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Chapter 8 by yodar169
Do you want to date with the doctor?
Yes, Ask for his phone number
He already said goodbye to me. I have to act quick. I wish I had more time to build up some courage but there wasn't so I asked him.
"can I have your phone number please?" - he did not know what to say. He even stopped smiling. Before he could say no I quickly added "To be in touch if my problem become worse"
*awkward silence*
Even the nurse at the desk stopped typing and waited for his response. He made a long dramatic pause. I started sweating. I forgot to breathe and just waited how he will react. After a while he started smiling again and started to dictate his number. Than he added that I should only call him if there was an emergency and he looked serious. I thanked him and went out. I couldn't be happier! What a day! I found out that my sister is hot. My ass felt a lot better. I flirted with the doctor the whole time and... Oh I have to call my sister to get me home. I knew I had time so I went into the toilet and locked myself in one of the stalls. I wanted to pull my cock out and jerk it off immediately but on the other hand I wanted it to be special after this day. It was a hard decision. Finally I couldn't wait and grabbed my cock. But as soon as I started to stroke it the door opened and somebody came into the toilet. Stopped at the washbasin and washed hands. Than started to speak. It was a woman. Why would a woman come into the men's... Oh my god I just came into the woman's toilet! I just realised how stupid I was. I pulled my legs up and tried to breathe as quiet as possible. She came to the stall next to me and continued talking.
She wasn't just a woman, she was the nurse from my examination. She was talking on her phone and she described her day to somebody. Than she mentioned me. She started talking about me. I was very excited. She described me as a handsome boy. She wanted to flirt with me, she even tried it I was just wasn't looking at her. She "accidentally" dropped a pen and lean forward to pick it up without bending her knees. But I was checking out the doctor instead. Next when I was kneeling on the table and she saw my cock she thought that it would worth another try. So she leaned forward again, with her ass only inches away from my head but again, I looked in the opposite direction and I was checking out the doctor. She was disappointed but thought that I was nervous. But than when she saw how I'm flirting with the doctor she gave up.
"You should have seen how this faggot was flirting with doctor Patrick. He is 100% gay for sure!" - she said. She was angry and I can understand her.
But than something hit me. My phone is not muted and I'm expecting a call from my sister. I quickly grabbed my phone and tried to mute it. It was too late. My sister already called me and left me a message. But luckily I WAS muted! I just had to wait for her to go out.
"And I couldn't belive my eyes but Patrick was flirting back! Can you belive this? Oh my God...He made me take pictures of him... Yes! I had to take pictures of the ass of that gay faggot! " - she continued.
She also stated that normally they make no pictures and that they are not even allowed to take pictures. She promised her friend or whoever she was talking to that she'll send her my photos. The doctor wanted them to himself. Looks like he said the truth and they will go into his private album. I was happy and sad at the same time. I think the doctor likes me so probably he will "examine" me from closer later but if I would have been focusing on the nurse than she could have been mine. I hated myself because of this. I told myself that it's not a problem. I'm sure I wouldn't be able to make myself hard, I wouldn't be a good lover etc. But the truth was that I was angry... I was still a virign. Had no sexual experience and as you can see I have a high sex drive. I've been masturbating for 6-7 times everyday for years in a row. After a while she said goodbye and soon she was moaning. My cock started to grow. Suddenly I heard something splash into the water. She was taking a shit! Normally it would be disgusting but after this day I could die just to see it happening. I wanted to make a quick watch from below but I was more afraid what would happen if I got caught so I was just sitting there and image what's going on the other side. She must have taken a huge shit because we stayed there for a long time. After she finished she wiped her ass and and flushed. One of the used toilet paper stripe missed the toilet and landed on the ground. She didn't seem to care because she left it there. What a dirty woman I thought. She washed her hands than left. I waited for two minutes so she can get far then headed out.
I opened the door and froze down. She stood next to the door facing towards me while speaking with somebody. She saw me coming out because she was frozen too. I tried to escape and started walking towards the stairs but she caught be.
"Wait a minute!" - she yelled at me. "Not so quickly! We have to talk!"
I stopped. She walked towards me. Before she could say anything I quickly told her that it was an accident an I didn't meant to spy on her and I'm not gay and I know I fucked it up but if she still wants me I'm avaliable to her. She laughed at me and made me know my place. Than told me to prove her I'm not gay and meet her at her place at 9:00pm. she than went back to the doctor.
