Another chance
Afterward I sat on my bed in stunned silence. It was as if my mind was stuck in an infinite loop, replaying the scene over and over in vivid detail, starting with the words
“Mom….. I want to wear your panties, please!”
It was the strangest feeling- as if I were out of my body looking down at myself. I had recently seen a show on the television about astral projection and people claiming that they saw their bodies only to pass away a short while later. One of the key factors seemed to be extreme stress or even a traumatic experience. Both of these points made sense. Having to walk up to Mom and ask her permission to wear her panties, knowing she would watch me masturbate in them triggered a ton of emotions in me. I must have relived asking Mom for her panties 100 times in a row.
The next few days I still felt like I was in another world. Everything had changed the past few days. I couldn’t stop thinking about Mom’s panties and the new routine I had to go through. Sometimes it excited me to have to jump thru these new hoops and other times I hated it because it gave Mom control of the situation.
I couldn’t just masturbate any time I wanted and in privacy. What was I going to do when she wasn’t home for a while and I needed to play? Or what about at night in bed? Or when I wake up in the morning stiff as a board in Mom’s panties? This wasn’t going to work out at all. I was now determined to go back to sneaking her panties whenever Mom was out and playing in my bed at night and in the morning. How was she going to know?
The next day I rushed home from school, wishing- praying- that Mom wasn’t home yet. I half-expected it! When I came in I immediately began looking around. I looked excitedly in each room and saw no one- until I got all the way to the front room where she was sitting quietly in her chair. The expression on my face went from expectant joy to surprise to disappointment in the blink of an eye. Mom caught this.
“Surprised to see me home so early?”
“Hmmm. What? I mean yes- er no, no not at all” I stammered.
It seemed like Mom was home more often now. At first I hadn’t noticed but thought about it for a while and realized it had been two weeks straight that she was home before I got in. Maybe it was a coincidence but I suspected Mom was doing it for another reason- to thwart me from going to her underwear drawer without asking.
All I could think about was wearing Mom’s panties and masturbating in them. They were MY panties after all! Mom even said so. Why couldn’t I just wear them any time I wanted to? This wasn’t fair. I decided to approach Mom about it.
“Mom I wanted to ask you something.”
“Yes? Go ahead.”
“Well, if those are my panties….. Shouldn’t I be able to wear them any time I want and keep them in my drawer?”
“I see,” Mom replied. “Well for starters, those panties are to remain in my drawer. We don’t want any mishaps to take place and have someone accidentally find a pair of my panties in your drawer, do we?”
Mom said it in such a convincing way that I went along with her logic.
“But why do I have to ask you when I can wear them?”
What I really was asking was to be spared from this embarrassing process of asking Mom’s permission. The whole thing seemed pointless. Not only did I have to ask, but Mom knew why I was asking and what I was about to do- and then wanted to watch me! What sort of a Mother does this?
Out of spite I refused to let her win or to even play this ridiculous game any longer. I even tried to stop masturbating altogether. I made it the first few days and thought I was showing Mom a thing or two about my will power. However, I also realized I was constantly thinking about her panties more and more.
Then one day I found myself home alone- finally. Without a moments thought I made a bee line for Mom’s drawer and pulled it open. I got the shock of my life when I saw a note with my name on it. I was stunned. It’s as if Mom predicted I would sneak into her drawer. I picked up the note and read it. The handwriting was small- even miniscule but it was clearly Mom’s writing.
“I knew you would eventually try to sneak my panties when I wasn’t home so I set up a trap. We will have a long talk when I get home- and don’t even think about taking my panties right now or I will be forced to keep my end of the bargain.
Love, Mom”
Mom set me up! But how would she know?
I realized in my haste I didn’t even bother to measure the drawer opening and now it was too late. Or did she have some other means to detect my presence? Stupidly, I had picked up the note up without noting its exact placement in her drawer. Maybe it was all a bluff. I put the note back as best as I could and left her drawer open a crack just in case she had done the same thing. I was onto Mom and knew her methods. She was always good at pulling the truth out of me or finding it on her own. I left everything alone and decided not to chance it.
After I did my chores and homework I was planning on going out to avoid any chance of a confrontation with Mom. I hurried through both at breakneck speed in order to leave before she got home. I was almost out the back door when I remembered I forgot my keys so I went back inside to get them. I wasn’t quick enough and heard the front door open. It was Mom.
“Just where do you think you’re going mister?”
“Oh, I was going out to play football with some friends,” I replied, making up a lie on the spot.
“Oh no you’re not! I have a bone to pick with you!”
I knew I was in trouble whenever she said that.
“Come in here!” she ordered and made her way into her bedroom. I followed.
“So you read my little note to you?” she asked, glaring me in the eyes.
I looked down and felt ashamed. She couldn’t possibly know and yet she sounded as if she did.
I nodded slightly, forfeiting any chance of denial at this point.
“So you were in my drawer, weren’t you?”
Had I been tricked? Did Mom throw out the question about her note just to see how I would respond? Had I given myself up too easily?
“Unless you want me to throw all of my panties out and buy cotton there are going to be a few changes around here! I see I’m going to have to watch you like a hawk from now on and I will. From now on I’m going to be home when you get in from school. No more snooping around in my drawer whenever you like! I purposely rushed home every day for two weeks just so I knew you would be nice and tempted the next time you found yourself home alone.”
While I felt ashamed that I had been busted somehow I still felt defiant. Mom could take away my little after school panty playtime fun I could still do what I wanted in the privacy of my bed. As much to prove a point as to relieve aching penis I decided I was going to masturbate in bed that night and not play this stupid game of asking her.
I was eager to get into my bed that night and even got up to leave before my favorite show was over on television. I was hoping I could just slip off quietly and Mom wouldn't notice but she did. It was if she read my very intentions.
:”Going to bed so soon?”
I couldn’t tell for sure but it sounded like she was implying something, questioning more about what I was going to do in bed.
I nervously shrugged and mumbled “I guess so…uh, I’ve seen this one before” trying to not give away how eager I was to get to bed so I could finally have some privacy. I defiantly grabbed my panties out of her drawer figuring I at least had the right to wear them. Then I grabbed her white satin full slip and a 34B padded bra and crawled under the covers.
