Alright, sorry for the delay

So its been about three months since I last posted, and quite a bit has happened.

I arrived back at school for my final year after one of the most difficult summers of my life. I lost the Sir I loved more than anything, and with it, lost the ability to express myself as a boy. I was never aware at how much of a sub I was until I met Him, and now that he is gone I really just don't know what to do. No more bed time, no more grade minimums, no more any of it... Still, I have to keep chugging along with life.

I had met a local DC Sir a year or so ago just to grab coffee and discuss Dom/sub, Master/slave relationships. Sir Larry and I clicked well from that first meeting, but it never turned into actual boy training until about 6 months ago. He would have me over for random chores (polishing His leathers) or play. Coming back off the summer, I def wanted to reconnect with him. So far we have met up twice. On the first occasion, Sir tied me face down spread eagle to his bed and gagged me with his dirty briefs. Since I have quite the hairy little butt, he thought it was best if he shaved it smooth and proceeded to do so over the next twenty minutes. While I was still tied, I could tell just from his touch that I was perfectly smooth. For him, this meant I was finally primed for a good spanking.
Now one of the reasons I had met up with Sir in the first place was to expand my pain limits. I have a very low tolerance for pain and as an experienced and weathered SM top, I knew I could trust him to help me open up. This was our first spanking session, and it ended up being a really hot scene. He started very lightly; giving me soft open palmed slaps on each cheek. He would gradually, but steadily increase the intensity and I was surprised at how hard I was. With the non-spanking hand he would stroke my raging hard on which pressed against the sheets in between my legs. My NY Daddy had only ever used spanking for real discipline, so I was surprised at how into it I was. He would occasionally ask if I wanted it harder. Without even thinking I would BEG him through my gag for harder smacks. After a point I could tell he was really using my ass hard and I was really turned on. I moaned into my gag with every smack and he kept jerking me off. Inevitably, I ended up shooting a huge load all over the bed mid spank.

More to come, and once I am done catching up I will be updating this much more regularly.