Sander on a summer vacation
This story is about a 19 year old boy who had to join his aunt and cousin on a trip
to their summer house. The boy in question is called Sander. He had really hoped he would be home alone while his parents went on a cruise trip. Sander is a little short for his age, 160 cm tall, dark hair, blue green eyes. He was a very feminine built boy with a feminine face. Many people first thought he was a girl. His mom’s sister, his Aunt Heidi and his cousin's
name was Hanna. This is how it started.....
I was lying in bed when the door to my room opened, I felt a hand stroke my hair.
I turned to my mom. She grabbed the duvet and pulled it off me. "Hey, stop!"
"You have to get up now, we're leaving in a few hours!"
"Oh yes, go away." I felt myself getting irritated when I thought about what I was being punished for. Imagine being punished just because you were a bit cheeky at a party, Hello! Is that so bad? Maybe stupid to be drunk flirting with the daughter of dad's boss, but punished not to be by my self when dad was away?
I got up and got dressed. Downstairs my mom and dad awaited me for breakfast.
"Hey junior, you finally got up! Make sure you eat some breakfast, me and mum are leaving soon."
I went to make myself some breakfast and sat down with them.
"l can see you are still annoyed by your punishment Sander. But after your little stunt at the party you attended, which created some bad vibes with my boss, I expect you to understand. Since we are in trouble, your friends will be encouraging you again for more nonsense, so instead you're going to be staying with your aunt Heidi."
Mum smiled before she spoke.
"Yes, you'll definitely going to have a great time with aunt Heidi. From what I've heard, your cousin Hanna will be there too. Think how cozy it will be… Hanna is a little older than you, but remember how cool it was when you played with her before? You used to play house together. So sweet! I actually think you had a little crush on her."
Oh my God, Hanna! Will she also join us? Yes I used to have a little crush for her. We always played house together, but I was like 7 at the time. She wasn't particularly nice to me, but she was so hot! She always forced me to dress girly and stuff. "No, mom, please. I promise not to have any house parties."
"No, we don't trust you, it's happened too many times in the past and that's final."
My mom was a little angry. I was put off by the way she said it, a little scared almost. Then mum just smiled. I was still shivering at the thought of this trip I was going on.
"Hello! Earth is calling Sander! I'm trying to get in touch with you."
"Oh yes, what is it mom?"
"When you have finished eating, you can go to your room and pack a suitcase, remember to pack well because you will be gone for 3 weeks."
After quite a while with packing, my mother came in to my room and asked if I was ready.
We got to the car and started to drive to aunt Heidi's. After a long drive, we finally arrived at her house. She was already outside loading luggage into her car.
When we got out, I saw Heidi properly. She walked towards me and was going to give me a hug. I was a bit paralyzed because she was actually very pretty for a lady in her late 40s. She wasn't slim but not fat either, wore jeans and a blouse. I thought she had a nice shape, I couldn't seem to put into words what I thought. Her breasts formed a nice curve and a great neckline from the blouse. The bra she was wearing
created the most beautiful breasts. I got a tingling in my body. Maybe this will be a good trip, I thought.
"Hi Sander, it’s so nice to see you again, it’s been a long time now. You have become a little sweet boy I see!"
Heidi just looked at me with a slightly devilish look. I couldn't answer, I was a little speechless, but then my mother pulled me by the arm.
"But Sander, don't you say hello?"
"Hi Heidi," said mum and gave her sister a big hug. They stood and chatted for quite a while. Suddenly dad, irritated, honked from the car.
He shouted, "we have to go now!"
Mom gave me a kiss on the cheek before getting in the car and leaving. Heidi came up to me and circled me.
"Yes then, it's the two of us."
I grabbed my suitcase but couldn't lift it, it was Dad who had carried it in and out of the car. Heidi saw I was struggling so she came over.
