Just for background on the fantasy, I am a virgin. I’ve had a fantasy for a while about having my first time with a more experienced woman (doesn’t necessarily have to be older), who teaches me how to please a woman. Start off with kissing, then lead into how to caress/touch her body, until we finally get too penetration. Problem is, I feel like the chances of that happening are close to zero. It’s not exactly a request you can ask of too many people, whether you know them or not.
