Please read the previous chapters as it will add significantly to your experience! And don't forget to rate and comment! Merci, Petitmort
On a bright March day, Paul walked along East Cliff Drive on his way to Jessica's house, the brisk sea air filling his senses.
It'd been a full month since that fateful weekend when he first met Jessica. The weekend when everything changed.
He met her totally by chance. Bri's husband had security cameras installed to keep an eye on his wife while he was traveling. So, Bri arranged to meet Paul at Jessica's house next door.
Bri got stuck at work and Paul ended up spending the evening with Jessica. She showed him the ins and outs of couples yoga. Literally.
Jessica turned out to be his guardian angel. An attractive divorcee, with a daughter in college, she'd retired and was now a full-time philanthropist.
And one of her philanthropic projects, it seems, was Paul.
She took him under her wing and coached him. She taught him how to expand his business to service multiple clients, including her, thereby increasing his revenue potential.
She introduced him to her friend Emily, a senior executive at Apple, who'd been aching for male companionship. Especially if that male was young, handsome, and built.
Between Bri, Emily, and Jessica, Paul now had a stable of clients with the wherewithal to make regular donations to his "college fund".
Now, after a month of servicing these women, Paul had worked out a regular routine.
He saw Bri one day a week. Because of all the security cameras, they had to limit themselves only to her bedroom. As it turned out, that wasn't really an issue because all they did together was fuck. He'd sneak into her house via the side yard, slip into her bedroom, and fuck the hell out of her for four or five hours. She'd get her multiple orgasms and he'd get regular infusions of Meta stock.
Emily saw Paul two times a week. She was younger than Bri, recently divorced, and was making up for lost time. Plus, she had a very active fantasy life, coming up with scenarios she wanted Paul to act out: pizza delivery boy, door to door salesman, job applicant. He played them all. They'd invariably end up having wild, orgasmic sex together.
As for Jessica, Paul probably saw her most of all. They spent a lot of time in her gazebo, overlooking the ocean, watching the sunset, doing yoga together, or making love to the sound of the waves. Sometimes, they'd just sit and talk.
To show his appreciation for all she'd done, Paul bought her a professional massage table and had it installed in her gazebo. He'd been working on his massage skills with Maddie and Ally and was getting pretty good at it. He figured giving Jessica regular massages was the least he could do.
She loved the feeling of his strong, supple hands on her naked body. She liked to do it in the late afternoon, as the sun sank into the Pacific, feeling the warm sun caressing her skin. He'd take his time massaging her, transporting her into a state of deep relaxation. He'd use generous amounts of massage oil, making love to her first with his fingers, then with his tongue, and finally with his cock.
Still, as enjoyable as those sessions were, Paul yearned for some way to do something meaningful for Jessica. A way to show her how truly grateful he was.
Instead of using Jessica's front door, Paul let himself in the side gate and walked around the back. This was his usual way of getting in and out.
Jessica saw him through the picture window, smiled, and waved him towards the kitchen door. She unlocked it and let him in.
"Morning, handsome!" she said, giving him a peck on the cheek.
Paul was in his customary massage clothes -- white drawstring linen pants, tee-shirt, and sandals. She was wearing a new emerald green blouse and yoga pants.
"That color looks nice on you," Paul said, smiling.
"Thanks. Want some coffee?"
"Sure."
While she poured his coffee, she checked out his demeanor.
"So, how'd it go with Bri last night?"
He sat on a bar stool.
"Fine. She's happy as a clam."
Jessica gave him a knowing look.
"Did you show her a good time?"
He gave her a rakish smile.
"I always do."
She handed him a cup of coffee.
"And are her expectations still in check?"
"Yeah, I think so. She wanted me to stay the night but I told her I couldn't. I had another client. I said I knew she'd understand. Profit maximization and all."
"Appealing to her business sense. Smart. Did you really have another client?"
"Yeah, I had a late night with Emily."
"Jeez," she smiled. "Busy boy."
She sat in the stool next to him.
"Just trying to keep the customers satisfied."
"Well, from what I'm hearing, they're extremely satisfied. You've set up quite a lucrative operation."
He gave a little shrug.
"Yeah, well, I couldn't have done it without your help," he said, sipping his coffee. "I'm grateful to you."
She leaned into him, her hand on his thigh.
"I'm happy to help. And I'm glad we can help each other."
She slid her hand up his inner thigh.
He leaned back, letting her feel him up.
"You've been so generous," he smiled. "That last chunk of stock you gave me -- that was huge."
Her hand found his cock, squeezing it.
"Well, I'm grateful for what you give me," she purred. "That's huge too."
Her fingers traced the outline of his cock. He reached his hand between her legs, caressing her.
"It's absolutely my pleasure."
"If we can keep exchanging gifts like that," she whispered, her eyelids half closed, "I'll be happy as a clam too."
He was gently rubbing her now, making her squirm.
"It's a deal," he smiled. "Though I still owe you. Big time. For everything you've done."
She stood up, catching her breath.
"Well, there is something you could do for me."
"Anything. Name it."
She looked in both his eyes.
"I'm going to have a houseguest," she said. "And I want you to meet her."
"Yeah, who's that?"
"My daughter, Jasmine."
He leaned back in his stool.
"She's visiting from Berkeley?"
Jessica nodded.
"She's spending the weekend. She's arriving sometime this afternoon."
"How's she doing?"
She shook her head.
"Not great. She's still talking about dropping out of school. Going to community college."
Paul looked at her.
"And how do you feel about that?"
"I think that would be a shame."
Paul nodded. He knew this was a subject that pained her deeply.
"Have you talked to her about it?"
"I've tried. She doesn't really want to talk to me about it. She's very independent. That's why I was hoping you'd have a talk with her."
He gave her a comforting squeeze.
"I'm happy to. How can I help?"
"I'm not asking you to talk her into anything. Just... help her regain her confidence."
"Does she know about me?"
She shook her head.
"No, she doesn't know anything about you. And, if I told her I wanted her to talk to you, I think she'd be resistant."
"I get it."
"Basically, whatever I ask her to do, it's more likely she'll do the opposite."
He chuckled.
"I remember what that's like," he said. "What if I met her accidentally? To get around the resistance."
"How would that work?"
"Well, I can come by this afternoon. Say I was scheduled to give you a massage. You can arrange not to be here. Maybe you had to go see a friend about something."
Jessica thought about this.
"Why wouldn't I just contact you directly? To tell you I needed to cancel?"
Paul shrugged.
"I could say I didn't have my phone."
She nodded.
"That could work."
He took her hands in his.
"Jessica, what outcome are you hoping for?"