One dreamy summer afternoon, after a lovely lunch, lounging on the patio of Jean's house , about six of us were savouring a few glasses of plonk discussing bringing up our kids and the challenges that task presented. Jean, took courage from the wine and brought up the very naughty story of the oldest son of one of her neighbours, and how she and her friends helped to resolve the situation.
*
My story is from the 1950s. Janet, a friend, who lived not far from me on a local authority housing estate, asked me for help.
Our houses were similar, so you get the picture. Three bedrooms, bathroom, separate toilet, kitchen, small lounge and similar dining room. Adjoining the house and outside we had a utility shed, a coal shed, the houses were heated on solid fuel, and an outside toilet which was directly opposite the kitchen or "back" door. The "front" door was rarely used except for "best".
We all had kids of similar ages, my daughter Christine, was eighteen, I also had a younger son. I was widowed a few years ago, and without friends, where would I have been?
Anyway, Janet came to me with her problem. Her oldest lad, Jack, a class mate of my Chris, she was shocked to find, had a substantial cock she said, and she felt without proper guidance could get himself into "trouble".
I had also heard about this cock from Norma, another neighbour who had seen it when she looked into a garden shed and saw Jack with it in his hand, obviously enjoying himself.
Norma's comment was she wished it had been in her, never mind her hand! I was curious particularly as I had seen him and my Chris behind the shed with his hand up her jumper, and I didn't want Chris to get into "trouble".
Heck, I was also keen to see what both his mother and Norma considered a "substantial cock". Janet wanted to know what could be done and if I could help.
Between us we hatched a plot. It was the school summer holidays. I sent my kids to their grandmothers for a holiday.
Chris didn't want to go but I persuaded her that the seaside town I grew up in would be good fun. Jack was to be sent round to my house to give me a hand, and I would give him a bit of "education".
It was about ten on the Monday morning when he knocked on my back door, the door was open, it always was, but he was quite a polite lad and would not enter unbidden. Not getting an answer, he knocked again and yet again when still there was no answer.
At the fourth knock, I opened the outside toilet door behind him and as he turned I stood and wiped my self having just been having a pee.
He went the deep red of beetroot and turned to run.
"I thought you were supposed to be giving me a hand" I said as I pulled up my loose legged knickers.
"Mum will want me to do something" he was backing away towards my garden gate.
"No, she sent you to give me a hand."
"She will be annoyed if she knows I saw you on the toilet."
"Well don't tell her then, provided you help me out, I won't tell her."
I stepped into the house and got him to follow me. I closed the door behind me, he looked panic stricken. Doors were always left open in our neighbourhood during the day.
"Don't worry, I won't bite. Well not just now anyway. You and I have to have a little chat."
Again he went red. I lead him into the dining room, it was at the back of the house and not overlooked.
I sat in a small fireside chair and called him to sit on the arm. I put my left arm around his waist and pulled him closer. I knew my breast was pressing into him but pretended not to notice. He was wearing shorts, and I could see a tent in them.
"What's this then" I asked placing my hand on his leg just above the knee. He didn't answer.
I slipped my hand up the leg of his shorts and touched his cock. He tried to pull away but I had him firmly.
Now girls, as you know, it's not polite to talk about size but we generally do and they say, well, we say, size isn't everything. I'm going to tell you this now. I had several cocks before I had my Bob and one or two since, but by Christ, never in my life, and to this day did I have another one this size.
His mother had only seen it slack, and she said it was like a young donkey, well I had never seen a young donkey's cock and Norma, she said he had it in his hand and she wished etc. Well, I HAD it in MY hand and I could have wet myself.
"Now then" I had hold of his cock, "I want to know what you were doing behind the shed with my Chris?"
His cock deflated, "I...I... We..."
"Don't lie to me, I saw you with your hand up under her jumper." I squeezed his cock gently and it slowly came back to life.
"We didn't do anything, honest."
"You were feeling her tits weren't you?"
He hung his head.
"Well?"
"Yes." He muttered.
"We have got to sort this business out. We can you know, But I must have your promise, you are not in any trouble, but I really must have your promise 100% you tell no one about this. No one at all. Do I make myself absolutely clear? If anyone is to know then I and I alone will tell them what they need to know."
"What do you think your mother would say if she knew about your antics?"
He didn't answer.
"Do I have that promise."
He nodded.
"Come on, say it. Say 'I promise I will never ever tell anyone about anything about today or any other day unless I am told I can by you.!"
"I promise."
"Say all of it."
He did so.
"If I ever hear a word about what we talk about today from anyone, and I mean anyone, your life will be changed for ever!"
I pulled his hand onto my tits, over my summer dress.
"If you like tits, have a feel of these."