Sliding into her slippery underwear felt so good and I was immediately aroused in her panties. The slip felt so good on my skin and sliding over the nylon panties. It wouldn’t take long to pleasure myself in her underwear but figured it would be wisest to wait as long as I could so that Mom might be asleep. An hour went by and I was aching for release! Finally, I began to rub the silky slip over my panty covered penis ever so lightly. I was stiff as a board within seconds.
Just then Mom burst into my room without knocking.
“Oh, and just so you don’t get any naughty ideas I decided that I’m going to sleep with you at night just so you don’t pull any funny business in bed!”
Mom climbed into bed with me and turned off the light.
Now what?! I was lying next to Mom with a stiff boner and wearing a matching slip, bra and panties! With her right next to me there was no way I could possibly touch myself! I wanted so badly to masturbate but couldn’t. This was the worst thing that could happen!
I lay next to Mom for hours and couldn’t fall asleep. I was too wound up. Part of me wanted to masturbate so badly. But if I did that how would I feel afterward? I wouldn’t be able to change out of her underwear and put it back in her drawer as I did all those other times. And the idea of masturbating then having to lie next to Mom afterward was dreadful! I’d feel so ashamed and embarrassed that it would be torture laying there next to her. And that was if she didn’t notice. Then again, laying there aroused like this was its own form of hell!
Somehow I did manage to fall asleep hours later out of exhaustion. When I awoke the sun was already up. I looked over and noticed Mom had gotten up before me, thankfully! I figured I would be able to get up and change before Mom ever realized I was in her underwear all night right next to her! I wondered if I even had a little more time and could quickly masturbate before going out to breakfast. I could always first so I wouldn’t have to see Mom right after.
Just then Mom came marching in and ordered me out of bed!
“Alright! Time to get up lazy bones! I need to check your panties!”
She knew! But how? I was under the blanket at all times. Did she peek early in the morning when I was still asleep? Or even reach over and feel me in the middle of the night? She sounded so confident.
“Come on! Get up! I need to make sure you weren’t a naughty boy last night.”
With that she lifted the covers off of me an exposed me in her slip, bra and panties. I felt so ashamed and embarrassed! I tried to curl up but dressed as I was there was no point in hiding, except to not show off my stiff morning boner!
“Did you really think I wouldn’t know?”
With that she dragged up to my feet. I stood there, embarrassed and red faced with a stiff hard on poking out through the front of Mom’s full slip.
“Really now. I’ve been keeping my eyes on you and knew sooner or later you’d crack. Did you really think you’d get away with playing with yourself in bed? I’ve a right mind to expose your dirty little secret to the world! All it would take would be a few posts online and almost the whole world would know!”
“Mom! You wouldn’t!!!”
“Oh wouldn’t I? Do you want to dare me pantyboy?”
She said it with a warm smile but also an underlying threat that she meant what she said. I had pushed things- but it wasn’t fair. I was used to sneaking her panties and slips any time I wanted before. Having to ask her…. Well it just changed everything. It felt strange to be in my bedroom wearing her panties with her outside knowing what I was doing in them. I didn’t like the idea. It made me feel very uncomfortable. Even though Mom knew what I was up to for quite some time now it made it different having to ask, having to get her permission. And then to have her watch me masturbate in her panties. That was asking too much!
“Mom, is it asking too much to let me umm… well, you know…. Um…”
“Spit it out.”
“Well, you know, to let me wear your panties by myself, I mean alone?”
“What? Do you think I don’t already know what you do in my panties? Are you ashamed to let me see you play with yourself in my panties?”
Each time Mom said the word ‘panties’ my penis arched up and strained against her panties. I felt a little wet spot form and hoped it didn’t leak out onto the front of the slip. Mom looked down at my stiff penis and could tell how much I loved the feel of her silky panties.
“Now this is precisely why I’ve come in to check on you! I don’t want you staining my panties! Do you really think I didn’t catch onto your little tricks? I’ve known for years that you’ve been sneaking into my underwear drawer!
“Oh I’ve noticed the nice job you did of folding them but you fell for a little trap I had set. Years ago I placed a pair facing the wrong way. After several days I noticed the panties had been placed back in the correct way. That’s all the proof I needed!
“And then to think all the years I’ve been going along with this little charade, actually wearing my panties, slips, and bras AFTER you had your dirty little way with them!
“Well, the last straw was when I found a tiny drop of your dried semen on the front of my favorite panties. I see they were YOUR favorite panties, too! I was in a rush at the time so didn’t bother to grab another pair but all day long I had to think about wearing a pair of my own cum stained panties!”
My face grew beet red. I had no idea Mom had set me up like that. I recall the misplaced panties and feared Mom might think that I had put them in the wrong way. After all, she was a meticulous housekeeper, even obsessive to a degree. Everything had to be in perfect order. I only reasoned that, even if she had made a mistake, finding a pair of her panties in the wrong order might tip her off to my naughty doings. As for the cum stained panties I hoped and prayed the little droplet of cum I leaked onto them would be absorbed by the fabric and not be noticed. Apparently, I was wrong.
“Maybe it’s even time we take you to the store to get your own so I’m not always wearing my panties after you’ve already played in them! Would you like that? Or do you prefer to wear Mommy’s panties instead?”
I grew an even deeper shade of red at the idea of Mom taking me panty shopping.
“Are you Mommy’s pantyboy?” she chided, embarrassing me even more.
The words stung me down to the core, standing there in her slip, bra and panties and being called Mommy’s pantyboy. It was embarrassing- humiliating. And yet it was also erotic. My hard penis strained against her silky panties.
”Now, now! We don’t want you getting carried away. You have to run to school or you’ll be late. No time for a shower now.”
I had actually thought about jacking off in the shower but the confrontation with Mom ruled that out now! Maybe I could get a few minutes of privacy while I changed.
Mom just stood there.
“Well? What are you waiting for? Hell to freeze over? Or are you going to wear my underwear to school today?”
I waited for her to leave but she wouldn’t.
“Come on now! Get dressed! You think I haven’t seen you naked before?” she scoffed.
I didn’t have time to argue and Mom didn’t look like she was going to budge so I slid out of her slip, bra and panties and tossed them on the bed. I quickly got dressed and ran out the door, eager to put this mornings’ trauma behind me.
Mom chided me on the way out the door, “Be a good boy!”
I had a strong feeling what she was hinting at.
***
I was horny as heck all day at school and daydreamed the entire day away. All I wanted was to come home and be alone so I could masturbate with her panties- MY panties! I fantasized the rest of the afternoon about coming home and finding myself alone.
