I had an online sex partner for over two years. Yeah, I know how it sounds. It started on a different platform, and at first it was kind of a chat, cheeky chat if you want, and then she started sending photos, first without a face, then with, first nn, then nude, and it kind of escalated. I must admit, at that point I wasn't sure if it is not some guy sending photos, so I let it slide for a while, and then requested a cam to cam, and, bingo, no foul play there.
Now about her looks - average looking blonde, in her early 40's, never been married, single, career woman, you know the type. We started having cam sex on the weekends, and it evolved into this thing that happened almost every night. She was lonely, I was lonely as hell, so it was nice. After some time, she would turn the camera on, even when she was busy doing something, so did I, and one time, she had a friend over (I was muted and a friend had no idea I was watching). After she left, I told her that I enjoyed looking at both of them, just talking, and that I had my sexual satisfaction from viewing this.
All this span over a time period of more than a year, so things happened slowly. We had our fun with or without her present, and at some point, she told me that her friend is coming over, and that she will introduce us, me as her long distance bf, but warned me to be nice, no sexual stuff, and to keep my mouth shut, because she told her that we see each other once a month, even though we never met in person. I guess she was feeling shame for having an online fuck buddy, if that can be called that way.
So we talked cam to cam, it was fun, and that happened a few times, and in that time period, I guess she told her that we are doing cam sex and bragged about my size, and one time when we were all online, she (a friend) asked me about that, if it is true.
That night ended with me jerking off for them while they watched.
Now, fast forward almost a year, she told me that she is coming to my city, for a work thing, and if I want to finally meet her. Fuck me, I was excited as one can be, of course I would. We agreed on everything, I will come to her hotel room, and wait for her when her conference thing is over, and it will finally happen.
I was ready to leave, it was well past midnight, I just guessed she changed her mind, and is now avoiding her own room not to see me, when they entered. Later, she told me she did have second thoughts, and our mutual online friend was there, and she kept this rendez vous a secret, but confronted with doubts, after their work thing was over, she took her to a bar and came clean - how she is conflicted, how we never actually met irl, that I am waiting upstairs, and all that with a couple of drinks, so when they came in, they were both quite tipsy.
I fucked them both that night, and it was, so fucking, especially for a man with such poor sexual experience like me. We fucked all night, first round with a condom, second without, and it was beyond amazing.
This happened in September, and less than a week later, she wrote to me that this isn't healthy, and that she is breaking it off.
Now you can see my perspective, I was devastated, but I did not give up, all this time, I was trying to renew the connection, writing to her, sending her messages. Nothing, silence.
Until last night, when she came back online, responding to one of my messages. She had no time for me, but wanted to say hello, and tell me that we will talk today.
Wish me luck, I might get her back.