My Son the Panty Lover

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My Son the Panty Lover

by: Playtime69

I had just finished cleaning up the kitchen after breakfast when my 10 year old daughter, Anna, walked into the room. Anna, for the most part, was a very quiet stable little girl. It took a lot to make her complain about something and when she did complain, she did so in a pleasant calm manner. Anna was an adorable little girl with long light brown hair and blue eyes. She stood about 4'6" tall and weighed around 75 pounds. Her smile was sweet and her disposition would make you happy even if you were having a bad day.

"Daddy, Jamie is wearing my panties again." Anna told me as she followed me out of the kitchen.

"I guess I had better go speak to him about that." I calmly replied.

"They are my new white ones this time." She added.

"Where is your brother now?" I asked.

Giggling she answered, "Jamie is in the bathroom with the door open. He is just standing in front of the mirror, looking at himself."

A few seconds later I was in the doorway of the bathroom watching my 14 year old son as he looked at himself in the mirror. Jamie was totally naked except for a pair of tight white panties he had on. I do have to admit he looked pretty cute. The white panties really stood out on his nicely tanned muscular body. Jamie stood almost a foot taller than his little sister and outweighed her by a good 40 pounds.

Jamie saw me standing in the doorway as he continued to look at his panty covered privates. "Well? What do you think?" Jamie bravely asked.

"Looks pretty good. But, you know your sister does not like you to wear her panties. We have had this discussion before. You stretch them out because you are so much larger than she is. Then on top of that you stretch the front out even more because you get excited. Anna also does not like it when you stain them with your cum." I calmly explained.

"I know. I am sorry. I just could not help myself. I came into the bathroom and saw her panties right on top of the hamper. I just had to put them on." Jamie admitted.

Jamie made no attempt to take them off as we continued to discuss the situation. Eventually I suggested we get him some panties of his own. His eyes lit up like it was Christmas day and he had just got the best Christmas present ever.

"Can we go now?" Jamie quickly begged.

Being surprised that he actually wanted to go pick them out with me, I asked, "You want to pick them out?"

"Sure. Why not?" He said as he spun around and faced me for the first time during the conversation.

"No reason. That will be alright with me, but Anna will have to go too. I cannot leave her alone at home." I told him.

With a hopeful smile on his face, he looked to the side of me where Anna was standing and asked, "You do not mind going with us do you?"

"I do not mind going." Anna responded.

"Well, I guess we had all get ready to go panty shopping then. Anna you go get dressed. Jamie come to my bedroom so I can measure you." I was saying when Jamie interrupted.

"Measure me?" He questioned.

"Yes. Girl panty sizes are not the same as boys. I will have to measure you then once we are in the store I can look up to see what size panties to get you." I explained.

"Oh. Ok." He replied.

We went into my bedroom and I got a tape measure and began to measure his different parts of his body so I could get the right size. I was not sure if it was the idea of him having his own panties or if it was because I was measuring him, but something was causing him to get excited. His dick would have been pretty much standing at attention if it were not for the small tight panties he had on. The front was really bulged out and the backside of the panties were skin tight on his butt. I even found my own dick was enjoying what was going on. I could feel the pre-cum dripping from my cock making it difficult not to reach down to take care of the problem.

"Daddy. Can I wear Anna's panties to the store?" Jamie quietly asked.

"You might as well. I do not think they will fit her very well now. That big bulge in the front has really stretched them out. Not to mention the stains from the pre-cum you have deposited in them." I chuckled.

Jamie blushed a little as he realized I had noticed that he had an erection and that he had pre-cum dripping from his penis. I stood back to take one more look at my young teenage son. His shoulder length brown hair hung lovingly over his girlish shoulders as I looked into his big brown eyes. Smiling I asked him to turn around. He did as I asked and I took a good look at his tight panty covered butt. As he slowly turned around my eyes locked on his enlarged cock. I would guess it was going to measure about 4.5 to 5" when it was fully erect.

Pulling my eyes from his sweet looking body, I said, "Ok. Go get dressed and soon as we are all ready we will leave."

With that he was out the door like he had been shot out of a rocket. I never knew a boy could get so excited about going to the store to pick out some panties to wear. I too got dressed, making sure I changed my pre-cum covered underwear before slipping on some shorts and a shirt. When I was dressed I headed out to the living room where I found Anna. I told her I was going to allow Jamie to wear her panties to the store and why. She understood and told me she did not want them back anyway because they were going to be all stretched out. Soon we were out the door and on our way. A few short minutes later we were all three in the girl's clothing section of the store. There were not many people shopping in the area so pretty much we were able to shop in private.

I looked at some packages and decided what size to get for Jamie. Anna helped her brother pick out some styles and colors that they both liked. I even let them pick out some matching panties in their own size.

"Daddy." Anna quietly said to get my attention.

"Yes, Baby." I answered.

"Have you ever worn panties?" She questioned.

"No." I answered.

"Why not? They really do feel better than those nasty underwear guys normally wear. And they are a lot prettier too." Jamie stated.

Anna stepped in by suggesting, "Daddy, why don't you get some that match ours. That way we can all wear matching panties sometime."

I was not really sure about it but with two kids talking about panties I did not want to make a scene so I agreed. We picked out some white ones and some other cute floral and lace topped ones. We were not able to find many that came in three different sizes but did find some.

We had just about finished the panty shopping when Jamie looked over and saw some cute nighties. Both Jamie and Anna asked if they could have one or two of them. I found a section of mother-daughter matching nighties that were pretty cute. I was able to find some that we all three liked in each of our sizes so I got us all two different ones. By now I could feel my underwear getting wet from all the pre-cum I was leaking. I was pretty sure Jamie was having the same issue. As for Anna, I think she was just having fun and was really not thinking of any of this as being sexual.

Just as we were getting finished in the nightie section, Jamie looked over and saw some cute skirts. Anna really loved a couple of them and since she could use some new ones I again gave in and let them pick out two complete outfits. They wanted me to get one like theirs but I had to draw the line somewhere and told them that it was fine if they both wanted to dress alike but I did not want to go that far.

