Chapter 4 – James #4
Leon nodded slowly. “Okay, I don’t bottom very often, but I’ve used toys and dildos before. I’m assuming that’s what you use?”
“Yeah, different sizes depending on what my partner prefers.”
“Do you…only top?” Leon asked haltingly.
James quickly shook his head, and Leon let out a breath of relief. He hadn’t even stopped to think that maybe Leon had been worried, too. This particular aspect was definitely not a concern for James.
“I like topping and bottoming. I can be a bit of a bossy bottom sometimes, but I can also be a pillow princess in the right circumstances.”
Leon’s eyes narrowed. “Is…it okay to…say that? I mean, I guess you said it about yourself, so it must be, but…should I not call you that?”
“You’re welcome to call me that if you want. I don’t really have gender dysphoria about terms in bed, like cowgirl, size queen, pillow princess, or whatever. Please just don’t call my pecs boobs or my dick my clit.”
Leon nodded immediately. “I would never–”
“But,” James interrupted, because this was probably the most important and most challenging part. He needed to say it now before he lost his nerve or before Leon accidentally stepped in it by trying to be too supportive. “I have two holes, and I really prefer using one over the other.”
Leon blinked his big, brown eyes, and James took a final fortifying breath.
“I don’t like anal. It didn’t feel great before I transitioned, and sadly, it still doesn’t really do anything for me. So, in terms of fingering, eating out, penetrative sex, etcetera, I like to use my…pussy.”
He usually delivered that line with a lot more certainty and force.
He had never had a problem calling his front hole his pussy, and after transitioning and switching to calling his clit his dick, he had felt perfectly affirmed and very masculine doing so.
If a partner wasn’t into that, they could either end their encounter there or choose not to call his parts by any name out loud.
The rest of their encounter would usually be fast and quick, and they’d go their separate ways without a problem.
This was decidedly James’ biggest concern: that asking his gay boyfriend to call his hole a pussy might be challenging or uncomfortable.
In his early twenties, James had tried a bunch of terms, like “cunt,” “front hole,” and “man cave”—at the suggestion of a reddit post, of course—but the closest he’d ever come to resonating with a different term was “boypussy,” and at the end of the day he liked the shortened version better.
He wanted to give Leon time to process, so he gazed around his room at the modern art print above the dresser and the large, artificial fig tree in the corner.
Leon had pretty minimalistic taste, but his apartment didn’t feel bare.
It felt lived in and somehow very Leon. That was possibly due to the black, gray, and chrome color scheme.
James was just beginning to count the number of drawers in Leon’s dresser when Leon cleared his throat. James glanced at him, taking in his pink cheeks and hesitant smile.
“This is going to sound really fucking juvenile,” Leon said, looking down at their still joined hands. “I’ve said pussy as an insult for years, but…the idea of saying it about a person’s body part has always seemed sort of intimidating.”
That startled a laugh out of James. “The first time I asked a woman if I could eat her pussy, I almost passed out from embarrassment.”
Leon glanced up with a small grin, but his expression slowly shifted.
His eyes fell to half-mast, and he licked his bottom lip.
“So, just to make sure I understand, you want me to finger your pussy…eat your pussy…and fuck your pussy.” He seemed to weigh each word in his mouth before saying it, his voice growing deeper with each iteration, until he was practically growling.
“Yes,” James croaked.
He was currently sitting cross-legged, which meant his boxers were pulled tight across his crotch.
He felt the exact moment his dick throbbed to life.
If he could have squeezed his legs together, he would have.
Instead, the ball in his stomach sank lower and lower into his groin, making his dick ache, and he started to get wet.
Leon’s smile was slow and sultry, which did nothing to help. “Well, that didn’t take much adjustment—at least, verbally. Is there anything else I should know?”
James was having a hard time focusing. “I…yeah, I use both hard and wet to describe when I…uhm, get hard and wet.”
Leon’s eyes grew somehow even darker as he looked James up and down. “Are you hard and wet for me right now?”
Holy. Heck.
“Yes,” James said again, or at least he tried to. It came out more as a desperate breath.
He had hoped Leon would at the very least be able to adapt to James’ terminology and parts. For him to not only understand but immediately take up the language had James’ heart racing and his stomach tightening.
Oh, there was one more thing.
