Things did indeed start to get better on Day 3. In retrospect, I think there were a few reasons for this.
First of all, I finally got some sleep the night before. Granted, I still went to bed quite late but I was less intoxicated, less unhappy (two orgasms do that!) and had learned from the night before. I was still cruising on the apps (the slippery slope continues) but didn't put too much expectations on it anymore.
I slept in again, yes, but because I was less horny and not trying to hard to hook up, I actually got proper sleep so I felt relatively rested. Also, I had things to look forward to including a session with J.
All of these gave me a different kind of confidence that were not there the first couple of days. This is the second reason. I think that having had two sessions, and the promise of one more, made me realise that I wasn't so much an outsider after all and helps tone down that chip on my shoulder. It wasn't that no one was interested in me.
This realisation helped me ease up a bit and I also came out of my shell a bit. I chatted to some people in the elevators, mingled a bit more at the lobby and for the first time, properly dressed the part without worrying about what people were thinking (in most cases, I think, they didn't care considering how much fetish gear everyone had on).
The final reason, I think was that I had decided to go out of the hotel for the first time since I stepped in (quick meals didn't count). It was always my plan to take one morning off from the weekend to visit the Sears Tower. The original plan of waking up early for it didn't happen, but at least I caught up on sleep.
That was basically what I did the moment I woke up and showered, taking the Metro over. It was a bit late and I joined the long queue anyway, even if they told me it was going to take a couple of hours at least. The line outside the building looked like it was going pretty fast and it did, I spent about 45 minutes before I got into the building and up to the higher level floor only to discover that there was another two hour line.
I decided to leave despite having queued for so long as I had my appointment at 2.30pm and I wanted to get lunch first. After a quick bite, I tried to look for the station to take the Metro back only to discover that I couldn't find it. So I ended up walking back to the hotel which took a while but the walk, too, did me good.
I had some time before my meet with J so I went back to the Marketplace to do some shopping (retail therapy could arguably be reason #4). I ended up purchasing quite a bit - a leather shirt I've always wanted, two kink-themed T-shirts, a leather arm band as well as a grey hanky.
While shopping, I met T who was manning one of the booths I bought stuff from. I had met him the first day while walking around with B (they are friends) but we never spoke. I was very apprehensive - I felt I knew so much about the guy from Twitter, Recon and the Internet in general that I was a bit starstruck.
We got to talking in general and got along really well. Despite that, I was caught totally off-guard when he told me to wait before I left after paying, and wrote down his phone number on a piece of paper and passed it to me. He asked me to get in touch and see if we could get some play going later that night.
I was more than excited - of course I want to play!
But first, I had an appointment to get to. This session was amazing because it was the first time I was in a full sensory deprivation position. I had gotten to J's room and there were a few people in there, one of whom was just leaving. But his roommate N was there together with their friend Z who was just lazing casually on the bed chatting.
I felt a bit awkward at first as I wasn't sure what to do so I just sat there and chatted where I could; I could follow a bit of the conversation. I'm not sure if J realised this, or it was jsut time, but he asked me to slip into my sleeveless rubber wetsuit that I had brought along with me.
I looked around the room and realised that they weren't moving so I just stripped right there and put it on as if it was the most natural thing in the world. I think it was moments like that which made me realise how normal this is for most people and that I've been worrying over nothing.
Still, midway through changing, N and Z decided to go for a walk and leave me alone with J. Soon, I was put into a rubber sleepsack and a blackout gas mask. I felt him strapping me down to the bed so there was no way I could really move in the sleepsack. I was stuck.
It was then that he told me that he was going to put some noise cancelling headphones on me with white noise. It was the most bizarre feeling ever and I had to try very hard to concentrate to keep track of things. I felt him caressing the sleepsack and slowly unzipping the area near my crotch and pull my cock and balls out.
That was as far as I could keep up because I slowly dosed off and kept going in and out of consciousness. The random edging jolted me awake and I'd signal to him everytime I was close. Then I'd start dreaming and then I'd wake up again until suddenly one time, he just kept going and I finally came. A lot.
Spent, I just lay there as he loosened the straps and then took off the headphones and mask only for me to realise that N and Z had come back. They then told me that I was in there for a full two hours, and that they had been back for a while and were talking at normal level but I just couldn't hear. I found out too that Z took some turns with the edging, which thrilled me because I thought that both he and N were really cute.
I would have liked knowing they had come back midway through - it turns me on to be surprised like that - but seeing them after made me want to cum again right there. I was that turned on.
I rested for a bit after and texted T to make arrangements for the night. He was out at the actual competition till late so he said he'll message me when he's back to meet up. After that session with J and feeling buoyant about the whole weekend, that would have been amazing.
But it was not to happen. He texted me a bit from the competition and as he was leaving, but then just went silent. I was downstairs hanging out at the lobby with a couple of friends waiting to hear from him but nothing came through.
So I decided to go to bed even earlier to mask the dissapointment, plus I wanted to really wake up early the next morning to actually finally get up Sears Tower.
I remember being quite melancholy in bed but then reminded myself that I've had three great sessions - including two out of the three people I really wanted to meet before I even showed up that weekend - plus some new experiences including spending some time watching a huge number of pups at Woof Camp and meeting a couple of other people I know from Twitter for the first time.
I went to bed horny and a bit down but knew I couldn't be too disappointed. And there was tomorrow to look forward to.
