I was out of town for business and got bored. I browsed through back page and craigslist more so to pass the time than anything. I found an ad for a glory hole and had always wanted to try one. I responded to the ad just to see if it was real. I received a response back for an address to go to along with short instructions. They read "bring a condom, booze and a hard dick". I stopped at the store and picked up condom from the batbroom and fireball at the store. I figured even if it was a fake ad at least I could get drunk. I walked inside and there was a hallway that led to a room with a curtains up everywhere, very makeshift. The one curtain had a hole at mid height with marker above it that said "insert cock". Now I had found he ad in women seeking men but as skeptical it would be a woman. I pulled out my hard cock and nervously walked to the hole. A small hand with painted nails poked through and pointed at the bottle and condom. I handed both through the hole. Then the hand pointed to my cock. I put it in the hole and waited. I heard a spit then felt a hand rubbing around the head of my cock. Then my cock was in a mouth and it felt great. I heard the crack of the seal of the fireball and she stopped for a second to drink. This went on for a couple minutes before she handed the empty bottle back under the curtain. I couldn’t believe she had drank the hole bottle damn. Then I heard her open the condom and begin to roll it on my cock. She was having some trouble doing so I’m guessing due to all the booze. I then felt a small snap on my dick and pulled back in pain. She had accidentally cut into the condom somehow with her nails I assumed and the condom ripped. She apologized asked if I had another one. I explained I did not. The curtain pulled open and she stood before me naked. She was wearing a mask over her eyes and nose but nothing else. She was Asian, nice tight body with a cups and a small frame. She came over a little tipsy and bent over in front of me. She said she usually doesn’t allow people to fuck her without a condom but she was drunk and horny. I entered her and she was very wet. She looked back at me and grabbed me to pull into her. I didn’t last long as this was very exciting and new to me. I asked where I should cum and she said in her mouth. I actually shot part of my first load inside her as I was pulling out and then she took me in her mouth and finished it. I then got dressed and left.