Story time for my first time fail and win!
So 20M here, about a week ago I was interested in getting my first happy ending massage. The story of how I ended up with that idea is quite long, but after a while of searching (I live in a major US city) I found a place in the local Chinatown area that was on a few websites. So I mustered up my courage, waited outside for probably ten minutes in anxiety, and walked in. I asked for a thirty minute massage, and when I was left in the room, I stayed clothed😭. I didn’t know you had to take them off then and there, so when she came back (smoking hot Asian girl) she was super confused and told me to undress, and when I asked what to take off she said I could keep my underwear on. The whole massage was pretty mediocre to be honest, and she got pretty close to my ass a few times but nothing happened. After she said the massage was over, I asked if I could “extend for a tip” and was promptly refused.
All in all I was feeling pretty terrible considering I paid for a massage and blue balls, but I was still committed to the cause. I talked with a friend on here about it, and he gave me some advice for next time. The next time the woman wasn’t as good looking, but had nice tits. I laid down completely naked with the towel on my side. She kept her legs right by my head, and I was too nervous to grab her legs or ass, so I just grazed it, but made sure to moan whenever she was on my ass. In all honesty the ass grazing felt really good and made me unbelievably horny.
This time I was asked to flip over, and my dick was solid as a rock. She giggled and massaged my legs and would lightly graze my dick here and there, and I would pulse it. She asked if I wanted more for a tip and I said yes (probably overpaying since it was 100). It was worth it though, by far the best and most sensual handjob I’ve ever gotten and probably will ever receive. I also paid for a blowjob, which was admittedly terrible, but the handjob was out of this world. I finished while I sucked on her tits, and left a happy man. Definitely will be going back again soon.