Jake Chapter 2

By Willy D

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This story is intended for adults only. It contains depictions of forced nudity, spanking, and sexual activity of preteen and young teen children for the purpose of punishment. None of the behaviors in this story should be attempted in real life. If you are not of legal age in your community to read or view such material, please leave now.

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I finished gathering my clothes and slowly got dressed. Just after I finished getting dressed again, my stepmom shouted for me to join her downstairs. I was surprised, since I figured she'd leave me up here until dinner time to "think about what I did", and it was only 2:30.

I went down stairs to find my stepmom wearing her bathing suit. It wasn't the one piece suit she wore the day before, but a bikini, and she did look very good in it. At this point, I should probably describe my stepmom. She married my dad when she was only 18, so she was only 28 now, and she was in really good shape - Average height, very thin with smallish boobs, short brown hair, and brown eyes. I noticed that her tan extended to her stomach, so I figured that she wore this bikini (or at least some bikini) often.

I asked her what was up, and she said, "I have a surprise for you. Come outside." With that she turned and went out the back door. As she turned my jaw dropped open. My stepmom was wearing a THONG bikini! Her bum was completely exposed. I followed her out the door not knowing what else to do or what to say. I couldn't take my eyes off of her bum as she walked - The way her round but firm cheeks flexed and un-flexed with each step, the way her hips swayed as she walked - I was mesmerized. I had never seen a naked bum in real life. For the moment, it didn't even matter that it was my own stepmother's. It was the most beautiful thing I could imagine. I noticed that her bum was also nicely tanned.

She glanced back over her shoulder to make sure I was following, and caught me staring slack-jawed right at her bum. She smiled slightly (I think she may have actually blushed a bit), then turned back and continued. I noticed that two of the chaises had towels on them, and there was a beach bag on the ground between them. She turned and sat down on one of them and started speaking.

“I don’t know if you’ve noticed the fences back here. They’re called privacy fences. They’re quite tall and block the pool area from the view of the neighboring houses. Well, I had these fences installed so that I could sunbathe and swim topless.” With that, she reached behind her back and untied her bikini top. She then pulled the top off and put it down next to her. She was topless!! She was less than 3 feet away from me, and her boobs were completely exposed! I couldn’t pull my eyes away. I took in every detail. Before this, the only boobs I’d seen were in some dirty magazines that I had found in my dad’s room. All of those had been really big. These were tiny in comparison - pointy little mounds. They were almost cone shaped, they were so pointy. I noticed that she didn’t have tan lines – her boobs were as tanned as the rest of her. At the point of each was a little pink circle about the size of a quarter. And each circle had a little pink nipple sticking out of the center like a little pink pencil eraser.

My staring made my stepmom blush again, and she smiled as she continued. “It’s not something that I’ve done since I was much younger. Not since we moved to the US, in fact. But since moving to this new house, I’ve really enjoyed the freedom of swimming and lounging around topless. I must admit that when I found out that you were going to be staying with me, I figured that I’d have to put a stop to that. For one thing, I didn’t want to offend you or make you uncomfortable, but the bigger reason was that I was afraid I’d be far too embarrassed. Nobody has seen me topless in quite a long time. Even when your Aunt Jackie comes over to swim, I wear my more conservative one-piece suit. That’s why I asked you earlier if you were embarrassed by me seeing you nude. Your mature response made me realize that maybe I shouldn’t be so ashamed of my own body. If you don’t have a problem with people seeing your little dingaling, maybe I shouldn’t be so modest about my little boobies.”

I began to realize with horror where this conversation was going.

“And so I decided that you can continue your naturist lifestyle here. This is your home now too, Jake, and I want you to feel at home. I want you to feel free to do what you want to do, and know that you won’t be offending me.”

My mind was on complete overload. I still hadn’t completely processed seeing my very first real bum and my very first real set of boobies. And now it was starting to sink in that my stepmom was giving me permission to be naked in front of her. Why did I have to say that it didn’t bother me? I realized (far too late) that what I should have said was that it did embarrass me. I could have said that I was OK being a naturist around my dad because he’s a guy. I could have said that it was embarrassing having a girl see me. She probably would have accepted that as a valid answer, and that would have been the end of the entire incident. But no, like an idiot, I had said that it didn’t bother or embarrass me at all being naked in front of her. And she had believed me. I couldn’t change my story now. I was stuck with it.

“Well,” she said. “What are you waiting for?”

“What? You mean now?” She couldn’t mean that she wanted me to get undressed now, could she?

“Of course now, silly. Dinner isn’t for a few hours. And I know that you don’t have anything else to do – no TV and no video games, remember?”

