Jakes Dilemma

by Small Penis


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This story contains adult sexual content and should not be read by those under 18, or considered minors in their country or locale. If you are under 18: CLICK HERE

This fictional story is the artistic expression of the author who wrote it. The Small Dick Club strongly believes in freedom of speech, and the right of artists to be heard, especially if what they say pushes the boundaries of what is acceptable in society. If you think you won’t like the content of this story, then don’t read it. It’s that simple. The Small Dick Club wishes to advise readers that any similarities in these stories to actual or real people or events is purely coincidental and unintended. That any story marked as a ‘true story’ shouldn’t be taken literally, as we have no way to verify if stories submitted to us are true. The Small Dick Club takes no responsibility for the imaginations and literary creations of authors who post their stories here.
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By Willy D (edited version)

My name is Jake, and I’m eighteen years old. My dad’s job transferred him back to Europe. My parents are originally from France, and in fact, I was born there. We’ve been living in the US for over ten-years now. Anyway, Dad was moving to Paris, and I was going to stay with my stepmom as I didn’t want to go to there, and I’m old enough to decide those things for myself now. Besides, I’m an American now and I plan to go to University here.

My stepmom is a high school teacher, so she’d be home with me all summer. Dad had divorced her about five-years ago, but I still felt close to her as she practically raised me from when I was three-years old. My real mother I have never known. So it’s not weird for me to go and stay with her.

I had never been to my stepmother’s new house before. She had recently moved to a new house in a new town so she could live closer to her sister Jackie (who had just gone through a very messy divorce). When we got to her house, she gave me a quick tour – my room (smaller than my old room), bathroom, kitchen, living room, etc. and finally the back yard. She opened the back door, and led me out onto a patio. There was a beautiful bright blue swimming pool with a diving board and a slide. It looked very inviting, and my stepmother noticed my expression visibly brighten up. She suggested we put on our swim suits and go for a swim.

I was hot and sweaty after the long drive, and that pool really did look great, so a dip sounded like a great idea to me. We both got changed and headed outside. Before I could jump in the pool, my stepmom stopped me to apply sunscreen. It made me feel like a little kid as she rubbed it into my back, arms, legs, chest, and even face. I tried telling her that I could do it myself (except for my back), but she said that I might miss a spot, and that she didn’t want me getting a sunburn my first day, so I stood there patiently until she was finished. We had a great time swimming, diving, sliding, and splashing around. The water was a lot warmer than the pond that I was used to.

I got to thinking about how nice it would be to skinny dip in this pool. I looked around and noticed that with the tall fences around the yard, I couldn’t see any of the neighbours windows – which meant that none of the neighbours could see us in the pool. If only my stepmom worked during the day. Maybe I could sneak into the pool when my stepmom went shopping or to visit her sister. Just thinking about it made my little penis stand up. And I had to be sure to stay in the pool waiting for it to calm down so my stepmom wouldn’t notice.

The next day I got my chance. My stepmom was going to the mall to meet up with her sister. She’d be gone for at a few hours. “Now make yourself at home, Jake. Whatever you want to do is fine. The only thing I ask is if you’re going out just call me and let me know, OK.” she said before she left.

I agreed, I was already getting turned on by the idea of being naked in that pool. As soon as she left, I grabbed a towel, and ran out the back door. I tossed the towel onto a chaise, and my shirt followed. I pulled off my shorts and underpants together, and my penis sprang up to a 45 degree angle. I ran to the pool with my little boner bouncing up and down and jumped in the water.

It felt as amazing as I knew it would, with the warm water of the pool flowing all over me. I was feeling so horny I couldn’t wait to get out of the pool and jerk off (I figured I’d do it right in one of the chaises), but I wanted this to last for a while, so I just swam around. I knew that I’d be doing this every chance I could get. I wanted to try the slide naked, so I swam over to the ladder in the deep end of the pool and started to climb out. That’s when I felt a warm flow of water on my leg. It was one of the warm jets from the pool heater. I positioned myself so that the jet was blowing right in my privates.

It felt incredible.

I just stayed there holding onto the ladder with the jet current massaging my hard little penis. I stayed there for at least five minutes lost in my own perverted fantasies. I was thinking about some of the girls from my old school, and imagined that I was skinny dipping with them – that they were as naked as I was, and I could see all of their private parts. And I imagined that they couldn’t stop looking at how sexy I was with my big ten-inch penis. That they were staring right at it, and talking to each other and to me about how big it was, and how they wanted to touch it, and kiss it, and…

“JACOB MICHAEL PETIT! What Are You Doing?”

I was on the verge of orgasm, but was instantly brought back to reality. I opened my eyes to see my stepmom standing beside the pool glaring down at me.

“Mom! I-I thought you were going out with Aunt Jackie…” I sputtered. I didn’t know what else to say. I knew that I was busted big time.

Here I was swimming naked in her pool, getting off on the water jet. My stepmom was going to think that I was a pervert.

“Your Aunt Jackie called me on my cell phone and cancelled. She’s feeling sick today. I see it didn’t take you long to get back into the pool.”

“I-I’m sorry. I was just…” I had no idea how to finish that sentence, which was fine because she didn’t let me finish it anyway.

