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When I Was A Kid
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Bi-Sexual Male / 49
This happened when I was 15. My maternal grandmother was 54. While I thought she was old, being she was a grandmother and I was only 15. In hindsight I can see now she was quite a GILF.
She was widowed and at this time in my life I was not getting along well with my parents. Because of this, I went to her house a lot to cut grass, carry groceries, wash the car, etc. Sometimes I would stay at her house for several days at a time.
Since I have a fetish for girdles, ladies swimsuits and foundation wear in general, I had already been wearing my mother's things for several years. It was only natural that I would investigate grandmother's things.
Every time she went to the grocery store, the doctor or to play cards with her friends, I would pick out one of her three girdles or a red one piece swimsuit to wear.
However, the best times were when she went to visit one of her several out of town sisters for a day or two. When this happened, I not only got to play in her undies, I was able to act out my fantasies in self bondage (sometimes even spending the night in a girdle and bondage).
Everything was perfect in my little fetish world until my grandmother came home in expectedly one afternoon about 3:00 pm. I was dressed in only her white flexes firm control brief and was in the process of putting myself in a self bondage hogtie.
I didn't notice when the car first pulled into the drive but I knew it was definitely her when I heard the garage door start to open. This gave me precious little time to get myself free enough to scamper into the spare bedroom (where I had left my clothes) and slam the door shut as she turned the key and opened the door of the breezeway which connects the house to the garage. I caught a glimpse of her as I shut the bedroom door and prayed she had not seen me.
As I struggled to get dressed (I never thought a belt buckle could rattle so loudly), she came to the bedroom door and attempted to open it but I was able to hold it shut. She demanded to know "just what the hell are you doing." I held the door shut and simply said "I'm not doing anything."
After about a minute, she said "I'm waiting" but I said nothing and continued to hold the door shut. She eventually went to the kitchen and then to the den.
I came out of the bedroom after about half an hour and found her having a drink and reading the newspaper. I figured I had gotten by by the skin of my teeth and was home free as she said nothing and didn't even look up from the newspaper.
The following Friday evening my grandmother phoned my mother and told he she had an all day project for me the next morning and to have me at her place no later than 7:00 am.
After mother dropped me off, I went I'm the house. As my grndmother sat drinking coffee, she tossed me a small bag and said "since you seemed to have claimed this, it's yours now. Go in the bedroom and put it on."
I knew the control brief was in the bag and i felt sick, as if I had been punched in the gut. As I stood there in total shock, she yelled "do it, NOW" and asked what my mother and father would think if she told them what she caught me doing. I knew she meant business and I knew she had me by the proverbial "short hairs."
I went straight to the bedroom, not saying a word, and pulled off my shoes, pants and undershorts in order to put on the control brief. Once I had it on I put my pants and shoes back on and called out to he "what now?"
She told me to come back into the kitchen and as soon as she saw me she called out NO, NO, you don't understand. Go back in there, take off all your clothes, put on the girdle brief and get back in here.
Still in shock and basically numb from what had already happened, I walked back to the bedroom as she snapped "hurry up!" I took off my clothes and felt like I was going to my execution as I stood there in that control brief and turned the doorknob.
My grandmother laughed as I walked back into the kitchen and stood before her. She said "that's quite a sight" and asked "does wearing that
make you feel pretty?" She paused and
said "well, what do you have to say for yourself?" I said nothing as I hung my head in shame and stood in front of her trying to cover myself with my hands as best I could.
She snapped "you had better stand up straight, hold your head up and get those hands behind your back". After several more uncomfortable minute of silence, she told me to keep keep thise hands behind your back, get in the den and stand with your nose in the far corner of the room.
I did as she said and stood in the corner for what seemed to be a very long time. My body ached from standing in the same position for so long. I just sort of zoned out as I stood there.
I was jerked back to reality by the sound of a car pulling up the drive. I listened closely as somebody entered the breezeway and knocked on the kitchen door. I wondered who it could be as my knees started to weaken and I began to shake from anxiety and fright.
My grandmother said "stay put, you had better not move from that position" as she stood to open the door. I went deeper in shock and humiliation as my grandmother opened the door for her friend Phyllis and invited her in.
