So we were all hanging out and talking when my sister’s boyfriend saw this picture online where a comic/anime girl is eating herself out through a portal that leads behind herself. He showed it around and we started talking about how every girl would actually do it if it were possible. My girlfriend, a bit embarrassed, agreed.
Then the focus shifted to guys and how they’d suck themselves off too. I mentioned that some extra flexible ones or the ones with a very long dick can actually do it. We got asked if we had tried reaching it. Of course we had, who hasn’t? I added that I can get pretty close actually and once even managed to make the tips of my tongue and dick touch and that I feel like I would actually be able to do it with a third party involved.
They asked how I had tried and I first explained it, then showed them by lying on the floor and curling my back, lifting my ass up in the air and putting my knees left and right of my head. While I was in that position, my sister’s boyfriend came over and pushed my ass down so my crotch was nearly touching my face. He said that it seems that I’m right and we should try it for real. I laughed it off at first but we kept circling back to that topic and I ended up being talked into it.