Transsexual dating – I met this guy on an internet platform. He said he’s nearby, in a hotel. Since I have long dreamed of finally being “deflowered”, I took the chance. We chatted a little and clarified the details. So we made an appointment for the evening, with him in the hotel. I immediately ran into the bathroom to shave my whole body (which was urgently needed again). I didn’t have much time. I should be with him in two hours. That’s why I shaved as quickly as possible, made nails and also cleaned from the inside. I did not know what to take with me for an outfit, so I just packed what went including make-up case. When everything was packed I pushed my silver little plug in the cunt pulled me on and went to the train. The journey took about an hour. We wrote a few more SMS how horny we are. I had to hide my hard clit all the time and was pretty excited, but also extremely horny. Just the thought of feeling a warm hard cock in my wet hole made me melt.
Finally arrived I texted him that I was there and asked for the room number. 306 came back. My knees softened and I shivered all over my body. It was almost time. The elevator door opened I walked right down the aisle. 302, 304, 306… My heart almost stopped. I knocked and hoped that no one else …
… would know about it. The door opened. A 187cm tall, dark-haired guy with glasses opened the door for me. He looked prettier than in the photos. Besides, I didn’t think he was that big. But that was good because its size made me feel even more feminine. In addition, I already imagined his thick cock.
He smiled at me sympathetically and the only thing he could say was “Woow”:) And I was not even dressed let alone made up. He let me in and he closed the door behind us. It seemed to me as if I was in a hot porn movie. However, I felt a little uncomfortable as a boy and said “I’ll go style myself” and quickly fled to the bathroom. Trembling, I prepared everything and tried to stay calm while applying makeup. I really tried to hurry…but good things take time.. about 1 hour later I was done. Sorry am just a girl: D He waited patiently as it should be for a gentleman.
I had a black dress, black heels, suspenders and nylons on and looked like a goddess;)
I stepped into the room. On the TV ran a gayporno and he sat on the chair next to it and grinned expectantly. He had bought a bottle of sparkling wine and poured us once. He looked at me and again a “Woooow” came only a little longer and ” you have given yourself but now quite a lot of effort!”Shy, I just giggled out a” yes.” We bumped and extended both our glasses and immediately began to rumzuknutschen wild. Really wet with tongue. Yes I like that! He grabbed me under the skirt and began to massage my clit. Ohman I was so damn horny I’m about to cum. So I knelt down so that he had to let me off and opened his jeans while I massaged the bump. Man his cock was even bigger than I thought. He was only half stiff and already 18cm I guess. I took him in the hand jerked him a little and enclosed with my lips his glans. I went through such a horny feeling. Yes! It’s finally here! My dream comes true! A real cock! I tried to take him all the way to the stop but that was not so easy.. I blew a few more minutes then I tried again to the stop. I had to choke a little and the tears came to me but that was exactly what I wanted. Be a Sissy! I blew deep throat until I ran out of air and when he pulled him out of me hung a thick thread from his glans to my lips. I whispered and begged a little ” please fuck me, please fuck me!””Ride me,” he said, and lay down on the bed. I took off my dress and got into bed with him. Actually, we had previously made safer but I did not care now I wanted to feel his cock and bare. I sat down on his cock. I told him that my plug is still in it and he stroked me …
… over the ass and gently pulled it out. I grabbed his cock and led him carefully to my hole. He slid slowly into my wet pre-stretched pussy. Ohman he was so big but I wanted to have him deep inside me. All the way. So I rocked a little up and down to loosen my hole a bit and now “Aaaaaaah” he glided deep inside. It hurt a little but the lust was greater than the pain. Yes I rode him for about 2 minutes and then I could not hold myself anymore. I sprayed a huge load on his stomach. Sissygasm. The hottest orgasm in the world. I rode a little further and he shot me his load directly in my ass. It was awesome! We stopped briefly and I lay down next to him and we cuddled something and watched the porn on the still running. After a few minutes I had a hard one again. He noticed the same and began to blow me one. That was a wonderful feeling he could blow incredibly well and I came back after a short time and injected him directly into his mouth. He came up to me and we kissed passionately and I tasted my warm seed.
Less than half an hour here and already come twice. That was a bit stupid because I was not quite so horny now. That’s why we talked a little and continued to watch the porn. I already noticed how his sperm runs out of my ass again so I got up to go to the bathroom, but it made flatsch and his cum shot I went into the bathroom and made me something fresh again. When I came back into the room he asked me if I’m on massages, because he has massage oil with him. “Sure,” I smiled. I massaged him first. For almost an hour. We exchanged and when it was his turn he started up but was very fast on my ass and kneaded him through. He began to massage my rosette and then a then two fingers to push in. The movements became more and more energetic and I noticed how the lust flared up in us again. I lay on my stomach and stretched my butt towards him. Of course, he accepted the offer and pushed his thick long penis into my mare hole and fucked me passionately. I moaned like a little bitch “jaaaa baby jaaahhhh aaah aaah” He got faster and faster and his belly clapped harder and harder against my ass cheeks. He emitted a deep “Aaaaaah” and I felt his hot cream fill my mare hole. Exhausted, he dropped down next to me.
Happy and satisfied I went into the shower. Since we both had to get up at 7 o’clock in the morning we decided to sleep. But after some time after he said that …
… My head cinema had switched off again. “Hey you sleep already I whispered “” No “”I’m horny again “”Well then come here” This time but it was only me who was still horny. So I rubbed our cocks together and jerked them together with one hand at a time. I sprayed him for the 2nd time on the stomach and let me fall back into bed and fell asleep. In the morning, the alarm clock rang and we said goodbye. We wrote a few more times but I’ve never seen him since…
I was overjoyed to have finally done it and was even a little proud of myself 😀 That was the first step towards Sissy Bitch and there was no turning back. Since then, I have dreamed of that night again and again.
At some point I had a girlfriend, but the sex was never as horny as then with him in the hotel. I had to think about it again and again and wanted to do it again but wanted to stay true to my girlfriend. At some point, I didn’t even think about that night. But after 3 years of relationship it came back to my memory and had decided to become sissy and therefore broke up. That was my first and last time… Who wants to be my next lover who gives me an unforgettable night?