No such luck! When I came home and Mom was sitting in the front room- oddly in her slip, bra and panties! Apparently, she hadn’t left the house all day.
I sat down and tried to watch tv- or at least pretend I was but every chance I could my eyes wandered over to Mom when her head was turned. Even though I had my cotton briefs on my penis was rock hard seeing Mom parade around in her slip, bra, and panties.
My mind drifted to going to bed- and maybe sneaking a chance to play with myself. I almost didn’t even care if I had a pair of Mom’s panties or not I was so horny! It finally got late enough so it wouldn’t be obvious I was going to bed early. I was desperate for relief and only needed a few minutes. I got up to go to bed but Mom called me over.
“I’ve been thinking……”
Mom paused for effect as much to tease me as to find the right words. I didn’t like where this was going already.
“In light of last nights’ transgression I’ve decided I’m going to punish you a bit.”
What now? Couldn’t I just go to bed and masturbate for a few minutes? That was all I cared about right then. I had spent the night next to Mom in her underwear then was sent off to school. Whatever Mom was about to say I just wanted it to be over quickly so I could have a few moments alone.
“You failed to ask my permission last night to wear my underwear. I’m rather upset with you.”
I knew she wasn’t terribly upset. It was just a line she used that if you understood what you did was wrong. If you did, all was forgiven. Mom was a softy at heart and always caved in.
“I’ve decided to give you one last chance…..”
There it was! The ‘one last chance’ bit. I was scott free as long as I promised never to do whatever it was I did again, whether I meant it or not.
“But it comes with a condition…..”
What????? She had never said this before!
“I’m going to test you. I know how badly you like to wear my underwear….. So I’ve decided I’m going to let you wear my underwear to bed tonight.”
This is the condition??? This is the best news I’ve ever heard in my life!
“However…..”
That word dropped like a lead balloon.
“You may NOT play with yourself for the entire night! Is that understood?”
I nodded and just wanted this talk to be over so I could race to her drawer and slip into her underwear! But this business about not playing with myself? How was I going to prevent that? And how was Mom going to prevent it as well?
I said goodnight and bolted into Mom’s bedroom pulling out my panties, a white satin slip and a white padded bra. I didn’t even care about Mom’s ‘condition.’ I just wanted- needed- to wear her underwear and feel it on my body.
As soon as I slid into bed Mom came in.
“And just to make sure you don’t pull any funny business I’ll be sleeping with you tonight as well. If you can make it thru the night without being a naughty boy I’ll let you wear YOUR panties any time you like and be able to wear them in privacy. However, if you fail I’ll have to make good on my word and let others know what a naughty little pantyboy you are!”
With that Mom crawled into bed with me. Again we were wearing identical lingerie. My penis was aching for relief. This was two days in a row now. What was I going to do? Suddenly, this ‘punishment’ turned from absolute heaven to extreme torture! Mom knew how horny I would be while wearing her panties. How was I going to make it thru another night wearing her underwear and not masturbate? I already felt a wet spot in my panties!
I tried to wait Mom out but what was the use? She would certainly check my panties in the morning. And the odds of her hearing me were too great. Even if she were asleep I might wake her up.
Somehow I managed to fall asleep. Toward morning I had a rather naughty dream. I was in bed with Mom and she was fondling me thru my slip! I didn’t want to leave the dream world but started to drift to wakefulness. I tried to fight it so the dream could continue but I noticed I was very aroused- both in the dream in as I came to wakefulness. This had to be because of the pleasant dream I was having.
Then as I became fully awake I realized Mom’s arm was around my side! She must have turned over on her side and her top arm slid over onto my body. What made it worse was that the satin material allowed her arm to freely slide down so that her hand was brushing up against my slip at the top of my panty! As her hand slid down my penis slid up until it was bumping right against her fingertips. I let out a soft moan and then a low whimper. I wasn’t going to last very long under these circumstances but I so wanted to have these panties as my own to wear whenever I wanted. But this wasn’t even fair! Mom’s hand was practically massaging my stiff boner thru the two layers of slippery soft material. Was Mom even really still asleep or was she pretending? What if Mom kept her hand there and I ended up gushing all over her panties? And even thru the slip and onto her hand? I’d lose the condition. I’d still have to ask her permission to wear her panties and have her watch me. And there was the very real chance she’d tell someone.
I couldn’t help myself and began to rock slightly back and forth so Mom’s fingertips would lightly massage my pantied penis. Within seconds I felt a huge wet spot and knew I was getting close. At this point there was no turning back. I was going to gush into Mom’s panties any second. I tried to hold back at the last second but there was no chance.
I began gushing a flood of warm semen all over Mom’s panties. My sperm even began to leak onto Mom’s white satin full slip. Just at the moment Mom rolled over on her back and arm slid off of me. I was in the clear! I stayed frozen and pretended I was asleep even as I continued to leak more cum into my panties. Mom stirred a few minutes later then got up. With any luck I might be able to get up unnoticed and change before Mom could check on me.
I let a couple minutes go by but it was too late. Mom came back in and asked me to get up. I tried to pretend I was still asleep but she continued talking to me. I felt silly trying to ignore her so pretended to wake up.
“Come on! Time to get up!”
There was something in the firmness of her voice that told me not to fool around and drag this out so I obeyed, slowly removed the covers and got up.
“Come over her by me so I can take a good look at you. I can already see what I need to know!”
I felt embarrassed but walked right up to Mom. To my utter shock she lifted my full slip to take a good look at my cum soaked panties. This embarrassed me and I felt a wave of humiliation sweep my body. I began to shudder as if I were cold, even though it was a warm day. The idea of Mom lifting my lift and exposing my panties was extremely embarrassing, especially as the were still wet with my cum.
“So, you couldn’t make it through the night, could you?”
“But Mom! It wasn’t my fault!”
How was I going to explain this? If Mom slept through all of that she wouldn’t even realize she had rolled over on her side, let alone what happened after that. I could try but trying to convince Mom that she accidentally masturbated you would take quite some convincing. I didn’t even bother.
“Oh? Not your fault is it? Whose fault is it then? The panty fairy? Go take a shower and get cleaned up. I’ll figure out how to handle this later.”
I ducked into the bathroom and closed the door as soon as I could. I felt so ashamed that Mom had seen me like this- and what had transpired to make it happen. There’d never be a way I could explain it to Mom. She’d never believe me.
