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Use lube and go slow! It’s really only weird if you guys make it weird
That’s awesome that he’s comfortable telling you that! That means you must be a great partner. You’ll have to ease him into it, if might be painful at first. Using some lube will help make it a little easier.
You’re looking to make contact with the prostate using the pad of your finger making a gentle come hither motion. You’ll want to use lube and this kind of stimulation takes longer than penile stimulation.
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Your fastest path to a positive experience is a blowjob with a finger in the back. As long as nothing is hurting and he is able to relax, you’ll probably get some fireworks.
No long finger nails!
Also look on reddit for prostate play
First of all you have to be comfortable with it as well