“Why are you sorry? My home is your home. I told you that. I stopped and brought some pastries for us on the way back, for a treat. So come out and we’ll have coffee and pastries,” her smile was infectious.

I hesitated, looking around to see that my towel and clothes were still on the chaise. But my stepmother was between me and my clothes. I couldn’t get out of the pool like this. I couldn’t let my stepmother see me naked. I could feel my face blushing just thinking about it.

“What are you waiting for?” she said, looking at me strangely.

“Can you hand me my towel please? I’m not wearing anything.”

The look on her face went from pleasant, to confused. “You’re what?”

She hadn’t realised that I was naked, or that I was getting off on the water jet blowing on my privates. She just thought that I was swimming. It was clear that she was trying to process this new information. She gritted her teeth. “Get out of that pool. Right Now!”

I knew I was trapped. I had to get out the pool. I couldn’t even swim to the shallow end and climb out using the stairs (at least if I could do that, I could cover up with my hands). But my stepmother’s tone left no room for debate; I would have to use the ladder. I would have to climb up using my hands. In the back of my mind, I had the fleeting thought that at least my stepmom wouldn’t see me with a boner. I had lost that as soon as she had called my name, and my privates were now shrivelled up with fear and shame.

I gripped the sides of the ladder and pulled myself out of the pool – naked and in full view of my stepmother. She watched as I climbed the ladder and stepped up onto the patio. Before I had a chance to cover myself with my hands, she turned around, grabbed the towel off of the chaise, then turned back and tossed it to me. “Dry off, get dressed, and then go to your room. I’ll deal with you later.”

Then she turned and went back into the house. I was grateful for the towel, and that she didn’t make me stand there naked and dripping while she yelled at me, but I knew that she had seen me. In the 3-5 seconds after I pulled myself out of the water, and before she turned to grab the towel, she had a clear view of my naked body. I was sure that she saw my bald little penis. Maybe that was why she took pity on me and gave me a towel to cover up.

I dried quickly, put my clothes back on, and went back into the house. As I walked past my stepmoms room, I could hear her on the phone. I didn’t know who she was talking to, but I knew who she was talking about – “…he was swimming au-natural.” she was saying, “I don’t know what to do…”

I didn’t want to get caught eavesdropping, so I hurried to my room, shut the door, and tried to think of some explanation that I could give my stepmom as to why I was swimming naked.

Then I had an idea. Maybe I could tell her that I was a nudist. That I just liked to be in touch with nature. She was from France where they had nude beaches all over the place, maybe she’d buy it. I could even tell her that my dad let me swim naked all the time, and that it wasn’t a big deal (they hardly ever spoke to each other, and I knew she wouldn’t call him just to check on my story). Maybe not the best cover story, but it might get me out of trouble.

It was clear that she was mad that I had been swimming naked in her pool.

Just then, my stepmom walked into my room and sat down next to me on the bed.

“First of all, I want to tell you that I didn’t mean to yell at you. It’s just that you caught me by surprise out there.”

“I’m sorry mom,” I said.

“I don’t mind you swimming, but in the nude? What got into you?”

I tried to gather my story straight in my head. “Mom, I promise I won’t do it again. I went skinny dipping when you weren’t here because I was afraid you’d be offended. You see, lately, I’ve become kind of a naturist. It just feels free and natural to swim nude. I did it all the time when I lived with Dad, and it was no big deal, and I just thought I could keep doing it here. But I didn’t want to offend you.”

“And that’s really why you were nude out there?” She was scanning my face and eyes, trying to tell If I was lying or not.

“Yes, Mom. I swear. I wasn’t trying to be bad.”

She nodded and smiled. “I must admit that finding you like that gave me quite a shock. I wasn’t sure what to think. But I talked it over with your Aunt Jackie…,” (Oh no. Aunt Jackie knew that my stepmom had caught me swimming naked) “… and she actually suggested that it might be something as innocent as what you just said.”

“Really?”

“Well, she said it was either that or that you were some kind of pervert, but I know that you’re a good boy, and she did remind me of a few things. Like when we were little kids growing up in France, we would swim nude all the time. And even after we grew up, we would sometimes frequent the nude beaches. It was never sexual or perverted. It was free, and natural, and acceptable. You probably don’t remember this, but we even took you to the nudist beaches more than once when we still lived in France. You couldn’t have been more than six-years old, but you loved running around naked with your little pee pee jiggling around.”

Hearing my stepmom talk about my “little pee pee” made me blush – which I’m sure she noticed.

“Anyway, all I mean to say is that I shouldn’t be surprised that you found your way back to a naturist lifestyle. Or that your father would approve – that man loved being naked.”

I couldn’t believe it. She was buying my story. She actually thought that I was a naturist, and not a pervert. I just had to stick to my story, and everything would be fine.

“But let me ask you this,” she continued. “Were you embarrassed that I saw you naked?”

This question caught me off guard. I tried to think quickly of how a real nudist would answer that. “No, I wasn’t embarrassed.”

She looked me right in the eyes and smiled as she said, “It didn’t bother you that I saw your little ding-a-ling?”

Internally, I was mortified. My stepmom had just confirmed that she had in fact seen me naked, and she knew exactly how small I was. I tried to keep a straight face as I committed to my answer. “I wasn’t embarrassed. Dad says that being nude is a completely natural thing and not something to be ashamed of. Isn’t that true?” I asked, trying to sound innocent.