By the time we were finished shopping, our cart was almost filled and I was thinking that I would rather pay off the national debt than to have to check out. The final cost was a lot but I figured it might just be worth it in the end. We got things loaded in the car and on the way home I stopped at their favorite pizza place for lunch. We ate then went home.

We emptied the car and soon as everything was inside they both wanted to strip and try on their new things. I told them that I needed to wash them before they were worn to make them softer. While I washed all the new things the kids cleaned their rooms and their bathroom. I worked on my room, my bathroom, and fixed dinner. When everything was done we ate dinner. We all showered and dressed in matching nighties. We then relaxed and watched a good movie together while laying around in our nighties. I had to admit that I tried on the panties and found them to be rather soft and exciting to wear. The nightie was more exciting to wear than I even thought possible.

We had been watching the movie for about an hour when I noticed a bulge beginning to push up Jamie's nightie between his legs. I knew from my own nightie that it was not going to take much to push it up because of the lightweight loose fitting panties and nightie. I knew that it did not take much and sometimes nothing at all for a young teenage boy to get an erection. I figured I would keep an eye on it to see if it went down or if he did something to promote the growth.

As I watched the bulging nightie, my own nightie began to show signs of excitement. I was in a better position to be able to hide my excitement more than Jamie could. A little while later when I looked his nightie not only was puffed up more but was also bouncing up and down like he was trying to make himself cum. At this point I was paying more attention to my son than I was the movie. I watched as Jamie began to inch closer and closer to his little sister that was sitting more in the middle of the couch where Jamie was sitting on the end of the couch closest to me. I wondered what his intention was and before long I had my answer.

In just a short amount of time, Jamie's nightie covered butt was touching Anna's nightie covered butt. Anna, being an innocent little 10 year old girl, felt like her space was being invaded and after giving her brother a funny look moved a few inches away so that they were no longer touching.

I now found that what my children were doing was more interesting than the movie so I simply watched to see what they were going to do next. Jamie again moved closer to his baby sister but this time he did not touch her butt with his. He then did something I never expected, especially with me sitting not far away. He reached out and took Anna's hand. She turned and looked at her brother but did not resist. I guess that was because she trusted him or maybe she too was getting curious. Jamie pulled her hand over to his lap and placed her little hand gently on his nightie covered crotch. At first she pulled back but he whispered something into her ear that I could not hear. Whatever he said must have convinced her that it was alright to touch him. I watched closely as she not only laid her hand on his crotch but she wrapped her little fingers around his shaft. Jamie let out a soft gently moan as his sister began to play with his now rock hard cock.

Not knowing if I should put a stop to this incestuous play or not, I found myself super excited to the point my own panties were getting wet with pre-cum. I figured that it might not be such a bad idea if the two of them did some experimenting so I decided to see where this was going to go.

Jamie took his hand away from his sister's allowing her to play on her own. He then laid his hand between Anna's legs on top of her nightie. She then purred as he worked his fingers into her pussy slit. They each were finger fucking each other as I watched. My own cock was bouncing back and forth as it rubbed against the soft material of my own nightie. I wanted so bad to get up and sit between my two children so that they both could work my own cock over until I shot a geyser of cum into the air. I was too afraid of what they might think or do so I simply continued to watch them play with each other.

The movie was just about over so I knew I was going to have to make a decision soon as to what I was going to say and do. I knew there was no easy way out and no matter how I went about it I was going to have some issues. I guess the one thing that finally made up my mind was that the next day was Monday and the kids had to go to school and I had to go to work. It was getting pretty late and I figured that even if they were both interested in some sexual play or learning there was no time for it. Like it or not I was going to have to put off any sexual activities for at least another day. I was going to do a little probing though. The movie came to a close and Jamie still had his fingers between Anna's pussy lips. They were not inside her panties but I could tell they had pressed her panties into her slit. Anna also had her hand on Jamie's dick through his panties. Pretty much she was just letting it sit there with a slight grip. I did not notice any jack off motion but that was probably because she did not know what to do.

"So how did you two like the movie?" I called out just before the credits ended.

I could tell they were not even paying attention to the movie any longer because they both pulled their hands back and quickly sat up on the couch pretending they had not been doing anything wrong. Jamie quickly called out that it was a good movie and that he enjoyed it. Soon after Anna too said she enjoyed it. I could tell Jamie's cock still wanted attention as it was still semi-erect and was still pushing out the front of his nightie. Mine was also still pretty hard but I was not as afraid of them seeing mine as Jamie was afraid of me seeing his.

I stood up and turned off the TV. I turned around and faced the two children as I said, "Well guys, hope you had fun today but with school tomorrow you two need to get to bed. Go ahead and get ready and I will come kiss you goodnight in a few minutes."

With that and no comment about Jamie's bulge, I made my way out of the room and to my bedroom. I stopped just out of site to listen to see what they said or would do. Nothing. They just walked to their own rooms without saying a word. I then heard Jamie making his way to their bathroom. There he went in and closed the door. I went to my own bathroom and got ready for bed. I was going to leave my nightie on until I got back from taking care of the kids. A little while later I went into see Anna. She was in bed and almost asleep.

"I hope you had a good day, Honey." I said as I kissed her on the lips.

"Oh Daddy it was a lot of fun. Maybe we can..." She was saying as she changed her mind on what she was going to say.

"Can what?" I said as I tried to pry some type of sexual interest from her lips.

"Nothing. You really look cute in your nightie. Can't wait to see you in panties too." My baby purred.

Flirting a little with my young daughter, I lifted my nightie so she could get a good look at my panties. The thing was I had forgot they were wet from all the pre-cum I had deposited in them earlier.

"Looks like you had a good time tonight too." She giggled.

Quickly catching on to what she was saying, I lowered my nightie and said, "Well I guess I did. Now off to sleep with you. I love you, Baby."

"I love you too, Daddy. Goodnight." She said as she wiggled under the covers.

I kissed the top of her head on last time and turned out the light. I closed the door and headed to Jamie's room.

