Scouting Rounds a Guy Out - Cover

Scouting Rounds a Guy Out

Copyright© 2021 by elevated_subways

Chapter 2: Molly Teaches a Lesson

Coming of Age Sex Story: Chapter 2: Molly Teaches a Lesson - Near a New Jersey camp in the summer of 1969, a young guy meets an older lady who is just as kinky and horny as he is.

Caution: This Coming of Age Sex Story contains strong sexual content, including mt/ft   mt/Fa   Consensual   Romantic   Heterosexual   Fiction   School   MaleDom   FemaleDom   Spanking   Masturbation   Oral Sex   Petting   Slow  

On the day after meeting horny but eccentric (and mature) local resident Molly Jacobson, young Hank D’Amato goes to see her again as he has been invited by her for a return visit. This is Alpine, NJ, in July 1969.

The next day after lunch I walked down the same street I had traversed before. I had a feeling of dissonance as if everything that had occurred the previous day was some kind of illusion or dream. I imagined that when I knocked on Molly’s door, she would open it and wonder who I was or, more likely, that she had changed her mind about me and her own behavior. Then she’d tell me, maybe politely, or maybe not, to go away.

When I knocked, she did appear, and she said, “Hank, do you mind coming around to the back?”

“Sure, no problem.” So far, so good. Now I was curious to see what she was planning for me on this day.

When she let me in that door, she said, “Don’t take this personally, it has nothing to do with you. But I have to be discrete, I have to be careful about the neighbors.” I got the implications of that. If we were caught somehow, she’d be in much bigger trouble than I would be in.

“I understand. Are these people around during the day?”

“Sometimes Mrs. O’Grady, over there the left side.” She pointed to that side of her house. “She’s retired, so sometimes I see her nearby.” Then she said, “Oh, I’m being such a bad hostess. Would you like a coffee or soda? I forgot, you don’t drink coffee yet. I’ll be right back.” She returned with two glasses, but she put them down on the dining room table.

She said, “There’s something else I should do too.” Then she put her arms around me as we stood there and she kissed me warmly. “So Hank, how are you today?” It occurred again to me what this woman meant to me. Was she becoming my lover? Could guys my age truly have a lover?

It was a lot for a kid like me to deal with. Briefly, I tried to imagine the reactions of the adults in my life if they found out. If I wasn’t already leaving the Scouts, I’d probably be thrown out. To get those thoughts out of my mind, I decided to make a joke about it. When she pulled back, I said, “I feel like I should be here selling you cookies. The Boy Scouts sell them too.”

“I’ll buy some from you.”

“Our fund drive ended a while ago; I don’t have any now. In fact, I only sold about half of what they allotted to me.”

“Who did you try to sell them to?”

“First, the people in my building – all six floors. But a lot of them have moved out and the newer ones don’t know me. And then I tried the building across the street, which was really a dud.”

“I can imagine; that old neighborhood spirit is going from New York now.” She knew something I was experiencing first-hand. “Well then, come on, sit down on the couch with me.”

We got our sodas and went over to the sofa. I noted what she was wearing today: a white short-sleeved blouse, a black skirt with white dots, and the same sandals I had seen the day before. Her skirt was shorter than the denim one she had worn previously. Her plump knees were bared as she sat there.

She noticed my appearance too. “There’s something about these Scouting uniforms that – well, the word cute would be not quite it. It’s like they were designed for younger kids but you’re not a kid any longer, you’re a young man.”

I think I was blushing again because I could feel my face getting warm. Molly put one of her hands on mine. “I can’t help but think, well...” I could see she was getting her nerve up again to say something provocative. “I mean, I think of your cock and balls inside your shorts, how you could be ready in a moment to penetrate a woman.”

That was pretty heavy stuff, and all I said was, “Oh, wow.”

She laughed at that. “I know, I’m pretty blunt, aren’t I?” It was getting a strong hint that I would be penetrating her eventually; she had almost confirmed it for me. “I mean you’d like to do that with a woman, I know that.” She obviously meant that I’d like to have sex with her.

