Straight Male / 25
I Used To Have An Online Mistress
When I was 18, I met a girl online. She lived in New York, I was in Australia at the time.
Through Skype chat and discussion she managed to blackmail me with a few screenshots of dubious things I said. For some reason that turned me on immensely. Soon after I was calling her mistress and she was forcing me to crossdress and send pictures to her. I grew feelings for her, and she did for me. I kept willingly serving her, dressing up and obeying. I loved it.
I got scared of my feelings and backed away for a while. I regretted it and returned to her, begging her to take me back. She did on the condition that one day I fly over to her and serve her properly. We listed all of my 'punishments' for leaving her - things I would do to humiliate myself and serve her to make it up to her. These included kissing her feet and ass, letting her tie me up, cross dress me and use my face as her chair, among many, many other things.
But then some shit happened in my life that ripped me away from her and I haven't been able to reconnect. Ive moved on, have a healthy relationship now. But part of me wishes I never lost her.
Tori, if you're out there, I miss you.
Through Skype chat and discussion she managed to blackmail me with a few screenshots of dubious things I said. For some reason that turned me on immensely. Soon after I was calling her mistress and she was forcing me to crossdress and send pictures to her. I grew feelings for her, and she did for me. I kept willingly serving her, dressing up and obeying. I loved it.
I got scared of my feelings and backed away for a while. I regretted it and returned to her, begging her to take me back. She did on the condition that one day I fly over to her and serve her properly. We listed all of my 'punishments' for leaving her - things I would do to humiliate myself and serve her to make it up to her. These included kissing her feet and ass, letting her tie me up, cross dress me and use my face as her chair, among many, many other things.
But then some shit happened in my life that ripped me away from her and I haven't been able to reconnect. Ive moved on, have a healthy relationship now. But part of me wishes I never lost her.
Tori, if you're out there, I miss you.