As I stood in the mirror I noticed I was getting hard all over again. I relived what had just happened in bed and found myself touching Mom’s cum soaked panties. I masturbated for a second time in them as I watched myself gush in the mirror. I stripped the panties off, threw them in the hamper and hopped in the shower.
After I got out I ran into my room, dressed, then darted out the door without even bothering to have breakfast. I didn’t want to look Mom in the eyes or give her a chance to start with any punishment she might have for me. Besides the longer I avoided her the more time she’d have to calm down.
I tried to put off coming home after school as long as I could. I finished my homework in the library and found a couple friends to hang with for a while. It was almost dinner time and we all had to go home. I dragged my feet all the way.
When I got in I saw Mom in the front room in her slip, bra and panties again! Seeing her dressed like this affected me like a magnet and I walked straight into the front room. Mom looked up
“I tried to give you a chance to prove yourself to me, to prove that you were worthy of my panties. What you did last night was wrong.”
Mom looked me straight in the eyes as if to convince me it was wrong. I looked down at my shoes.
“You know what you did was wrong.”
“Yes Mom.”
“You made a big mess in my panties. I had to wash them out by hand in the sink.”
The image of Mom picking up my cum soaked panties from the hamper and then touching them, washing them by hand filled my head. I felt myself getting aroused right in front of Mom as she was about to punish me. I felt embarrassed but this only made me even more aroused.
“But despite everything, I’ll still give you one last chance.”
My heart skipped a beat! She was still being a softy. I could get away with this and everything would be fine. I could even earn the right to have my own panties and do with them as I pleased without Mom’s interference!
“But you’re going to have to make it thru the night finally without being a naughty boy! Do you think you do that?”
“Yes Mom!” I said eagerly. I wasn’t even thinking about whether I could hold out or not. I was off the hook again and had a chance to finally get those panties!
When I went to bed I saw my panties on the bed. The were laid out on top of here white satin full slip and on top of that was her white padded bra. I took this as a sign that Mom wanted me to wear these to bed. Even if she didn’t I was going to put them on any way. I crawled into bed and Mom came in shortly behind me.
“Do you think you can be a good boy tonight?”
“Yes Mom!”
I tried to convince myself as much as I tried to convince Mom but my erect penis in Mom’s panties told me otherwise. I laid my hands at my side but all I could think about was early this morning when my own Mother masturbated me accidentally in her sleep! Maybe it would happen again! I almost wanted it to happen again, even if it meant losing the condition, even if it meant her telling everyone. My penis slid up further in her panties and I felt a nice wet spot forming. This was going to be difficult.
I kept shifting, trying to get comfortable enough to finally fall asleep. However, every time I shifted I felt my penis move in my panties, which caused me to become more erect. I tried my best to stay still and figured if I didn’t move at all then I would calm down and lose my erection. Maybe then I could fall asleep.
I tried not to think about the dream I had and how it turned into reality but it was almost impossible. I tried counting sheep but ended up counting panties instead! Finally I got tired enough to almost drift off to sleep. I began to relax…. But then when my penis got slightly smaller it slid against Mom’s soft panties and made me become more aroused, which caused my penis to slide against the soft material and make me even harder. Then I would finally relax and my penis would begin to shrink- and slide against her panties creating an endless loop of softening and becoming erect. How much longer could I take this?
After a while tears formed in my eyes and I began to whimper softly. Every time I was successful in putting Mom’s panties out of my mind it meant I would shrink and then slide down in her panties all over again! Finally, I began to actually cry. I tried to hide it but heard Mom stir. I could tell she was awake and felt like she was listening to me. I tried to stop it but couldn’t. Finally my sobbing was noticeable.
Mom leaned over me, “There, there pantyboy! It will be alright. What’s wrong? Tell Mommy!”
“Oh Mom! I can’t take it any more! I can’t take it! I’m trying to be good! I really am!”
“Oh I know you are honey! I know it’s difficult for you. Do you want Mommy’s help?”
My ears felt like they suddenly were on fire! What did Mom mean? What kind of help?
I didn’t even mean to say the words but suddenly I found myself saying “Oh Mom, yes!” I didn’t even know what I was agreeing to but I just wanted to put an end to this torture.
“There, there honey! I understand. Now roll over onto Mommy and get comfortable.’
What did Mom just say? Before I knew it she was trying to motion me into rolling over onto her. Within seconds I was on top of her warm body, slip to slip. I felt our padded bras touching thru the lacy bodices. My head felt like I was spinning in the air. Without even thinking about my body began to rock back and forth against her, sliding our satin slips together. I felt embarrassed but couldn’t control my body.
“That’s it pantyboy! Slide against Mommy’s slip. Show me how much you love my slip!”
Hearing Mom talk dirty like this to me drove me crazy! She was making me so excited in my panties that I felt myself getting wet.
Mom began tugging at the bottom of my slip, trying to lift it above my waist. Soon it was my panties sliding against her white satin slip. I was hard as a rock! Then she wiggled her slip above her waist so that we were rubbing panty to panty! I was losing my mind! My panties were so wet I could hear not only the swishing of the nylon but the wetness making little ‘kissing’ noises in the dark.
“That’s it, pantyboy! Slide up against Mommy’s panties! That’s it! Be a naughty pantyboy for Mommy!”
I was sliding back and forth on Mom’s panties so much that the swishing noise was getting loud and filled the air. I was so stiff I was about to cum.
Then Mom reached up pulled my stiff penis out of one of the elastic waist bands.
“There now, slide up against Mommy’s panties! Make a mess on Mommy’s panties! That’s it pantyboy”
I was sliding my stiff penis against Mom white nylon panties and loving every second over. I was breathing deeply and moaning. Mom could tell I was about to cum.
“That’s it pantyboy! Cum for Mommy! Cum on her panties! That’s it pantyboy! Squirt all over Mommy’s panties! That’s it. Cum for Mommy! Cum all over her pretty panties!”
I began gushing all over Mom’s panties. I even squirted my semen all over the front of Mom’s slip and even shot a droplet onto Mom’s face! I moaned and writhed for minutes afterward until every last drop of semen was out of me. Every molecule in me felt like it just had an orgasm from head to toe! I felt the warm fluid against my belly as I lay upon Mom.
‘There, there! That’s a good pantyboy! But you realize this is the third time you’ve been naughty! I’ll tell you what. This will still be our little secret but you’re still going to have to ask permission to use my panties!”
