First time with a trans person

At 30 years old, I lived alone. Work, home, work, occasional hangouts with friends. Due to the lack of steady relationships with girls, I sometimes visited prostitutes because I wanted a woman's body. But sometimes I would relieve myself at home. I bought a few toys, including a small dildo. I'll be honest, I was influenced by movies and forums, and I didn't consider it a perversion. Orgasm became more intense with a rubber cock in my ass, plus it was excellent preventive prostate massage.

After work, exhausted, I headed to the shower. While rinsing off the foam, I involuntarily began stroking my cock, which had already hardened and stood up. I immediately reached for the dildo. I attached

it with the suction cup to the tile, carefully pressed my ass against it. The water pleasantly flowed down my back, between my buttocks, which were touching the dildo's head. Anticipating how it would enter me, I continued stroking my cock. Immersing millimeter by millimeter, I slowly impaled myself on the artificial cock. Feeling the fullness inside, I felt extraordinarily good. I started working my hips, increasing the amplitude. For a moment, I imagined someone behind me and my legs literally buckled. Orgasm came quickly and semen shot onto the glass shower screen.

For a while, I just stood there, watching the semen drip and my cock. And I wondered—what would it be like to experience a real cock inside me.

After getting out of the shower, I lay on the sofa, took out my phone, and as usual started browsing prostitute profiles. Among others, a new one appeared. Alisa, 25 years old, but with a note "girl with a surprise." The attached photos seemed fake, but in the description, the following caught my eye: "cock 5x18 cm, breasts 2 … I'll open a world of pleasure to beginners." Just what I needed, I was already salivating to try new sensations on myself.

I called and half an hour later was standing at the door of an unknown apartment. Behind the opened door, I was met by a girl in a robe. Black hair just below the shoulders, a nice waist, but from the hands, I understood this wasn't a girl.

— Hi, darling," she said. You wouldn't tell from her voice that it was a guy.

— Hi, I called you," I hesitated.

— Yes, come in. The shower is on the left.

— Thanks.

I quickly took a shower; I couldn't wait to see her naked. I hurried into the room. She was lying on the bed, slightly opening her robe. Her bare breasts looked like real ones, maybe hormones work that way. My gaze fell on the black panties; they couldn't hide a large cock. And the first thing I did was take them off. Pulling them down a bit, I froze; the large head of her not-yet-aroused cock was so enticing.

— Can I …

— Of course, you can kiss, do whatever you want, sweetie," she whispered, knowing I was a novice and craving new emotions.

My lips touched the tip of her cock's head, then I repeated the kiss, licking underneath with my tongue. Then I ran it down to the base, buried my face between her legs, greedily kissing everything I could reach. Just think—where did this come from in me? I was always with women, but here I melted like this in front of a guy with tits.

— What do you want? For me to cum in you? Or you in me?

— Let's start with you entering me.

I lay on my back, she placed a small pillow under my ass and positioned herself over me. With one hand, she stroked my cock, and with the other, she guided hers to my hole. The hot head touched me; with lube, she began spreading my walls to sizes I hadn't tried before. At first, it was a bit painful, but once the cock was halfway inside, the pain subsided, and a pleasant sensation came.

— What a tight hole. I'll work it open now," said the girl, smoothly moving her cock in the opposite direction.

When her movements started to pick up pace, I couldn't hold back anymore—I gasped for air, emitting soft moans. Pre-cum flowed from my cock; I always have a lot. She caught it with her finger and brought it to my mouth. I licked it off, which made me want even more to be skewered on a big cock.

About ten minutes of caresses and hard fucking, and I felt the head of her cock pressing harder against the walls inside me. Yes! I'm ready to cum too! A few sharp movements seemed to turn off my brain for a couple of seconds.

She pulled her cock out of me. But I felt that my hole hadn't closed completely. My muscles pulsed, a slight pain lingered. With my fingers, I touched my worked-open hole; two fingers went in freely, and semen was flowing out of it. Someone else's semen from inside me…

I desperately wanted more. I took her by the leg and pulled her toward me.

— I want you. I want you to moan from my cock," I said.

She took tissues, wiped my cock, applied lube, and sat on it. When her scrotum rested on my pubic area, and my cock was inside her to the full depth, my subconscious just flew into euphoria. Grabbing her breasts, I started moving, fucking her as hard as I could. I forced moans from her mouth every time her ass slapped against my legs.

— Come on… come on, harder!" she screamed.

I came like never before. She came right after, spilling semen onto my stomach. Without getting off my cock, she pressed against my chest, we entwined in an embrace and a kiss. Covered in semen and sweat, exhausted from the hot sex.

For over a month, I haven't touched the dildo or visited women. The memories stirred me deeply. Deep down, I thought about continuing the story with this beautiful girl with a surprise.