I even managed what I hoped was an innocent looking smile as I looked her right in the eyes and said this.

“Yes, honey, that’s true. And that’s a very mature and healthy attitude to have. Thank you for being honest with me. I feel a lot better about it now. I’ll come and get you when dinner is ready.” With that, she gave me a hug, said that she loved me, and left, closing the door.

Whew.

*****

I collapsed back on my bed with my heart was pounding in my chest. I did it. I had gotten away with it. She actually believed my story about being a naturist.

I had taken a stupid risk just to satisfy my perversions, and I got caught. I knew at that point that my days of skinny dipping were over – There was no way I would ever risk getting caught like that again. Having to climb out of that pool naked was the single most humiliating moment of my life. It was really a shame though, because before I was interrupted, I was having a great time. The pool was a lot warmer than the pond back home I used to skinny dip in, and that warm water jet had almost made me cum right there in the pool (I’m sure it would have if I had just had a couple more minutes).

Thinking about it now, I actually felt my penis start to stir. Well, if I couldn’t skinny dip anymore, at least I could still jerk off to my memories and fantasies of it. I took off all of my clothes and lay back in my bed. My little penis was already hard. I grabbed it and started stroking my forefinger and thumb up and down my hard little shaft. I thought about how warm the water felt between my legs, and how much I would have loved to go down that slide and splash into the pool naked. It didn’t take long before streams of cum were shooting from my tiny little boner.

I had gobs of it all over my chest, my stomach, and even my face when I had finally finished. I lay back for a few minutes thinking about how much I was going to miss this, then sat up and started cleaning myself off with the box of tissues next to my bed. When I had gotten most of it cleaned up, I stood up to gather my clothes. I caught sight of myself in the full length mirror on my door, and as I looked at my body, I wondered for at least the millionth time when, and if, I’d ever start to develop. My stepmom had asked me if I was embarrassed that she had seen my “little ding-a-ling”. I had lied of course. Looking at my “little ding-a-ling” in the mirror right now, how could I not be embarrassed?

It’s only about an inch long when it’s soft, and it’s very skinny. If my boner has the same size and girth as my forefinger, my penis now was maybe my forefinger minus the bottom segment (from the middle knuckle to the tip). And even though it was soft right now, it’s so small that it doesn’t really hang down – it pretty much sticks almost straight out. My balls are small too, and I always wondered if maybe there was something wrong with me.

At eighteen years of age, I had gone through puberty, and the signs were there on the rest of my body. Hair under my arms, a deeper voice, and a need to shave once a week now. Why did puberty ignore my genitalia? My penis never growing through puberty is something I could maybe understand as I had read stuff about, but you think I’d at least have pubic hair. Alas no, my genitals looked like a small boys, and given now the rest of my body was man-sized, it only made me look even smaller.

Looking in the mirror made me realize all over again exactly what my stepmom had seen. She’d seen exactly how underdeveloped I was. She saw my tiny little hairless penis. How could I look her in the face knowing that she knew my secret? I’d never felt so humiliated in my life.

*****

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 alone until dinner time after what happened today, and it was now only two-thirty PM.

I went downstairs 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 twenty-two year old, so she was now thirty-two years old, and in really good shape. Average height, slim build with small boobs, short brown hair, and brown eyes. I noticed that her tan extended to her stomach, so I figured that she wore a bikini often.

I asked her what was up.

“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 firm cheeks flexed with each step, the way her hips swayed as she walked – I was mesmerised. I had never seen a females 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 neighbouring 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 three-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 on the internet. 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 centre like a little pink pencil eraser.

My staring made my stepmom blush again, and she smiled as she continued. “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 it. For one thing, I didn’t want to offend you or make you uncomfortable, but the biggest 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 ding-a-ling, 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 realised (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.”

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 stepmother’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 three-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 were 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 stepmoms 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 stepmoms 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 your 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 have told the truth about spending a lot of time nude 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 stepmoms 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 an 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 one inch soft 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 colour 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 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 ten 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 stepmoms 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.”

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 your dinky.”

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 of 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 favour, 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 stepmoms 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, realising with mounting shame what had just happened. I had cum from looking at my stepmoms 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.

*****

I continued treading water, thinking about the mess of a predicament I was in. It was the very beginning of summer. My stepmom would expect me to want to swim every day. And that meant she would want to put sunscreen on me every day. There was no way I could survive that humiliation. I had to think of some way to get out of this.

“CANNONBALL!”

My thoughts were interrupted, first by the shout, then by the splash right in my face as my stepmom jumped in the pool. I sputtered and spit out water as she surfaced, laughing. “Sorry, honey. You were staring off into space there, and I couldn’t resist the chance.”

I started laughing too, as I splashed back at her. We splashed each other for a couple of minutes, laughing the whole time. I was very happy for the distraction. And because I had just had an orgasm minutes before (two actually), I wasn’t turned on at all. I was naked and splashing around with my topless stepmom, and I wasn’t having any sexual thoughts at all. We were just having fun. After a couple of minutes, I found that I wasn’t even that self-conscious about her seeing me naked.

