Riker wouldn't clear his history since he wouldn't be ashamed of people finding recordings of some good old fashioned space boinking. He'd probably be proud.
this post was submitted on 15 Jul 2025
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Seeing as he explicitly states that he does not need fantasy women, I wouldn't expect Riker to ever use the holodeck this way.
On the other hand, he probably does use it to take real people on fantastical dates. So his history is probably clean, but the recordings (if they exist) could probably fetch a good price as wholesome porn.
Things probably get dry after he's banged most of the available crew and is waiting for the next crew rotation. He doesn't need fantasy women but sometimes things get a little slow
There is also the metamorph episode where he explicitly does go to the holodeck to simulate her.
Wait what?
Yup, she kisses him twice to demonstrate her metamorphic properties, after which he goes straight to the holodeck to continue on that "line of thought". He even tells the bridge crew he will be busy with that. (Paraphrasing)
I can't tell if I should be proud or ashamed at immediately knowing what scene this was from. I'm gonna go with proud.
"Oh my. It seems Number One enjoys a number one."
Actually that's a hybrid number thirtytwelve backslid into an inverted number four. Just looks like a number one until your chakras fall out.
"I'll just be in here practicing my trombone."