As soon as I released my grip his hand shot away so fast it almost broke the sound barrier.
"What's wrong with my tits then? Why don't you feel them like you do Chris's?"
"You're a lady."
"Yes. So what's wrong?"
"You shouldn't touch lady's tits because it's rude. With girls it's different. They like it."
I pulled his hand back to my tits, "So do ladies!"
"Am I getting a bollocking for feeling Chris's tits?"
"No, it's quite natural for boys to want to feel girl's tits, and if she doesn't mind I don't mind you feeling Chris's."
Personally I think Bob would have been more bothered about me letting him feel mine than if he caught Jack feeling Chris's tits. But Bob was gone and I was feeling horny and Janet wanted a hand with her problem.
As Jack relaxed a bit he started to feel my tits, squeezing them.
"Why don't you undo a button and feel them inside my dress, like you do with Chris?"
I knew what today was to bring and I had dressed accordingly. A button through dress, high collar, no cleavage showing. I wanted to be in control.
"Do you mean I can?"
"Oh well, I suppose if you really want to I had better let you."
(Ooh the hardship of it).
Jack started to fumble with the buttons of my dress, and tentatively put his hand inside, naively and very very gently he stroked and squeezed me through my bra.
"See, ladies are only big girls, they like just the same things. Do my tits feel like Chris's?"
"Well, sort of, but sort of softer."
"Have you felt inside her bra?"
"No, she said we mustn't."
"Hermmm... That means you tried!"
"But I didn't... She said we mustn't."
"Why did she say you mustn't go inside her bra?"
"She said it was rude and we might get into trouble if she let me."
"Why did you want to?"
"I don't know...Other chaps say they do it to their girls friends, but she got cross when I wanted to... so I didn't."
"Did you do it another time?"
"I tried but she said if I tried again we would have to stop playing with each other. So I didn't."
"Do you want to now?"
"If you don't say its rude, and I can't be here any more."
"Well alright then. But you must remember the promise not to tell anyone, even Chris...ok?"
Jack nodded then put his hand into my bra.
(Plain white, the old fashioned cotton type, not very elastic, I expect you girls remember the ones I mean.)
The cups were over full, with both my tits and Jacks hand in them. The seams were straining, I could hear and feel them. He was clearly enjoying the feel he was getting and to be honest, so was I.
My hand was still gripping his cock up the leg of his shorts, he seemed to be getting harder as he played with my tits, he put what I remember of my Bob in the shade, which wasn't bad for a late teen.
Anyway, as I say, he was enjoying the feel he was getting of my tits, sort of as a reward, each time he touched my nipple I gave his cock a little squeeze. It kept him at a good size and worth holding.
Things had to progress of course. The way I was thinking was that if I played my cards right, I could resolve Janet's problem, make sure my Chris was ok, and maybe do myself a favour too.
"Are you enjoying that?" I smiled at Jack.
"Mmmm...yes."
"Is it like you expected when you tried to do it with Chris?"
"Sort of."
"So what is different?"
"Well its skin isn't it, and they are bigger and softer."
"Get your hand out." Jack's cock went slack in my hand. Sharply whipping his hand from my breast.
"Don't worry, we just need to go into the other room."
I led him though to the lounge, by the cock which was sticking out of the leg of his shorts, by the time we got through the door I had coaxed it back to its former rigidity.
"Has Chris ever held this?" I gave his cock a little stroke.
"N..N..No." he mumbled.
"I can tell you are lying. Just don't tell me lies"
"Has Chris ever held your cock?."
"Y..y..yes."
"And, what did she do with it?"
"She rubbed it?
"Why did she do that?"
"Because I asked her to. She was holding me and I asked her to because it felt good."
"She had her hand inside your trousers?"
"No."
"Well what?"
"She had my cock out of my trousers."
"And what happened?"
"Nothing, honest, she just rubbed it a bit and it felt good. Guys I know says it is wanking and you can get stuff out if your girlfriend rubs it."
"Take your trousers off."
I sat in a big comfy easy chair with my back to the bay window, we couldn't be seen through the nets, and instead of resting back into it, I sat to the front with my legs spread, the wide skirt of my dress fell between them,
(I am sure you remember those dresses, you could conceal so much beneath them.)
I positioned Jack in front of me, then pulled the skirt up to rest above my knees. His cock was like a flag pole, tall and straight.
"I think young Jack that you should undo my bra, don't you? Just lean against me, reach round behind and undo the clip."
He did poor lamb, well he tried, he slipped his arms around me inside the open top of my dress, his cock resting on my tits and fumbled at the back. I ended up giving him a hand, getting him to feel the clip, then helping him undo it.
(You know as well as I do girls, just how sexy it can be, helping inexperienced hands to undo your bra!)