She was my mom after all (sort of). She had seen me naked before, and she didn’t think anything of it. This was perfectly natural for her. Eventually, I worked up the courage to try the slide. I got out of the pool, and immediately regretted my decision. I was self-conscious all over again, but I couldn’t cover up. As I ran over to the slide with my soft little penis bouncing around, I heard my stepmom chuckle. I turned to see her watching me with a huge smile on her face, and struggling not to laugh.

“Oh honey. I’m sorry. I don’t mean to laugh. It’s just that seeing you run around like that – You look exactly as you did when you were six-years old – smiling and laughing and running around with your little pee pee bouncing around. You just look like you’re having a really fun time, and that makes me very happy.”

I tried very hard to keep the smile on my face. But I really felt like crying. At that moment, I was certain that she was laughing at how I looked, and that her words were referring to my physical appearance. She was saying that my bald little penis looked exactly the same as it did when I was six-years old. And with shame I realised that this was probably true. My skinny little penis and my tight little balls probably looked exactly the same way that my stepmom remembered them from when I was four-years old. I was certainly just as hairless as I was when I was a baby.

Fighting back tears of shame, I kept the smile on my face. “That’s OK, mom,” I managed to say without my voice cracking too much. “I’m glad that you’re happy.”

I turned and continued walking to the slide, knowing that my stepmom was watching me every step of the way. I climbed the ladder to the top, and slid into the water below to the laughing cheers of my stepmom. We swam and splashed around for another fifteen-minutes or so, then my stepmom said she wanted to get some sun. Even though I knew it was wrong, I couldn’t help watching her dripping wet bum as she climbed out of the pool and walked to the chaise. She put her sunglasses back on and laid back down.

I continued swimming for about an hour, trying to think of some way to get out of this, and trying not to stare too much at my stepmom, laying topless less than ten feet from the pool (her boobs looked a lot smaller when she was on her back – tiny bumps with nipples sticking straight up from their centres). Despite the warm water, I was starting to get cold, and my fingers were turning into prunes. I knew I couldn’t stay in the pool forever, but my towel and clothes were next to my stepmom, and I was too embarrassed to walk over to her.

I was hoping she’d get up and go back into the house so I could get to my clothes. But when she finally did stand up, she said “Come on out, Jake. Your lips are turning blue, and we should get cleaned up for dinner.”

I knew that she wasn’t going to go in the house and leave me. So I tried to forget that I was naked, and just act natural. As I climbed out of the pool, my stepmom turned to grab my towel from the chaise. When she turned back around to hand it to me, her eyes looked down to my privates. “Oh my!” she said and immediately started to giggle again.

I looked down at my groin and saw that wrinkled fingers and blue lips were not the only effect that the water had on me. With horror, I saw that my penis had shrunk to a tiny nub, less than half an inch long, and my balls were practically gone, shrivelled and drawn up almost completely into my body. I looked back up to my stepmom to see her staring right at my groin and giggling uncontrollably.

I stood there frozen, not knowing what to do or say. I hadn’t thought that my humiliation could have gotten any worse that it already was, but now here I stood, with my stepmother openly laughing at my shrunken penis.

Finally, I said “Can I have my towel, please? I’m a little chilly.”

“I can certainly see that,” she said through her laughter. But that seemed to break her out of her fit, and she finally handed me the towel, which I quickly wrapped around my waist.

My stepmom finally got her giggles under control and said “Honey, I’m really sorry. It was very wrong of me to laugh like that. Please don’t be embarrassed. It’s just I’d forgotten that boys’ parts can shrink in the water, it just caught me by surprise.”

At this point, I was just happy to be covered up. So I just shrugged it off (I didn’t trust myself to say anything without crying), and gathered up my clothes.

I think my stepmom realised she had upset me, but didn’t know what to say to make me feel better. Finally she decided on bribery – “What do you say we order some pizza and watch a movie tonight?”

“Thanks, mom. Pizza and a movie sounds great.” I forced another smile.

“OK. Let me go take a shower, and when I’m finished you can jump in and take one too.” With that, she turned and left to take a shower.

I went to my room and collapsed onto my bed, and cried. I couldn’t hold the tears in any longer. They were tears of shame and embarrassment because my stepmom had not only seen me naked, but had laughed out loud at how small and pathetic I looked. They were tears of frustration – I was frustrated with my body for not being more developed. And they were tears of anger because of how stupid I was to get myself into this mess in the first place.

*****

All I wanted to do was forget that this day ever happened. I wanted to do something to take my mind off of the day’s events. Desperate for some sort of distraction, I picked up a book and started reading. I normally hate reading, but it actually worked. I was able to concentrate on the characters and the story of the book, and forget my humiliation for a while. I was still reading when there was a knock on my door. My stepmom didn’t wait for an answer, but opened the door and came in.

“Hi Kiddo, can we talk?” She was wet from the shower, and was wearing only a towel wrapped around her body. The towel wasn’t very big, not even covering half of her thigh, and I had the stray thought that she was completely naked under that towel. I quickly pushed that thought away as I realised that I too was still only wearing the towel that I had used after swimming (I had figured I’d wait to get dressed until after my shower). She pulled over the chair from my desk, and sat down facing me.

I noticed that the towel rode up quite a bit, and I couldn’t help but glance between her legs. The shadows were dark, but I thought I could see a darker patch within the shadows, could that be her pubic hair or was I imaging it? I felt a slight stirring in my penis, and again forced my mind away from such thoughts. This was my mom, I told myself. And besides, lying on my back covered in just a towel, if I got a boner now, she would notice. So I forced my eyes up to her face, and tried to pay attention to what she was saying.

