My first time was with a man I met online. We talked for a while and had a lot in common. I made him aware that I was a virgin and that I was very very nervous. He was very understanding and did everything he could to reassure me that he would take care of me. After a while of talking online, he sent me his address and I worked up the courage to go see him for the first time. The day of, to say that I was nervous was an understatement. I was literally shaking, and visibly anxious. But I wanted him so badly (and more importantly I wanted him to be able to have me), so I forced myself to go thro Read more
What A Sissy's First Time Feels Like
One thing I loved so much and wish I could relive again with no prior experience was that whole process of getting the dick inside my ass. It wasn't all smooth, but the process was so freaking exciting, and the anticipation was through the roof. I was tight, with little prior experience with toys, and only with butt plugs. He had a big one. Not one of those gigantic cocks you see in porn, but still thick and lengthy, much bigger than anything I had taken before. The whole process took like 30 minutes for him to warm me up and get inside. I will not go over all minor details, but what stood ou Read more
First Date
A guy that I matched on a dating app came over today. I ordered KFC, we ate, then we cuddled. Which was weird because I did not let any guy cuddle me with a sweet intention in a year. And I did not realize that I missed it really bad. We kissed, almost had sex ( he had no condoms, so we had to stop). We had dinner, we kissed a lot, cuddled naked, felt very nice, we were all over each other. I did not realize how much I missed this feeling. And I hate missing this feeling, because all the time it came with costs. I don’t know If I will see him again. I want to see him again, but I am sca Read more