The Saga of Middleton

Even the old ladies were getting into it. Over at old Mrs. Grinson's magazine store, Tommy McClintock walked up to the counter and asked for a pack of Marlboro's. The age for buying cigarettes was 21 in this state. Since everybody knew Tommy was only 18, he just thought he'd take a shot -- maybe the old lady was senile or something.

At 58, Mrs. Grinson was far from senile and no shrinking violet, either. She had watched Tommy grow up into the little stud that he so obviously was. She had always been a little intrigued by the big basket he always showed -- but he obviously wore briefs -- she couldn't make out any real details. She often wondered if he was really that big, or if he maybe stuffed his crotch.

Never one to pass up a chance -- she knew he was one of the bagboys at the Piggly-Wiggly -- she decided to find out. "Well, son, what've you got to offer me that's interesting enough to make me forget to ask for ID? I do sometimes forget to ask, you know." She eyed his bulging basket, knowing full well that subtlety was wasted on teenaged boys.

Tommy couldn't believe his ears. Hell, he couldn't believe his eyes! Was old lady Grinson scoping him out? He couldn't believe it! He didn't dare say anything. "Um, well... I don't know. I... uh, uh..."

Mrs. Grinson realized she was going to have to be very clear with this one -- he was just as dumb as she thought. "Well, one thing I've always been curious about, Tommy -- what's your waist size?"

That threw him completely. "Huh? Uh... well, about 29, I think." He looked at her hopefully... would that be enough for a pack of smokes?

Evidently not. She smiled oddly. "I suppose your underpants would be the same size?"

Tommy flushed a little. What was she doing, talking about his briefs? Maybe she had been scoping him. "Uh... yeah, sure." He glanced around, hoping nobody else was overhearing any of this. Nope. All clear.

"Well, then, Tommy, that's kind of a hobby of mine -- guessing people's waist sizes."

Whoa! This broad must lead some dull life.

"But the thing is, I don't like to take anybody's word for it. People lie, you know, Tommy. They do, sometimes." She grinned at him. "Come back here behind the counter -- I don't want to embarrass you -- and let me just check the sizes. They're usually on a label somewhere."

This broad definitely had a screw loose. He wasn't about to have anybody poking around in his pants, for Chris'sake.

He thought for a minute. On the other hand, she'd practically promised him a pack of cigarettes, and he really needed one. It wasn't really any big deal, checking out a couple of tabs. They were right at the waist, after all. Oh, hell, there was no one around.

"Uh... OK. And then you'll sell me the smokes, right?"

"Sure, sure. Come on, get back here. I'll lock up and pull the blinds -- wouldn't want anyone to come in and see me bending the law." She quickly flipped the lock and closed the blinds. No witnesses.

"Since the store's closed, let's go back here -- more room." She led the stupid kid into the back room. "Here -- let's have a look."

She sat on a straight-backed chair and pulled him over in front of her. Before he could react, she reached up, unbuckled his belt, flipped the snap and pulled down his zipper. "There -- that way I can get in there to see the sizes." He started to jerk away, but then paused, confused by her words. With one jerk, she pulled the jeans down to mid-thigh. The kid's huge basket bounced out at her -- looked pretty real, so far.

His face turned bright red. "Hey! What you doin'? Cut it out! Hey!"

"Oh, shut up and turn around!" She jerked him off-balance and whipped him around until his brief-covered ass was jiggling in front of her face. She reached down for the jeans and ostentatiously pulled out the size tab. "I'm a little near-sighted." She pulled the tab right up to his asscrack and leaned forward until her face was practically pressed into his backside. "Sure enough - 29. I guess you were right about the jeans, anyway."

Tommy brightened. Almost there. This was real weird, but it was almost over. And then he could have those smokes. He decided to stick it out.

Mrs. Grinson inhaled the hot smell of laundry and a recent shower -- over the slight musk of Tommy's crotch, wafting up from between his legs.

Without giving him a chance to recover, she grabbed the sides of his briefs and jerked them down to the same level as his jeans -- mid-thigh. His plump, bare 18-year-old ass was now jiggling two inches from her face. She loved it. He yelped out loud.

She quickly flipped down the back of the briefs and read off the size -- 30. "30!! You lied to me, you little devil!"

He was confused again. "But... but..." He was screaming inside -- he was practically naked in front of this crazy old lady. But he was so confused, he couldn't figure out what to do.

No weakling, the "old lady" jerked him around again, until he was facing her. Aha!! It was real, after all. The kid had a huge schlong -- way out of proportion to his slender teenage body. It was at least 8" long, uncircumcised and probably about two, two and a half inches thick. It looked a little swollen, but not hard at all, flopping around over a pair of equally gigantic balls. Ah... lovely! She inhaled the musky smell.

"All right, young man! You're going to pay for that! When you lie to me, you get punished."

Before he realized it, she had flipped him over her lap, one arm twisted up behind his shoulder-blades to hold him in place. After one attempt, he quickly subsided --the old lady knew how to use an arm lock! Now he was doubly humiliated -- his huge cock was pressing hard into this strange woman's lap -- he'd never even gotten to first base with a girl yet. To have his bare dick suddenly rubbing against the slick material of her skirt took his breath away.

She could feel that beautiful cock pressing against her female parts right through the thin material of her skirt. Since she'd been widowed, she was afraid she'd never feel that sensation again. She started spanking him -- hard. First one cheek, then the other.

