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“Okay, I may have a plan B for getting you laid. Kinda.”
“Dean, I really don’t—”
“Just hear me out. I could—” Dean swallowed. He should’ve pulled over for this conversation. “I could blow you,” he said a little too fast. Checking Cas’ expression, it seemed the euphemism didn’t land. “I’m offering to suck your dick,” he tried to refrain from rolling his eyes as he clarified.
“Oh,” Cas said simply. “Is that…pleasurable?”
“You wanna find out?” Dean asked with a grin.
Cas didn’t look nearly as nervous as he had in the brothel. Dean felt bad trying to push him off to some stranger for his first time—the poor guy clearly had no idea what he was doing. It’s not like it’d be the first time Dean had done this with a friend, and he was fairly certain there was nothing gay about it.
“Yes, I think I’d like to know,” Cas finally decided.
“Alright!” Dean declared as he moved to pull over. “Couple of ground rules. One, this stays between us. You tell no one. Not Sam, not anybody. Not God, if you ever find him,”
Cas’ brow furrowed, but he nodded.
“Two, this isn’t a gay thing, so no kissing or hand-holding or any of that crap,” Dean said firmly.
Cas did that damn head tilt thing, and Dean wanted to scream. “Wait. You’re going to put your mouth on my genitals, but you draw the line at holding hands?”
“Rule three is no stupid questions, Cas,” Dean said, putting the car in park. “And rule four? Don’t say genitals,”
“Are there always this many rules to fellatio?”
“There’s gonna be as many rules as unsexy words you come up with, so you should probably stop talking,” Dean undid his seatbelt and gestured for Cas to get comfortable. “Ready?”
Some of that half-crazed fear was creeping back into Cas’ face. “I don’t know,”
“Hey, hey, it’s cool, we don’t have to do anything you don’t want to,”
It was Cas’ turn to roll his eyes. “I want to, I just don’t know what being ready entails in this situation,”
“Oh,” Dean responded. That makes sense, he supposes. “Just…relax. Think about something that gets you hard,”
Cas’ eyes shifted away from Dean’s, and it was clear he was carefully considering the subject matter. “Okay,” Cas said, leaning back in the seat. “Should I, or—?” he asked, reaching for his zipper.
Dean nodded. “Yeah, take it out,”
“Okay,” Cas said again, voice a little shaky.
Dean had seen his fair share of dicks, and they were almost always underwhelming to look at. Seen one, you’ve seen them all, he thought. He wasn’t quite ready for what Cas was packing. Even soft, he was thick. When Cas tentatively stroked it with the palm of his hand, it jumped and stood up a little taller. Dean swallowed, anticipating the weight of it in his throat, a thrill running through his veins at the idea of getting to be the first person to get his mouth on that.
“I’ve never, ah…I’ve never really touched it like this before,” Cas admitted, a flush creeping up his neck as he continues to explore. “I suppose I can now, I’m alone in this body,” he continued. Dean hadn’t stopped to spare a thought for Jimmy until then, and he tried to put that weirdness out of mind.
And then something else occurred to him.
“Wait, so you’ve never even…you’ve never even had an orgasm? Even on your own?”
“No, but I’m familiar with the concept, ah—” the gentle touches had become more efficient strokes, and his dick was now fully hard. “It feels…good,” Cas said decisively.
Dean couldn’t help but chuckle. “Just you wait,” he promised, arranging himself on the bench seat. “Turn to face me, one leg up on the seat,”
It was a direction he’d given many women before eating them out in this very spot, but none of the guys he’d blown had been in his car. That had been limited to truck stop bathrooms and the like, until Cas. He tried not to make that distinction, tried not to feel anything about it, but Cas was his friend. His best friend, even.
His best friend who was currently lounging in the front seat of his car, dick out, waiting for a blowjob. A totally normal, best friend blowjob.
Dean decided not to waste any more time. He descended on Cas’ cock hungrily, licking up his shaft and delicately mouthing at the head. When he first took him down to the base and swallowed, he felt Cas’ hips buck up and heard him let out a ragged moan.
Dean only gagged a little, but Cas was mortified. “I’m so sorry, did I hurt you?” he gasped out, reaching down to place a comforting hand on Dean’s throat while the other stroked his hair.
The concern in his voice and his touch did something to Dean, sent him over some kind of precipice. He was suddenly very aware of his own erection—something that was usually not relevant in this scenario. He leaned into Cas’ hands and tried to find his voice.
“I’m okay,” he managed. “Feels good sometimes, to choke on it,” he admitted into the material of Cas’ slacks. He heard Cas gasp and he returned his mouth to its work.
Cas clearly took what he said to heart, because he began thrusting gently into Dean’s mouth as he took him deeper. Dean was shocked to find he wanted more—he grasped both of Cas’ hips and encouraged him to fuck his throat harder, his cock rock hard in his pants as he let himself be used.
“Dean,” Cas choked out softly, and in a different state of mind Dean may have discouraged it. Instead, he moaned around his friend’s dick and rubbed his crotch to take the edge off. “You’re so good at this,” Cas continued. “I’m…oh, Dean, I’m coming,” he rasped out, reaching down to grasp one of Dean’s hands.
Rules be damned, Dean slotted their fingers together. Cas’ other hand snaked into his hair and Dean reached up to hold it there, breathing hard through his nose and letting the angel have his way with him. Cas’s rhythm faltered as he came, slamming hard into Dean’s throat before pulling almost all the way out and doing it again.
Dean coughed as he felt Cas shoot into his throat and mouth, and he caught his breath as Cas painted his lips with the last of his come. He lapped up the last of the fluid as Cas stared at him, completely blissed out.
With a start, Dean realized they were still holding hands. He quickly untangled their fingers and bodies and backed into his own corner of the car.
“Damn,” he said, faux-casual. “That was, uh. That was fun,”
“Yes,” Cas agreed, still breathing hard. “Thank you,” he said so earnestly that Dean felt his face burn even hotter.
“Don’t mention it,”
“That was rule number one, yes,” Cas deadpanned.
Dean tried to laugh, but the post-fuck self esteem crash was coming on, so it fell flat. Cas, being the nosy bastard that he is, tilted his head at the sad noise Dean had made.
“Are you alright?”
Dean needed out of the car right the fuck now. “I’m fine,” he snapped. He couldn’t bear to look at Cas. His only friend, and he went and—
“Dean, if I’ve done something wrong—”
“It’s fine, Cas,” he said again, in an even tone. “This part’s just uh, always kinda weird, ‘cuz I’m not gay,”
“Yes, you mentioned that,” Cas said dryly. “For what it’s worth, I don’t subscribe to human taboos about sexuality,”
“You didn’t subscribe to human sexual anything until just now,” Dean said. “Just…this isn’t…I’m not trying to start anything here. Just doing you a favor,”
“Yes, I’m aware. That was the second rule,” Cas said flatly.
“Okay. Good. So we’re on the same page.”
“I believe so.”
“Cool. Good. Cool.”
~
It didn’t end up being Cas’ last night on earth, something Dean found a relief. Current developments aside, it was good to have Cas around.
But there was an unfair amount of time between their…entirely platonic encounter…and Dean’s next block of alone time. Once he was finally under the comforting spray of a motel shower, he made himself come in record time thinking about the way Cas had fucked his throat and praised him. As he struggled to get comfortable fully clothed in a strange bed, he soothed himself with the memory of how gently Cas had touched him, as if he were worth the tenderness.