Tying Up Aunt Judy Series (m/F)
Posted: Thu Dec 28, 2023 6:59 pm
Aunt Judy Part 1
For as long as I can remember, I have had a love for damsel in distress style bondage. Even at an early age I had an appreciation for the old serials of the 30s and 40s. My tastes are for the damsel to be clothed, professionally dressed (dress or skirt, stockings, heels). But lets face it, if she is wearing a t-shirt and shorts...well...that will also do
I do want to give a disclaimer. THESE STORIES ARE TRUE. To this day I still can't believe they happened. I can't believe how any of them unfolded but I sure as hell am glad they did.
A brief description about Judy. At the time of the "games" she was single. She is about 5'8, long brown hair, and very, very fit. She was a college athlete (tennis) and graduated with honors. Besides tennis, she was also active in drama, performing in several plays. At the time of our "games" she was an elementary school teacher but now she is a stay at home mom of two girls. She has always had a great sense of humor and a very nice personality. Even growing up I'm told she was not the hot, smart, athletic girl who was stuck up.
Our "games" were very innocent but obviously I had a desire to tie her up and often thought about how I might trick her or talk her into being tied up. She always wore dresses and skirts to school, so that didn't help matter . I never thought of her in a sexual way but I have to admit that I thought of her tied up a great deal. So finding a way to tie her up was always on my mind.
As things would have it, I had the joy of tying her up three times.
The first situation happened 10 years ago during Halloween 2009. At the time I was a freshmen in high school (14) and my Aunt Judy (mom's sister) was in her late 20s; she is eleven years younger than my mom. Judy was staying with us because her apartment was getting new carpet and a paint job. So she was staying with us for a week.
It was Friday night of Halloween. Mom and dad were gone for the weekend on a church couples retreat. Judy picked me up from basketball practice after school. On the way home she told me she was going out with a friend for a few hours to a Halloween costume party and just wanted to make sure I was OK being home for a few hours by myself. She wasn't going to be out late, just until about 11.
I asked her what she was dressing up as and she said she was going as a "sexy Pocahontas". HER WORDS.
When we got home I grabbed a shower as Judy got ready for her party. After my shower I was heating up some leftovers when Judy came into the kitchen in costume. I about had a heart attack.
She was truly a "sexy Pocahontas". She was wearing a Native American headband, a short, tan Native American style dress, tan pantyhose and heels. Honestly...I almost had a heart attack. He best friend, Amy, was dressing up as a cowgirl and they were going as a pair.
I made some joke about how she should wear that to school one day. I told her the little boys would love it. I did not expect the reply that I got and I remember it to this day.
She said, "A bunch of boys were playing cowboys and Indians during recess today. They grabbed a girl and tied her to a basketball pole with jumprope then did an Indian dance around her. I let them have their fun then I went over and told them to untie her. Would you believe a bunch of them grabbed me and tried to tie me to the pole? Thank God the bell rang for recess to end."
I asked her if she would have played along if the bell had not rang and she said she would not have. It would not have been a very professional thing to let happen.
When she left for the party my mind began to race. Not only at the story but thinking of a way to see if she would let me tie her up, especially how she was dressed. As I said earlier, she was a college tennis player and she worked out a lot. To this day, she has a pair of legs any woman would die for. So you can only imagine what they looked like in her 20s.
Amy picked her up around 7. So I had some time to figure out a plan on how I was going to get her to play along and let me tie her up.
I came up with a plan. It was corny as hell but it was a plan, plus what did I have to loose? The worst thing she could say was "no".
Around 11p Amy dropped Aunt Judy off. When she came in the house I was in the TV room ready to begin the corny plan I had thought of. I did not have anything that looked like a cowboy outfit so I changed into a flannel shirt and blue jeans. I did have a western gun and holster belt that fit so I put that on.
When she came into the TV room I was sitting on the couch. She was no where close to being drunk but I could tell she had had a few glasses of wine (her preference). She saw how I was dressed and curiously laughed and asked me why I was dressed like that. I stood up, pointed one of my toy guns at her. I told her that I heard that some of her Indian friends tried to burn a cowgirl at the stake today. I don't think she got it at first because she looked at me like I had lost my mind. After a few seconds it dawned on her that I was talking about what happened at school earlier. She laughed and said that one of the cowgirls did get kidnapped by the Indians but that she had saved her.
