Olivia's Escort Service - Version Bravo
Copyright© 2026 by Lubrican
Chapter 7
Romance Sex Story: Chapter 7 - Bob found out his best friend's mom secretly worked for an escort service that all the high school boys thought was a front for prostitution. Bob couldn't believe she would do that. Nobody in her normal world would have even imagined that. He had lusted after her for years. Now he could blackmail her into escorting him to the opera. Would she agree? If she did, how would it go? And how would his best friend react if he found out?
Caution: This Romance Sex Story contains strong sexual content, including Ma/Fa Blackmail Consensual Heterosexual Fiction Incest Mother Son Masturbation Petting Pregnancy
The fact that Brad wanted to engage in incest with his mother shocked Bobby, at first, but then he thought about it. Brad lived with her. He loved her. She loved him. While his father was out cuckqueaning his mother, she was there, taking care of him and going on dates and not fucking the guys and it didn’t hurt that she was just knockout gorgeous. Bobby knew how he felt. He was in love with her, too.
But that wasn’t the strange part.
The strange part was that if Bobby thought about some other stranger on top of her it made him have murderous thoughts. But if it was Brad? He could live with that.
Okay, so now things had taken a turn Bobby just wasn’t quite prepared for. What was happening between him and Olivia now seemed normal. That, in itself was enough to blow his mind. He knew she wanted to have sex with him. A blown mind can’t blow any further, right? Nope. Wrong. It was like he had been dropped in some foreign country where he didn’t know the language or how to act or even what to wear. Now, though, the image in his mind morphed into one where he was making love to her and she was making all the right sounds and when he finished and got up, Brad took his place. And that was normal, too!
Mind blown clear to another galaxy.
Suddenly, he knew this was all very serious, and needed to be handled with great care. There were two other people involved in this and he loved them both. The last thing he wanted was for either of them to have pain or a difficult time moving forward. What he had with Olivia was precious. He had to handle it with care.
He got her alone one day and said, “We need to talk.”
She nodded and said, “Take me on another date.”
They set a date and he basically stayed away from them both for two weeks.
Where he decided to take her was a place he went to occasionally with Brad. The guy who owned it had bought up a bunch of old video game consoles and learned how to fix them. He had forty of them in an arcade setting, and a warehouse with a hundred other machines that he was either fixing up or using for parts. So you could actually play Missile Command, or Donkey Kong, or any of a dozen other games, standing at a console like the Baby Boomers used to do all the time. It was noisy, both because of the noises the machines made, but also because people were yelling and screaming and cursing. Bobby would have bet 200 rolls of quarters went into that arcade every day. He brought three rolls, himself.
His plan was to have some fun and get some excitement of a non-sexual kind. He didn’t know it that worked for her, but he did know it didn’t work for him. Even watching her playing Space Invaders or Centipede made his dick get stiff. She was just so beautiful and vibrant. Paul was a fucking idiot to pay attention to any other woman.
Anyway, the idea was to do that and then go somewhere and have coffee, maybe, but be in a quiet setting where he could tell her everything that was on his mind and that was on her son’s mind, as well. She needed to know, because that might explain some of their actions and behavior.
He thought it was a good plan, but he never got to find out. That’s because while they were competing on Mario Brothers, Brad showed up. Bobby knew Brad came here, too, but they had only come there together, so he never in a million years thought Brad would come without him.
Brad told Bobby later that when he saw his mother and best friend in that setting, it didn’t make sense. He didn’t know what to do. So he just watched them for a little while. And what he saw were little touches that suggested they were much more involved than a guy’s mother and her son’s friend. It was when she slid her hand into Bobby’s back pocket while he was taking his turn that he stepped forward.
“What are you guys doing?” he shouted.
They turned and Bobby’s character died.
Thinking fast, Bobby tried to come up with something Brad might buy.
“I told her about this place and she wanted to try it,” Bobby said.
“Why did you put your hand in his back pocket?” Brad asked his mother.
Oddly, Bobby was handling this better than Olivia was. Olivia had tons and tons of secrets that her son and husband didn’t know about, and she went to great pains to keep those things secret. Now, one of the walls in her defenses just crumbled. Still, she was smart, so she tried to defuse the situation, too.
“I was just trying to distract him, so he’d lose the game,” she yelled.
“Are you two on a date?” yelled Brad. “Did he fucking hire you for a date?”
“What?” Olivia’s face fell. Her body language said she might have a panic attack.
“Let’s not stand here yelling,” Bobby said tensely. “Let’s all go somewhere and we’ll talk about it,
“Wait!” Olivia looked like she might lose it.
“Everything will be okay!” said Bobby. “It will be okay. Trust me.”
