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Transitioning Day Three
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Transitioning Day Three well my day didn't end as I planned. it started out as most days do being bored. Played around with a few new outfits. i have been chatting and emailing a gentleman who caught my eye on a chat site I like. He is a dom and it wasn't the kind of chat I was expecting. Funny I was just looking for an outlet to just get off for the night. I go there to usually find some horny guy who want to jerk off with Jennifer. This time it ended differently I got into this conversation with this old man about what I was going thru and the type of journey I wanted to take. He was very kind and gave me some advise that made sense. The chat wasn't some hard ass wanting me to humiliate myself for his amusement. It became an eye opening experience about where I might be going and how to best get there. There was many moments where he gave me advise about what not to do and who not to follow. warning signs and such down to telling me I needed a safe word if I decided s/m might be something to explore. He ended up sending me his email address and encouraged me to reach out time to time to chat more about my journey. We ended our chat without phone or jerking off. Side note I did get off but with my own thoughts. I have written him several times and he has written me back. His tone is always nice and he is willing to give advice. I find myself going back to see if he has written me. Silly I know like a little school girl and a crush almost. Anyway that my first thing yesterday. My next thing took my day from boring to well lets just say surprising. I got on Adult Dating zone early evening just to check admires flirtings and two gentlemen who have been showing interest inmate had IM me. i checked with them and the first one who by the way stood me up wanted to chat but then abruptly had to go figures. 2 strikes against this guy right. the other guy was well so much different. He asked for my address which at first seemed odd because i thought i had given it to him. The unexpected next message as get ready I am coming over. He may not said it that east way but I got the meeting. He may have given me an out by saying if that is ok but I so had the feeling he wasn't going to take a no anyway. I was well excited but really nervous because I was going to do this as me Jennifer. He odin't give me much time lucky I had<b> showered </font></b>before going on line so all I had to do was figure out what to wear and well doing girl things is so much harder and takes time. I found my new fav dress sexy underwear even down to the heels. That wasn't the hard part it is the wig and makeup thing that I am not very good with. I managed to get it all together and then it was waiting. he showed up on time and well the night went so much better than I had pictured. Oh I had issues please when isn't there issues. I was wearing heels for the first time with someone in the same room. I am still not real sturdy but I didn't fall even though i close one time. My biggest issue is how can you take a hot sexy wig and turn it into a mess. I want to know if any you girl might find this blog. how do I attempt to keep the hair off the face when making out and really the hard part in bed and being fucked. It just seemed to get in the way and I spent too much time trying to make it a distraction. At one point he asked if I just wanted to take it off. I wasn't going to let it win I wanted this full girl experience it stayed on but it wasn't alway where it was suppose to be. When things really got hot i felt it falling off. I was always able to catch it and keep it on but what do I do please if there is advice I need it. Well as for the rest I was so excited. this was my first date as jennifer and I first thought was I going to be the aggressor. I have almost always played that role. Well only minutes into the small talk and my kissing him hard and opening up his shirt to play with his hairy chest my flirting I think got him ready because he grabbed me hard and brought himself on me on the couch and buried his face on my face his kissing became urgent and he was wanting me. I had never been with a guy like this where I knew I was no longer in control. we quickly moved the scene upstairs to the bedroom. Form then on it was the man dictating the action and the pace. What a thrill I was being eaten up and taken strongly but not hurting me. I can tell you this girl was really enjoying it.as sex goes it wasn't exotic or kinky just your basic suck and fuck. the only question he had of me was do I want him to cum in my ass or mouth.. my answer was mouth by the way I like it so much. Well the evening ended with my mouth full and yes swallowed. and a short thank you and good bye. the only thing missing was I didn't cum. I kind of gave him the passive aggressive guilt trip but it wasn't going to change it and so he left. Well I was sitting here all flush fro sex and still needing to release so I did want any good solid girl would do I went on Adult Dating zone and broadcasted. I got lucky and there were a couple of horny dudes eager to help a girl and I jacked off for them. that by the way is a first for me. I have been trying this recently but I don't seem to get the hang of the camera. I can't read the comments with out pulling the lap top close and then they usually lose interest. Last night I was still having issue when I just said to myself fuck it I am going to leave the camera focused my my male clit and just go for it. I didn't care if anyone was watching or commenting. i was able to satisfy myself and if my date had been watching see what he missed because i came heavily all over myself. I even cleaned myself with the help of my fingers and my mouth. I had a lot of encouragement there form the watcher to eat my cum. ha ha pervs you are. Well that was my day. an experience I enjoyed and came away with a few more questions to be answered. Oh one last thing I kind of screwed up in my excitement in getting ready for the date I happened to splash on some lady perfume. I wasn't thinking and I have to really apologies It will not happen again. Hope maybe someone will read this a t-girl or cd or someone that can help me in the future. I can only hope and have a good day. Peace and love friends. Kisses from jennifer. |
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