I entered Jamie's room just as he was getting into bed. He still had his nightie on and as he got into bed I caught a glimpse of his panties under his nightie. I felt an exciting jolt as I watched his panties again go hidden underneath the nightie.

"Did you have a good day Son?" I asked hoping he would accidentally give me reason to ask about him touching his sister's pussy.

"Oh, Daddy. It was the greatest day ever. I love all me new clothes, especially my panties and nighties." He excitedly answered.

"I am glad you like your new clothes. Now go on to sleep so you can have a good day at school tomorrow." I told him.

Looking up at me with his soft brown eyes he asked, "Are you going to wear your nightie to bed too?"

"Is that what you want me to wear to bed?" I replied.

"Sure. That way we can talk about how we liked wearing them all night in the morning." Jamie explained.

"Ok then, I will." I agreed.

He seemed to be happy with my decision to do as he asked because he too wiggled under the covers in preparation to go to sleep. I leaned over and kissed him on the forehead before telling him goodnight and that I loved him. He said the same back to me and with that I turned out the light, closed the door, and headed back to my room wondering what I had got myself into. Normally I slept naked but since I promised I figured I would give it a shot and sleep in my nightie this one time to see how it was. I entered my room, turned out the light, and climbed right into bed.

I figured I would be asleep in no time because normally that was what happened. I could not have been any more wrong. I laid there wondering if Anna and Jamie had already been doing things together or if tonight was the first time. I knew Jamie had been jacking off for years and had even suspected one of his friends and him had jacked off together. I did not know if they had been having oral or anal sex or not.

Anna had begun puberty early and had been having her period for almost a year already and up until now I had not worried about it. Now with what I had witnessed I was wondering if I might need to do something to make sure she did not get pregnant if they did experiment.

Then there was the panty thing. I really was not too upset about Jamie wearing panties. I could even find interest in him wearing nighties. What I was having the main issue with was him wearing a full girl's outfit with a short skirt, frilly top, panties, training bra, and cute little shoes. With his fairly long hair and feminine looking face I knew if done right he too would look as pretty as his sister. Maybe that was his whole intention. Maybe, just maybe, deep down he wanted to be a girl.

All these thing were swirling around in my brain as I drifted off to sleep. I am not sure how late it was when I fell asleep but I did remember seeing the clock when it hit midnight. Six o'clock came fast and the alarm sounded louder than usual. I quickly turned the alarm off and sat up in bed. That was when I noticed my morning wood. I was harder than I ever remember being in the morning. Was it because I was wearing a nightie? Was it because of going panty shopping with my kids? Maybe it was because of all the sexual things I was thinking about when I drifted off to sleep. I did not know and at that point I did not have time to figure it out. I completed my morning pee and headed off to wake the kids.

I entered Jamie's room first. I turned on the light and called for him to get up. I tapped him on the shoulder until he rolled over to his back. I had seen his morning erection from time to time but like myself this morning's hard-on was massively harder and bigger than normal. Seeing his hard cock caused mine to make an attempt to grow once again.

"Come on Son. Time to get out of bed." I called out.

He swung his legs over the side of the bed and sat up. He opened his eyes and seeing me still in my nightie made a comment about how cute I looked and how he was glad I wore my nightie all night long. Once I knew he was awake I headed off to wake his sister.

"Anna. Time to get up Honey." I called out as I turned on her light.

"Mmmmm." She complained.

"Come on let's go. You do not want to be late for school, do you?" I prodded.

Anna opened her eyes and seeing me in my nightie said, "Oh Daddy. You look as adorable in the morning as you did last night."

"Thanks." I said as I kissed her on the lips.

"Now up and out of bed, young lady." I commanded.

Once I knew she was awake I headed to my room to get dressed. I took my nightie off only after taking one last look in the mirror. I then slipped on some underwear, my pants, and shirt. Off to the kitchen I went to make breakfast. With the food almost ready, Anna drug herself into the kitchen and sat down.

Anna was wearing just her training bra and a pair of her new panties. This was the typical wardrobe for her in the mornings. Then after she would eat she would finish getting ready. It was the same for Jamie. He normally came to breakfast in his underwear so you can imagine my surprise when he walked into the room wearing a pair of panties that matched his sister's panties.

"Cute but are you sure you want to wear panties to school?" I asked Jamie.

"Why not?" He bluntly asked.

"P.E. for one. What are you going to tell the other guys when they see you wearing those cute pink panties?" I told him.

"I am going to tell them that they do not know what they are missing. I am going to explain how good they feel, how cute they look, and how exciting they are to wear. I am also going to tell them how girls really dig guys that wear panties."

"And when they ask what girls have seen you wearing panties, what are you going to tell them?" I probed.

"My sisterrrrrr...Oh. Maybe I should not say that part." He mumbled.

"No. Think not. You know some guys can really be mean. They might call you names and such." I continued to tell him.

This conversation went on while we ate until he finally begged me to let him wear his panties to school. I agreed to his request knowing I might just have to console him that evening after school.

"Are you going to wear your panties to work, Daddy?" Anna asked.

"No Baby. Not today. Maybe at some later date." I told her.

I guess I should count myself lucky that Jamie did not ask to wear his skirt and cute top to school but that would have been easy to stop because it was not a school approved uniform. "I had better not suggest getting him a school uniform skirt as he might just try to wear it to school." I thought to myself.

The kids finished breakfast and I cleaned up the kitchen. The kids got dressed and I finished dressing myself. Right on time we left the house. I went to work and the kids were off to the bus stop. I might as well not had gone to work that day. All I could think of was if Jamie was ok dealing with what the others were saying about him wearing panties and if Anna and Jamie had already experimented with sex.

I finally broke down and called Anna's doctor. I asked if they could see her and put her on birth control pills. They said they did not like doing that to a girl her age but when I explained that she had already been having her period for almost a year and that I did not want any unwanted grandchildren they agreed to at least see her and talk about it. This made me feel a little better but I then had to leave work early to take Anna to the doctor.

I was first home, only because I had left work early. Jamie came in not long after I did. I was surprised that his best friend Carmine was with him. I was not upset or anything and Carmine was more than welcome to come over if I was home or not.

