My First Trans Girlfriend [FT]

This isn’t as wild as some of the other stories. It’s more of a fond memory I’d like to share regarding alternative dating dynamics. I was 21 and in college when this happened. Nina was older, kind and patient.

I first spotted Nina at a coffee shop. I had been working there part time. She came in the early mornings, often on her way to work. I admired how professional and beautiful she looked. She was always smiling and pleasant, and I enjoyed her aura. I always complimented her, and one day, she brought me flowers. My friends and I dissected the gesture. After realizing her romantic intentions, I began flirting with her, and she reciprocated. She asked me out, and I accepted.

We had dinner and walked around, holding hands and talking. At one point, we slipped into a club. We danced and shared drinks. We took an Uber back to her place where we watched TV. Being so close to her, smelling her perfume, feeling the magnetism, I was intoxicated. It was maddening, how we were both shy and not making the first move.

Finally, she touched my breast. I smiled and nodded. We pounced each other and started making out. I was so wet, with tingles filling my head. I let her undress me as I melted into her hands. She found my weak spot, the area behind my ear. She kissed me there. After more making out, she went down on me until I came in her mouth. She was experienced and amazing. We then cuddled until I settled down.

We started kissing again while I took her top off. When I unhooked her bra, her breasts were so soft and full that I could not help myself. I sucked on her breasts while she fingered me. I wanted to reciprocate, so I whispered, “I want to go down on you.” She paused and held her breath.

My hand went to her crotch. Feeling her cock, I jumped back in surprise. I wondered if she was wearing a packer. As my mind questioned why a girl would want to wear a packer, she smiled affectionately and asked, “Have you been with a girl like me?”

“A girl like what?” I asked.

Nina got up and stripped in front of me. My eyes widened as she stepped out of her panties. I gasped as I took in the sight of her naked body. In clothes, she was an adrogenous woman, and I thought her to be a soft butch. While naked, she shocked me, and my heart raced. Her naked form had all the traits of feminity, wide hips, beautiful curves, softness, and gentle girlish features. Her cock hung down, relaxed and demure. She stood before me shyly.

I felt an intense mixture of excitement and weirdness. I was curious, so I reached out and touched her cock. She smiled and held still as I explored. I gently squeezed and stroked as it became erect. The smooth, silky skin captivated me. Somehow, I was surprised (and delighted) to see a set of balls dangling underneath. I licked my lips and leaned forward. I hesitated, and we made eye contact. She coaxed, “Go ahead.”

I pensively licked the tip. Then I slid it into my mouth. I got on my knees to get a better angle. I pulled her closer as my head bobbed rhythmically. We locked eyes as I sucked on her cock. Every now and then I withdrew the cock from my mouth and stroked it with my hand while I sucked and kissed her balls. We giggled and played. After a while, her body tensed, and I sucked vigorously, swirling my tongue repeatedly over the tip. She ejaculated into my mouth, and I swallowed everything she gave.

She crumpled onto the couch, and I held her. I kissed her warm face and caressed her body. Her heart raced, and I whispered affections into her ear. When she settled down, we talked and giggled. I idly played with her shriveled cock, and we began making out again. She led me to her bedroom, and we continued on her bed.

She wanted to 69. She got on her back, and I straddled her face. When she started licking me, I sucked her cock. It was difficult. Each time I got into a good rhythm, she did something to make me cry out or moan in pleasure. As my orgasms subsided, I started sucking again. 69, for us, was about me cumming into her mouth while awkwardly trying to concentrate. I appreciated the feeling of her soft, feminine body pressed into mine. My mind repeatedly came back to the thought of a real cock in between her legs, and the idea alone brought me to orgasm many times. It was surreal.

We then cuddled in bed. She was satisfied, but I wanted to make her cum again, considering my lack of 69 skills. We kissed more and made out. Slowly but surely, I brought life back into her cock. While she was semi-erect, I took her into my mouth again. I swirled my tongue and bobbed my head. She asked me to finger fuck her, so I did. It excited me when her cock hardened in my mouth. I quickly mounted it and fucked her cowgirl style. I enjoyed the slow, methodical build up.

We kissed passionately as I rode her. We fucked for a long time. She noticed my angst as I tried to make her cum. Instead, I came several times on her cock. After one particularly strong orgasm, she rolled me so that she was now on top of me.

She fucked me fiercely, and I quickly launched into another wave of orgasm. I cried as she rammed herself repeatedly into me. In those moments, something primal came over her. She cared not for my safety or comfort, but rather used me as her personal fuck toy, for her own pleasure. I felt taken, and I submitted my body to her. I willed my legs open as she fucked me frantically. Her thrusts came harder and faster as I soaked her. Finally, with one final thrust, her cock erupted. She pressed her hips firmly into mine as she came repeatedly into me. I trembled, and she panted. We held each other in ecstasy and bliss. The thought of her girly cum deep inside me made me quiver with delight. We fell asleep cuddling.

The next morning, she cooked us breakfast. We hung out and made love throughout the day. She asked me out again, and I accepted. We became girlfriends, and we dated for a few months.

Source: reddit.com/r/gonewildstories/comments/133t5im/my_first_trans_girlfriend_ft

5 comments

  1. I’m trans and pan. Cis and trans girl sex is fuckin’ amazin. I’m glad you enjoyed it.

  2. >She asked me to finger fuck her, so I did.

    I’m pretty sure I understand what bits each of you had but this confused me. Was she also a hermaphrodite? Or was she referring to her butt?

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