She again asked me, "why are you pointing your gun at me, cowboy?". I told her I was sent by the other cowboys to kidnap an Indian Princess as payback for what the Indians did to one of our cowgirls. She looked at me with a grin and said I was too old to be playing cowboys and Indians. I did my best to stay in character and I said something like it wasn't right that Indians can kidnap cowgirls but cowboys can't kidnap Indian girls.
There was a very uncomfortable silence for no more than 10 seconds but it seemed like 10 minutes. I could tell she was thinking of something to say.
Here I am standing in my house, pointing a toy gun at my unbelievable looking aunt who is dressed like some hot Indian Princess.
I took a chance and as they say, the rest is history.
I told her again that the cowboys sent me to kidnap an Indian Princess and like it or not, she was coming with me.
Judy grinned at me as asked, "What do you have planned for me?". She was playing along!!!!!!!!!! She even changed her voice a little; getting into character!!!!! Remember, she performed in a lot of plays in high school and college.
My mind was racing and my heart was pounding. It was about to happen. Trying my best to stay composed, I pointed to the open basement door and told her to move that way.
As we headed into the basement she kept saying that her Indian friends were going to come and rescue her and I would never get away with this.
As we went into the basement, I told her to go into the laundry room. I had set everything up in case the ultimate dream happened. I took down the rope used to hang clothes on and I also cut off two pieces from an extra spool of rope that was located on a utility shelf. Seeing all of the rope lying by a support beam, Judy paused for a moment, probably realizing what was about to happen.
She turned around and told me that she was not going to be tied up. My heart dropped and I felt the blood leave my face. She again said that she was not going to be tied up but I noticed something strange. She said it in the character voice she was using. I wasn't totally sure I was hearing her right so I said, "Yes you are, Princess." My thought was if she was serious the gig would be up and the game would be over. But she again answered in the character voice she was using. My heart began to pound again, knowing that she was just being in character.
I told her to go over to the pole and put her hand behind it. She moved over to the pole. The whole time saying that I was never going to get away with this. I grabbed a piece of the rope I had cut and began to tie her wrists behind the pole. I don't remember the dialogue but the whole time she kept pleading to be let go and I kept responding to whatever she said.
After I had her wrists tied up, I took another piece of cut rope and knelt down and began to tie her ankles together. It was really cool because she put up a really good fight and it wasn't easy tying them together. To me if felt very realistic. And I loved the sound her heels made as she was moving around.
I do have to admit that I tied her wrists and ankles up for real. I figured that I may never have the chance again to tie up a woman so I wanted to make sure it was tight but not too tight. I figured if it were too tight, she would say something.
After tying her ankles, I went to get the long clothesline rope I had took down. When Aunt Judy saw me heading towards her with about 20 feet of rope, she broke character for the only time and said, "I'm tied up pretty good. Are you sure you need more rope?". I told her I would not use it if she didn't want me to. She said, "You went through all the trouble of taking it down. Go ahead." She quickly got back into character and began pleading to be let go.
I connected the rope to the base of the pole and began circling her, securing her to the pole. I had such a rush of emotion as I was wrapping the ropes around her well toned legs. The Indian Princess dress she was wearing stopped about three inches above her knees. So a good deal of her amazing legs were on full display.
After securing her to the pole I told her that I had to go meet with the other cowboys and decide what we were going to do with her. I pretended to leave the room but I just went around the corner. She could see me but i was acting as if I were gone. She began to try and get free.
I can't tell you how awesome it was watching her struggle. She kept going in and out of character commenting on how well I had tied her up. But the whole time she never seemed uneasy or uncomfortable. She was able to loosen the rope that secured her to the pole a little but her wrists and ankles stayed tied and did not loosen.
After a few minutes I came back into and told her that the cowboys decided to let her go. But if her Indian friends took one of our cowgirls again, we would come after her. She promised that the cowgirls would be safe and begged to be set free.
As I began to untie her, we both were no longer in character. She was very cool about the whole experience and even complemented me on how well I tied her up. After freeing her she jokingly told me to make sure I don't teach the little boys in her school how to tie knots.
I think I thanked her a thousand times for playing along. She told me that it was fun and that if she didn't trust me none of this would have happened.
It was about midnight. She gave me a kiss on the cheek and headed off to bed. I was so wired that I don't think I fell asleep until 3. The thoughts of tying her up and seeing her tied up and struggling to get free, kept playing in my head. What probably made things even better is the fact she was in character and really acted things out.
