Amysissyslut | Jan 27, 2026
Mmmmmmm sounds like you are going to have a lot of fun. Please tell me all the sexy details after your date is over. Kisses, Amy.

Debman | Jan 28, 2026
Well he brought me a drink and we sat and spoke, he already know I was a crossdresser, anyway after our drink he invited me to his room. I was very excited I had never been with a man I was a virgin you know, I have never even sucked or held another mans penis. Once in his room he took my dress off, I could help it, I was so excited I got an erection. Then he told me to take his clothes off, so I unbuttoned his shirt, I was all fingers and thumbs. Then I knelt on the floor and took his shoes and socks off. Then just his trousers and pants to come off, I unzipped his trousers and then undid the button and pulled them down his legs, I could see the bulge in his pants and it looked really big. I took his trousers off and then put my fingers in the waistband of his pants, no going back now I thought. I looked up at him, he was smiling down at me and then I pulled his pants down his cock came springing out and pointed striate at me, well at my mouth. I took his pants off and then I felt his hands on the back of my head pushing it towards his penis, I opened my mouth and took my first penis in my mouth and I sucked on it, I did all the things I enjoy when having my penis sucked and I hopped I was doing a good job. I knew then I was going to enjoy what was to come.

Amysissyslut | Jan 28, 2026
mmmmm baby sounds like you had a good time. For your first time. I know you did a lot more. And I'm guessing you can't wait for the next time. Thank you so much for sharing. Kisses, Amy.

Debman | Jan 28, 2026
He pulled his cock out of my mouth and told me he wanted to fuck me, I wanted that to. I had some condoms in my handbag and asked him to put one on, he told me he didn't like them, but if I wanted him to wear one, I would have to put it on him. I would have loved to have been able to have out it on using my mouth but I didn't think I could so I rolled it down his cock. I then got some lube out of my handbag and lubed up my hole and put some on his cock. I laid on the bed, he put my legs up on his shoulders and and move to my hole. I then told him I was a virgin. He smiled and told me he would take it easy. My cock was throbbing, I felt his cock touching near my hole, but he couldn't get it in. I took hold of his cock and put in in the right place and could feel some pressure on my hole and then bang he was in, boy that hurt. I put out my hands to stop him, he asked if I was ok, I said yes, the pain went and I told him to carry on slowly. Once I got use to his cock inside me it felt good and he started fucking me at a faster pace. I could feel my cock leaking precum onto onto my tummy and then he told me he was going to cum, he pushed into me as far as his cock would go and spunked inside me. I would love to say I cum at the same time but I didn't He kept his cock inside me and told me he had enjoyed it and kissed me. I could feel his cock getting smaller and then he pulled it out. That was how I lost my sissy virginity. Yes I have been fucked a number of time since, always dressed as a woman, I an not interested in men if I and not dressed as a woman.

Amysissyslut | Jan 29, 2026
Ohhhh yes you had an exciting time. OMG... yes thank you for all the details. It's all ways more fun an exciting to go out dressed up, and to get fucked dressed up. I just love being feminine. I just love dressing sexy and slutty and getting a man hard and excited. It is exciting. And every man is different. I do know this if you treat a man right he will definitely be back for more., lol giggles. I'm so glad you had a good time with him. I just love being a submissive sissy faggot. i just love it. kisses, Amy.

Amysissyslut | Nov 29, 2025
That would be so fun. I just love rimming. I love the nice aroma. lol lol.

Amysissyslut | Nov 29, 2025
Mmmmmmm That would be a lotta fun. I'd love that. I just love getting pisses all over.