Sander on a Summer Vacation Ch. 08

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Sandra gets more time with the mysterious man.
11.2k words
4.13
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Part 8 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.

From the previous chapter:

"Sandra went to a party with Hanna; she sucked her first cock and met an attractive, mysterious man."

Chapter 8

"Sandra gets more time with the mysterious man and gets to experience orgasmic stress she has never experienced before."

My eyes woke up to the sound of pounding and screaming from another room. I looked around as my brain started to work. I was back at Mistress Heidi's summer house. The sound became more clear, and I began to understand what was going on. I got up to see myself in the mirror, and it sent shivers down my spine. I was wearing the same clothes as at the party, but I looked like a slut who had been to a wild party. Mascara and make-up were smeared, while my lips looked well used. I shook off my thoughts and edged towards the sound that still piqued my curiosity with its bright tones. The door to the room was a little open, so I looked in. I was not prepared for what I saw.

I could see Hanna riding Daniel's cock in Mistress Heidi's bed as a sexual predator. The sight of her smooth bottom moving in such a seductive rhythm awakened all the horniness in me. She leaned forward more to kiss Daniel, and as her bottom lifted more, his cock became more visible. The sight of the wet, moistness of her wet pussy juice only made me even more horny. The obvious decision would have been to go back to bed, but my curiosity made me think with the wrong head. At the sound of her light moaning, his heavy breath of pleasure made me lose my balance a little. My hand hit the door. I froze in silence, but Hanna continued to ride him without stopping. I closed my eyes and breathed. I tried to turn around and go back to the room.

"It's not nice to spy on others having sex, Sandra! They're usually the ones you call perverts! Come in here now!"

My head dropped, and I got caught off guard. I moved into the room, and Hanna turned and smiled while still having Daniel's stiff cock inside her. Daniel looked at me, and Hanna had a big flirty smile. She went off Daniel's stiff cock, and the sight of her wet rose was magical. She looked at me with a teasing smile.

"So Sandra, was it my wet pussy you wanted to see, or was it Daniel's delicious cock? Or you'd rather ride Daniel yourself?"

Her finger stroked up and down his stiff and hard cock. The sight of the power she displayed made me more horny, but why? I hated her for what she had done to me; she made me a sissy! Her hand patted the bed, and without thinking, I sat down next to her. She leaned into my ear, the warm breath from her lips blowing against my ear.

"You like his cock, don't you? Yes, you do. Stroke his cock. Yes, good girl. Go on, kiss his cock, yes good girl. We both know you want to suck that cock, open your lips, show him how grateful you are for having his cock in your mouth. Mmm, yes, you are a gifted natural cock sucker, Sandra."

I didn't understand why I was down on my stomach; why was I lying there sucking the cock she had ridden? But it was so exciting, and I was so horny in my cage! The taste of pre-cum mixed with pussy juice only made the whole scenario more arousing. I looked up; they were kissing. His hand stroked Hanna's delicious breasts, while his other hand stroked my hair. Hanna saw my eyes widen.

"Good girl, always keep eye contact and show you thanks for letting you suck that delicious cock. Sissy's always show gratitude for sucking a cock; at least slut's like you."

I saw how Daniel smiled at the humiliation Hanna sent through her magic words. He took Hanna to him and continued to kiss her as he felt her firm breasts again. Hanna saw that I became more eager, with clear signs of horniness and lust. I am enjoying this too much. Hanna took her hand and raised my head by my chin. She looked at me with determined eyes.

"You dirty slut! You act like a real slut, but you know what? You actually look like one."

Hanna looked at me with strong, certain eyes.

"Kneel on the floor!"

I kneeled down as I watched her get on all fours in a doggy position. The beautiful arches above her bottom had a view of her beautiful wet rose. Her head was down on the pillow as Daniel stood behind her. Her eyes looked right into mine; the look she gave me was so intense and determined.

Daniel's cock just stood ready as her face came with a broad smile straight into my eye's before the words came.

"Fuck me, Daniel; let me feel your delicious cock slip inside my wet lips. Now show Sandra you have a real man; fuck's a woman."