“Jake. I owe you an apology and an explanation. I realise that I upset you earlier with my attack of the giggles. I want you to know that I was not laughing at you. Let me try to explain. Nobody has seen me topless in a very long time. I was trying really hard to be brave today, to set an example and to show you that it really is OK, and natural to be nude. But the truth is, I felt very nervous and very shy. I’ve always been embarrassed by how small my boobs are. I know that it’s silly, but I was very embarrassed to be topless in front of you today.

My heart was pounding when I took my top off. I had this horrible fear that you would laugh at me, or make fun of me. I know it sounds silly, but I’ve been insecure about them my whole life. Your Aunt Jackie used to make fun of my “pointy little boobies” all the time when we were growing up, and even your father didn’t make it any kind of secret that he preferred big boobs – buying dirty magazines filled with big boobs, and eventually leaving me for a woman with much bigger boobs.”

“Anyway, I’m just trying to say that I was very nervous and self-conscious today. And when I saw you climb out the water, not caring at all that your little ding-a-ling was exposed – well – it just made me realize how silly I was being. That’s why I started laughing. All of the nervous tension I’d been feeling all day just broke. I was laughing at how silly I had been. Then I realised too late, that you probably thought I was laughing at how you looked. I don’t want you to think that. You’re a very handsome boy, and you have nothing to be ashamed about. Does any of this make sense?”

It actually did make sense. My stepmom seemed so nonchalant about being topless in front of me. It never occurred to me that she might be as nervous and embarrassed as I was. I felt my own emotions threatening to get the better of me as tears of relief come to my eyes, and tried to fight them back. Before I had time to think about what I was saying, I heard myself blurt out in a voice cracking with emotion “So you weren’t laughing because I’m so small and bald?”

“Aw honey, of course not. Like I said, it was just my own nervous emotions getting the best of me. I really am sorry, and I hope you can forgive me.”

Her words and her apology really did make me feel a little better. “That’s OK, Mom. And thank you for explaining it to me.”

“Of course, honey. I’m glad that we’re able to talk about this. Now why don’t you hop in the shower, and I’ll order dinner.”

We both stood up. I caught myself looking down to see if her towel would shift when she stood. It didn’t, and I felt like a complete pervert for even looking. She gave me a hug, and then walked out of the room. I took a moment to gather myself. This really was a rollercoaster of a day emotionally, and I did feel a lot better. I still felt horribly embarrassed by my lack of development, but knowing that my stepmom had similar feelings kind of made it better.

*****

As I walked down the hall toward the bathroom, my stepmom called from the laundry room (the next door down past the bathroom) “Jake?”

My stepmom was putting some clothes in the washing machine. She turned as I walked in “Yes, Mom?”

“Jake, hand me that towel, I want to throw it in with the rest of this load.”

Oh great. I was trapped again. I was hoping to take my shower, then put some clothes on and relax the rest of the night without any more nudity. I unwrapped the towel, and held it out to my stepmom. But instead of taking it, she just stood there looking at me. She smiled and said “Looks like you’ve warmed up a bit.” I knew she was referring to the fact that my penis wasn’t quite as shrivelled as it was when I got out of the pool. I looked down and saw that it was back to its normal one-inch size. I still thought it looked pathetic, I was still humiliated again by my stepmom was looking right at it.

“You know, honey, there’s absolutely nothing wrong with your ding-a-ling. I actually think it’s very cute. And don’t worry about not having any hair. You know, some men go through the trouble of shaving or even waxing to get that smooth look.”

I couldn’t believe what I was hearing. My stepmom was staring right at my penis and actually talking about how small and hairless it was. I know that she was trying to be supportive. But her words just made me feel even worse. I wanted to cover back up with my towel, but instead I just stood there as she continued.

“And remember, you’re still young. I’m sure you’ll grow sooner than you think. But even if you don’t, I think your little pee pee is just fine, and I’m sure most girls would agree.”

I almost laughed out loud at the sheer absurdity of what she had just said. How could ANY girl like what I had between my legs? But still, I appreciated what she was saying, even if she was just saying these things because she thought she had to (because she’s my stepmother and to try to make up for laughing earlier). So I smiled and thanked her.

“Now go get in the shower. I’m getting hungry.”

I left the laundry room and walked back to the bathroom, but suddenly had the thought that since my stepmom was doing laundry, she could wash the clothes that I had worn that day. I thought it would be a nice gesture to get them myself rather than have her pick up after me. So I passed the bathroom and went back to my room, gathered up my dirty clothes from the floor and walked back to the laundry room.

As I approached, my stepmom stepped out into the hall. She didn’t have her towel wrapped around her anymore. She wasn’t wearing anything at all. She was completely naked! I let out an involuntary gasp, and when I did, she turned suddenly.

“Jake! I-I thought you were in the shower.”

We both stood frozen for a moment. I couldn’t believe my eyes. There was a naked woman standing less than three feet in front of me. She was completely uncovered and exposed. My gaze immediately fixed on her crotch. The rest of her body may have been tan from sunbathing topless, but the skin on her bikini area was bright white by comparison, and she had very distinctive tan lines.

