save up £100. Book yourself an escort, no need to spend money on drinks, go into a night club... nothing. Saves a lot of hassle.
Seriously! at 30 and having never done anything that's what I would be doing. Once you've done it with one of them, you will have a bit more confidence to do it with someone else.
Plus the escorts probably going to be a lot better looking than someone you don't need to pay.
Aw, rubbish!
Do not buy a bloody escort. Sex is the most natural act, if you can't navigate a womens body then there's something seriously wrong. Especially with the amount of internet sex tips, movies and so forth.
Confidence will come from other activities on the lead up to sex, not the act itself.