His cock slipped between the wet lips of her delicious rose. The cock slid in, she bit her lip, and closed her eyes. The sight of his stiff cock sliding between her wet, moist lips. The tones of horniness from Hanna were magical. Daniel stood and fucked her, but it was Hanna who decided how he was going to fuck her. It was her's magical words that decided what pleasures she should get. He fucked her faster and faster, while the sounds of moaning and pleasure only got louder.

"Yes Daniel! Fuck me harder! Yes! Squeeze my nipples, Daniel! Harder, Harder! Yes, fuck me harder, Daniel!"

At the same moment, she screamed of orgasm, and they stopped with his whole body quivered with orgasm. He hung over her until he could pull himself together. He finally pulled his cock out. She lay on her side to look at me.

"Next time, it's your turn to get on all fours and get fucked hard! Now, suck Daniel's cock clean before he goes home."

He was sitting on the edge of the bed, and I was on my knees in front of him. The sight of pussy juice mixed with sperm all over his cock. I leaned forward, opened my lips, and started sucking him clean. He was reacting with sensitivity after his orgasm, so my lips worked in passion. I pulled his cock out and looked up at him.

"Now thank Daniel for letting you suck his cock."

I looked at Hanna almost with a burning face from humiliation. "Thank you, Daniel, for letting me suck your cock."

He started laughing as he got dressed. He kissed Hanna goodbye and disappeared. Hanna looked at me with a smile before she turned sharp. She bent down to me; her hand was on my chin to hold it hard as she looked at me with sharp, determined eyes.

"Do you like my wet, smooth pussy? Do you want to fuck me too? You want me, don't you? You always wanted to. I see how desperate you are and how horny and willing you are. Yes, Sandra, you are so horny and willing, aren't you? But you will never fuck my delicious, wet, smooth pussy; that's what real men do. But you're going to get a nice taste from me; come up here."

She lay on her back, bent her knees, and spread her legs.

"Now you will be lucky enough to lick my smooth wet lips; I know you want to. Now clean Daniel's delicious hot cum from my wet smooth pussy. Come here, little Sandra! Lick me clean of the gift Daniel has left for you in my wet lips."

I was so desperate; the desire and the horniness were so great; I wanted her wet rose so much. But it was so humiliating to think that I had to clean up all the cum Daniel had left inside her. But the thought of licking Hanna's lovely rose gave me a warm, spreading feeling. I crawled toward her, and my nose felt the scent of the delicious wet juice mixed with the smell of cum. I leaned down, and my tongue hit her wet lips. The pussy I had always dreamed of getting to fuck, but now my tongue was licking it clean! I felt the juices from her wet rose along with the sperm that flowed out of her wet, smooth rose. The taste of the sticky cum made me feel like a sissy, but it was good to lick her sexy rose. I heard Hanna moan; she became turned on by this, so I started to work harder. After what felt like pure heaven, she pulled my head up.

"Good girl. You have become so good at listening to commands. Since you've been so good, I'll let you come. Sitt and wait for me on the bed."

I sat on my knees, waiting in joy and pleasure at the thought of an orgasm. She came back to stand behind me; a blindfold came around my head. I could hear her delicious, smooth body lay back on the bed.

"Good, Sandra. I'll get you ready and come, as I promised."

I could hear the sound of some rubber smacking and a light laugh before her voice returned.

"Sit on my lap, Sandra, and I'll play with your balls a little, and you'll get to feel my delicious breasts."

Her words only made me more horny, the arousal pushing so hard in my cock cage. This was going to be so delicious. Hanna's hands were around my hips, helping me to sit down. I reacted; something hit my sissy hole as I was going down! The pressing of Hanna's hands on my hips caused the smooth dildo to penetrate my sissy hole. It began to push more the deeper it went; my mouth opened with a mixture of moans and pain. She took one last squeeze, and the whole dildo slid into me. The body trembled with pleasure, and the pain began to subside.

"Good, Sandra; I knew you could do it. Is it nice to feel the dildo replica of Daniel's cock inside you? Now you can imagine that you are sitting and riding on top of him, as you saw me do earlier. I'm sure you like it."

Without thinking, I started riding the dildo that was now pushing inside me. Heavy breathing came to the sound of light notes of moaning. I could hear Hanna laughing at me. She held my hips and made me ride the dildo a little faster. My body got more horny as pre-cum poured out of my cage. One of Hanna's hands took my hand and brought it to her breasts. Feeling her delicious tits only made me more horny. I rode myself and became hornier and hornier. Without thinking, the dildo hit the scrotum deep. I came in with a huge orgasm. It pulsed out sperm in several rounds over her stomach. I heard her laugh at me.

