Sissy Experiences a Crucial Turning Point
Recently I've been single and out of a relationship that had a lot of pros but lacked the love aspect during its final months. I take responsibility for not ending it sooner, but I found pleasure in the sexual side of things.
It started with discovering a video of me stealing my ex's sister's underwear from her dirty laundry. I was looking for socks but thought, "Why not go for gold?" Unfortunately, her sister had a hidden camera in her room, and she caught me taking her dirty underwear to the bathroom, resulting in the fastest ejaculation I've ever experienced. This event contributed to some blackmail that turned me into a subservient subject for my dominant ex-partner. My newfound knowledge of kinks broadened, and I eventually became a crossdressing submissive, which included being a toilet for her at times. She eventually got bored and left, leaving me in a mix of relief and sadness.
The crossdressing kink stayed with me, and I had a variety of outfits, wigs, makeup, and even a chastity cage. I wanted to feel and experience a "sissygasm" - an orgasm from anal stimulation - which I tried for weeks, but no luck. After some research, I concluded that if someone larger than me fucked me, I'd achieve this goal more easily. I experimented with frozen keys, making the chastity cage feel more restrictive.
My journey began with finding someone who would actively use me. With the help of Reddit, I discovered potential partners, exchanged images, and videos that piqued their interests. Eventually one man of 6'3", muscular build, and a huge penis suggested using my ass. He wanted to meet and trained me to remain chaste while frozen keys thawed. I spent the week leading up to Friday night, edging/thrusting with my toys while communicating between videos to ensure he would come over.
On this specific Friday, I prepared by shaving, putting on a one-piece fishnet lingerie, painting my nails pink, wearing heels, and following a makeup tutorial. A deep-rooted fear of being too "gay" held me back, but I knew I needed a release. So, I headed over to meet him.
Upon arrival, I felt nervous but was greeted with a friendly kiss on the cheek. He asked me if I was prepared and I said yes. He lived in a neat apartment with dim lighting and playing electronic music. He kissed my neck and whispered, "You ready for your world to change?" I felt excited, nervous, and my entire body shivered.
His arms encircled my waist, and he led me to his bedroom. With his strong frame, he guided me effortlessly. He pushed me onto the bed's edge and pulled out his cock - massive and thick. It was happening quickly, but my sexual hunger was excessive. I kissed his balls, licked from the base to the top, and managed to deep-throat his penis halfway.
He called me a "good sissy slut" and positioned me for his pleasure. I couldn't believe it was finally happening - my fantasy was coming true. Then he made his way inside me, creating new sensations. I couldn't wait to share future experiences.
I let out a moan as he went deeper, and made the silliest gurlping sounds. My practice with my ex and her dildo didn't even come close to this sensation. I kept trying to dive even further, breathless. I just couldn't wait to feel him. He held me back with his strong arms, preventing me from escaping. I was gasping for air, so he filled my mouth with his dick. I tried to push away with all my might, but he was too powerful. I was struggling to breathe through my nose and almost passed out, but he pulled out just in time.
I had never felt so terrified yet so turned on before. It was so hot, but then again it was getting a little scary. I thought I had to finish him off soon so I could get out of there.
He slipped my other shoe off and tore my fishnets to uncover my exposed toes. I had barely any chance to react before he started with the foot worship. It felt absolutely incredible as he began kissing my ankles, the soles of my feet, and then my big toe. I was hard as a brick, but I didn't realize until now. My cage was straining against my pulsating erection. He worshiped my feet for a while, but I believe it was more for him than me. He never once mentioned his foot fetish.
He lay me down and I felt a sense of urgency to leave. This warmth was getting too intense. But how to leave without acknowledging the moment? Then I had an idea. I'd let him finish quickly and go home, ASAP.
He picked up my leg, removed my stiletto, and saw my glossy pedicure. His eyes showed appreciation and he kissed from the top of my feet to my toes. His heavy breathing and my heightened arousal sent shivers down my spine. I was in another realm of ecstasy and I didn't care who knew it. Now it made sense about the fetish thing.
He took off my other shoe and tore the remaining side of my fishnet dress. Despite being naked before him, I felt so vulnerable. I loved it. He gently caressed my cock cage, which made him fit into his hand perfectly. He collected some more of my precum and rubbed it onto my nipples. Before I knew it, he was moving onto my other foot, his lips pressing against my ankle. My physical state was so aroused that I rubbed my nipples, gasping and moaning.
I could only guess he spent a few minutes before pointing out my tiny penis. He gripped it and admitted how attractive I was, with a sly smile. The compliments felt so nice and I enjoyed watching him love my shoe and foot. I wasn't expecting this level of worship. It was his joy that mattered, not me.
After what seemed like an eternity, I was reaching the edge of bliss. I reached for his giant cock, and only touched it slightly. He quickly swatted me away, only to spin me over shortly afterwards. My ass was up in the air, and he quickly destroyed my fishnet suit. My balls were exposed along with my clitty, helplessly caught in the small container.
"You're a good little thing, you're all trapped here," he said with a hungry tone.