At this point I didn’t even care about her conditions. I felt so heavenly I rolled over and drifted off to a deep, relaxing sleep.
</div>
“Mom….. I want to wear your panties, please!”
It was the strangest feeling- as if I were out of my body looking down at myself. I had recently seen a show on the television about astral projection and people claiming that they saw their bodies only to pass away a short while later. One of the key factors seemed to be extreme stress or even a traumatic experience. Both of these points made sense. Having to walk up to Mom and ask her permission to wear her panties, knowing she would watch me masturbate in them triggered a ton of emotions in me. I must have relived asking Mom for her panties 100 times in a row.
The next few days I still felt like I was in another world. Everything had changed the past few days. I couldn’t stop thinking about Mom’s panties and the new routine I had to go through. Sometimes it excited me to have to jump thru these new hoops and other times I hated it because it gave Mom control of the situation.
I couldn’t just masturbate any time I wanted and in privacy. What was I going to do when she wasn’t home for a while and I needed to play? Or what about at night in bed? Or when I wake up in the morning stiff as a board in Mom’s panties? This wasn’t going to work out at all. I was now determined to go back to sneaking her panties whenever Mom was out and playing in my bed at night and in the morning. How was she going to know?
The next day I rushed home from school, wishing- praying- that Mom wasn’t home yet. I half-expected it! When I came in I immediately began looking around. I looked excitedly in each room and saw no one- until I got all the way to the front room where she was sitting quietly in her chair. The expression on my face went from expectant joy to surprise to disappointment in the blink of an eye. Mom caught this.
“Surprised to see me home so early?”
“Hmmm. What? I mean yes- er no, no not at all” I stammered.
It seemed like Mom was home more often now. At first I hadn’t noticed but thought about it for a while and realized it had been two weeks straight that she was home before I got in. Maybe it was a coincidence but I suspected Mom was doing it for another reason- to thwart me from going to her underwear drawer without asking.
All I could think about was wearing Mom’s panties and masturbating in them. They were MY panties after all! Mom even said so. Why couldn’t I just wear them any time I wanted to? This wasn’t fair. I decided to approach Mom about it.
“Mom I wanted to ask you something.”
“Yes? Go ahead.”
“Well, if those are my panties….. Shouldn’t I be able to wear them any time I want and keep them in my drawer?”
“I see,” Mom replied. “Well for starters, those panties are to remain in my drawer. We don’t want any mishaps to take place and have someone accidentally find a pair of my panties in your drawer, do we?”
Mom said it in such a convincing way that I went along with her logic.
“But why do I have to ask you when I can wear them?”
What I really was asking was to be spared from this embarrassing process of asking Mom’s permission. The whole thing seemed pointless. Not only did I have to ask, but Mom knew why I was asking and what I was about to do- and then wanted to watch me! What sort of a Mother does this?
Out of spite I refused to let her win or to even play this ridiculous game any longer. I even tried to stop masturbating altogether. I made it the first few days and thought I was showing Mom a thing or two about my will power. However, I also realized I was constantly thinking about her panties more and more.
Then one day I found myself home alone- finally. Without a moments thought I made a bee line for Mom’s drawer and pulled it open. I got the shock of my life when I saw a note with my name on it. I was stunned. It’s as if Mom predicted I would sneak into her drawer. I picked up the note and read it. The handwriting was small- even miniscule but it was clearly Mom’s writing.
“I knew you would eventually try to sneak my panties when I wasn’t home so I set up a trap. We will have a long talk when I get home- and don’t even think about taking my panties right now or I will be forced to keep my end of the bargain.
Love, Mom”
Mom set me up! But how would she know?
I realized in my haste I didn’t even bother to measure the drawer opening and now it was too late. Or did she have some other means to detect my presence? Stupidly, I had picked up the note up without noting its exact placement in her drawer. Maybe it was all a bluff. I put the note back as best as I could and left her drawer open a crack just in case she had done the same thing. I was onto Mom and knew her methods. She was always good at pulling the truth out of me or finding it on her own. I left everything alone and decided not to chance it.
After I did my chores and homework I was planning on going out to avoid any chance of a confrontation with Mom. I hurried through both at breakneck speed in order to leave before she got home. I was almost out the back door when I remembered I forgot my keys so I went back inside to get them. I wasn’t quick enough and heard the front door open. It was Mom.
“Just where do you think you’re going mister?”
“Oh, I was going out to play football with some friends,” I replied, making up a lie on the spot.
“Oh no you’re not! I have a bone to pick with you!”
I knew I was in trouble whenever she said that.
“Come in here!” she ordered and made her way into her bedroom. I followed.
“So you read my little note to you?” she asked, glaring me in the eyes.
I looked down and felt ashamed. She couldn’t possibly know and yet she sounded as if she did.
I nodded slightly, forfeiting any chance of denial at this point.
“So you were in my drawer, weren’t you?”
Had I been tricked? Did Mom throw out the question about her note just to see how I would respond? Had I given myself up too easily?
“Unless you want me to throw all of my panties out and buy cotton there are going to be a few changes around here! I see I’m going to have to watch you like a hawk from now on and I will. From now on I’m going to be home when you get in from school. No more snooping around in my drawer whenever you like! I purposely rushed home every day for two weeks just so I knew you would be nice and tempted the next time you found yourself home alone.”
While I felt ashamed that I had been busted somehow I still felt defiant. Mom could take away my little after school panty playtime fun I could still do what I wanted in the privacy of my bed. As much to prove a point as to relieve aching penis I decided I was going to masturbate in bed that night and not play this stupid game of asking her.
I was eager to get into my bed that night and even got up to leave before my favorite show was over on television. I was hoping I could just slip off quietly and Mom wouldn't notice but she did. It was if she read my very intentions.
:”Going to bed so soon?”
I couldn’t tell for sure but it sounded like she was implying something, questioning more about what I was going to do in bed.
I nervously shrugged and mumbled “I guess so…uh, I’ve seen this one before” trying to not give away how eager I was to get to bed so I could finally have some privacy. I defiantly grabbed my panties out of her drawer figuring I at least had the right to wear them. Then I grabbed her white satin full slip and a 34B padded bra and crawled under the covers.
Sliding into her slippery underwear felt so good and I was immediately aroused in her panties. The slip felt so good on my skin and sliding over the nylon panties. It wouldn’t take long to pleasure myself in her underwear but figured it would be wisest to wait as long as I could so that Mom might be asleep. An hour went by and I was aching for release! Finally, I began to rub the silky slip over my panty covered penis ever so lightly. I was stiff as a board within seconds.