She sat there looking at me with an expectant look on her face. I was trapped. My stepmom was just going to sit there waiting until I took my clothes off. I didn’t know what else I could do, so I slowly started taking my shirt off. My mind was racing, trying to think of some way out of this. The best thing I could think of was faking a heart attack (and I seriously considered doing exactly that). When my shirt was off, my stepmom took it from my hands, and tossed it on the chaise next to her bikini top. I felt like I was in a bad dream as I fumbled with the button and then the zipper of my shorts, finally letting them drop to the ground and stepping out of them. I was down to just my tighty whitey underpants, and from the smiling look of encouragement on my stepmom’s face, I couldn’t stop now. My only option was to get it over with quickly. I could pull them down and off, and then run and jump into the relative cover of the swimming pool. I tried to shut my mind off from what I was doing. I tried to forget that my stepmom was sitting less than 3 feet in front of me looking right at me. I hooked my thumbs into the elastic waistband of my underpants, and quickly slid them down my legs. Every urge and instinct in my body was telling me to use my hands to cover up my tiny penis. But I knew I couldn’t do that. I had made it perfectly clear to my stepmother that I was not at all ashamed and that I felt that it was the most natural thing in the world to be naked in front of someone else. I avoided looking in my stepmom’s direction as I stood, stepped out of my underpants, and quickly turned and started for the pool, completely naked.

“Jake,” my stepmom shouted, and I froze. “Aren’t you forgetting something?”

It was humiliating standing there knowing that my bum was completely exposed, but turning around would have been far worse. I looked over my shoulder, careful to use my body to shield my naked privates from my stepmom’s view, and I saw her reach into her beach bag and pull out a bottle of sunscreen. My heart sank. I tried to talk my way out of it. “Come on, mom.” I said trying my best to keep the fear and shame that I was feeling out of my voice. “It’s not even that sunny out.”

“It’s sunny enough to get burned. Get that little butt over here, mister.” Her choice of words made it sink even further in that she was looking at my naked butt.

I knew that I had to walk back to my stepmom, but I physically could not bring myself to turn around. I carefully backed up until I was right in front of her. She was still sitting down so her face was now less than a foot away from my naked bum. She squeezed some lotion onto her hands and started massaging it into my shoulders. My body gave an involuntary shiver when she touched me.

“Sorry. I guess it’s a little cold”.

It wasn’t the temperature of the lotion that made me shiver, it was the knowledge that someone was touching my bare skin while I stood completely naked and exposed in front of her. “That’s OK,” I said.

She worked her way down each arm, and then squeezed out more lotion for my back. Again I shivered. Her hands moved lower and lower on my back. I expected her to stop, but before I knew it her hands were gently massaging my nude bum. She chuckled as she said, “Well, it’s obvious that you were telling the truth about spending a lot of time au naturel lately. Your cute little derrière has quite a nice tan.” It was mortifying hearing my stepmother make comments like that. It’s a good thing I was facing away from her, because I’m sure my face was bright red from blushing.

After the humiliating experience of having my stepmother thoroughly (far too thoroughly) apply lotion to my bum, she worked her way down each leg. I was praying that she would let me put sunscreen on my front, but didn’t think that she would. I shut my eyes and prepared myself for her to tell me to turn around.

I was not prepared for what she actually did, which was to grab me at my waist and spin me around. I almost lost my balance and by the time I found my footing, I opened my eyes to find that I was now facing my stepmother. My eyes were immediately drawn back to her pointy little boobs. I was even closer to them now, and could see that each of the little pink circles was surrounded by a ring of tiny bumps – like goose bumps, and that her nipples were pointing slightly up. It occurred to me that I was grateful for the distraction from my embarrassing situation – being able to look at those naked boobies certainly gave me something to focus on besides my humiliating predicament. But as I let my gaze drift up from my stepmom’s boobs to her face, I saw that she was looking right at my exposed penis. It was less than a foot in front of her face. She had a perfect and unobstructed view. Until now, I could at least hope that she hadn’t gotten a good look at me. She had only caught brief glimpses as I had climbed from the pool, and later pulled down my underpants. I could delude myself into thinking that maybe she didn’t have time to focus. But now here she was taking in every detail with a smirk on her face. She could see that I had no pubic hair at all – not even peach fuzz. She could see how small and tight my balls were. And she could see my skinny little 1 1/2 inch penis in humiliating detail. She could see that it leaned very slightly to the left. She could see how the circumcised head was a different color than the shaft – like a tiny pink army helmet on the world’s littlest soldier. There could no longer be any doubt – my stepmom now knew exactly how underdeveloped her little boy was. After staring right at my hairless little penis for about 15-20 seconds (though it felt like an eternity), she finally spoke.

“It certainly looks like your Aunt Jackie was wrong about you being a nasty pervert.” She looked up at my face, gave me smile, and then looked right back at my penis again.

I knew exactly what she was talking about right away. She was referring to the fact that I didn’t have a boner. The truth of course was that the only reason I didn’t have a boner was that I had just jerked off in my room about 10 minutes before this. If I hadn’t done that, I have no doubt in my mind that my penis would have sprung to attention the second I saw my stepmom turn around in her thong, and it would have stayed hard all this time (that was of course if it didn’t explode cum all over the place before now – either from seeing my stepmom’s boobs or from her massaging my bum). I don’t know what she would have said or thought if I did have a boner, but thankfully I didn’t. She was staring right at a very soft (as well as very small and very bald) penis.