The paleness of her skin was even more heavily contrasted by the dark patch of pubic hair right in its centre. Her patch of hair was dark brown, almost black, and pretty thick. She had it trimmed into a triangle shape. And at the bottom point of the triangle, I could actually see the lips of her pussy! Her hair was partially covering it, but I could clearly make out the two lips of her pussy with what looked like some wrinkled skin between them – I knew from biology that this was her labia.

I felt some stirrings in my penis, and immediately positioned the dirty clothes I was carrying in front of my groin just in case I popped a boner.

After a shocked moment, she giggled. “I’m sorry. I figured I’d wash my towel along with the rest of the laundry. I thought you were in the bathroom and that I could make it back to my room without being seen.”

“I just wanted to bring you my dirty clothes” I said.

“Oh. Thank you, Jake. That’s very nice of you. I’ll take them”.

She reached out her hand, and I was forced to give up my only cover again. Luckily, my penis was still soft, but I didn’t know how long it would stay that way. She took my clothes then turned to put them into the washing machine. I could see the small tan line at the top of her bum from her thong bikini. Then she turned back to me, and I just stared. I couldn’t help it. I didn’t know what else to do or say, but in my mind I knew that this might be my only chance to ever see a naked woman in real life, and I wanted it to last. I wanted to burn the image of her naked pussy into my mind forever.

I think my stepmom noticed my staring. “Was there anything else, honey?”

Still not willing to look away, I tried to think of something to say – something that would prolong this moment. Finally I said “Mom, I know this probably won’t mean much coming from me, but I think you’re beautiful. You definitely should not be embarrassed or ashamed of your body.”

And I meant it too. I wanted to keep staring at her all day.

She blushed. “You don’t think my boobs are too small? Or my derrière is too big?”

“No, not at all. I think they’re perfect.”

I looked right at her pussy and wanted to tell her that I thought that looked perfect too. As I had that thought, I felt my penis give an involuntary jerk. I prayed that she hadn’t noticed, and looked up at her face to see if she had. I saw that she was looking right at my groin and her eyes widened in surprise. Oh god! She had seen it move.

She giggled again and said “Aw, honey, thank you. That does mean a lot. Now go wash that handsome body of yours.”

I quickly turned away before my penis had a chance to get any bigger. By the time I got into the bathroom with the door shut behind me, my boner was sticking straight up. I got in the shower and immediately started playing with myself, thinking about what I had just seen. Again, I felt ashamed about jerking off to thoughts of my stepmom, but I was so horny I just couldn’t help it. Within a minute, I was shooting streams of cum all over the shower.

After that, I washed off, and tried to gather my thoughts. I had just come really close to popping a boner right in front of my stepmom. I was sure she saw my penis jerk a bit when I was looking at her and telling her how beautiful I thought she looked. Oh god! What must she have thought of that? I was convinced that she must be thinking that I’m some sort of pervert.

And this was only my first day as a supposed nudist. I didn’t know how I was going to make it through this whole summer if she expected me to swim nude every day. Maybe I’d luck out and it would rain every day of the summer. Then I’d have to stay inside (and stay dressed). I spent a long time in the shower trying unsuccessfully to think of any way to get out of this predicament. And then longer still thinking about what my stepmom looked like naked. This of course led to another boner and another jerk off session. After coming for the fourth time that day (the fourth time in four hours in fact), I washed off again, and turned off the shower.

*****

I realised as soon as I stepped out of the shower, that there were no towels on the rack. I opened the bathroom door enough to poke my head out and shouted “Mom! There’s no towels!”

She stepped out of the laundry room and said “Sorry Honey. I forgot I used the last one. Come with me, I’ll get you one from my closet.”

I wanted her to go get me a towel, and bring it back to me so I could stay behind the bathroom door. However, she started walking off before I could say anything.

I saw that she had gotten dressed while I was in the shower. She was now wearing a conservative top and a pair of shorts. I left the cover of the bathroom to hurry after her, naked and dripping wet. Now that my stepmom was covered up, I felt even more exposed. I followed her down the hall toward her room, but just as we were passing the front door, the doorbell rang.

“Oh. That will be the pizza,” she exclaimed.

With that, she swung the front door open with me standing right in front of it. On the other side of the door, was a girl carrying a pizza box. Oh my God, I though horrified, I’m standing naked in front of a girl! I wanted to turn and run back to my room – or at least cover myself, but I just stood there completely frozen.

The girl looked at me and giggled. “Hi there, little guy. Did I interrupt bath time?” I was too shocked to respond.

My stepmom chimed in with “Amy? I wasn’t expecting to see you.”

“Oh. Hi Mrs. Petit. Yeah. I’m helping out at my parents’ pizza place over the summer. I didn’t know you had any kids.”

“Jake actually just got here yesterday. His father got transferred back to Europe, so he’s staying with me. Jake, Amy is one of my students. Keep her company for a moment while I get my wallet.” With that, she took the pizza from Amy, and walked off toward the kitchen.

So there I stood, completely naked, exposed, and still frozen in shock, not knowing what to do or say. Amy turned her attention back to me and she looked me up and down with a smile. She was a pretty girl, I noticed. Long brown hair pulled back into a ponytail. She was a few inches taller than me.

