My yearly vacation.

I usually go to Colorado on my vacations, but this year I decided to go to the Keys instead. Sorry, a little about me. My name is Patrick, but everyone I know calls me "brick". Maybe because I stand 6'4", weigh about 375, very little fat on my frame. I don't really work out, or eat a lot, I have a very strong metabolism.


My neighbor's nephew was going back to just north of the everglades. George(the nephew) asked which route I was going to take, and how long it took me to drive down. I told him that straight thru drive was approximately 14-15 hours, but as I had 2 weeks vacation, I was taking a couple days to get there. I also told him that I was taking a more scenic straight line to the keys. A couple days later he asked if it was possible for him to ride with me as far as the closest town on my route without taking me out of my way. He also blurted out before I could say anything that he would also help pay for gas.

I said to him to slow down, and let some air in your lungs. I told him that I would think about it for a few days, and then give him an answer. He agreed to it, and then I had to head to the store for some chow. After I had completed my food run, and had stopped at the booze cooler, I went on home. I fixed what I had to, to eat it, and also had a j&c . I watched a movie, and the took a shower, and crashed for the night.


A few days later I was standing on the driveway, checking the siding. After finding nothing wrong with it, I walked over to the fence that separated our two yards. I heard George, and his uncle out in the yard. As I got to the fence, and looked over, I saw Steve(the uncle) go into the house. I called out to George, and asked him to come to the fence. After he got there, he said hello, and asked me how I was doing. After I said I was doing good, he asked me if I had made a decision about his question. I told him that I had thought about it, and had decided to take him with me.


He said that's great, and thanked me profusely. I told him that we had 1 week to get things ready to leave. He asked what time we were leaving, and I told him that we would be pulling out by 4 am. He looked a little startled, and hung his head. I asked what's wrong, and he answered that his uncle didn't get home until 8, and he couldn't leave with out locking up. I asked him didn't your uncle have a key, and he replied that the only key, had broke off in the lock. I asked what happened to the other key, and he said that his uncle had lost it about 2 weeks ago.


As I started to say that was when I was leaving to beat the morning traffic, I remembered finding a key on the sidewalk between our 2 driveways. I told George to hold on. I ran into my house, and looked in the tray by the door, and found the key. I grabbed it up, and ran back outside to the back fence. I asked George if this was the key. He just stared at it opened mouth, and nodded his head in a dazed motion. He then turned around and yelled for his uncle. Steve yelled back that he was on his way. He came out of the back door, and came over to the fence, and asked what the fuss was about. George asked if this was the key he had lost, and Steve looked, and said I will be danged.


He looked at me and asked where did I find it. I told he where, and again he said thanks. I said to him that I was taking George with me as I drove to the Keys for my vacation so that he could also save some money. I also told him that George was saying that he couldn't leave the house unattended. It finally turned out that George would crash at my place so we could get that early start. On the night before we were leaving, George brought his stuff over and put it in the trunk, except for a small backpack.

I showed him the room he could use for the night, showed him the shower, and how to use the various dials. I went to show her where the towels were, and discovered that it didn't have any. I normally don't use this bathroom, so it figured. I told him I was going to get him a towel. When I returned with it, I caught a glimpse of him in the mirror, and saw him in just a pair of pink lace panties. I stopped and watched him finish getting undressed, and then start the water in the shower. He bent over, and I saw that pink little star, and felt myself getting turned on. As I looked farther down, I was surprised to see very tiny balls, and a very skinny, and thin cock.

I watched as he got in, and closed the door, causing the glass to get misty by the heat, and moisture. I then knocked o n the door, and said out loud, that I was placing the towel on the counter of the sink. I took a quick look at the shower door, and saw his ass cheeks pressed up against the glass. His cheeks looked very small, and actually kind of girlish. I had to turn away, and go into my bedroom, close the door, and take a deep breath. I am gay, and none of my neighbors know this. I am a very private person.

After getting myself under control, I also took my shower getting ready for bed. After my shower, I put a pair of loose shorts to let him know it was lights out, and I would wake him up by 3-3:30am. When I knocked on the door, it swung open a little bit, and in the bedroom vanity mirror, I saw him putting on some shorts over a white G-string. He said ok, thanks. I went back to my room, and got undressed(I sleep nude), and crawled into bed to sleep.

