Two days the phone rang. I picked it up. It was John.
"Hi Jim. Thanks again for a great night. Your family is incredible and it did wonders for Chris's confidence."
I wasn't surprised. Having one beautiful woman lick your ass and caress your balls while you're fucking another beautiful woman will tend to do that.
"That's good," I said, wondering where this was going.
"Jim, I've talked with Joanne about helping Chris build his confidence further and learn how to be with women. She feels he still needs more help as he is very shy. Well, we'd like to invite you all over for dinner. Maybe you can talk to Chris, explain to him how to get on with women. He doesn't listen to me, and, well, Joanne has certain standards and, er, doesn't want to overstep the boundaries in going too far in educating him."
"I don't see how I could help beyond what he's already been part of. You know my mum is open to sex of all sorts, but if Chris doesn't want to stand up for himself then even she can't make him."
"No, no, that's not what I mean. Joanne really wants to help Chris, but she's reluctant to go any further in helping him personally with his sex education. Jim, Chris has always looked up to you. Joanne was thinking you might be able to demonstrate things for Chris, show him what to do."
"What, you mean with your wife?"
"Well, yes, with Joanne or with your own mother. Could you come over for dinner tonight?"
"I'll have a talk with mum and dad and ring you back."
I wasn't too keen about this. I am all for sex and having a good time, but I didn't see myself going into sex education. Chris was a bit of a drag, and I didn't really feel like putting myself out for him, let alone presenting him my mother to fuck. Dad wasn't home so I decided to talk it over with mum.
"Jim, aren't you being a bit selfish about this?" she said. "You were a bit of an innocent before the Maddisons took you into their family fun and games. I mean you weren't a virgin and shy, and you got on well with girls. But it sounds like Chris needs help. If I'd noticed he was so shy that night I would have tried to help him get over his shyness. But as you know I was a bit preoccupied with so many men that night. Sally and Jennifer certainly looked after him, but sometimes men need other men to lead by example."
I thought about it for a while. Joanne certainly was hot when she helped out at school, and John seemed keen for me to 'demonstrate' sex with her, whatever that meant. Mum said she couldn't go to dinner that night as she and dad had some important corporate function to go to. Since she'd started sexing up her work clothes she'd been invited to a lot more corporate functions. This one was important as another firm was keen on getting her to join them, and a promotion was in the wind.
"Why don't you go by yourself? It'll show Chris a young man of 18 can function on his own, without his parents being there. Besides, I remember Joanne from school functions, and she was quite a hottie."
I rang John back and said I'd come, but mum and dad couldn't make it. He seemed happy with that, and said he'd pick me up at 7.
I watched mum getting dressed for her corporate function. The office clothes she wore nowadays were all quite sexy. But they were carefully selected so that they weren't overly revealing. They showed off her curves and hinted at her sexual availability. She showed a touch of cleavage and her tight skirt fell to just above the knee. When she sat down it rode up to 'accidentally' reveal much of her shapely thigh. As she'd worked hard to shape her body into a spectacular hourglass figure, she'd bought tighter jackets and skirts. She was usually in a see through shirt under the jacket, with a lacy bra. When she took the jacket off she was a knockout. She said nobody at work knew of her new sexual freedom. It wasn't that she was ashamed of it, but she didn't think they'd understand. A few men had tried flirting with her at work, but she'd reacted coldly to them, keeping it professional. I thought it probably only made them more determined.
Mum and dad had already left when John arrived at 7 to pick me up. He was alone in the car.
"Chris seems to suspect something might happen tonight with his mother and he was too nervous to drive over with me. Joanne and I are really worried about him. The truth is Jim, I hope you can help Chris become a man and show him how to take the initiative. The good thing is Joanne is prepared to help, but I'm not sure how far she'll go."
"Well let's see how it goes John. Maybe you are just pushing him too hard. Sometimes it's best to let things develop naturally."
I didn't really like John. He was clearly pushing his son too hard, and he seemed to expect his wife to perform for him and do what he wanted, more than having any real concern about Chris's manhood. I wasn't keen on being part of all that. I much preferred the Maddisons who were all very much into sex and had no hang ups about it.
But when we arrived and I saw Joanne for the first time since school, all that moral concern went out the window. She was stunning. A true MILF. Straw blonde hair cut into a neat bob, green eyes and a pretty face that defied her being in her late 30s. She had a long lean firm body with flat belly topped off with sizeable breasts. Her tits were pushing against a tight cotton shirt tucked into jeans that looked as though they'd been painted on. I couldn't wait to get something going with her.
She shook my hand nervously, then kissed me on the cheek.
"Nice to see you again Jim. You probably don't remember me, but I saw you a lot at school when I volunteered in the canteen and on sports days."
"Oh yes, I remember you very well. You lit up the school on the days you were there."
Oh you charmer, I thought. Joanne beamed at that compliment, and looked at John and Chris to make sure they'd noticed how a young man could charm an older woman.
"My Jim, you have grown into a handsome young man with great charm. Come and sit with me over here on the couch."
I sat next to her. Chis took a nearby armchair.
