The first couple of times I did it with a provider, to be honest, it wasn't great. I was just young and desperate to get laid. The whole experience was poor--from her looks, to her performance to the overall feeling.  

She was late-30s, petite, black hair, nice body, beautiful face. Horny as heck and she was all over me from the moment I came in the door and seemed insatiable.  Her only flaw was she was unreliable, and after the second NCNS (I gave her another chance because she apologized profusely the first time and made up for it) I stopped seeing her. She moved on shortly thereafter. But I still smile thinking about her.

not sure what kind of responses you are looking for, but I will follow Steve's interpretation.  My first time was not very good.  She was an indie that I found on That Mall website, and she was not as good as many of the 2000+ civvie women I had already fucked.  I was 48, but I was not desperate, just curious.  It almost put me off of the whole idea, but I thought, what the heck, I'll try a few more, and I had a really long string of good ones after that first one.  

The whole thing probably didn't last more than two or three minutes, we never got completely undressed and there wasn't even a bed in the room, just a chair that she had me sit and while she rode me, I guess I thought it was like bull riding where you only have to last 8 seconds. lol

And it confirmed that I was in the right place (p4p) to show me the wider world of what great sex COULD be after a 20-year marriage to a woman who actively disliked sex.

Shaved bushes weren't in yet but hers was trimmed. I mostly meant no fake boobs, no botox, etc.

But I was a complete newbie,and she knew it. She went on to become my ATF, and how I wish she were still around. We not only had some amazing sex, we had an amazing relationship.

Flaked on by one I set a date with, so I had to plan B in the hotel parking lot. Wouldn't you know it...she was in the same hotel. Ok...yeah, half hour,  no im not a cop, yeah I got the money....
Room #...
Pretty girl, way too young for my old ass, but I didn't know shit!
No...you cant touch this, you cant touch that...basically...you cant touch anything. Put this rubber on, and stick it in me! No BJ, no HJ...just " Get it done!"
Then...you have 20 minutes left, you have 15 minutes,  you have 10....
It totally sucked, was a waste of my time and money, and I never saw another BP girl again. Did find an ad on there for an agency girl, verified...did that, and never looked back to low service ladies. That experience is why I abhor ladies who give that level of service.

-- Modified on 10/30/2020 2:38:36 PM

What is BP?

the website BackPage

Similar to others, the actual first time was bad. It. Was like the start to the running of the bulls. Someone shot of a rocket and it was like go as fast as you can. Booked 30 minutes with a very high volume provider. The only thing missing was a line outside the door. Thought it was going to be a one and done. Luckily took another shot and found an amazing provider who I count as truly my first time. Unbelievable experience and saw her multiple times after. Truly restored my faith in the hobby...

I was a lurker on here for about 3-4 months doing my research and building up the courage to p4p. I happened to pick someone who only offered oral to start my hobby career. She was so good that I still see her regularly to this day, and our relationship is fantastic. We tend to hang out and talk for about 3 hours each time I see her not including the session itself. In many ways, we’re like therapy for each other since we can vent about things with each other that we can’t really talk about with others.

Thank you.

Wow, I had to reach far back into the memory banks for this one, and I realize it's been approximately twelve years. I wasn't doing anything at all online, because of concerns of leaving tracks, so it was a Backpage kind of setup, everything was by telephone. I got myself a burner phone, called her, and arrangements were made.
I had purposefully selected a much older woman, it was and still is one of my top fantasies. I didn't want some glamour girl either, just a simple, everyday woman. She was upfront with me from the beginning, didn't try to hide her true age, didn't try to pass herself off as some teenybopper, and I really appreciated that. This hobby world is rife with men looking for the youngest they can find, which sometimes causes deception in providers thinking they have to lie, bait-and-switch, post fake photos or someone else's photos, etc. Guys like me come along who are actually and actively chasing after the older women.
Just as she had been honest with me, I was also honest with her and let her know it was my first time.
Another thing I did was to purposefully select someone far from where I lived and worked, over an hour's drive away. I wasn't really familiar with the area, and I eventually got lost trying to find her incall location. She was very accommodating, she drove out to where I was (it turned out to be within five minutes) and led me in. That was my first time laying eyes on her, she looked like a soccer mom, a few extra pounds, very pretty face, dark hair pulled into a ponytail, dressed in jeans and a blouse.
She took me to a tiny apartment building near a bunch of strip malls. Her place was practically bare except for the workbench (the bed).
I was nervous and felt awkward, didn't know what to do, but she was great in that respect, really put me at ease, she was very relaxed, calm, and friendly. Once the door was locked, She grabbed me and started French-kissing me, score! We kept Frenching throughout the entire session. She barely treated it as a business transaction at all.  
I wanted to shower, so we both stripped naked and got in there together. Another reason I lean toward older women is that some of them are less likely to have bald pussies. This was the case with her, she had a full bush, I love pubic hair on a woman. It turned me on so much that I almost spewed forth the baby-batter as soon as I saw it. Thick, dark, lush, curly hairs surrounded her pussy lips and formed a mesmerizing triangle above. I soaped it up and played with it as she did the same to my dick.
Every passing moment was her out me more and more at ease. Being as horny as hell and sporting a world-class boner helped me a lot too. If I remember right, she went down on me right there in the shower, bareback too.
Once in the bed, the blowjob really took off. I still remember her enthusiasm, it truly excited me further. She took her time, and took my dick as deeply into her mouth as she could. It was so sexy watching her, and took everything in me to keep my come in my balls. Soon, she was ready to be eaten, and I was ready to comply. She got on her back, spread her legs wide open, rubbed her pussy and invited me in. I buried my face in her forest and mulched through it to her pussy. She used both her hands to play with herself as I ate her, spreading her lips open, rubbing her clit, and fingering herself. My lips and tongue had to compete with her knowing fingers, but in a good way. She was very vocal and instructive, telling me exactly what she wanted me to do.  You don't often get that from 20-year-olds. Then she wanted me to finger her. I must not have done it right, because she took over instructing me, grabbing my hand and guiding me to help her get to her first orgasm that night. As soon as she came, she wanted to fuck, so the condom went on and the dick went in. I think we only stayed in the missionary position, we fucked long and hard, with her vocalizations urging me on every second. I loved the way she grabbed my ass and pulled my dick deeper inside her with every thrust. Our mouths were glued together as we came.
I saw her a second time, and the sex was just as good as the first. At the end of the session as we were leaving, she surprised me by mentioning that she had just become a grandmother, a young one at that. She had given birth at a young age, and now her daughter had done the same.
Overall, my first experience with a provider was great, it was the aftermath that hit me. I felt really guilty, I didn't like the crisis either, and so I didn't return to those activities for quite some time. I can't remember if it was weeks, months, or a year before I got back on the horse again.

Every passing moment was her out me more and more at ease.  
Should be:
Every passing moment with her put me more and more at ease.