The situation you describe (desiring to experience the feminine side of life) is actually quite common, and I have seen men of all walks of life who enjoy this, some with beards and mustaches!!
I am one of the women here who can work with this role play exploration of the 'yin' energy in your body. You may bring women's attire to your session OR we can in all likelihood dress you from our wardrobe. We could also take pictures for your private moments. A deeper exploration might also include sensing your body as a woman does, with your practitioner standing in as a 'female/male' lover.
I hope you will relax about this, in the tantra world, we are all exploring the entire realm of energy available, so that we can use the energy to co=create with the divine. Don't limit yourself to tired standards which don't apply to everyone.