Part 1 - My secret life
I had put an ad on a popular site in order to take my fantasies to the next step -- I had gotten the reply I was looking for and here is my story ...
Our first private meeting ...
We have already met in public and found we have similar interests and both were excited to take the next step.
I knock on your door -- when you open it I come in and you point to a place where I can change my clothes to begin our adventure together. As I pass -- you tap my ass and tell me how pleased you are I am here and are excited to begin.
I go into the room to change -- I take off all my `man' clothes. As you had told me in our first meeting you expected me to arrive already wearing my panties, garter and fishnet stockings under my jeans -- and I did. I then put on a corset and on my high heels. I Slipped into my dress and then put my wig on. Then I applied my red shiny lipstick. I was ready -- but very nervous.
I come out of the room -- you were sitting on the couch -- you stand up as I walk over. You can tell I am a little shy and inexperienced at this. You take my hand and we sit on the couch together. I see you have already started watching some porn -- so I settle in next to you and start watching with you.
You mute the TV and turn to me and say that we should talk first -- and be open and honest with each other and express what each of us are looking for in this relationship. I agree and start by telling you that I am new to this and have had many fantasies about doing this. There were a couple of issues I have -- the first and most important was we needed to practice safe sex and use a condom -- at least until we established a bond -- and completely trusted each other. You agreed. The other thing I knew was I didn't want any physical pain like slapping and I was not ready for bondage. You again agreed. I was relaxing a bit. I then ask you what you were expecting. As you had told me when we first met that you had been in a relationship before with a cross dresser and enjoyed it a lot. But you wanted to repeat that if we decided to go forward I would not be the only that you had sex with. You repeated from our first meeting that you also liked women -- and would continue to have sex with anyone you wanted -- but you also said that you always practiced safe sex.
You did have some ground rules which were important ...
- This relationship would remain a complete secret and I was to tell NO one. 2. Safe sex -- condoms always. 3. The only way I was allowed to ever initiate contact with you was through email 4. You would have my cell phone number and would be allowed to text me when I was needed -- and only then could I text you back. 5. You were the dominant one in the relationship and would determine what we did when we were together. 6. Not in the beginning -- but I had to know that eventually you would want to fuck me in the ass. 7. I would be there to satisfy your needs -- not the other way around 8. You would set up our dates and you would make every effort to plan them well in advance, but there would be times you
would text me and I would need to make every effort to show up as soon as possible -- that would be for a quick blow job and then go.
I agreed and had no problem with those rules -- in fact I told you that is what I was hoping for.
You went on to explain I would need a variety of clothes and lingerie -- I was not to be in the same thing every meeting. When we were meeting for an evening I would be expected to bring along a dress or skirt and blouse to start the evening with -- but also I needed to bring some lingerie with me. I was to all times when dressed to have on a garter belt, stockings and panties (thong was okay).
You asked if I was still interested ... I was and told you so. I also told you as my original ad said I was not very experienced and would need a bit of `training' and patients. You had no problem with this -- and told me you were a very good trainer and would teach me to be a great cock sucker. And if I was okay with the rules and everything else we discussed then the first lesson could be tonight. I told you that I was in full agreement and ready.
You turned the volume on the TV back on and leaned back to watch. Your hand slid over onto my leg (and it feels good) and slid up under my dress, felt my garter and told me so far I had listened very well. You passed your hand over my `pussy' and you can tell that me being dressed and watching porn has gotten me a bit excited. You then lean over to kiss me -- I respond by opening my mouth and taking your tongue in. We were both hot and excited from the contact and porn so we continue kissing for a few minutes (our tongues "dancing" together). You reach for my hand and guide it to your lap ... I find what I am looking for ... I am excited to learn that your cock is a lot bigger than mine. You break the kiss off and tell me lesson one is about to start. You tell me to stand up and take the dress off -- let it drop to the floor. I stand up ... I slowly remove my dress and let it drop to the floor. You stand up and begin kissing me again. You tell me to undo your pants and take them off - I reach down and start to undo your belt and pants and let them drop as we continue kissing. You tell me now I need to get on my knees and start the real lesson. I lower myself to my knees as I am anxious to get started on my task.
