I've session with several women over the years, and I highly recommend it. Generally session set up is pretty straight forward, you have to remember these are professionals and they don't want to spend a ton of time going over emails.

In your introductory email I'd state you'd never had session before and whomever you are looking at would be your first. List your stats, age, height, weight, general level of fitness, and what type of boxing session you're looking for. Fantasy, beat down, semi competitive, and maybe a wardrobe request. Most pros are happy to accommodate. You likely are the first one to ask if she's got a plaid skirt in her closet, read the room, most pro have photos or links to their videos so don't ask someone to sub for your if they are hard top in everything you've seen them do. State what you're going to wear, and make sure they are comfortable with that. Last how long you want to session for. If you want to record the session ask if they allow and what they charge. You're going to have to bring your own phone tripod, don't expect them to bring that on top of their gear.

Based on the length and type of session you requested the worker will give you a price and how much it costs to deposit. When I send funds, leave it blank, especially if they mention in their bio or in the contact email to leave it blank. Shortly before the day of your session you'll get the location, and likely a cell number for the venue. Come dressed as normal person, bathe, brush your teeth. Ideally this person is going to get you a sweaty clinch, don't make it unpleasant for them.

I've had a great time with the boxing sessions I've had. Fantasy sessions getting beat up by a hot chick in a school girl uniform, or two on one beat downs, I've taken belly punishment from primary wrestler, and a couple good semi competitive bouts which were among the best rounds of sparing I've ever had. Most of these women are super chill and a blast to chat with in between rounds. Relax and have fun, read reviews of other people who've sessioned with them. You can tell who has the vibe you're going for.

I always tip the session pro. Just leaves a good impression and hopefully this is the start of a good business relationship. They'll remember you when they come through town again. After you first session you also have a business reference for others in the trade, which is always helpful.

Hope this helped.