At first, he thought it wasn't much. Yeah, it hurt a little, but he could take it. He concentrated on not giving her the satisfaction of crying out. Just a little grunt once in a while. That was OK. That was still manly.

She was thrilled. He wasn't even going to try to resist her! She just kept spanking -- every swat shoved that big dick of his harder against her -- she was using him like a dildo. As his hips started jerking more and more with each swat, she could feel that his cock was growing -- he was getting hard!

Oh, shit!! Oh, shit!! His cock was started to react to all the friction. Oh, no!! What if she could feel it? What if she knew he was hard? She'd probably have him arrested for rape. He tried hard to stop it from growing any more -- he thought about really disgusting things. But it was no use. In a few minutes, it was hard as a rock. He was almost sure she'd be able to feel it. But she hadn't said anything. Maybe not. Maybe women weren't all that sensitive down there. She might just think it was normal. He crossed his fingers.

Oh, she was aware!! She was more than aware!! She was in heaven. If only it could be inside her. But she knew the kid'd freak if she tried to go that far. But this was fantastic! This slow, slow build -- she was getting hotter and hotter.

And so was his ass -- he was really starting to hurt. With each swat, he was yelping a little now. He couldn't hold back. It was really hurting. When would it end? Oh, God!!

As the pain grew greater, Tommy was jerking his hips more with each swat and the increased friction was having its effect. She was reaching her peak now. She couldn't control herself any more. She began moaning and yelling, pumping her own hips against that big hard dick of his. Finally, with an ungodly series of shrieks, she went over the top, her hips jerking over and over and over as she came.

Tommy was terrified. What was going on? He was afraid she was pissed at him for getting hard. She was sure as hell mad -- yelling and screaming at him like that. He didn't really get it -- one little lie and she went crazy. She must be nuts. He just hoped he could get out of there in one piece.

But now, at last, she stopped spanking. Oh, thank God! Thank God! His ass hurt so much, he was sobbing a little, although at least part of that was fear.

Finally, she was quiet again. Now she was just stroking his ass. Maybe she was sorry she'd been so hard on him. It felt kind of good, getting stroked like that.

Suddenly he realized -- her lap was all wet. Oh shit!! Oh, no!! He must have cum without realizing it. Oh, God, she was gonna be so pissed off. Oh, shit!! Just when it was all over.

But lo and behold -- she wasn't pissed at all. "OK, Tommy. Now you know what happens to naughty boys when they lie to me." She stroked his ass some more. "How does it feel? Does it hurt? It should!"

"Oh, yes, Mrs. Grinson. It hurts a lot!! Really." He sniffled a little. Actually, the pain was dying away even more now with all that gentle stroking. He was kind of enjoying her hand on his bare ass. It was sore, but the way her fingers kind of ran up and down his asscrack really sent a tingle up his spine. Finally, she was rubbing just one spot and it was heaven! Oh, my God!! Did that feel great!! He just lay there quietly and carefully (so she wouldn't notice) pressed back against her fingers -- as much as he dared. Oh, wow!! He was going to have to try that himself next time he jacked off. He had no idea!

Mrs. Grinson smiled to herself, almost fondly, as she watched the stupid little studmuffin "secretly" pressing his hot teenage asshole back against her gently probing fingers. This one had real possibilities. And almost unbelievably stupid! She was almost happy.

She released his arm and swatted him across the ass to get him up. "OK, kid. You took your medicine pretty well, I have to admit."

Tommy actually felt a little pride at that admission from the tough old lady.

Slowly he stood up, more nervous now about how she would react to her wet lap than about the fact that his bare cock was hanging out in front of her. Slowly, as she nonchalantly pulled out a handkerchief and started wiping herself off, he started to breathe again. It was OK. She wasn't going to get mad at him again.

Then, at last, he realized his nakedness and quickly pulled up his briefs and jeans, awkwardly tucking his still rock-hard cock up at an angle into his briefs until he could get his pants closed.

She took him by the arm and walked him out to the front of the shop. "Well, Tommy, I have to admit you kept your end of the bargain."

Tommy couldn't believe his luck! Was she really going to give him the cigarettes after all?

"I guess I owe you a pack of Marlboro's. Now, mind you," she shook her finger at him, "they're bad for you, they stink, and you shouldn't get hooked on them at your age." She relented. "But a bargain's a bargain. Here you go."

She handed him a pack of Marlboro's.

He was thrilled. "Gee, thank, Mrs. Grinson. I really appreciate it. You're great!"

She smiled a trifle wanly.

"Here's the 3 bucks. Thanks a lot."

She waved him off. "Forget it. They're on me. Like I said, you put out for me -- I should do the same for you."

He couldn't believe it -- free! She actually gave him free cigarettes. And he always thought she was such an old grouch.

"Enjoy 'em Tommy-boy. And anytime you want more, come on back. Like I say, I don't approve of kids like you smoking -- and, believe me, I'll let you know it when you come asking! -- but in the end, if you do your part, you'll get your smokes."

She pulled out a bottle of soothing lotion. "While I'm at it, let me throw this in. Get somebody to spread it on your sore butt -- it'll help a lot." She grinned again. "No charge. Have fun."

"Gee, thanks, ma'am. You're really a good sport." He could think of no higher compliment. "Thanks a heap! I'll be back -- you can count on it!"

"Good," she thought. "You do that." She wondered idly who he would get to spread the lotion on that hot little ass of his, as she watched it flex its way out the door.