"No, I can do it myself, thanks," I said a little annoyed. Heidi was standing next to me and I could see her little smile. No this takes too much time she said, she nudged me away and lifted it as if it were a pillow. I was a little shocked, she must be strong, I thought. In the same moment her lips parted.
"Yes, it's good to exercise a little, I can see you should try it a bit."
I felt pitiful. When all the luggage was inside, she came over to me, she looked at me and gave me a small smile.
"Yes, we'll just wait for Hanna. Isn't it nice that she will also join us? It's perfect! You and her will have a lot of fun together."
I looked up, there came a red car. I suddenly became focused as the engine stopped, the door opened and I saw two sneakers slide out first before some long beautiful legs appeared. When she got out of the car, a tight top formed wonderful curves around her body. Her full sized breasts pressed against the tight top and you could see she was without a bra, because her nipples pressed against the fabric. As she stood out of the car I could see tight fitting short shorts pressing around her bum. I couldn't help it, I started struggling to keep my dick calm. She was so beautiful.
The thoughts quickly flew into a happy trance, maybe this wouldn't be such a crazy trip after all.
Hanna was 24 years old, a little older than me, but we had played a lot together when we lived side by side. She thought it was great fun playing with me, especially when I had to wear girl clothes and she forced me to wear diapers just to humiliate me to the maximum. But she's probably outgrown that by now.
Hanna went and greeted her mother before she turned and looked at me. She studied me a bit before she started to grin. She came towards me with her arms around me and gave me a big hug. I felt her breasts press against me, and I closed my eyes slightly in pleasure before she released me, looking at me with a smile.
"So nice that you're going to be with us, Sander. This will certainly be an exciting trip, you'll see."
After a short while, she fetched her luggage. When everything was ready, we headed to load the car. Heidi opened the door, and I saw the car seat was a bit weird. It was covered with plastic covers. Heidi looked at me with a sly look.
"You see, I usually bring some special friends with me to the cabin. Sometimes there have been some accidents in the car with them."
We got in and we started driving. Hanna and I chatted about everything we had done, everything that had happened since they moved. Hanna had some water bottles in her bag, she asked if I wanted some.
It was completely ordinary water, actually very good, because it was so hot outside. The summer holidays had really started. She told me there was a lot of study this past year. She was happy now that it was summer holidays, to have some freedom and to see friends again.
I noticed that we were turning into a petrol station, I didn't think anything more of it and leaned against the window to fall asleep. Suddenly I woke up, my body went completely stiff, Hanna looked at me, she had a small smile on her face. She looked down to see a running dark line between my crotch and down my pants. She smiled a little, I couldn't quite understand why and what had happened. I haven't peed myself since I used nappies. Suddenly Hanna shouted out.
I turned red, I didn't know what to say.
"We'll be there soon, he just has to wait until we arrive, there's only 5 minutes left."
We turned off the main road onto a private drive, there were no houses to see. I could see the water, the drive turned to the right and stopped soon after that.
I got out of the car, I stood looking at the nice view over the quiet lake. The summer house was a large, beautiful house that was close to the water. It had a large entrance and a great big balcony facing the lake. Next to the main house there was a big annex and a floating jetty out to the water. Heidi came up to me.
"Hello dear. Isn't it nice here?"
"But Sander, you'll have to come with me so you can change, you're soaking wet."
I looked down, I had completely forgotten that I had peed myself.
We stood at the main entrance, she had unlocked it so we could just walk in. Inside there was a large hall to hang up jackets and to put shoes on, further in were three doors in a row. I went in and I stopped at all the doors.
Then Heidi said. "The first door is my room, the next is a private room and number 3 is yours. The next door is the bathroom, you can go there and have a shower and I will collect the suitcases. Hanna will sleep outside in the annex."
When I came out of the bath with a big towel around me, I went into the room I had been given. It was square with a big bed with a bunk above. My suitcase was open so I found a t-shirt, boxers and a pair of sweatpants. I was just about to put on a pair of boxers when Hanna came in.