She let Bobby lead her out of the arcade while Brad brought up the rear. Both mother and son tried to talk as soon as they were on the sidewalk but Bobby stopped them.
“This isn’t the place to talk about this. Let’s go find a coffee shop where we can have a little privacy.”
His voice was so commanding that the others acceded to his wishes. A place called “Cuppa Joe” was right down the street and Bobby led them there. Bobby ordered and turned to find mother and son with deer-in-the-headlights faces.
“Order something!” he commanded.
The trance was broken as the two had to decide what to order. That brought some normalcy back into the situation. Bobby led them to a booth in the back of the store. When they were seated, Bobby held up his hand.
“Let me talk, first.”
They sat there. Whether it was kismet or whatever, Olivia scooted in against the wall and Brad sat beside her.
“Okay.” He looked at Brad. “Your mother and I have been on several dates and it turns out there’s some serious chemistry between us. That hasn’t meant there would be any changes to you guys’ family situation. Not yet. But I love her and I think she loves me.”
He looked at Olivia.
“I’m not the only one who loves you. Brad knows what Paul is doing and has very protective feelings toward you. He’s fallen in love with you, too. When you told us we could call you a MILF it caused us to have a kind of wild discussion about how we felt about that. We decided we both love you in an extremely romantic way. I was going to tell you about this after we got finished at the arcade, because I didn’t know what to do.”
He sat back.
“Okay. Now you two can talk.”
The first thing Olivia said was, “Extremely romantic? What does that mean?” She looked from Brad to Bobby.
“Tell her,” Bobby said.
“I can’t,” Brad groaned.
“We both want to sleep with you,” said Bobby.
“You want to have sex with me?” she squealed, looking at Brad.
“We want to make love with you,” said Bobby.
“You shut up,” said Olivia as she glanced at Bobby. “I need to talk to my son right now.”
She turned back to Brad. Their legs were touching. It was the kind of intimacy people take for granted ... until they don’t.
“Brad?” she prodded.
He gulped and then said, “I’m sorry. Dad treats you so bad and you deserve to be so happy and I know you work for that Mandy’s Maidens place but you don’t have sex with any of the men you date and I get these feelings I can’t control and I love you so much that I...” he trailed off. “I’m a pervert, Mom.”
Olivia looked at Bobby.
“And you knew about this?”
“I just found out. I was going to tell you tonight,” said Bobby, defensively. “I knew this was all getting really serious and the last thing I want is for your family to fracture. I don’t want to fracture it, myself, and I want to try to help you two keep from fracturing it. Paul can go suck a rock, as far as I’m concerned. He doesn’t deserve to know about any of this. But I know that’s your business, not mine.”
“Hmmm,” she said. The coffee arrived and everybody picked up their cup and tested the temperature of the liquid. It was another normal thing in an abnormal situation. She looked at Brad. “Do you know why I work for Marci’s Maidens?” Brad shook his head. “It’s because your father is, in fact, cheating on me and it is likely that we’ll get divorced at some point in the future. He does not know this and I don’t want him to, right now. But I need my own bank account and my own funds, because if we do get divorced, I’ll be on my own, with no real job.”
“Okay,” said Brad.
“Now,” she went on. “Why do you feel like you’re a pervert? Lots of sons think about their moms like that. It keeps psychiatrists in business.”
Brad looked at Bobby. He looked scared.
“Tell her,” he said. “She loves you. What you told me didn’t ruin our friendship. It won’t ruin things with her, either. It might freak her out a little bit, but she won’t stop loving you.”
Olivia just waited. Finally Brad spoke. His voice was soft and low.
“I wanted to know where you went on all those Friday or Saturday nights when Dad was gone. You said you were volunteering, but you got too dressed up for that kind of thing, so I followed you. I saw you go into the escort place and it freaked me out because people think the women there ... um...”
“I know what they think,” said Olivia. “Go on.”
“Well, I watched as you went on two dates to see what you did and you never went upstairs into the hotel rooms. I saw them kiss you good night, and stuff like that, but it looked like you weren’t ... um ... doing it with any of them.”
He blinked and glanced at Bobby, who waved a hand and said, “Tell her the rest.”
“There’s more?” Olivia’s voice went up.
“I was still worried. I mean I didn’t mind if you were just going on dates as an escort, but the thought that you might be having sex with them drove me insane so I ... um ... well, I started ... uh ... I started inspecting your panties after your dates.”
“Inspecting my panties?” Olivia’s voice was flat.
“I was looking for ... um ... you know ... evidence.”’
“You were looking for semen stains,” she said.
“Uh ... yeah.”
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