Well I've met a lot of people from the internet over the 10 years from when I started. Though after transition I have become a lot more selective and more cautious. I've had good and bad experiences through out the years, but I will share my best experience.

I was searching the hook up thread of a now disabled trap board (transgender message board) for the state that I live in. I came across one post that featured a very attractive ts girl. She was looking for people to meet, either for friendship or other. So I decided to reply.
I replied as being a ts girl who was very attracted to other ts girls. And asked if she was interested in chatting.
She (I'll be referring to her as T) replied with one of her messenger usernames.
So I messaged her. I didn't receive a response until the next afternoon.
We chatted about transition, live, attractions, and interests for a good 5 hours.
I wasn't planning on meeting her that evening (do to the fact she lived over a 150 miles away), but than she started sharing her pix with me. It started of PG13 at first. But when she started to share her more provocative pix is when I chimed in and said "If you keep that up... I'm going to be forced to come visit you. :P"
T wasn't phased buy my comment at all. In fact she shared even more photos and show more interest in me. So she gave me her address after I explained how long it would take me to get to her in order to pick her up.
It was at that point that T told me that I'd be picking her up in "guy mode" (no feminine attire or make-up). I told her that wasn't a problem.
So after a quick shower and a search of google maps to get my directions written down. I set off on my 2 and half hour jaunt to pick up T. During the trip, my mind wondered. But thankfully I brought my ipod with me witch help to distract from over anglicizing our conversation (I have a bad habit of doing that ).
When I was about 2 miles from her place, T sent me a message to my phone asking where I was. I quickly and shortly told her I was close and didn't want to text and drive.
After stopping at a McDonald's to call and get better directions from her. I finally arrived at T's place to find her stand at her front gate waiting for me. From the dark I could see a very attractive girl in a tight t-shirt and jeans with long dark hair holding a backpack. Her "guy mode" didn't convince me at all that she was anything other than a very beautiful young woman (witch I told her later in the car).
Nervously T got into my car and said hi. I nervously replied back with a hello and a smile.
On the way back to my place. I took the opportunity to help relieve both of our anxiousness with standard getting to know you line of questions and answers.
I found out that she had been taking hormones (self meding) for a year and a half while still being in the closet about it. I was astonished of the power of doubt. I mean here was this very feminine girl sitting next to me, but yet her friends and family had very little clue of her true nature.
Thanks to the 2 1/2 hours talking in the car. My anxiety had nearly vanished, and T's had substantially subsided. Though I could tell she was still very shy.
When we had got back to my place. I let her to my room to hang out and get more comfortable with each other.
Don't get the wrong idea, we both weren't ready for naughty time just yet. It's just that I live with my elderly mother and I knew that she'd be more comfortable in a private setting. Witch my room is.
Over the next few hours we conversed and became more comfortable with each others presence to the point where I made my move.
Now my memory is the greatest and this was over a year ago, so don't expect me to recall every juicy detail. But I'll do my best.
I began by touching her leg to judge her reaction to my touch. She was extremely shy, but didn't show any signs of disapproval. So I just gradually kept up my exploratory touches and caresses.
Finally after a bit she seamed to relax more and let her self enjoy the attention. Till finally she clutched my shoulder and leaned in for a passionate kiss. We started to get hot and heavy. And I got boulder with my caresses as did she.
We explored each others body's and gradually took of our clothes. She was slender and pale... just the way I like em. With pert little breasts, mine were about the same (though I had only been on HRT for 8 months, but I got mine through a doctor).
We played for a good 3 hours. Don't exactly know how long... To busy enjoying myself and her.

T had stayed at my place for four days, and when I finally took her home. She was reluctant to get out of the car. After a bit of digging, she told me she didn't want me to leave. So I ended up staying at her place for the night and into the next day.
I left her place feeling very happy and over joyed. We had discussed relationship and I had thought she felt the same as I. So I was fairly devastated two days after getting back home.
She had messaged me telling me that she thought it through and came to the conclusion that we weren't right for each other. I wanted to go visit her that minute to discuss it in person. But she had made up her mind.
I'm not going to go into details about it, but everything is ok now. After about 3 months I accepted the break up, and we are still friends to this day.
Though I haven't seen her in person sense. I mean we are both broke and liver very far apart, so it's understand able. But I will always look back at that time as a very fond memory.