I love getting good massages. Very similar to that feeling of getting a physical exam-- I'm lying there naked, +/- covered by a sheet, waiting to see whats next, hoping to get a handjob. I'll share 2 stories with you.
I have had several messages from guys on craigslist, one stands out. We talked in his living room first, and he said "you can be draped or not, doesnt matter to me, I know what a penis looks like." So of course I chose to go without. Good massage, working the butt and inner thighs. When I flipped over, my penis was kept alternating from flaccid to throbbing, depending on what he was working on. He would tease it and get close to my inner thighs, brushing up against my balls. I'd get hard and then he would casually brush against it. At one point, I was soft and he just grabbed my penis, held it out of the way while he rubbed my pubis. Anyway, the massage kept going well with some brushes and teasings until the end. Without saying anything, he got more lube, turned around and went straight for my scrotum. I remember he started with a very like tickling of the skin. I immediately got a hardon. He continued to very softly and smoothly play with my scrotum in his left hand while his right hand rubbed lower and lower on my abdomen, eventually stopping over my pubic hair with my erection throbbing on top of it. Slowly he worked his left hand up from my scrotum to my penis. He proceeded to give me frankly the best handjob I've ever had. Nice and slow, incorporating the entire penis and scrotum with differing strokes. I saw him a couple times and it was all the exact same. Perfect.
Ive had several massage outside of the country with happy endings, one stands out. I was covered with a small, very thin cover, about the size of a pillow case. She worked my ass really well and let her hand go all the way inside my thigh, reaching up into my inguinal crease while I was still on my stomach. I turned over with an erection. You could practically see through the thin pillow case as my penis throbbed underneath. As she started working higher and higher on thighs, she would brush against my balls. She had me flex my hip with me knee out to the side. Definitely flet exposed in this position. Then she pushed my knee to across my body stretching. Onto the other side. As she moved the cover to expose my left thigh, she "missed" midline and the cover was now just on my right hip with my penis exposed. As she got closer and closer, my penis got really hard. She looked at me and smiled and I smiled back. She removed the cover entirely. As she worked my lower abdomen, I would make my penis bounce when she got close. Finally, she took off her shirt, straddled the table and titty-fucked me. Overall, pretty good happy ending, but with a great lead up