Sander on a Summer Vacation Ch. 07

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Sandra has to go with Hanna to a party.
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Part 7 of the 8 part series

Updated 12/30/2023
Created 08/17/2023
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Feel free to read the previous chapters to get a deeper understanding of the story.

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This is a short story about a 19-year-old boy named Sander visiting his aunt and cousin. He has found out that his cousin likes to humiliate him but also feminizes him. Feel free to read the previous chapters to get a deeper understanding of the story.

"Sander got to see his true self as a sissy girl, Sandra, after a visit to the hairdresser. Sandra got to meet a former friend of Hanna called Daniel. He thinks Sandra was a hot and sexy girl; he invited them to a party."

Chapter 7

There was a pleasant and warm atmosphere between the three of us. The delicious summer sounds created calmness in my body; the feeling of peace was there. The great feelings of horror and fear had subsided. How my body had managed to calm down and not create a big fear was something I could not understand. The thought turned to whether I had made peace with myself. If I had opened up and taken in what Hanna said.

Hanna was enjoying her Italian salad, and I was enjoying myself in peace. Her face came out with a sly smile, and she looked at her mother.

"So mom, me, and Sandra met Daniel earlier today. He was still himself."

Mistress Heidi looked a little surprised before smiling with a cold glass of rosé wine in her hand.

"Yes, Daniel, what a great boy! He was always so interested in you. You used to play together all the time. What has he been up to lately?"

Hanna smiled as she looked at me, and I started to understand where this was going.

"He is into sports. It was very nice to see him. Anyway, he invited me and Sandra to a small party with some friends tonight. Could we visit him?"

Mistress Heidi took a sip from her glass before answering.

"What a fabulous idea, Hanna. It's nice that Sandra can expand a little. She only benefits from this! When? We'll need to go shopping one more time to find some more suitable clothes for Sandra."

I was going to protest. "I can't join such a party! What if someone finds out I'm a--"

At the same moment, I felt Hanna take her hand under the table and give me a hard spank on the outside of the diaper. There was a rustling sound at the same time as it pressed into the cage. I turned red with humiliation, and Mistress Heidi looked at me in surprise.

"Sandra, are you wearing a diaper?"

Hanna smiled. "Yes, mom, little diaper Sandra here was almost getting wet, poor thing. It was only luck that I could find a toilet for Sandra. I thought it would be useful to put her in a diaper. Stupid if Sandra had to pee on her nice outfit."

"Yes, that was good, Hanna. You've always been good at thinking ahead."

I became more frustrated with her lies, and my thoughts returned to that party. "I don't want to go to a party!"

Mistress Heidi looked at me with sharp eyes; the look she gave sent shivers down my spine.

"Now you listen, little sissy! You're not a boy; you're not a girl; you are a sissy! You are to serve me, and I can use you as I please. You are to join Hanna tonight at this nice party that Daniel is having. Who knows? Maby, you like it too."

I was so startled by her look. Hanna saw my expression and gave me a hard squeeze on my stomach. It had been a long time since I had been to the bathroom, and the pressure she gave me made my body release; hot pee was spilling out into my diaper. I was so embarrassed by what had happened. Hanna saw my expression, and her ace came with a smile. She ran her hand over my diaper, felt it was warm, and began to swell. Hanna looked at me with a look of confidence and dominance; she smiled with a satisfied look.

"It was a good thing I chose to put a diaper on you; you've already wet yourself! Diaper sissy!"

Mistress Heidi looked at me in despair.

"Yes, Hanna, good thing you paid attention to this little diaper bitch! She can't control herself! Now, do you need a change? Don't give a damn if you need one; you have to wait! Oh, you're going to this party tonight! I will make sure you get some suitable clothes; trust me!"

My body started to fear that someone heard Mistress Heidi. But it didn't seem like anyone looked at us. Mistress Heidi paid for the food, and we set off for shopping. The terrifying fear once again began to spread throughout my body. Fear that others would see right through me. Hanna was in a lot of shops. She came out with bags full of clothes. At the same moment, Mistress Heidi took me by the arm and dragged me with her into a toilet. It was a changing room for babies.

Mistress Heidi looked at me with a stern look and took a changing mat and put it on the floor. She took my arm and pulled me down onto it. I only dared to lie down on the plastic-covered changing mat. She lifted my skirt and pulled my underwear down to my knees. She opened her bag and pulled out a new, big, thick pink diaper with pictures of princesses and unicorns. My face got red with embarrassment again. She loosened the tape and pulled off my swollen diaper. She was a little surprised and looked at me with a resigned expression.

