Hopefully, you'll feel more comfortable, Lz, as you get more used to things. Do you think you're building the event [Your First Punt] into more than it really is; a visit to an Escort/WG/SP/prossy for a shag?
I'll bet that many of us have been through similar emotions - I'd decided my First Punt would have to be in a Parlour. I was so naïve that I wasn't aware of Escorts, [or AW or sites like this, which may not even have existed then]. I got the local evening paper, found the small ads for Parlours and began driving round looking for them. Only Parlours aren't like pubs with their big signs saying, "Come and drink here"; they're discreet and you have to know exactly where you're looking. [As I say, it was quite a long time ago and I don't think many Parlours had websites.]
After driving about 35 miles around the connurbation, I finally found a Parlour about 4 miles away from my home, went in, explained to the Receptionist that it was my first time in any Parlour. She suggested the lass she thought would be best for a total novice [she was right]; I paid my money and have never looked back.
Mind you, Mrs Rochdale Lad had died some time previously and we had no kids so I didin't have one of the complications you've got. However, you've had loads of helpful suggestions from both fellow-punters and Escorts on here so hopefully, you'll be able to look back on this time and realise it was a bridge you had to cross, so to speak.