He actually enjoys driving, but Bo never trusted him to drive alone, (since he’s missing half of his peripheral vision) which is why Bo got mad when he brought back Paige and Blake’s bodies by himself
He isn’t a smoker, but every couple of months he will steal a cigarette or two from Bo (He’ll wait until Bo gets drunk and passes out, so he can gaslight Bo into thinking he smoked extra and just doesn’t remember)
Although he doesn’t smoke tobacco, he found himself taking weed from stoner victims, He also took a weed pipe from another victim. He only smokes if he’s depressed, after an argument with Bo, or if he’s super unmotivated to sculpt or to create any art in general
He takes early morning (4-6 AM) walks, and only takes night walks if he’s stalking victims at the campsite
He’s a slight insomniac, only sleeping when he starts stumbling or not thinking coherently. He cat naps more than he sleeps
He’s Demisexual+Pansexual, he doesn’t know it though because he’s never learned labels, he just knows he’s into whoever loves him
(Slight NSFW) He hates masturbating, it makes him feel awkward and weird. He’s 100% celibate by all means
Bo
Growing up, he actually enjoyed being around Vincent most days, but (yet again) jealousy got in the way as they got older
As dangerous and crazy as he is, he would kill if it meant to protect a minor. 21+ victims only
He joked (bullied) to Vincent about being “identical” when he got his scar on his face (I know it’s Brian’s scar, but for the HoW universe, it’s ironic)
He will drink anything, but water (this might be canon)
He use to go to arcades as a kid/teen, but stopped going when his mother insisted (nagged) that he should take Vincent with him
As much as he loves cars, he only works on them to give himself a feeling of purpose
He’s a pumpkin pie kind of guy (rhyme unintended)
Lester
If he ever needs to cry to someone, he never thinks twice about going to Vincent. Every time he opens up to Bo, he gets insulted for being a, “crybaby”
He use to work on cars with Bo when their parents were still alive. He started picking up roadkill and pelting when Bo became distant
He loves SpongeBob, I don’t think I need to elaborate, he just looks like a SpongeBob watcher
Because he’s alone on the road all the time, he picked up on singing. He’s definitely not the best, but he’s ironically good
He swore to himself that he would never hurt a soul, or to ever help his brothers, but he still has it in him if need be (maybe canon?)
Unlike Bo, he actually drinks water, but only because it’s the only free drink he can find while out on the road (if he feels like his body needs it, at least)
Despite how “happy-go-lucky” he makes himself out to be, he’s extremely lonely, which is why he got so offended when Carly and Wade got uncomfortable
He actually enjoys driving, but Bo never trusted him to drive alone, (since he’s missing half of his peripheral vision) which is why Bo got mad when he brought back Paige and Blake’s bodies by himself
He isn’t a smoker, but every couple of months he will steal a cigarette or two from Bo (He’ll wait until Bo gets drunk and passes out, so he can gaslight Bo into thinking he smoked extra and just doesn’t remember)
Although he doesn’t smoke tobacco, he found himself taking weed from stoner victims, He also took a weed pipe from another victim. He only smokes if he’s depressed, after an argument with Bo, or if he’s super unmotivated to sculpt or to create any art in general
He takes early morning (4-6 AM) walks, and only takes night walks if he’s stalking victims at the campsite
He’s a slight insomniac, only sleeping when he starts stumbling or not thinking coherently. He cat naps more than he sleeps
He’s Demisexual+Pansexual, he doesn’t know it though because he’s never learned labels, he just knows he’s into whoever loves him
(Slight NSFW) He hates masturbating, it makes him feel awkward and weird. He’s 100% celibate by all means
Bo
Growing up, he actually enjoyed being around Vincent most days, but (yet again) jealousy got in the way as they got older
As dangerous and crazy as he is, he would kill if it meant to protect a minor. 21+ victims only
He joked (bullied) to Vincent about being “identical” when he got his scar on his face (I know it’s Brian’s scar, but for the HoW universe, it’s ironic)
He will drink anything, but water (this might be canon)
He use to go to arcades as a kid/teen, but stopped going when his mother insisted (nagged) that he should take Vincent with him
As much as he loves cars, he only works on them to give himself a feeling of purpose
He’s a pumpkin pie kind of guy (rhyme unintended)
Lester
If he ever needs to cry to someone, he never thinks twice about going to Vincent. Every time he opens up to Bo, he gets insulted for being a, “crybaby”
He use to work on cars with Bo when their parents were still alive. He started picking up roadkill and pelting when Bo became distant
He loves SpongeBob, I don’t think I need to elaborate, he just looks like a SpongeBob watcher
Because he’s alone on the road all the time, he picked up on singing. He’s definitely not the best, but he’s ironically good
He swore to himself that he would never hurt a soul, or to ever help his brothers, but he still has it in him if need be (maybe canon?)
Unlike Bo, he actually drinks water, but only because it’s the only free drink he can find while out on the road (if he feels like his body needs it, at least)
Despite how “happy-go-lucky” he makes himself out to be, he’s extremely lonely, which is why he got so offended when Carly and Wade got uncomfortable
I've been thinking about this bit of the blooper reel for a while and it's. Damon as Lester, of course, but it kinda?? solidifies the way that Lester is written and perceived on here for me. Damon's personality is shining through with the Louisiana accent and if you were to take this as extra Lester dialogue, it fits the narrative that he has in headcanons and fics where he's sweet, kind, encouraging. the praise ?? fits perfectly.
also ofc all credits to the how team, this clip isn't mine
Dating Lester Sinclair headcanons, because there ain’t enough appreciation for him!
