First time exposing the person you were seeing
 

I started dating a waitress I met in a restaurant one night. She's about 5'10, blonde hair/blue eyes and a 36D/DD. Pretty southern girl who used to be a stripper. She definitely had a wild side. Okay, most of her was wild. Her part time job was a phone sex operator. We went out for dinner/drinks one night then back to the apartment she shared with a male roommate.

The roommate had been drinking (a lot) before we got there. We all had another drink and some snacks while sitting at the kitchen table. I had my right arm around her back and would touch the side of her boob over her shirt once in while. I got more adventurous as time went on so my hand ventured under her shirt to play. Meanwhile, the conversation with her roommate started to trail off. I think he was beyond his limit so he was just sitting there staring as I continued to play. I lifted her bra over her boobs to set them free then lifted a side of her shirt to expose one as my hand enjoyed it. The guy just sat there watching without saying a word. This went on for about 5 minutes before she suggested the two of us moving to her bedroom.

I didn't ask but I wouldn't be surprised if she was sleeping with him too.