Well, I would indeed like to have sex with her, but emotionally it was tough to imagine. That was a couple of decades before the Mary Kay Letourneau case. The idea of randy older women was not something I or anyone I knew was familiar with, or at least it wasn’t discussed openly. Even at my school, any sex talk among the guys was mostly about girls our own age. Celebrities like Barbara Eden or those models I saw in erotic magazines were on another plane of existence.

I decided to change the subject, “Actually, I’m going to be in high school next fall. I think it’s time to leave the Scouts. Besides, my troop is falling apart. All of the changes in The Bronx and so forth.”

“Well, you did get two years out of it.”

“I never did figure out how to tie knots properly. The Handbook shows you exactly how to it, but I never could follow the illustrations.”

She found that amusing, and we talked a bit about my experiences camping.

“We didn’t get to Ten Mile River this year; that is really a huge place. I’ve only been to Alpine once before.”

“I’ve lived next to the camp for more than fifteen years now.” I thought, rather unkindly perhaps, but it’s only been since yesterday that you went after the stiff young cocks available at this place. Or maybe she had, but she didn’t want to talk about it.

At some point, she held my lower arms and said, “I’m going to ask you another personal question if you don’t mind.”

She seemed to like such questions. “Okay, Molly go ahead.”

She didn’t have any wine with her today. I guess I was impressed with her boldness.

“I noticed when I spanked you yesterday, you got a big erection. I couldn’t help but see it. I know you didn’t like the stick on you, but could you tell me what you enjoyed about the rest of the experience?”

I was able to answer that better and more forthrightly than I had expected. “Well, I liked my crotch pressing down on yours. I liked that you could look at my ass. And I liked how your hands felt on me, the one holding me and the other one coming down on and slapping my behind.”

“Hey, that’s a pretty detailed explanation! You may not know this, but the buttocks are an erogenous zone. Do you know what that means?”

“Yes, I do.”

“Then, young man, I think you need to get over my knees and get a maintenance spanking. We’re you naughty last night; did you think about me?”

“Yes Molly, I did.” That was true; I had imagined, as best I could, being on top of her on a bed and banging her. I had some hints about how that might go based on the erotic magazines I had seen.

“And did you use the technique with your hands that I showed you? Did you use the lotion?”

“Right, I did, I did it standing up against a tree.” I knew the Handbook had a section on identifying tree species, but I wasn’t thinking about that at the time.

“Did you come hard? Did you enjoy yourself?”

“I certainly did.” I decided to pile it on a bit. “I fantasized about being on top of you and shooting my cum into you. You had taken your panties off.” I amazed myself by revealing my explicit thoughts to her. Scouts are supposed to respect women, right? But his one had initiated and indulged in mutual masturbation with me.

She was mock-seriousness with me. “Hank, I’m sort of flattered that you thought of me that way. Yet, you still need to be punished for your shameless masturbation.” What about you, lady? You seem to be contradicting yourself.

It was just a pretext anyway. I had just been doing what she had told me to do yesterday. But she had her fetish to indulge. She continued, “Stand up and come over here.”

It was odd, perhaps, but since she was an adult I felt she had the authority to demand that I do just about anything. As she did the day before, she undid my shorts and removed them; then my underpants were next. I did get an erection but Molly thought I could do better.

“You need some motivation, I see.” She lifted her blouse; then she undid her bra and let her big breasts fall free. That worked because I felt myself getting harder and the upward tilt of my cock became more pronounced.

“Molly, you have the most beautiful tits.”

“I’m glad you like them. But you’re been a very bad boy, so get over my lap and take your spanking.”

After I got over her knees, she began to touch and then rub my behind. “I can see the marks from yesterday, especially from the stick.” She ran a finger along one of the stripes. “I bet this one is a bit sore, isn’t it?”

I winced a bit. “Yes Molly, it sure is.”

“I’m sorry, but it had to be done.” But then she got into gently squeezing my ass cheeks. “There are few things as pleasing as a young man’s tight backside. It’s too bad I have to punish it so hard. Well, get yourself ready; get your rear up nice and high so I have a good target.”

As before, her left hand pushed down on my back while she whacked me with her right one. She was very methodical, swinging her arm not too frequently but using quite a bit of force on the downstrokes. I grunted and squirmed each time she slapped my bare buttocks.