“It’s nice to meet you, Jake,” she said and held out her hand. I numbly took it and let her shake hands, still not saying anything. “Shy, huh? You don’t have to be so shy. I won’t bite. I know your Mommy from school. She taught French this year, and hopefully I’ll have her next year, too,” she said, then smiled.

Oh no, my mind screamed in panic, she’s only a few years younger than me and she’s seeing me naked. This was so much worse than having my stepmom see me. I couldn’t believe that she was being so calm about seeing a nude guy near her own age.

“You know, I have a little brother about your age. You should meet him since you’re new in town, and probably don’t know anyone your own age, yet. How old are you? Eleven? Twelve?”

My mouth hung open and my eyes bulged at her presumption of my age. I knew immediately she was judging it purely based on my dick size.

That explained why she wasn’t freaked out by the sight of me – she thought I was just a kid – I was mortified. I wanted to yell at her that I wasn’t a little kid, that I was older than her. I stopped myself, if she knew that I was this small and bald at eighteen, she would probably laugh at me. I figured the best way to get through this latest humiliation was to just let her think that I was a little kid. She would go away. And maybe she’d forget about me by the time school started in the fall.

Just then my stepmom came back down the hall with her wallet. I was thankful that Amy was going to get paid and go away. My stepmom gave Amy the money, and said “Oh Amy. I’m sorry, I didn’t even realise, I hope you’re not offended by Jake’s nudity.”

“Not at all. I’ve got a little brother that likes to run around naked, so I’m used to it.” She glanced at me and winked as she said “Besides, I think he’s kind of cute.”

“There Jake, I told you that you had no reason to be ashamed. You see Amy, Jake is a bit self-conscious about his body. I, of course, told him he looks fine. So it’s nice for him to hear it from a peer. Now if you’ll excuse me, I have to get a towel for him.”

At these words, my heart sank, and Amy’s gaze went directly to my penis. “How old are you?” the way she asked it made my heart race. A wave of nausea rolled over me.

Before I could reply my stepmom, who was already halfway down the hall, answered over her shoulder “Jake is eighteen. He’s starting college next year.” She then turned and exited through a door, leaving me alone with Amy again.

Amy immediately started laughing. “Eighteen?” her eyes bulged. She then looked at my groin again. “You’re eighteen-years old and you’re like that!” she pointed at my genitals to accentuate her question. “Oh my God, I can’t wait to tell my friends about this.”

I felt tears start to come to my eyes, and without saying a word I slammed the door in Amy’s face. I couldn’t believe how mean she was. I wiped my eyes as my stepmom came back with a towel. “Here you go, honey. Oh, did Amy leave?”

“She had to go back to work,” I said as I finally was able to cover myself with the towel.

*****

I was glad that my forced nudity was finally at an end for the day. I was starting back toward my room to get dressed when my stepmom said “Jake, hang that towel up in the bathroom when you’ve finished drying, then come get some pizza before it gets cold.”

It took me a second to realize what she had just said. Surely, she didn’t expect me to stay naked all night?

“Um. I was just going to put on some pajamas.”

“Oh nonsense, honey. I told you that I’m perfectly fine that you’re a practising naturist. Truth be told, it will actually save me a great deal of work. I won’t have to pick up, wash, or fold your laundry. Or spend lots of money on new clothes. Of course, when we go out to stores and such, you’ll naturally have to cover up. But as long as you’re in this house or in the back yard, you can feel free to be completely nude at all times. Now go hang up that towel, and we’ll find a good movie to watch.”

She said this smiling as if she was doing me a huge favour instead of cursing me to more humiliation. I was at a loss for what to say. I had no idea that things were going to get this bad. Because of my lies, I was going to have to stay naked for my entire stay here, and I couldn’t think of any way out of it. My stepmom really thought that I wanted to be a naturist. She thought that she was supporting my wishes for a healthy and natural lifestyle. I forced myself to say “Ok thanks,” before turning for the bathroom.

I dried off and hung up the towel. As I did so, I realised that by doing this, I was giving up my last chance at covering up for the night. Oh. If only I could think of some way out of this mess. But I couldn’t. So I slowly made my way back to the kitchen with my bald little penis leading the way.

We ate pizza while flipping through the lists of on-demand movies. My stepmom wanted to watch a cartoon or something “family friendly”, but I finally convinced her that we should watch ‘Watchmen’. I didn’t know that much about it, except that it was about superheroes. I had wanted to see it for a while, but because it was rated R, my dad never let me see it.

So after we finished our dinner, we settled in to watch the movie. My stepmom had changed into her pajamas (just a big T-shirt – I couldn’t tell if she was wearing anything underneath it). And we sat right next to each other on a love seat facing the TV. The love seat had built-in recliners, and when we sat back with our feet up, I was very aware that my penis was completely exposed and in her field of vision. And the way I was sitting back, almost lying down, my little one and a half-inch penis was actually standing straight up.

When the movie started, my stepmom made it very clear that she was not happy with the violent content, and talked through the fight scenes about how it wasn’t real, and how children today need to understand the consequences of violence. Basically ruining the scenes for me, but at least it was a distraction from my nudity. But then came something in the movie that I was not expecting. Dr. Manhattan – A big blue naked superhero, with a big blue penis. At seeing him, my stepmom let out a chuckle. “Is this why you wanted to see this movie? Because one of the superheroes is a nudist?”