"Dad. You're home already. Are you ok? What's wrong?" Jamie was asking as soon as he saw me in the house.

"Everything is fine. Anna has a doctor's appointment today." I explained.

"Oh. Is Anna sick?" He then asked.

"No. It is just a regular visit." I told him as I tried not to explain what the visit was about.

"Ok. Good. Carmine and I are going to listen to some music in my room. You going to let me know when you leave?" Jamie then wondered.

"Sure will. It will not be long." I told him knowing what they were going to do.

I figure they were going to have a jack off session. I just wondered how Jamie was going to explain the pink panties he was wearing when they stripped. It was only a few minutes later that Anna bounced into the house. I told her to get cleaned up because she had a doctor's appointment. She wanted to know more information so I told her I would explain more on the way. She soon was ready so I told Jamie we were leaving and out the door Anna and I went.

On the way to the doctor Anna and I talked about her appointment and how I thought it would be a good idea for her to be on the pill. I finally admitted that I had seen them touching each other and that I was worried they might experiment more. I made it clear that they were not in trouble and that it was normal to try new things especially when they felt good to do. I tried telling her that just because she was going to be on the pill did not mean they had to do anything. It was just a precautionary thing. By the time we got to the doctor I am not sure who was more confused, her or me.

The doctor examined her and after a lengthy discussion the doctor finally agreed to put Anna on the pill. It was going to be at least a month before it would be safe but suggested a three month time period before having sex. I agreed. One reason was it would make Anna 11 years old and another reason it would give her time to learn more about her body and how sexual activity should take place.

We did not talk much on the way home. There was not much to say and after the examination Anna had just been through left her not wanting to talk much anyway. We arrived home to find Carmine gone, Jamie watching TV in the living room, and a faint odor of cum in the hall as I passed his bedroom. Just as I expected they had a jack off session. My big question was, did Carmine know about Jamie's love of panties. I wanted to ask but did not want to push.

"Ok, you two. Homework. I want all your homework completed before we eat dinner so you better get with it." I told them.

My curiosity got the best of me and after I had changed into some shorts I went into Jamie's room to talk.

"So, how did it go at school today?" I generally asked.

"Ok, I guess." He groaned.

Guessing I was going to have to pry the information from his brain I asked a more direct question. "I mean about P.E. and your panty situation."

"Oh, that." He perked up in response. "At first some of the kids kidded me but when I told them not to knock it until they tried it most left me alone. I told the ones that continued to pick on me that they did not know what they were missing. Eventually they all left me alone." Jamie explained in more detail.

"What about Carmine? What did he think?" I then asked.

Jamie got a little quiet but eventually he replied, "He was really interested. He even wanted to try them on for himself. That was why he came over after school."

"Well what did he think after he tried them on?" I probed.

Chuckling, Jamie said, "Well he wanted me to ask you if he gave you some money if you would buy him some panties in his size. Mine were a little too big for him. I did measure him like you measured me so I know his measurements so you could figure his size."

"Would you like to go panty shopping this weekend to buy him some panties?" I asked.

"Could we? That would be fun. I will get his money and ask which ones he wants me to get." Jamie blasted off comments quicker than I could reply.

"You did not tell him I wore panties did you?" I asked.

"No, of course not. That is just our little family secrete." He quickly responded.

"Good." I said as I made my way out the door.

I then headed to the kitchen to make dinner. With dinner almost ready I checked on the kids. They were just about finished so I told them to let me know when they were done and I would finish up the meal. They agreed and soon they were finished. I finished cooking and we all sat down to eat. This was when things began to get interesting.

"So is everything alright?" Jamie asked Anna.

"Yeah. Why do you ask?" She then asked back.

"Well Dad said you were going to the doctor. I was afraid you were sick or something." He then replied.

"Dad did not tell you what it was all about?" Anna asked, being a little confused.

"No. He just said you had a doctor's appointment." Jamie restated.

Anna looked at me like she wanted her brother to know but was not brave enough to tell him. I asked her if she would like me to tell him what was going on. She smiled and told me she really would appreciate me explaining to him like I had talked to her about it. I then spent the good part of the next hour telling him that she went to the doctor to get put on birth control pills and how that did not mean they had to start having sex or even playing around. I made it clear that they were not to do anything for the next three months so that the pills would have time to take effect. I told them that it was normal to be interested in sex and that there was nothing wrong in learning things with each other. I stressed more than anything that they were not to force, trick, beg, bribe, or blackmail each other to perform any sexual activity. I explained that they should simply ask if they wanted something or to ask a question. If the other said, "No" then that would mean "No" and not to push the issue. I told them both that they could experiment but not to get carried away. I sternly said that if they had any questions or wanted to learn anything new or how to do something to come to me and not to go to go to Carmine or their other friends. Jamie laughed and said that he knew more than Carmine did anyway. He even let it slip that he had to teach Carmine how to jack off. This was like lighting a match in the dark. Anna then wanted more information and was not going to stop until she had her mind completely filled with sex.

Anna instantly began to question things that Jamie was saying. "Jack off. What is that?" She asked.

Knowing he had just said something he wish he had not said, Jamie instantly got quiet and looked down, hoping his little sister would not pursue it any further. It did not work and Anna continued to question things. I then stepped in to help calm the situation.

"Jacking off is what most guys call masturbation. Most all boys do it and a lot of men do it too. Girls also masturbate but not as often." I explained.

"Oh." Anna said then without any thought to her question she looked at me and asked, "Do you do it?"

It was my turn to be hesitant on answering. Knowing Jamie was not about to step in, I prepared myself to reply. Matter of fact Jamie too looked at me like he also want to know the answer to the question. Taking a deep breath, I answered, "Yes, I do."

Again Anna content on just getting an answer said, "Oh. Ok."

By now we had finished dinner and had pretty much got the kitchen cleaned up. We sat back down to have some fresh baked pie and ice cream when Anna started back asking questions. On one hand I was glad she was interested and especially that she was coming to me and her brother for the answers and not to her little friends. But, on the other hand, it was not an easy subject to tackle with your own kids.

