SUGARMOMMY!CAITLYN HEADCANONS
𓂃⋆.˚ Sugar mommy!Caitlyn who remembers the exact day she met you, the clothes you were wearing, and the strange twist in her stomach when you smiled at her for the first time.
𓂃⋆.˚ Sugar mommy!Caitlyn who loves spending time with you beyond the sex, who genuinely enjoys your presence.
𓂃⋆.˚ Sugar mommy!Caitlyn who prefers giving you cash even though transfers are faster; you notice the way her eyes darken whenever she sees you on her bed, in your underwear or with nothing on at all, counting her money that’s yours now.
𓂃⋆.˚ Sugar mommy!Caitlyn who never takes anything as a joke, especially when it comes to you.
One night, joking around, you posted something on your insta story saying you needed 500 dollars to buy ice cream.
Not even ten minutes passed before she called you.
“Were you sleeping, darling?” Her voice sounds soft over the phone, her posh accent thicker, maybe from exhaustion.
“I was about to,” you answer with a small smile.
“Would you mind coming over to my house?” she asks, and you know that even though she’s asking, she expects you to say yes. “To give me a goodnight kiss.”
Even when you tell her it’s too late to be out on the street, she says her driver was already on the way to your house.
Caitlyn wanted a goodnight kiss, yes. But after you give it to her, you notice that wicked shine in her eyes. “There’s a gift for you on the nightstand.” And it’s a stack of hundreds waiting for you. “For your ‘ice cream.’”
You let out a little laugh. “I was joking, you know?”
She shrugs. “Doesn’t matter.”
𓂃⋆.˚ Sugar mommy!Caitlyn who keeps track of you every second of the day. Even though she says your relationship is just transactional, she can’t stop thinking about you. Flooding you with messages like “good morning, darling. i’ll pick you up in an hour, i want to see you before work.” “have you eaten yet?” “how’s your day going?”
𓂃⋆.˚ Sugar mommy!Caitlyn who eats your pussy like it’s her last meal. She loves pleasing you and takes her sweet time doing it.
Your legs are thrown over her shoulders while she gives you a “massage.” Well, that’s how it started, but her lips accidentally found your clit. Caitlyn always starts soft, little kisses against your mound. “you’re the prettiest thing i’ve ever seen, darling,” slips from her lips while her first lick is slow, gentle, just to watch your reaction. “and you taste delicious too.”
The funny thing is you both moan, Caitlyn louder than you. “better than any meal i’ve ever had.”
She can spend forever teasing you, keeping you right on the edge. She smiles when your hands tug at her hair without measuring your strength, she doesn’t care, she loves it.
“Do you want to cum in my mouth, princess? But it’s so hard to let you go, you look so pretty needy.”
At this point she’s basically talking to herself because the only things leaving your lips are whines and moans that make her even wetter.
𓂃⋆.˚ Sugar mommy!Caitlyn who shows you off and takes care of you like you’re a jewel, precious, because you are, you’re HER precious girl. She has you as her lock screen, a picture of the two of you at the beach on her computer, and if anyone asks, she smiles. “that’s my girl.” And even though it’s unnecessary, she always puts emphasis on the “my.”
𓂃⋆.˚ Sugar mommy!Caitlyn who gives you an extension of her credit card because she “trusts you,” when really she doesn’t care how much you spend or what you spend it on. But if it’s clothes, you have to model every single outfit for her and she enjoys it like it’s a real show.
She’s sitting on the couch in her house, a glass of whiskey in her hands. She takes a slow sip while looking at you like she wants to devour you.
“Give me a little turn, darling,” Caitlyn demands, fingers motioning in the direction she wants you to spin. “That’s it, just like that.” You can hear the desire in her voice, the satisfaction of knowing you’re doing this only for her.
𓂃⋆.˚ Sugar mommy!Caitlyn who loves trying new things with you and never imagined she’d enjoy watching you suck her strap this much. But there’s something so erotic about it, the way you look at her while doing it, how your eyes never leave hers for even a second, not even when she grabs more of your hair, pushing her hips upward, smirking whenever you choke even a little.
𓂃⋆.˚ Sugar mommy!Caitlyn who rarely lets you top, but when she’s exhausted or especially needy, she gives herself to you without hesitation. She’s vocal, way more than you expected, and ridiculously sensitive, always asking to be cuddled afterward.
𓂃⋆.˚ Sugar mommy!Caitlyn who’s always cold, but some nights, when work overwhelms her or she misses her mother, she calls you without thinking.
“I need you, darling,” is all she says, and you know exactly what’s wrong.
Those nights, she lies beside you, just looking at you at first, stroking your hair, kissing your face. Even though she’s the one who needs comfort, what really gives it to her is the warmth of your body.
“You’re an angel,” she murmurs shyly, hiding her face in your neck, hugging you timidly. “Just stay like this with me all night. Please.”
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