“Come on Hank, as I said yesterday, take your discipline like a man.”

“You’re a hard spanker, Molly.” I thought but didn’t say, and you’re rather eccentric too, but maybe that’s fine with me.

“I know, that’s the only way it can be effective. And frankly, I like the impact I’m having on you. The sound of it alone excites me.”

I was getting a good lesson about this lady’s predilictions. After some more discipline, she stopped and rubbed me again, “You feel so hot down there. I mean, you’re all red. I know you like this, I mean me touching and rubbing you like this.”

I told her the truth, “It feels wonderful.”

“I believe you, I can hear it in your voice.” She laughed at something, “I like these garter things they give you to hold up your knee socks.” She reached down to flip one of them up. “Kind of strange to have a male wear them. Okay, you may get up and comfort yourself.”

When I stood up, I instantly grabbed myself and rubbed my behind. Molly said, “It’s really quite hot back there, as I said, isn’t it?”

“Oh man, it sure is.” I had a fantasy of putting her over my own lap; I wondered if she would eventually submit to me. However, I wasn’t going to ask that until she made some more hints about it. It seemed that she was kinky enough that she would eventually bring up the issue herself.

But merely thinking about spanking her made my cock bounce. She noticed it – the tip of my shaft was only a couple of feet from her face. As she sat there, she said, “Hank, come closer, we’re going to do something new today.”

I trusted her and I moved forward. She put her hands on the unmarked sides of my hips. Then she said, “Do you know what we’re going to be doing now?”

“No, Molly, I don’t.” Actually, I was almost sure I knew what it would be, but I wanted to hear her describe it.

I had seen her in that mood before; she was both nervous and excited at the same time. “It should be pretty obvious I think; it’s oral sex. Do you know about blowjobs?”

“I think so, it sounds familiar.”

She looked at me like she didn’t believe my denial, but she didn’t contradict me. Instead, she asked, “And where have you heard about them?” Of course, I had seen them in the magazines, but I had yet to tell her about those.

I must have been nervous myself because I launched into a lengthy story. “I remember walking with my family in Times Square, and there was a campaign button for sale with Richard Nixon on it. It said, ‘Nobody can lick our Dick.’ And I thought, ‘wow, you can really do that?’”

She laughed at that, “Oh, yes, you can really do that. But there is more to it than licking. I’ll show you if you wish.”

Yes, I certainly was wishing for that. “God, Molly, yes, please show me.”

She found that quite amusing. “Hank, I think you’re joshing with me. I think you know more than you let on.” That was actually true.

Molly was sitting right in front of me as I stood there. She gripped my cock with her right hand and pulled it back until it was taut. Then she went to work on me, gently licking and kissing the tip. She stopped for a moment and said, “The part at the end is called the glans. Did you know that?”

I was a bit distracted by that point. “Okay, whatever you just said.”

“Mrs. Jacobson has done this before. You’re going to have an orgasm from this, obviously. Thrusting into my mouth is going to make you ejaculate.”

That seemed to fit with her usual blunt way of describing sex. “I figured that was going to happen.”

She said, “You didn’t just figure it, Hank. I believe you already knew it!”

In any case, she definitely knew how to properly blow a guy. First, she licked and kissed me along the length of my shaft, going up and down it several times. Then she began sucking on the outer half, going back to the kissing and licking periodically. I was moaning quite loudly as I stood in front of her.

She stopped again, “You see, it takes some subtlety, not just jamming it into my mouth.”

“Molly, it feels great.” It had an entirely different feel from manual stimulation, which was all I had ever known before.

“If you wish, you can put a hand down and help out, I mean rub yourself too.”

Without thinking too much about it, I was soon caressing her hair with my left hand as she sat in front of me. My right hand was busy stroking my own cock as the outer half went in and out of her mouth. I began to rock my hips back and forth to make more contact with her lips and tongue. The pressure inside my body was building towards the climax. At my age, the first orgasm of the day never took very long.

For a moment I wondered what I was supposed to happen when I did come. The obvious thing was to shoot it into her mouth, as I had seen in those magazines. Would she then swallow it? I supposed that was for her to decide.

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