I pull your underwear off and reveal your wonderful cock and lean in to kiss the tip of your now Rock Hard Cock. I start licking the head -- I then slowly begin to take your cock into my mouth. I suck for a bit ... going up and down slowly. After a few minutes you reach down and pull me back up ... we kiss a bit more. You tell me not worry that I am doing a fine job -- you just want to last a bit longer. You turn me around so I can feel your hard cock rubbing on my ass. You tell me not worry -- we are not ready for the full penetration yet -- that will come much later when you know I am ready. You can tell I am enjoying it though as I am moaning and grinding my ass on your cock.
Without saying anything you turn me back around and kiss me ... still not saying anything you put your hands on my shoulder and lower me back down to my knees. You sit down on the couch and tell me it's time to finish lesson 1. I take your whole cock in my mouth. I am now bobbing up and down on your cock taking it all in my mouth... Enjoying every second!! I finally feel I am in the right place and feel completely comfortable on my knees with your cock in my mouth. You now have your hands on the back of my head guiding me ... teaching me the correct way to please you. You can tell by my enthusiasm how much I am enjoying this. I hear you tell me that when you read my ad you thought I sounded like a cock slut -- and now you think you were right -- which is music to my ears and I moan in agreement. Then I hear the words I have been waiting for ... You tell me you are Cumming. I feel your cock jerk a bit and know I am going to succeed in pleasing you!!!! It seems to take a while for you to finish shooting your load.
I am still on my knees and I look up at you -- you tell me that I would get a C+ for lesson 1. I am not surprised ... I am very inexperienced -- so I accepted that. You ask me how I enjoyed it -- I tell you that it was fantastic and felt very comfortable with a cock in my mouth. You smiled and said that is the way a true cock slut would answer. So I am guessing we have now established what I really was. You pulled off the condom and told me it was my job to go flush it and bring you a wash cloth. I did as requested.
You tell me come back to the couch and sit next to you and you put your arm around me. We continue to watch some more porn. I wonder how you knew that I loved porn. We watch for a bit ... kissing once and a while. I can see after a bit of time that you are hard again. I am thinking to myself ... this is great. But you speak up first before I can start to do anything -- you tell me to stand up in front of you ... you then explain that the reason you enjoy cross dressers is you like to suck small cocks. But you said this will only happen on occasions when we are together for a bit of time. There will be times when you get the blow job and I will be left to take care of myself. But this I time I should pay attention and learn how you do it. You then lean forward and pull my panties aside and reveal my small hard cock -- you hand me a condom and tell me to put it on. You start to suck me -- doing things I had never thought of.. You were great -- and I was in heaven ... it did not take long until I came. It wasn't as much as your load -- but what would expect from a slut.
I knew it was my job to clean myself up so I went and did that. While away I slipped into a chemise. When I came out -- you smiled and told me I was going to be just fine -- I was a natural sissy. I sat back down beside you -- you put your arm around me and I settled in against your shoulder.
You leaned over and kissed me and told me it was time for another lesson and you wanted to see how much I had learned.
I kissed you and then slid down on my knees and put a condom on you and using my tongue and mouth I played with the tip of your beautiful cock. I did this for less than a minute -- then I put your cock all the way in ... and held it for a second and played with it with my tongue. Then I went to work -- up and down ... until you exploded again. I kept my mouth on you cock -- actually wishing there was no condom so I could taste your sweet juices. But that was for a later time. I then let your cock out of my mouth and looked up -- you told me my grade had moved up to a B. I was pleased -- I then took your condom off and went to flush it.
We then sat and enjoyed each other for a bit ... and then I had to go change and get home. I knew I would be jerking off a couple more times today -- just thinking about this time with you.