- Lester is actually The Best boyfriend .
- If you don’t mind the smell of roadkill, that is .
- Despite how nose blind he’s become to the scent that lingers, it’s not hard to get him to shower. A sweet kiss on the cheek and kind request is usually all he needs .
- I imagine he’d start off a little unsure when you first get together, slow to initiate things before it becomes more apparent you’re not going anywhere, suddenly switching to a handsy, clingy, loving sweetie who can’t help but smear kisses across your neck and cheeks at any and every opportunity .
- Of course he loves having his hands on you. If you’re riding in his truck he’ll put a hand on your thigh. If you’re talking to someone or doing something he’ll come up behind you and wrap his arms around your waist, resting his head on your shoulder, or nuzzling his face into your back if you’re taller than him .
- Often he’ll even coo at you to “Come sit on my lap, sugar.”
- Really, he has no concept of personal space when it comes to you. If you need space, be sure to tell him nicely, and he’ll try his best .
- He’s not particularly possessive, though he likes to show that you’re with him. Whenever you’re around anyone other than his brothers he’ll always make sure to have an arm around your shoulders or waist. He’s just proud to have pulled someone so good looking, and loves to show you off 🖤
- Loves it when you lean your head on his shoulder .
- He has absolutely no filter. At any point, for any reason, he’ll tell you how much he loves you, or how much he appreciates you. If you get flustered easily, he’ll poke a bit of fun, delighted in your reactions, but he never means ill by it. He just thinks you’re the cutest thing 🖤
- His lack of filter does extend into sexual comments, but he’s more quiet about those. Whispers and mummers to you occasional snippets of whatever he’s thinking about doing to or with you, or whatever he admires on you at that moment. Comments punctuated with a grin when successful at getting you flustered or wound up .
- He is not smooth, though. Despite his best efforts, Lester is still an awkward man, but isn’t that what makes him charming?
- Loves to give you gifts. Usually it’s stuff stolen from victims visitors, but still, each item shows thought put into picking it out .
- Lester’s memory is Okay, average. However, he keeps a small beat up notebook in his pocket filled with knowledge about you, from special dates to loves and hates… everything he wants to make sure he doesn’t forget .
- Actually quite enjoys Valentine’s day, now that he has someone to celebrate it with. Doesn’t have a big sweet tooth but if you’re the type, bake him something and he’ll love you forever. Personally, he’ll set up a nice romantic scene somewhere secluded in or just outside of Ambrose to share the night with you .
- If you have any pets, he would be the best pet dad possible. Doesn’t matter what type(s) of pets either, cats, reptiles, bugs, rats, rescued wild animals? He’ll adore them all and help take care of them however he can .
- Would love to take walks around Ambrose with you at night to chat, or on sunset drives in his truck with Jonesy. Really appreciates any kind of simple quality time with you .
- Absolute snuggle bug, of course! Please cuddle this man. Prefers to be the big spoon but won’t complain either way. In all honesty, he’s just happy you love him .
Okay thanks to @coppasulfate I am now OBSESSED with the idea of Lester loving frogs. hes a frog boy at heart and nothing can change my mind.
Since he was left alone a good chunk of his childhood he had to make his own fun, and one way he did that was going to the nearby creek and catching frogs.
Baby Les spent so much time just crouched at the side of the creek wearing his bright green froggy rain boots trying to spot some frogs in the water.
He refuses to leave his hunt empty handed. He will catch a frog, and he will take it home, no matter how long it takes.
Has a new frog every day but he always calls them "James".
Known to shove frogs in his jacket pockets and carry them around.
Bo is terrified of frogs, he flips out whenever Lester brings them in the house.
Speaking of Bo, one time as a kid Lester put a bunch of frogs in a deep kitchen pot for safe keeping. Bo opened the lid and a shit ton of frogs just jumped out at him. He was traumatized and he definitely cried.
Definitely slept with a frog plush as kid. He doesn't anymore now that he has you to cuddle but its kept on the shelf high up in the closet so Jonesy cant reach it. He sees it every day when he gets dressed.
Has accidentally let frogs loose in the house on multiple occasions.
One time he thought he wrangled them all up and as the two of you were settling down in bed for the night, a soft ribbit echoed throughout the house. You both groaned knowing he missed one.
Will send you blurry photos of frogs hes seen throughout his day or a selfie with said frog, usually captioned "I made a friend today!" or "*insert random frog name* says hello!"
"aint he so cute, sweetpea!? What should we name him? I think he looks like a 'Kirk'. Whatchu think, hon?"
You have definitely told him so many times to stop bringing frogs in the house.
"Lester, what's that in your pocket?"
"...it's nothin'..."
Meanwhile he's literally trying to avoid your gaze and is standing in front of the fridge in the kitchen like
also I will not be judged for using not one but two photos of Greg from OTGW its one of my favs. plus Greg kinda reminds me of baby Les, just a bit brighter lol
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