as a man, i’ve recently been warming up to the idea of being penetrated. but i feel so in the dark about it. i started wearing a 2.5 inch plug and it’s nice but i feel like i need to stretch out more before having penetrative sex. (boyfriend is 6.5 inches) every time i look up “how to prepare for anal” it just says basic shit like “wash up” and “take your time”… like yeah, no shit? how do i actually stretch myself though? i only buy sex toys IRL as i live with some unsupporting family (thinks boyfriend is just my best friend) who will go through my mail and i haven’t really been able to find any bigger plugs.
i keep asking my boyfriend what i should do as he’s more of experienced of a passive partner than i am and he just keeps saying “you can’t really do much other than wear plugs” and that it worked well for him his first time… and yeah, maybe, but i have a lot more sensitive of a body. and i dont feel comfortable skipping from 2.5 inches to 6.5. it’s just not helpful advice to me and it makes me feel stupid and embarrassed to even talk about it. i know i have a fragile masculinity but im trying to discover “ feminine“ things (not just sexually, but also wearing certain clothes and possibly growing out my hair as long as my mother isnt too upset by it) in a safe way without being criticized but im also just very sensitive, bodily and mentally.