Anna looked up at Jamie and point blank asked, "Can I watch you do it?"

I thought Jamie was going to choke to death on his pie. His face turned red and he could not look at me or his sister. I again stepped in to clear the air. I told Anna that jacking off or masturbation was kind of a personal thing and not everyone wants others to watch, especially their kid sister.

Looking a little disappointed, Anna looked at me and asked the same question, "Well then, can I watch you do it, Daddy?"

It was my turn to choke. The difference was that Jamie looked up at me like he too wanted to see me masturbate. Noticing his reaction to the question I knew I was going to have to answer but I wanted to know something first.

I looked at Jamie and asked, "What? You want to watch me do it too?"

Anna just sat there looking confused. I knew she did not know what she was asking. She was just as innocent as they came and I knew it. Jamie on the other hand knew more and was not sure how to take the question he had in front of him. I guess he was more interested in learning more about sex than I had first thought because after a pause he faced me and answered my question.

"Actually I do. Well, I know how but I am not really good at it and would like to see how others do it." He admitted.

"Good point. There are many different ways to do it and some even have different variations. Some guys like to do it one way and some another. The way I like might not be the way you like to do it but I can show you several ways and then you can try them and maybe you can even teach me a thing or two." I told my son.

Jamie and I sat and talked about masturbation for several minutes not even realizing that we were talking in front of a 10 year old girl. It was like discussing sex in front of a baby. She had no clue what we were saying and for the most part it looked like she did not care. We finished dessert and cleared the table. When I stood up I could feel a wet spot from the pre-cum I had deposited into my shorts. Looking down I noticed that Jamie still had a good sized hard-on going on between his legs so I knew he too was ready. I was not sure about Anna but I soon got the answer.

"Daddy? Can I watch you do it now?" Anna bravely asked.

"I will do it for you if Jamie will do it at the same time. That way we can learn from each other." I answered while looking in Jamie's direction.

"I will do it if Anna will let me look at her naked body while I do." Jamie counter offered.

"Daddy!" Anna chirped.

"Actually I think that is fair. Most guys like to either look at a naked body or watch porn while they do it. If you want to see us naked then you have to also be naked." I said as I put my foot down.

I knew Anna wanted to see us jack off more than we wanted to let her watch us so I was pretty confident she would give in. After a bit of a thought process Anna finally agreed. I had not seen either of my children naked in quite some time so this was also going to be a treat to me and my sexual desire.

"Anna, you go take a shower and put on our matching floral family panties and nothing else. When you are ready just sit on your bed and wait. I am going to talk to Jamie then I will shower and I will put on my matching floral family panties. After Anna gets done I want Jamie to shower and do the same while I talk to Anna. Then when we are all ready we will go to the living room." I instructed my children.

I talked to Jamie about how Anna was young and not to do anything that might hurt her. I told him that I knew how it felt to want to do things with a girl but give her time and to take it slow. We had a good talk about sex and feelings and what to do and not to do. By the time we were finished I felt like I would be able to trust him to make right decisions when it came to sex.

I showered and dressed. I checked on Anna and when she was dressed I talked to her. We mainly had a father daughter sex talk adding in some of what I had talked to Jamie about. That too was a good conversation. When Jamie got done we all went to the living room where I plopped down a box of tissues on the coffee table to be used for cleaning up. Anna in her innocence asked what the tissues were for and after a slight chuckle I explained that sometime jacking off got a little messy so they were to be used to clean up with.

The time had come and we rolled a die to see who would take their panties off first. Jamie won, or lost depending on how you thought about it. Jamie dropped his panties and for the first time I got to see his naked cock. It was a good 6" long but was not very fat. He had a good amount of pubic hair that not only covered the base of his dick but completely covered his nice sized firm balls. It was not surprising that his cock was already hard by the time his panties hit the floor. Anna let out a loud gasp as she saw the size of her brother's 14 year old dick.

Anna was next to lose her panties. Expecting to see a cute young innocent bald pussy, I was surprised to see she had a splattering of hair at the top of her slit and some off to the sides of her pussy lips. Jamie and I both stood and looked with open mouths at how much older her pussy looked than what we had expected. I am pretty sure Jamie felt the same as I did whereas I just wanted to reach out and play with her tender virgin pussy.

"Guess it is my turn." I admitted as I knew they were in for a big surprise.

I was not fully erect but was well on my way. That was not going to be all that was going to cause them to become eager to ask questions. I slipped my fingers into the pretty lace elastic band and pulled out and down past my butt. I let them go and they fell leaving me completely exposed in front of my two adorable children.

"Daddy!" Anna yelped. "Your hair? It is gone. Where did it go?" She continued to question.

"Jamie at first was surprised but then once he got use to it he smiled and said, "I bet that makes your panties really feel good on your dick and balls."

"Yes, I guess it does because the panties do feel really nice." I admitted.

"Can you do it to me?" Anna quickly blurted out.

Before I could say anything Jamie also said, "Me too please."

I was more than happy to do it to both of them but more so to Anna. I knew by shaving her pussy I would get to get a real close look and I would even have to touch her to shave it. Just the thought of touching that precious girl's cunt caused my dick to instantly inflate. I went from semi-erect to super hard in a matter of seconds.

Anna being a cute little girl also noticed and commented, "Daddy, it got really big. It is even bigger than Jamie's."

Not wanting to tell her the real reason why, I simply said, "Yes it did."

Jamie now staring at my 8" thick man meat and my cum fill big balls asked, "Can you shave us now?"

Again, I was more than happy to take on that task without delay. "Ok. Off to my bathroom you two."

Jamie was first to run off. His super hard but much smaller cock swaying back and forth as he ran down the hall. Anna was next. My eyes locked on her tight little butt as it bounced behind her older brother's butt. I was last. I was not in a hurry because I wanted to enjoy the view as long as possible.