She had a naughty smile. I felt myself getting a little worried from her expression, so I answered a little annoyed. "Haven't you heard of knocking?"
"No, I'm enjoying myself. Sweet little Sander. Sure you would still be nice in some cute girl clothes. More now then ever. The more grown up you have become, I see, the name Sandra fits
She disappeared. I came out and saw Hanna lying in a sunbed. She was so hot lying on her stomach. She was lying upside down, top off and only her tight shorts on. So sexy to look at, I was still a little irritated by her behavior, but I couldn't help but look at her. She was so sexy! Suddenly I heard her voice.
"Come on Sandra, lie down next to me."
We both lay on our stomachs and started small chatter again. It was really nice to hear how she was doing. After a long time on the sunbed, Heidi called out to us.
After dinner and a pleasant evening together, it was finally bed time. I went to the bathroom to brush my teeth and went into my room to lie on my bed, then Hanna came in and said good night, Heidi also said good night. I was exhausted and fell right askeep.
Someone pushed me, I woke up. It was Hanna.
"You have to wake up you sleepy head."
I rubbed my eyes and moved a little, I stopped and got a strange expression on my face. Something was very wrong, it was cold in bed. Hanna saw it, she grabbed the duvet and pulled it off.
"No ! You've peed yourself again!"
She almost giggled, then she called her mom before I could react.
Hanna pointed to the bed between my legs. Heide came over and let out a small sigh.
"Yes, get up then Sander, take a shower and get dressed, I'll fix the bed."
I came out of the bathroom, I finished changing and was on my way into the room, Heidi had just finished changing the sheets.
"Hi Sander, are you better, was the shower good?"
"Good, it's a good thing I have secured all the beds here in the cabin with plastic over the mattress."
"But we have to do something about these accidents. You've had 2 accidents now, but we'll fix that tonight."
We went outside, the sun was shining. Hanna sat around the breakfast table eating. I sat down to eat breakfast with her.
The morning passed and we went outside swimming and were enjoying the sun. We spent a good time together having fun. It was soon noon. I thought the day was flying away from us.
When evening came, Hanna and I were going to watch a movie on TV while Heidi was going to bed a little early because the next day she had to be away for a few hours. When she finished her bath she came out of the private room and shouted my name.
I went over to meet her in my room, "what is it," I said?
"There have been 2 accidents that you have had. I don't have much bedding here so I only see one possibility."
Heidi pulled out a white thing in front of me that made crackling sounds, I suddenly saw what it was, it was a diaper!
"But you've had 2 accidents and it just doesn't stop."
She held my arm a little tightly but in a calm way she looked at me.
"It will only be this one time if you are dry tomorrow morning."
"Well, one night should be ok."
She asked me if I knew how to put on a diaper. She started to unfolded it and I could see it had a tape on each end. I only used up & go type nappies when I had night time accidents when I was little, so this was new.
I said, "I don't know have to do it but I'll probably figure it out."
"No, I can't take any chances that there will be any leaks, lie down, my little one."
I did as she said, I didn't dare otherwise. I laid down on the bed, slowly pulling down my pants. It didn't take long for her to grab them and pull them all the way down.
She pulled my boxers down before she asked me to lift my bottom. I was very naked and very embarrassed!
"Now you hear me!" she said in a sharp and authoritative tone.
She took her hand and gave me 5 hard slaps on the bottom. I started to run some tears down my face, I was now completely still, she asked me to lift my bum, I did as she said. She brought the diaper under my bum and wrapped it up in front and attached the four tapes on the side in front.
"I guess that wasn't so bad, my little one."
She was stroking my hair.
"Get up Sander, I must see how it fits."
I stood in front of her, she walked around me and felt the diaper to make sure it fit properly. She gave me a pat on the diaper back to say good night. I was standing there on the floor and had just pulled up my boxers, I started to pull up my sweatpants, suddenly I felt a hand grab the boxers! The elastic on the boxer slammed into me, I jumped and turned around, it was Hanna! I quickly got my pants up to stand up. She took her hand and slapped my ass.