"Ohhh Sandra. I know you always wanted to be a slut. Nice sissy you have become, mmm, yes. It's better to feel a real dick in your sissy hole, Sandra. Mmm, yes, you would like it. Now get off me, remove the blindfold, and lick me clean of your own cum. Slut!"

I lay down on my stomach and started to lick her completely clean of my own sperm.

"Now, you pervert, go take a shower. Wash yourself and get to the forbidden room. And little sissy, be quick."

I took off the clothes I had been wearing all evening. It was good to feel the water running and the smell of shampoo and body wash. I tried to be quick, studying my smooth body before leaving the bathroom to return to the forbidden room.

"Good girl, now lie down on the bench."

Her smile made it burn again with the feeling of humiliation but also a warm feeling of arousal. She had light plush trousers and a light plush top. I only became more horny at the sight of her bent bottom and a bit of the pink string panties that came into view.

I came back from the fantasy world when she stroked my cheek. Her face stood above me, smiling. She found a blindfold over my head and eyes. She motioned for my body to lift my bottom. The sensation of a diaper came on. A thick diaper came up over my crotch and was taped in place. It was tight, and I felt how thick it was. She grabbed my arms and got me up. She lifted one of my legs and brought up a light pair of pants and a top. It was a plush pant, and it raised me to a standing position.

«Good sissy.»

She took my arm and led me into the bedroom. Her arm led me down on the bed and stroked my hair. Her smile spread an intense warmth of joy and pleasure. Her hand brushed the front of my diaper and squeezed.

"I know you love to sleep in a pathetic diaper. It's lovely, isn't it? You've become such an obedient, sissy slut. I have to say I'm a little proud of my work, and I don't think you can deny that you're actually becoming a little excited by this. But don't forget for a second that I can make your life a living hell. With all the pictures and movies I have of you, it's easy to turn your pathetic life upside down. Now sleep well, little slut. Kind of me to put such a sweet and safe protection on you, isn't it?"

She kissed my forehead and disappeared out of the room. My thoughts were spinning in my head: Why am I less mad at her? Why am I accepting this from her? Why does this excite me so much? I fell asleep from all the big thoughts swirling in my head. I woke up the next morning to Hanna stroking my cheek. My eyes saw her standing there in a sexy bikini bottom and bra. I smiled at the sight as it started to grow again in my cage.

"Good morning, Sandra! Now it's time for you to get up; you've been sleeping for so long. Take a shower and met me outside. It looks like I made a smart choice to put on the thick diaper; you are full! I knew you were someone who needed diapers, little sissy."

I felt myself between my legs, thick and full. I didn't understand why, but my thoughts quickly disappeared at the sight of a sexy girl standing in front of me. I started getting horny. How did this happen? What is happening to me? I got up and went to the bathroom. All the clothes and diaper came off, and I finally got in the shower. Nothing was more delicious than feeling the warm water run down your head and behind your back. Plenty of soap and shampoo went by before I finally turned off the shower. The first thing I did was brush my teeth after they dried off. I saw various skin creams, and without thinking, I smeared my smooth skin. I saw myself in the mirror, and reality came back. What's wrong with me, i'm a boy, not a girl! On my bed, there was a pink lace panty with a pink hot pants and a pink top lying on the bed. A similar sports bra with silicone padding did lie next to it. I didn't hesitate; I started to put on my panties and my clothes. Everything fell into place, and I got my hair in place. A pink lip gloss was on the bedside table, and without thinking, I put it on. Reality came back to me when I looked in the mirror. Here I stood in hot pants and a top with pink lip gloss! My hands ruffled my hair a little; oh, I did it without even thinking! Hanna sat outside at a table and was enjoying an early lunch.

"No, look who it is; you go girl! Come, have some breakfast with me. What would you like for breakfast?"

I sat down and was a little unsure of what had happened. Why was Hanna so kind to me? «Can I get a slice of bread with cheese and bacon?»

Hanna nodded and disappeared. The sun and silence were so lovely; a cold glass of water was in front of me. This was so peaceful--not having to think about anything. Hanna returned with breakfast. I enjoyed the food while we chatted a bit, like two girls would.

