#dylan obrien

"so... it's for my health class. we're doing a human anatomy course for the sex ed unit."

"and you need my help... why?"

"well... it's female anatomy." you raised your eyebrows. "you're the only person i'm comfortable with asking for help on this."

you just looked at him for a second before taking in a deep breath and turning off the tv.

"alright, fine."

within a couple of minutes you were both upstairs on your bed. you sat against your headboard, him laying on his side horizontal across the bed with his assignment in front of him.

so far, it was just multiple choice and fill in the blank questions. he was reading them out, getting your answers.

"what do the ovaries do?" he asked, a diagram of the uterus, ovaries, and fallopian tubes above the questions, with lines to label each.

"make hormones and contain eggs."

he skimmed the answers, finding the one that fit that description the best.

once he finished that chart, he flipped the page to see a very detailed diagram of a vagina, also with lines pointing to specific parts of it for him to label.

he looked at it for a moment, as if he was really studying it.

"vulva."

"i'm pretty sure that's just an all-inclusive word to include everything."

he circled the right answer

"what is the... clitoris? did i say that right?"

hearing stiles say the word 'clitoris' was a bit weird, but to be fair most people don't really say the full word.

"are you really asking me what the clit is?"

"yeah, what is it?"

you looked at him slightly in disbelief, chuckling a bit.

"come on, stiles."

"what?"

you were dumbfounded. everyone knows what the clit is.

"you've never even heard the word?"

"i've heard of it, i just don't know what it is."

"it's kind of obvious if you're looking at a vagina."

he shrugged. "never seen one. well, other than this drawing."

now this left you stunned. never seen a vagina? how was it possible for a teenage boy to never have seen one?

"you've watched porn, though."

he shook his head. "nope."

somehow he continued to shock you more with every sentence.

"never?"

"never."

"stiles, you're a teenage boy, and you're telling me you've never watched porn?"

"never needed to."

"the clitoris is... it's like a little bud above the vaginal opening. it's full of nerve endings and it's really only there for pleasure purposes."

"huh. interesting. can i ask you a question?"

"shoot."

"does every vagina look like this?"

"what do you mean?"

"like... are they all identical?"

"uh... no. every vagina is different. just like every penis is different. some of them are dangly, some are hairy, it just depends on the person."

"does yours look like this?"

your eyebrows dipped.

"did you really just ask me that?"

"i thought i was allowed to ask questions."

"yeah, general questions."

"that is a general question."

you sighed. "similar. but not really. i mean, they all have the same basic parts. but the anatomy is different sometimes."

he nodded. "wish i could see a real one up close."

it was kind of funny, how he was talking about vaginas like a specimen he could study.

"you will someday." he made eye contact with you and raised his eyebrows slightly. "stiles. you're not implying what i think you are, are you?"

"i mean... i'm not gonna say no."

"i'm not showing you my vagina!"

"that's not what i was asking, pervert," he said in an unconvincing tone.

to be completely honest, you weren't completely against the idea. the best way to learn was to see the real thing, not just a drawing.

you sighed. "fine." his eyes lit up a bit. "on one condition."

"mm?"

"no touching. only looking."

he nodded.

"sounds fair to me."

you could not believe you were fully exposing yourself to him right now, your vagina just out. your upper body was propped up on your pillows, your knees bent and thighs spread with his eyes glued to you.

"and no judging my lack of shaving."

he shrugged. "doesn't bother me."

he was looking at you like it was a book and he was reading every word.

"this is kinda weird, right?" you asked, trying to break the tension. and trying to distract him from the fact that his gaze was causing you to grow wetter and wetter with every second.

"a little bit, yeah."

"so... my vagina is the first one you've ever seen."

"yep. looks pretty similar to the drawing."

a few seconds of heavy silence went by.

"i mean... it's hard to learn when you're not... hands-on." you mentally slapped yourself for how cringey that sounded.

he froze, looking up into your eyes.

"what?"

"yeah, i mean... how are you supposed to learn what the clitoris is if you don't get to see what it does?"

"oh. i don't- i don't know."

"exactly."

"but you said no touching."

"i know what i said. maybe sometimes it's good to... break rules."

he slowly crawled closer to you and you spread your thighs wider. the cold air against your wetness could've given you chills.

"what... what do i do?" he asked, his face only a couple of inches away.

"see if you can find the words on your paper."

he looked over at it. "labia."

he lightly poked your wet lips — not the ones on your face.

"good."

"was that it?"

"mhm. good job."

"clitoris," he said without looking back at the paper.

"you remembered that one."

he looked around for a second before, without warning, placing the pad of his pointer finger onto your clit, making you take in a deep breath.

"that?"

"yep. right again."

"what do you... do with it?"

it was uncomfortable to explain, especially with a face in your vagina and a finger on your clit.

"uh... lots of things. really it's just different ways of touching it and touching it with different things. so, you could go in circles, back and forth, up and down. you can also use your tongue or some kind of toy. it's another thing that just depends on the person, everyone likes different things."

"what do you like?"

"circles, usually."

with a second of hesitation, he began slowly moving that finger in circles. you let out a breathy moan and closed your eyes, but he stopped.

