Dating Simon and Ryland Grace Headcanons
- Neither of them would admit how much they rely on you.
- Ryland is the type to constantly check if you’re comfortable, fed, warm enough, and emotionally okay.
- Simon notices things too, but he expresses it differently. He’ll silently hand you a jacket when you’re cold or stand closer to you in crowded places.
- Together, they end up orbiting around you without realizing it.
- If you’re having a bad day, both of them immediately switch into problem-solving mode, just with very different approaches.
- Ryland asks twenty questions trying to help.
- Simon quietly sits beside you until you’re ready to talk.
- Ryland gets excited about literally everything.
- Simon pretends he isn’t interested but eventually gets dragged into conversations anyway.
- You once asked a simple question about stars and accidentally listened to Ryland lecture for forty-five minutes.
- Simon sat there the entire time pretending to be annoyed while secretly listening.
- Eventually you catch Simon using one of Ryland’s science facts in conversation.
- Ryland is insufferably proud of himself afterward.
- Neither of them particularly cares about expensive dates. Their favorite moments are quiet ones.
- Sharing breakfast.
- Falling asleep on the couch together.
- Late-night conversations when everyone should be asleep.
- Simon likes sitting in comfortable silence.
- Ryland likes filling that silence with random thoughts that somehow jump from biology to aliens to breakfast cereal.
- This is probably the biggest challenge in the relationship.
- Ryland tends to downplay his own importance.
- Simon carries enough guilt and emotional baggage to fill an entire cargo ship.
- Both struggle to understand why you chose them.
- You’ll catch them looking at you sometimes with this expression that says, “How are you real?”
- Reassurance becomes important.
- They remember every compliment you give them, even years later.
- Ryland is secretly very clingy. He loves physical affection once he’s comfortable. If you’re sitting together, eventually he’s leaning against you somehow.
- Simon is harder to read. At first he’s stiff and awkward about touch. Over time he becomes the type who unconsciously seeks you out.
- You’ll wake up and find Simon’s arm wrapped around your waist while Ryland is asleep with his head on your shoulder.
Ryland:
Makes you laugh when you’re upset. Leaves little notes around. Remembers every tiny detail you mention. Gets excited about your interests because you’re excited about them.
Simon:
Protects you without drawing attention to it. Watches your back in situations that make him nervous. Learns your routines and quietly helps. Gives affection through actions rather than words. Together, they balance each other surprisingly well.
- Ryland spirals outward and Simon spirals inward. You quickly learn the difference. Ryland talks through his fears. Simon goes quiet and withdraws.
- During those moments, the three of you develop an unspoken system.
- Ryland helps pull Simon out of his shell.
- Simon helps ground Ryland when his thoughts start racing.
- You help both of them remember they’re not alone.
- Ryland realizes it first in the middle of his day.
- You’re laughing at one of his terrible jokes, and suddenly he’s staring because he can’t imagine a future without you in it.
- Simon takes longer. He fights the feeling for weeks or months. But eventually he notices that every time something happens, whether it’s good or bad, you’re the first person he wants to tell. That’s when it finally clicks.

