"Now my little friend, did you miss being a little baby again, like how I used to do with you? Looks like you have the wrong color, you should have worn pink, little Sandra."
"Can you stop Hanna!" She had a small laugh.
"Stop it," I said, "it's not funny, if i’m not wet tomorrow I don't have to think about it anymore."
I woke up the next morning, the sun shining into my face, I moved.
Suddenly I realized I was wearing the diaper, I took my hand down and felt it was wet, I also felt that the boxers had become a little wet.
I got up and stood up straight, the diaper hung like a heavy lump between my legs. It was soaking wet. I stood there wondering why these things had happened, but suddenly I heard Heidi say good morning. I didn't know what to do. I stood there in a sticky wet diaper with stains from wet pee on my boxers. Heidi came over to see.
"It's ok Sander, it's probably better to have a wet nappy than a sticky wet bed?"
Yes, I thought, maybe she had a point there. She studied me a little more closely.
"I think I should use a thicker diaper. Go to the bathroom and take a shower, throw the diaper away. I'm going to leave immediately and be gone for a few hours. Hanna will be in charge here because she's the oldest."
When I returned to my room after I had showered, Hanna sat on the bed waiting for me. I had at least remembered to bring boxers into the bathroom this time.
"What are you doing in here?" I said.
"Come here and sit, little one."
I sat down next to her, "Yes what’s up?"
"You know, my mother has said that I will be in charge here, so then I am the boss, right?"
She had a slightly authoritative voice.
"From now on you must do exactly as I say, if you don't I will punish you!"
"What are you talking about?"
She took out her mobile phone.
I leaned against her and looked, and I turned red. I was completely shocked! She had taken lots of pictures of me when I was sleeping with the diaper on. She also recorded video. I saw her putting my finger in a glass of lukewarm water, it didn't take long before I could see the diaper filling with pee....
She found a video where I was sleeping in the car on the way to the cabin. She had done exactly the same thing then, and you could see it suddenly turned dark on my trousers and down the crotch.
"I'm the one who made you pee yourself, you little pee boy."
She started laughing. I just gaped. I tried to take the phone from her but she was much stronger than me, and she just pushed me down on my back and held me down on the bed. She looked at me with a determined tone.
"Now I'm the one who decides, so you have to do exactly as I say. If you don't I'm going to put all these pictures on your Facebook page and all the other places you have profiles and friends. Oh, and one more thing, I have lots of copies of these pictures so no point in deleting them from my phone!"
Tears began to slowly run down my cheek, I didn't know what to say or do. I let go and just lay there.
"Good girl. Now you come with me."
She got off me and looked down on me.
"Get off the bed and go down on all fours and crawl after me."
I felt so embarrassed, I was ashamed and humiliated. I just followed her to the private room. She unlocked the door and opened it. I went in and became completely paralyzed! It was a rather large room. Inside it were bold red walls while everything else was jet black. I could see a nice leather sofa with a nice table next to it that clearly looked expensive. Other things I noticed were a huge bench, and an x-shaped cross with many attached cuffs. There were shelves with lots of equipment and things hanging from the wall. This was clearly some kind of kinky room. I had never seen anything like it in real life, just online. She pointed me to the bench and ordered me up on it. I stood up but was so startled that I just stood still, my body just didn't react. She slapped my ass hard and it made me get up. She pulled off my boxers and stood looking at me. She she got some wet wipes and started to wash me and used a type of cream. I saw that it was some kind of hair removal cream. My body was smooth before but had some hair around my dick, so it should clearly be gone now.
I started to get a little hard with all the movements she made around my cock.
It was actually felt quite good how she stood there and washed me.
"Ooo see, there's a little thing here that's starting to grow and get hard."