We got up, dressed, hit the road, and headed south. We made pretty good time, considering we not in a hurry to get there. I drove for about 10-12 hours, and decided to find a hotel, and relax for the night. At the next city, we looked for signs. I saw one that had a bunch of symbols , and said let's check this out. We pulled off, and saw hotels, motels, restaurants, shopping malls, and gas stations. I turned into the nearest motel, and parked. I got out, as I said to him, be right back, I was checking on rooms. I learned that they only had 1 room left due to a cancellation. I asked about any of the other ones around, and also learned that all the others were probably booked due to a big fair, or something. Found out the room only had 1 bed, and decided to take it anyway.

I went back out to the car, and said I grabbed the only room available in town. we went to the room, and I opened the door, and went inside. He said it only has one bed, and I said we were lucky to get this one. We then went and had some dinner, and walked thru the mall that was there. I caught him glimpsing in some of the shops that were displaying some very sexy outfits. I was getting a little tired, but, before I could say anything , he asked where are the bathrooms. I looked around, and spotted the sign for them. I pointed to the sign, and said I would wait for him here. As he walked towards the sign, I took a chance, and went into this little lingerie store that he was staring thru the glass at.

I found the outfit that he was looking at, and practically drooling over, asked a salesgirl if they had it in a certain size, she said yes, and got it for me. As she did this, I quickly scanned the selection, found a couple pairs of crotchless panties, 1 in pink, the other in white. Some stockings, and the rest of the goodies to match. I quickly paid for it, went back out to wait for him. I was only out side for about 10 minutes, when he touched my arm. I asked if he was hungry, and he said he was getting tired. So I suggested we go back to the motel. He agreed. When we arrived in the room, I told him he could shower first, and I would go last. He then asked about the bags, and I said it was a gift for a friend.

He said cool, must be a good friend, and I said yes he is. With that I sent him off to the shower. After I heard the water start, I went to the bag, and took out the items in it. I placed the items that I wanted to see him wear for me, if my suspicions were right. That he was a gay submissive. After I laid out the white G-string panties, garter, stockings, a trainer bra, and a white see thru cover. I laid these out carefully, and covered with a large towel. I quickly wrote a note saying to him to put these on for his daddy, and show him what a good little submissive girl he was. I heard the water turn off, and I quickly, grabbed what I was going to wear, turned all but the dimmist light off. As I heard him get ready to come out, I was right at the door. As he left the room, I quickly went in saying I wanted to get done, and in bed early to relax.

I quickly started the shower, and jumped in. I soaked in the warm-hot spray for a while before I started washing up. This also include shaving, and trimming if needed. I do all this in the shower, so, it was a quick deal. After I was clean, I still stood there for a while, wondering what I was going to walk into when I went out there. I decided to just do it. After I dried off, I wrapped a large, but not too large towel around me, and opened the door. I took a deep breath, exhaled, and stepped into the room. I noticed that the light I had left on, was still on. Good sign. As I stepped into the room, I saw sitting on the bed, a very sexy looking boy/girl. He turned his head up, and asked me how did I know.

I said I saw his panties last night when he was going to take his shower, and then the pair just before bed. Also, that he was so feminine looking with his slight body, his long hair, and his shortness. He then lowered his head, and in a small voice asked if daddy was pleased. I started getting hard immediately as he said those words. I told him to stand up, and let daddy look at his little girl. As he stood, and slowly turned around, I saw that she looked hot. I told her that George was gone, and here was Gennie. She looked up smiling, and said thank you daddy. I told her to get into bed. I turned and shut off the light, and dropped my towel. I was hard. I am not super endowed, I am about 8-81/2", and about 4 " around, and I was as hard as stone.

I crawled into bed, and laid on my back, cock making a tent in the sheet. I reached over, and pulled her to me. She snuggled up to my side, putting her head on my chest. She reached down, and felt how hard I was with her hand. She wrapped her hand around it, and started to slowly stroke it up, and down. She told me that she got so turned on by meeting me, that she had started having dreams about me, and in them she was a submissive little girl for me to use her for my pleasure. I asked if she was sure about this, and before I was done asking, she had slid the sheet off of me, and was heading towards my hard cock. I told she didn't have to do that. She just looked up at me as she continued her way down. When she reached my cock, she looked at it, and asked how big it was. I told her, and her eyes got big, and dreamy looking.