I made my way out of the clinic and sat next to my sister in the car. She looked different. She smiled, her hair was a mess and as I noticed later she wasn't wearing a panty nor a bra...she had a cameltoe and her wet yoga pants sticked to her pussy giving me clear view. She was focusing on the driving so I could watch her pussy without a problem untill we arrived home. I could even take some pictures but they weren't too good because I couldn't make them from the right angle. Still better than nothing! I hope she will dress like this more in the future. And I also hope that she will have sex more often because I want to smell it. The whole car smelled from sex. Looks like nobody is a virgin except of me... But tonight, finally I will loose my virginity with that busty nurse! I wanted to jerk off so badly. Everything was so sexual that day. I decided not to touch myself so I can have a chance satisfying the nurse. I'm sure if I'd touch myself I'd fail at her. It was the hardest 5 hours of my life. I was like a cocain addict without his ****. Somehow I managed to stay clean. I got ready and went to the address she gave me. I rang the bell and the door opened. She stood there in a sheer red dress. It was skintight. Her nipples poked my eyes out. She smiled at me and invited me in.
Soft music was playing inside. She sat onto the sofa and told me to give her a strip show. She was so hot how could I say no to her? I started stripteasing but I think my dance was too girly or just too amateur because she was laughing at me. When I became completely naked she told me to spread my ass for her because she enjoyed the view from earlier. I was shy. When I first saw her in her nurse outfit she looked like she is maybe 4/10 but now with a full make up on, sexy red dress, hair done she is definitely 10/10. Absolutely stunning! I couldn't argue with her so I spreaded. She told me to close my eyes and don't open untill she says otherwise. I closed it. She turned the volume up. She made the music so loud that I couldn't hear anything else. I enjoyed that our meeting is not just a vanilla sex. I like how pervert she looked.
Suddenly I saw something flasy light with my eyes still closed. Than again and again. It looked like a thunderstorm but I knew it was something else. I wanted to open my eyes but I obeyed. I didn't want to fuck up my first and only chance to loose my virginity. She told me to grab my ass and spread it even more. I saw some flashy lights again. Than she told me to shake my butt while I'm telling her what I liked about my anal examination. It was a strange request but I wanted her too much to argue. I told the story of my examination but she wasn't satisfied. She told me to tell her the flirting part with the doctor and how I spied on her in the toilet. I started to be comfortable with my situation. I liked how pervert she was. Maybe this can work between us? She is the mistress and me being her ****. She dressed like she is my mistress already! That fantastic red dress with that strong red lipstick matched perfectly with her red hair. Perfection! I opened up for her and told her how I pushed myself onto the doctors finger, how I checked out her butt and that I wasn't spying on her on purpose but she doesn't need to feel embarrassed because I found that hot too. Than I heard a loud laugh but it was strange. It sounded like somebody else's laugh.
I opened my eyes, turned around and five woman were sitting in the living room including the nurse. They all were around the same age and all of them were dressed to impress. I was shocked so I can't remember all the details but one of them was wearing a miniskirt with a crop top. Maybe the blonde one. The others wore see-through dresses, buttshorts and of them wore just a lingerie. There were so many things to see. Nipples everywhere, a tit was fell out of the low cut crop top. I could see one of the pussy behind a G-string. I didn't know where to turn my head. It took a long time to realize that the flasings I saw was them taking pictures of me... They even had a professional camera which recorded my confession with me spreading my ass and shaking myself in the meanwhile... How can I be suck a loser?!? How could I let this happen again? Everybody was laughing and pointing towards me. All I could hope for is that they let me fuck one of them or maybe all of them. There must be a reason for them dressing like this! I just sat there and waited. Finally the nurse called me to get closer. I automatically crawled instead of walking. She said "good boy" and spreader her legs. She didn't wear a panty and after all these years I finally managed to see a pussy in real life. It looks like the ones which I regulary watched on my computer but still it was different.
She threatened me that if I won't do as she says she will upliead my photos and videos to the Internet. She blackmailed me! It was humiliating but I enjoyed it! She commanded me to lean closer and open my mouth. She pulled her legs up and revealed her asshole under her dress. Her pussy was fully shaven but her asshole was hairy. Not too much just a little but. It was light pink around the hole and it looked tight and cute however her pussy was the opposite! It was swollen, red and well used. It looked like it was freshly fucked. After a while I heard a moan from her. It sounded similar to me. I heard it that day when she was pushing on the toilet. She farted as I was thinking this. Farted directly into my mouth, down my throat. It smelled like rotten veggies. I had a flashback. Last time Cyntia was the one who farted into my mouth but it was a long time ago. I didn't even realize how much I missed this untill now. It was too much to handle and I came onto the floor. I couldn't hold it back for any longer. So many people teased me today for so long that I just had and orgasm without anybody touching me.
