How do I get my guy to initiate anal?

We are both 23 and have been together for 4 months. Sex has been great but I've been having an urge to have anal sex with him but I'm not really sure how to bring it up. The last guy I was with was a bit older (35) and he introduced me to it by slowly testing the waters with my ass during sex. Like it was something he wanted to try so I didn't really have to bring it up. And while I know the guy I'm with now isn't disgusted with it (I've seen some of his porn history) I think he either never really thought about actually trying it himself or he thinks like girls don't like it and it's only a porn thing or something? So it's like how do I kinda breach the subject without just being like "Hey love wanna fuck me up the ass?"
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  • Just ask him or bring up the topic, it's great that you like that, I'm sure he will too. I'm a guy and I like taking a big dildo up there :)

  • Take a cue from Mr 35. There's no reason for not tickling his fancy. If he doesn't scream bloody murder at a light anal massage, you're in.

  • Watch some porn together than includes anal and ask him what he thinks about it when it's on the screen.

    • Never watched porn with a guy before. Sounds unusual

    • If you're not comfortable with that, consider going with him to a sex shop and as you walk around the store ask him if he's into the various items you see. Be sure to ask him about anal when you're in the anal lube section.

    • Possibly

  • Maybe start slow. 1st tell him to press down on your butthole like during doggy. Then have him start fingering your butthole (thumb on during doggy) works well, then try sticking the dick in

  • maybe let him accidentally find some anal porn or something and see how he reacts.