Uncle Jack (pantasy)
At an early age I had to go live with my aunt. She was in her 20’s, thin and attractive, even sexy in a way. Things were tight financially but she managed as best she could. I liked living with her, as she was often at work so I had plenty of chances to sneak into her underwear drawer and play to my hearts’ content!
One day as I was dressed in her slip, bra, panties, garter belt and stockings she came home suddenly- silently- and walked in on me just as I was about to cum. I turned and the shock of her staring back at me sent me over the edge and I began gushing into her panties right in front of her as she gasped. I couldn’t hold back and soon I just gave up trying to fight it and kept cumming until I flooded her panties and even stained the front of her slip. My aunt stared at me in silence the whole time, too shocked to know what to say.
“Get changed and throw that in the hamper so it can be washed. I want to talk to you!” She turned and walked out of her bedroom.
Although it was an incredibly intense orgasm, aided by having my aunt watching me, I began to feel deeply ashamed and regretted what had happened. I wanted to crawl under a rock and avoid all human contact- especially with my aunt right now. But she was waiting for me and I knew there was no way around it.
I finally came out and hung my head. My aunt started right into me.
“So how long has this been going on?!” she demanded.
“I_umm er… “
“C’mon now! This has been going on since you moved in, hasn’t it? I noticed someone in my drawer, Panties and slips weren’t folded quite right. I began taking notice and found that almost every time I was gone for a while my drawer was always messed up. I knew it had to be you but wanted proof. I never thought I’d see what I saw today though!”
I felt deeply ashamed. My secret was out. What would my aunt do?
“And then to think, I’ve been wearing panties, slips and bras that YOU’VE already worn and played with yourself in!”
I did think about this and it both made me feel more ashamed but even a little aroused again.
“I don’t know what I’m going to do with you!”
***
Nothing was ever mentioned after this but I always felt guilty whenever we were together. When I was alone I would fantasize about that time again and again, careful not to cum in her panties so I could put them back and at least leave some doubt that I might not have played in her panties while she was out.
Although I was never caught again I’m certain my aunt knew I continued to raid her underwear drawer whenever she was out. It only got worse as I hit puberty.
Occasionally her brother, my uncle, would come over to visit. I always felt a little odd around him but never quite knew why. He was rather rich and well off, though I was never quite sure what he did for a living.
Meanwhile, my aunt announced that her company wasn’t doing quite well and that they would be cutting her hours. We would have less income and would have to cut a lot of corners to get by. Things did get tight and even tighter. Finally, the company had to close and my aunt was out of a job. Things were really difficult now.
In the meantime, my uncle Jack continued to visit. I usually kept off by myself when he came over and busied myself with whatever I was into at the time. This time I noticed my aunt was talking to him about money. I think she was asking to borrow some or just have him downright give her some to get by. I left the room to let them talk but noticed Uncle Jack began whispering in my aunt’s ear. He even pointed in my direction once as he did. This made me feel very strange and uncomfortable.
There was more hushed talk and I began to feel particularly uneasy. Finally, my aunt came in and began to talk to me in a quiet voice.
“I want you to understand we are in a difficult position. I asked Uncle Jack for a loan. He said he’d be happy to help and just give us money so we could get by for a while. It’s a lot of money – enough to get by for the next 6 months until I get back on my feet. But…. He asked for a favor in return.”
There was a long pause and I braced myself for whatever was to come next. It sounded serious.
“It will only take a little while but Uncle Jack wants you to go into the bedroom with him. Don’t worry, he won’t hurt you or anything. It will be ok. Just do as he says and it will all be over real quick.”
My ears began to ring. What was I hearing? What did this mean- ‘go into the bedroom with him’? What was going on here???
My aunt saw the worry in my eyes and reassured me. “Don’t worry, honey. It will be something you’ll like. I’m sure of it.” Then she gave me a little wink and a smile and nudged me to go to Uncle Jack.
I stumbled forward not even sure what was happening. My aunt followed up right behind me, almost to make sure I wouldn’t turn around or chicken out. I looked for Uncle Jack and realized he must already be in my aunt’s bedroom. She put her hand on my shoulder and gave me a gentle shove.
