From Straight to Sissy: A Journey of Self-Discovery – Part 3

Hi everyone, this is the third part of the story. For a better understanding, please read the first and second part first.

I took the day off from my class for the delivery of my order at home. In the morning around 10 AM the order arrived including the chastity cage. He quickly opened it told me to remove my clothes and pulled my balls hard through the first part of the cage. I told him it would not fit.

He produced a spray sprayed my dick five or six times and my dick started to feel very numb. I was unable to get an erection even though I was horny. He caged my dick and locked it telling me I needed to be in the cage for as long as he wanted. Then he told me to shower and come to his room wearing girl’s clothes with a wig and makeup.

I went to my room my face full of happiness and took a shower with the cage on my dick. I shaved my whole body and started to get dressed. I chose a pink thong panty and bra with a sleeveless crop top and a mini-skirt that showed my ass cheeks. I applied makeup and the wig and I truly looked like a girl.

When I came out of the room I saw Mahesh waiting for me. When he saw me he told me I looked very beautiful like a girl and kissed my forehead. He lifted my skirt pulled down my thong and sprayed my dick a few more times explaining that the spray’s power might have decreased after my bath. I pulled up my thong panty.

He then pulled a blindfold from his pocket blindfolded me and tied my hands behind my back. I got even more excited. Let us go Kritika to my room he said taking me there. You will never forget this day. He told me to kneel down and there was complete silence for two minutes. Then I felt a cock near my face. I opened my mouth and started to suck the cock.

I put out my tongue fully and he started to hit my tongue with his cock. I was guided to suck the balls while his cock was in my face and I was fully horny at that point. My hands were untied now but I was still blindfolded. While I was sucking the cock he grabbed my hand and guided me to hold another cock.

One cock was in my mouth and another was in my hand. I was completely shocked. I realized there was someone else in the room. He removed my blindfold while I was sucking the cock. When I saw I was sucking a black fat cock. The guy was around 50 years old. I continued sucking his cock. Mahesh told me I would be fucked by two cocks.

While I was stroking and giving a blowjob to the other guy my top and skirt were removed I was only in my bra and thong. I could see lust in both their eyes. Mahesh told the other guy Her name is Kritika; she is all yours today. He came near me and started to touch my entire body spanking my ass removing my bra and sucking my breasts.

He complemented my lips his saliva covering my face. He then removed my thong applied gel to my hole and started to fuck it. I was used to it so it did not hurt it slid in smoothly. I was very turned on and horny but there was no erection in my dick due to the spray. Then he fucked me in doggy style.

While being fucked Mahesh brought his cock in front of me and told me to suck it. This continued for 10 to 15 minutes. When the other guy reached his climax he told me to kneel down in front of his cock with my mouth open which I did waiting for my reward. He released 70% of his cum into my mouth and 30% onto my face.

Mahesh told me to swallow every drop. With my fingers I moved the cum towards my mouth and swallowed fully. Even Mahesh cummed into my mouth. Strangely during the entire session my dick did not get an erection. I could feel the orgasm but I could not cum. I felt like a girl in front of them. They treated me as if I were a girl.

The other guy asked Mahesh Can you send Kritika with me for one day? I will make her happy. Mahesh happily agreed and asked me holding my waist You will go right? Mahesh added She will not reject sucking cock and getting fucked right Kritika? I said Okay to them.

Then the other guy left the home. I cleaned myself. Mahesh told me Kritika you must be naked today with your wig until 6 PM because my partners will be coming at 6:30 PM. And he told me he would not be opening the cage anytime soon. Mahesh told me he wanted to show me something and made me sit on his lap.

He unlocked his mobile and showed me a video: it was me giving a blowjob to a black cock with a blindfold on—he had recorded it today. I was shocked. He reassured me Do not worry Kritika it will be safe with me. See for yourself you have become a sissy slut now. You want two cocks to suck. He asked me how I enjoyed the threesome.

I enjoyed it very much but remained silent watching the video of myself sucking cock. The way I sucked the balls in a girl’s dress was totally like a girl sucking a guy. My inner self felt satisfied after watching and hearing all of it. I was turning into a complete cock lover and a girl. I felt like a complete girl existing for the pleasure of guys.

He sensed my silence and asked Kritika how is your new life? Your girl life? You are meant to give pleasure to real guys. I felt the same way that I was meant to give pleasure to guys. I replied I really love myself now. I cannot live without cocks. He asked me to say it: You are a sissy girl now not a boy.

I replied I am not a boy. I need cock to get satisfied and I am a sissy girl. Santosh and Mahesh truly transformed me into a sissy girl. At first I hesitated to accept the fact but from then on I knew this was my life. It all started with a touch to my dick and making me cum and it ended with me becoming a sissy for life.

