TNG Headcanons - Holodeck Dates
It was no news to anyone that Captain Picard was a man of fine tastes. He’d love to take you to classical operas, strolling through the art museums of Paris, and occasionally, into his Dixon Hill stories; but his favourite thing to do with you was take you to a point in history he thought was fascinating and watch it play out with you.
Will was a smooth man, but playful at heart. As much as he’d love to serenade you in a bar every night, he also loved to bring out a beach and just walk hand in hand with you along the waterside. On that same note, swimming with him? The cutest. He could not get enough of swimming with you. He’d splash a little water at your face, you’d splash back, and suddenly he’d be sending a whole wave at you!
Geordi knew you (almost) better than he knew his engines, so when it came to picking a fun date to go on, he knew just what to do. He had a couple ideas, actually- children’s science centers where they’d have neat games to play and simple ideas to take your mind off the complexity of the 24th century, sci-fi movie nights, or- and this ended up being your favourite- into movies to either observe or participate.
Initially, Data had invited you to join him and Geordi in his Sherlock simulations, but Geordi seemed to have said something to him to take that back and choose something more suited for a date. (You thought that would’ve made a wonderful date, however, Geordi absolutely insisted you would regret it)
Ultimately, he ended up taking you to art galleries from all over the galaxy every week and giving you detailed histories of anything you seemed vaguely interested in.
Deanna had no problem picking what to do for dates. She always knew exactly how to melt your stresses away, and if you weren’t stressed? She knew just how to make sure you still had the time of your life. Sometimes she’d get Geordi’s help to program a stunning display of colours while you sat in the middle of a void, or other times she’d simply bring you to a room full of puppies.
Worf would sulk around his quarters in solitude for hours before admitting he needed help coming up with something. He went to Deanna, who told him he already knew what was best, but he thought there was no way you’d enjoy one of his training programs!
But you did. You’d been wanting to join in for months, but never asked because you knew he’d say no. It took a lot for Riker to convince him, why would he let you? When he asked if you’d want to come, you got changed immediately.
You loved her dearly, but Beverly Crusher wasn’t much fun when it came to holodeck dates. She struggled to think of things to make up for the two of you, even though she knew you like the back of her hand. She’d go to Picard to ask for advice, and end up with something far too sophisticated for your tastes- ultimately, you usually ended up on her couch, just cuddling up and watching a movie or both reading.
Welsey would take you from one end of the galaxy to the other. He loved to teach you about the subtleties and intricacies of anything he could, which sometimes had you sitting on the edge of a cliff watching three suns set, or floating in space watching an asteroid belt.