I had a big shower but what was extra nice about it was there was a built in seat inside the glass doors. I had Anna sit on the seat so I could shave her first. I just had to make sure I did not blow my load of cum while I removed her pussy hair. I got the water temperature just right and sprayed her pussy as she spread her legs. Then with extremely excited fingers I rubbed some shaving gel on her pussy lips. Rubbing briskly I worked up a lather. I grabbed my razor and told her what I was doing as I removed what little hair she had. I took advantage of the situation and ran my fingers on the inside of her pussy lips making contact with her clit. Fuck, how I wanted to just shove a finger inside her twat and finger fuck her to her first ever orgasm. Thinking it out I figured that would not be the proper thing to do so I simply rubbed her clit a little as I made her think that was part of the shaving process. When I was finished I sprayed her down and pulled her pussy lips apart and sprayed inside to make sure all the shaving gel was out. In doing so, I noticed her clit was red and swollen. This told me that what I had done really excited her. I had to quit. I had to quit right then or else I was going to spray her lovely young body with my cum.

"Next." I called as I shut off the water and stood up.

Anna stepped out of the shower but not before she reached out and gently petted my cock like she was petting a puppy. "Thank you Daddy." She purred.

Anna dried off as Jamie sat down on the seat. Before I wet his shaft I took my electric clippers and mowed down the entire bush. I explained that it was much easier to shave short hair and so the easiest thing to do was to trim it close first then shave it. I also told him to think of something like school or homework so his erection would go down. I explained that shaving when you have an erection could cause cuts or razor burn. This scared him enough that it deflated in a hurry. I did the same with him and wet his cock then worked the shaving gel all around his cock and balls. Next I gently grabbed hold of his dick and began to shave off the hair. I tried not to make him excited not only because I did not want to cut him but also because I did not want him to blow his load all over my hands. That would have disappointed not only Anna but myself.

With both children hairless between their legs we headed back out to the living room. It did not take long for Jamie to gain back his erection especially when he took a good look at his sister's hairless snatch. We all sat down on the floor so we could all see each other as we began the training session.

"Jamie, you start. I want to see what your normal technique is for jacking off." I told my son.

Jamie clumsily grabbed hold and began to wail the tar out of his poor cock. His balls bouncing back and forth like he was trying to shake coconuts from a coconut tree.

"Woo Son. Take it easy on that thing." I chirped.

I showed him how to go slow and how to play with the head first. Then I showed him how to tease his balls and his taint. Finally, I instructed him on how to put it all together and how to edge himself until he could no longer take it. Just before he was about to blow I stopped him.

"Now try this." I instructed.

I showed him how to switch hands, how to turn his hand around to give a different feel, and how to rub the glands on the palm of his hand. Once I had shown him a half a dozen or so different method I told him to pick the one he liked better and to go for it.

"Now the main thing, Son. Do not worry about the cum. We can clean it up when done. Just blast your load where ever you want." I urged.

With a shaky voice he asked, "Can I shoot it on Anna?"

Him asking that almost caused me to empty my balls without any further touching.

"You will need to ask your sister that question. It is up to her." I told him.

Looking into his little sister's eyes he asked, "Can I Sis?"

Anna looked at me as if she wanted me to tell her what she should answer. I told her it was up to her but that Jamie should not let any hit her pussy because the pills needed three months to take effect.

"You can put it on my nipples and belly but not my face or pussy." She told her brother.

I was so horny by then I knew that once I began I was going to cum super quick so I wanted to help get Jamie off first. I looked at Anna's young developing breasts and noticed her nipples were getting hard. She looked so young and innocent with her tiny breast buds and hard nipples mounted on top. I could not take it any longer. I spread a big towel down on the floor and had Anna lay down on top. I placed a pillow under her head so she could watch as we shot our loads on her body.

"Anna, do you mind if I pour my load on your lovely breasts too?" I begged.

Giggling she said, "Oh Daddy. I would love that."

Jamie got on his knees and placed one between her legs and one on the outside of her legs. I did the same with her other leg. Jamie and I picked our method and went to town. It only took two minutes and the cum load blasted from our balls moving quickly through our shaft and exploded with great force against Anna's tits. The cum ran down her body to her belly, filling up her sexy belly button. Anna squealed with delight as both her brother and I coated her body with hot cum. Once it was over Jamie and I could not believe we had both cum so much. Poor little Anna was drenched.

"Next lesson. Jamie, have you ever tasted cum before?" I asked.

"No." He answered.

I scooped up a finger of it and shoved it into my mouth before saying, "It is not bad. I think you need to try it at least once."

"Ok." He replied as he too scooped up a finger full and shoved into his mouth.

"Mmmmm." He moaned.

I scooped up another finger full and put to Anna's lips. She looked hesitant but finally lapped it up. With a smile on her face she began to scoop up finger fulls on her own. I took it upon myself to began to lick it off her small breasts without asking. I figured if she did not want me to she would say so. Anna began to moan and soon Jamie was licking and sucking her other breast.

Anna's fingers soon made it to her pussy lips where she began to rub herself. Her breathing increased and her body began to shake. I knew she was very close to her first orgasm and I was not going to do anything to take that feeling away from her. Jamie and I both continued to lick and suck her nipples as she played with her clit and pussy slit.

A few minutes later Anna's back arched up, her fingers pressed hard against her clit and with a loud grunt her body shook then soon fell back to the floor. With her rapid breathing and still body, I knew she had achieved her goal and had been sexually relieved. The problem was now both Jamie and I were again as hard as a rock.

Going this far, I knew there was no turning back now so I asked Jamie if he knew anything about oral sex. He admitted he had heard some older guys talking about how good it felt but he had never tried it. "Would you like to give it a try?" I asked Jamie.

Before he could answer, Anna piped in by saying, "I do."

I began to wonder if I had started something that I should not have done. Anna had quickly turned from a simple little girl with no knowledge about sex to a sex crazed young lady. I knew that there was no way I could take back what I had started and even if I could I was not sure I would have wanted to.

Jamie gave Anna a dirty look before saying, "Dad was talking to me. You do not have a dick anyway."

"It is ok. Girls can have oral sex too. Jamie, someday you will find some girls can suck dick as well as a guy can. So Jamie, do you want to suck my aching cock?" I asked my son.

"Ok." He answered.

