get pregnant and some of those have even been where multiple women have children in the same story, but I’ve never written one where something like this happened.”

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