“Go on, honey. It will be alright.”
As long as my aunt was saying it was ok I took her word for it. She wouldn’t let me do anything unsafe. I was sure of it.
I walked in and saw my aunt’s pink panties, camisole and matching half slip on the bed. It was my favorite set of hers. I became very confused and wondered why her underwear was out on the bed.
Then I looked at my Uncle Jack. He was standing there in woman’s full slip, panties, bra and pull up stockings. I stopped dead in my tracks.
“I want you to dress in those” as he pointed toward the bed.
I was stunned. What was I getting into? I heard my aunt trying to calm me from the next room.
“Don’t’ worry, honey. It will all be over real soon.”
I struggled with what to do next. It was apparent Uncle Jack was also into wearing women’s underwear and with the huge hard on poking out it was clear he loved to masturbate in it, too. What kind of involvement did he want from me? I was scared and hesitant. I kept thinking of my aunt’s voice “Don’t worry, honey. It will all be over real soon.” I thought of how badly she needed the money and was depending on me.
Uncle Jack walked over and began fondling the front of my slip. I gasped and backed off a step, embarrassed to be touched by a man! He leaned forward and continued to fondle the front of my slip. My penis responded by sliding upward in my aunt’s panties and became erect and stiff. I felt like a deer frozen in the headlights and I felt myself flooded with confusion, shame and guilt. All I could think about was “It will be over soon.”
The feelings felt so good but I felt so naughty and ashamed. Soon I couldn’t hold back any more and began gushing into my aunt’s pink panties. The pleasure was so intense it even began to hurt. I pushed Uncle Jack’s hand away but he was too strong and kept milking me thru the pink slip until I couldn’t cum any more. My knees buckled and I almost fell down. Uncle Jack grabbed me to make sure I didn’t. The orgasm was out of this world and my body tingled for minutes and minutes. My body shook.
Uncle Jack took his clothes and went out of the room to change, leaving me alone with my shame. I didn’t come out until long after he was gone. I was too ashamed to look my aunt in the eyes and tried to avoid her for the rest of the day.
One day as I was dressed in her slip, bra, panties, garter belt and stockings she came home suddenly- silently- and walked in on me just as I was about to cum. I turned and the shock of her staring back at me sent me over the edge and I began gushing into her panties right in front of her as she gasped. I couldn’t hold back and soon I just gave up trying to fight it and kept cumming until I flooded her panties and even stained the front of her slip. My aunt stared at me in silence the whole time, too shocked to know what to say.
“Get changed and throw that in the hamper so it can be washed. I want to talk to you!” She turned and walked out of her bedroom.
Although it was an incredibly intense orgasm, aided by having my aunt watching me, I began to feel deeply ashamed and regretted what had happened. I wanted to crawl under a rock and avoid all human contact- especially with my aunt right now. But she was waiting for me and I knew there was no way around it.
I finally came out and hung my head. My aunt started right into me.
“So how long has this been going on?!” she demanded.
“I_umm er… “
“C’mon now! This has been going on since you moved in, hasn’t it? I noticed someone in my drawer, Panties and slips weren’t folded quite right. I began taking notice and found that almost every time I was gone for a while my drawer was always messed up. I knew it had to be you but wanted proof. I never thought I’d see what I saw today though!”
I felt deeply ashamed. My secret was out. What would my aunt do?
“And then to think, I’ve been wearing panties, slips and bras that YOU’VE already worn and played with yourself in!”
I did think about this and it both made me feel more ashamed but even a little aroused again.
“I don’t know what I’m going to do with you!”
***
Nothing was ever mentioned after this but I always felt guilty whenever we were together. When I was alone I would fantasize about that time again and again, careful not to cum in her panties so I could put them back and at least leave some doubt that I might not have played in her panties while she was out.
Although I was never caught again I’m certain my aunt knew I continued to raid her underwear drawer whenever she was out. It only got worse as I hit puberty.