Just then Mom burst into my room without knocking.
“Oh, and just so you don’t get any naughty ideas I decided that I’m going to sleep with you at night just so you don’t pull any funny business in bed!”
Mom climbed into bed with me and turned off the light.
Now what?! I was lying next to Mom with a stiff boner and wearing a matching slip, bra and panties! With her right next to me there was no way I could possibly touch myself! I wanted so badly to masturbate but couldn’t. This was the worst thing that could happen!
I lay next to Mom for hours and couldn’t fall asleep. I was too wound up. Part of me wanted to masturbate so badly. But if I did that how would I feel afterward? I wouldn’t be able to change out of her underwear and put it back in her drawer as I did all those other times. And the idea of masturbating then having to lie next to Mom afterward was dreadful! I’d feel so ashamed and embarrassed that it would be torture laying there next to her. And that was if she didn’t notice. Then again, laying there aroused like this was its own form of hell!
Somehow I did manage to fall asleep hours later out of exhaustion. When I awoke the sun was already up. I looked over and noticed Mom had gotten up before me, thankfully! I figured I would be able to get up and change before Mom ever realized I was in her underwear all night right next to her! I wondered if I even had a little more time and could quickly masturbate before going out to breakfast. I could always first so I wouldn’t have to see Mom right after.
Just then Mom came marching in and ordered me out of bed!
“Alright! Time to get up lazy bones! I need to check your panties!”
She knew! But how? I was under the blanket at all times. Did she peek early in the morning when I was still asleep? Or even reach over and feel me in the middle of the night? She sounded so confident.
“Come on! Get up! I need to make sure you weren’t a naughty boy last night.”
With that she lifted the covers off of me an exposed me in her slip, bra and panties. I felt so ashamed and embarrassed! I tried to curl up but dressed as I was there was no point in hiding, except to not show off my stiff morning boner!
“Did you really think I wouldn’t know?”
With that she dragged up to my feet. I stood there, embarrassed and red faced with a stiff hard on poking out through the front of Mom’s full slip.
“Really now. I’ve been keeping my eyes on you and knew sooner or later you’d crack. Did you really think you’d get away with playing with yourself in bed? I’ve a right mind to expose your dirty little secret to the world! All it would take would be a few posts online and almost the whole world would know!”
“Mom! You wouldn’t!!!”
“Oh wouldn’t I? Do you want to dare me pantyboy?”
She said it with a warm smile but also an underlying threat that she meant what she said. I had pushed things- but it wasn’t fair. I was used to sneaking her panties and slips any time I wanted before. Having to ask her…. Well it just changed everything. It felt strange to be in my bedroom wearing her panties with her outside knowing what I was doing in them. I didn’t like the idea. It made me feel very uncomfortable. Even though Mom knew what I was up to for quite some time now it made it different having to ask, having to get her permission. And then to have her watch me masturbate in her panties. That was asking too much!
“Mom, is it asking too much to let me umm… well, you know…. Um…”
“Spit it out.”
“Well, you know, to let me wear your panties by myself, I mean alone?”
“What? Do you think I don’t already know what you do in my panties? Are you ashamed to let me see you play with yourself in my panties?”
Each time Mom said the word ‘panties’ my penis arched up and strained against her panties. I felt a little wet spot form and hoped it didn’t leak out onto the front of the slip. Mom looked down at my stiff penis and could tell how much I loved the feel of her silky panties.
“Now this is precisely why I’ve come in to check on you! I don’t want you staining my panties! Do you really think I didn’t catch onto your little tricks? I’ve known for years that you’ve been sneaking into my underwear drawer!
“Oh I’ve noticed the nice job you did of folding them but you fell for a little trap I had set. Years ago I placed a pair facing the wrong way. After several days I noticed the panties had been placed back in the correct way. That’s all the proof I needed!
“And then to think all the years I’ve been going along with this little charade, actually wearing my panties, slips, and bras AFTER you had your dirty little way with them!
“Well, the last straw was when I found a tiny drop of your dried semen on the front of my favorite panties. I see they were YOUR favorite panties, too! I was in a rush at the time so didn’t bother to grab another pair but all day long I had to think about wearing a pair of my own cum stained panties!”
My face grew beet red. I had no idea Mom had set me up like that. I recall the misplaced panties and feared Mom might think that I had put them in the wrong way. After all, she was a meticulous housekeeper, even obsessive to a degree. Everything had to be in perfect order. I only reasoned that, even if she had made a mistake, finding a pair of her panties in the wrong order might tip her off to my naughty doings. As for the cum stained panties I hoped and prayed the little droplet of cum I leaked onto them would be absorbed by the fabric and not be noticed. Apparently, I was wrong.
“Maybe it’s even time we take you to the store to get your own so I’m not always wearing my panties after you’ve already played in them! Would you like that? Or do you prefer to wear Mommy’s panties instead?”
I grew an even deeper shade of red at the idea of Mom taking me panty shopping.
“Are you Mommy’s pantyboy?” she chided, embarrassing me even more.
The words stung me down to the core, standing there in her slip, bra and panties and being called Mommy’s pantyboy. It was embarrassing- humiliating. And yet it was also erotic. My hard penis strained against her silky panties.
”Now, now! We don’t want you getting carried away. You have to run to school or you’ll be late. No time for a shower now.”
I had actually thought about jacking off in the shower but the confrontation with Mom ruled that out now! Maybe I could get a few minutes of privacy while I changed.
Mom just stood there.
“Well? What are you waiting for? Hell to freeze over? Or are you going to wear my underwear to school today?”
I waited for her to leave but she wouldn’t.
“Come on now! Get dressed! You think I haven’t seen you naked before?” she scoffed.
I didn’t have time to argue and Mom didn’t look like she was going to budge so I slid out of her slip, bra and panties and tossed them on the bed. I quickly got dressed and ran out the door, eager to put this mornings’ trauma behind me.
Mom chided me on the way out the door, “Be a good boy!”
I had a strong feeling what she was hinting at.
***
I was horny as heck all day at school and daydreamed the entire day away. All I wanted was to come home and be alone so I could masturbate with her panties- MY panties! I fantasized the rest of the afternoon about coming home and finding myself alone.
No such luck! When I came home and Mom was sitting in the front room- oddly in her slip, bra and panties! Apparently, she hadn’t left the house all day.
