Looking for advise to help my (27F) bf (27 FtM) become a little more comfortable going down on me. We have sex quite regularly and I do give him head quite regularly (he loves it and I love it). I have a birth defect whereas I cannot physically have vaginal penetration. A little bit (2-3 fingers) can technically fit inside, but it's excruciatingly painful or I don't feel anything at all. No in-between. Usually, I can finish through clitoral stim with finger and/or toys but I have always fantasised about receiving oral.
We tried years ago (we've been together since high school) and he got really uncomfortable with the taste and texture and ultimately decided he doesn't want to do it. He's always been very sensitive to texture, both touch and taste. It even took him a good while to be comfortable with touching me and feeling me get wet. He did get comfortable with that and it's the main way he pleasures me now. But I just… really have that craving to receive oral.
We have had a conversation about it more recently and I asked if he would ever be comfortable trying again (I also emphasized it is totally okay if not but just wanted to talk about it) and he thought about it and said it is something he's actually been thinking about too, but is just too nervous/scared about freaking out over the texture and doesn't want to risk making me feel bad either (I wouldn't, I get it).
So what I'm wondering is… does anyone have any tips or tricks to get used to the texture? Is it a lost cause? Has anyone been in a similar situation to him? Any advise at all? Thank you!