Occasionally her brother, my uncle, would come over to visit. I always felt a little odd around him but never quite knew why. He was rather rich and well off, though I was never quite sure what he did for a living.
Meanwhile, my aunt announced that her company wasn’t doing quite well and that they would be cutting her hours. We would have less income and would have to cut a lot of corners to get by. Things did get tight and even tighter. Finally, the company had to close and my aunt was out of a job. Things were really difficult now.
In the meantime, my uncle Jack continued to visit. I usually kept off by myself when he came over and busied myself with whatever I was into at the time. This time I noticed my aunt was talking to him about money. I think she was asking to borrow some or just have him downright give her some to get by. I left the room to let them talk but noticed Uncle Jack began whispering in my aunt’s ear. He even pointed in my direction once as he did. This made me feel very strange and uncomfortable.
There was more hushed talk and I began to feel particularly uneasy. Finally, my aunt came in and began to talk to me in a quiet voice.
“I want you to understand we are in a difficult position. I asked Uncle Jack for a loan. He said he’d be happy to help and just give us money so we could get by for a while. It’s a lot of money – enough to get by for the next 6 months until I get back on my feet. But…. He asked for a favor in return.”
There was a long pause and I braced myself for whatever was to come next. It sounded serious.
“It will only take a little while but Uncle Jack wants you to go into the bedroom with him. Don’t worry, he won’t hurt you or anything. It will be ok. Just do as he says and it will all be over real quick.”
My ears began to ring. What was I hearing? What did this mean- ‘go into the bedroom with him’? What was going on here???
My aunt saw the worry in my eyes and reassured me. “Don’t worry, honey. It will be something you’ll like. I’m sure of it.” Then she gave me a little wink and a smile and nudged me to go to Uncle Jack.
I stumbled forward not even sure what was happening. My aunt followed up right behind me, almost to make sure I wouldn’t turn around or chicken out. I looked for Uncle Jack and realized he must already be in my aunt’s bedroom. She put her hand on my shoulder and gave me a gentle shove.
“Go on, honey. It will be alright.”
As long as my aunt was saying it was ok I took her word for it. She wouldn’t let me do anything unsafe. I was sure of it.
I walked in and saw my aunt’s pink panties, camisole and matching half slip on the bed. It was my favorite set of hers. I became very confused and wondered why her underwear was out on the bed.
Then I looked at my Uncle Jack. He was standing there in woman’s full slip, panties, bra and pull up stockings. I stopped dead in my tracks.
“I want you to dress in those” as he pointed toward the bed.
I was stunned. What was I getting into? I heard my aunt trying to calm me from the next room.
“Don’t’ worry, honey. It will all be over real soon.”
I struggled with what to do next. It was apparent Uncle Jack was also into wearing women’s underwear and with the huge hard on poking out it was clear he loved to masturbate in it, too. What kind of involvement did he want from me? I was scared and hesitant. I kept thinking of my aunt’s voice “Don’t worry, honey. It will all be over real soon.” I thought of how badly she needed the money and was depending on me.
Uncle Jack walked over and began fondling the front of my slip. I gasped and backed off a step, embarrassed to be touched by a man! He leaned forward and continued to fondle the front of my slip. My penis responded by sliding upward in my aunt’s panties and became erect and stiff. I felt like a deer frozen in the headlights and I felt myself flooded with confusion, shame and guilt. All I could think about was “It will be over soon.”
The feelings felt so good but I felt so naughty and ashamed. Soon I couldn’t hold back any more and began gushing into my aunt’s pink panties. The pleasure was so intense it even began to hurt. I pushed Uncle Jack’s hand away but he was too strong and kept milking me thru the pink slip until I couldn’t cum any more. My knees buckled and I almost fell down. Uncle Jack grabbed me to make sure I didn’t. The orgasm was out of this world and my body tingled for minutes and minutes. My body shook.
Uncle Jack took his clothes and went out of the room to change, leaving me alone with my shame. I didn’t come out until long after he was gone. I was too ashamed to look my aunt in the eyes and tried to avoid her for the rest of the day.
3年前
