The legal info ... all stories are true, everyone is well above 18 and all sex was 100% consensual.

After things started to quiet down with my neighbor Paula (see Ch. 1 to catch up), I realized that if this worked with Paula, I was sure I could make it work with someone I didn't know. The thrill of staying up after my family was in bed and having late night cyber sex with someone new (that I could potentially meet in person) was very intoxicating! And got to be a little bit addicting!

I decided to make another post in the "Platonic" section of Craigslist Personals (RIP CL ... you were the greatest of all wingmen!) ... I noticed that most of the posts or "ads" on there were just bang it out "man looking for woman" ... I wanted mine to stand out, so I decided to take a creative approach. A nice headline and some thought out text that drew them in before explaining what I was searching for. I believe my first ad was titled "Playtonic" ... basically friends first, start slow and find something real.

It worked like a charm, by the end of the first night I had several responses and a few really good candidates. The best, I would later name "Tall Run Chick". Side note, my naming convention was never meant to be insulting or demeaning, it was just a way to keep everyone straight ... after all, I wasn't going to use anyone's real name.

Tall Run Chick, caught my attention because although her responses were not just dashed off quickly, they were thought out, flirty and were very fun to respond to - turns out she had A LOT more experiences than I had ... including when I was single. We would start out fun and flirty and by the end of the night our conversations were very hot and intense!

Over the course of the first week, we probably only exchanged a few emails a day, but as our interest with each other grew, so did our naughty chats. We had masturbated together several times while sharing late night emails, I couldn't get enough of her naughty stories and interests! We exchanged photos, she had dark hair, and a cute face. I could never get her to send naughty photos or videos like Paula had sent me.

I found out that she was a craft beer lover like me. I proposed meeting in person at a bar or a brewery, but she declined explaining that her "OPSEC" didn't allow for meeting in public. "Too risky". She said if I could find somewhere private to meet, she would be all in!

At the time, I was working for a marketing agency downtown. I could come and go as I liked. The setup of the office was perfect! It was an older building, lots of creeking and groaning as you entered the building from the street ... you could hear someone arriving a few minutes before they would actually enter the office that my cubicle was located in. I told her all about it and she was in.

We set a date for Wednesday night at 8:30 (it would soon become a regular thing). She would bring the beer and I'd provide the meet up space. When she first arrived I was shocked by how tall she was! (Hence the name) ... she had a fantastic body, huge tits, a sweet ass and legs from all the running. The first night we totally hit it off in person, we drank and laughed and never ran (ha) out of things to talk about. Finally about 10:30 or 11, she made the first move. She said something along the lines of, "I'd loved to talk you all night, but all I can think of is actually seeing you masturbate in person! I want to see that cock that you've been telling me about!"

So we masturbated! Her pants came off first, then mine ... I was naked from the waist down sitting on my office chair and she was sitting naked in my co-worker Kris' chair! It was so fucking hot. She was so turned on that her pussy was leaking (I wonder if Kris had any idea!). That first night we never even touched each other. She took the lead and asked me to masturbate slow until she came the first time, then I could pick up my speed but to tell her when I was getting close so that I could finish in her mouth and she would make herself cum again at the same time!

We hadn't even kissed yet and she wanted my cum in her mouth! After that first meeting, Wednesday nights became a pretty regular thing, we'd start out by drinking a new brew and chatting and then finish the night with an orgasm or two. We eventually started to help each other out, which progressed from hands only to oral ... still NO KISSING! Every time, she wanted me to cum in her mouth!

Tall Run Girl and I never actually had intercourse, letting me rub my hard cock across her clit was the furthest we'd ever go. The last night that we were together, I had made her cum several times from eating her pussy. The last orgasm must have been particularly strong because her long, strong, muscular legs clamped around my head and damn near broke my neck! We emailed when we both got home, our tradition to make sure everyone got home safe and then I never heard from her again.

The whole time I was seeing TRG, I was chatting with others from Craigslist. That's when I met Wisconny Girl! Wow! Great memories!

Stay tuned for Ch. 3!