“I also have a G-spot, but I don’t really care what it’s called. G-spot, P-spot, prostate, you can use whatever you want, or feel free to vary it up. Whatever brings you joy, I guess,” James said, decidedly too distracted by his churning stomach and aching dick for any more talking.
Leon’s smile shifted from predatory to lopsided. “Whatever brings me joy… Alright, darlin’, anything else?”
James’ head was starting to spin. He racked his brain for any parts of his lesson he might have missed, but he came up empty. He shook his head, and Leon grabbed him by the back of the neck and pulled him into an achingly sweet kiss.
“Thank you for going over that with me,” Leon said. “I’ll probably still need some logistical guidance, but I feel pretty solid on the theory at least.”
James' voice had left him. All he could think about was how he would love to give Leon some logistical practice…if only he could open his mouth and say so.
Leon was studying him, most of the earlier heat in his eyes having cooled to crackling embers. “How are you feeling? You want to call it a night? Or are you down for a little more hands-on learning?”
James nodded eagerly, the back of his head still cradled in Leon’s warm grasp.
“That was sort of an either-or question, darlin’, not a yes or no.”
James still couldn’t find where he’d misplaced his voice amidst his tumbling thoughts and ramping desire, so he pulled Leon into another kiss. Leon’s plush lips felt so good against his, and he immediately opened his mouth to James’ exploring tongue.
Since actions supposedly spoke louder than words, James climbed onto Leon’s lap, straddling his hips and rubbing his aching dick against Leon’s stomach. Leon dropped his hand from James’ neck to his hips, and as they kept kissing, he slid both hands around to the backs of his thighs.
James broke the kiss to take off his shirt, and Leon started kissing down his neck and over his collarbone until he could mouth at one of James’ nipples.
“Mmmmm…they’re not as sensitive as they once were, but they still feel pretty good,” James said, grateful he was able to find his voice when it counted.
“So, what you’re saying is, I probably can’t make you scream like you did to me?”
James ran his hands through Leon’s hair, getting his fingers tangled at the back of his head. “I also don’t really like pain or marks.”
“Of course not, my little mensch,” Leon joked. “What would the minions think if you came into work on Monday looking debauched?”
He pressed an open-mouth kiss to the side of James’ neck and pretended to bite him. James would have rolled his eyes, but Leon wouldn’t be able to see it.
“It’s more so that I don’t like how it feels to be bitten or bruised like that.”
“Ahhh, I gotcha. No pain, only pleasure for you,” Leon said before pulling him into a soft kiss.
“Yes, please.”
Leon grabbed James by the shoulder and hip and, with enviable ease, flipped them so James was on his back.
“Can I take your pants off?” Leon asked, and James nodded quickly.
Leon made a show of removing them, dropping kisses down James’ belly, and then slowly kissing down his thigh and calf on one side before doing the same on the other.
He paused with his face between James’ legs. He was wearing his packing boxer briefs, which had an extra layer to hold the packer in place. It had the added bonus of being fairly thick, so he didn’t think his smell or how wet he was would be that obvious yet.
“Can I?” Leon asked, placing his hands on James’ hips.
James didn’t trust his voice, so he nodded firmly. Leon pulled his boxers off and settled back in between his legs. James tried to watch his expression, but his anxiety won out, and he stared at the ceiling as Leon slowly ran his hands, uninterrupted, from James’ hips down to his inner thighs.
“Well,” Leon said, and James glanced down to find him wide-eyed and pink-cheeked. “I have to admit, I’m a bit overwhelmed…and a little out of my element. But also, so fucking turned on. I want to do everything to you, but I don’t really know how to start.”
All things considered, that was definitely one of the better outcomes for Leon’s first time coming face-to-face with his pussy.
“Well, this is my dick,” James said, grabbing his dick with his thumb and forefinger. “And like most dicks, it likes to be stroked.”
Leon’s pierced eyebrow slowly lifted, and James was unable to hide his grin.
“Alright, little mensch,” Leon said, and he placed his hand on top of James’. “Wanna show me how it's done?”
James demonstrated how he liked to pull, circle, and rub his dick. When he removed his hand, Leon mimicked the movement almost perfectly, and James moaned.
“What else do you like?” Leon asked as he continued stroking him.
“I like…blow jobs and—” His breath stuttered as Leon bent down to kiss the top of his dick and then resumed stroking.
“And?”
“And…being eaten out. And fingered—“
“Do you need lube?” Leon asked, his eyes going wide, as if he was surprised he hadn’t asked yet.