Welcome to the third chapter of my latest series. Please remember to rate and comment. Merci, Petitmort
As the halcyon days of summer began to fade into fall, Paul found himself spending more and more time at two bungalows in Pleasure Point.
Here he was, a few weeks shy of his 21st birthday, carrying on torrid affairs with not one, but two, singularly attractive older women.
When he wasn't surfing, he was spending his days working in their gardens, doing odd jobs and, of course, making love.
Maddie was still giving him "love lessons", tutoring him in all things sexual, and then letting him practice on her late into the night.
Allyson was employing him as a part-time model, mostly in the nude, and as a full-time muse for her now reinvigorated artistic career.
It just seemed to make sense for him to sleep there too.
Paul had mentioned to Maddie he'd been couch surfing for the past month. Ever since his ex-girlfriend Siobhan moved to San Diego.
He was biding his time until the fall semester started at Cal State Monterey Bay. He'd been planning to find a cheap place to live near campus.
When Maddie suggested he move in with her, he jumped at the chance.
Allyson was thrilled that Paul would be living full-time next door. She'd been infatuated with him ever since their sizzling hot photo session in her art studio.
They ended up having amazing sex sitting in an easy chair. She later told Maddie it was practically a religious experience.
She was only half-joking.
Afterwards, when Paul left her sleeping in her bed and slipped in the back door of Maddie's cottage, he felt a bit apprehensive.
How would Maddie react now that he'd had hot sex with her best friend and neighbor?
It's true, she did encourage him to help bring Ally out of her shell.
But still.
In the darkness, he took off his clothes and slipped between the sheets of Maddie's bed. He slid his body close to hers, feeling her warmth.
He spooned her from behind.
He felt her hand softly caress his thigh. Her touch was loving.
"How'd it go with Allyson?"
"It went fine," he said softly. "She took a lot of pictures."
Maddie lifted her head slightly.
"Were you nude?"
"Yeah. She said it was normal."
"It is," Maddie replied. "Did you make love?"
Paul felt a well of emotion in his chest. He didn't want to hurt her, but he knew he had to be honest.
"Yes."
There was a pause.
"Did she enjoy it?"
"Yes."
Maddie lay her head back on her pillow.
"Good."
She wiggled her body to get closer to him. He put her arm around her and she held it with her own.
The next day, nothing seemed all that different between the three of them. Maddie was as cheerful as ever. And Ally, when she came over with a bag of bagels, had a big smile on her face.
They both seemed perfectly fine with it.
They were such good friends, they just let it be. It was like they were willing to share him. Like they did everything else.
Paul still used Ally's outdoor shower every day. Just like before. He'd slip through the bushes that separated their backyards and shower in the open air.
Except now, he showered naked.
He figured, since he'd already posed naked for Ally, and then the two of them enjoyed an hour and a half of orgasmic chair sex, she'd seen everything anyway.
So, instead of wearing his bathing suit as he normally did, he just let it all hang out.
Ally would still come out, every day, and sit in her chair, chatting with him, watching him while he showered. Just like before.
He'd be washing his hair, with the suds streaming down his muscular body, and his long cock hanging between his legs.
And when he was done, she'd dutifully wrap him up in a plush towel and help him dry off.
Being a full foot shorter than him, she was particularly good at drying his lower body. So, she'd spend extra time toweling his thighs and buffing his butt.
She made sure his cock and balls were nice and dry too.
Invariably, his cock would begin to lengthen and get hard.
And Ally would just smile.
Sometimes it would lead to sex, sometimes it wouldn't. But it always left her feeling younger and happier.
Over time, Paul, Maddie, and Ally fell into a comfortable routine. Paul would spent Monday and Wednesday nights with Maddie, and Tuesday and Thursday nights with Ally.
He spent his weekends hanging out with his friends.
They came to this arrangement not just because they wanted to share Paul equally. They seemed to know, intuitively, that switching things up was healthy and would keep things feeling varied and fresh.
It was just the right balance of structure and surprise to keep things exciting. A kind of predictable randomness.
For Paul, the arrangement was the best of both worlds. He found both women incredibly attractive, but for entirely different reasons.
He'd had a crush on Maddie for years. His favorite teacher in high school, she was tall and alluring, with a sexy and even regal bearing. Like Audrey Hepburn in Roman Holiday. She had the face of a goddess, long legs, womanly hips, and absolutely gorgeous breasts. In the daytime, there was a kind of teacherly formality about her. But at night, when he got her between the sheets, she turned into a wildcat.
He loved melting her frosty exterior and discovering the horny harlot underneath.
Ally was, in some ways, Maddie's opposite. Just an inch or two over five feet, she had a petite, ballerina body, with perky little breasts, a slender waist, and a tight, shapely butt. She was artistic in every sense of the word, with a quick wit and a caustic sense of humor. She was less experienced sexually than Maddie, but she made up for it with enthusiasm.
Most of the nights spent with Maddie were a continuation of the lessons she'd started that first week. She found Paul to be a quick study and she soon found herself moving on to more advanced techniques.
First, she'd introduce a new element of lovemaking, sometimes with a literary excerpt to make it come to life. She'd take him through the basics and then he'd show her what he learned.
As the night wore on, they'd segue into free time, a kind of independent study, where they enjoyed unstructured, no-holds-barred sex. Anything goes. Whatever inspired them in the moment.
One week, they spent both nights focused entirely on cunnilingus. He spent most of the time licking, sucking, and probing her pussy with his tongue and fingers.
She taught him exactly how she liked it and he kept practicing, over and over, bringing her to orgasm again and again.
Another week, she introduced him to the fine art of anal sex. She tutored him on how to get her ready using his fingers, butt plugs, beads, and other toys. She taught him how to take it slow, letting her adjust to his size, before really going to town.
And they spent quite a few nights role playing. Paul especially enjoyed the teacher-student scenarios because they hit so close to home.
One night was particularly memorable.
She set up some hard-backed chairs in the middle of the room facing her desk. She was wearing a tight fitting blouse with a push-up bra, the top two buttons were undone.
There was a knock on the door.
"Yes?" she said, sternly.
Paul peeked in, tentatively.