For as long as I can remember, I have had a love for damsel in distress style bondage. Even at an early age I had an appreciation for the old serials of the 30s and 40s. My tastes are for the damsel to be clothed, professionally dressed (dress or skirt, stockings, heels). But lets face it, if she is wearing a t-shirt and shorts...well...that will also do
I do want to give a disclaimer. THESE STORIES ARE TRUE. To this day I still can't believe they happened. I can't believe how any of them unfolded but I sure as hell am glad they did.
A brief description about Judy. At the time of the "games" she was single. She is about 5'8, long brown hair, and very, very fit. She was a college athlete (tennis) and graduated with honors. Besides tennis, she was also active in drama, performing in several plays. At the time of our "games" she was an elementary school teacher but now she is a stay at home mom of two girls. She has always had a great sense of humor and a very nice personality. Even growing up I'm told she was not the hot, smart, athletic girl who was stuck up.
Our "games" were very innocent but obviously I had a desire to tie her up and often thought about how I might trick her or talk her into being tied up. She always wore dresses and skirts to school, so that didn't help matter . I never thought of her in a sexual way but I have to admit that I thought of her tied up a great deal. So finding a way to tie her up was always on my mind.
As things would have it, I had the joy of tying her up three times.
The first situation happened 10 years ago during Halloween 2009. At the time I was a freshmen in high school (14) and my Aunt Judy (mom's sister) was in her late 20s; she is eleven years younger than my mom. Judy was staying with us because her apartment was getting new carpet and a paint job. So she was staying with us for a week.
It was Friday night of Halloween. Mom and dad were gone for the weekend on a church couples retreat. Judy picked me up from basketball practice after school. On the way home she told me she was going out with a friend for a few hours to a Halloween costume party and just wanted to make sure I was OK being home for a few hours by myself. She wasn't going to be out late, just until about 11.
I asked her what she was dressing up as and she said she was going as a "sexy Pocahontas". HER WORDS.
When we got home I grabbed a shower as Judy got ready for her party. After my shower I was heating up some leftovers when Judy came into the kitchen in costume. I about had a heart attack.
She was truly a "sexy Pocahontas". She was wearing a Native American headband, a short, tan Native American style dress, tan pantyhose and heels. Honestly...I almost had a heart attack. He best friend, Amy, was dressing up as a cowgirl and they were going as a pair.
I made some joke about how she should wear that to school one day. I told her the little boys would love it. I did not expect the reply that I got and I remember it to this day.
She said, "A bunch of boys were playing cowboys and Indians during recess today. They grabbed a girl and tied her to a basketball pole with jumprope then did an Indian dance around her. I let them have their fun then I went over and told them to untie her. Would you believe a bunch of them grabbed me and tried to tie me to the pole? Thank God the bell rang for recess to end."
I asked her if she would have played along if the bell had not rang and she said she would not have. It would not have been a very professional thing to let happen.
When she left for the party my mind began to race. Not only at the story but thinking of a way to see if she would let me tie her up, especially how she was dressed. As I said earlier, she was a college tennis player and she worked out a lot. To this day, she has a pair of legs any woman would die for. So you can only imagine what they looked like in her 20s.
Amy picked her up around 7. So I had some time to figure out a plan on how I was going to get her to play along and let me tie her up.
I came up with a plan. It was corny as hell but it was a plan, plus what did I have to loose? The worst thing she could say was "no".
Around 11p Amy dropped Aunt Judy off. When she came in the house I was in the TV room ready to begin the corny plan I had thought of. I did not have anything that looked like a cowboy outfit so I changed into a flannel shirt and blue jeans. I did have a western gun and holster belt that fit so I put that on.
When she came into the TV room I was sitting on the couch. She was no where close to being drunk but I could tell she had had a few glasses of wine (her preference). She saw how I was dressed and curiously laughed and asked me why I was dressed like that. I stood up, pointed one of my toy guns at her. I told her that I heard that some of her Indian friends tried to burn a cowgirl at the stake today. I don't think she got it at first because she looked at me like I had lost my mind. After a few seconds it dawned on her that I was talking about what happened at school earlier. She laughed and said that one of the cowgirls did get kidnapped by the Indians but that she had saved her.