She snapped at my dick head, it exploded in me, but quickly became soft. She walked over to a chest, pulled out a drawer and rummaged around in it. She closed it and came back with a thick diaper in her hand. She unwrapped it and I could immediately see it was a different type of diaper, it was much thicker, and I realized it was pink with princesses and unicorns! She asked me to lift my bottom so she could put the diaper under me, wait a minute she said, she went back to the drawer and got something else, and she smiled at me. She found a cream that she smeared around my anal hole, slowly playing with her finger outside. I was shaking a little, it was strange. I started to get stiff again! Suddenly I felt her push something inside my anal hole. It exploded a bit before it slid into place. I understood this must be an anal toy of some kind. She pushed and got the thick pink diaper under my bottom, slowly she brought it up to the dick that had started to get hard again. She just pushed it down and pulled the diaper over it. She got the four tape fasteners in place.
"OK little Sandra, now you have the right diaper on. Get up!"
I stood there, unable to keep my legs together, it was so thick.
"We're missing something, stay put, I'll go get it."
She came back, she had something pink in her hand. My eyes widened when I saw it was a pink Hello Kitty panty! She asked me to lift my legs so she could put both legs into the pink panties she had brought. She pulled it up and struggled a bit to get it over the ball that bulged out front and back, but it came into place and fit perfectly!
"Oh, how cute you are now, little baby Sandra."
I blushed red in the face. She went to the cupboard again and got a pink sweater. I could tell it was a bit special, it had a v shape with a border that was white. The sweater went down and between my legs. It buttoned up in the middle at the crotch. I had no pants so I thought I could use my sweatpants. She took my arm and made me stand up straight. Then she bent down and asked me to lift my legs. Up came a pink skirt with two white lines. She studied me again and disappeared to the drawer to find something more.
"These are perfect! Sit on the bench."
She knelt down and lifted my foot. She pulled a sock on me, but she only pulled it further up my calf and up my thigh, it had to be stockings, and they're pink with white stripes too!
"Now you're done little sissy. You are perfect."
She was studying me while laughing. I just looked down at the floor in shame and embarrassment. Her hand come towards mine to drag me towards a large mirror. Her hand lifted my head so I could see myself in the mirror. It was awful! I clearly saw the skirt lift up in front and behind. The bulge made the panties visible. I felt feelings that were bursting with humiliation. She was still standing behind me, her hand still held my head in place
so I had to study myself. Her other hand moved down my panties. Slowly she stroked my bum. Again I got to feel the delicious breasts against my back, braless nipples poking into me. I felt myself starting to get hard and horny. It was humiliating and embarrassing, but it was so delicious. Her head rested on my shoulder. She pulled something out of her pocket. She brought it in front of the diaper. I noticed it started to vibrate, it made me extra horny.
"Is that good little sissy? Come on now little slut, show me you're a little sissy slut."
The vibrator just buzzed against the tip which vibrated all the way to my dick, and my cock just became just harder and harder. She squeezed her delicious firm breasts against my back, rubbing.
"Is it good little slut? Is little sissy Sandra horny? Tell me how horny you are. Little slut."
I was so horny now, I could’t answer properly. Whispering, I got the word out.
"Yes. I'm coming now, I'm coming!"
She just kept going more and more. I come in a big orgasm! I squirted down my diaper, it filled with warm cum.
"Mmm, was that good little sissy?"
"Yes. Are you going to take this diaper off me now?"
She just laughed out loud.
"Because it is full of hot sperm".
"No. Sissy’s like cum. I always knew you were a little sissy. I'm gonna have fun with you all summer long. So I’m not going to change your sticky diaper just because you get horny from wearing diapers and being dressed how you are, made to look like a girl and can't hold it. No, little sissy's get to go around with nice hot cum in the diaper. Come now little Sandra."
I followed her out to the sun. Why did she do this to me? I was so embarrassed and humiliated by the feeling that the thick diaper
between my legs gave me. And yes, it was pink! I had never seen such a thick diaper before. It did not help that the thick diaper was now full of warm sperm and I started to get hard again!
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