I've had 3-4.
1. What started it. She was a my regular masseuse in Marrickville. Great friendly attitude with massive tits. About 2 months of fortnightly visits, with a packed shop, she was doing my legs when she tugged on my underwear to take it off. I complied and I swear my heart was going 180 bpm. Over the next couple of years it turned into coming in getting completely naked and having her slowly DTM everywhere on my body except for my junk. Eventually I'd jack off in front of her while she rubbed me. She's a religious Thai so would never go there. She moved to Wollongong eventually and we keep in touch. Still gets me going thinking of how she'd look in my eyes while I'd jerk looking at her massive tits haha.

2. During the above, I'd start seeking out other places to get rub and tug. Dream Girls had a chick called Alice that we just clicked with right away. Only had one session but I remember after 30 mins we didn't say another word except for dirty talk and moans. Super hot and had a connection however she was leaving the next week. Damn.

3. Booked a high class escort between the covid lockdowns. Had done it before but wanted to treat myself with one I had followed on twitter for a few years. Spent 45 minutes talking about life then had 40 min shag where we had a mutual O. Spent another 30 talking life, so for a one hour booking had almost 2 hours, we got along so well. The sex was like the first few weeks of a new relationship where it was fun, and we knew what we both liked. At one point i took my dick out a saw that white fluid girls get when theyre turned on dripping out that she was impressed by (and no it wasnt someone elses load or a yeast infection). Literally forgot where I parked my car I was so dreamy and we ended up texting each other alot. She's semi-retired now and I actually have a friendship with her and get pilate lessons. Very cool chick and now have an unexpected relationship considering how we met.

4. Bentley at Marrickville No4 was a PSE I'll never forget. She had that hot, crazy mix perfect that reminded me of an ex. If you've ever seen 300 part 2 sex scene where they're throwing each other around the room, that's how it felt. I don't think she works anymore but jeez I'd love to get a second session (even better would be to make a tape haha). Literally felt like a King after the session where I had a solid workout.

All of these except the first one were 1-2 sessions, had that instant connection where we were both at ease and the girl was having fun. That's what makes the difference for me.