The Most Confusing Massage Request I Ever Got

NSFW

Back in my early days of offering massage, I got a random message from a 35-year-old woman asking for a session after 11 PM. I found it weird and pushed for 9 PM since I needed the metro.

She sounded drained, talking about Dubai loneliness, being picky about the oil, everything. When I reached her hotel, she refused to come down to pick me up. Said she didn’t want to be seen with anyone.

I knock on the door, and to my surprise, she opens it in this completely transparent robe. Before I can even process anything, she tells me she’s in pain, drops the robe, and lies down with the windows and sheets all open. I honestly thought she wanted something else, she insisted I help me finger her pussy in the name of massage, I was new, nervous, confused as i never had stranger so bold in my life who was naked and asking me to help her cum .

But once I started talking to her, I realized she wasn’t looking for sex at all.
She was just lonely. Emotionally exhausted. Pressured by family, hurting from a breakup, trying to get some pleasure from a stranger other than emptiness.

She mentioned massages were the only time she had some real human touch her.

I finished the session, she thanked me like it meant the world, and I left realizing how quickly we judge people without knowing their battles.

As a first-timer, it was weird, slightly scary, and eye-opening, but it taught me a lot about how messy people’s lives can be behind closed doors.

Posted Dec 9, 2025, 8:54 AM UTC

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