I had tried online dating and was quite familiar with the online personals when I decided that I would broaden my horizons and try the "Searching for Other Relationship Types" category in the personals section. Upon viewing I noticed that there was a wide variety of swingers, fetishes and BDSM ads and decided to reply to a local ad from a married woman looking for a slave to train. Now I was familiar with BDSM and wanted to learn and try more so I figured what did I have to lose, keep an open mind and go from there.
Well within a day I got a reply back from my reply and picture I had sent. Being in really good athletic shape, 5'11 175 lbs with the weightlifter look I always got interest from the ladies and this time was no different. She instructed me to call her Mistress Jessica in all future email and conversations and told me what she was looking for. She said that I was exactly what she was looking for, someone new, good looking and open to what she wanted for the both of us. She also stated that she was married and that this would be a strictly a BDSM relationship and that her husband was ok with it.
After a few email conversations we exchanged phone numbers over one weekend and I got a call on Saturday night, Mistress Jessica was at a local bar near bye and wanted to come over to my apartment for our first initial meeting, she said that there would be no pressure to do anything and to think of it as a get to know you meeting. Well within and hour she was at my door, she was about 5'2' 145 lbs with long brown hair wearing a pair of overalls, t-shirt and sneaks, she looked me up and down a few times over as we sat facing each other on the couch. I was wearing a pair of jeans and a t-shirt which I had worn all day long.
We exchanged pleasantries while we talked about her likes and dislikes as well as mine, she stated that she was quite experienced in training a submissive like myself and was very interested in me from the pictures I had exchanged with her. She talked about the rush she got from having the power over her slave and that she really enjoyed having her slave obey her every command, spanking him and fucking him with her strap-on! Well with that last comment of being fucked by a strapon really took me aback but I knew that nothing was going to happen that night and I always had the option of backing out if that did not sit right with me. She asked me if that sounded like a relationship that I was looking for and I agreed that is was, knowing I could still back out.