The first two times I received a happy ending, I was definitely taken off guard. Both were from the owners / operators of their own massage businesses: the first, in a foreign country (not the Philippines, though “Arline” was herself Filipina), and the second, “Serena,” was a business owner in my own community. Neither was operating a “massage parlor.”
Arline surprised me early in the massage (my very first, from anyone), as I was lying face down on her table, by pulling down my underwear and sliding it off, leaving me completely naked. Her work on my hips was heavenly, but I had not been naked with anyone but my wife since getting married, so I was feeling very ambivalent. Arline picked up on this… I remember her whispering, “Just relax,” as she continued to stroke my hips.
Arline did keep a towel between us as she asked me to turn over, but toward the end of the massage, as she palpated me deeply in my abdomen (an area most LMTs avoid, as I later learned) and stroked me there, Arline noticed that I was getting rock hard under the towel (which she had folded to give minimum coverage.) She smiled and said, “I think I know what you need,” and surprised me a second time by starting to knead my penis through the towel. I asked her to stop, but she just smiled again and asked, ”Don’t you want me to? You have a girlfriend back at the hotel?”, as she kept kneading me through the towel. Arline then leaned in, kissed me on the forehead, lifted the towel away, and gave me my first happy ending.
As she cleaned me with hot wet towels, afterward, Arline also said very firmly that she did NOT want me to tip her for the climax. She said that she very rarely did that for a client, only when she really wanted to, and never for money.
I have written about this experience in detail, if you would like to hear more…
Post 2, here
https://en.zity.biz/index.php?mx=forum;ox=display;msg=322053
The second time I received a happy ending was in my home community, from “Serena," a lovely Caucasian woman in her early thirties, from whom I had been receiving excellent (but up to that point, non-sexual) Swedish massages for months.
It happened during a massage in which Serena could tell I was becoming “hot and bothered" (my wife was then in a phase where she didn't want sex.) I was astonished when Serena responded to my unspoken arousal, beginning a series of rapid, flat-palmed strokes from just below my navel to my pubis (far under the towel), stropping my pubic hair on each stroke. As she slid in each time, the top of her hand came into contact with my rock-hard cock, which she had never touched before.
Moments later, Serena folded a small washcloth (she had traded the towel for this) into a shape that only just covered my cock and scrotum, leaving the rest of my lower abdomen, the upper edge of my pubic hair, and my perineum, open to her. After some preliminaries, she began a series of strokes from my belly to my perineum, sliding through my pubic hair and along the sides of my scrotum on each stroke. Her return strokes caressed all of the same surfaces. (I can't remember having ever moaned in pleasure before, but I did with her.) Finally, she just lifted the tiny folded washcloth away and began masturbating me, caressing and then stroking my cock between her fingers. I came in one of the hottest, sweetest climaxes I'd ever experienced.
More detail, here…
in Post 4
https://en.zity.biz/index.php?mx=forum;ox=display;msg=696749
As I wrote in my earlier posts, I did have some guilt about being a married man and allowing Arline and Serena to do this. But Serena put me at ease, and soon began teaching me erotic massage (allowing me to practice on her), along with introducing me to prostate massage and to other wonderful new experiences.
Serena and I never had intercourse (which was where both of us drew the line), but I will always be grateful to her, as the first of my teachers.