had an idea...
request: can i request billie taking reader’s anal virginity🧍♀️just gentle and caring dom vibes nothing extreme
a/n: getting through this while refusing to use the word anus was crazy work. enjoy!!
cw: anal, strap, fingering, gf!billie, fem!reader, I never know what to put here
you pick up a call from your best friend, and she tells you she finally tried anal.
"oh my god REALLY? was it good? did you like it?"
"yes, you have to try it, i didn't think i was gonna like it but i did."
"no, not really, maybe a little bit, but not too badly."
after your conversation was over and you hung up, you couldn't stop thinking about it. you had done anal but only with billie receiving, and she had been wanting you to try it, but up until now, you'd been too scared.
a few hours later, billie came home from the studio and threw on comfy clothes before joining you in bed. after a few minutes of kisses and cuddles, you ended up lying on top of her, stomachs pressed together and your chin resting on her chest as you looked up at her with a small smirk and big eyes.
"what are you giving me that face for, baby..." she asked suspiciously, giggling slightly at your expression as she lightly scratched the back of your head.
"well... i kinda had an idea..."
her lips slowly curled into a smile as she widened her eyes at you a bit, asking, "yeah? and what would that be?"
"you know what you've been wanting me to try..."
"hmmm i'm gonna need a few more hints, mama," she giggled before pressing a little kiss to your nose.
"ok fine," you giggle, breaking eye contact. you lean up to her ear, cupping your hand like you were telling her a secret, and whisper, "i think i wanna try anal."
she laughs out loud, gently grabbing your hand and pulling it away from her ear, turning her face to look at you, foreheads touching.
"yeahhhh," you let out, cheeks turning pink.
she slides her hand under your sweatshirt to rub up and down your bare back, now cradling you.
"and where is this coming from? i know you were pretty nervous before."
"well one of my friends called me and said she finally did it and loved it, and she said it didn't really hurt," you admit bashfully.
"mama, i know all of your friends, you don't have to be all cryptic," she giggles, tickling your side.
you roll your eyes, muttering, "she would be embarrassed if she knew i told you."
"okay, okay," she thinks for a second. "but i'm kinda offended," she jokes. "i always told you i wouldn't let it hurt you, the little princess."
you blush, burying your head in her chest, playing with the fabric of her shirt, "i know, i know-" but she cuts you off with a giggle.
"i'm just kidding baby, i know you were scared," she cooes, giving you a pat on the butt. "but are you sure? you're not feeling pressured?"
"yes, i'm sure, i'm like... curious now," you giggle, looking up at her with mischievous eyes.
"okay mama, we can try it," she rasps, leaning down to connect your lips gently. you kiss her back, snaking your hand under her shirt to caress her boob, and she hums into the kiss. she mutters against your lips, "mm does this mean you wanna try it right now?"
your face turns red, and you bury it in her shirt, sliding your hand down her stomach and giggling. she chuckles back, pressing a kiss to the top of your head, cooing, "ok, mama, you know i'm always down for anything."
she shifts out from under you, pulling your body down a bit and propping your head up with a pillow. "get comfy baby, i gotta get you super relaxed."
she scratches the exposed part of your tummy lightly before getting up and reaching into her bedside drawer, pulling out her strap on and a bottle of lube and setting it down next to you on the bed.
she crawls on top of you, straddling your hips and leaning down to press tiny kisses to your jawline, making her way down to your neck. breathing against your sensitive skin, she sucks gently, licking every now and then, and nibbling slightly, sending shivers down your spine.
bringing her face up and touching your noses together, she mumbles, "you're so cute," against your lips.
your hand finds the back of her head and you pull her face closer, connecting your lips in a gentle kiss. she deepens it, her tongue exploring your mouth as her hand slides up your stomach, gently cupping your boob.
she runs her thumb over your nipple a few times before sliding her hand further up your chest, brushing her fingers along your collarbone.
sitting up, she tugs at the hem of your sweatshirt, and you raise your arms up as she pulls it over your head, leaving you exposed from the waist up.
she pinches your boobs, admiring you and groaning, "ughhhh, you're so perfect, my pretty girl," sliding her hands down your stomach, tickling your sides.
you blush, giving her a shy smile, and reach for the hem of her tank top, tugging upward. she smirks and pulls her shirt off before leaning down to press a long kiss to your sternum.
with her chin resting on your chest, she looks up at you with doe eyes and whispers, "turn over mama, let me give you a massage," lifting herself off of you and guiding you to flip over with a hand on your hip.
you settle on your stomach as she sits next to you on the bed, and she runs her fingertips down your back, sliding them slightly under the waistband of your sweatpants and underwear.
"can i take these off, baby?"
