my boyfriend wants to try anal play

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i hope this helps

best advice i can give personally is lube is your friend. and get him super relaxed the first time you try anything.

Has he done anything on his own yet ? If he is already experienced, that will change the answers. Is he already in to prostate massagers and plugs and wants to take the next step ? If so pm me. I'm too shy to say it here.

If he has not taken any plunge at all then possibly :

If you have any small, thin toys on your own start with those. Use a condom and plenty of lube.

Get him a small simple P massager. Such as this one :Joy silicone prostate massager ,link

Or u can google prostate massagers and read some reviews if the 2 of u decide that is what he wants.

Or a nice toy is the glass dildo :Amethyst – g-spot dildo
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I think that is a good beginners toy. It was for me.

Agreed! Also invite him to either bring his toys over so you two can both play with them or go to shopping together and pick out a few things.