She again asked me, "why are you pointing your gun at me, cowboy?". I told her I was sent by the other cowboys to kidnap an Indian Princess as payback for what the Indians did to one of our cowgirls. She looked at me with a grin and said I was too old to be playing cowboys and Indians. I did my best to stay in character and I said something like it wasn't right that Indians can kidnap cowgirls but cowboys can't kidnap Indian girls.
There was a very uncomfortable silence for no more than 10 seconds but it seemed like 10 minutes. I could tell she was thinking of something to say.
Here I am standing in my house, pointing a toy gun at my unbelievable looking aunt who is dressed like some hot Indian Princess.
I took a chance and as they say, the rest is history.
I told her again that the cowboys sent me to kidnap an Indian Princess and like it or not, she was coming with me.
Judy grinned at me as asked, "What do you have planned for me?". She was playing along!!!!!!!!!! She even changed her voice a little; getting into character!!!!! Remember, she performed in a lot of plays in high school and college.
My mind was racing and my heart was pounding. It was about to happen. Trying my best to stay composed, I pointed to the open basement door and told her to move that way.
As we headed into the basement she kept saying that her Indian friends were going to come and rescue her and I would never get away with this.
As we went into the basement, I told her to go into the laundry room. I had set everything up in case the ultimate dream happened. I took down the rope used to hang clothes on and I also cut off two pieces from an extra spool of rope that was located on a utility shelf. Seeing all of the rope lying by a support beam, Judy paused for a moment, probably realizing what was about to happen.
She turned around and told me that she was not going to be tied up. My heart dropped and I felt the blood leave my face. She again said that she was not going to be tied up but I noticed something strange. She said it in the character voice she was using. I wasn't totally sure I was hearing her right so I said, "Yes you are, Princess." My thought was if she was serious the gig would be up and the game would be over. But she again answered in the character voice she was using. My heart began to pound again, knowing that she was just being in character.
I told her to go over to the pole and put her hand behind it. She moved over to the pole. The whole time saying that I was never going to get away with this. I grabbed a piece of the rope I had cut and began to tie her wrists behind the pole. I don't remember the dialogue but the whole time she kept pleading to be let go and I kept responding to whatever she said.
After I had her wrists tied up, I took another piece of cut rope and knelt down and began to tie her ankles together. It was really cool because she put up a really good fight and it wasn't easy tying them together. To me if felt very realistic. And I loved the sound her heels made as she was moving around.
I do have to admit that I tied her wrists and ankles up for real. I figured that I may never have the chance again to tie up a woman so I wanted to make sure it was tight but not too tight. I figured if it were too tight, she would say something.
After tying her ankles, I went to get the long clothesline rope I had took down. When Aunt Judy saw me heading towards her with about 20 feet of rope, she broke character for the only time and said, "I'm tied up pretty good. Are you sure you need more rope?". I told her I would not use it if she didn't want me to. She said, "You went through all the trouble of taking it down. Go ahead." She quickly got back into character and began pleading to be let go.
I connected the rope to the base of the pole and began circling her, securing her to the pole. I had such a rush of emotion as I was wrapping the ropes around her well toned legs. The Indian Princess dress she was wearing stopped about three inches above her knees. So a good deal of her amazing legs were on full display.
After securing her to the pole I told her that I had to go meet with the other cowboys and decide what we were going to do with her. I pretended to leave the room but I just went around the corner. She could see me but i was acting as if I were gone. She began to try and get free.
I can't tell you how awesome it was watching her struggle. She kept going in and out of character commenting on how well I had tied her up. But the whole time she never seemed uneasy or uncomfortable. She was able to loosen the rope that secured her to the pole a little but her wrists and ankles stayed tied and did not loosen.
After a few minutes I came back into and told her that the cowboys decided to let her go. But if her Indian friends took one of our cowgirls again, we would come after her. She promised that the cowgirls would be safe and begged to be set free.
As I began to untie her, we both were no longer in character. She was very cool about the whole experience and even complemented me on how well I tied her up. After freeing her she jokingly told me to make sure I don't teach the little boys in her school how to tie knots.
I think I thanked her a thousand times for playing along. She told me that it was fun and that if she didn't trust me none of this would have happened.
It was about midnight. She gave me a kiss on the cheek and headed off to bed. I was so wired that I don't think I fell asleep until 3. The thoughts of tying her up and seeing her tied up and struggling to get free, kept playing in my head. What probably made things even better is the fact she was in character and really acted things out.