"Not only did you pee in your diaper, but you also had an orgasm! Does being Sandra make you so horny that there are no limits for you anymore? Should I start lending you out to men with real cocks? I can see you get horny, Sandra! You know men love horny sluts like you!"

She wiped me with some wet wipes before she bent my knees and my legs towards me so that my bottom lifted a little. Her hands were in her bag, and cold lube ran down my ass. Her index finger came sliding into my sissy pussy. It started to slide in and out, and I couldn't help but moan. She held on a bit until she pulled her finger out. Soon after it pressed again, a round ball-like thing started to glide in. When it slid into place, I realized it was a butt plug. All the lube was wiped off, and my bottom was clean enough to put on the thick pink crinkel diaper. It came into place, and the tapes became on. At the same moment, two girls my age came in.

"Oh, sorry, the door wasn't locked; I thought it was free."

When I thought I had experienced the worst of humility, it only got worse. When I actually got to see the two ladies' faces in full figure, one of them was a beautiful, slim brunette. She had tight black workout leggings with a tight matching top. Her face was slim but had a friendly, warm smile. The tight-fitting top created some lovely curves over her breasts. I felt so embarrassed. Her friend I didn't see too close, except that she was a red head. I heard the redhead laugh.

"Look, Mia, she is still in diapers!"

The girls did not know what to say. Mistress Heidi looked up at them and smiled.

"Mia! Is that you? How are you? What have you been up to lately?"

The girl recovered quickly from what she had seen.

"Hello, Miss Heidi. No, I've been doing schoolwork and, of course, working a lot of babysitting jobs. Babysitting has in a way become my big income."

Mistress Heidi smiled back at her. "So you are still doing babysitting work, I see."

The young lady looked at us and smiled.

"Yes, I still work mutch as a babysitter; it's good to earn a little extra in the summer. So who is this girl, Heidi?"

Mistress Heidi looked at me with a seductive tone.

"Yes, this is Sandra. She is visiting us this summer, but unfortunately has had quite a few accidents."

The girl bit her finger a little before smiling and putting her head down.

"Yes, it's clear she needs diapers; rather thick ones too, I'd say; she must be someone who gets very wet then."

My underwear came into place, and I saw Mia get a special reaction. I understood fast why. There was writing on my underwear! "I AM A SISSY".

The lady began to smile with a certain seductive look. The panties didn't cover my thick diaper. It did not make it better when plastic noises came. Mistress Heidi's arm pulled me up, and my skirt did not cover the thick diaper. Humility only spreads more when the sound of plastic comes when Mistress Heidi slaps my diaper butt. The young lady, Mia, tried her best to hold back a laugh. Mistress Heidi looked at her with a satisfied smile.

"This is what you do when they need discipline!"

Mia smiled more. "Yes, I understand. If you can't stay dry, you can use a diaper."

Mistress Heidi looked at me with a stern look.

"Now listen, if you're going to act like a sissy bitch, I'm going to treat you like one too! You will wear that cute diaper that goes so well with your skirt, and when you need to go to the bathroom, you will use it; you are so good at it!"

I felt like my face was burning on fire with embarrassment. Mia and her friend grinned; it was almost mocking. Then she couldn't hold back her laughter before she chatted.

"Yes, you're a diaper girl. Too bad she doesn't have a pacifier to suck on."

Mia laughed a little before she asked a more quiet question.

"Is she good at sucking on things too?"

Mistress Heidi smiled. "She has a pacifier at home; we need to take it with us next time. And yes, she is good to suck on tings."

Mia smiled more; her eyes lit up with joy. She looked a little apprehensive, then took Mistress Heidi by the arm.

"Call me if you need a babysitter for this little diaper girl. I would have loved to babysit."

She wrote her number on the back of a card. Leaning between me and Mistress Heidi, she gave me a pat on the diaper bottom. The plastic sound was so clear, and she whispered. "I love to play with sissy girls."

Mistress Heidi smiled and thanked her for the offer before we left.

Hanna was waiting outside with a smile. She had heard everything that happened; it was such a clear sign of pleasure. She saw there was still a bulge over my skirt. Her hand took a good slap on my bum before she grabbed the upper edge of my skirt and lifted it higher, so the diaper edge below became more visible.