The praise gave me such a rush, leaving me feeling far hornier than before. With my t-shirt off, I longed for more vulnerability. His large hand made a firm grip around my cage. He scooped up some of my precum too and rubbed it on my nipples. He switched my other leg and tore that side too. Not long after, my feet and hands were fully covered in lube. I was intoxicated.
But then he stopped. A click was followed by an overwhelming gush of lube across my cheeks. He had a plan. I couldn't help but service him obediently. He plunged his face into my ass. Every movement had my heart racing. It was dark and I felt defeated, but then I moaned. This uninhibited pleasure was new to me. I never experienced it with my ex, who treated foreplay as an essential. He spared me from prolonged sensations and never focused on me. So, today, I was aching to please. Then he plunged into my ass and with every savage stroke, I could only gasp helplessly. I never could've imagined. My dick was squirming in its cage, ready to cum.
Lust took over my throat. He gripped my neck, lifted my head, and whispered, "You're ready for a real man? Your hole is all prepared; You're a sweet horny girl."
I shivered. This was so dire. I didn't want to be intimate with another man. I still had dreams of becoming a real man. A thousand thoughts were flooding my mind, and my feelings were clashing. Beneath him, I was still gasping for air and pulling on his legs. But as he pushed in, bones shattered... Not the pain of physical conflict, but the freedom of vulnerability. My mind was rocked by the indescribable sensation. His immense meat collided with me, thrusting in and out. I moaned like a woman, crying each time he locked in.
A failure... I was moaning and shaking. Why was this happening to me? It was traumatic, yet so alluring. Then his grip on my neck pulled up, and his words ended any turmoil. "Baby, I'm here for you; We're going to have so much fun together."
My life would never be the same.
"Darling, it's fine. Let me take care of you. You're my sweet, special girl, and I'm going to do things with your beautiful bottom. This is what you were destined for - to take my big penis. "
He intensified his movements and leaned forward to stick his tongue inside me. I responded by kissing him back. Suddenly, I felt an overwhelming sense of liberation - yes, this was the life I wanted to live. I knew I was a sissy, and I was his devoted sissy. A sissy slut who wanted to be filled. I began to buck against his member and curled my toes, feeling a warmth within my body. It was then that the magic happened.
I opened my wide eyes and let out a low, primal sissy moan as the climax gradually grew stronger. My entire body trembled, and I felt incredibly pleased. It was a sensation I had never experienced before, and then my clitoris started squirting. Like a water fountain, it poured out and sprayed all over my cage and his bed. It resulted in a more powerful orgasm than when I typically cum, and I was unable to stop for what felt like an extended period. When I glanced down, I discovered a large puddle had accumulated beneath me.
"You're such a slut." He gruffed, turning me over.
I could only emit a moan in response. On my back, I required it all. I had wasted time worrying. Now, I had succumbed to my desires.
"Fuck me. Please. Fill me up," I begged.
He took it as a signal and grabbed my leg, elevating my foot into his mouth. He attempted to remove the paint from my toes as he began to worship them. This heightened my arousal even more, and I rode his cock with each impact. I rubbed my nipples and moaned. After my first orgasm, I felt even hornier.
"Please. Ugh. Fuck me. Fuck me. FUCK ME. OOOOOUUUGHHHH, CUM. CUM. CUM IN ME. OH SHIT. I'M CUMING FUUUUUCK," my voice was so high-pitched I didn't recognize it.
I was truly a sissy at this point. Then he became erect again and began to groan. He commenced pumping and deposited his seed within me. I felt the liquid splash onto my inner walls, which felt extremely hot and generated another sissy orgasm. This time, no cum was released by me, but I was trembling violently. My limbs were weak and hung lifelessly at my sides. He entered the room and embraced me, allowing me to enjoy his manhood.
"Now bring me to the tub," he instructed.
I complied and stepped into the bathtub. He turned on the shower and used his arms to direct the water at the wall until it warmed up. He then turned the water on my body, bathing my skin with warmth. I was prepared to fall asleep. Then he climbed over me and urged me to touch his now softened penis. I sat up and took his head in my mouth. I was still in a very submissive state and could have stayed like that forever, relishing his member. Once he was sufficiently cleaned, he prepared to relieve himself. I watched and then, without hesitation, opened my mouth and swallowed a little.
I felt entirely submissive and could have remained there indefinitely, savoring his member. When he was finished, he washed up. After he went out, I gathered my strength and stepped into the shower to clean myself. Upon exiting the shower, I retrieved my torn lingerie and tossed it aside. I joined him in bed, thanking him for taking care of me. He assured me that he would purchase plenty of new lingerie for me to wear. I expressed my assurance that I had no intention of touching them. Feeling secure in his powerful grasp, I swiftly fell asleep.
I awoke before him, his fully erect penis poking me. My bottom was a little sore, but the erection only served to further excite me. I climbed on top of him and started giving him oral pleasure with my mouth, using both hands and enjoying every part of him. My enthusiasm in his cock worship delighted him. He then awoke, leaving me to eat his asshole once again and assuring me of another great morning.
To be continued...
Read also:
- Exploring the Springs: Part 2
- Harry Herrick's "Summertime Without Clothes" Part 1
- Woman in Fitwilliam Lineage: Instruction
- Gathering with Frances
Source: www.nice-escort.de