I climbed between my son's legs and soon was sucking his freshly shaved dick as my fingers gently massaged his tender balls. I could hear him moaning as I began to slide my mouth up and down on his shaft. I picked up speed as I pretended to be a pussy fucking his boy dick. I took him right up to the edge of an explosive orgasm when I let his dick fall from my lips.

"Think you got it? Ready to give mine a suck?" I questioned.

"I think so." He admitted.

I switched positions and soon as he was between my legs. He lowered his head down until his mouth had taken most of my supercharged man meat. Doing to me what I had just done to him sent me into an instant sexual frenzy. I was pumping my cock in and out of his mouth and just as I was about to explode I pulled out. I wanted to give him one more lesson before I came.

I had Jamie lay on the floor and got into a '69' position with him. We both were so excited from licking cum off of Anna and the previous oral sex lesson that we both were ready to cum as soon as our cocks were encased in a hot mouth. I slowly inserted my dick into my son's warm mouth at the same time I took his dick into my mouth. We sucked and stroked each other's shaft as Anna watched from the couch. We played with each other's balls as the sucking increased. When I did something to him he did it to me and in no time we each were about to cum. A few minutes later I felt his cock begin to swell and I knew I was just about to be rewarded with a mouthful of fresh cum. I soon felt my own cum began to flow from my balls and through my hard shaft. We were fucking each other's face as we both exploded at the same time. It was a good thing we both had already cum once because it was all I could do to swallow his load without spilling a single drop. Jamie was an instant cock sucking master as he too was able to drink my entire load.

After a short pause I gave Jamie pussy licking lessons by having him watch as I took Anna to the edge of another fantastic orgasm. I pulled back and let him lick his sister's pussy. I did not stop him as he took her over the edge as she violently shook as her second orgasm ripped through her young tender body.

When we all recovered we all showered again and got ready for bed. I tucked them in like the previous night but this time I gave them each a loving French kiss as I told them how much fun I had and hoped they too enjoyed what we had done.

The next morning we all were dragging around. The excessive amount of sex we had the previous night had really taken a toll on all of us. Luckily we all made it through the day but that night right after dinner we all went to bed early. I do not think any of us had the energy to even try to have another orgasm. Wednesday we were at least had more energy and was able to have a good conversation about what we had done and how we felt.

Over the next couple of days we opened up and we all began to wear our panties or nighties most all the time we were in the house. I even wore panties to work a few times which I enjoyed more than I thought I would. I taught Jamie how to shave his dick and balls and bought him his own razor to use. Anna was a different story. I told her that until she turned 13 I was going to have to shave her pussy for her. She did not have a problem with it and even asked if I would continue even when she was older if she wanted me to. I told her that we would see when the time came.

Friday night at dinner Jamie reminded me that we had to go panty shopping for Carmine's panties. Jamie gave me his measurements and the list of panties he wanted me to get for him. He also gave me Carmine's money. Both Jamie and Anna wanted to go with me when we bought the panties. I told them I was going to get me some more and asked if they needed more also. They said that had enough for the time being.

Saturday morning at breakfast we made our plans on when to go and where. I was going to get the kitchen cleaned up and they were to get ready to go. I then got changed but when I was ready the kids still were not. I called out asking if they were ready yet, which they replied they were just about ready and they would be out in a minute. A couple minutes later Anna came into the living room and told me to close my eyes. I had no idea why but I did so to humor her. After about a minute she told me to open my eyes. I did and looked up. I could not believe it. There standing in front of me was Anna, my sweet little 10 year old daughter, and beside her was an older version but one just as sweet and sexy as the young one.

"Jamie. Is that you, son?" I asked.

With a giggle, Jamie answered, "Yes and no. Yes I am Jamie but no, I am not your son. I am your other daughter today."

Jamie and Anna were both dressed in matching short skirts, cute nice lace tops, and little girl shoes. They both looked cute enough to fuck. There was no way anyone could have looked at Jamie and known she was actually a boy. I just had to know something. I had him stand right in front of me and I lifted up his skirt. He did not have a bulge at all. It was like his cock had turned into a pussy. He told me that he had pulled his dick between his legs and put on a pair of his sister's panties to hold it there. Then he put on a pair of his own cute panties to make him feel more like a little girl. I just knew they both were adorable and that I did not give a fuck about buying panties. I just wanted to lay both children down and spray my cum over both of them. What I wanted and what I knew I had better do was two different things.

Eventually, I gained by my composure and we left. I took my two little girls out for the day. We went panty shopping where we bought me some more panties and another couple of nighties (I had found I loved wearing nighties to bed so I decided to get me a couple more really sexy ones.). We bought Carmine some panties from his list. We then went out to eat. This is where a boy being dressed as a girl had a slight issue.

"Daddy, I have to go potty." Jamie quietly said as we sat at the table in the restaurant.

"Ok. You know where it is. Go ahead." I said without really thinking about why there should be a problem with it.

"Daddy!" Jamie yelped.

"What?" I snapped.

Giving me a dirty look, he asked, "Which one?"

Then it hit me. Jamie was a boy but looked like a girl. This did present a problem. Quickly thinking this through, I told him to go to the little girl's room.

Jamie looked at Anna with his big brown eyes and asked, "Anna, will you go with me?"

Giggling she answered, "Ok. Funny though. Normally the older one takes the younger one but here we are and the older one wants the younger one to go with them."

I watched as my two adorable children walked to the restroom together. Oh how I wished I could have gone with them. Then again, I probably would have wanted to cover them with cum before leaving. Soon they were back and luckily they did not have an issue.

We did some grocery shopping and soon were back home. The kids helped put things away and I made dinner as they cleaned up their rooms. Jamie was having so much fun being a girl that he wore his cute skirt to dinner. During dinner the topic of anal sex came up. I explained in detail all about the topic and how I was too big to fuck either of their butts. I said that Jamie might could fuck Anna in the ass but only if she wanted but not until the pills took effect. I said there was the possibility that something might happen. I told Jamie that if he wanted he could fuck me in the ass but only if he did so while wearing the cute little skirt. That idea really excited them both so soon as we were done eating we went into my bedroom.