I mean, I swear that I saw a look of pure lust come over her eyes. She stared at it for a few seconds, then looked back up at me. The look of lust was written all over her face. She slowly stuck out her tongue touching the head of my cock, catching a drop of pre-cum at the tip. She closed her eyes, and moaned. She then opened her eyes, and mouth at the same time. She stuck her tongue back out, and slowly licked from the base to the top. I let out a deep moan along with her. She then took the head into her mouth, and slowly started to swallow me. She only got about 5-6" in her mouth before she backed up, sucking slightly harder while running her tongue all over the under side of my shaft, causing me to moan real loud, and raising my hips to keep me in her mouth.

After she was sucking me for a few minutes, I pulled her off of me, and pulled her up on my chest. I reached down and grabbed her ass, a cheek in each hand. I looked into her eyes, and asked if she was ready to become a woman, and she looked into my eyes, and nodded her head. I reached up my head, and kissed her lips, pushing my tongue into her mouth claiming it. I rolled us over so that I was on top, and sat up on my knees between her legs. I slowly rubbed my hands down his body towards her panties. I saw that her little cocklette (cock/clit that's how small it was), was stiff. I rubbed my hands over her clit that was covered by the shear panties, eliciting a moan from her. I noticed how wet the front of her panties were, and how she was squirming back at my hands, and my waist.

I slowly pulled her panties down while looking into her eyes. After I had removed them, I slowly spread her legs looking down. I watched as her little pink bud came in view. It looked like it winked at me. I asked if she had used anything on herself in there. She kind of blushed, and nodded her head saying her aunt's dildo. Saying also that it wasn't as big as me. I was stone hard again in an instant. I reached under my pillow retrieving the little tube of lube I had placed there earlier. I put some lube on my 2 fingers, and rubbed them gently over her little opening. She was moaning, and sighing as I slowly rubbed the lube into her hole. I Soon had 2 fingers sliding in, and out causing a long string of moans to come out of her mouth. I grabbed the lube, and poured some on my cock. Putting down the tube, I spread the lube around my cock. I slowly put my cock against her hole. As I pulled my fingers out of her hole, I was slowly pushing my cock in.

I stopped just inside, and waited for the initial pain to subside. I didn't have to wait long as she pushed her butt back to me as a signal to keep going. I slowly pushed more in. After a short bit, I was buried all the way inside her tight, hot, slick channel. I could feel the muscles inside massaging the length of my cock making me moan, and thrust deeper. As I went a little deeper in her, she let out a moan, groan, squeal all at the same time, and pushed hard against me. I started to slowly stroke in, and out, listening to her squeal, and scream her pleasure. I rolled us over again with her on top. When she started to sit up, it pushed even more into her, making her turn her head back, eyes rolled back, and she screamed as her clit spewed her cum out. She started bouncing on my cock. When she bottomed out on my cock, I felt a tight ring slip over the head of my cock, and then she screamed again, and an even larger cum shot shoot out of her clit clearing my head by 3 feet. I felt her inner muscles clamp down on me, and that triggered my own orgasm. When the first blast shot out into her, she screamed again, and blasted even harder. Then she passed out on me.

We must have fell asleep, because when I opened my eyes, sunlight was coming thru the window. I woke her up, we got dressed, and went for breakfast. After breakfast, we headed back, got our things, and started the trip again. By the end of my vacation, I decide to move to Florida. I sold my house, Bought a nice beach house here, and continued my retirement. I know, how could I be retired at 30. Well, let's just say shrewed investments, and luck played a majority in it. We legally changed her name from George to Jenny. She has come a long way. Still has her little clit, but some 34 b tits were added. We have been together for over 4 years now, and we love it.





Purely fictional, and apologies for the length.
发布者 chefjohn2112
6 年 前
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4
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goodsonformom 4 年 前
Sissy_Kari : I love hearing a sexy girl say that.......?
回答 原始评论
Sissy_Kari
Sissy_Kari 5 年 前
My dream would be becoming Jenny.  Love this.
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MMSdawg
MMSdawg 5 年 前
I love it!
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newslutcd
newslutcd 6 年 前
HOT HOT HOT
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