My first sissy experience So I used to be a bit of a sissy a while back, I just found this sub recently and figured you guys might like to read this story

This was back when I was a little younger, I got a little into cross-dressing and became quite bi-curious throughout my teenage years. It wasn't until I became an adult that I could actually live out my fantasies. When I decided I was ready to try my first cock, I sent out a post on my city's NSFW subreddit telling people I wanted to suck my first cock. I got tons of messages back, as is typical from Reddit, particularly because I was so young. Posts from young people often gained a lot of interest. Anyways, a lot of the people that messages back were kinda weird or would just ghost me, until I found one guy only a few years older than me who was quite attractive and very polite. We started messaging quite a bit, trying to find a way to meet up.

I actually didn't tell him I was a crossdresser until a little later into our messaging, but when I told him he was rrly excited and was on board for me to dress up for him. I also told him about some of my fantasies, for me my favourite part about being a sissy is the submission, I just love being treated like a slave. I told him about this and he was on board with that too. I was really excited for this and the day of our meeting couldn't come soon enough.

We agreed to meet in a vacant house that he knew of, it was during the day so I felt a little bit safer, ultimately meeting strangers for sex is always a risky move so please make sure U always feel safe and always trust ur gut with strangers, I know as sissies we all want to serve others, but don't let yourself get taken advantage of. Anyways he got there first and waited inside for me. I remember pulling up to the house in my car and seeing him looking out the window at me. I felt a sense of reluctance and wondering if I actually wanted this, I was so glad that I pushed through that feeling and continued forward. What was waiting inside for me in that house was so much fun.

I got inside and we introduced ourselves again and made short small talk as he showed me to the room we would play in. I remember being so nervous and so so excited beforehand. There was a special kind of tension in the air that is so unique to the period of time before I'm about to serve someone

We made it into the room and I showed him what I had packed for us to use, I had a white leather collar and a length of rope. I always loved the idea of being collared by another person. As for my outfit, I am a bit of an unconventional sissy. I love women's activewear more than anything else so I was wearing a black sports bra and black gym shorts that gave me a nice hourglass shape and made my butt look quite big. I had them underneath my guy clothes so I took my outer layers off. I then slipped some sweatbands onto my wrists, like the ones basketball players use. They weren't there to absorb any sweat, but I felt like it completed the look and wearing things ony wrists like that have always made me feel more submissive

He said I looked quite hot and it made me feel quite nice. I then handed him the collar and he told me to kneel before him. I knelt with my hands on my knees as he fastened the collar around my neck nice and tightly. The feeling of getting collared for the first time is still unmatched to me, I love wearing it for other people. He then grabbed my leash and told me to walk behind him. I began to get up to walk but he told me to get back down and crawl, I said sorry and he told me to say "sorry daddy" calling another man daddy was exhilarating and so humiliating

I crawled behind him as he pulled hard on my leash, the collar was firm enough that it actually choked me a little, which was super hot. Once we had finished our lap around the house he got me to kneel in front of him and look up at him in the eyes. I still remember the sly smile on his face that rrly showed how attractive I was to him. I've always loved being the object of desire when having sex and I felt so desired then. He then dropped his pants and I was faced with 7 inches right in my face. I remember my heart skipping a beat when I saw it. Reality hit me like a truck, I was on my knees, dressed as a girl with a collar around my neck, about to suck the cock of another man, and I was loving it.

I put his cock in my mouth and it actually tasted pretty good, his skin was soft and gentle and I could tell his hygiene was great. It felt so good to be serving another man and his grunts of pleasure were music to my ears. He fucked my face and pulled on my leash hard, making sure I got every inch down my throat. I particularly loved it when he'd slap his cock across my face or tap it on my tongue. I felt like such a little fucktoy and it was great.

Eventually he shot a fat load into my mouth and I got to lick up every drop of his cum. He helped clean me up and politely thanked me for the experience. I thanked him too

I ended up meeting this guy a few more times, let me know if U want to hear anymore of those stories