Phyllis snickered and burst out laughing loudly as she said "I can't believe you actually went through with the plan" and took a seat on the
sofa. She and my grandmother made
small talk and ignored me for a while until Phyllis said why don't we have a little entertainment while we wait for Barbara to arrive.
As I thought "oh my lord, somebody else is going to see me like this!,"
Grandmother told me to keep y head up, hands behind my back and to come stand in front of her and Phyllis.
As I stood in front of them, Phyllis said "cute but a little chubby. Let's make good use of the time and have you do some exercises for our entertainment while we wait on Barbara to arrive?" My grandmother told me to start by running in place until told to stop. They ran me until I broke a good sweat before allowing me to stop. Next, Phyllis had me doing jumping jacks follows by deep knee bends. As I started the deep knee bends, my grandmother said "you don't seem too happy about all this, do you?" She went on to say i had a bad attitude and told me to smile and keep doing so as I exercised.
After about another half an hour I heard another car come up the drive. Barbara had arrived. A curt, no nonsense woman, she entered without knocking and walked over to me as the others had me running in place again.
Barbara remarked "ain't you cute there running in your grandmother's girdle brief with that silly fake smile on your face?" I nodded yes and about melted in shame as she asked me if I was told to smile.
To make a long story short, Barbara was a pro domme. She and Phyllis escorted me to the basement with my wrists cuffed behind my back. I was released for a moment before my hands were reattached above my head. My ankles and knees were also tied with belts.
Grandmother looked me in my terrified face and said "you are about to be punished for wearing my things. When this is over you can keep the control brief and we will never speak of this again".
When she finished speaking, Barbara started paddling my behind. I held it in as long as possible and then the tears started flowing. I stated sobbing and crying in earnest as Barbara switched to a leather belt and whipped not only my back and legs but my belly and chest too.
I faced Phyllis and my grandmother during my punishment and they both taunted me by asking me things like "do you like this or does this excite you?" They made it more humiliating by forcing me to reply to their embarrassing questions while being whipped.
After the whipping I was tied in an old metal office arm chair and left alone while the ladies went out to eat. Several hours later my grandmother returned, untied me and told me to shower and get dressed.
The incident was never mentioned again.
She was widowed and at this time in my life I was not getting along well with my parents. Because of this, I went to her house a lot to cut grass, carry groceries, wash the car, etc. Sometimes I would stay at her house for several days at a time.
Since I have a fetish for girdles, ladies swimsuits and foundation wear in general, I had already been wearing my mother's things for several years. It was only natural that I would investigate grandmother's things.
Every time she went to the grocery store, the doctor or to play cards with her friends, I would pick out one of her three girdles or a red one piece swimsuit to wear.
However, the best times were when she went to visit one of her several out of town sisters for a day or two. When this happened, I not only got to play in her undies, I was able to act out my fantasies in self bondage (sometimes even spending the night in a girdle and bondage).
Everything was perfect in my little fetish world until my grandmother came home in expectedly one afternoon about 3:00 pm. I was dressed in only her white flexes firm control brief and was in the process of putting myself in a self bondage hogtie.
I didn't notice when the car first pulled into the drive but I knew it was definitely her when I heard the garage door start to open. This gave me precious little time to get myself free enough to scamper into the spare bedroom (where I had left my clothes) and slam the door shut as she turned the key and opened the door of the breezeway which connects the house to the garage. I caught a glimpse of her as I shut the bedroom door and prayed she had not seen me.
As I struggled to get dressed (I never thought a belt buckle could rattle so loudly), she came to the bedroom door and attempted to open it but I was able to hold it shut. She demanded to know "just what the hell are you doing." I held the door shut and simply said "I'm not doing anything."
After about a minute, she said "I'm waiting" but I said nothing and continued to hold the door shut. She eventually went to the kitchen and then to the den.
I came out of the bedroom after about half an hour and found her having a drink and reading the newspaper. I figured I had gotten by by the skin of my teeth and was home free as she said nothing and didn't even look up from the newspaper.
The following Friday evening my grandmother phoned my mother and told he she had an all day project for me the next morning and to have me at her place no later than 7:00 am.