“No Mom, I swear. I didn’t even know there was a naked superhero.”

“Relax, Jake. I’m just joking. Although, that might not be a bad idea for a Halloween costume for you this year – we’d just have to get some blue paint.”

She was still chuckling, so I hoped this last part was a joke too. But I was too afraid to ask.

The next time he was on-screen, she said “See, honey. You shouldn’t feel bad – he doesn’t have any hair on his ding-a-ling either, and he’s a big strong superhero.”

I really didn’t want to talk about it, but I had to respond. “Ha!” I snorted. “It’s also about five times as big as mine.”

She made a point of looking right at my penis then back at the screen as if comparing us. “Well, yes. But he’s got super powers,” she said with a smile. “He can probably make his as big as he wants to.”

I’m sure it was because it had been a very emotional day for me so far, but what she said struck me as very funny, and I started giggling. My mom started giggling too, and before I knew it we were both laughing. That certainly broke a lot of the tension I had been feeling, and when we stopped laughing, I was able to sit back and just watch the movie.

That is, I watched about half of it and then fell asleep (The movie got kind of boring in the middle, and I had a pretty exhausting day). While I slept I had a weird dream that my stepmom and I were superheroes and we were both naked. When I woke up the closing credits were running on the TV. And I realised with horror that I had a boner. I had gotten a boner in my sleep while I was sitting right next to my stepmom. There was no way she couldn’t have noticed. I was mortified. I had the thought of possibly pretending I was still asleep, but my stepmom looked over and saw that my eyes were open.

She smiled a very big smile and said “Did you have a nice nap, honey?”

Oh god! What had she seen? Had she been watching while my penis grew? What must she be thinking? I just wanted to run to my room and lock the door. But I stayed where I was, pretending not to notice my three-inch stiffy standing straight up. “I guess so. What happened in the movie?” I asked in what I hoped was an innocent sounding voice.

“Oh. The blue nudist made himself fifty-feet tall and caught the bad guy.” Her gaze left my face and drifted down to stare at my groin, and she giggled as she added “And it looks like he’s not the only one who can make himself bigger.”

My hands instinctively flew to cover up my privates, and I started to stammer out an explanation, “Oh my god. I-I’m sorry, mom. I-I don’t know why that happened.” Tears started coming to my eyes I was so ashamed. My stepmom knew that I was a pervert.

Her face went from smiling to concern. “Oh honey. It’s OK. Don’t be scared. That’s a perfectly natural thing to happen to boys your age.” She put her arms around my shoulders and gave me a hug as she continued “Didn’t your father tell you about that?”

I looked at her with confusion, not understanding what she was asking. When I said that I didn’t know why this had happened, did she think I meant boners in general? How could she think that? I was eighteen-years old. I had been getting boners (and jerking off) for years.

My look of confusion must have strengthened her belief because she went on to try to explain boners to me. “Honey, sometimes boys pee pee’s get hard and stand up. It’s called an erection, and it’s perfectly normal. It’s a sign that you’re becoming a man.”

A thoughtful look crossed her face, and she asked “Honey, is this the first time that this has happened to you?”

What? How could my stepmom think that I was so underdeveloped that I had never even gotten a boner before? Or knew why I got them? I almost told her that I’d been getting them for years, but suddenly realised that her thinking I was underdeveloped was better than her thinking I was a pervert. So I tried to look innocent and confused at the same time, and said “No. It’s happened a few times. Sometimes it’s like that when I wake up, but I don’t know why.”

It was humiliating saying that. And the look of pity she gave me made me feel like a jerk, but it was better than the look of disgust and disappointment I would have gotten if she knew the truth.

“Well as I said, it’s perfectly normal and natural, and nothing at all to be ashamed of. Now why don’t you go brush your teeth and get ready for bed? We can talk more about this tomorrow.”

At that point the idea of going back to my room and climbing under the covers sounded like the greatest idea in the world. Of course I needed to use my hands to get up from the recliner, so I had to take them away from my groin. And to my dismay, I still had a boner.

I stood up and quickly covered myself again as I walked past my stepmom to leave the living room. She stopped me saying “Jake, I told you – you don’t ever need to be ashamed or cover up here.”

So I let my hands drop. And my penis sprang right up to a forty-five degree angle right in front of my stepmom’s face. She looked right at it and smiled as she said “There, isn’t that better? This is your home now, and I don’t ever want you to feel uncomfortable”. What a joke! She didn’t want me to feel uncomfortable?! How could I feel comfortable with her staring right at my skinny little bald boner? Uncomfortable? I felt humiliated.

I don’t know how other nudist’s actually treat the guys with boners; what the etiquette is. Yet my stepmom acted like it was as normal as toast for breakfast. So I figured if I was really a nudist like she thought, I should feel perfectly fine being naked even with a boner. So I stood there with my three-inch boner uncovered and completely exposed to my stepmother and thanked her again before walking past her to brush my teeth and go to bed (and jerk off one more time before going to sleep).

The End

2 Comments

  1. Have to agree with Seth would love to hear more
    Even though she’s referred to as his step mother realistically he’s been calling her mom since he was very young and the fact that she doesn’t see him as an adult is very sensual

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