My take with SP.
I hope I am not too late, Valoo, and I hope you've finally lost your virginity.
To share my experience, I lost my virginity to an SP as well. I was single and just wanted to get it over with. The fear of approaching "normal" ladies was there, but more because wanted a good sexual experience. I was fortunate enough to have someone who had very little restrictions. It was a litle awkward, mostly since I didn't know what to do, but never regretted not "saving" it for "someone special".
In terms of boosting confidence, knowing how to do it helped a bit (it takes performance anxiety out of the equation, because you know now what you can do), but I don't think it changes things otherwise. For non-SPs, I still had to go through the whole night-out routine and sometimes I had really weird feelings when I was trying to gauge the girl's willingness to "stay put".
When it came to my first time with a non-SP, I had to keep telling myself to close my eyes and get it over with. It was the same feeling as my first time with an SP. Not that the gal and the sex weren't great (in fact the whole night was memorable) but there were constantly these little things that put doubts in your head, making you less at ease with the lady.
So, if you believe the woman is clean and willing, sometimes you just have to tell yourself, just do it and worry about the what's in your head later. This part you will not learn from an SP.
However, if you are still thinking of getting with an SP, I think you should save up some good money and get someone really above par. I live in Van, and most of me pooning experience was in Toronto, so I cannot give you too many suggestions. But at least book one or two hours on someone who's easy on the eyes, uninhibited (you probably want DATY and DFK for starters, maybe even BBBJ and CIM ... that you must work out with the SP), and is really into (the business of) pleasing you.
DG.
P.S. - Being "busy" is just an excuse for not facing your anxiety. Been there, done that, and I regretted wasting so much time. I would have experienced so much more AND still have time to be busy.
Mr. Blondes post made a lot of sense. Its really just something i wanna do. Whether its just to get the weight off my shoulders or to gain confidence i really dont know anymore. Sometimes it seems to affect my life simply cause i cant think of anything else.
Its not like im ugly, or stupid, or poor, but Im just afraid of rejection, and an SP isnt gonna say no. I do socialize with women, but thats all it seems i do.
The consensus here seems to be to see a reputable SP. People who have done it dont seem to regret it, and maybe like Mr Blonde said, seeing an SP donesnt necessarily mean losing my virginity.
As for why I havent done anything yet? Ive been REALLY busy with work and college, so im gonna blame it on lack of time and not cowardice

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I do appreciate everyones advice btw.