Thanks for that suggestion!I haven’t read everyone’s answers so if I’m repeating, oops. Since you asked my input for the question is making the assumption that you’ve never received any anal play and with that in mind I’d suggest you initially go cowgirl or boy in your case. That position is similar in geometry to missionary but you control the pace of penetration and its depth until you’re ready to go further. After that’s out of the way and you’re comfortable, than by all means explore to your holes content.![]()