1. Are there any Jon/Tom/Spencer? Also just anything with Tom in general. 2. Any fics that take place in the 20's? 3. Just started watching the UK QAF and it's inspired me to ask for age gap fics. 4. Anything with Dallon in the main pairing? 5. Any fumbling first times?
The Ways I Was Once by beingothrwrldly, this untitled, anonymous piece, and The Homesick by arctic_grey all have some component of Jon/Spencer/Tom in them, whether as the main pairing or as a side pairing. You can search for more fics that feature Tom in general here.
Fics that take place in the 1920s include Of Angels and Kings by alexthegreat (note: this fic is pan-bandom), Putting Out the Lantern by arsenicjade, this untitled piece by stele3, and Four Leaf Clover by silver_etoile.
There are actually quite a few fics that emphasize age differences: The Babysitter by i_love_jersey, Take the Reins by danimpa (note: this is a male pregnancy fic), Little Red Riding Hood by angelaizapunx, Little Red Riding Hood by frerardislove (not the same fic as the one before it, mind you; warning for non-consensual sex), The Science of Selling Yourself Short by repulsive_x, Coffee by myheartradio, What Dreams Aren't Made Of by aerogroupie, King's Crossing by shadow_dancers6, Sex is the Most Awful, Filthy Thing in the World by stereo_junkie, and Sunshine Kids by streetstars. I am sure that most student/teacher fics would fall under the "age difference" umbrella, too, but they exist in their own separate category.
lacquerdreams (who I suspect is more than one person) has written a series of fics featuring Dallon (all of them are stand-alone fics): Panic! at the Circlejerk, Blowjobarific, Untitled, and Peeping Dallon (those are my titles, not theirs - these fics are all untitled, but that gets confusing quickly). There's also Sometimes It's Hard to Be a Woman by gala_apples, Commit This to Memory by pinkichan, and Constructed of Paper by karneval.
slashxmistress has a "first-time" tag here on Delicious; I am sure that if you poke around, you'll find some that also contain fumbling.
I make no claims w/r/t the quality of these fics, but I do hope that you enjoy them.
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