I was naked before they knew what was going on. I grabbed some lube and taught Anna how to lube up my hole and her brother's cock. I laid down on the bed and had my darling little Jamie to climb between my legs. I helped guide his shaft into my tight asshole and told him what to do. If I did not know better I would have sworn he had been having sex for years. He pounded his cock into my ass like he was pile driving a piling into the ground. I could not see his cock sliding in and out of my hole because his skirt covered it up. This just added to the excitement because it was almost like I was being butt fucked by a girl. Just to look at Jamie you would have thought he was a girl so that was what I was imagining as he fucked me in the ass. It did not take long and I began to feel jets of hot boy cum being delivered into my ass.

I enjoyed the whole situation and even having Anna watch excited me. The one thing I was missing was my own orgasm. Not long after Jamie was finished with me, I took Anna to bed. I stripped her naked and in just a few seconds we were in a "69". Anna was sucking my hard dick as I lapped at her hairless little girl pussy. I took her to the edge but knowing I too was about to explode I gently bit her clit. This took her over and as her body shook I filled her mouth with cum. She was able to take most of it but I had shot too much for the little girl to swallow and some dripped down her chin. Jamie seeing what was going on dove in and licked her face clean before they got into a hot French kiss. Not long after their kiss broke up I gave Anna a French kiss of my own.

We were all three so relaxed and sexually fulfilled that we fell asleep in my bed. Sometime in the night Jamie stripped naked because when we woke up the next morning we were all three still in bed and all three naked.

Things went well the next several weeks. We all got along great. We sucked and masturbated together like we were all three married. Jamie fucked my ass some but for the most part we had oral sex. I knew that it would not be long before Jamie was going to be able to fuck Anna's pussy and I wondered if we were all going to continue to suck each other off like we had been doing.

A few times a year the school had, what they called, Casual Day. This was when they did not have to wear school uniforms. They could just wear their regular clothes. There were some restrictions but for the most part anything went. I had no idea that Jamie was about to take on the entire school system by using Casual Day to open up about how he loved to wear girl's clothes. It was not that he was gay. It was not like he did not like girls. Matter of fact it really had nothing to do with sex at all. He simply liked wearing girl's clothes more than he did boy's clothes. It was true he loved sex. He loved it with me and his sister. True he got excited wearing girls' panties but it was not like we wore girls' clothes just to fuck others at school. It was two different things and I knew it. The problem was that the school did not understand.

The morning of Casual day I found myself in a bad position. Jamie walked into the kitchen wearing his skirt, panties, training bra, little white shoes, and cute lace top. After some discussion he convinced me to let him go to school dressed like he was. On one hand I understood my son's point of view. He simply just wanted to be himself and that meant wearing girl's clothes. He was not doing it to make a scene or to stand out. He just wanted to do it to be himself. On the other hand the school did not know him the way I did and I knew they would think of it as being unnatural, whatever that was. Knowing there was going to be a problem I called in and told my boss I had a personal issue and would not be in that day. I gave my son a hug and told him I was proud of him for being so open and brave. Then I sent him off to the wolves.

It was not long before I received that expected call from his school. I went down and explained how he just wanted to be himself and how he like wearing girl's clothes. I tried explaining that it did not have anything to do with sex or attention. Finally, when I explained that there was nothing in the rules about boys not allowed to wear girls clothing then they had no choice but to allow it to happen. With that he went back to class and finished the day. Of course this eventually led to me having to buy him new school uniforms but in skirts and tops. He kept his same name and still identified himself as a boy but one that dressed as a girl. This did take time but before he finished High School he was left alone and was allowed to dress as he wanted.

Over the next several months we all gave each other more pleasure than I could have ever imagined. Anna turned 11 years old which only caused an increase in her interest in having a cock buried deep inside her pussy. I knew my cock was not going to fit until she got much older but I was looking forward to watching my son's dick slip into her pussy for the first time.

The night came and during our Saturday family dinner, Anna all of a sudden said, "Jamie, will you fuck my pussy tonight? I want your hot cum deposited inside my tight virgin hole."

Jamie instantly turned and looked at me to see if it was ok. I told him it was up to his sister and him. I was just there to watch and instruct. Jamie agreed he wanted to and right after we finished eating the children showered. This time we met in Anna's bedroom where the children stripped naked. I helped them get into position and gave some basic instructions. I watched as Jamie's hard cock slowly entered Anna's freshly shaved cunt for the first time. With his small dick size and Anna's excited oversexed pussy there was not much pain and soon I watched and listened as my son's young balls slapped his sister's naked butt. His cock pounding in and out of her hole like he was drilling for oil.

I could not take it any longer and I too stripped naked. I began to pump on my own dick as I watched my two young lovely children fuck each other. They became lip locked as Jamie pounded his cock in and out of his young sister's pussy. My hands pounding my own dick as I watched. I had taught Jamie enough about sex to be able to hold back until the other had been sexually fulfilled, so it was not a surprise that Anna blasted an orgasm that shook the bed they were in. Jamie took that as a sign and soon was pumping his hot cum deep inside her body. I too wanted to add cum to her cunt but knew I was not going to fit just yet. I grabbed some tissues and blasted my load into them so as not to make a mess. The children were so engulfed in what they were doing that what I did had no effect on them.

When they were both satisfied, I kissed them both before turning out the light. I let them sleep together like they were husband and wife. From then on they were allowed to sleep together if they wanted but most of the time they fucked in different places in the house but mostly slept in their own bed. Jamie said he had a hard time sleeping with his sister which I found interesting. He had no problem fucking her but had issues sleeping with her. Odd but I was not going to force them to sleep together.

We all still sucked and masturbated together when we wanted and before we knew it they were both grown up. They each married and had children. From time to time we three would get together and have a romp in the bed for old time's sake. I just wondered what their children would say if they knew what their parents did when they were young. Even more, what was going to happen when their children wanted to fuck each other or better yet their parents or me. Thoughts about my grandchildren taking my shaft into their mouth gave me many hard orgasms over the years. Who knows when or if any of those dreams will ever come to pass. I can only wish for the best.

The End