one of my favorite trope is 'character not knowing others character is trans until they go to get down and dirty' so uhrmm this with :
hucklerobby - MDNI ( trans!dennis, oral on Dennis, unprotected p in v ) - wc : 1.6k [ available on AO3 ]
Dennis had figured out that surely Robby knew. right, there was no way he didn't know, Dennis was pretty clocky afterall (at least in his opinion) and he was more or less open about it. He didn't say that he was but he did remember telling him once a story about how his mother had to wrestle him to put him in a dress back when he was a small child.
His transition also wasn't that quite far along, he had been on HRT for a good 5 years, but he hadn't gotten neither top nor bottom surgery - due to cost, he was in so much debt due to med school there was no way he could afford surgery. He had barely managed to scrap up enough money to get his name and gender marker legally changed. But socially wise - the ER was the only place where everyone only knew him as Dennis. It was a first for him and he had quickly gotten clocked by a few of his co-workers (though thankfully they did not care - or they were rather nice about it).
Surely that was enough for Robby to connect the dots and know that Dennis was in fact trans.
But seemingly that was not the case, he realized as he and Robby were entangled with one another in the entry of Robby's home - their hands on each others bodies, kissing one another.
One of robby's hand that was settled on Dennis waist went down, until it reached dennis crotch. Robby frowned a bit at not feeling any bulge, he wasn't expecting dennis to be fully hard but it was weird to not feel anything.
Dennis could feel that robby had suddenly stilled, he broke the kiss - his breath a big ragged; his cheeks flushed - and look up at Robby, seeing the frown on the older man face confused him.
"Is everything ok ..?" he asked a bit hesitant, starting to lightly overthink.
"Do you not want to have sex ?" Is the answer he gets, now it's dennis turn to frown though from confusion on his end.
"What." Dennis disentangle himself from Robby, "What are you talking about ? I- I want to have sex." he says the last part with a bit too much of an emphasis.
"You don't have to lie." Robby sigh, a hand coming to rub his neck while he looks away from Dennis, "You can just say it, it's fine."
"Wait wait, why. Why are you saying that ?" Dennis is running through his mind to think about how could the other man have come to this conclusion, he thought he made it pretty obvious that he wanted to fuck the older man - maybe most notably by making out and grinding on his in the entrance of his house.
"You're not hard, seems to me to be a pretty big indicator ..." As Robby says that he shift awkwardly - as he is in fact pretty hard.
Dennis' eyes widen, he doesn't say anything for a second, trying to make sense of it - when he - thinks - he understand, he bites his lips to try to contain in a laugh.
"Robby ... I ... I can't get hard. You know that right." He lets out a small giggles as he says that, with his typical shit eating grin on his face.
Robby looks at him bewildered, Dennis could seem him actively thinks as to why he couldn't get hard and how he should be aware of that.
"I don't have a dick. I'm trans Robby." He finally said.
"I thought you knew. It's pretty obvious. But uhm ... I do want to have sex with you." Dennis says, taking a step closer to Robby, "If you want to have sex with me of course."
"Yes." he says, a bit too quickly, "yes".
"Great, come here handsome." Dennis says as he pull Robby back into a kiss - with a bit too much tongue and teeth. As his hands make their way back onto Robby's body, sneaking under his shirt.
They broke the kiss to take eachothers shirts. As Dennis was going to touch Robby again, the older man took his hand to lead him toward somewhere else that wasn't the entrance of his home. His original plan was to bring him to the bedroom but he found himself too aroused for that, instead settling for the couch on the living room.
He - lightly - pushed Dennis onto the couch as he got on his knees in front of him - which he did end up regretting the next day, his joints did in fact hurt.
Dennis was flushed, his cheeks coloured such a cute pink color, biting his bottom lips lightly - excited at the prospect of getting head from Robby (which he never never fantasised about ... never).
Robby hands made quick work of unbuckling Dennis pants, quickly making them go down to the boy ankles.
