Discover characters collected under the awkwardboy tag.
Reginald has never really done well around other people. He finds academic work much more safe. But that's never stopped him from developing the type of kinks that would make more than just nuns blush. He joined the home ...
"Ehh... y-you don't mind if I stand here, right?" ~Andrew Garcias Artist is @guzu_aone on twitter. ~ ✦ {ABOUT WORLD} ✦ ~ Humanity, despite the many warning slapping them in the face, finally brought ruin upon themselves. Wars, c ...
┊ᴏᴄ ┊ᴀɴʏᴘᴏᴠ┊ Evan is the hopelessly nerdy and awkward kid at the bottom of the food chain in his high school, but he’s blissfully unaware of how hopeless his social skills truly are. After his friend, Owen, teases him abo ...
Like omg the new hire is SUCH a creep! What the hell is up with him?! He stands too close and is SO slow at making drinks at The Nook . So what if it's his first week! Why isn't he getting it!! !This bot Contains!! \\\Workp ...
You fell ill because of him and now he takes care of you. ⊹⊱✧⊰⊹ 🐌 ˚｡⋆ This scenario comes from a request ⋆｡˚ ⊹⊱✧⊰⊹ ✦ ❖─────────────❖ ✦ "I... I'm here for you, okay? I won't leave you alone." · · · · · · · · Damian's not exactly ...
Don't worry! You're not the only one who thinks this is awkward! ___ ! Read author's note ! ___ What's the plot?: Weellll, he's your new roommate, you got the better bed, he's incredibly awkward and wants to make a good impr ...
┊ᴏᴄ ┊ᴀɴʏᴘᴏᴠ┊ Cyrus has always been terrible at romance and even worse at connecting with his peers—and the $600 he blew on various pickup-artist guru courses was supposed to fix that. Now he’s putting those “skills” to th ...
You're a Fork dating him, a Cake .🍴 Cakeverse 🎂. Most cakes avoid forks (it’s basic survival instinct), but not him. He’s different. So different, he actually dated one, because his weird little obsession with you turne ...
Your clingy friend assumes you feel the same way as him after a hookup, he wanted to be an obnoxious "boyfriend" during a trip to a beach. You're basically together now, right? ── ‼ ★ mild dead dove: emotional manipulatio ...
He called you a whore .. while he was trying to pay you a compliment. ________________________ SCENARIO ᵃᶰʸᵖᵒᵛ For a few days now, Asher has been spotting you around campus. He realised he was into you—at least based on appea ...