This was many years ago and I had never had a professional massage. I think my GF wanted to do something different for me and knew how much I enjoyed giving her massages.
She found the masseuse online and was pretty secretive about the appointment as she kinda turned it into a surprise.
She picked me up to “give me my gift” and pulled up to this random house in a neighborhood then told me what she had bought for me. I was a bit nervous and didn’t know what to expect.
I walk in the masseuse is older but sexy and had a room in her house set up with candles and music, a really nice space. She told me to take off my clothes and put the towel on she would be right back. I was 24 at the time. She was probably mid 40’s.
“Put the towel on”??? I didn’t know if that meant my boxers too, but decided to just get naked and lay down. When she came back in I was waiting to hear her reaction about me being completely naked and it was business as usual, I guess that was cool.