I am required to wear a tactical vest and attached pistol belt at my job. Typically, my co-workers and I all pile into the equipment locker room at the same time to get equipped.
One morning, I put my right arm into my vest and swung it around my back like I normally did and then reached my left arm behind me, searching for the proper opening so I could shrug it into place on my shoulders. Well, on this particular morning, a female co-worker was behind me and had dropped something. At the same time I was reaching back with my left hand, she bent over to pick up whatever it was and I felt something in the palm of my hand that didn't feel like my vest! Although it felt very familiar, I squeezed and explored it to figure out what it was. I let go when I heard someone gasp behind me and turned around to find my co-worker, Desiree, standing there looking at me while holding her right boob with both of her hands (Her tits were massive!) The stars had aligned that morning and had placed her boob right into my outreached hand!
She wasn't really upset that my hand and her boob had made contact...she knew that was an accident. She was however a bit shocked and a bit put off that I'd taken the time to grope and caress it while I was trying to figure out what it was that I was holding! Luckily, she never officially reported me, even though we both got some good natured ribbing from others who were there and saw the whole thing.