"Oh, got a new babysitter, Sandra? So sweet. Is it good to have a thick diaper between your legs? It was cuter with that nice diaper bulge on your skirt. Now there's nothing dangerous if you need to pee; you know, little sissy baby's do that."

I struggled to keep my legs together. I tried to keep the movements slow so I could make as little noise as possible. I was about to pull my skirt back down, but Mistress Heidi grabbed my arm and walked faster. I went, like a little kindergarten toddler, back to the car, and we drove home.

I was so full of shame. I leaned against the window and tried to let the thought go. I noticed how lovely it was with the movement from the car; it created the feeling of the plug inside my hole, and it was actually very arousing. It created such a good sense of pleasure. The drive home was good, with a bit of movement from the car hitting my bottom. Every time the plug pushed and hit my inner pussy hole, I closed my eyes and bit my lip. I could feel that pre-cum had started to flow in the diaper.

When we finally got back, I helped carry all the things from the shopping. Then Mistress Heidi pointed to my room.

"Now you can sit there and relax. It's going to be a long night, and you sure need to rest. You don't need to go to the bathroom; you have such a cute diaper to protect you."

I let myself relax with a book and started to fall asleep.

I was in a world of bright colors, and Mistress Heidi was calling me. She laid there in the sexy clothes she had worn the day before. Her body was lying on a bed, like there was nothing around us but these beautiful light colors. Her blouse was open, and her bra pulled up her lovely breasts. My body was on the bed next to her. My hands started to feel her firm breasts until she took my head up to the nipples. Whispers came from her.

"Yes, Sandra, let it flow; let go; you like it hot. You like being a sissy; you like it up your hole. Yes, Sandra, you love cock; you are a slut. Let it flow; let go."

I woke up to the feeling of running hot pee inside my diaper. I came out of the trance and realized it had only been a dream. But my diaper was full of warm pee.

Mistress Heidi entered. "Was it good to get some sleep? It looks like you needed it, and it looks like it was a good thing the diaper stayed on! That diaper of yours is very full. Come with me."

She took me to the forbidden room. I laid down without doing anything. She pulled off my humiliating underwear and untied the hot and wet diaper. She bent my legs forward and carefully pulled out the plug that had been in my sissy hole since we were at the center.

"Now, it's time to take a shower. Meet me at your room after you're done, and I'll help you get dressed."

It was good to take off these stockings and the other girl clothes I had to wear. Standing in the shower and getting the feeling of the warm, fresh water running down my hair and back like a waterfall was heavenly. My eyes closed with joy and enjoyment of peace and quiet. When I finally turned off the heater and got into the room, Mistress Heidi had already laid out clothes for me. Again, she stood and studied my body, only pointing out that I should drop the towel and stand completely naked.

"Now, little Sissy, tonight you're going to experience being with other young people. I know the sissy girl inside you will like the company of boys. Hanna will follow you and take care of you, but make no mistake, she has complete control over you! So watch out that you follow her orders! Now it's time to get dressed."

She was holding a pair of black suspender tights with an open crotch. She found new, elegant black lace underwear. When I pulled them up and it hit my cage and crossed my buttocks, it tingled all over me. The tension it created made my head lift back and my eyes close. It was soft and lovely, and it held my balls and my cock cage in perfect place.

Mistress Heidi asked me to stretch my arms up so she could pull down a kind of corset bra that got tight around the waist and stomach. It pushed along the side of my body, so it made a beautiful curv. The curves gave me a special feeling, considering that the corset bra had silicone breasts with signs of nipples hidden inside. She adjusted it in place and found a white top to cover it. She pulled a red skirt up my legs. I saw it was a shiny, tight leather skirt with a small cut at the bottom of the side. It was high at the waist and only a little over my bum. She had my skirt adjusted a bit, and it was very tight around my bum. She pulled on a tight-fitting black long-sleeve sweater.

She found the shoes I had worn earlier that day. Mistress Heidi pointed for me to sit down. She found make-up items and prepared me to have my make-up done. My hair came in place, and again, I was a sexy slut in a tight-fit leather skirt with a tight black sweater. I looked at myself in the mirror with a sexy expression. The arousal only increased at the sight of the sexy curves the corset made with the sexy-highlighted breasts. How was it possible to make such a sexy girl? But again, it was an expression of a cheeky slut. The color of the golden skin around the cheek, the dark black eye shadow, and the red lips accentuated a very sexy look. Once again, I was a little shocked at how plump I could actually become, how sexy and feminine. Mistress Heidi stood next to the mirror and smiled as she stroked my bum.

