It sounds as though you and this gentleman are at very different places in life. I would definately work on these trust and self esteem issues with a therapist - if you are intimidated by men then im not sure this will bode well for a long term relationship, let alone having kids with someone. Please don't feel pressured into anything you don't want to do and i would wait until you're more comfortable in yourself and your sexuality before getting too involved with someone. I hope ive been helpful. All the best.