Still, I tried to act like I didn’t know what she was talking about. “What do you mean, mom?” I asked innocently.

She actually looked embarrassed. “Oh. Nothing honey. I just mean that you look like a very good little boy.”

She grabbed up the sunscreen bottle again, and squeezed more into her hands. She put some on my face. Then massaged her way down my chest to my stomach and stopped right above my penis, before reaching for the bottle again.

“I can finish up,” I said.

She squeezed a bit more into her hand, then put the bottle down as she rubbed her hands together, and said, “Now honey, we went over this yesterday. I’m afraid you’ll miss a spot if you do it yourself. And I don’t want you to get burned. I especially wouldn’t want you to get a sunburn on this cute little dinky of yours.” She let out a small chuckle as she said that last bit. And with that, she reached out and gently massaged my entire groin area. Her hands were slippery with the lotion, and she was very thorough, massaging my tight little balls, and taking special care to wrap her slick fingers around the base of my skinny penis and pull – tugging and stretching it as her fingers slid right up to the circumcised tip. She did that a couple times with each hand. No one had ever touched me like that, and it felt incredible. Once again, I was grateful that I had just jerked off – If I hadn’t, I’m sure I would have squirted cum all over my stepmom right then and there. Even so, I felt some stirrings in my penis, and I knew that if she continued, I’d get a boner in a matter of seconds. But thankfully she stopped, gave my privates one last look of approval, and then turned to lie down on the chaise.

“Do me a favor, honey, and get my back for me please.”

I just wanted to jump in the water at this point, but I had to do what my stepmom asked. At least she wasn’t looking at me. I picked up the bottle of sunscreen, and started to rub it into her back. While doing this, of course, my eyes drifted down to her bum. For having such a skinny frame, she certainly did not have a flat bum. I guess you’d call it a “bubble butt” – two perfectly round cheeks. The string of her thong was lost between them. I finished her back, and she said, “Would you mind getting my derrière, too? I wouldn’t want a burn.”

I squeezed out some more lotion, and got to it. I couldn’t believe the situation I was in. Here I was standing naked outside, and massaging the most perfect nude buns I could imagine. For the moment, it didn’t even matter that it was my own stepmother. I was just enjoying the sensation of touching those firm round cheeks. I probably spent too much time rubbing, and only stopped because I noticed my penis springing to attention. I prayed that my stepmom wouldn’t roll over and see it. I quickly applied lotion down the backs of her legs, and then said “All done.”

“Thanks, honey. I can get the front.” And she started to roll over.

I couldn’t let my stepmom see me with a boner (especially a boner that I got from rubbing her bum). So I quickly turned away, saying “No problem.” I ran to the pool before she could stop me again and jumped in.

I was very relieved to finally have some sort of cover. I just wanted to stay in the pool forever (or at least until my boner calmed down). I swam to the ladder so I could grab hold of it and catch my breath. My heart was beating a mile a minute, and I was afraid I might have a heart attack if I exerted myself too much. So I grabbed hold of the ladder and just floated while I tried to collect my thoughts. I couldn’t believe what had just happened. Now that I had a minute to think about it, the enormity of what had just happened was starting to sink in. My stepmom had touched my penis! Just thinking this made me very aware of how hard I still was. I looked up to my stepmom to see her sitting up the chaise. She was rubbing lotion into her legs. The way she was bent over, her boobies were pointing straight down. They were even pointier now, the way they were almost hanging down. And they were jiggling and swaying a little as she applied the lotion to her legs. I couldn’t pull my eyes away. As I floated there I drifted a bit to the side, and felt a current on my hip. It was the same warm water jet from earlier. I knew what I was doing was wrong, but at that point, after everything that had just happened, I couldn’t help it – I floated over a few more inches to position my penis right in front of the water jet. I let the warm current caress my boner as I stared at my stepmom’s pointy little boobies jiggling as she rubbed her legs. As she finished her legs and sat up to start on her stomach, I knew I couldn’t last long. The feeling of the water plus seeing my stepmom almost naked, combined with the memory of those slippery hands massaging my soft little penis was driving me crazy. My stepmom’s hands moved up and up her body, and soon she was rubbing lotion into her little boobs. I couldn’t stand it anymore. I felt myself start to lose control. Just then, my stepmom looked up and (still rubbing her boobs) looked right at me and gave me a shy little smile. My eyes rolled back a little, and I bit back the urge to grunt as I exploded into the water. I tried to cover up the involuntary bucking of my hips by pushing back from the ladder, and splashing with my arms. I prayed she didn’t notice.

“How’s the water?” she asked.

“It’s great. Really warm, but refreshing.”

She smiled and then put on her sunglasses and laid back to get some sun. I stayed there treading water, realizing with mounting shame what had just happened. I had cum from looking at my stepmom’s boobs and from thinking about her touching my penis. And she had been looking right at me when I came. The fact that I was underwater, and she couldn’t actually see it wasn’t helping. She was being very understanding and supportive of what she thought was a healthy and natural lifestyle choice, and I had gotten off on it. I had never felt like such a pervert in my life.

(The End)