"lift your hips up for me?"
she slides them off and tosses them aside before going to grab lotion from the bathroom. climbing back onto the bed, she straddles your hips and brushes your hair to the side, leaning down and pressing a kiss to your shoulder blade. she pumps the lotion into her hands and starts spreading it around your back.
carefully massaging your neck, shoulders, arms, and upper back, she kneads the lotion into your skin, every now and then cooing things like, "oooh so tense mama," and "relax baby i've got you." you can feel the tension melting away as you sink into the sheets, her touch firm but caring.
when she gets down to your lower back, she scooches off of your butt and down onto your thighs, rubbing circles with her thumbs on either side of the base of your spine.
she continues massaging all around your hips, pressing the heels of her hands into your ass, kneading away at your glutes.
"you feeling good, baby?" she asks.
"mhmm, so good," you groan.
"good," she cooes, patting your butt. "don't worry, i'm not doing anything yet, just gonna massage around..." she hesitates, "... your little butthole," she whispers, unable to contain her giggles.
you cringe, groaning, "BILLIEEEEuuuhh," as your hand whips down to cover your butt. "don't say that word, you're embarrassing meeee," you whine, hiding your face in the sheets.
she giggles, placing her hand on top of yours and using her other hand to hold the side of your waist, giving you a squeeze. "SORRYYY," she chuckles, "but what did you expect, mama? i wanna make sure this isn't painful for you," she continues, running her hand up and down your side.
"i don't know," you shyly half-giggle, half-whine. "just don't look at it," you mutter, and take your hand away.
"... okay baby... i definitely won't look at it..." she jokes, squeezing a bit of lube onto her fingertips of her left hand.
she uses her right hand to spread your cheeks slightly, and you feel a cold sensation. she lines the area with lube, and ever so slowly, starts to massage in circular motions.
the slight embarrassment starts to fade as you let yourself feel vulnerable under her touch. this was such an intimate feeling, and she was being so, so careful with you. the feeling of being so bare in front of her, with her patiently bringing you to relaxation, was making you wet, which billie obviously noticed.
"you like that, baby?" she cooes, and when you answer, "mhm," she takes her other hand and trails a light stripe through your slit, making you twitch.
"so wet, such a good girl for me," she says in a sweet, sultry voice, intensifying the pulsing pressure in your center.
she continues to massage your hole and tease your wetness for a while longer, until she's satisfied with how your muscles are relaxing.
"okay, i'm gonna put the strap on, but don't worry i won't surprise you," she says reassuringly, climbing off of you to stand next to the bed and take her pants off.
"okay," you respond, flipping over to sit up and hug your legs. "billie, are we gonna... do..." you trail off shyly.
"traffic lights?" she finishes your sentence and you nod. "yes baby, of course we can, i want you to feel in control," she says, stepping out of her pants and sitting down next to you, hugging you into her side.
"hey, look at me," she says in a soft but serious tone. "if you're still scared at all, and i mean at all, i'm not even putting the strap on, kay?" she presses her forehead to yours, caressing your arm with her thumb.
you look up at her with a small smile, whispering, "bils, i think you're more scared than i am," with a giggle.
she rolls her eyes, giggling and standing up to put the strap on, and once she has it on, climbs back on the bed, kneeling and squeezing lube onto the dildo. you watch her spread it all over the silicone before she reaches her clean hand toward your side and nudges you to flip over again.
"c'mere, kneel in front of me baby?"
you sit up on your knees with your back facing her as she kneels behind you, and she spreads the excess lube on her hand over your hole again. as she massages the area, she snakes her clean hand around your waist and down your stomach, trailing light touches down toward your center.
she traces shapes just above your pubic bone, and nuzzles her face into the crook of your neck from behind. she breathes against your ear, and you whine at the teasing, letting your head fall back to rest on her shoulder.
she presses a wet kiss to the exposed skin of your neck, and slides her hand down to apply steady pressure to your clit, making you whimper at the sensitivity. she moans against your skin, muttering, "sound so pretty mama," as she traces circles around your sensitive area, mirroring the motions she's spreading the lube in.
the double stimulation was making your pussy throb, and you whined into the air, desperate for more.
she pats your stomach twice, whispering, "you ready?" against your cheek, and you whine, "mhmm, please."
"hands and knees, pretty girl," she rasps, helping you prop yourself up in front of her and tickling your stomach slightly.
she runs the tip of the dildo through your slit for a moment, before it reaches its destination, and she pauses, rubbing your lower back soothingly.
"breathe baby," she cooes, lining the tip up with your hole. you take a big breath in and exhale slowly, as she enters you slightly, only an inch or two of her cock inside you.
you moan, already enjoying the foreign feeling, and take another deep breath.
"that feel okay?" she asks cautiously, running her fingertips across your lower back.
"yeah, just keep it there for a sec?"
she slowly runs her hands up and down your thighs, until you get used to the pressure and sigh, "okay, keep going."
carefully, she pushes slightly further into you, making you whine, and she stops immediately.
"green, green, it feels good," you sigh, reassuring her.
"okay, doing so good mama," she rasps, snaking her hand around to pat your ribs, continuing, "give me a big breath, baby."
you comply, and she reaches forward to run her thumb over your boob, cooing, "atta girl," making you blush and feel a surge of heat rushing to your core.