The conversations, the laughter, and the joy that spread with Hanna. But reality returned to what Hanna had created in me. The smile she gave me while lying on the sunbed created both warmth and a feeling of dread.

"No, now it's getting late, Sandra. Come with me, and we can try on some clothes that I bought for you while we were shopping at the center."

Trying on clothes--the words and thoughts it gave me--made my feelings rise and fall. She got up and took me into the room where I was sleeping. She put me on the bed and disappeared. It didn't take long before she shouted and asked me to come to the forbidden room. The look she gave me, the smile, and the intense eyes created nervousness in my body.

"Now, little one. We're going to have fun. I have the perfect outfit for you. Take everything off, and I mean everything! Then lie down on the bench."

All the clothes disappeared. I lay down on the bench and waited. The fear of humiliation came back. She smiled and held out a new, thick pink diaper that rustled from its plastic. Completely, I lifted my ass while she put it under me. I lay there, looking up at the ceiling, and tried not to think too much. At the same moment, something cold ran down my butt and pushed a plug into me. My eyes closed, and a thin, light note of moaning came out.

"Mmm, you like this. Good girl."

She checked that the plug was in place before attaching the front of the thick pink diaper. She took my arm and pulled me up. I could feel now, as I stood, how it flexed between my legs. She found a blindfold and fastened it around my head. Something came up in my body. I thought it was panties she pulled, but it was a shape-wear bodysuit with a curved opening at the top. It presses around the waist and stomach at the same time as it tightens over the shoulders. It shaped like panties over the front and bottom that tightened well with the thick diaper. The pressure on the chest brought out a feeling that was a little heavy. Out of pure curiosity, I couldn't help but feel. The emotions jumped when I felt those two breasts inside the bodysuit.

"Yes, isn't it lovely with a tight bodysuit? Mmm, you get such a sexy curve with this; it would shape well with a body like yours."

Hanna's hands pulled two stockings up my thighs, with two straps holding them in place. I could only imagine that it was some sort of short suspender. A tight-fitting long-sleeved top made a perfect figure of my body. I stepped into something that came up between my legs and up to my hips. It felt like a skirt, but with two wide suspenders, it went over the shoulder and formed an x across the back. My feet came into two sneakers with high soles.

"Close your eyes while I remove the blindfold."

I sat on the edge while I noticed she spent time on make-up and finally lipstick. I breathed until she took my arm and moved me into a standing position. A little imbalance came from the thick sole of the shoe, but a little change was possible. I opened my eyes; they widened! What happened! I had two pink platform sneakers. Up my thighs, there were two black stockings with two white stripes on top. I saw the stockings attached to a stocking suspender with a metal heart. The skirt was black with two white stripes at the bottom. It wasn't a very long skirt, but it went over the bottom like a school skirt. Two thick straps went from the skirt to my shoulder in an x-back to the skirt at the back. A white, tight-fitting top with long sleeves sat inside and added some nice curves to my breasts.

The face had a dark tone around the eyes and pink lipstick. A bit of my hair got fixed up a bit, so it looked nice for the style. When I turned to look at myself from the side, I was glad the skirt was so loose over the bum. The thick diaper made a curve, but in a sexy way. At least it covered it up for anyone to see. I took my hand and stroked inside the skirt over the bottom. My hand stroked over the bodysuit. It tightened well around the diaper and created a bit more shape. At the same moment that I stood studying myself, Hanna's hand smacked my bum. It pushed enough that the plug on the inside pushed a little into me. A slight moan came out.

"Yes, aren't you sexy, Sandra? Of course, you are. Aren't you going to say thank you for the nice clothes I bought you?"

I started blushing with embarrassment. Here I stood and studied a sexy girl in the mirror, and I began to be excited.

But the person I saw was only myself. Hanna stood there, mocking me with embarrassing words. "Thank you very much, Hanna. But why do I have to be so dressed?"

"Glad you think you're so pretty? Come with me."

We got into the car and drove off. The nervousness grew, but few people could see me through the car. When we stopped outside a large building, she looked at me and smiled.

"Take this letter and deliver it to Sam. Yes, the man you were with yesterday.

You must deliver it in person, not to the receptionist! Don't try and protest; I've got enough shit on you to ruin your whole life. Come on! Deliver it."