I sat down and tried to watch tv- or at least pretend I was but every chance I could my eyes wandered over to Mom when her head was turned. Even though I had my cotton briefs on my penis was rock hard seeing Mom parade around in her slip, bra, and panties.
My mind drifted to going to bed- and maybe sneaking a chance to play with myself. I almost didn’t even care if I had a pair of Mom’s panties or not I was so horny! It finally got late enough so it wouldn’t be obvious I was going to bed early. I was desperate for relief and only needed a few minutes. I got up to go to bed but Mom called me over.
“I’ve been thinking……”
Mom paused for effect as much to tease me as to find the right words. I didn’t like where this was going already.
“In light of last nights’ transgression I’ve decided I’m going to punish you a bit.”
What now? Couldn’t I just go to bed and masturbate for a few minutes? That was all I cared about right then. I had spent the night next to Mom in her underwear then was sent off to school. Whatever Mom was about to say I just wanted it to be over quickly so I could have a few moments alone.
“You failed to ask my permission last night to wear my underwear. I’m rather upset with you.”
I knew she wasn’t terribly upset. It was just a line she used that if you understood what you did was wrong. If you did, all was forgiven. Mom was a softy at heart and always caved in.
“I’ve decided to give you one last chance…..”
There it was! The ‘one last chance’ bit. I was scott free as long as I promised never to do whatever it was I did again, whether I meant it or not.
“But it comes with a condition…..”
What????? She had never said this before!
“I’m going to test you. I know how badly you like to wear my underwear….. So I’ve decided I’m going to let you wear my underwear to bed tonight.”
This is the condition??? This is the best news I’ve ever heard in my life!
“However…..”
That word dropped like a lead balloon.
“You may NOT play with yourself for the entire night! Is that understood?”
I nodded and just wanted this talk to be over so I could race to her drawer and slip into her underwear! But this business about not playing with myself? How was I going to prevent that? And how was Mom going to prevent it as well?
I said goodnight and bolted into Mom’s bedroom pulling out my panties, a white satin slip and a white padded bra. I didn’t even care about Mom’s ‘condition.’ I just wanted- needed- to wear her underwear and feel it on my body.
As soon as I slid into bed Mom came in.
“And just to make sure you don’t pull any funny business I’ll be sleeping with you tonight as well. If you can make it thru the night without being a naughty boy I’ll let you wear YOUR panties any time you like and be able to wear them in privacy. However, if you fail I’ll have to make good on my word and let others know what a naughty little pantyboy you are!”
With that Mom crawled into bed with me. Again we were wearing identical lingerie. My penis was aching for relief. This was two days in a row now. What was I going to do? Suddenly, this ‘punishment’ turned from absolute heaven to extreme torture! Mom knew how horny I would be while wearing her panties. How was I going to make it thru another night wearing her underwear and not masturbate? I already felt a wet spot in my panties!
I tried to wait Mom out but what was the use? She would certainly check my panties in the morning. And the odds of her hearing me were too great. Even if she were asleep I might wake her up.
Somehow I managed to fall asleep. Toward morning I had a rather naughty dream. I was in bed with Mom and she was fondling me thru my slip! I didn’t want to leave the dream world but started to drift to wakefulness. I tried to fight it so the dream could continue but I noticed I was very aroused- both in the dream in as I came to wakefulness. This had to be because of the pleasant dream I was having.
Then as I became fully awake I realized Mom’s arm was around my side! She must have turned over on her side and her top arm slid over onto my body. What made it worse was that the satin material allowed her arm to freely slide down so that her hand was brushing up against my slip at the top of my panty! As her hand slid down my penis slid up until it was bumping right against her fingertips. I let out a soft moan and then a low whimper. I wasn’t going to last very long under these circumstances but I so wanted to have these panties as my own to wear whenever I wanted. But this wasn’t even fair! Mom’s hand was practically massaging my stiff boner thru the two layers of slippery soft material. Was Mom even really still asleep or was she pretending? What if Mom kept her hand there and I ended up gushing all over her panties? And even thru the slip and onto her hand? I’d lose the condition. I’d still have to ask her permission to wear her panties and have her watch me. And there was the very real chance she’d tell someone.
I couldn’t help myself and began to rock slightly back and forth so Mom’s fingertips would lightly massage my pantied penis. Within seconds I felt a huge wet spot and knew I was getting close. At this point there was no turning back. I was going to gush into Mom’s panties any second. I tried to hold back at the last second but there was no chance.
I began gushing a flood of warm semen all over Mom’s panties. My sperm even began to leak onto Mom’s white satin full slip. Just at the moment Mom rolled over on her back and arm slid off of me. I was in the clear! I stayed frozen and pretended I was asleep even as I continued to leak more cum into my panties. Mom stirred a few minutes later then got up. With any luck I might be able to get up unnoticed and change before Mom could check on me.
I let a couple minutes go by but it was too late. Mom came back in and asked me to get up. I tried to pretend I was still asleep but she continued talking to me. I felt silly trying to ignore her so pretended to wake up.
“Come on! Time to get up!”
There was something in the firmness of her voice that told me not to fool around and drag this out so I obeyed, slowly removed the covers and got up.
“Come over her by me so I can take a good look at you. I can already see what I need to know!”
I felt embarrassed but walked right up to Mom. To my utter shock she lifted my full slip to take a good look at my cum soaked panties. This embarrassed me and I felt a wave of humiliation sweep my body. I began to shudder as if I were cold, even though it was a warm day. The idea of Mom lifting my lift and exposing my panties was extremely embarrassing, especially as the were still wet with my cum.
“So, you couldn’t make it through the night, could you?”
“But Mom! It wasn’t my fault!”
How was I going to explain this? If Mom slept through all of that she wouldn’t even realize she had rolled over on her side, let alone what happened after that. I could try but trying to convince Mom that she accidentally masturbated you would take quite some convincing. I didn’t even bother.
“Oh? Not your fault is it? Whose fault is it then? The panty fairy? Go take a shower and get cleaned up. I’ll figure out how to handle this later.”
I ducked into the bathroom and closed the door as soon as I could. I felt so ashamed that Mom had seen me like this- and what had transpired to make it happen. There’d never be a way I could explain it to Mom. She’d never believe me.
As I stood in the mirror I noticed I was getting hard all over again. I relived what had just happened in bed and found myself touching Mom’s cum soaked panties. I masturbated for a second time in them as I watched myself gush in the mirror. I stripped the panties off, threw them in the hamper and hopped in the shower.