Before taking his boxer off, Robby run his finger along his covered slit - the fabric in that spot being a bit darker than the rest. Dennis let out a small whimper at the feeling.
"Robby please ..." He simply said - his tone low.
"Hmm such an impatient boy," though he obligated, tugging down the boxer, "Remind me to edge you next one, you'll need to be trained."
Robby took a moment to look at Dennis' pussy. It looked ... pretty. He didn't have any better adjectifs to describe it, it was glistening with arousal, the engorged clitoris begged to get licked and sucked. And who was he to not indulge it.
He dived in, licking - his tongue teasing the entrance, his nose bumping against Dennis' clit. He felt the boy hips start to twitch, as his hands slide into his hair, grabbing it a bit harsly.
"Feels good ..." moaned Dennis as Robby poured focus onto his clit. He tugged on the hair on his grasp to push him closer.
Robby continued to give attention to his clit as one of his hand sneaked to touch Dennis' hole, tentatively fingering him, going slowly. He continued to suck and lick, and to slowly open the boy up until he felt Dennis shudder and let out a few 'fuck'.
Robby waited until Dennis' orgasm washed over him to unlatch from his pussy. His lips and beard were wet - he looked up at Dennis, the boy eyes were so glossed over, he looked to fuck over, his eyes a bit wet.
"Need you inside, please" He said, a bit breathless.
"Don't have to tell me twice." Robby got up, he unbuckled his own pants and freed his - painful - erection from the confine of his pants and underwear.
Dennis changed position on the couch, laying on his back and spreading his legs - Robby wished he could take a picture of him right now, but he'll settle for engraving it in his mind, the younger man looked so beautiful, Robby had a fleeting thought that he didn't deserve him - didn't deserve to make love him. This was quickly forgotten as Dennis pulled back his focus.
"Robby, you better put it right now or I will push you down and fuck you so hard" Dennis said, like he didn't plan on doing that at some point in the foreseeable futur.
"Is that supposed to be a threat ?" Robby said as he positioned himself on top of Dennis, lining up the tip of his cock with Dennis' slit.
He groaned as his cock sunk into the warm and tight hole, it felt just so good - he figured Dennis did too seeing how he moaned and grabbed him to kiss him.
Robby started thrusting - slowly at first, tentatively, trying to see what made Dennis felt good, what made him moans into his mouth more, what made him twitches and thrust his hips.
One of his hand was settled on Dennis hip, while the other sneaked down to touch and tweak his clit. Which just made Dennis whimper and moan harder.
After a few more minutes, Robby could feel that he was going to cum soon, he pulled away Dennis.
"Den, I'm gonna cum soon, are you close ?" He asked as he somewhat tried to watch his breath, "If you aren't I'll make you come on my fingers or mouth after ok..." as he finished his sentences he started pepering kisses over Dennis jaw and neck, his thrusts faltering a bit.
"Hmm okay", was all the answers he got, Dennis being too fucked out to string an entire sentence together.
Robby continued to thrust and to rub Dennis clit, until he felt himself close - too close, he pulled out and gave his dick a few strokes before he coming with a groan - most of his cum landing on Dennis' stomach. Dennis let out a pleased sight, liking the sight of Robby coming on top of him.
He wrapped his arms around Robby neck, as Robby went back to touching Dennis hole, determined to make the man come one more time. It didn't take much time, Dennis ended up coming after only a few minutes, Robby could feel Dennis' hole squeezing around his digits.
He pulled his fingers out of Dennis' once his orgasm was done - he brought the digits to his mouth, giving them a quick lick.
Dennis threw him a look, before asking if they could get cleaned up - having cum on his stomach wasn't exactly the most pleasant sensation.
They both got off the couch as Robby lead him to the bathroom, they showered together, it felt nice, domestic, the kind of domesticity Robby craved so dearly, that he had rarely experienced most because of his own doing, but this wasn't the time to think about it, not when he had the man of his dream in his house.