She called me gay and made me lick it all up. Than she told me she'll do me a favour and help me become what I always meant to be. A real woman. She and one of her friends came out of the room than soon came back with a box full of makeup, girl's clothes and some wigs. I sat onto the sofa and they started my makeover. It happened so fast. Somebody painted my nails while the others did my makeup. At the end they put a platinum blond wig onto my head and I was ready. Ready to see myself as a woman for the first time ever. Everything slowed down as I walked over to the mirror. Oh my God! I truly was a girl. The silky smooth skin I had, my huge girly butt, my skinny fit body, big lips and naturally long eyelashes finished with a professional makeup and a blonde wig. Besides my cock I was a girl! A real fuck doll! I was never happy in my entire life. Everybody bullied me all the time, I had no respect and I always failed as a man. But now seeing myself in the mirror like that I knew what was wrong and that I can be happy now! Some tears rolled out of my eyes but they yelled at me not to to ruin my makeup. I tried crossdressing earlier but that was just experimenting. I stole my sister's panty and tried that on with her bra. But at that time I had a more masculine body and without the makeup and wig it was just not right. I looked perfect now. I knew I didn't want to be a man ever again! After they saw how happy I was they became more supportive but still remained mean. It didn't bother me as I enjoyed it. I am extremely submissive I guess.
So they brought some clothes for me to which were about my size. I didn't have too much to choose from but it was enough. I have chosen a sheer white stockings with a white high heels, a white thong with black mini skirt and a yellow crop top with rainbow coloured text on it. I would have chosen pink clothes but there weren't any. Before I could try them on they had a surprise for me.
"I want to call you tiny dick loser but your cock is unfortunately too big for that" - and she pointed at my limp 7,5inch (18cm) cock. "we have to deal with that!" and she gave me a chastity cage to put on. It was the biggest avaliable on the market and yet I still struggled to put it on. It was hard to push my balls through the ring but to fit my cock into the cage was even harder! My dick was almost thicker than the cage itself but after a few attempts I managed to fit it somehow. She quickly locked me and stitched the key onto her necklace. I never ever felt more discomfort in my entire life. The cage pushed deep into my meat... It looked like a corded ham and it was really painful. I asked her if we can take it off but she said that I have to wear it for a whole month straight before she let me out. I had to understand that if I do want to shrink my penis to become more feminine than I have to stand the pain! I told her I'm ready to do anything she says. She smiled and gave me a big jeweled anal plug. The jewel was pink. My favourite colour! She told me to insert it immediately but I hesitated. She knew I had anal fissure why is she asking me this?
"Gaping does help you remember?" - and she laughed. Surprisingly this only sentence of hers made me calm down.
"Can you help me, miss?" - I asked. She grabbed the plug and spitted on it. I kneeled onto the ground and she tried to insert it. It was too big for me. It couldn't get inside, it stucked at the widest part. I was disappointed but she punched the plug and it slid in. They cheered but I didn't know what to think. How am I supposed to take it out? But that was a question for the future... We talked a little then it was time to go home. She told me she'll keep my man clothes in exchange of what they gave me. It was fair trade but I had to walk through the city and get a bus for myself like a woman. Or should I say like a streetwhore? I hugged them and said thank you but they taught me my place. I've been slapped from all directions and I jus let them. One of them kicked my balls so hard that I nearly passed out in pain. I was laying on the ground and tried not to cry. It would ruin my makeup... They took some pictures of me then I was told to get the fuck out of her house.
I had to walk about 10 minutes for the first bus stop which was good for me. Luckily the city was empty. It was past midnight so everybody was sleeping. I had more than an hour for the bus to come so I was bored. I stood there for a while when I heared some noise coming from the bushes from behind me. I turned around and it was a homeless man sitting there.
"show me your ass sweetheart" - he yelled. He was drunk and stinked like a public restroom on a highway.
I didn't have anything else to do and although he was a disgusting beggar I liked the attention I was getting so I flashed him my butt. He couldn't belive his eyes and wanted more. I decided to give him a show but my rule was : no touching just watching. He agreed so I lifted my miniskirt and started to shake my ass for him. He grabbed his cock played with it. I kneeled down and spreaded my ass. My butt plug became visible for him the first time. He came onto his chest and fell asleep. What a looser I thought. I felt myself in charge. I was the boss and it felt fantastic! This is the power of my new woman self. I walked over to him squatted over his face and pissed him down. I had to squat because I wasn't able to aim in the chastity cage. I peed all over him while he was passed out. Than I walked back to the bus stop and waited. I layed into my bed as soon as I got home. I knew I wanted this. I knew I want to be a woman for the rest of my life. I want to doll myself out. I want huge fake tits, lip injections, hormone therapy and everything. I want to be the perfect bimbo fuck doll. The only question is. How will I get the money for it? Should I be as quick as possible or be more sober-minded and slow? What should I do?
How quick would you like to earn the money for your dreams?
Your True Self
Will you be a true alpha or will you let your inner cuckold out?
This story is based on my real life. Real experiences of mine and what could have been if I decide otherwise. Every options you can choose from are the real options I had and one of the decisions you can make will be the decision I made back than. But this time you decide if I'm going to be a succesful alpha male or a submissive cuckold. Have Fun!
Updated on Nov 3, 2019
by yodar169
Created on Nov 3, 2019
by yodar169
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