After I got out I ran into my room, dressed, then darted out the door without even bothering to have breakfast. I didn’t want to look Mom in the eyes or give her a chance to start with any punishment she might have for me. Besides the longer I avoided her the more time she’d have to calm down.
I tried to put off coming home after school as long as I could. I finished my homework in the library and found a couple friends to hang with for a while. It was almost dinner time and we all had to go home. I dragged my feet all the way.
When I got in I saw Mom in the front room in her slip, bra and panties again! Seeing her dressed like this affected me like a magnet and I walked straight into the front room. Mom looked up
“I tried to give you a chance to prove yourself to me, to prove that you were worthy of my panties. What you did last night was wrong.”
Mom looked me straight in the eyes as if to convince me it was wrong. I looked down at my shoes.
“You know what you did was wrong.”
“Yes Mom.”
“You made a big mess in my panties. I had to wash them out by hand in the sink.”
The image of Mom picking up my cum soaked panties from the hamper and then touching them, washing them by hand filled my head. I felt myself getting aroused right in front of Mom as she was about to punish me. I felt embarrassed but this only made me even more aroused.
“But despite everything, I’ll still give you one last chance.”
My heart skipped a beat! She was still being a softy. I could get away with this and everything would be fine. I could even earn the right to have my own panties and do with them as I pleased without Mom’s interference!
“But you’re going to have to make it thru the night finally without being a naughty boy! Do you think you do that?”
“Yes Mom!” I said eagerly. I wasn’t even thinking about whether I could hold out or not. I was off the hook again and had a chance to finally get those panties!
When I went to bed I saw my panties on the bed. The were laid out on top of here white satin full slip and on top of that was her white padded bra. I took this as a sign that Mom wanted me to wear these to bed. Even if she didn’t I was going to put them on any way. I crawled into bed and Mom came in shortly behind me.
“Do you think you can be a good boy tonight?”
“Yes Mom!”
I tried to convince myself as much as I tried to convince Mom but my erect penis in Mom’s panties told me otherwise. I laid my hands at my side but all I could think about was early this morning when my own Mother masturbated me accidentally in her sleep! Maybe it would happen again! I almost wanted it to happen again, even if it meant losing the condition, even if it meant her telling everyone. My penis slid up further in her panties and I felt a nice wet spot forming. This was going to be difficult.
I kept shifting, trying to get comfortable enough to finally fall asleep. However, every time I shifted I felt my penis move in my panties, which caused me to become more erect. I tried my best to stay still and figured if I didn’t move at all then I would calm down and lose my erection. Maybe then I could fall asleep.
I tried not to think about the dream I had and how it turned into reality but it was almost impossible. I tried counting sheep but ended up counting panties instead! Finally I got tired enough to almost drift off to sleep. I began to relax…. But then when my penis got slightly smaller it slid against Mom’s soft panties and made me become more aroused, which caused my penis to slide against the soft material and make me even harder. Then I would finally relax and my penis would begin to shrink- and slide against her panties creating an endless loop of softening and becoming erect. How much longer could I take this?
After a while tears formed in my eyes and I began to whimper softly. Every time I was successful in putting Mom’s panties out of my mind it meant I would shrink and then slide down in her panties all over again! Finally, I began to actually cry. I tried to hide it but heard Mom stir. I could tell she was awake and felt like she was listening to me. I tried to stop it but couldn’t. Finally my sobbing was noticeable.
Mom leaned over me, “There, there pantyboy! It will be alright. What’s wrong? Tell Mommy!”
“Oh Mom! I can’t take it any more! I can’t take it! I’m trying to be good! I really am!”
“Oh I know you are honey! I know it’s difficult for you. Do you want Mommy’s help?”
My ears felt like they suddenly were on fire! What did Mom mean? What kind of help?
I didn’t even mean to say the words but suddenly I found myself saying “Oh Mom, yes!” I didn’t even know what I was agreeing to but I just wanted to put an end to this torture.
“There, there honey! I understand. Now roll over onto Mommy and get comfortable.’
What did Mom just say? Before I knew it she was trying to motion me into rolling over onto her. Within seconds I was on top of her warm body, slip to slip. I felt our padded bras touching thru the lacy bodices. My head felt like I was spinning in the air. Without even thinking about my body began to rock back and forth against her, sliding our satin slips together. I felt embarrassed but couldn’t control my body.
“That’s it pantyboy! Slide against Mommy’s slip. Show me how much you love my slip!”
Hearing Mom talk dirty like this to me drove me crazy! She was making me so excited in my panties that I felt myself getting wet.
Mom began tugging at the bottom of my slip, trying to lift it above my waist. Soon it was my panties sliding against her white satin slip. I was hard as a rock! Then she wiggled her slip above her waist so that we were rubbing panty to panty! I was losing my mind! My panties were so wet I could hear not only the swishing of the nylon but the wetness making little ‘kissing’ noises in the dark.
“That’s it, pantyboy! Slide up against Mommy’s panties! That’s it! Be a naughty pantyboy for Mommy!”
I was sliding back and forth on Mom’s panties so much that the swishing noise was getting loud and filled the air. I was so stiff I was about to cum.
Then Mom reached up pulled my stiff penis out of one of the elastic waist bands.
“There now, slide up against Mommy’s panties! Make a mess on Mommy’s panties! That’s it pantyboy”
I was sliding my stiff penis against Mom white nylon panties and loving every second over. I was breathing deeply and moaning. Mom could tell I was about to cum.
“That’s it pantyboy! Cum for Mommy! Cum on her panties! That’s it pantyboy! Squirt all over Mommy’s panties! That’s it. Cum for Mommy! Cum all over her pretty panties!”
I began gushing all over Mom’s panties. I even squirted my semen all over the front of Mom’s slip and even shot a droplet onto Mom’s face! I moaned and writhed for minutes afterward until every last drop of semen was out of me. Every molecule in me felt like it just had an orgasm from head to toe! I felt the warm fluid against my belly as I lay upon Mom.
‘There, there! That’s a good pantyboy! But you realize this is the third time you’ve been naughty! I’ll tell you what. This will still be our little secret but you’re still going to have to ask permission to use my panties!”
At this point I didn’t even care about her conditions. I felt so heavenly I rolled over and drifted off to a deep, relaxing sleep.
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3年前