"you want more?" she asks, running her fingers up and down your spine.
"yes please, bils," you breathe out.
she pushes further this time, and you let out a moan, again followed by billie halting her motions, asking, "color??"
"green, billie, you can go further."
she pinches your side, asking, "you want me to thrust a little bit?"
she pulls out slightly, before gently returning to her previous deepness. after repeating her motions a few times, you try thrusting backward into her a bit.
"ohhh good girl, you feel good?" she lets out proudly.
"mhmm," you whine, "please touch me again bils."
she leans down, wrapping an arm around your stomach and resting the side of her head between your shoulder blades. her other hand trails around your hip and slides down over your mound and to your throbbing center.
you feel a finger enter your pussy, and you let out a loud whine at the double penetration.
"green green green," you rush, and she lets out a teasing chuckle at your desperation.
she dips a second finger into your hole, and the way she's leaning over you makes the dildo press further into your backside.
you feel her hips come into contact with your ass, and she says, "it's all the way in, baby, doing so well for me."
you moan at her seductive, raspy voice, and she presses her front against your back, thrusting a bit more confidently and curling her fingers, hitting your g-spot. the pleasure is blinding; you had no idea that the pressure in your ass would make everything else feel this much more intense.
you feel her arm move from your stomach up to your chest, and she pulls you up as she sits back on her heels. grabbing both of your hips, she guides you down toward her lap, and carefully slides the strap back into your ass.
you moan at the new angle, and the weight of gravity pulling you down further onto her dick.
she rubs your stomach and you take a deep breath, adjusting slowly but surely.
"yes, but yellow, just hold me please," you breathe.
"okay baby, just tell me if it's too much," she cooes into your ear as you let your head lean on hers.
she wraps both of her arms around you securely, one thumb tracing circles around your nipple. slightly lifting you up to ease the pressure, she presses tiny kisses to your cheek.
you stay in that position on her lap for a while longer, when you silently guide one of her hands back down to your pussy.
she lets out an adorable moan and kisses your cheek when she feels how wet you still are, and spreads your juices around before gently slipping two fingers back in. she moves them side to side, back and forth from hip to hip, and you can't control the whine that comes out of you.
you feel tears start to form in your eyes, and you weakly bounce yourself on her lap a bit, whining at how needy you feel.
she speeds up her fingers slightly, and mutters against the side of your head, "want me to help you move?"
you whine, "yes, feels so good," putting your hand on top of hers to encourage her to finger you deeper.
she starts to move up and down a bit, making you bounce on her lap, and giggles lowly against your cheek, "hmhm, my little bunny," giving you a wet kiss, making you moan and squeeze your eyes shut.
"doing so good for mommy, so proud of you bunny," she rasps, holding you tighter and pumping her fingers deeper. she uses her arm around your waist to bounce you up and down more quickly, and you feel a knot forming in your stomach.
"i know, mama, go ahead," she cooes sweetly while pushing you over the edge so intensely.
she reaches deeper with her fingers, hitting your g-spot just right, as her dick thrusts into your ass, and you throw your head back, letting out your loudest whine as you unravel on her lap.
she slows down her motions, kissing you on the neck, whispering, "such a good girl, my good girl, so pretty," as you pant aggressively, overwhelmed from the new experience.
she removes her fingers, running her hand up and down your stomach, and just holds you firmly, letting you calm down.
your breathing starts to steady out, and you pant, "please don't move..."
"i won't baby, i've got you," she hums, her arms gripping you across your lower stomach and chest.
you sit still for a few minutes, until your breaths finally slow down, and you sigh, "ok, now i'm scared," thinking about getting up and feeling the strap move in you again, while being so sensitive.
"don't be scared mama, just big breath in and i'll lift you off?" she reassures you, patting you on the lower stomach.
with a shaky voice, you reply, "okay... i'm ready."
she grabs under your armpits, and slowly lifts you up, off of the strap. you settle down next to her on the bed, relieved that it didn't hurt, and she cups the side of your face, looking into your eyes.
"you feeling okay?" she asks softly.
you smile, looking up at her shyly, and nod before flopping into her side. she wraps an arm around you, squeezing you, whispering, "you sure?" into the top of your head.
"yes, i'm just so tired," you mutter against her skin.
she giggles, "i know, baby, lie down and i'll get you cleaned up," before grabbing a washcloth from the bathroom.
when she returns, she gently parts your legs, taking a look, and giggles, "actually, we're gonna have to shower all that lube off," giving your inner thigh a squeeze.
you groan, "ugh, i figured," closing your legs and feeling your cheeks turn red. your hands come up to hide your face, and billie looks down at you, confused.
"why do you look so embarrassed baby?" she cooes, trying to move your hands out of the way, but you won't let her.
you groan again, "i can't believe you looked at my buttholeeeee."
billie lets out a loud cackle, giving you a small slap on the thigh before heading back to the bathroom and starting the shower.