rule #1: don’t be a homewrecker
teddy spencer x fem!reader
content warning: childhood friends to established relationship, oral f!receiving (teddy’s a munch teehee.), protected sex, reader is called mommy once, milo appearance, no actual cheating, barely any plot ofc this is my brand, praise kink central, and sex on the boat ayeeee.
authors note: i’ve rewrote this so many times and this version is my fav, i love the no sub/dom dynamic they boss each other around and have crazy chemistry… i hope. in this universe there’s no dead man which was so not teddy’s fault. i tried to match his silly ass attitude as much as possible so please enjoy.
you and teddy have been dating for about 5 months now. you knew each other from middle school to high school; you’d let him cheat on your test sheets and flirt with you during the worst times in class. it seemed like a one sided crush as he was the most attractive guy in school. 6’5, green eyes, dimples, it’s like he jumped straight out of a calvin klein ad. you’d never expect him to be into you as much as you were into him. life happened and you grew apart at 18 when you left for college.
now in your mid twenties you realize that mr. perfect misses what you two had and needed to prove that he wanted you all along. you were always in love with teddy and needed to snatch him before anyone else did. besides, your ex classmate danica almost did that the year before. as much as you wanted to swoop in and ruin the relationship, you knew it was a loss you were willing to take in private. when you got the news that they got engaged, it felt like your heart was thrown on the ground and shattered… but now they’re not together anymore and you’re with teddy so all is well.
giggles fill the back of teddy’s boat. both of you tangled in a blanket as the sound of a tv show plays in the background on your macbook. “ah ah! where are those hands going?” you squeak, smacking one of his hands away from cupping your core, the other grabbing at your chest.
“they have a mind of their own baby. maybe they wanna grab a titty, maybe they wanna go down your pants. i can’t control em.” he responds before his bottom lip tucks under his teeth; a shit eating grin forming on his face, teasing one of your nipples with two fingers. “yes you can!” you laugh while trying to push him away, failing of course. “what if i wanted to grab your titty? would you like that? you freak.” you squint your eyes at him.
“yes! grab em! slap em! pull my nipples” he says in a soft airy voice, clearly trying to mock your voice. you stare at each other before bursting into laughter. “teddy shut up you’re so irritating.”
“you love me though.” he pouts, closing the gap between your faces and giving you a kiss. he pulls away with a soft groan before kissing you again, large hands making their way to the sides of your face pulling you closer.
your hands grab at his back, slowly shifting him on top of you and wrapping your legs around his waist. your lips smack against each other with soft moans. “you’re so pretty. been wanting you for so long.” teddy mutters on your lips, his lips travel down your neck, bulge pressing against your pussy. you gasp and lift your hips to match his slow thrusts. “teddy” you drag out his name with a whine.
it’s all so much, the weight and warmth of his body, him grinding onto you, the sound of him breathing and groaning into the curve of your neck and shoulder, if he could live in your skin with you, he would.
“you taste good” teddy muffled against your neck, dipping down to suck on a spot right above your collarbone. his large hand finally reaching one of your tits, thumb teasing the areola. he lifts his head to your face and plants a soft kiss on your nose. “i could just eat you up.” he partially growls, you feel his voice rumble through his chest and onto your own; slightly disrupting your already speeding heartbeat, his green eyes staring into yours.
“it sounds like you’re in love with me.” you say as your hand reaches up and straightens the crooked bangs on his forehead. “because i am.” he dips down and kisses you again.
a slight vibration pulls both of you out of your trance, looking over you see teddy’s phone ringing. the name reading milo at the top.
“you have to get that?” you ask, looking back at him. you can tell he looks uncomfortable, he chews on his lip for a moment before putting the phone on do not disturb and flipping it over. “nope. i’m with my girl right now.” he sighs before attacking your neck with kisses and bites.
his hands grabbing your shirt and pulling it up and over your tits. teddy groans in satisfaction as he sees how your cleavage perfectly fill your bra. his tongue escaping his mouth and swirling around your clothed nipple, flicking, sucking, and slurping you through your bra; making sure to alternate between the two. you tug at his hair and grind on him.
“you’re so good with your tongue teddy.” you whimper from the teasing, practically soaking through your panties and onto him. he muffles a “mhm” in response to your praise, licking up the valley between your breasts and leaving kisses.
“teddy” you sigh. “yeah?” he looks up at you, lips red and wet. “eat my pussy. please.”
“ooh i like it when you talk dirty.” he smiles softly and shifts down in between your legs, nibbling at the sensitive parts of your inner thighs, he bites the waistband of your panties and pulls back just to release it so it slaps against your pelvis.
you yelp and run a hand through his hair, looking into his soft eyes, your hips lifting up trying to push closer to his face. “please teddy”
a soft “ah” leaves his mouth as he pulls away from you, just soaking up your neediness as much as he can. “want you to beg a little more.” teddy smiles tenderly, dimples dipping into his cheeks innocently. his large hand grabbing at your ass.
you groan in irritation. your pleas on the tip of your tongue. “teddy. lick me…please.” so embarrassed you couldn’t even look at him. “lick you here?” he licks your inner thigh. “or here?” he licks you through your panties. you gasp and nod.
“okay i’ll stop torturing you” he grabs at your panties and slips them down your legs, looking up at you he shifts around to get his shoulders to the back of your thighs so he could lick up from your entrance to your clit; gentle pink lips sucking at you like a piece of candy.