"There's my slutty Sandra back. Now you have to bend over a little so I can plug that slutty hole of yours again."

It was a little weird to feel that bullet slide into my sissy hole. Feel it stay in place and then stop. But that feeling was actually so exciting; it made me more excited and horny again. Mistress Heidi found a short, long-sleeved leather jacket and put it on me. I met Hanna, who was waiting for me. She was so sexy in her black long-sleeved short dress with a deep v-neckline, so you could see her breasts. Her legs wore long black boots, and her face had dark mascara and red lipstick that highlighted her dominance.

She was so sexy, but she also exuded so much confidence in her appearance. Hanna smiled and took my hand. As we were on our way out, Mistress Heidi shouted as she waved.

"Remember what we discussed about Sandra."

Hanna's smile only widened, and more dominance only emerged. She looked back at her mother.

"I remember, mom, Sandra will have a night she will never forget!"

During the drive, we hardly spoke. Several times, I could see Hanna looking over at me with a smile. It looked like it gave her a sense of satisfaction. We entered a private road along the lake, where a private house came into view. It was a great white house with a large plot and its own beach. Hanna stopped to look at me.

"Now listen, you little sissy, don't do anything to embarrass me! Otherwise, I'll tell everyone at the party that you're a cheap sissy who loves cock! And that everyone can use you as their own little fuck toy! Now, sweet Sandra, let's go and have some fun."

I swallowed hard; I couldn't protest now. I looked at myself in the mirror of the car one last time before walking with Hanna to the door. The door opened, and Daniel was standing there with a beer in his hand and music playing in the background. Daniel stood with a big smile, looking at us. He gave Hanna a big hug while making eye contact with me. He smiled and came over to give me a hug too. He held me tight and put one of his hands down on my bum to squeeze. He kissed my neck and whispered in my ear.

"Mmm, you're lovely, Sandra--so sexy and hot. You have to be a little careful when you're dressed like that, Sandra; it can send a little wrong signals, but I love it."

I felt chills down my body. He took me by the hand and showed me around. Many boys and girls stood around drinking or dancing; it was a real summer party.

Hanna disappeared and chatted with someone she knew, while I stood still and did nothing. I got the feeling of eyes from several boys and girls. Whispers were all over the room, like the feeling of their eyes was all over me, like a cheap perfume. As I looked around the room, I saw Hanna standing and laughing, chatting with Daniel and an older man. It was clear they knew each other well. I saw them all standing and studying me. The older man was attractive and well-dressed. He had a little light three-day beard with black short hair. You could see that his body was slim and well-trained. The look and smile he gave me brought a special feeling of warmth and love. From what I could see, it looked like he was Mistress Heidi's age.

My eyes noticed Daniel. He had a definite direction he was going, straight to me without stopping for anyone. His gaze was fixed on me with a crooked smile. The whole incident looked like he was walking in calm, slow motion while those around him stood as if time stood still. He had a light blue, tight-fitting shirt tightened around a sexy-fit body where the top two buttons were up. A black, tight-fitting pair of trousers had a tight, sexy bottom. Without thinking, I said out loud, "Damn, his hot! Oo no! What did I say?"

Daniel smiled, groomed himself next to me, and gave me a beer. It was nice to have some alcohol so the nerves could calm down a bit.

"So Sandra, where are you from? You're a little younger than Hanna."

I didn't quite know what I was going to say, but I tried to answer. "Yes, I'm 19 years old. I've known Hanna since I was little. Our parents have known each other a long time."

"Understood, but glad you came tonight. Gotta say you're hot."

I started to blush, and at the same time, he put his arm around me and smiled. His arm pulled me towards him, and he started to dance a little with me to a quiet song. Both of his hands had gotten a good grip on my bottom, outside the tight leather skirt. He smiled as he looked at me. Whatever happened, I became more involved. I couldn't understand why, but it was exciting to get so much attention. My hands started to hold more around him, stroking his back, and a calm came over me. Then there was a party song with more rhythm. He took my arm and turned me with my bum towards him. His hands wrapped around my hips, making them feel like they were moving at a faster pace. Now I stood there wiggling my ass, following his arm movements. I got more into it again. My hips started to wiggle more, and I bent forward more so that my bum was more visible. Then I came back to reality when I felt his hand touch the inside of my skirt. His hand stroked my bottom and started to squeeze. My body jerked, and I got myself up and turned around.

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