This happened probably ten years ago. A little back story. Anna and I were friends since high school. I always had a crush on her but I wasn’t her type so we remained close friends but nothing more. I am 6’1”, 175 lbs and Anna was 5’3”, around 100 lbs with a C cup… she definitely accentuated her boobs in the clothing she wore.
Anyways, she moved out of state after high school but we still kept in touch. Because of our close friendship, she would tell me all sorts of things about her relationships and I would do the same. One time, she was moving back home and it just so happened that I lived on the way (I had moved out as well). Of course, I invited her to stay with me as she came through and rest at my place. This is where the story starts.
Anna came over in the early afternoon. She was hungry, so we got some food and went back to my place after dinner. We sat on the couch, started watching a movie and talking. At one point, Anna mentioned that her shoulders were sore from all of the driving. I told her I would give her a massage.