“fuck teds” you gasp, grabbing at the back of his head pushing him deeper into you. he hums against your clit sending shockwaves through your body, then sticking his tongue out to swirl around it, his middle finger teasing the entrance.
he audibly licks you up, looking at you to make sure you’re feeling everything. he slips his finger in and curls it. your mouth falls open with soft moans leaving it, hands grabbing at your bra and pulling your tits out.
teddy moans into you as he watches you fondle yourself, the perfect time to slip another finger in and flick his tongue on your clit.
you buck into his mouth as you tease your hardened nipples, eyes closed, airy whines fall from your lips. he sucks on your clit until your thighs start to close and shake around him. he pushes his face all the way into you, suffocating himself with your pussy as he makes you cum. you finally look down and watch his head move, his nose teasing your clit and tongue licking you up.
“okay te- fuck teddy stop it’s too much” you attempt to push him away. “stop squirming, you asked for it.” he muffles in between your legs.
you gasp his name in attempt to make him stop. hips slightly pulling away from his mouth, he wraps his free arm around your thighs to pin you down. the tip of his tongue running along your clit as he begins to make sounds while he licks on you.
lost in a daze your eyes roll back before coming back to reality. “are you spelling your name?!” you lift yourself onto your elbows, in awe as you can definitely feel him carefully spell out ‘theodore s’ on your clit before stopping to look at you with hungry eyes and soaked red lips. he nods with a stupid boyish grin.
you bite your lip and grab at his hand. “finish your last name and then come fuck me.” “yes mommy.”
“mommy? what the fu- oh shit” before you could even argue with him your clit slips back into his mouth as he starts to spell his whole name with soft suction.
he releases you from his grasp and stands up at the edge of the bed, slipping his shirt off and wiping your arousal off of his face.
“you called me mommy” you snicker as you lift a foot to tease his bulge through his shorts. “yeah” he smiles as his cheeks turn red. “don’t tell anybody i did.” he unbuttons his shorts and pulls them off with his boxers. you follow suit and undress as well, watching him as he grabs a condom and slides it on.
“lay on your side i wanna cuddle fuck” you nod and follow his command. you grab a pillow and lay your head on it, feeling his body dip on the side of the bed behind you; you shift your leg so he could push the tip in. “that’s my good girl.” he slides out and pushes back in.
“you’re so big teds” you turn your head to look him in the eyes. “so fucking big- ah” your praise is cut short as he slides all the way in, he grabs your face and pushes your cheeks together, kissing you with an open mouth.
he slips his tongue in your mouth and thrusts into you at alternate times, making sure you’re full of him in two ways. you wrap an arm around his body and grab at his thigh, nails digging into his tan skin.
“you like that?” teddy asks as his hips slap against your ass. you moan a “uh huh” into his mouth, “use your words baby talk to me.” his hand leaves your face and wraps around your throat.
“yes teddy!” you gasp as you feel him gently apply pressure.
he fucks you with slow rough strokes making sure you feel every inch of him. his mouth to your ear as he whispers dirty things in it, “you been needing this dick?” “yeah arch that back let me see that ass.” “don’t be shy tell me how good it feels.” “this pussy mine?”
his name falls from your mouth with sweetness, hand leaving his thigh and gripping onto his arm, slightly bouncing your ass back on him. “mhm fuck me baby” he pants in your ear before giving it a nibble. “it’s yours. every inch of this dick. it’s all yours.”
your thighs clench from the stimulation, pressure building in your stomach as you start to see stars. “it’s mine teddy give me all of it.” your head drops onto the pillow, eyes closed. everything feels so good until you feel him pull out and force you into your back.
you look up at him with big needy eyes, legs spreading for him by reflex, lip tucked under your teeth you admire his face.
“you’re so pretty teddy.” you’re practically slurring now. you watch him tease your clit with his tip before pushing back in.
“you’re only saying that cause i’m fucking you right now.” he chuckles, one hand sliding under your back pulling you close, the other grabbing at your thigh and lifting it.
“no i’m not- fuck” you try to protest just as he begins to thrust into you a bit faster than before. chest pressed to yours, his mouth open as he groans; fucking you into the bed.
the pressure comes back to the bottom of your stomach, mouth going dry, voice turning hoarse after moaning his name. “i’m close.” you squeak. a hand shifting in between your bodies and rubbing your clit to push yourself over the edge.
“rub that pussy baby let me watch you cum.” he pants as his thrusts become sloppy. your head falls back onto the pillow behind you as you cum around him with gasps and moans.
he watches you fall apart and shake around him as he cums right after you. thrusting into you to make sure he milks both of your orgasms. teddy collapses on top of you, with a slight whimper. you lay together trying to catch your breath, though you start to struggle you start to slap at his back and kick your legs from under him.
“teddy. get your big ass off of me.”
he groans and pulls out of you, discarding the condom and lays beside you. an arm pulling you in for a cuddle. “you know you’re just as beautiful as the first time i met you.” he kisses your cheek.
“i could say the same about you. mr perfect.” you wrap your arms around him and kiss him on the lips.
“teddy where the fuck are you?!?” both of your heads turn to the entrance of the boat, you can clearly see a man stomping through. you scan over the messy room to look for your clothes, settling with your soaked panties and one of teddy’s shirts. teddy stumbles to slip his shorts back on just before the strange man walks in.
“oh shit it smells like pussy in here, okay.” milo’s hand instantly covers his eyes after getting a peak of your and teddy’s obvious post sex appearance.
you cover yourself with the blanket in embarrassment, hoping that if he wasn’t looking at you long enough this isn’t really happening.
“you ditched our lunch plans to get your bones jumped? what kind of platonic husband are you?!” milo snaps. “oh shit that was today?” teddy responds with genuine confusion.
“guess you’d rather eat her instead of sushi. you cheater.” you can clearly hear the faux heartbreak in his voice.
“sorry milo.” you grumble under the blanket. you thought you weren’t the type to wreck a home; but you were wrong… very wrong.