My dick had been caged for over three weeks, with Mahesh spraying it daily before we had sex to keep it limp. This prolonged denial had escalated my cravings for cum to an unimaginable level; I meticulously licked and sucked every single drop from his cock. Having not cum myself in over three weeks, my desire and horniness were at an all-time high.

One night, as usual, I went to his room. I carried a girl dress to the washroom to get ready. I put on a sleeveless- one-piece outfit that ended just below my ass, revealing my milky thighs. Beneath it, I wore a red bra and panty, and applied simple makeup.. finishing with my wig. By now, I had accumulated many girl’s dresses and a wide array of accessories.

When I emerged from the washroom, I saw Mahesh on a video call. Upon seeing me, he beckoned me closer. I approached, and he handed me the phone.. saying, “Someone wants to talk to you.” It was Santosh on the video call.

Seeing me, he greeted me, “Kritika, how are you? I’ve seen your video giving blowjobs in that cute girl’s dress. You have completely become a girl now; your body has turned soft and cute, like a girl’s.” I was shocked to hear this and realized, with certainty, that they had shared everything about me.

Mahesh took the phone back and told me to stand in front of him. He then showed me fully to Santosh, asking, “How is Kritika looking?” He lifted my dress, dragged down my panty, and showed Santosh my dick, still in its cage. Santosh laughed, asking Mahesh how long he’d kept my dick in there.

Mahesh replied, “Almost three weeks now. Should I remove it?” Santosh responded, “Yes, but make sure to put it back in the cage once she gets her cum out of that girly dick.” I stood silently, my face burning with shyness. Mahesh then removed my chastity cage, and I noticed my dick had turned very small, totally shrunken.

Santosh, still on the call, asked, “Kritika, where is your dick?” Mahesh replied that he used to spray my dick daily to prevent erections. Mahesh then turned me around and told me to bend over, showing my ass to Santosh. Santosh commented, “Her ass has grown very nice.”

They made me spread my ass cheeks to show my hole, which had indeed become larger from being fucked regularly. Soon after, Santosh disconnected the call as he had another incoming call. Mahesh pulled me closer and started to kiss my lips. I eagerly responded to his kiss and within seconds.. our tongues intertwined.

He then undressed me, continuing to kiss me as he touched my smooth, soft body. He proceeded to fuck me in doggy style, and then I rode him. My tiny dick jumped up and down as his cock hit deep inside my hole. I told him I was about to orgasm, so he quickly changed positions to missionary and began to fuck me while kissing my lips.

As he pushed his cock inside my hole, I had my orgasm after three weeks—it was a huge load. He continued to fuck me and I felt utterly exhausted. He made me swallow all the cum that was all over my body; with my fingers, I started to lick it while he was still fucking me. Then he released his cum into my mouth.

I swallowed all the cum. Mahesh then took me to the bathroom. I was utterly exhausted, feeling as though a huge load had been lifted from my body, having finally cum after three weeks. Mahesh cleaned me up, and we bathed together. He began to wash my body with soap, squeezing my boobs and ass.

Despite my exhaustion, I started to get horny again; his touch was driving me crazy. He turned on the shower.. pulling me into a hug as the water cascaded over us. He started to kiss me, then began stroking my dick with two fingers—it had been a long time since it had been touched this way. He sucked my tongue fully while continuously stroking my dick.

My dick wasn’t fully erect, but I could feel the sensation, and within five minutes, cum came out again. Still, there was no full erection. Once the cum passed, my dick shrunk, becoming tiny and lifeless. After our bath, he took me to bed, suggesting I sleep with him for a while before returning to my room. We lay naked.

He told me to order more dresses and girl’s nightdresses. Later, he showed me more sissy videos of girls giving blowjobs and getting fucked. Slowly, he started to touch my tiny dick, then suddenly grabbed it tightly and began stroking it very fast. I was totally exhausted by now.

He stroked my dick hard, up and down, and after two or three minutes, a tiny, thin stream of cum came out. He cleaned it with tissue and caged my dick again. I returned to my room, but I couldn’t even feel the existence of my dick; it had become so weak. I didn’t like my dick cumming while being stroked. I wasn’t satisfied by it, and these thoughts began to flood my mind.

My journey transformed me entirely. What began as a startling encounter slowly reshaped my deepest desires. My old self faded as I embraced the thrill of being a sissy; my manhood washed away completely. Mahesh’s guidance, the chastity cage, and dressing as a girl didn’t just change my body; they transformed my very being.

The peak of this change came when I realized my own male orgasm no longer satisfied me. My true pleasure, my very identity as Kritika, was found only in receiving and pleasing men. I was born again, a cock-sucking, cum-loving sissy, fully content in my new purpose.