My first time [MT]

I’ve received a quite a few requests so here it goes. My first time with a Trans woman. She was a man transitioning to a woman, well into hormone therapy and a few surgeries, but she still had her penis. My fascination, like many I am sure, started with the first time I stumbled across a trans porn video The star was Camilla DeCastro she was Brazilian, tan slender, feminine but with a big cock. I was hooked. I wanted to see what it was like. So after some online research I found Craigslist and then the ever famous Casual Encounters T4M section. I had just moved to St Petersburg, Fl I was single so I figured “What the Hell?” I knew I wasn’t into men per se but these feminine creatures with their cocks were intriguing for sure.

After some time scrolling through fake ads, gay men collecting pics, and some straight up shady shit. I found a great woman to be my first. We will call her Heather. Heather and exchange a few emails then texts, a picture or two. We were close by each other, horny and ready. I shoot her my address and she’s on her way. I met her in the driveway and I was nervous and floored at the same time. She was shapely with hips and big breasts. Slightly tan skin. Almost thick but not fat at all. Just like I like em! We come inside I offer her a drink and she doesn’t drink. I had a rum and Coke to cap me nerves before she arrived so I felt bad for my rum breath. I excused myself to brush my teeth. We talked for a bit, where are from, work. etc? We both agreed we liked what we saw and moved to the bedroom.

I gently framed her face with my hands and kissed her softly. She quietly moaned as she wrapped her arms around me. We are now passionately kissing like teenagers. I move down to her neck and she moans some more, I am getting harder and harder. She unbottons her shirt as kiss the top of her chest. I stop to look and her breasts are huge! Fairly soft like natural breasts. The combination of hormones and implants was spot on. Her hands are all over me as we get undressed. Within a few minutes we are both completely naked. We continue to kiss for a while. This creature with this amazing body and rock hard cock. Wow! I set her on the corner of the bed and for the first time in my life I got on my knees and licked a penis. I licked her like I liked mine licked. Using my tongue at first from top to bottom, along the sides and underside. I inserted her into my mouth a sucked that dick like I owed her money. I was imagining how the pornstars like Tabitha Stevens did it. The right combination of tongue, hands and lips. Here I was a man’s man on my hands and knees sucking a dick on a pretty woman. Wow.

We both stood up as we continued to
Kiss. She is slowly jerking me off with her hands as I reached for the condom and lube. I laid her on her back on the edge of the bed with her legs up on my shoulders. (My favorite position! Love feeling of thrusting deep, I last a little long standing and the view isn’t bad at all. The sight of bouncing breasts is always a plus. ) I lube up my covered cock as she puts a little lube on her ass, with a gentle push I am inside her. God her ass was tight. A little back and forth and I ease all the way in. I started slowly enjoying the view and feeling. She asked me to go faster so I did. She’s moaning with pleasure as I am feeling great. Her breasts are heaving up and down. My cock keeps getting harder as hers does too, this shits amazing. I feel like I am about to split out of my skin. We continue on for a few minutes and holy crap she cums all over her stomach. I will admit I wasn’t prepared for that part…. but damnit it was kind of hot. It was was 5 or 6 streams of silky white cum. Other than pornos I had never seen someone else cum before. I slowly squeeze the last few drops out of her. I asked her if she wanted me to pull out of her or finish. She told me to pull out and she would finish me off.

We grabbed a towel and cleaned up. I was freshly showered before she arrived so she pushes me down face first on the bed and proceeds to tongue fuck my asshole. I’ve had women in the past give me rimjobs but this was something extra. She asked me how I wanted to finish I told her her I had some disposable gloves and would love a finger up the ass blow job. Within a minute or two of what I have admit is one of the best blow jobs of my life she had me wriggling on the bed as she swallowed most of my cum. We laid there on the bed arm in arm as we almost fell asleep. My mind was reeling but I was glad I did this. I called her the next day and we made plans to get together in the near future. We met up a few times again. Twice at my house and once just for lunch at local fish house. I don’t think I’ll ever forget her.

Source: reddit.com/r/gonewildstories/comments/vuzojs/my_first_time_mt