Summary: You hear a rumor that could help you overcome a massive insecurity and rush straight to your boyfriend's home in the middle of the night. He listens and indulges you as he guides you through your first intimate moments. [M4F] [Improv] [Gentle Mdom] [Consent Checks] [Cunnilingus] [Fingering] [Breast Play] [Aftercare] [Virgin] [Wholesome] [Mutual Orgasm] [Condom] [Missionary] [Cowgirl] [Sweet] [Guiding] [Virgin Speaker] [Virgin Listener] [Multiple Listener Orgasms] [Nipple Sucking] [NSFW]