"was that okay?"

you opened your eyes and looked down at him.

"that was good."

"so... what happens? is there like... an end goal here?"

"orgasm. it's how most women have to get there. sex, like penetration, usually isn't enough to get a lot of us there."

"really?"

"yeah. that's why it's important for our partners to do something other than just regular sex."

"so... do you usually prefer fingers or... a tongue?"

"well... me personally, i usually prefer a tongue. i feel like it's just more intimate."

"and what do you do with the tongue?"

"same thing you would with fingers. circles, back and forth, up and down-"

you were interrupted by a warm tongue on your clit, unable to hold in a gasp. he was going in circles like you said to do, and it was like he knew what to do immediately.

it felt good. you looked down at him to see him returning the gaze, a smirk creeping across his face.

"good, just like that, stiles."

you were doing your darndest to keep your hips still, ensuring he did everything right his first time. he placed his hands atop your thighs, making sure they stayed spread.

you reached up and pushed your hair out of your face, fisting a ball of your own hair. you were moaning, which he wasn't expecting to hear the first time he did this.

"you're doing good, stiles. that feels good."

he didn't answer, but his ego grew a few sizes at that. the closer you got to your orgasm, the more he had to hold you still. his arms were now wrapped around your thighs, his hands flat against your belly.

"fuck, okay, i can feel it coming," you said, looking down at him. "keep going, i'm gonna cum."

when you did look at him, it looked like he was experienced in this. his positioning, his hands, his pace, everything screamed 'i've done this a thousand times before'.

he liked this. being able to make you melt with just his tongue was making him hard, but he couldn't help it. your sweet voice moaning his name was like music to his ears, and the closer you got the louder you became.

your fingers tangled in his hair, trying not to pull too hard.

"don't stop, stiles. i'm almost there. i'll tell you when to stop."

he obeyed, not changing a single thing he was doing. if it hadn't have been so obvious, he might not have known you were cumming.

your back arched sharply, you took in a loud gasp, and your legs were trembling.

this was an incredible orgasm. you were perplexed by his skill, as ten minutes ago he had never even laid eyes on a vagina, much less eaten one out. but he was a quick learner, as you'd figured out from all the werewolf stuff.

"alright, stop, stop," you choked out. he immediately pulled away, using his shirt to wipe his mouth. you closed your legs and reveled in your high. your hand covered your eyes and you struggled to catch your breath.

"was that okay?" he asked innocently.

"are you kidding?" a moment later, you propped yourself up on your elbows. "how did you know how to do that?"

he shrugged. "i just did what you described."

"i've had more than one guy go down on me who was experienced and couldn't make me cum at all. that was, what, two minutes?"

"i guess i'm a natural," he joked.

you tilted your head to the side. "c'mere." you spread your legs again and his eyes widened, slowly following your directions. he held himself above you and you pulled him down to kiss you.

your hand trailed down his chest and landed on his belt, the clanking of the buckle making him pull away.

"what're you doing?" he whispered, looking at your half-closed eyes.

"well... i can see you're rock hard. i just figured, if you're losing your oral virginity, you might as well lose the regular one too."

he gulped hard, not moving.

"oh."

you stopped messing with his belt, furrowing your brow.

"unless you don't want to. you don't have to. don't feel like i'm pressuring you."

he shook his head.

"i don't. it's just... i didn't expect this. i wasn't planning on doing that when i came over, and i definitely didn't expect this. i didn't bring a condom or anything."

"i have some." you reached down and cupped his bulge in your hand, which made him falter a bit. "they might be a bit snug, but they'll fit."

he nodded, and you continued unbuckling his belt. when you got his pants shimmied down a bit and he was exposed to you, you noticed how red his cheeks were.

"what's wrong?"

"nothing. just... i don't want to disappoint you."

"stiles, it's your first time. i'm not expecting you to last past the first thrust." you can tell he took that as an insult. "i didn't mean it like that. no guy lasts past the first thrust during their first time. vaginas are different than hands or socks. i want you to feel comfortable with this. i promise i'm not judging you."

he nodded. "okay."

"if you don't want to have sex yet i could always just blow you instead. you might last longer that way."

"no, i want to do this."

"okay."

you reached over and grabbed a condom out of your nightstand drawer and opened it for him.

"want me to put it on for you?" you asked, to which you received a nod.

the feeling of your hand stroking down on him could've made him cum right then and there. but he wanted to wait until he was at least inside of you.

the feeling of his tip pressing into you was magical for both of you, and once he was fully nestled into you, he pressed a deep kiss onto your mouth.

he didn't move for a moment, wanting this to last as long as possible.

he was a nice size, not small by any means but not the biggest you'd had. he was perfect.

"you okay?" you whispered, pushing his hair off his forehead.

he nodded, the redness in his cheeks spreading to his chest. he slowly pulled out, and let out a loud, shaky moan with the next thrust. him laying his forehead against your chest let you know that he had cum, his arms trembling a bit.

when he looked at you again, he chuckled.

"what?" you asked.

"lasted past the first thrust." you both laughed at that, and you kissed him again. "next time it'll be better."

"next time?" he nodded. "when will that be?"