After mother dropped me off, I went I'm the house. As my grndmother sat drinking coffee, she tossed me a small bag and said "since you seemed to have claimed this, it's yours now. Go in the bedroom and put it on."
I knew the control brief was in the bag and i felt sick, as if I had been punched in the gut. As I stood there in total shock, she yelled "do it, NOW" and asked what my mother and father would think if she told them what she caught me doing. I knew she meant business and I knew she had me by the proverbial "short hairs."
I went straight to the bedroom, not saying a word, and pulled off my shoes, pants and undershorts in order to put on the control brief. Once I had it on I put my pants and shoes back on and called out to he "what now?"
She told me to come back into the kitchen and as soon as she saw me she called out NO, NO, you don't understand. Go back in there, take off all your clothes, put on the girdle brief and get back in here.
Still in shock and basically numb from what had already happened, I walked back to the bedroom as she snapped "hurry up!" I took off my clothes and felt like I was going to my execution as I stood there in that control brief and turned the doorknob.
My grandmother laughed as I walked back into the kitchen and stood before her. She said "that's quite a sight" and asked "does wearing that
make you feel pretty?" She paused and
said "well, what do you have to say for yourself?" I said nothing as I hung my head in shame and stood in front of her trying to cover myself with my hands as best I could.
She snapped "you had better stand up straight, hold your head up and get those hands behind your back". After several more uncomfortable minute of silence, she told me to keep keep thise hands behind your back, get in the den and stand with your nose in the far corner of the room.
I did as she said and stood in the corner for what seemed to be a very long time. My body ached from standing in the same position for so long. I just sort of zoned out as I stood there.
I was jerked back to reality by the sound of a car pulling up the drive. I listened closely as somebody entered the breezeway and knocked on the kitchen door. I wondered who it could be as my knees started to weaken and I began to shake from anxiety and fright.
My grandmother said "stay put, you had better not move from that position" as she stood to open the door. I went deeper in shock and humiliation as my grandmother opened the door for her friend Phyllis and invited her in.
Phyllis snickered and burst out laughing loudly as she said "I can't believe you actually went through with the plan" and took a seat on the
sofa. She and my grandmother made
small talk and ignored me for a while until Phyllis said why don't we have a little entertainment while we wait for Barbara to arrive.
As I thought "oh my lord, somebody else is going to see me like this!,"
Grandmother told me to keep y head up, hands behind my back and to come stand in front of her and Phyllis.
As I stood in front of them, Phyllis said "cute but a little chubby. Let's make good use of the time and have you do some exercises for our entertainment while we wait on Barbara to arrive?" My grandmother told me to start by running in place until told to stop. They ran me until I broke a good sweat before allowing me to stop. Next, Phyllis had me doing jumping jacks follows by deep knee bends. As I started the deep knee bends, my grandmother said "you don't seem too happy about all this, do you?" She went on to say i had a bad attitude and told me to smile and keep doing so as I exercised.
After about another half an hour I heard another car come up the drive. Barbara had arrived. A curt, no nonsense woman, she entered without knocking and walked over to me as the others had me running in place again.
Barbara remarked "ain't you cute there running in your grandmother's girdle brief with that silly fake smile on your face?" I nodded yes and about melted in shame as she asked me if I was told to smile.
To make a long story short, Barbara was a pro domme. She and Phyllis escorted me to the basement with my wrists cuffed behind my back. I was released for a moment before my hands were reattached above my head. My ankles and knees were also tied with belts.
Grandmother looked me in my terrified face and said "you are about to be punished for wearing my things. When this is over you can keep the control brief and we will never speak of this again".
When she finished speaking, Barbara started paddling my behind. I held it in as long as possible and then the tears started flowing. I stated sobbing and crying in earnest as Barbara switched to a leather belt and whipped not only my back and legs but my belly and chest too.
I faced Phyllis and my grandmother during my punishment and they both taunted me by asking me things like "do you like this or does this excite you?" They made it more humiliating by forcing me to reply to their embarrassing questions while being whipped.
After the whipping I was tied in an old metal office arm chair and left alone while the ladies went out to eat. Several hours later my grandmother returned, untied me and told me to shower and get dressed.
The incident was never mentioned again.
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